TW202009235A - 1,2-dithiolone compounds and use thereof - Google Patents

Abstract

The present invention discloses 1,2-dithiolone compounds of the formula (I),

wherein, A, Cy, R, R¹ , R^2a and R^2b have the same meanings as defined in the description. The present invention further discloses methods for their preparation and the use of 1,2-dithiolone compounds of formula (I) and/or composition thereof for the protection of crops against undesired phytopathogenic microorganisms.

Description

1,2-dithiol ketone compound and its use

The present invention relates to 1,2-dithiol compounds of formula (I). More specifically, the present invention relates to a 1,2-dithiol compound of formula (I) and a method for preparing the same. The invention also relates to the use of the 1,2-dithiol compound of formula (I) as a disease control agent.

Controlling the damage of plant pathogenic microorganisms and pests to crops is extremely important for achieving high crop yields. For example, plant diseases can lead to a significant reduction in the productivity of ornamental plants, vegetables, pastures, cereals, and fruit crops, thereby increasing consumer costs. Many products can control this damage commercially. However, there is still a need for new compounds that are more effective, less costly, less toxic, safer in the environment, and/or have different modes of action.

Certain 1,2-dithiol compounds are disclosed in the literature as microbicidal active ingredients in insecticides. For example, DE1278701, FR2541680, GB1136793, US3527867 disclose the use of 1,2-dithiol compounds as fungicides (alone or as part of a composition).

The disadvantage of the prior art compounds is that the fungicidal activity of these compounds (especially at low application rates) is unsatisfactory. Therefore, there is still a need for new compounds that are more efficient, less costly, less toxic, safer in the environment, and/or have different modes of action.

In view of the foregoing, the present invention contemplates compounds that can overcome the disadvantages associated with the prior art.

The object of the present invention is to provide compounds with enhanced efficacy and/or a broader spectrum of activity against phytopathogenic harmful fungi.

Certain 1,2-dithiol ketone compounds disclosed in the present invention have excellent fungicidal activity against phytopathogenic fungi, and this objective can be achieved unexpectedly.

其中，A、Cy、R、R¹ 、R^2a 和R^2b 如詳述中所定義。Therefore, the present invention provides a 1,2-dithiol compound of formula (I),

Among them, A, Cy, R, R ¹ , R ^2a and R ^2b are as defined in the detailed description.

The present invention also relates to agriculturally acceptable salts, structural isomers, stereoisomers, diastereomers, enantiomers, tautomers, metal complexes of compounds of formula (I), Polymorph, S-oxide or N-oxide.

The invention further relates to comprising at least one compound of formula (I) and optionally at least one selected from fungicides, insecticides, nematicides, acaricides, biological insecticides, herbicides, plant growth regulators, antibiotics, fertilizers And/or a mixture of active compounds thereof.

In one embodiment, the present invention provides a 1,2-dithiol compound of formula (I) or an agriculturally acceptable salt thereof as a crop protection agent for controlling unwanted phytopathogenic microorganisms (preferably fungal pathogens) the use of.

Detailed description of the invention definition

The definitions of the terms used in this disclosure provided herein are for illustrative purposes only, and in no way limit the scope of the invention disclosed by the invention.

As used herein, "comprising", "including", "having", "having", "characterized by" or any other variants thereof are intended to cover non-exclusive inclusions, unless expressly stated otherwise. For example, the list of elements included in a combination, mixture, process, or method is not necessarily limited to these elements, but may include other elements inherent to the combination, mixture, step, or method that are not explicitly listed.

The transitional word "consisting of" excludes any unspecified elements, steps or ingredients. If it is within the scope of the patent application (except for the miscellaneous items usually associated with it), such a patent application will include materials other than those mentioned. When the term "consisting of" appears in a clause in the main body of the patent application rather than immediately after the preamble, it only restricts the elements specified in the clause; other factors have not been excluded from the entire scope of the patent application.

The transitional word "consisting essentially of" is used to define a composition or method that includes materials, steps, features, ingredients or elements, provided that these additional materials, steps, features, ingredients or elements do not substantially affect the scope of the patent application The essential elements and novel features of the protected invention. The term "consisting essentially of" occupies the middle ground between "contains" and "consists of".

In addition, unless expressly stated to the contrary, "or" refers to an inclusive "or" rather than an exclusive "or". For example, the condition A "or" B meets any of the following: A is true (or exists) and B is false (or does not exist), A is false (or does not exist) and B is true (or present), A and B Are true (or exist).

In addition, the indefinite articles "a" and "an" preceding an element or component of the present invention do not limit the number of instances (ie, the number of occurrences) of the element or component. Therefore, "a" or "an" should be understood to include one or at least one, and the singular word form of an element or component also includes a plural, unless the number is clearly singular.

The term "pesticide" referred to in this disclosure also always includes the term "crop protection agent" in each case.

The term "harmful microorganisms" or "plant pathogenic microorganisms" such as fungi or bacterial pathogens include Plasmodium fungi, oomycetes, chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Shenmycetes, as well as Pseudomonasceae, Rhizobia Mycobacteriaceae, Enterobacteriaceae, Corynebacteriaceae, and Streptomycesceae.

The term "agricultural" refers to the production of crops such as food and fiber, including growing corn, soybeans and other legumes, rice, cereals (such as wheat, oats, barley, rye, rice, corn), green leafy vegetables (such as lettuce) , Cabbage and other rape crops), fruits and vegetables (such as tomatoes, peppers, eggplants, crucifers and gourds), potatoes, sweet potatoes, grapes, cotton, tree fruits (such as pears and citrus), small fruits (strawberries, cherries ) And other special crops (eg rape, sunflower, olive).

The term "non-agricultural" refers to non-agricultural crops, such as horticultural crops (eg, greenhouses, nurseries or ornamental plants that are not grown in the field), residential, agricultural, commercial and industrial structures, turf (eg, turf farms, pastures, Golf courses, lawns, sports fields, etc.), wood products, storage, agroforestry and vegetation management, public health (ie humans) and animals (such as domestic animals such as pets, livestock and poultry, and wild animals such as non-domestic animals) for health applications.

Non-agricultural applications include protecting animals from microorganisms by administering a biologically effective amount of a compound of the invention (usually in the form of a veterinary composition) to the animal to be protected.

In general, the term "substituted", whether or not preceded by the word "optionally", refers to a substituent on which at least one hydrogen (eg, carbon or nitrogen atom, etc.) present on the group is allowed {eg, in substitution Substances that produce stable compounds [such as compounds that do not undergo spontaneous conversion (such as by rearrangement, cyclization, elimination, or other reactions) under normal conditions (temperature, pressure, air, etc.)]. Unless otherwise stated, a "substituted" group may have a substituent at one or more substitutable positions of the group, and when multiple positions are substituted in any given structure, each position May have the same or different substituents.

The following explains the meaning of the various terms used in this description:

The term "aliphatic compound" or "aliphatic group" as used herein is an organic compound in which carbon atoms are connected in a straight chain, branched chain, or non-aromatic ring.

The term "alkyl" (used independently or in compound words such as "alkylsulfide" or "haloalkyl" or -N(alkyl) or alkylcarbonylalkyl or alkylsulfonamide) includes straight chain or branched The chain C ₁ to C ₂₄ alkyl, preferably C ₁ to C ₁₅ alkyl, preferably C ₁ to C ₁₀ alkyl, preferably C ₁ to C ₆ alkyl. Non-limiting examples of alkyl groups include methyl, ethyl, propyl, 1-methylethyl, 1-methylethyl, pentyl, 1-methylbutyl, 1-methylbutyl, 2- Methylbutyl, 2-methylpropyl, 1-methylpentyl, 1-methylpentyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methyl Amylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl , 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl 1-methylpropyl and l-ethyl 2-methyl Propyl or different isomers. If the alkyl group is at the end of the composite substituent, for example, in an alkylcycloalkyl, the portion of the initial composite substituent, such as cycloalkyl, can be mono-substituted or multiply substituted with alkyl in the same or different manners and independently replace. The same applies to other free radicals such as alkenyl, alkyl, hydroxyl, halogen, carbonyl, carbonyloxy and other compound substituents at the end.

The term "alkenyl" (used independently or in compound words) includes linear or C ₂ to C ₂₄ olefins, preferably C ₂ to C ₁₅ olefins, more preferably C ₂ to C ₁₀ olefins, more preferably C ₂ to C ₆ olefins Branch. Non-limiting examples of olefins include vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 1-methyl-1-propenyl, 2-methyl-2-propenyl Group, 2-methyl-1-butenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-2-butenyl, 3-methyl -3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1--1-dimethyl-2-butenyl, 1,2-dimethyl- 2-propene, 1-ethyl-1-propene, 1-ethyl-2-propene, 1-ethyl-2-pentene, 3-methyl-1-pentene, 2-methyl-1-pentene Ene, 3-methyl-2-pentene, 3-methyl-2-pentene, 3-methyl-3-pentene, 3-methyl-3-pentene, 4-methyl-4-pentene Ene, 3-methyl-4-pentene, 3-methyl-4-pentene, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-3-butenyl, 2,3-dimethyl- 3-butenyl, 2,3-dimethyl-3-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-3-butenyl, 1- Ethyl-1-butenyl, 1-ethyl-2-butenyl, 2-ethyl-2-butenyl, 2-ethyl-2-butenyl, 2-ethyl-2-butenyl Alkenyl, 2-ethyl-2-butenyl, 2-ethyl-2-butenyl, 1-ethyl-2-butenyl, 1-ethyl-2-methyl-1-propene and l-ethyl-2-methyl-2-propene and its isomers. Alkenes also include polyenes, such as 1,2-propadiene and 2,4-hexadiene. Unless there is a clear definition elsewhere, this definition also applies to compound substituents as part of olefins, such as halogenated olefins.

The term "alkynyl" (used alone or in compound words) includes branched or straight chain C ₂ to C ₂₄ alkyne, preferably C ₂ to C ₁₅ alkyne, more preferably C ₂ to C ₁₀ alkyne, most preferably C ₂ to C ₆ alkynes. Non-limiting examples of alkynes include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl , 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl Yl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl -4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl , 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl , 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2- Butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl and different isomers. Unless specifically defined elsewhere, the definition also applies to alkynyl groups that are part of a composite substituent, such as haloalkynyl and the like. The term "alkynyl" may also include moieties composed of multiple triple bonds, such as 2,5-hexadiynyl.

The term "cycloalkyl" refers to an alkyl group closed to form a ring. Non-limiting examples include, but are not limited to cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl. Unless explicitly defined elsewhere, this definition also applies to cycloalkyl as part of a composite substituent, such as cycloalkylalkyl and the like.

The term "cycloalkenyl" refers to the formation of cycloalkenyl groups, including monocyclic, partially unsaturated hydrocarbon groups. Non-limiting examples include, but are not limited to cyclopentenyl and cyclohexenyl. Unless clearly defined elsewhere, this definition also applies to cycloalkenyl as part of a composite substituent, such as cycloalkenylalkyl and the like.

The term "cycloalkynyl" refers to an alkynyl group that is closed to form a ring and includes monocyclic, partially unsaturated groups. Unless specifically defined elsewhere, this definition also applies to cycloalkynyl as part of a composite substituent, such as cycloalkynylalkyl and the like.

"Cycloalkoxy", "cycloalkenyloxy" and similar words have similar definitions. Non-limiting examples of cycloalkoxy include cyclopropoxy, cyclopentyloxy and cyclohexyloxy. Unless explicitly defined elsewhere, this definition also applies to cycloalkoxy as part of a composite substituent, such as cycloalkoxyalkyl.

The term "halogen" (independently or used in compound words such as "haloalkyl") includes fluorine, chlorine, bromine or iodine. In addition, when used for compound words such as "haloalkyl", the alkyl group may be partially or completely substituted with a halogen atom, and the halogen atoms may be the same or different. Non-limiting examples of "haloalkyl" include chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoro Methyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl 2,2,2-trifluoroethyl Group, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, penta Fluoroethyl, 1,1-dichloro-2,2,2-trifluoroethyl and 1,1,1-trifluoroprop-2-yl. Unless clearly defined elsewhere, this definition also applies to haloalkyl as part of a composite substituent, such as haloalkylaminoalkyl.

The terms "haloalkenyl" and "haloalkynyl" are defined similarly, except that alkenyl and alkynyl exist as part of the substituent instead of alkyl.

The term "haloalkoxy" refers to a straight-chain or branched-chain alkoxy group in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as described above. Non-limiting examples of haloalkoxy include chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoro Methoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2- Difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro- 2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy and 1,1,1-trifluoroprop-2-oxy. Unless clearly defined elsewhere, this definition also applies to groups where haloalkoxy is part of a composite substituent, such as haloalkoxyalkyl and the like.

The term "haloalkylthio" refers to a straight-chain or branched-chain alkylthio group in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as described above. Non-limiting examples of haloalkylthio groups include chloromethylthio, bromomethylthio, dichloromethylthio, trichloromethylthio, fluoromethylthio, difluoromethylthio, trifluoromethylthio, chlorofluoro Methylthio, dichlorofluoromethylthio, chlorodifluoromethylthio, 1-chloroethylthio, 1-bromoethylthio, 1-fluoroethylthio, 2-fluoroethylthio, 2,2- Difluoroethylthio, 2,2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio, 2-chloro-2,2-difluoroethylthio, 2,2-dichloro- 2-fluoroethylthio, 2,2,2-trichloroethylthio, pentafluoroethylthio and 1,1,1-trifluoroprop-2-ylthio. Unless specifically defined elsewhere, this definition also applies to halogenated alkylthio groups as part of the composite substituent, such as halogenated alkylthioalkyl groups.

Non-limiting examples of "haloalkylsulfinyl" include CF ₃ S(O), CCl ₃ S(O), CF ₃ CH ₂ S(O). Non-limiting examples of "haloalkylsulfonyl" include CF ₃ S(O) ₂ , CCl ₃ S(O) ₂ , CF ₃ CH ₂ S(O) ₂ and CF ₃ CF ₂ S(O) ₂ .

The term "hydroxyl" means -OH and amino means -NRR, where R may be H or any possible substituent, such as alkyl. Carbonyl represents -C(O)-, carbonyloxy represents -OC(O)-, sulfinyl represents SO, and sulfonyl represents S(O) ₂ .

The term "alkoxy" (used alone or in compound form) includes C ₁ to C ₁ alkoxy, preferably C ₁ to C ₁₅ alkoxy, more preferably C ₁ to C ₁₀ alkoxy, most preferably C ₁ to C6 alkoxy. Examples of alkoxy groups include methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1- Dimethylethoxy, pentyloxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethyl Propoxy, hexyloxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methyl Pentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-bis Methylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2- Trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy and 1-ethyl-2-methylpropoxy and different isomers body. Unless specifically defined elsewhere, this definition also applies to alkoxy as part of a composite substituent, such as haloalkoxy, alkynylalkoxy, and the like.

The term "alkoxyalkyl" means that the alkyl group is substituted with an alkoxy group. Non-limiting examples of "alkoxyalkyl" include CH ₃ OCH ₂ , CH ₃ OCH ₂ CH ₂ , CH ₃ CH ₂ OCH ₂ , CH ₃ CH ₂ CH ₂ CH ₂ OCH ₂ and CH ₃ CH ₂ OCH ₂ CH ₂ .

The term "alkoxyalkoxy" means that alkoxy is replaced by alkoxy.

The term "C ₆ -C ₁₆ aryloxy group" includes, for example, phenoxy, 1-naphthyloxy, 2-naphthyloxy, 1-acenaphthenyloxy, 1-phenanthrenyloxy, 9-anthraceneoxy , And 1-pyrphenoxy.

The term "alkylthio" includes branched or straight chain alkylthio moieties such as methylthio, ethylthio, propylthio, 1-methylthiothio, butylthio, 1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 2,2 -Dimethylpropylthio, 1-ethylpropylthio, hexylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio1,2-dimethylbutylthio, 1,3-bis Methylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethyl Butylthio, 1,1,2-trimethylpropylthio, 1,2.2-dimethylbutylthio, 2-trimethylpropylthio, 1-ethyl-1-methylpropyl Thio and 1-ethyl-2-methylpropylthio and different isomers.

Halocycloalkyl, halocycloalkenyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkoxyalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, haloalkyl The definition of carbonyl, cycloalkylcarbonyl, haloalkoxyalkyl, etc. is similar to the above examples.

The term "alkylthioalkyl" means that the alkyl group is substituted with an alkylthio group. Non-limiting examples of "alkylthioalkyl" include -CH ₂ SCH ₂ , -CH ₂ SCH ₂ CH ₂ , CH ₃ CH ₂ SCH ₂ , CH ₃ CH ₂ CH ₂ CH ₂ SCH ₂ and CH ₃ CH ₂ SCH ₂ CH ₂ . "Alkylthioalkoxy" means that the alkoxy group is substituted with an alkylthio group. "Cycloalkylalkylamino" means that the alkylamino is substituted with cycloalkyl.

The definition of alkoxyalkoxyalkyl, alkylaminoalkyl, dialkylaminoalkyl, cycloalkylaminoalkyl, cycloalkylaminocarbonyl, etc. is the same as "alkylthioalkyl" or "cycloalkane" "Alkylalkylamino" is similar.

"Alkoxycarbonyl" is an alkoxy group bonded to a skeleton through a carbonyl group (-CO-). Unless specifically defined elsewhere, this definition also applies to alkoxycarbonyl as part of a composite substituent, such as cycloalkylalkoxycarbonyl and the like.

The term "alkoxycarbonylalkylamino" means that the alkylamino group is substituted with an alkoxycarbonyl group. "Alkylcarbonylalkylamino" means that the alkylamino group is substituted with an alkylcarbonyl group. The terms alkylthioalkoxycarbonyl, cycloalkylalkylaminoalkyl, etc. are defined similarly.

Non-limiting examples of "alkylsulfinyl" include, but are not limited to, methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl, butyl Sulfenyl, 1-methylpropylsulfinyl, 2-methylbutylsulfinyl, 1-methylbutylsulfinyl, 2-methylbutylsulfinyl, 2-methylbutylsulfinyl, 1-ethylpropylsulfinyl, 1-ethylpropylsulfinyl, 1-2-dimethylpropylsulfinyl, 2-methyl Amylpentylsulfonamide, 3-methylpentylsulfonamide, 4-methylpentylsulfonamide, 1,1-dimethylbutylsulfonamide, 1,3-dimethylbutylsulfonamide, 2, 3-dimethylbutylsulfonamide, 3,3-dimethylbutylsulfonamide, 1-ethylbutylsulfonamide, 1,1,2-trimethylpropylsulfonamide, 1-ethyl 1 -Methyl propyl sulfonamide and 1-ethyl 2-methyl propyl sulfonamide and their isomers. The term "arylsulfinyl" includes Ar-S(O), where Ar may be any carboxyl or heterocyclic ring. Unless otherwise specifically defined, this definition also applies to alkylsulfinyl as part of a composite substituent, such as haloalkylsulfinyl and the like.

Non-limiting examples of "alkylsulfonyl" include, but are not limited to, methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2-methylbutylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 2,2-methylpropylsulfonyl, 1-ethylpropylsulfonyl, 1-ethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, 1-methylsulfonate Acyl, 2-methylpentylsulfo, 3-methylpentylsulfo, 4-methylpentylsulfo, 1,1-dimethylbutylsulfo, 1,2-dimethylbutane Sulfo, 2,2-dimethylbutylsulfo, 2,3-dimethylbutylsulfo, 3,3-dimethylbutylsulfo, 1-ethylbutylsulfo, 1 , 1,2-trimethylpropylsulfo, 1-ethyl 1-methylpropylsulfo, 1-ethyl 2-methylpropylsulfo and its isomers. The term "arylsulfonyl" includes Ar-S(O) ₂ , where Ar may be any carboxyl or heterocyclic ring. Unless otherwise defined, this definition also applies to alkylsulfonyl as part of a composite substituent, such as alkylsulfoalkyl and the like.

Definitions of terms such as "alkylamino" and "dialkylamino" are similar to the above examples.

The term "ring" or "ring system" or "Cy" as a component of formula I is carbocyclic or heterocyclic. The term "ring system" means one or more rings. "Bicyclic or ring system" refers to a ring system composed of two or more common atoms.

The term "carbocyclic" or "carbocyclic" or "carbocyclic" includes "aromatic carbocyclic systems" and "non-aromatic carbocyclic systems" or polycyclic or bicyclic (spiro, fused, bridged, Non-fused) ring compounds, where the ring may be aromatic or non-aromatic (where aromatic means that the Huckel rule is met, and non-aromatic means that the Huckel rule is not met). Non-limiting examples of non-aromatic carbocyclic systems are cyclopropyl, cyclobutyl, cyclopentyl, norbornyl and the like. Non-limiting examples of aromatic carbocyclic systems are phenyl, naphthyl and the like.

The term "aryl" refers to any aromatic group containing a carbon group, including but not limited to phenyl, naphthalene, biphenyl, anthracene, and the like. The aryl group may or may not be substituted. In addition, the aryl group may be a single ring structure, or may be composed of multiple ring structures, and these ring structures may be fused ring structures, or may be connected by one or more bridging groups (such as carbon-carbon bonds).

"Aralkyl" refers to an aryl hydrocarbon group, including the alkyl moiety defined above. Examples include benzyl, phenethyl and 6-naphthylhexyl. As used herein, "arylalkenyl" refers to an aryl hydrocarbon group, including the alkenyl moiety defined above and the aryl moiety defined herein. Examples include styryl, 3-(benzyl)prop-2-enyl and 6-naphthylhex-2-enyl.

The term "hetero" in relation to a ring refers to a ring in which at least one ring atom is not carbon and may contain 1 to 4 heteroatoms independently selected from nitrogen, oxygen, and sulfur, provided that each ring does not exceed 4 nitrogens, No more than 2 oxygen and no more than 2 sulfur.

The term "aromatic" means that the Huckel rule is satisfied, and "non-aromatic" means that the Huckel rule is not satisfied.

"Heterocycle" or "heterocyclic" includes "aromatic heterocycle" or "heteroaryl ring system" and "non-aromatic heterocyclic system" or polycyclic or bicyclic (spiro ring, fused, bridged, non-fused) ) Ring compounds, the ring may be aromatic or non-aromatic, wherein the heterocycle contains at least one heteroatom selected from N, O, S(O) _0-2 , and/or the C ring member of the heterocycle may be C (=O), C(=S), C(=CR*R*) and C=NR* (* represents an integer).

The term "non-aromatic heterocyclic ring" or "non-aromatic heterocyclic ring" means a three to fifteen-membered (preferably three to twelve-membered) saturated or partially containing 1 to 4 heteroatoms selected from oxygen, nitrogen and sulfur Unsaturated heterocycle: monocyclic, bicyclic or tricyclic heterocycle, in addition to carbocyclic members, it also contains 1-3 nitrogen atoms and/or one oxygen or sulfur atom or one or two oxygen and/or sulfur atoms; If the ring contains multiple oxygen atoms, they are not directly adjacent; for example (but not limited to) oxirane, aziridinyl, oxetane, azetidine, thietane Group, 2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 1-pyrrolidinyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidine Group, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 1-pyrazolidinyl, 3-pyrazole Alkyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 1-imidazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidinyl- 5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,2,4-triazolidin-1-yl, 1, 2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,3,4-triazole Alkan-1-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl, 2,4-dihydro Furan-2-yl, 2,4-dihydrofuran-3-yl, 2,3-dihydrothiophen-2-yl, 2,3-dihydrothiophen-3-yl, 2,4-dihydrothiophene- 2-yl, 2,4-dihydrothiophen-3-yl, pyrrolinyl, 2-pyrrolin-2-yl, 2-pyrrol-3-yl, 3-pyrrol-2-yl, 3-pyrrol-3 -Yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl, 4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-iso Oxazolin-4-yl, 4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl, 4-isoxazolin-5-yl Group, 2-isothiazolin-3-yl, 3-isothiazolin-3-yl, 4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl , 4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl, 4-isothiazolin-5-yl, 2,3-dihydropyrazole- 1-yl, 2,3-dihydropyrazol-2-yl, 2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl, 2, 3-dihydropyridine Azole-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl, 3,4-di Pyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyrazol-3-yl, 4 ,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl , 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3 -Yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazole -3-yl, 3,4-dihydrooxazol-4-yl, pyridyl, 2-point divinyl, 3-pyridyl, 4-pyridyl, pyrazinyl, morpholinyl, thio Morpholinyl, 1,3-dioxan-5-yl, 2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl, 3-hexahydropyridazinyl, 4-hexa Hydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2-pentazinyl, 1,3,5-hexahydrotriazin-2-yl, 1,2 ,4-hexahydrotriazin-3-yl, cycloserine, 2,3,4,5-tetrahydro[1H]azaaza-1- or -2- or -3- or -4- or -5- Or -6- or -7-yl, 3,4,5,6-tetrahydro[2H]aza-2- or -3- or -4- or -5- or -6- or -7-yl , 2,3,4,7-tetrahydro[1H]aza-1- or -2- or -3- or -4- or -5- or -6- or -7-yl, 2,3, 6,7-tetrahydro[1H]aza-1- or -2- or -3- or -4- or -5- or -6- or -7-yl, hexahydroaza-1- or- 2- or -3- or -4-yl, tetra- and hexahydrooxepanyl, such as 2,3,4,5-tetrahydro[1 H]oxepan-2- or -3 -Or -4- or -5- or -6- or -7-yl, 2, 3, 4, 7-tetrahydro [1H] oxa-2-one or -3- or -4- or -5- Or -6- or -7-yl, 2,3,6,7-tetrahydro[1H]oxa-2-one or -3- or -4- or -5- or -6- or -7-yl , Hexahydroaza-1- or -2-- or -3- or -4-yl, tetra- and hexahydro-1,3-diaza, tetra- and hexahydro-1,4-diazepine Hetero, tetra- and hexahydro-1,3-oxaza, tetra- and hexahydro-1,4-oxaza, tetra- and hexahydro-1,3-dioxanyl , Tetrahydro and hexahydro-1,4-dioxanyl. Unless specifically defined elsewhere, this definition also applies to heterocycloalkyl as part of a composite substituent, such as heterocyclylalkyl and the like.

The term "heteroaryl" refers to a 5- or 6-membered fully unsaturated monocyclic ring system containing one to four heteroatoms in oxygen, nitrogen and chalcogenide; if the ring contains more than one oxygen atom, they are not directly adjacent ; 5-membered heteroaryl groups contain one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom: in addition to carbon atoms, five-membered heteroaryl groups can also contain one to four nitrogen atoms or one to three nitrogen atoms and A sulfur or oxygen atom as a ring member, such as (but not limited to) furanyl, thienyl, pyrrolyl, isoxazolyl, isothiazolyl, pyrazolyl, oxazolyl, thiazolyl, imidazolyl, 1,2 ,4-oxadiazolyl, 1,2,4-thiadiazolyl 1,2,4,4-triazolyl, 1,3,4-oxadiazolyl, 1,3,4-thiadiazole Radical, 1,3,4-triazolyl, tetrazolyl; nitrogen-bonded 5-membered heteroaryl containing one to four nitrogen atoms, or benzo-fused nitrogen bond containing one to three nitrogen atoms 5-membered heteroaryl: in addition to carbon atoms, a five-membered heteroaryl that may contain one to four nitrogen atoms or one to three nitrogen atoms as ring members and two adjacent carbocyclic members or one nitrogen and one Adjacent carbocyclic members can be bridged through but-1,3-diene-1,4-diyl, where one or two carbon atoms can be replaced by nitrogen atoms, where these rings are connected to the backbone through a nitrogen ring member, For example (but not limited to) 1-pyrrolyl, 1-pyrazolyl, 1,2,4-triazolyl, 1-imidazolyl, 1,2,3-triazolyl and 1,3,4-triazole base.

6-membered heteroaryl groups containing 1-4 nitrogen atoms: 6-membered heteroaryl groups, in addition to carbon atoms, can also contain 1-3 and 1-4 nitrogen atoms as ring members, for example (but Not limited to) 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl , 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl and 1,2,4,5-tetrazin-3-yl; contains one to three nitrogen atoms or one A benzo-fused 5-membered heteroaryl group of a nitrogen atom and an oxygen or sulfur atom: for example (but not limited to) indol-1-yl, indol-2-yl, indol-3-yl, indole -4-yl, indol-5-yl, indol-6-yl, indol-7-yl, benzimidazol-1-yl, benzimidazol-2-yl, benzimidazol-4-yl, Benzimidazol-5-yl, indazol-1-yl, indazol-3-yl, indazol-4-yl, indazol-5-yl, indazol-6-yl, indazol-7-yl, Indazol-2-yl, 1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl, 1-benzofuran-5-yl, 1-benzene Benzofuran-6-yl, 1-benzofuran-7-yl, 1-benzothiophen-2-yl, 1-benzothiophen-3-yl, 1-benzothiophen-4-yl, 1 -Benzothiophen-5-yl, 1-benzothiophen-6-yl, 1-benzothiophen-7-yl, 1,3-benzothiazol-2-yl, 1,3-benzothiazole-4 -Yl, 1,3-benzothiazol-5-yl, 1,3-benzothiazol-6-yl, 1,3-benzothiazol-7-yl, 1,3-benzoxazol-2- Group, 1,3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl and 1,3-benzoxazol- 7-yl; benzo-fused 6-membered heteroaryl containing one to three nitrogen atoms: for example (but not limited to) quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, Quinolin-5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl, isoquinolin-1-yl, isoquinolin-3-yl, isoquinolin-4- Group, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl and isoquinolin-8-yl.

Non-limiting examples of fused 6-5-membered heteroaryl groups include indolizinyl; pyrazolo[1,5-a]pyridyl; imidazo[1,2-a]pyridyl; pyrrolo[1 ,2-a]pyrimidinyl; pyrazolo[1,5-a]pyrimidinyl; imidazo[1,2-a]pyrimidinyl; pyrrolo[1,2-a]pyrazinyl; pyrazolo[ 1,5-a]pyrazinyl; imidazo[1,2-a]pyrazinyl and the like. Unless specifically defined elsewhere, this definition also applies to heteroaryl groups as part of a composite substituent, such as heteroarylalkyl.

The term "trialkylsilyl" includes 3 branched and/or linear alkyl radicals which are attached to and attached to silicon atoms, such as trimethylsilyl, triethylsilyl and tertiary Butyldimethylsilyl. "Haloalkylsilyl" means that at least one of the three alkyl groups is partially or completely substituted with halogen atoms, which may be the same or different. "Alkoxytrialkylsilyl" means that at least one of the three alkyl groups is substituted with one or more alkoxy groups which may be the same or different. "Trialkylsilyloxy" means a trialkylsilyl moiety linked by oxygen.

Non-limiting examples of "alkylcarbonyl" include _{C (O) CH 3, C} (O) CH 2 CH 2 CH 3 and _{C (O) CH (CH 3} ) 2. Examples of "alkoxycarbonyl" include CH ₃ OC(=O), CH ₃ CH ₂ OC(=O), CH ₃ CH ₂ CH ₂ OC(=O), (CH ₃ ) ₂ CHOC(=O) and Different butoxy or pentoxycarbonyl isomers. Examples of "alkylaminocarbonyl" include CH ₃ NHC (=O), CH ₃ CH ₂ NHC (=O), CH ₃ CH ₂ CH ₂ NHC (=O), (CH ₃ ) ₂ CHNHC (=O) and Different butylamino- or pentylaminocarbonyl isomers. Examples of "dialkylaminocarbonyl" include (CH ₃ ) ₂ NC(=O), (CH ₃ CH ₂ ) ₂ NC(=O), CH ₃ CH ₂ (CH ₃ )NC(=O), CH ₃ Examples of "CH ₂ CH ₂ (CH ₃ )NC(=O) and (CH ₃ ) ₂ CHN(CH ₃ )C(=O)"alkoxyalkylcarbonyl" include CH ₃ OCH ₂ C(=O), CH ₃ OCH ₂ CH ₂ C (=O), CH ₃ CH ₂ OCH ₂ C (=O), CH ₃ CH ₂ CH ₂ CH ₂ OCH ₂ C (=O) and CH ₃ CH ₂ OCH ₂ CH ₂ C ( =O). Examples of "alkylthioalkylcarbonyl" include CH ₃ SCH ₂ C(=O), CH ₃ SCH ₂ CH ₂ C(=O), CH ₃ CH ₂ SCH ₂ C(=O), CH ₃ CH ₂ CH ₂ CH ₂ SCH ₂ C (=O) and CH ₃ CH ₂ SCH ₂ CH ₂ C (=O). The definitions of haloalkylsulfonylcarbonylcarbonyl, alkylsulfonylaminocarbonyl, alkylthioalkoxycarbonyl, alkoxycarbonylalkylamino, etc. are similar to this.

Non-limiting examples of "alkylaminoalkylcarbonyl" include CH ₃ NHCH ₂ C(=O), CH ₃ NHCH ₂ CH ₂ C(=O), CH ₃ CH ₂ NHCH ₂ C(=O), CH ₃ CH ₂ CH ₂ CH ₂ NHCH ₂ C (=O) and CH ₃ CH ₂ NHCH ₂ CH ₂ C (=O).

"Acetylamine" refers to A-R'C = ONR''-B, where R'and R'' represent substituents, and A and B represent any group.

"Thiamidamide" means A-R'C=SNR''-B, where R'and R'' represent substituents, and A and B represent any group.

The total number of carbon atoms in the substituent is represented by the "C _i -C _j "prefix, where i and j are numbers from 1 to 21. For example, C ₁ -C ₃ alkylsulfonyl represents methylsulfonyl to propylsulfonyl; C ₂ alkoxyalkyl represents CH ₃ OCH ₂ ; C ₃ alkoxyalkyl represents for example CH ₃ CH (OCH ₃ ), CH ₃ OCH ₂ CH ₂ or CH ₃ CH ₂ OCH ₂ ; C ₄ alkoxyalkyl represents various isomers of alkyl substituted with alkoxy containing a total of four carbon atoms, examples include CH ₃ CH ₂ CH ₂ OCH ₂ and CH ₃ CH ₂ OCH ₂ CH ₂ . In the above description, when the compound of formula (I) consists of one or more heterocycles, all substituents are attached to these rings through any available carbon or nitrogen by substituting hydrogen on the carbon or nitrogen.

When the compound is substituted with a subscripted substituent, the substituent means that the number of the substituent may exceed 1, and the substituent (when they exceed 1) is independently selected from the defined substituents. Furthermore, when the subscript _m in (R) _m represents an integer ranging from, for example, 0 to 4, then the number of substituents can be selected from integers between 0 and 4.

When the group contains a substituent which may be hydrogen, then when the substituent is considered to be hydrogen, the group may be considered unsubstituted.

The embodiments herein and their various features and advantageous details will be explained with reference to the non-limiting embodiments in the description. To avoid unnecessarily obscuring the embodiments herein, descriptions of known components and processing techniques are omitted. The examples used herein are merely intended to facilitate understanding of the manner in which the embodiments of this document can be practiced, and to further enable those skilled in the art to practice the embodiments of this document. Therefore, these examples should not be construed as limiting the scope of the embodiments herein.

The description of specific embodiments will fully reveal the general nature of the embodiments herein so that others can apply current knowledge to modify and/or adapt to apply these specific embodiments without departing from the general concept. Therefore, such adaptation and modification, It should be understood that it has the same meaning and scope of the present invention. It should be understood that the phrases or terms used here are for the purpose of description, not for limitation. Therefore, although the embodiments herein are described in the form of preferred embodiments, those skilled in the art will recognize that within the spirit and scope of the embodiments described herein, the embodiments herein can be practiced through modification.

Any discussion of documents, steps, materials, devices, articles, etc. contained in this detailed description is merely to provide a background to the present invention. It should not be taken as an admission that these matters form part of the basis of the prior art, or are common general knowledge in the field of the invention as of the earliest date of this application.

Although the numerical values mentioned in the description and description/patent application may constitute a key part of the invention of the present invention, if the deviation follows the same science, any deviation from these values is still within the scope of the invention. If appropriate, the inventive compounds of the present invention may exist as a mixture of different possible isomeric forms, especially mixtures of stereoisomers, such as E and Z, threo and erythroforms, optical isomers, and tautomerism Body (if appropriate). The E and Z isomers as well as any desired mixtures and possible tautomeric forms of threo and erythro isomers and optical isomers are within the scope of this disclosure and patent application.

The term "pest" for the purposes of the present invention includes, but is not limited to, fungi, protozoan (Oomycetes), bacteria, nematodes, mites, ticks, insects, and rodents. Pests also include animals or plants that are harmful to humans or human concerns (including crops, livestock, and forestry).

The term "plant" is understood here to mean all plants and plant populations, such as required and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants obtained by conventional breeding and optimization methods or by biotechnology and genetic engineering methods or a combination of these methods, including transgenic plants and plant cultivars with protected and unprotected rights of plant breeders.

For the purposes of the present invention, the term "plants" includes trees, shrubs, herbs, grasses, ferns, and mosses that normally grow in the field, absorb water and required substances through their roots, and synthesize Nutritional components of living organisms.

Examples of "plants" for the purposes of the present invention include, but are not limited to, agricultural crops such as wheat, rye, barley, triticale, oats or rice; sugar beets; fruits and fruit trees such as pear fruit, stone fruit or soft fruit such as apples, Pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries or gooseberries; legumes such as lentils, peas, alfalfa or soybeans; rape, mustard, olives, sunflower, coconut, cocoa, castor oil plants , Oil palms such as oil palm, peanut or soybean; gourds such as pumpkin, cucumber or melon; fibrous plants such as cotton, flax, hemp or jute; citrus fruits and citrus trees such as orange, lemon, grapefruit or citrus; Any horticultural plant, vegetable, such as spinach, lettuce, asparagus, cabbage, carrot, onion, tomato, potato, gourd or paprika; laurel plant, such as avocado, cinnamon or camphor; cucurbitaceous plant; oily plant; energy and Raw plants, such as grains, corn, soybeans, other legumes, rape, sugar cane or oil palm; tobacco; nuts; coffee; tea; cocoa; bananas; peppers; vines (fresh grapes and grape juice, vines); Jump; turf; sweet leaves (also called stevia); natural rubber plants or ornamental plants and forestry plants, such as flowers, shrubs, broad-leaved trees or evergreen plants, such as conifers; and plant propagation materials, such as seeds, and crop materials of these plants .

Preferably, plants used for the purposes of the present invention include but are not limited to cereals, corn, rice, soybeans and other legumes, fruits and fruit trees, grapes, nuts and nut trees, citrus and citrus trees, any horticultural plants, cucurbitaceae, Oily plants, tobacco, coffee, tea, cocoa, sugar beets, sugar cane, cotton, potatoes, tomatoes, onions, peppers and vegetables, ornamental plants, any flower plants for humans and animals, and other plants.

The term "plant part" is understood to mean all parts and organs above and below the plant. For the purposes of the present invention, the term plant part includes but is not limited to cuttings, leaves, branches, tubers, flowers, seeds, branches, roots, including main roots, lateral roots, root hairs, root tips, root crowns, rhizomes, young shoots , Buds, fruits, fruiting bodies, bark, stems, buds, auxiliary buds, meristems, nodes and internodes.

The term "its trajectory" includes the surrounding environment of soil, plants or plant parts and equipment or tools used before, during or after sowing/planting of plants or plant parts.

The use of the compounds of the invention in the compounds or compositions of the invention (composed of the compounds of the invention and any other compatible compounds) on plants or plant materials or their locus includes application by techniques known to those skilled in the art, including But not limited to spraying, coating, dipping, fumigation, dipping, injection and dusting.

The term "application" refers to physical or chemical adhesion to plants or plant parts, including impregnation.

其中， R選自基團鹵素、羥基、氰基、硝基、C₁ -C₆ -烷基、C₁ -C₆ -鹵代烷基、C₁ -C₆ ­烷氧基、C₃ -C₆ -環烷基、C(=O)R³ 、C(=O)OR³ 和S(O)_n R³ ； R¹ 選自氫、羥基、C₁ -C₆ -烷基、C₂ -C₆ -烯基、C₂ -C₆ -炔基、C₂ -C₆ -烯基-C₁ -C₃ -烷基、C₂ -C₆ -炔基-C₁ -C₃ -烷基、C₁ -C₆ -鹵代烷基、C₂ -C₈ -鹵代烯基、C₁ -C₆ ­烷氧基、C₁ -C₆ -鹵代烷氧基、C₃ -C₆ -環烷基、C₃ -C₆ -鹵代環烷基、C₃ -C₆ -環烷基-C₁ -C₃ -烷基、苄基、C(=O)R³ 、C(=O)OR³ 和S(O)_n R³ 基團； A代表O、NR^1a 或S； R^1a 選自氫、羥基、C₁ -C₆ -烷基、C₁ -C₆ ­烷氧基、C₃ -C₆ -環烷基、C₃ -C₆ -環烷基-C₁ -C₃ -烷基、苄基、C(=O)R³ 、C(=O)OR³ 和S(O)_n R³ 基團； R^2a 和R^2b 獨立地選自氫、鹵素、羥基、C₁ -C₆ -烷基、C₁ -C₆ ­烷氧基、C₃ -C₆ -環烷基、C₃ -C₆ -環烷基-C₁ -C₃ -烷基、C(=O)R³ 、C(=O)OR³ 和S(O)_n R³ 基團；或者 R^2a 和R^2b 與它們所連接的原子一起或與選自C、N、O和S的其他原子一起可以形成3-至5-元環, 其本身可以被一個或多個R³ 取代； R³ 選自氫、羥基、C₁ -C₆ -烷基、C₁ -C₆ -鹵代烷基、C₃ -C₁₀ -環烷基、C₃ -C₁₀ -鹵代環烷基和N(R⁶ R⁷ )基團； R⁶ 和R⁷ 獨立地選自氫、羥基、C₁ -C₆ -烷基、C₁ -C₆ -鹵代烷基、C₃ -C₁₀ -環烷基和 S(O)_n R³ 基團； R¹ 、R² 和R³ 中定義的所有上述基團可帶有一個、兩個、三個或四個相同或不同的取代基，所述取代基選自鹵素、氰基、硝基、氨基、羥基、C₁ -C₆ -烷基、C₁ -C₆ -鹵代烷基、C₁ -C₆ ­烷氧基和C₁ -C₆ -鹵代烷氧基； Cy代表稠合或非稠合的C₃ -C₁₀ -碳環基或C₃ -C₁₀ -雜環基團，其可任選地被一個或多個R⁴ 取代； R⁴ 獨立地選自氫、鹵素、羥基、氰基、硝基、C₁ -C₆ -烷基、C₂ -C₈ -烯基、C₂ -C₈ -炔基、C₁ -C₆ -鹵代烷基、C₂ -C₈ -鹵代烯基、C₁ -C₆ -烷氧基、C₂ -C₈ -烯氧基、C₂ -C₈ -炔氧基、C₁ -C₆ -鹵代烷氧基、C₂ -C₈ -烯氧基、C₂ -C₈ -鹵代炔氧基、C₁ -C₆ -烷硫基、C₂ -C₈ -烯硫基、C₂ -C₈ -炔硫基、C₁ -C₆ -鹵代烷硫基、C₂ -C₈ -鹵代烯硫基、C₃ -C₁₀ -環烷基、C₄ -C₁₀ -環烯基、C₃ -C₁₀ -環烷氧基、C₄ -C₁₀ -環烯氧基、C₃ -C₁₀ -環烷硫基、C₄ -C₁₀ -環烯硫基、C₃ -C₁₀ -環烷基-C₁ -C₆ -烷基、C₃ -C₁₀ -環烷基-C₁ -C₆ -烷氧基、C₃ -C₁₀ -環烷基-C₁ -C₆ -烷硫基、C₁ -C₈ -烷基-S(O)_n R₃ 、N(R₆ R₇ )、C(=O)R³ 、C(=O)OR³ 、S(O)_n R³ 、OS(O)_n R³ 、S(O)_n -C₆ -C₁₀ -芳基、S(O)_n- C₇ -C₁₉ -芳烷基、C₆ -C₁₀ -芳氧基、C₆ -C₁₀ -芳基和C₃ -C₁₀ -雜環基基團；上述所有基團可以被一個或多個選自鹵素R″、CN、OR″、SR″、N(R″)₂ 、Si(R″)₃ 、COOR″和CON(R″)₂ 的基團取代；或者 兩個R⁴ 與它們所連接的原子一起或與其它選自C、N、O、S和任選地包括1至3個選自C(=O)、C(=S)、S(O)_m 和Si(R′)₂ 的環成員的原子一起，可以形成3-至7-元環，其本身可以被一個或多個取代R⁵ ； R⁵ 獨立地選自氫、鹵素、氰基、硝基、C₁ -C₆ -烷基、C₂ -C₈ -烯基、C₂ -C₈ -炔基、C₁ -C₆ -鹵代烷基、C₂ -C₈ -鹵代烯基、C₂ -C₈ -鹵代炔基、C₃ -C₆ -環烷基、C(=O)R″、C(=O)OR″、OR″、N(R″)₂ 和S(O)_n R″基團； R″選自氫、C₁ -C₆ -烷基、C₁ -C₆ -鹵代烷基、C₃ -C₈ -環烷基和N(R′)₂ 基團；其中所述基團可任選被一個或多個選自鹵素、R′、CN、OR′、SR′、NR′₂ 、Si(R′)₃ 、COOR′、CONR′₂ 和C₅ -C₁₂ -芳基（其任選被一個或多個R′取代）的基團取代； R′選自氫、鹵素、C₁ -C₆ -烷基和 C₃ -C₆ -環烷基基團； n和m代表整數，其中n= 0-2，m= 1-2； 或其農業上可接受的鹽、異構體/結構異構體、立體異構體、非對映異構體、對映異構體、互變異構體、多晶型物、金屬絡合物、S-氧化物或N-氧化物； 條件是：所述式（I）化合物不是5-（苄基氨基）-4-氯-3H-1,2-二硫醇-3-硫酮。In view of the above, the present invention provides 1,2-dithiol ketone compounds of formula (I),

Where R is selected from the group halogen, hydroxy, cyano, nitro, C ₁ -C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₁ -C ₆ alkoxy, C ₃ -C _6- Cycloalkyl, C(=O)R ³ , C(=O)OR ³ and S(O) _n R ³ ; R ^{1 is} selected from hydrogen, hydroxyl, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -Alkenyl, C ₂ -C ₆ -alkynyl, C ₂ -C ₆ -alkenyl-C ₁ -C ₃ -alkyl, C ₂ -C ₆ -alkynyl-C ₁ -C ₃ -alkyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ -haloalkoxy, C ₃ -C ₆ -cycloalkyl, C ₃ -C ₆ -halocycloalkyl, C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl, benzyl, C(=O)R ³ , C(=O)OR ³ and S( O) _n R ³ group; A represents O, NR ^1a or S; R ^{1a is} selected from hydrogen, hydroxyl, C ₁ -C ₆ -alkyl, C ₁ -C ₆ alkoxy, C ₃ -C ₆ -ring Alkyl, C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl, benzyl, C(=O)R ³ , C(=O)OR ³ and S(O) _n R ³ groups ; R ^2a and R ^{2b are} independently selected from hydrogen, halogen, hydroxy, C ₁ -C ₆ -alkyl, C ₁ -C ₆ alkoxy, C ₃ -C ₆ -cycloalkyl, C ₃ -C _6- Cycloalkyl-C ₁ -C ₃ -alkyl, C(=O)R ³ , C(=O)OR ³ and S(O) _n R ³ groups; or R ^2a and R ^2b to which they are attached Atoms together or with other atoms selected from C, N, O, and S may form a 3- to 5-membered ring, which may itself be substituted with one or more R ³ ; R ^{3 is} selected from hydrogen, hydroxyl, C _1- C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₃ -C ₁₀ -cycloalkyl, C ₃ -C ₁₀ -halocycloalkyl and N(R ⁶ R ⁷ ) group; R ⁶ and R ^{7 is} independently selected from hydrogen, hydroxyl, C ₁ -C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₃ -C ₁₀ -cycloalkyl, and S(O) _n R ³ groups; R ¹ , R ² and R ³ all of the above groups may have one, two, three or four same or different substituents selected from halogen, cyano, nitro, amino, hydroxyl , C ₁ -C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₁ -C ₆ alkoxy and C ₁ -C ₆ -haloalkoxy; Cy represents fused or non-fused C _3- C ₁₀ -Carbocyclyl or C ₃ -C ₁₀ -A heterocyclic group, which may be optionally substituted with one or more R ⁴ ; R ^{4 is} independently selected from hydrogen, halogen, hydroxyl, cyano, nitro, C ₁ -C ₆ -alkyl, C _2- C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₁ -C ₆ -alkoxy, C ₂ -C ₈ -Alkenyloxy, C ₂ -C ₈ -alkynyloxy, C ₁ -C ₆ -haloalkoxy, C ₂ -C ₈ -alkenyloxy, C ₂ -C ₈ -haloalkynyloxy, C _1- C ₆ -alkylthio, C ₂ -C ₈ -alkenylthio, C ₂ -C ₈ -alkynylthio, C ₁ -C ₆ -haloalkylthio, C ₂ -C ₈ -haloalkenylthio, C ₃ -C ₁₀ -cycloalkyl, C ₄ -C ₁₀ -cycloalkenyl, C ₃ -C ₁₀ -cycloalkoxy, C ₄ -C ₁₀ -cycloalkenyloxy, C ₃ -C ₁₀ -cycloalkylthio Group, C ₄ -C ₁₀ -cycloalkenylthio, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkyl, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkoxy Group, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkylthio, C ₁ -C ₈ -alkyl-S(O) _n R ₃ , N(R ₆ R ₇ ), C(= O)R ³ , C(=O)OR ³ , S(O) _n R ³ , OS(O) _n R ³ , S(O) _n -C ₆ -C ₁₀ -aryl, S(O) _n- C ₇ -C ₁₉ -aralkyl, C ₆ -C ₁₀ -aryloxy, C ₆ -C ₁₀ -aryl and C ₃ -C ₁₀ -heterocyclic groups; all of the above groups can be one or more A group selected from halogen R″, CN, OR″, SR″, N(R″) ₂ , Si(R″) ₃ , COOR″ and CON(R″) ₂ ; or two R ⁴ and them The attached atoms are taken together or with others selected from C, N, O, S and optionally include 1 to 3 selected from C(=O), C(=S), S(O) _m and Si(R′ ) The atoms of the ring members of ₂ together may form a 3- to 7-membered ring, which may itself be substituted with one or more R ⁵ ; R ^{5 is} independently selected from hydrogen, halogen, cyano, nitro, C _1- C ₆ -alkyl, C ₂ -C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₂ -C _8- Haloalkynyl, C ₃ -C ₆ -cycloalkyl, C(=O)R″, C(=O)OR″, OR″, N(R″) ₂ and S(O) _n R″ groups ; R″ is selected from hydrogen, C ₁ -C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₃ -C ₈ -cycloalkyl and N(R′) ₂ groups; wherein the groups may be optionally selected from one or more of halogen, R′, CN, OR′, SR ′, NR′ ₂ , Si(R′) ₃ , COOR′, CONR′ ₂ and C ₅ -C ₁₂ -aryl (which are optionally substituted by one or more R′) groups; R′ is selected from Hydrogen, halogen, C ₁ -C ₆ -alkyl and C ₃ -C ₆ -cycloalkyl groups; n and m represent integers, where n = 0-2, m = 1-2; or agriculturally acceptable Salts, isomers/structural isomers, stereoisomers, diastereomers, enantiomers, tautomers, polymorphs, metal complexes, S-oxides or N-oxide; provided that the compound of formula (I) is not 5-(benzylamino)-4-chloro-3H-1,2-dithiol-3-thione.

In one embodiment, the invention provides a 1,2-dithiol compound of formula (I) wherein A is O; R is halogen; R ^2a and R ^{2b are} independently selected from hydrogen, halogen, C ₁ -C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl and C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl groups; or Cy is an aryl group, which may optionally be substituted by one or Multiple R ⁴ substitutions; R ^{4 is} independently selected from halogen, hydroxyl, cyano, nitro, C ₁ -C ₆ -alkyl, C ₂ -C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₁ -C ₆ -alkoxy, C ₂ -C ₈ -alkenyloxy, C ₂ -C ₈ -alkynyloxy, C ₁ -C ₆ -haloalkoxy, C ₂ -C ₈ -alkenyloxy, C ₂ -C ₈ -haloalkynyloxy, C ₁ -C ₆ -alkylthio, C ₂ -C ₈ -alkenylthio , C ₂ -C ₈ -alkynylthio, C ₁ -C ₆ -haloalkylthio, C ₂ -C ₈ -haloalkenylthio, C ₃ -C ₁₀ -cycloalkyl, C ₄ -C ₁₀ -ring Alkenyl, C ₃ -C ₁₀ -cycloalkoxy, C ₄ -C ₁₀ -cycloalkenyloxy, C ₃ -C ₁₀ -cycloalkylthio, C ₄ -C ₁₀ -cycloalkenylthio, C _3- C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkyl, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkoxy, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkylthio, C ₁ -C ₈ -alkyl-S(O) _n R ₃ , N(R ₆ R ₇ ), C(=O)R ³ , C(=O)OR ³ , S(O ) _n R ³ , OS(O) _n R ³ , OS(O) _n R ³ , S(O) _n -C ₆ -C ₁₀ -aryl, S(O) _n- C ₇ -C ₁₉ -arane Group, C ₆ -C ₁₀ -aryloxy group, C ₆ -C ₁₀ -aryl group and C ₃ -C ₁₀ -heterocyclic group; or two R ⁴ together with the atom to which they are connected or selected from C , N, O, S and other atoms together form a 3- to 5-membered ring, which may itself be substituted by one or more R ⁵ ; m is 1.

In another embodiment, the present invention provides a 1,2-dithiol compound of formula (I), wherein A is O; R is halogen; R ^2a and R ^{2b are} independently selected from hydrogen, halogen, C _1- C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl and C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl groups; or Cy is a C ₅ -C ₆ -heterocyclic group , Which may be optionally substituted with one or more R ⁴ ; R ^{4 is} independently selected from halogen, hydroxy, cyano, nitro, C ₁ -C ₆ -alkyl, C ₂ -C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₁ -C ₆ -alkoxy, C ₂ -C ₈ -alkenyloxy, C ₂ -C ₈ -alkynoxy, C ₁ -C ₆ -haloalkoxy, C ₂ -C ₈ -alkenyloxy, C ₂ -C ₈ -haloalkynyloxy, C ₁ -C ₆ -alkylthio, C ₂ -C ₈ -alkenylthio, C ₂ -C ₈ -alkynylthio, C ₁ -C ₆ -haloalkylthio, C ₂ -C ₈ -haloalkenylthio, C ₃ -C ₁₀ -cycloalkane Group, C ₄ -C ₁₀ -cycloalkenyl, C ₃ -C ₁₀ -cycloalkoxy, C ₄ -C ₁₀ -cycloalkenyloxy, C ₃ -C ₁₀ -cycloalkylthio, C ₄ -C ₁₀ -Cycloalkenylthio, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkyl, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkoxy, C ₃ -C ₁₀ -Cycloalkyl-C ₁ -C ₆ -alkylthio, C ₁ -C ₈ -alkyl-S(O) _n R ₃ , N(R ₆ R ₇ ), C(=O)R ³ , C( =O)OR ³ , S(O) _n R ³ , OS(O) _n R ³ , OS(O) _n R ³ , S(O) _n -C ₆ -C ₁₀ -aryl, S(O) _{n -} C ₇ -C _{19 -} aralkyl, C ₆ -C ₁₀ - aryloxy, C ₆ -C ₁₀ - aryl, and C ₃ -C ₁₀ - heterocyclyl group; or two R ⁴ with which they are The connected atoms together or with other atoms selected from C, N, O, S form a 3- to 5-membered ring, which may itself be substituted with one or more R ⁵ ; m is 1.

In a preferred embodiment, the 1,2-dithiol compound of formula (I) is selected from 4-chloro-5-((3,4-dimethylbenzyl)(methyl)amino)-3H- 1,2-dithiol-3-one, 4-chloro-5-((3,5-dimethylbenzyl)(methyl)amino)-3H-1,2-dithiol-3-one , 4-chloro-5-((2,5-)difluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3- Ethoxy-4-methoxybenzyl) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(2-(trifluoromethyl )Benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl((3-methylthiophen-2-yl)methyl)amino)-3H- 1,2-dithiol-3-one, 4-chloro-5-(methyl(4-phenoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro -5-((2-fluoro-4-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-(((3-bromothiophen-2- Yl)methyl)(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(naphthalen-1-yl)methyl)amino )-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(naphthalene-2-ylmethyl)amino)-3H-1,2-dithiol-3-one , 4-chloro-5-((3-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-ethoxybenzyl) ( Methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-dimethoxybenzyl)(methyl)amino)-3H-1, 2-dithiol-3-one, 5-(benzyl(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((4- Methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4-dichlorobenzyl))amino)-3H-1,2- Dithiol-3-one, 5-(benzylamino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((1-(p-tolyl) Ethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-chlorobenzyl)amino)-3H-1,2-dithiol-3-one , 4-chloro-5-((3-(trifluoromethoxyxy)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl (2, 4,6-trichlorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-hydroxybenzyl)(methyl)amino)-3H-1 ,2-dithiol-3-one, 4-chloro-5-((2-chloro-5-nitrobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one , 4-chloro-5-(methyl (2-nitrobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro -5-((3-nitrobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(4-(methylthio)benzyl)amino )-3H-1,2-dithiol-3-one, 5-((3-bromobenzyl)(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one , 4-chloro-5-((2-chlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-((4-bromobenzyl)(methyl) Amino)-4-chloro-3H-1,2-dithiol-3-one, 5-((2-bromo-4-)fluorobenzyl)(methyl)amino)-4-chloro-3H- 1,2-dithiol-3-one, 4-chloro-5-((4-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((4-ethoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chloro-4- Methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(2-hydroxyethoxy)benzyl) (methyl Group) amino)-3H-1,2-dithiol-3-one,4-chloro-5-((4-methoxy-3-methylbenzyl)(methyl)amino)-3H-1 ,2-dithiol-3-one, 4-chloro-5-((4-hydroxy-3)-methylbenzyl)(methyl)amino)-3H-1,2-dithiol-3- Ketone, 4-chloro-5-((4-isopropoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-((3-bromo-4- Methoxybenzyl)(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((4-hydroxy-3-methoxybenzyl ) Group) (methyl)amino)-3H--1,2-dithiol-3-one, 5-((4-butoxybenzyl)(methyl)amino)-4-chloro-3H- 1,2-dithiol-3-one, 4-chloro-5-((4-hydroxy-3,5-dimethylbenzyl)(methyl))amino)-3H-1,2-disulfide Alcohol-3-one, 4-chloro-5-((3-chloro-4-hydroxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-((( 4-chloro-3-oxo-3H-1,2-dithiol-5-yl) (methyl)amino)methyl)-2-methoxyphenyl methanesulfonate, 2-chloro-4 -(((4-chloro)-3-oxo-3H-1,2-dithiol-5-yl)(methyl)amino)methyl)phenyl methanesulfonate, 4-chloro-5- ((3,4-dimethoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-ethoxy-3- Methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,5-dimethylbenzyl)amino)-3H- 1,2-dithiol-3-one, 5-(benzyl(isobutyl)amino)-4-chloro-3H-1,2-dithiol-3-one , 5-(benzyl(prop-2-yn-1-yl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(benzyl(cyclopropylmethyl) Amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(benzyl(cyclopropyl)amino)-4-chloro-3H-1,2-dithiol-3- Ketone, 5-(benzyl(ethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(benzyl(isopropyl)amino)-4-chloro-3H -1,2-dithiol-3-one, 4-chloro-5-((3-fluoro-4-)I(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(4-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(dimethylamino) Benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,6-difluorobenzyl)(methyl)amino)-3H-1,2- Dithiol-3-one, 4-chloro-5-((4-(dimethylamino)benzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5- (Allyl(benzyl))amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((pyridin-2-ylmethyl)amino)-3H -1,2-dithiol-3-one, 4-chloro-5-((pyridin-3-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro- 5-((pyridin-4-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(pyridin-2-ylmethyl)amino)- 3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(pyridin-3-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-(methyl(pyridin-4-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(((6-chloropyridine-3- Yl)methyl)(prop-2-yn-1-yl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(((3-chloropyridin-4-yl )Methyl) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(( (3,5-dichloropyridin-4-yl)methyl) ( Methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(((2-chloropyridin-4-yl)methyl)(methyl)amino)-3H- 1,2-dithiol-3-one, 4-chloro-5-((3-chlorobenzyl)amino)-3H-1,2-dithiol-3-one, 5-((3-bromo Substituted benzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chloro-4-fluorobenzyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((3,5-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5- (((6-chloropyridin-3-yl)methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,5-dichlorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-fluorobenzyl)amino) -3H-1,2-dithiol-3-one, 4-chloro-5-((3-fluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-chloro-3-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4-difluorobenzyl Group) amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4,5-trifluorobenzyl)amino)-3H-1,2-dithiol -3-one, 4-chloro-5-((3-(trifluoromethyl)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2 ,6-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chlorobenzyl)(methyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((2-chloro-6-(trifluoromethyl)benzyl)(methyl)amino)-3H-1,2-dithiol- 3-ketone, 4-chloro-5-((3,5-difluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(( 3,5-dibromobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,5-dichlorobenzyl)(methyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(3-(trifluoromethyl)benzyl)amino)-3H-1,2-disulfide Alcohol-3-one, 4-chloro-5-(methyl(pyrimidin-5-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl (Thien-2-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((pyrazin-2-ylmethyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((1-(2,4-dichlorophenyl))ethyl)amino)-3H-1,2-dithiol-3-one , 4-chloro-5-((1-phenethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-hydroxy-2-)phenethyl )Amino)-3H-1,2-dithiol-3-one, 5-((2-bromo-5-fluorobenzyl)(methyl)amino)-4-chloro-3H-1,2-di Thiol-3-one, 4-chloro-5-((3-hydroxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-((2-bromo- 3-hydroxybenzyl)(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 3-(((4-chloro-3-oxo-3H-1,2 -Dithiol-5-yl)(methyl)amino)methyl)phenyl methanesulfonate, 2-bromo-3-(((4-chloro-3-oxo-3H-1,2-di Thiol-5-yl)(methyl)amino)methyl)phenyl methanesulfonate, 3-(((4-chloro-3-oxo)-3H-1, 2-dithiol-5-yl)amino)methyl)benzonitrile, 3-(((4-chloro-3-oxo-3H-1,2-dithiol-5-yl)(methyl) Amino)methyl)benzonitrile, 4-(((4-chloro-3-oxo-3H-1,2-dithiol-5-yl)amino)methyl)benzonitrile, 4-(((4 -Chloro-3-oxo-3H-1),2-dithiol-5-yl)(methyl)amino)methyl)benzonitrile, 4-chloro-5-((3-methoxybenzyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol -3-one, 4-chloro-5-((4-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-methylbenzyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4-dimethylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-fluoro-2-methyl Benzyl))amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,5-dimethylbenzyl)amino)-3H-1,2-di Thiol-3-one, 4-chloro-5-((2-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3- Dimethylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(3-(trifluoromethoxy)benzyl)amino)-3H- 1,2-dithiol-3-one, 4-chloro-5-(ethyl(3-(trifluoromethoxy)benzyl)amino)-3H-1,2-dithiol-3-one , 4-chloro-5-(methyl(4-(trifluoromethoxy)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-( (4- (Trifluoromethoxy)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((cyclopropylmethyl)(3-(trifluoromethoxy )Benzyl)amino)-3H-1,2-dithiol-3-one, 5-(allyl(3-(trifluoromethoxy)benzyl)amino)-4-chloro-3H-1 ,2-Dithiol-3-one, 5-((3-bromobenzyl)(cyclopropylmethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5 -(Allyl(3-bromobenzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-((3-bromobenzyl)(cyclopropyl)amino) -4-chloro-3H-1,2-dithiol-3-one, 5-((1-(3-bromophenyl)ethyl)(methyl)amino)-4-chloro-3H-1, 2-Dithiol-3-one, 5-((1-(3-bromophenyl)ethyl)(ethyl)amino)-4-chloro-3H-1,2-dithiol-3-one , 5-(allyl)(1-(3-bromophenyl)ethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(( 1-(3-bromophenyl)ethyl) (cyclopropylmethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl ( 3-((trifluoromethoxy)yl)thio)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(3-((tri Fluoromethyl)thio)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(3-fluorobenzyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((2,4-dimethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro- 5-((2,4-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(trifluoromethyl)benzyl)amino )-3H-1,2-dithiol-3-one, 5-((4-bromobenzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro -5-(ethyl(4-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(trifluoromethoxy)benzyl Group) amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chloro-4-fluorobenzyl))amino)-3H-1,2-dithiol -3-one, 5-((2-bromobenzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chlorobenzyl) Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4-dimethoxybenzyl)amino)-3H-1,2-dithiol-3 -Ketone, 4-chloro-5-((2,5-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3-di Fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,5-dimethoxybenzyl)amino)-3H-1,2-di Thiol-3-one, 5-((benzo[d] [1,3]dioxol-5-ylmethyl)amino)-4-chloro-3H-1,2-dithiol -3-one, 4-chloro-5-((thiophen-2-)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-methyl Benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-dichlorobenzyl)amino)-3H-1,2-dithiol -3-one, 4-chloro-5-((2-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3- Dichlorobenzyl)amino)-3H-1,2-dithiol-3-one, 5-((4-bromo-2-fluorobenzyl)amino)-4-chloro-3H-1,2-di Thiol-3-one, 4-chloro-5-((2-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5- (Ethyl(2)-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-di Fluorobenzyl) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-difluorobenzyl)(ethyl)amino)-3H -1,2-dithiol-3-one, 4-chloro-5-(methyl(4-((trifluoromethyl)thio)benzyl)amino)-3H-1,2-dithiol -3-one, 4-chloro-5-((2,3-dimethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2 -Chloro-6-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,5-dichlorobenzyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((2,4-dimethylbenzene) zyl)amino)-3H-1,2-dithiol-3-one, 4-chloro- 5-((4-(methylthio)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(4-((trifluoromethyl) Thio)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-chlorobenzyl)(methyl)amino)-3H-1,2- Dithiol-3-one, 4-chloro-5-((2,4-dichlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro- 5-((4-isopropylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-((trifluoromethyl)thio)benzyl Group) amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-ethoxybenzyl)amino)-3H-1,2-dithiol-3- Ketone, 4-chloro-5-((2-chloro-3-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 5-((2-bromobenzyl)(() Amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-(((5-chlorothiophen-2-yl)methyl)(methyl)amino)-3H -1, 2-dithiol-3-one, 4-chloro-5-((2,5-dimethoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3 -Ketone, 4-chloro-5-(methyl((3-methylthiophen-2-yl)methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5- ((2-fluoro-5-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chloro-5-fluorobenzyl)amino )-3H-1,2-dithiol-3-one, 4-chloro-5-((3-ethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((2,6-dimethylbenzyl)(ethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl (2, 3,6-trichlorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(2,3,6-trichlorobenzyl)amino)- 3H-1,2-dithiol-3-one, 4-chloro-5-((2,3-difluorobenzyl)(methyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((4-fluorobenzyl)(methyl)amino)-3H--1,2-dithiol-3-one, 4-chloro- 5-((2,3-dichlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(trifluoromethyl) Benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-methoxy-2-methylbenzyl)amino)-3H-1,2- Dithiol-3-one, 4-chloro-5-((3,4-dichlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro- 5-((4-isopropylbenzyl)(methyl)amino)-3H--1,2-dithiol-3-one, 4-chloro-5-(methyl (2,4,6- Trimethylbenzyl)amino)-3H-1,2-dithiol-3-one, 5-((3,5-bis(trifluoromethyl)benzyl)(methyl)amino)-4- Chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((4-chloro-2-methylbenzyl)amino)-3H-1,2-dithiol-3- Ketone, 4-chloro-5-((2-fluoro-5-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,6- Dimethylbenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chloro-6-fluorobenzyl)(methyl)amino )-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(4-(trifluoromethyl)benzyl)amino)-3H-1,2-dithiol- 3-ketone, 4-chloro-5-((4-(ethylsulfonyl)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl (3-(trifluoromethyl)benzyl)amino)-3H-1,2-dithiol-3-one, 5-(([1,1'-biphenyl]-4-ylmethyl) (Methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3-difluorobenzyl)(ethyl)amino)-3H -1,2-dithiol-3-one, 4-chloro-5-((4-ethylbenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-(ethyl(4-)fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 5-((4-(tert-butyl)benzyl)(methyl Group) amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((2,6-dimethoxybenzyl)(methyl)amino)-3H -1,2-dithiol-3-one, 4-chloro-5-(methyl(2-methylbenzyl)amino)-3H-1,2-dithiol-3-one and 4-chloro -5-((2-fluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one group.

The compounds of the invention can be used in pure form or as a mixture of different possible isomeric forms (eg stereoisomers or structural isomers). Various stereoisomers include enantiomers, diastereomers, chiral isomers, atropisomers, conformational isomers, rotamers, tautomers, optical isomers , Polymorphs and geometric isomers. Any desired mixture of these isomers is within the scope of the claims of the present invention. Those skilled in the art will understand that when one stereoisomer is enriched or separated from other isomers, such stereoisomers may be more active and/or may exhibit beneficial effects. In addition, those skilled in the art are aware of steps, methods or techniques for separating, enriching and/or selectively preparing the isomers.

Depending on the number of double bonds in the compound, any compound of the invention may also exist in the form of one or more geometric isomers. Therefore, the invention also relates to all geometric isomers and all possible mixtures in various ratios. Geometric isomers can be separated according to general methods known to those of ordinary skill in the art.

In each case, if the components have different biological activities, separate or synthesize biologically more effective isomers (such as specific enantiomers, diastereomers, or isomeric mixtures (such as mixtures of enantiomers Or a mixture of diastereomers)) may be beneficial. Compounds of formula (I) and their tautomers (if appropriate) in free form or in salt form can also be hydrated and/or include other solvents (such as those used for crystallization of compounds (in solid form) Solvent).

Depending on its preparation, purification, storage, and various other influencing factors, any compound of the invention may also exist in one or more amorphous or isomorphic or polycrystalline forms. Therefore, the invention relates to all possible amorphous, isomorphic and polycrystalline forms in various proportions. Amorphous, isomorphic and polymorphic forms can be prepared and/or isolated and/or purified according to general methods known per se by those of ordinary skill in the art.

In one embodiment, the present invention provides a method of preparing a compound of formula (I) or an agriculturally acceptable salt thereof.

There are many suitable known standard methods (such as alkylation, halogenation, acylation, amidation, oximation, oxidation and reduction) to choose from. The choice of a suitable preparation method depends on the nature (reactivity) of the substituent in the intermediate. Examples of suitable compounds are alkali metal or alkaline earth metal hydroxides, alkali metal or alkaline earth metal hydrides, alkali metal or alkaline earth metal amides, alkali metal or alkaline earth metal alkoxides, alkali metal or alkaline earth metal acetates, alkali metal or Alkaline earth metal carbonate, alkali metal or alkaline earth metal dialkyl amide or alkali metal or alkaline earth metal alkyl silyl amide, alkyl amine, alkyl diamine, free or N-alkylated saturated or unsaturated Cycloalkylamines, basic heterocycles, ammonium hydroxide and carbocyclic amines. Examples that may be mentioned are sodium hydroxide, sodium hydride, sodium amide, sodium methoxide, sodium acetate, sodium carbonate, potassium t-butoxide, potassium hydroxide, potassium carbonate, potassium hydride, lithium diisopropylamide, bis( Trimethylsilyl) potassium amide, calcium hydride, triethylamine, diisopropylethylamine, triethylenediamine, cyclohexylamine, N-cyclohexyl-N,N-dimethylamine, N, N-diethylaniline, pyridine, 4-(N,N-dimethylamino)pyridine, quinine ring, N-methylmorpholine, benzyltrimethylammonium hydroxide and 1,8-diaza Bicyclic [5.4.0] undecane-7-ene (diazabicyclo).

The reaction of Scheme-1 is preferably carried out in a standard solvent which is inert under the current reaction conditions. Preferred are aliphatic, cycloaliphatic or aromatic hydrocarbons, such as petroleum ether, hexane, toluene; halogenated hydrocarbons, such as chlorobenzene, methylene chloride, chloroform, carbon tetrachloride, or dichloroethane; ethers, such as Diethyl ether, diisopropyl ether, methyl tert-butyl ether (MTBE), dioxane, tetrahydrofuran or 1,2-dimethoxyethane; nitriles such as acetonitrile or propionitrile, or amides such as N, N-dimethylformamide (DMF), N,N-dimethylacetamide, N-methylformamide, N-methylpyrrolidone (NMP), or hexamethylenephosphoramide; Classes, such as methyl acetate or ethyl acetate; sulfonates, such as dimethyl sulfoxide (DMSO); sulfonates, such as cyclobutane; alcohols, such as methanol, ethanol, isopropanol, 1,1-, Iso-, sec- or tert-butanol, ethylene glycol, propane-1,2-diol, ethoxyethanol, methoxyethanol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether or mixtures thereof .

The reactants can react with each other as they are, that is, without adding a solvent or a diluent. The temperature range favorable for the reaction is about -80°C to about +140°C, preferably about -30°C to about +100°C, and in many cases the ambient temperature to about +80°C.

The compound of formula (I) can be converted to another compound of formula (I) in a manner known to those skilled in the art by substituting one or more of the starting compounds of formula (I) with other substituents of the present invention in a conventional manner Substituents. Depending on the suitable reaction conditions and the choice of starting materials in each case, it is possible to substitute only one substituent of the invention for another substituent in one reaction step, or to substitute other substituents with multiple substituents of the invention base. Salts of compounds of formula (I) can be prepared in a manner known to those skilled in the art. Thus, for example, the acid addition salt of the compound of formula (I) is obtained by treatment with a suitable acid or a suitable ion exchanger reagent, and the salt with a bead is obtained by treatment with a suitable benzine or with a suitable ion exchanger reagent. The choice of salt depends on its tolerance to the use of the compound, such as agricultural tolerance or physiological tolerance. The salt of the compound of formula (I) can be converted to the free compound I in a conventional manner, for example, by treatment with a suitable basic compound or with a suitable ion exchanger reagent to obtain an acid addition salt, by using a suitable acid or with a suitable Treatment with ion-exchanger reagents yields a salt with bandage. The salt of the compound of formula (I) can be converted into other salts of the compound of formula (I)-acid addition salts in a manner known to those skilled in the art, for example by using a metal salt of a suitable acid in a suitable solvent (eg Sodium, barium, or silver salts), such as silver acetate, to treat inorganic acid salts (such as hydrochloride) to convert to other acid addition salts, where the inorganic salts formed (such as silver chloride) are insoluble, so from the reaction mixture Precipitate out.

According to a feature of the invention, the compound of formula (I) can be prepared by the method given in Scheme 1 or the examples. Representative steps are shown below, however, the present disclosure should not be interpreted as limiting the scope of the method of the present invention for preparing the compounds of formula (I) disclosed above.

The compounds of the present invention can be prepared as shown in the following scheme. In this scheme, unless otherwise stated, the definition of each variable is consistent with the definition of the compound of formula (I) above.

The compounds of the present invention defined by formula (I) and/or Table 1 and Table 2 can be prepared in a known manner using the method described in General Scheme 1.

The compound of formula (I) can be prepared by using compound 1 (1,2-dithizone derivative) and compound 2 (amine) in a solvent (such as tetrahydrofuran) and benzine (such as triethylamine) at a temperature of 0-100°C. Derivatives).

In one embodiment, the compounds of the present invention as defined in Formula (IA) and/or Tables 1 and 2 can be prepared in a known manner using the method described in General Scheme 2.

Step 1 is performed by using a similar method disclosed in "Antibacterial Agents and Chemotherapy" (2004, 48(8), 3093-3102). Step 2 is to react compound 1 (1,2-dithizone derivative) and compound 2 (amine derivative) in a solvent (such as tetrahydrofuran) and benzine (such as triethylamine) at a temperature of 0-100°C. .

In one embodiment, the compounds of the present invention can be used to control unwanted phytopathogenic microorganisms, preferably plants (especially useful plants and ornamental plants in agriculture, horticulture and forests), or in fruits, flowers, leaves, stems, tubers Fungal pathogens on organs such as seeds, seeds or roots, in some cases, can even protect later formed plant organs from these microorganisms.

The compound of formula (I) can have effective microbicidal activity and can be used to control harmful microorganisms such as fungi and bacteria in the protection of agricultural or horticultural crops and materials. The compounds of formula (I) have very good fungicidal properties and can be used for crop protection, for example for the control of Plasmodium, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and semi-known Fungi.

The compounds of formula (I) can be used as fungicides in crop protection, for example, for controlling Pseudomonasceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae.

The compounds of formula (I) can be used for therapeutic or protective control of phytopathogenic fungi. Therefore, the present invention also relates to a method of treatment and protection of phytopathogenic fungi by using the active ingredients or compositions of the present invention applied to seeds, plants or plant parts, fruits or soil on which plants grow.

Compounds of formula (I) can be used to protect crops and/or horticultural crops from phytopathogenic microorganisms.

Compounds of formula (I) can be used for crop protection, where crops are cereals, corn, rice, soybeans and other legumes, fruits and fruit trees, nuts and nut trees, citrus and citrus trees, horticultural plants, cucurbitaceae, oily plants, Tobacco, coffee, tea, cocoa, beets, sugar cane, cotton, potatoes, tomatoes, onions, peppers and other vegetables, and ornamental plants.

In one embodiment, the present invention provides an agrochemical composition comprising at least one compound of formula (I) or an agriculturally acceptable salt thereof.

In another embodiment, the present invention provides a method comprising treating a plant, soil, seed or material to be protected against phytopathogenic fungi with a compound of formula (I), an agriculturally acceptable salt, a composition, or a combination thereof.

In another embodiment, the present invention provides a method for controlling or preventing phytopathogenic microorganisms from invading useful plants in agricultural crops and/or horticultural crops, wherein the compound of formula (I), its agriculturally acceptable salts, The composition or combination is applied to plants, parts thereof, plant seeds or their loci.

In another embodiment, the present invention provides a method for controlling or preventing phytopathogenic microorganisms in agricultural crops and/or horticultural crops using a compound of formula (I), an agriculturally acceptable salt, composition or combination thereof, which It includes the step of applying an effective dose of the compound or composition or combination in an amount of 50 g to 5 kg per hectare of agricultural and/or horticultural crops.

In another embodiment, the present invention provides seeds coated with at least one compound of formula (I) and/or an agriculturally acceptable salt or composition thereof in an amount of 0.1-10 kg per 100 kg of seeds.

The compounds of formula (I) and their compositions are also suitable for controlling harmful fungi in the protection of stored products or harvests and the protection of materials, respectively.

The term "material protection" is understood to mean the protection of technical and non-living materials such as adhesives, glues, wood, paper and cardboard, textiles, leather, paint dispersions, plastics, cooling lubricants, fibers or fabrics to prevent Harmful microorganisms such as fungi and bacteria invade and destroy. In the protection of wood and other materials, pay special attention to the following harmful fungi: Snake spores, Cercospora spp., Pullulan spp., Scleroderma spp., Mucor spp., Humikola spp., Petrochemical spp. Caterpillars; Basidiomycetes, such as conidia, dermis, genus Coleus, Lentinula, Pleurotus, Poria, Dracunculus, and caseinus, semi-mycetes, such as Aspergillus, Cladosporium, Penicillium, Trichoderma, Streptomyces, Paecilomyces, and Zygomycetes, such as Mucor. In addition, in the protection of stored products and harvest, the following yeasts are worth noting: Candida and Saccharomyces.

The compounds of formula I and their compositions are particularly suitable for controlling the following plant diseases: (White rust) on ornamental plants, vegetables (eg Candida) and sunflowers (eg chafer); vegetables, rape (canola or brassica), beets (Alternaria alternata), fruits, rice, soybeans, potatoes (eg Alternaria alternata), tomatoes (eg Alternaria alternata) and Alternaria on wheat; Phytophthora on sugar beets and vegetables; Mycoplasma on grains and vegetables, for example, wheat on wheat Gibberella (anthracnose) and ryegrass on barley; Helminthosporium spp. and Helminthosporium spp. (alien: Coelospora), such as southern leaf blight on corn/cereals (corn ash Phytophthora infestans) or corn leaf spot (Coleops oryzae), such as leaf spot on wheat (wheat root rot) and rice blast on rice and turf; powdery mildew on cereal crops (such as wheat or barley) ( Formerly powdery mildew) Gramineae (powder mildew); Botrytis cinerea on fruits and berries (eg strawberries), vegetables (eg lettuce, carrots, celery and cabbage), rapeseed, flowers, grapes, forestry plants and rapeseed ( Alien: Botrytis cinerea: Grey mold) wheat; downy mildew on lettuce; long beak shells on broadleaf trees and evergreen plants, such as inchworms on the elm tree (Dutch elm disease); on corn (such as gray spots: Corn-corn leaf spot), rice, sugar beet (eg betel nut), sugar cane, vegetables, coffee, soybean (eg soybean spot chicory) and purple spot disease on rice; cladosporium on tomato and cereals (eg leaf mold) ), such as Streptomyces graminis (smut) on wheat; ergot fungus (ergot) on cereals; corn (corn rot disease), cereals (eg locust, heteromorphism: root rot fungus) and rice Coelospora (e.g. leaf spot disease, aliens: rice blast) Cochlea spores (alien: bipolar nematodes); in cotton, corn (e.g. large warbler: anthracnose stem rot), soft fruits, potatoes (e.g. anthracnose: Black dots), anthracnose (alien: small cluster genus) on beans (e.g. discospora sphaeroides) and soybeans (e.g. discospora sphaeroides or spores) (Anthracnose); Fusarium spp. on rice Genus, such as sheath blight (sheath blight); leaf spots on soybeans and ornamental plants; freckles on olive trees; fruit trees, grapevines (eg, Schefflera, sexual type, blackfoot) and ornamental plants Cylindrosporium (fruit tree ulcer disease or juvenile vine decline, aliens: necrosis or primary spores); detoxified plants (amoeba: Rosa genus) necrotic bacteria (root and stem rot) on soybean; kidney bean wheel on soybean Spot pathogens; corn, grains such as barley (eg Cylindrosporium, net spot disease) and wheat (eg wheat: brown spot), rice and turf helminths (worm spores, long-range formation: nuclear pores) Insects); on the vines caused by ant colonies (Sphaeropsis), Verbena, Rehmannia glutinosa, Phaeodactylum brevis (precocious Phellinus vulgaris), Phaeodactylum aurantia and/or Bacillus platensis Withering; Scabies on pear, soft fruit (anthracnose) and liana (anthracnose); rice swollen disease on rice; wheat black mold; sugar beet (beet black mold), vegetables ( Such as peas), such as powdery mildew on gourds (such as chicory), cabbage, and rape (such as cruciferous plants); on fruit trees, vines, and white birch on ornamental forests The top blight (asexual ulcer or blight, asexual reproduction: Cytospora. Chrysococcus); parasites on corn (eg turmeric); Fusarium (wilting, root rot or stem rot) on various plants, such as gramineae or hamsters (root rot, scab) on cereals (eg wheat or barley) Or Phytophthora infestans), oxidizing spore bacteria on tomato, Fusarium oxysporum on eggplant (now Glycinebacteria). Viral and Tucummania and Brazilian protozoa cause sudden death syndrome on soybeans, and Bacillus rota on corn; cereal crops (such as wheat or barley) and Bacillus graminis on corn; on cereal crops Gibberella spp. on corn (such as corn) and rice (bakana disease); Chlorella cingulata on grapes, grapefruits, and other plants; cotton bollworm on cotton; gramineous complex on rice; grape on Gignerella (black rot); Gymnosporium on Rosaceae and Juniper, such as Sabina (rust fungus) on pears; Helminthospores on corn, grain and rice; Coffee on Camellia rust, such as coffee rust (coffee leaf rust); Cladosporium on grapevine; Macrophage disease (root and stem rot) on soybeans and cotton; small on cereals (such as wheat or barley) Spore fungus (Snowy mildew); Microspore fungus on soybean (powdery mildew); Streptococcus spp. on stone fruits and other Rosaceae, such as flowering and twig blight, brown rot; in cereals, bananas , Leaf spot on soft fruits and crushed nuts, such as cola on wheat (amyloid: Rhizoctonia solani, spore leaf spot) or Fiji mould on banana (smut); cabbage ( For example, downy mildew (downy mildew) on soybeans (eg cabbage) (eg parasites), onions (eg destroying phosphorus), tobacco (eg Bemisia tabaci), and soybeans (eg Penicillium manchurianum); soybean rust on soybeans; grapes ( Such as gas pipeworms) and soybeans (such as Botrytis cinerea); root rot (root rot and stem rot) on rape and cabbage, snake eye pathogens (root rot, leaf spot and damping) on sugar beet ; Pseudomonas spp. on sunflowers, vines (grass downy mildew and leaf spot) and soybeans (stalk rot: red bean, sexual type: soybean stem ulcer); Phytophthora malaria (brown) on corn Phytophthora infestans (fusarium wilt, roots, leaves, fruit and stem roots) on various plants, such as peppers and gourds (eg Phytophthora capsici), soybeans (eg Phytophthora infestans, homologs), Phytophthora sojae, Potatoes and tomatoes (e.g. late blight) and broad-leaved trees (e.g. Phytophthora oak: sudden death); Plasmodium oleracea (bulb) on cabbage, rape, radish and other plants; plasma parasites, such as vitreous malaria on grapes Protozoa (Grape downy mildew), Plasmodium harzianum on sunflowers; Cyanospora (powdery mildew) on Rosaceae, hops, pomegranates and soft fruits, such as white-backed planthoppers on apples; many Slime molds, such as cereals, such as barley and wheat (polymyxa) and sugar beets (beet snake eye disease) and transmitted virus diseases; cereals, such as wheat or barley Pseudocercospora; Pseudomonas on various plants ( Downy mildew), such as Wedge-shaped Bacillus on gourds or Pythium on hops; Pseudomonas trachea on grapes (red fire disease or rotifer disease, deformed body: Bottle mold); Puccinia on various plants Genus (rust), such as wheat (brown or leaf rust), stripe rust fungus (stripe rust or yellow rust), dwarf rust fungus (dwarf rust), gramineous rust fungus (stem or black rust) or gramineous rust fungus (Brown or leaf rust), for example, rust fungus (orange rust) on wheat, barley or rye, sugar cane and asparagus; sclerotium on wheat (deformed body: Helminthosporium), Fusarium head blight (brown spot disease) or Fusarium head blight (barley spot) on barley; Magnaporthe grisea on rice (distant form: rice blast) and Magnaporthe grisea on rice (rice blast), lawn, rice , Magnaporthe grisea (damping) on corn, wheat, cotton, grapes, sunflowers, soybeans, sugar beets, vegetables, and various other plants (such as Phytophthora infestans or Phytophthora infestans); Cercospora, such as leaf spots on barley (Physiological leaf spot) and M. grisea on sugar beets; Rhizoctonia spp. on cotton, rice, potato, lawn, corn, rape, potato, beet, vegetable, and various other plants, such as Rhizoctonia solani Rhizoctonia solani (rhizome rot), Rhizoctonia solani on rice (sheath blight) or wheat sheath blight on wheat or barley (sheath blight ); black mold, carrots, cabbage, vines, and creeping tomatoes Rhizopus (black mold, soft rot); barley, rye and triticale barley moth (scald) samples; rice blast fungus and sparse streptococcus (sheath rot) on rice; vegetables and field crops Sclerotium sclerotiorum (stalk rot or white mold), such as rape, sunflower (e.g. sclerotium sclerotiorum) and soybean (e.g. Sclerotinia sclerotiorum); C. spp. on various plants, such as glycine streptococcus (brown spot) on soybean ), Mycobacterium spp. on wheat (Neurospora phyllostachium blight) and Sphaeropsis spp. on grains; Erysiphe spp. (deformation: powdery mildew) on vines and Nematodes spp. (powdery mildew) , Asexual type: Mycospora); corn (such as turmeric, homologous. Helminthosporium) and leaf blight on lawns; corn (such as corn smut: smut), sorghum and Trichoderma spp. (smut) on sugarcane; Sphaeropsis sphaeroides (powder mold) on gourds; Sponge spores (powder scabies) on potatoes, thereby spreading viral diseases; Clams on grains Bacteria, such as Trichosporium esculentum on wheat (Hymenopsora spp., Sexual type: Glomus spp.) [Alien: Leptospira]; Endogenous syncytia on potato (potato wart disease) ); for example Proteus on peach (leaf curl disease) and Exocystic plum on plum (plum bag); Streptococcus rhizogenes (black root rot) on tobacco, grapefruit, vegetables, soybeans and cotton, such as root black rot Disease (deformation. Elegant dark endospores); smutella (common fennel or stinky smut) on cereals, such as smutty wheat smut on wheat (alien body. wheat smut) Wheat dwarf smut (dwarf smut); Sclerotinia sclerotiorum (grey snow mold) on barley or wheat; Sphaerotheca spp., such as stem smut on rye; vegetables, such as Trichomonas spp. on beans (Phaseolus vulgaris) and sugar beet (rust); cereals (eg, smut), corn (eg, smut: corn smut), and smut on sugarcane Genus; Cercospora (crustosis) on apples (eg, scab) and pears; and Verticillium wilt (wilt) on various plants, such as fruits, ornamental plants, vines, soft fruits, vegetables, and field crops Disease), such as Verticillium dahliae on strawberries, rape, potatoes and tomatoes.

In one embodiment, the present invention provides the use of compounds of formula (I) and compositions thereof to control and/or prevent plant diseases caused by the following pathogens: Magnaporthe grisea, Rhizoctonia solani, Botrytis cinerea, Solanum Pathogens, anthracnose, coryneform bacteria, needle shell fungi, Fusarium yellow, Phytophthora infestans, soybean rust, powdery mildew, cucumber downy mildew, leaf rust, leaf blight, late blight, downy mildew Pathogens and Rhizoctonia grape.

The treatment method according to the invention can also be used to protect stored goods or harvests from fungi and microorganisms.

According to the invention, the term "storage" should be understood to mean natural substances of plant or animal origin and their processed forms, which are taken from the natural life cycle and require long-term protection. Crop-derived storage, such as plants or parts (eg stems, leaves, tubers, seeds, fruits or grains), can be protected in a freshly harvested state or processed form, such as drying, wetting, crushing, grinding, pressing or roasting This process is also called post-harvest processing. Wood (whether in the form of logs, such as construction timber, electrical towers and fences, or finished products, such as furniture or wood products) also belongs to the definition of storage. Storage products of animal origin include animal skin, leather, fur, hair, etc. The combination according to the present invention can prevent adverse effects such as rot, discoloration, or mold. Preferably, "storage" is understood to mean natural substances of plant origin and their processed forms, more preferably fruits and their processed forms, such as pear, stone, soft and citrus fruits and their processed forms.

The compounds of formula I and their compositions can be used to improve the health of plants, respectively. The invention also relates to a method for improving plant health by treating plants, their propagation material and/or the place where plants are growing or will grow with effective amounts of compounds of formula (I) and compositions thereof.

The term "plant health" should be understood to mean the condition of the plant and/or its products, which is determined by a single indicator or a combination of several indicators that have yields (eg increased biomass and/or increased content of valuable ingredients ), plant vitality (eg better plant growth and/or greener leaves ("greening effect")), quality (eg improved content or composition of certain ingredients) and tolerance to abiotic and/or biological stress Sex and so on. The above-determined plant health status indicators may be interdependent or may be generated from each other.

The term "seed" includes various seeds and plant propagules, including but not limited to real seeds, seed blocks, sucker roots, corn, bulbs, fruits, tubers, grains, rhizomes, cuttings, cuttings, etc., in preferred implementations The real seed in the plan.

The present invention also includes seeds containing or treated or coated with a compound of formula (I).

The term "coated or treated with and/or containing..." generally means: depending on the method of use, although the active ingredient is more or less permeable to the seed material at the time of application, But most of the active ingredients are on the surface of the seeds. When (re)planting the seed product, it can absorb the active ingredient. In one embodiment, the present invention provides a plant propagation material to which the compound of formula (I) is attached. The invention thus further provides a composition comprising plant propagation material treated with a compound of formula (I).

Seed treatment includes all suitable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking, and seed granulation. As a preferred method of application, the treatment of the seeds with the compound of formula I can be carried out by any known method, such as spraying or dusting the seeds before sowing or during sowing/planting of the seeds.

Suitable target plants are mainly cereals such as wheat, barley, rye, oats, rice, corn or sorghum; sugar beets such as sugar beets or fodder beets; fruits such as pears, stone fruits, or soft fruits such as apples, Pears, plums, peaches, almonds, cherries, or berries, such as strawberries, raspberries, or blackberries; legumes, such as beans, lentils, peas, or soybeans; oil plants, such as canola, mustard, poppy, olive, sunflower, coconut, Castor, cocoa or ground nuts; cucurbits such as pumpkin, cucumber or melon; fibrous plants such as cotton, flax, hemp or jute; citrus fruits such as orange, lemon, grapefruit or orange; vegetables such as spinach , Lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, or green peppers; Cinnamomum, such as avocado, cinnamon, or camphor; tobacco, nuts, coffee, eggplant, sugar cane, tea, pepper, vines, hops, plantain , Latex plants and ornamental plants (such as flowers, lawn grass or lawn). In one embodiment, the plant is selected from cereals, corn, soybeans, rice, sugar cane, vegetables, and oil plants.

"Plants" are understood to also include plants transformed by using recombinant DNA technology, which are capable of synthesizing one or more selective acting toxins, such as known toxin-producing bacteria, especially bacteria of the genus Bacillus, and have been selected or crossed To maintain and/or obtain desired characteristics, such as resistance to insects, fungi and/or nematodes. Toxins that can be expressed by these transgenic plants include, for example, insecticidal proteins from Bacillus cereus or Bacillus; or insecticidal proteins from Bacillus thuringiensis, such as 8-endotoxins, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab , Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal protein (Vip), for example, Vip1, Vip2, Vip3 or Vip3A; or insecticidal proteins for bacteria that colonize nematodes, such as the genus Photobacterium or the pathogenic Bacillus, Such as photobacterium, nematode pathogenic bacillus; toxins produced by animals, such as scorpion toxin, spider toxin, wasp toxin, and other neurotoxins unique to insects; toxins produced by fungi, such as streptomycin, phytohemagglutinin, such as pea agglutinin Lectin, barley lectin or snowdrop lectin; lectin; protease inhibitors such as trypsin inhibitor, serine protease inhibitor, potato glycoprotein, cystatin, papain inhibitor; ribosome inactivating protein (RIP) , Such as ricin, corn-RIP, acacia, rosin, saponin, or bryoside; steroid metabolizing enzymes, such as 3-hydroxysteroid oxidase, ecdysone-uridine diphosphate-glycosyltransferase, cholesterol oxidation Enzymes, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers such as sodium or calcium channel blockers, juvenile hormone esterases, diuretic hormone receptors, stilbene synthase, bibenzyl synthase , Chitinase and glucanase. In the context of the present invention, it is necessary to understand 8-endotoxins, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or nutritional insecticidal proteins (Vip), such as Vip1, Vip2, Vip3 or Vip3A, Specifically, it is a mixture of toxins, truncated toxins, and improved toxins. Hybrid toxins are produced by recombinant combinations of different domains of these proteins (see, for example, WO 02/15701). Truncated toxins, such as truncated CrylAb, are known. In the improved toxin, one or more amino acids of the naturally occurring toxin are replaced. In this amino acid substitution, it is preferable to insert a non-naturally occurring protease recognition sequence into the toxin, for example, in the case of Cry3A055, insert the cathepsin-G recognition sequence into the Cry3A toxin (see WO 03/018810). Examples of the ability to synthesize such toxins or transgenic plants have been disclosed, for example in EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A-0 427 529, EP-A-451 878 and WO 03/052073. Methods for preparing such transgenic plants are generally known to those skilled in the art and are described in, for example, the aforementioned publications. Cry1 type deoxyribonucleic acid and its preparation are known, for example, in WO 95/34656, EP-A-0 367474, EP-A-0 401 979 and WO 90/13651. Cry1 type deoxyribonucleic acid and its preparation are known from WO 95/34656, EP-A-0 367474, EP-A-0 401 979 and WO 90/13651. The toxins contained in the transgenic plants give the plants tolerance to harmful insects. This insect can appear in any taxa of insects, but it is particularly common in beetles (Coleoptera), diptera (Diptera) and butterflies (Lepidoptera). It is known that transgenic plants containing one or more genes encoding insecticidal resistance express one or more toxins, and some of them are commercially available. Examples of such plants are: YieldGard (maize variety expressing Cry1Ab toxin); YieldGardRootworm® (maize variety expressing Cry3Bb1 toxin); YieldGardPlus® (maize variety expressing Cry1Ab and Cry3Bb1 toxin); Starlink® (maize variety expressing Cry9C toxin) ); HerculexI® (maize variety, expressing Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN33B® (cotton expressing Cry1Ac toxin Varieties); BollgardI® (cotton varieties expressing Cry1Ac toxin); BollgardII® (cotton varieties expressing Cry1Ac and Cry2Ab toxin); VipCot® (cotton varieties expressing Vip3A and Cry1Ab toxin); Newleaf® (potato varieties expressing Cry3A toxin) ; NatureGard®, 25Agrisure® GT Advantage (GA21 glyphosate tolerance trait), Agrisure® CBAdvantage (Bt11 corn borer (CB) trait) and Protecta®. Other examples of such transgenic plants are: i) Bt11 corn from Syngenta Seed Company, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C/FR/96/05/10. Genetically modified maize is resistant to attack by European corn borers (European borer and borer) by transgenic expression of truncated Cry1Ab toxin. Bt11 corn is also transgenic to express the PAT enzyme to achieve tolerance to the herbicide glufosinate; ii) Bt176 corn from Syngenta Seed Company, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, Registration number C/FR/96/05/10. Genetically modified maize is resistant to attacks by European corn borers (European borer and borer) by transgenic expression of Cry1Ab toxin. Bt176 corn is also transgenic to express PAT enzyme to achieve tolerance to the herbicide glufosinate; iii) MIR604 corn from Syngenta Seed Company, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, Registration number C/FR/96/05/10. The improved Cry3A toxin through transgene expression makes corn resistant to insects. The toxin is Cry3A055 modified by inserting a cathepsin-G-protease recognition sequence. The preparation of this transgenic corn plant is described in WO 03/018810; iv) MON 863 corn from Monsanto S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/DE/02/9. MON 863 expresses Cry3Bb1 toxin and is resistant to certain coleoptera insects; v) IPC 531 cotton from Monsanto SA 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/ES/96/02; vi) 1507 corn, from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C/NL/00/10. Genetically modified corn used to express the protein Cry1F to achieve resistance to certain lepidopteran insects and PAT proteins to achieve tolerance to the herbicide glufosinate; vii) NK603 x MON 810 corn from Monsanto 270-272 Avenue de Tervuren, Brussels B-1150, Belgium, registration number C/GB/02/M3/03. The components of hybrid corn varieties NK603 and MON 810, which are conventional varieties through hybridization of transgenic varieties. The NK603×MON 810 corn transgene expresses the protein CP4 EPSPS obtained from the Agrobacterium strain CP4, which confers tolerance to the herbicide Roundup® (containing glyphosate) and the Cry1Ab toxin obtained from Bacillus thuringiensis subspecies, to some Lepidoptera, including European corn borers, developed tolerance.

The compounds of formula (I) may exist in different crystal variants, their biological activities may be different, and they are also the subject of the present invention.

The compounds of formula (I) can be used as such or in the form of compositions to prevent fungal attack by treating fungi or plants, plant propagation materials such as seeds, soil, surfaces, materials or spaces with fungicidally effective amounts of active substances. Application can be carried out before and after the infection of plants and plant propagation materials (seeds, soil, surfaces, materials or spaces, etc.) by fungi.

The plant propagation material may be treated protectively with the compound of formula (I) itself or a composition containing at least one compound of formula (I) at or before planting or transplantation.

The invention also relates to an agrochemical composition comprising an adjuvant and at least one compound of the formula (I) according to the invention.

In one embodiment, the present invention provides an agrochemical composition comprising a fungicidally effective amount of a compound of formula (I). The term "effective amount" refers to an amount of the composition of formula (I) or the compound of formula (I) sufficient to control harmful fungi on cultivated plants or materials to be protected and not cause substantial damage to the treated plants. Such amounts can vary within wide limits and are influenced by various factors such as fungal species to be controlled, cultivated plants or materials to be treated, climatic conditions and the specific compounds of formula (I) used.

The compounds of formula I, their oxides and salts can be converted into conventional types of agrochemical compositions, such as solutions, emulsions, suspensions, powders, powders, pastes, granules, compressed preparations, capsules and mixtures thereof. Examples of composition types are suspensions (eg SC, OD, FS), emulsifiable concentrates (eg EC), emulsions (eg EW, EO, ES, ME), capsules (eg CS, ZC), pastes, tablets Agents, wettable powders or powders (eg WP, SP, WS, DP, DS), compressed preparations (eg BR, TB, DT), granules (eg WG, SG, GR, FG, GG, MG), insecticides Products (eg LN), and gel formulations for treating plant propagation materials such as seeds (eg GF). These and other composition types are defined in "Types of Pesticide Formulations and International Coding System" (Technical Monograph No. 2. 61h edition. May 2008. International Crop Life Association).

The composition is prepared in a known manner, for example in "Molet and Grube mann" "Formulation Technology" (Wiley VCH Press, Weinheim, 2001); or Knowles ( Knowles) "New Developments in Crop Protection Product Formulations" (Agrow Reports DS243, T&F Informa, London, 2005).

Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners, humectants , Insect repellent, attractant, feeding stimulant, compatibilizer, fungicide, anti-freezing agent, defoamer, colorant, tackifier and adhesive.

Suitable solvents and liquid carriers are water and organic solvents, such as medium- to high-boiling mineral oil fractions, such as kerosene, diesel; vegetable or animal oils; aliphatic, cyclic, and aromatic hydrocarbons, such as toluene, paraffin, tetralin, Alkylated naphthalene; alcohols, such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; ethylene glycol; dimethyl sulfoxide; ketones, such as cyclohexanone; esters, such as lactic acid, carbonate , Fatty acid esters, γ-butyrolactone; fatty acids; phosphonates; amines; amides, such as N-methylpyrrolidone, fatty acid dimethyl amide; and mixtures thereof.

Suitable solid carriers or fillers are mineral soils such as silicates, silica gels, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, For example, cellulose, starch; fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea; plant-derived products, such as cereal flour, bark flour, wood flour, nut shell flour, and mixtures thereof.

Suitable surfactants are surface-active compounds such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes and mixtures thereof. These surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids or adjuvants. Examples of surfactants are listed in McCutcheon, Volume 1: Emulsifiers and Detergents, McCutcheon's Directories, Gran Rock, USA, 2008 (International or North American Edition) in.

Suitable anionic surfactants are the alkali metal, alkaline earth metal or ammonium salts of sulfonates, sulfates, phosphates, carboxylates and mixtures thereof. Examples of sulfonates are alkyl aryl sulfonates, diphenyl sulfonates, α-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, ethoxylated alkylphenols Sulfonates, alkoxylated arylphenol sulfonates, condensed naphthalene sulfonates, dodecyl and tridecylbenzene sulfonates, naphthalene sulfonates and alkyl naphthalenes, sulfosuccinic acid Salt or sulfosuccinamide. Examples of sulfates are sulfates of fatty acids and oils, sulfates of ethoxylated alkylphenols, alcohols, ethoxylated alcohols or fatty acid esters. Examples of phosphate esters are phosphate esters. Examples of carboxylates are alkyl carboxylates and carboxylated alcohols or alkylphenol ethoxylates.

Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymer surfactants, and mixtures thereof. Examples of alkoxylates are 1 to 50 equivalents of alkoxylated alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid ester compounds. Ethylene oxide and/or propylene oxide can be used for alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid amides are fatty acid glucosamine or fatty acid alkanolamide. Examples of esters are fatty acid esters, glycerides or monoglycerides. Examples of sugar-based surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymer surfactants are homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate.

Suitable cationic surfactants are quaternary ammonium surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkyl beets and imidazolines. Suitable block polymers are AB or ABA type block polymers containing blocks of polyethylene oxide and polypropylene oxide, or ABC type embedded blocks containing alkanol, polyethylene oxide and polypropylene oxide Segment polymer.

Suitable polyelectrolytes are polyacids or polyalcohols. Examples of polyacids are polyacrylic acid or polyacid comb polymers. Examples of dopamine are polyvinylamine or polyvinylamine.

Suitable adjuvants are compounds which themselves have little insecticidal activity and can enhance the biological performance of the compound of formula (I) against the target. Examples are surfactants, mineral or vegetable oils and other auxiliary agents. Other examples are listed in Knowles’ Adjuvants and Additives (Agrow Report DS256, T&F Informa UK, 2006, Chapter 5).

Suitable thickeners are polysaccharides (eg xanthan gum, carboxymethyl cellulose), inorganic clay (organically modified or unmodified), polycarboxylates and silicates.

Suitable fungicides are bronopol and isothiazolinone derivatives, such as alkyl isothiazolinone and benzisothiazolinone.

Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin. Suitable defoamers are silicones, long-chain alcohols and fatty acid salts. Suitable colorants (such as red, blue or green) are low water-soluble pigments and water-soluble dyes. Examples are inorganic colorants (such as iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (such as alizarin-, azo-, and phthalocyanine colorants).

Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes and cellulose ethers.

Examples of composition types and their preparation are: i) Water-soluble concentrate (SL, LS) Dissolve the compound of formula (I) in a weight ratio of 10-60% and a wetting agent (for example, alcohol alkoxylate) in a weight ratio of 5-15% in water and/or a water-soluble solvent in a weight ratio of 100% ( For example, alcohol). The active substance dissolves upon dilution with water. ii) Dispersible concentrate (DC) A compound of formula (I) in a weight ratio of 5-25% and a dispersant (for example, polyvinylpyrrolidone) in a weight ratio of 1-10% are dissolved in an organic solvent (for example, cyclohexanone) in a weight ratio of 100%. Dilute with water to obtain a dispersible concentrate. iii) Emulsifiable concentrate (EC) Dissolve the compound of formula (I) in a weight ratio of 15-70% and an emulsifier in a weight ratio of 5-10% (eg calcium dodecylbenzenesulfonate and castor oil ethoxylate) in a weight ratio of 100% Of water-insoluble organic solvents (such as aromatic hydrocarbon carbon). Dilute with water to get an emulsion. iv) Emulsion (EW, EO, ES) Dissolve the compound of formula (I) in a weight ratio of 5-40% and emulsifier in a weight ratio of 1-10% (for example calcium dodecylbenzenesulfonate and castor oil ethoxylate) in a weight ratio of 20- 40% of water-insoluble organic solvents (such as aromatic hydrocarbons). The mixture was dissolved in water with a weight ratio of 100% by an emulsifier and made into a homogeneous emulsion. Dilute with water to get an emulsion. v) Suspension (SC, OD, FS) In a stirred ball mill, the compound of formula (I) with a weight ratio of 20-60% is pulverized, and a dispersant and a wetting agent with a weight ratio of 2-10% are added (for example, sodium lignosulfonate and alcohol ethoxylate) , A thickener (for example, xanthan gum) in a weight ratio of 0.1-2% and water in a weight ratio of 100% to obtain a fine active substance suspension. Dilute with water to obtain a stable suspension of the active substance. For the FS type composition, a binder (for example, polyvinyl alcohol) of up to 40% by weight is added. vi) Water-dispersible particles and water-soluble particles (WG, SG) Pulverize the compound of formula (I) with a weight ratio of 50-80%, add a dispersant and a wetting agent with a weight ratio of 100% (such as sodium lignosulfonate and alcohol ethoxylate), and pass through a technical appliance (such as Extrusion, spray tower, fluidized bed) are prepared as water-dispersible or water-soluble particles. Dilute with water to obtain a stable dispersion or solution with active substances. vii) Water-dispersible powder and water-soluble powder (WP, SP, WS) The compound of formula (I) with a weight ratio of 50-80% is ground in a rotor-stator mill and a dispersant with a weight ratio of 1-5% (eg sodium lignosulfonate) is added with a weight ratio of 1-3% The wetting agent (such as alcohol ethoxylate) and the weight ratio of 100% solid carrier (such as silicone). Dilute with water to obtain a stable dispersion or solution with active substance. viii) Gel (GW, GF) In a stirred ball mill, crush the compound of formula (I) in a weight ratio of 5-25%, add a dispersant (for example, sodium lignosulfonate) in a weight ratio of 3-10%, and a thickener in a weight ratio of 1-5% (For example, carboxymethyl cellulose) and water with a weight ratio of 100% to obtain a fine suspension of active substance. Dilute with water to obtain a stable suspension with active substance. ix) Microemulsion (ME) The compound of formula (I) with a weight ratio of 5-20% is added to an organic solvent mixture with a weight ratio of 5-30% (such as fatty acid dimethyl amide and cyclohexanone) with a weight ratio of 10-25% on the surface Active agent mixture (for example, alcohol ethoxylate and arylphenol ethoxylate), and 100% by weight of water. The mixture was stirred for 1 hour, and a thermodynamically stable microemulsion was generated spontaneously. x) Microcapsule (CS) It contains 5-50% by weight of compound of formula (I), 0-40% by weight of water-insoluble organic solvent (such as aromatic hydrocarbons), and 2-15% by weight of acrylic monomer (such as methacrylic acid) Methyl ester, methacrylic acid and di-or triacrylate) oil phase are dispersed in an aqueous solution of protective colloid (eg polyvinyl alcohol). Free radical polymerization forms poly(meth)acrylate microcapsules. Alternatively, it will contain a compound of formula (I) according to the invention in a weight ratio of 5-50%, a water-insoluble organic solvent (eg aromatic hydrocarbon) and an isocyanate monomer (eg diphenylmethane- 4,4'-diisocyanate) oil phase dispersed in an aqueous solution of protective colloid (such as polyvinyl alcohol). Polyamines (such as hexamethylphenylenediamine) are added to form polyurea microcapsules. The amount of monomer accounts for 1-10% by weight. wt% is the percentage of the total weight of the microcapsule composition. xi) Dustable powder (DP, DS) The compound of formula (I) in a weight ratio of 1-10% is finely ground and thoroughly mixed with a solid carrier in a weight ratio of 100% (eg finely divided kaolin). xii) Granules (GR, FG) The compound of formula (I) in a weight ratio of 0.5-30% is finely ground and mixed with a solid carrier in a weight ratio of 100% (eg silicate). Granulation is achieved by extrusion processing, spray drying or fluidized bed. xiii) Ultra Low Volume Liquid (UL) The compound of formula (I) in a weight ratio of 1-50% is dissolved in an organic solvent (for example, aromatic hydrocarbon) in a weight ratio of 100%.

The composition of i) to xiii) may optionally contain other adjuvants, such as fungicides in a weight ratio of 0.1-1%, antifreeze in a weight ratio of 5-15%, and defoaming in a weight ratio of 0.1-1% The agent and the coloring agent with a weight ratio of 0.1-1%.

Agrochemical compositions generally contain active substances in a weight ratio of 0.01 to 95%, preferably 0.1 to 90%, in particular 0.5 to 75%.

The purity of the active substance is 90% to 100%, preferably 95% to 100% (according to NMR spectrum).

When processing plant propagation materials (especially seeds), seed treatment solutions (LS), suspension emulsions (SE), flowable concentrates (FS), drying treatment powders (DS), slurry treatment water dispersible powders (WS) are often used Generally, water-soluble powder (SS), emulsion (ES), emulsifiable concentrate (EC) and gel (GF) are used. After a two- to ten-fold dilution, the composition produces an active substance concentration of 0.01 to 60% by weight in the ready-to-use preparation, preferably 0.1 to 40%. Application can be carried out before or during sowing. Methods of applying the compound of formula (I) and its composition to plant propagation materials (especially seeds) include dressing, coating, granulation, dusting and soaking, and furrow application methods. Preferably, the compound of formula (I) or a combination thereof is applied to plant propagation material by methods such as seed dressing, granulation, coating and dusting which do not induce germination.

When used for plant protection, depending on the desired effect, the amount of active substance applied is 0.1 to 2.5 kg per hectare, preferably 0.5 to 1.5 kg per hectare, more preferably 0.35 to 1 kg per hectare (particularly 0.2 to 0.75 per hectare kilogram).

When processing (for example, by dusting, coating, or drenching seeds) plant propagation material such as seeds, the amount of active substance is 0.1 to 1000 grams per 100 kilograms of plant propagation material (preferably seeds), preferably 1 to 750 grams, more It is preferably from 10 to 500 grams, most preferably from 100 to 250 grams.

When used for the protection of materials or storage items, the amount of active substance applied depends on the type of application and the desired effect. The amount generally used for protecting the material is 0.01 g to 2 kg, preferably 0.05 g to 1 kg of active substance per cubic meter of treated material.

Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients, and other pesticides (eg herbicides, insecticides, fungicides, growth regulators, safeners, biological insecticides) can be added to the active substance or The composition containing them is used as a premix, or if appropriate, added before use (mixed in cans). These agents can be mixed in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1, according to the composition of the present invention.

Insecticides are usually chemical or biological agents (eg insecticidal active ingredients, compounds, compositions, toxins, bacteria, antimicrobial agents or disinfectants), which are prevented by their effects, disabling the pests, killing or otherwise preventing Pests. Target pests can include insects, plant pathogens, weeds, mollusks, birds, mammals, fish, nematodes (roundworms) and microorganisms that destroy property, cause nuisance, spread disease, or vectors of disease. The term "pesticide" also includes plant growth regulators that change the expected growth, flowering or reproduction rate of plants; deciduous agents that cause leaves or other leaves to fall from the plant (usually to promote harvest); promote living tissue (if not needed) Plant tops) Dry desiccants; plant initiators that activate plant physiology to protect against certain pests; safeners that reduce the unnecessary herbicidal activity of pesticides on crop plants; and affect plant physiology to increase the harvestability of crop plants Plant growth promoters for plant growth, biomass, yield, or any other quality parameter.

Biopesticides are defined as pesticides based on microorganisms (bacteria, fungi, viruses, nematodes, etc.) or natural products (compounds, such as metabolites, proteins, or extracts of biological or other natural sources) (US EPA: http : //Www.epa.gov/pesticides/biopesticides/). Bioinsecticides are usually produced by cultivating and concentrating naturally occurring organisms and/or their metabolites (including bacteria and other microorganisms, fungi, viruses, nematodes, proteins, etc.). They are generally considered to be an important part of the integrated pest management (IPM) program.

Biological pesticides are divided into two categories, namely microbial pesticides and biochemical pesticides: 1. Microbial pesticides consist of bacteria, fungi or viruses (usually including metabolites produced by bacteria and fungi). Although entomopathogenic nematodes are multicellular, they are also classified as microbial insecticides. 2. Biochemical pesticides are naturally occurring substances that can control pests or provide other crop protection uses as defined below, but are relatively non-toxic to mammals.

The user usually applies the composition according to the invention from a pre-dose device, a backpack sprayer, a spray can, a spray airplane or an irrigation system. Generally, the agrochemical composition is formulated with water, buffers and/or other adjuvants to the desired application concentration to obtain a ready-to-use spray liquid or the agrochemical composition according to the present invention. Generally, 20 to 2000 liters, preferably 50 to 750 liters of ready-to-use spray liquid is applied per hectare of agriculturally useful area.

In one embodiment, the present invention provides a composition for controlling harmful microorganisms, which comprises at least one compound of formula (I) and one or more inert carriers. The inert carrier is agriculturally suitable auxiliary, solvent, diluent, surfactant and/or extender, etc.

In another embodiment, the concentration of the compound of formula (I) is 10 to 90% of the total weight of the composition and 30 to 70% of the total weight of the composition.

In another embodiment, the present invention provides a combination for controlling harmful microorganisms comprising at least one compound of formula (I) and/or one or more selected from fungicides, fungicides, acaricides, insecticides , Nematicides, herbicides, biological insecticides, plant growth regulators, antibiotics, fertilizers and/or mixtures of active compatible compounds.

Generally, the compounds of the invention are used in the form of compositions (eg, formulations) containing carriers. The compounds of the present invention and their compositions can be used in various forms, such as aerosol spray cans, capsule suspensions, cold mist concentrates, powders, emulsifiable concentrates, pesticide aqueous emulsions, oil emulsions, capsule granules, fine particles, Mobile concentrate. Used for seed treatment, gas (pressurized), gas generating agent, granules, hot aerosol, large particles, microparticles, oil-dispersible powder, oil-soluble flowable concentrate, oil-soluble liquid, paste, plant sticks, Seed treatment powder, seed coating agent, soluble agent, soluble powder, seed treatment liquid, suspension concentrate (flowable concentrate), ultra low volume (ulv) liquid, ultra low volume suspension, water dispersible granules or tablets, Water-dispersible slurry treatment powder, water-soluble granules or tablets, water-soluble powder for seed treatment and wettable powder.

The formulations generally include a liquid or solid carrier and optionally one or more conventional formulation aids, which may be solid or liquid aids, such as unepoxidized or epoxidized vegetable oils (such as epoxidized coconut oil, rapeseed oil, or soybean oil) ), defoamers (such as silicone oil, preservatives, clay, inorganic compounds), viscosity modifiers, surfactants, adhesives and/or tackifiers. The composition may further contain fertilizers, micronutrient donors or other preparations that affect plant growth, as well as containing compounds of the present invention and one or more other biologically active agents (such as fungicides, fungicides, nematicides, plant starters Agents, acaricides and insecticides).

Therefore, the present invention can also prepare a composition comprising the compound of the present invention and an agronomic carrier and optionally one or more conventional formulation aids.

The composition can be prepared in a manner known to the skilled person with the addition of auxiliary agents, for example by grinding, sieving and/or compressing the solid compound of the invention and intimately mixed in the presence of at least one auxiliary agent, for example with auxiliary agents And/or grinding compounds of the invention. In the case of the solid compound of the present invention, the grinding/grinding of the compound is to ensure specific fineness. These methods for preparing compositions and the use of the compounds of the present invention for preparing these compositions are also the subject of the present invention.

Generally, the composition comprises 0.1 to 99% (particularly 0.1 to 95%) of the compound of the present invention and 1 to 99.9% (particularly 5 to 99.9%) of at least one solid or liquid carrier (typically 0 to 25% of the composition) , In particular 0.1 to 20% are surfactants) (in each case% means weight percent). Although concentrated compositions are often preferred for commercial products, end consumers often use diluted compositions with significantly lower concentrations of active ingredients.

Examples of types of foliar formulations used in premix compositions are:

Examples of types of seed treatment formulations used in premix compositions are:

Examples of types of formulations suitable for tank mix compositions are solutions, diluted emulsions, suspensions or mixtures thereof and powders.

As with the nature of the formulation, application methods such as foliar, dipping, spraying, atomizing, dusting, spreading, coating, or pouring can be selected according to the intended target and main situation.

The tank mix composition is generally prepared by diluting one or more premix compositions containing different pesticides and optional other adjuvants with a solvent (eg, water). Suitable carriers and adjuvants can be solid or liquid, and are substances commonly used in formulation technology, for example, natural or regenerated minerals, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers .

Generally, tank mix formulations for foliar or soil application contain 0.1 to 20% (preferably 0.1 to 15%) of the desired ingredients, and 99.9 to 80% (preferably 99.9 to 85%) solid or liquid additives (such as Water and other solvents), according to the tank mixing formula, the auxiliary agent may be 0 to 20% (preferably 0.1 to 15%) surfactant. Generally, pre-mixed formulations for foliar application contain 0.1 to 99.9% (preferably 1 to 95%) of the desired ingredients, and 99.9 to 0.1% (preferably 99 to 5%) solid or liquid adjuvant (including, for example, Based on the premixed formulation, the adjuvant may be 0 to 50%, preferably 0.5 to 40% surfactant).

Generally, tank mix formulations for seed treatment applications contain 0.25 to 80% (preferably 1 to 75%) of the desired ingredients, and 99.75 to 20% (preferably 99 to 25%) of solid or liquid additives (such as water etc.) Solvent), wherein the tank-based formulation aid may be 0 to 40% (preferably 0.5 to 30%) surfactant.

Typically, pre-mixed formulations for seed treatment applications contain 0.5 to 99.9% (preferably 1 to 95%) of the desired ingredients, and 99.5 to 0.1% (preferably 99 to 5%) solid or liquid adjuvants (including, for example Solvents such as water), where the pre-mix formulation-based adjuvant may be 0 to 50% (preferably 0.5 to 40%) surfactant, while the commercial product is preferably formulated as a concentrate (eg, pre-mix composition (formulation)) , End users usually use dilute formulations (such as tank mixes).

The preferred seed treatment premix formulation is an aqueous suspension concentrate. The formulation can be applied to the seeds using conventional processing techniques and machines, such as fluidized bed technology, roller milling, rotating static seed processors, and drum coaters. Other methods, such as jet beds, may also be useful. The size of the seed can be predetermined before coating. After coating, the seeds are usually dried and then transferred to a sizing machine for sizing. These methods are known in the art. The compounds of the present invention are particularly suitable for soil and seed treatment.

Generally, the premix composition of the present invention contains 0.5% to 99.9%, preferably 1 to 95%, more preferably 1% to 50% of the desired ingredients, and 99.5% to 0.1%, preferably 99 to 5% (quality) Solid or liquid adjuvant (including solvent, such as water), wherein the quality adjuvant (or adjuvant) according to the pre-mixed formulation may be a surfactant with a quality ratio of 0 to 50%, preferably 0.5 to 40%.

In a preferred embodiment, independent of any other embodiment, the compound of formula (I) is in the form of a plant propagation material treatment (or protection) composition, wherein the plant propagation material protection composition may additionally comprise a colorant. The plant propagation material protection composition or mixture may further comprise at least one polymer derived from water-soluble and water-dispersible film-forming polymers, which improves the adhesion of the active ingredient to the treated plant propagation material, the polymer generally having an average of at least Molecular weight from 10,000 to about 100,000.

Examples of methods of application of the compounds of the present invention and their compositions (ie, methods of controlling pests in agriculture) are spraying, atomization, dusting, brushing, dressing, spreading, or pouring-selected based on current expected goals.

One method used in agriculture is to apply to the leaves of plants (foliar application), and the frequency and rate of application can be selected according to the danger of pests or fungi. Alternatively, the active ingredient can reach the plant through the root system (systemic action), by applying the compound to the locus of the plant, for example by applying a liquid composition of the compound to the soil (by soaking), or by applying the solid form of the compound in the form of granules Apply to soil (soil application). In the case of rice plants, such particles can be metered into flooded rice fields. The application of the compounds of the invention to the soil is the preferred method of application.

Typical application rates per hectare are usually 1-5000 grams of active ingredient per hectare.

The compounds of the present invention and their compositions are also suitable for protecting plant propagation materials, such as seeds (if fruit, tubers or nuts) or nursery plants, to prevent the infestation of the above-mentioned pests. Propagating materials (eg seeds) can be treated with compounds before planting. Alternatively, it is possible to soak the seed kernel in the liquid composition or apply a layer of solid composition. The composition may also be applied when planting propagation material to the application site (eg planting the material into a seed ditch). These treatment methods for plant propagation material and the plant propagation material treated thereby are a further subject of the invention. A typical treatment rate depends on the plants and pests/fungi to be controlled, and is usually 1 to 1000 g per 100 kg of seed, preferably 10 to 500 g per 100 kg of seed, for example 100 to 250 g per 100 kg of seed. The application of the compounds of the invention to seeds is the preferred method of application.

By adding, for example, one or more insecticidal, acaricidal, nematicidal and/or fungicidal active agents, the activity of the composition of the invention can be significantly expanded and adapted to the main environment. The combination of the compound of formula (I) with other insecticidal, acaricidal, nematicidal and/or fungicidal active agents may also have further surprising advantages, for example, better tolerance of plants, reduced phytotoxicity, Pests or fungi can be controlled in their different developmental stages or perform better in their production process (for example during grinding or mixing, during storage or use).

The following is a list of pesticides that can be used with the compounds of the present invention, intended to illustrate possible combinations.

The following combinations of compounds of formula (I) and other active compounds are adjuvants selected from the group consisting of all named mixed partners of (A) to (O) as described below, if their functional groups allow (even if In each case, there is no special mention), can optionally form a salt with a suitable compound or with acid as a stereoisomer, or as a polymorph. They should also be understood to be included within the scope of the present invention. These examples are:

A) Inhibitors of ergosterol biosynthesis, such as (A01) aldimine, (A02) azaconazole, (A03) bifentriazole, (A04) broconazole, (A05) cyproconazole , (A06) dichlorobutazole, (A07) difenoconazole, (A08) enazolol, (A09) enazolol, (A10) polymorpholine, (A11) polymorpholine acetate, (A12) Epoxazole, (A13) Econazole, (A13) Epiconazole, (A13) Enconazole, (A14) Phenimidazole, (A15) Fenbutazole, (A15) Phenidazole, (A15) Fen Tebuconazole, (A15) Fenbutyronitrile, (A16) Fenformamide, (A17) Fenpyridine, (A19) Fluoroquinazole, (A20) Fluquineconazole, (A20) Fluorouracil, (A21) Fluorosilicone Azole, (A22) fluconazole (A23) fluconazole, (A24) furoconazole, (A25) hexaconazole, (A26) imazalil, (A27) imazalil, (A28) miconazole, (A29) Strainarazole, (A30) Meconazole, (A31) Myclobutanil, (A32) Naftifine, (A33) Fluazimidol, (A34) Oxiconazole, (A35) Paclobutrazol, (A36) ) Pefiprazole, (A37) penticonazole, (A38) pyridine, (A39) imidazole, (A40) propiconazole, (A41) prothioconazole, (A42) barnyard grass, (A43) pyridine Spot oxime, (A44) quinconazole, (A45) simiconazole, (A46) spiroamine, (A47) tebuconazole, (A48) terbinafine, (A49) fluribenazole, (A50) Triazolone, (A51) triazole, (A52) tribenzimidazole, (A53) trifluoroimidazole, (A54) trifolin, (A55) sterazole, (A56) enconazole, (A57) Azole (A58) dimethoxazole, (A59) voriconazole, (A60) 1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl) cycloheptanol, ( A61) Methyl 1-(2,2-dimethyl-2,3-dihydro-1H-inden-1-yl)-1H-imidazole-5-carboxylate, (A62) N'-{5 -(Difluoromethyl)-2-methyl-4-[3-(trimethylsilyl)propoxy]phenyl}-N-ethyl-N-methyliminocarboxamide, ( A63) N-ethyl-N-methyl-N'-{2-methyl-5-(trifluoromethyl)-4-[3-(trimethylsilyl)propoxy]phenyl} Iminocarboxamide, (A64) O-[1-(4-methoxyphenoxy)-3,3-dimethylbut-2-yl]-1H-imidazole-1-thiocarbamate , (A65) Myclobutanil, (A66) 2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxirane-2-yl]methyl}- 2,4-dihydro-3H-1,2,4-triazole-3-thione, (A67)1-{[3-(2-chlorophenyl)-2-(2,4-difluorobenzene Group) ethylene oxide-2-yl]methyl}-1H-1,2 ,4-triazol-5-ylthiocyanate, (A68)5-(allylthio)-1-{[3-(2-chlorophenyl)-2-(2,4-difluoro Phenyl) ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (A69) 2-[1-(2,4-dichlorophenyl)-5-hydroxy- 2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A70) 2-{[rel(2R, 3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxirane-2-yl]methyl}-2,4-dihydro-3H-1,2 ,4-triazole-3-thione, (A71)2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl) ethylene oxide Alkan-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A72)1-{[rel(2R,3S)-3-( 2-chlorophenyl)-2-(2,4-difluorophenyl)oxirane-2-yl]methyl}-1H-1,2,4-triazol-5-ylthiocyanate , (A73) 1-{[rel(2R, 3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl) oxirane-2-yl]methyl}- 1H-1,2,4-triazol-5-ylthiocyanate, (A74)5-(allylthio)-1-{ [REL(2R,3S)-3-(2-chlorobenzene Group)-2-(2,4-did(fluorophenyl)oxirane-2-yl]methyl}-1H-1,2,4-triazole, (A75) 5-(allyl Thio)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxirane-2-yl]methyl} -1H-1,2,4-triazole, (A76) 2-[(2S, 4S, 5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-tri Methylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A77)2-[(2R, 4S, 5 S)-1-( 2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3- Thione, (A78) 2-[(2R, 4R, 5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]- 2,4-dihydro-3H-1,2,4-triazole-3-thione, (A79)2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)- 5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A80) 2-[( 2S, 4S, 5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1 , 2,4-triazole-3-thione, (A81) 2-[(2R, 4S, 5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4 -Dihydro-3H-1,2,4-triazole-3-thione, (A82)2-[(2R, 4R, 5S)-1-(2,4-dichlorophenyl)-5-hydroxyl -2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A83) 2-[(2S, 4R , 5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2, 4-triazole-3-thione, (A84) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2, 4- Triazol-1-yl)propan-2-ol, (A85) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2 ,4-triazole-1)-)butan-2-ol, (A86)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H- 1,2,4-triazol-1-yl)pentane-2-ol, (A87) 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1 ,2,4-triazol-1-yl)butan-2-ol, (A88) 2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H- 1,2,4-triazol-1-yl)propan-2-ol, (A89)(2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichloro Cyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (A90)(2R)-2-(1-chlorocyclopropyl)-4-[ (1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (A91)( 2S)-2-(1 -Chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, ( A92)) (2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazole- 1-yl) butan-2-ol, (A93) (1S, 2R, 5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1 ,2,4-triazol-1-one)ylmethyl)cyclopentanol, (A94)(1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2 -Methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (A95) 5-(4-chlorobenzyl)-2-(chloromethyl)-2 -Methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, other sterol biosynthesis inhibitors: (A96) chlorobenzoxazole, (A97) triazoles Agent.

B) Respiratory chain inhibitors on complexes I or II, such as (B01) bifenamid, (B02) fenpropan, (B03) chloramphenicol, (B04) cyproteron, (B05) Diflulin, (B06) Metofuranil, (B07) Fluopyril, (B08) Fluopamidil, (B09) Fluoxacin, (B10) Fluopyram, (B11) Seeding amine, ( B12) Isopyrazine (a mixture of isomeric racemates 1RS, 4SR, 9RS and reverse isomeric racemates 1RS, 4SR, 9SR), (B13) isopyrazine (anti-epimer 1Rs, 4Sr, 9Sr), (B14) isopyrazine (anti-epimer 1R, 4S, 9S), (B15) isopyrazine (anti-epimer 1S, 4R, 9R), (B16) Isopyrazine (enantiomer racemate 1RS, 4SR, 9RS), (B17) isopyrazine (enantiomer racemate 1R, 4S, 9R), (B18) isopyrazine (enantiomer Isomers in vitro racemates 1S, 4R, 9S), (B19) benzoicin, (B20) Oxytetracycline, (B21) fluoxacin anilide, (B22) pyrithazone, (B23) fluoxacin Acetylhydroxylamine, (B24) cypropyridine, (B25) thiofuramide, (B26) 1-methyl-N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]- 3-(trifluoromethyl)-1H-pyrazole-4-carboxamide, (B27)3-(difluoromethyl)-1-methyl-N-[2-(1,1,2,2 -Tetrafluoroethoxy)phenyl]-1H-pyrazole-4-carboxamide, (B28)3-(difluoromethyl)-N-[4-fluoro-2-(1), 1,2 ,3,3,3-Hexafluoropropoxy)phenyl]-1-methyl-1H-pyrazole-4-carboxamide, (B29)N-[1-(2,4-dichlorophenyl )-1-Methoxypropane-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (B30)5,8-difluoro-N -[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridine]-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (B31)benzo Indolylpyridine, (B32) N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methylnaphthalen-5-yl] -3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (B33)N-[(1R,4S)-9-(dichloromethylene)-1, 2,3,4-tetrahydro-1,4-methylenenaphthalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (B34 ) 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4 -Formamide, (B35) 1,3,5-trimethyl-N-(1,1), 3-trimethyl-2,3-dihydro 1H-indene-4 -Yl)-1H-pyrazole-4-carboxamide, (B36) 1-methyl-3-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-di Hydrogen-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (B37) 1-methyl-3-(trifluoromethyl)-N-[(3R)-1,1, 3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (B38) 1-methyl-3-(trifluoromethyl)- N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (B39)3- (Difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole- 4-carboxamide, (B40) 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene -4-yl]-1H-pyrazole-4-carboxamide, (B41) 1,3,5-trimethyl-N-[(3R)-1,1,3-trimethyl-2,3 -Dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (B42) 1,3,5-trimethyl-N-[(3S)-1,1,3- Trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (B43)) benzourea, (B44) 2-chloro-N-(1 ,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)pyridine-3-carboxamide, (B45)isothiazole, (B46)1-methyl-3-(tri Fluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (B47)N-(4'-chlorobiphenyl-2 -Yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (B48)N-(2',4'-dichlorobiphenyl-2-yl) -3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (B49)3-(difluoromethyl)-1-methyl-N-[4'-( Trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (B50)N-(2', 5'-difluorobiphenyl-2-yl)-1-methyl -3-(trifluoromethyl)-1H-pyrazole-4-carboxamide, (B51)3-(difluoromethyl)-1-methyl-N-[4'-(propyl-) 1- Alkyn-1-yl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (B52) 5-fluoro-1,3-dimethyl-N-[4'-(prop-1 -Yne-2)-)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (B53)2-chloro-N-[4'-(prop-1-yn-1-yl) Biphenyl-2-yl] nicotinamide, (B54) 3-(difluoromethyl)-N-[4'-(3,3-dimethylbut-1-yn-1-yl)biphenyl- 2-yl]-1-methyl-1H-pyrazole-4-carboxamide, (B55)N -[4'-(3,3-Dimethylbut-1-yn-1-yl)biphenyl-2-15-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide , (B56) 3-(difluoromethyl)-N-(4'-ethynylbiphenyl-2-yl)-1-methyl-1H-pyrazole-4-carboxamide, (B57) N- (4'-ethynylbiphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (B58)2-chloro-N-(4'- Ethynylbiphenyl)-2-yl) nicotinamide, (B59) 2-chloro-N-[4'-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2- Group] nicotinamide, (B60) 4-(difluoromethyl)-2-methyl-N-[4'-(trifluoromethyl)biphenyl-2-yl]-1,3-thiazole-5 -Carboxamide, (B61) 5-fluoro-N-[4'-(3-hydroxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]-1,3-di Methyl-1H-pyrazole-4-carboxamide, (B62) 2-chloro-N-[4'-(3-hydroxy)-3-methylbut-1-yn-1-yl)biphenyl- 2-yl] nicotinamide, (B63) 3-(difluoromethyl)-N-[4'-(3-methoxy-3-methylbut-1-yne-1)-yl]biphenyl -2-yl]-1-methyl-1H-pyrazole-4-carboxamide, (B64) 5-fluoro-N-[4'-(3-methoxy-3-methylbutan-1- Alkyne-1-) ()biphenyl-2-yl]-1,3-dimethyl-1H-pyrazole-4-carboxamide, (B65)2-chloro-N-[4'-(3- Methoxy-3-methylbut-1-yne-1)-)biphenyl-2-yl] nicotinamide, (B66) 1,3-dimethyl-N-(1,1,3-tri Methyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (B67) 1,3-dimethyl-N-[(3R)-1, 1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxyamide, (B68) 1,3-dimethyl-N-[( 3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (B69) 3-(difluoromethyl )-N-methoxy-1-methyl-N-[1-(2,4,6-trichlorophenyl)propane-2-yl]-1H-pyrazole-4-carboxamide, (B70 ) 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H- Pyrazole-4-carboxamide, (B71) 3-(difluoromethyl)-N-[(3,R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro -1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (B72)3-(difluoromethyl-1)-N-[(3S)-7- Fluorine-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-- 1H-pyrazole-4-carboxamide.

C) Respiratory chain inhibitors of complex III, such as (C01) Ametoxine, (C02) Amisombrom, (C03) Fluzolastine, (C04) Cyanazolamide, (C05) Benzomethoxy Statin, (C06) benzyloxystein, (C07) dihydroxyustine, (C08) enoxastine, (C08) famustine, (C09) famustine, (C10) phenamine, (C11) phenamine, (C12) flunostatin, (C13) fluoxetine, (C14) crisoxi-methyl, (C15) metoplastine, (C16) mannoside, (C17 ) Diclofenac, (C18) Diclofenac, (C19) Diclofenac, (C20) Diclofenac, (C21) Diclofenac, (C22) Pyraclostrobin, (C23) Diclofenac Bacitracin, (C24) Oximetocin, (C25)(2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4-yl]oxy Yl}phenyl)-2-(methoxyimino)-N-methylacetamide, (C26)(2E)-2-(methoxyimino)-N-methyl-2-(2 -{[({1E)-1-[3-(trifluoromethyl)phenyl]ethylene}amino)oxy]methyl}phenyl)acetamide, (C27)(2E)-2- (Methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl)phenyl]ethoxy}imino)methyl]benzene Base} acetamide, (C28)(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy }Phenyl)ethylene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (C29)fenatoline, (C30)5- Methoxy-2-methyl-4-(2-{[({(1E)-1-[3-(trifluoromethyl))phenyl]ethylene}amino)oxy]methyl}benzene Group)-2,4-dihydro-3H-1,2,4-triazol-3-one, (C31)methyl (2E)-2-{2-[({ cyclopropyl[(4-methyl Oxyphenyl)imino]methyl}sulfanyl)methyl]phenyl}-3-methoxyacrylate, (C32)N-(3-ethyl-3,5,5-trimethyl Cyclohexyl)-3-carboxamido-2-hydroxybenzamide, (C33)2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methyl Oxy-N-methylacetamide, (C34) 2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylethyl Acetamide, (C35) (2E, 3Z)-5-{[1-(4-chlorophenyl))-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)- N,3-dimethylpent-3-enamide.

D) Inhibitors of mitosis and cell division, such as (D01) benomyl, (D02) carbendazim, (D03) chlorpyrazole, (D04) ethoxybenzcarb, (D05) ethylamine, (D06) Fluopyram, (D07) Fiprazole, (D08) Pentimidazole, (D09) Thiabendazole, (D10) Phenylthiourea-methyl, (D11) Phenylthiourea, (D12) Pyrazamide , (D13) 5-chloro-7-(4-methylpyridin-1-yl)-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1, 5-a]pyrimidine, (D14) 3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, (D15 ) 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine, (D16) 3-chloro-6-methyl-5-phenyl-4- (2,4,6-trifluorophenyl)pyridazine, (D17) N-ethyl-2-[(3-alkynyl-8-methyl-6-quinolinyl)oxy]butyramide, (D18) N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-2-methylsulfanyl-acetamide, (D19)2-[ (3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-(2-fluoroethyl)butyramide, (D20)2-[(3-ethynyl-8-methyl -6-quinolinyl)oxy]-N-(2-fluoroethyl)-2-methoxy-acetamide, (D21) 2-[(3-ethynyl-8-methyl-6- Quinolinyl)oxy]-N-propyl-butylamide, (D22)2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-2-methoxy- N-propyl-acetamide, (D23) 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-2-methylsulfanyl-N-propyl-ethyl Acetamide, (D24) 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-(2-fluoroethyl)-2-methylthio-acetamide, (D25) 4-(2-)bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethylpyrazol-3-amine, (D26 ) Aminopyrazole;

E) Compounds capable of having multiple sites of action, such as (E01) Bordeaux mixture, (E02) triamcinolone, (E03) clotrimazole, (E04) chlorothalonil, (E05) copper hydroxide, (E06) Copper naphthenate, (E07) Copper oxide, (E08) Copper oxychloride, (E09) Copper sulfate (2+), (E10) Dichlorofuran, (E11) Dithianon, (E12) Dogodine, ( E13) Dowedine free radical, (E14) Formamite, (E15) fluorinated polyester, (E16) Sterile Dan, (E17) biguanide salt, (E18) biguanide acetate, (E19) iminooctanedione, (E20) imino suberic acid diacetate, (E21) imino suberic acid diacetate, (E22) mancozeb, (E23) mancozeb, (E24) mancozeb, (E25) Daisenlian, (E26) Daisenlian zinc, (E27) copper quinoline, (E28) propionamidine, (E29) propyne, (E30) sulfur and sulfur preparations, including calcium polysulfide, (E31) Famex, (E32) Toluenesulfonamide, (E33) Daisenzinc, (E34) Fomezine, (E35) Dimethalin, (E36) Dimethyl ketone.

F) Compounds capable of inducing host defense, such as (F01) thiadiazolin-S-methyl, (F02) isotianil, (F03) thiabendazole, (F04) thiazamide, (F05) kelp Polysaccharide, (F06) 4-cyclopropyl-N-(2,4-dimethoxyphenyl) thiadiazole-5 carboxyamide.

G) Inhibitors of amino acid and/or protein biosynthesis, such as (G01) Andopram, (G02) Pyricidin, (G03) Pyrimethanil, (G04) Kasugamycin, (G05) Kasuga Element hydrate, (G06) pyrimethanil, (G07) pyrimethanil, (G08) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline- 1-yl) quinoline, (G09) oxytetracycline, (G10) streptomycin.

H) Inhibitors of ATP production, such as (H01) fentanyl acetate, (H02) ferric chloride, (H03) vanadium hydroxide, and (H04) silicotianil.

I) Inhibitors of cell wall synthesis, such as (I01) fenothiamide, (I02) enilmorpholine, (I03) flumorpholine, (I04) isoproteobacteria, (I05) diacetylenia, (I06) Oxytetracycline, (I07) Paenomycin, (I08) Effective Amycin, (I09) Valeramide, (I10) Polyoxin B, (I11) (2E)-3-(4-tert Butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (I12)(2Z)yl)-3- (4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one.

J) Inhibitors of lipid and membrane synthesis, such as (J01) biphenyl, (J02) ketone, (J03) diene, (J04) Kewensan, (J05) termicide, (J06) iodocarb, (J07) Isoprothrin, (J08) isopropylthiourea, (J09) fenprocarb, (J10) propylamine card hydrochloride, (J11) prothiobacillus, (J12) pyrazolate, (J13) pentachloronitrate Benzene, (J14) tetrachloronitrobenzene, (J15) Tolovs-methyl.

K) Inhibitors of melanin biosynthesis, such as (K01) cyproteron, (K02) diclofenac, (K03) rice blast amide, (K04) phthalide, (K05) roquiquinone, ( K06) Carbamate, (K07) Tricyclazole.

L) Inhibitors of nucleic acid synthesis, such as (L01) Benaxyl, (L02) Benxyl-M (fine benxyl), (L03) pyrimethoxine sulfonate, (L04) clozapine, (L05 ) Dimethymol, (L06) Pyrimol, (L07) Furaxyl, (L08) Oxytetracycline, (L09) Metalaxyl, (L10) Metalaxyl-M (Metalaxyl), (L11 ) Furamide, (L12) oxadiazolyl, (L13) oxo acid, (L14) octyl benzophenone.

M) Inhibitors of signal transduction, such as (M01) chlorazate, (M02) seed dressing, (M03) fludioxonil, (M04) prochlorin, (M05) procymidone, (M06) quinoline Oxoline, (M07) vinyl sclerotin, (M08) propoxyquinoline.

N) Compounds that can be used as uncoupling agents, such as (N01) perylene, (N02) difenprop, (N03) pyrimethanil, (N04) fluazinam, and (N05) mite elimination.

O) Other compounds, such as (O01) benzothiazole, (O02) betamethazine, (O03) kazemycin, (O04) carvone, (O05) chitosan, (O06) pyrrolidone (lozafenone) , (O07) cubic fenfen, (O08) fluorocyanamide, (O09) cyclomethanil, (O10) cyprosulfonamide, (O11) dalzolamide, (O12) debakab, (O13) di Chlorobenzimidazole, (O14) dichlorobenzimidazole, (O15) dichloromethane, (O16) dibenzoquinone, (O17) dibenzoquinone methylthiosulfate, (O18) diphenylamine, (O19) ecology Mate, (O20) Fenpyrazine, (O21) Fengreset, (O22) Fluoromethyl ether, (O23) Fluoroimide, (O24) Fluorosulfonamide, (O25) Flutinib, (O26) Phosphatide Aluminum, (O27) Calcium Phosphate, (O28) Sodium Phosphate, (O29) Hexachlorobenzene, (O30) Iluomycin, (O31) Isothiobenzene, (O32) Methyl Methanesulfonate, (O33) Methyl isothiocyanate, (O34) ketone, (O35) midenomycin, (O36) natamycin, (O37) nickel dimethyldithiocarbamate, (O38) nitroisopropyl , (O39) oxacarb, (O40) oxifene, (O41) pentachlorophenol and salts, (O42) phenol glycosides, (O43) picocazole (O44) phosphoric acid and its salts, (O45) alanine Phenol-phosphonate, (O46) propane-sodium, (O47) pyrimidine, (O48) pyrazine fluoroamide (O49) pyrronitrile, (O50) tebuproquine, (O51) teprofen, (O5) 2) Tonifenib, (O53) triazine, (O54) triamide, (O55) Zaliramide, (O56) (3S, 6S, 7R, 8R)-8-benzyl-3-[({3 -[(Isobutylamide)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4-, 9-dioxo-1,5-dioxo Heterocyclopentane-7-yl 2-methylpropionate, (O57) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-di Hydrogen-1-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}pyridin-1-yl)-2-[5-methyl-3-(trifluoromethyl) -1H-pyrazol-1-yl]ethanone, (O58) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1 ,2-oxazol-3-yl]-1,3-thiazol-2-pyridin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazole-1 -Yl] ethyl ketone, (O59) dichloropyridazine, (O60) 1-(4-methoxyphenoxy)-3-,3-dimethylbut-2-yl-1H-imidazole-1 -Carboxylate, (O61) 2,3,5,6-tetrachloro-4-(methylsulfonyl)pyridine, (O62) 2,3-dibutyl-6-chlorothieno[2,3 -d] pyrimidine-4 (3H)-one, (O63) 2,6-dimethyl-1H, 5 H-[1,4] dithiohexene [2,3-c: 5,6-c'] dipyrrole-1,3,5,7 (2H, 6H)-estrone, (O64) 2 -[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[( 5R)-5-phenyl-4,5-dihydro -1,2-oxazol-3-yl]-1,3-thiazol-2-yl}pyridin-1-yl)ethanone, (O65)2-[5-methyl-3-(trifluoromethyl Group)-1H-pyrazol-1-yl]-1-(4-{4-[(5S)-5-phenyl-4,5-dihydro-1,2-oxazol-3-yl]- 1,3-thiazol-2-yl}pyridin-1-yl)ethanone, (O66)2-[5-methyl-3-(trifluoromethyl)-1H-pyrazole-]-yl]- 1-{4-[4-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)-1,3-thiazol-2-yl]pyridin-1-yl}ethyl Ketone, (O67) 2-butoxy-6-iodo-3-propyl-4H-benzopyran-4-one, (O68) 2-chloro-5-[2-chloro-1-(2, 6-difluoro-4-methoxyphenyl)-4-methyl-1H-imidazol-5-yl]pyridine, (O69) 2-phenylphenol and salts, (O70) 3-(4,4, 5-trifluoro)-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (O71) 3,4,5-trichloropyridine-2,6-dinitrile , (O72) 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methylpyridazine, (O73) 4-(4-chlorophenyl) -5-(2,6-difluorophenyl)-3,6-dimethylpyridazine, (O74)3-chloro-4-(2,6-difluorophenyl)-6-methyl-5 -Phenylpyridazine, (O75) 5-amino-1,3,4-thiadiazole-2-thiol, (O76) 5-chloro-N'-phenyl-N'-(prop-2-yne -1-yl)thiophene-2-sulfonyl hydrazine, (O77) 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidine-4-amine, (O78) 5-fluoro-2-[( 4-methylbenzyl)oxy]pyrimidin-4-amine, (O79) 5-methyl-6-octyl[1,2,4]triazolo[1,5]-a]pyrimidine-7- Amine, (O80) ethyl (2Z)-3-amino-2-cyano-3-phenyl acrylate, (O81) N'-(4-{[3-(4-chlorobenzyl)-1, 2,4-thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimine formamide, (O82)N-(4- Chlorobenzyl)-3-[3-methoxy-4-(propanol)-2-yn-1-yloxy)phenyl]propanamide, (O83)N-[(4-chlorophenyl ) (Cyano)methyl]-3-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]propanamide, (O84)N-[(5-bromo -3-chloropyridin-2-yl)methyl]-2,4-dichloronicotinamide, (O85 ) N-[1-(5-Bromo-3-chloropyridine-2)-(methyl)ethyl]-2,4-dichloronicotinamide, (O86)N-[1-(5-bromo- 3-chloropyridin-2-yl)ethyl]-2-fluoro-4-iodonicotinamide, (O87)N-{(E)-[(cyclopropylmethoxy)imino][6-( Difluoromethoxy)]-2,3-difluorophenyl]methyl}-2-phenylacetamide, (O88)N-{(Z)-[(cyclopropylmethoxy)imino ] [6-(Difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide, (O89)N'-{4-[(3-tert-butyl- 4-cyano-1,2-thiazol-5-yl)oxy]-2-chloro-5-methylphenyl}-N-ethyl-N-methylimine formamide, (O90)N -Methyl-2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetoyl}pyridin-4-yl)-N-(1 ,2,3),4-tetrahydronaphthalen-1-yl)-1,3-thiazole-4-carboxamide, (O91)N-methyl-2-(1-{[5-methyl-3 -(Trifluoromethyl)-1H-pyrazole-1-(ethyl)pyridin-4-yl)-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl] -1,3-thiazole-4-carboxamide, (O92)N-methyl-2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl ]Ethlyl}pyridin-4-yl)-N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]-1,3-thiazole-4-carboxamide, ( O93) Amyl {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate Acid ester, (O94) phenazine-1-carboxylic acid, (O95) quinoline-8-ol, (O96) quinoline-8-ol sulfate (2:1), (O97) tert-butyl{6- [({[(1-methyl-1H-tetrazole)-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (O98) (5-Bromo-2-methoxy-4-methylpyridin-3-yl) (2,3,4)-trimethoxy-6-methylphenyl)methanone, (O99)N-[2 -(4-{[3-(4-chlorophenyl)prop-2-yn-1-yl]oxy}-3-methoxyphenyl)methyl]-N2-(methylsulfonyl) Valinamide, (O100) 4-oxo-4-[(2-phenylethyl)amino]butanoic acid, (O101)but-3-yn-1-yl{6-[({[(Z )-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (O102) 4-amino -5-fluoropyrimidine-2-ol (tautomeric form: 4-amino-5-fluoropyrimidine-2(1H)-one), (O103)propyl 3,4,5-trihydroxybenzoate, (O104) [3-(4-chloro-2-fluorobenzene Group)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (O105)(S)-[3-(4-chloro -2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (O106)(R)-[3 -(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (O107)2 -Fluoro-6-(trifluoromethyl))-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)benzamide, (O108) 2 -(6-benzylpyridin-2-yl)quinazoline, (O109)2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazole Porphyrin, (O110) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)) quinoline, (O111) abscisic acid, (O112) N'-[5-Bromo-6-(2,3-dihydro-1H-inden-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylmethylene Aminoamide, (O113) N'-{5-Bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl -N-methylimine formamide, (O114)) N'-{5-bromo-6-[(1R)-1-(3,5-difluoropropyl) (phenyl)ethoxy ]-2-Methylpyridin-3-yl}-N-ethyl-N-methylimine formamide, (O115) N'-{5-bromo-6-[(1S)-1-(3 ,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimine formamide, (O116)N'-{5-bromo- 6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl-N-ethyl-N-methylimine formamide, (O117) N'- {5-Bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidazolamide, ( O118) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, ( O119) N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, ( O120) N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, ( O121) N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide Amine, (O122) N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole- 4-carboxamide, (O123) N-ring Propyl-3-(difluoromethyl)-N-(2-ethyl5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (O124)N -Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (O125) N-cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4- Formamide, (O126) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyridine Azole-4-carboxamide, (O127)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl -1H-pyrazole-4-carboxamide, (O128)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro- 1-methyl-1H-pyrazole-4-carboxamide, (O129)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methyl Benzyl)-1-methyl-1H-pyrazole-4-carboxamide, (O130)N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-( Difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (O131)N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl Yl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (O132)N-[5-chloro-2-(trifluoromethyl)benzyl Group]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (O133)N-cyclopropyl-3-( Difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (O134)N -[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-methyl Acetamide, (O135) N-[3-chloro-2-fluoro-6-(trifluoromethyl))benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1 -Methyl-1H-pyrazole-4-carboxamide, (O136)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl )-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (O137)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-iso Propylbenzyl)-1-methyl-1H-pyrazole-4-thiocarboxamide, (O138)N'-(2,5-dimethyl-4-phenoxyphenyl)-N- Ethyl-N-methylimine formamide, (O139) N'-{4-[(4,5)-dichloro-1,3-thiazol-2-yl)oxy]-2,5- Dimethylphenyl}-N-ethyl-N-methylimine formamide, (O140) N-(4-chloro-2 ,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-one ore, (O141)9-fluoro-2, 2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxaza, (O142) 2-{2-fluoro-6-[(8- Fluoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol, (O143)2-{2-[(7,8-difluoro-2-methylquinoline-3 -Yl))oxy]-6-fluorophenyl}propan-2-ol, (O144) 4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3 -Dimethyl-1H-pyrazole-5-amine, (O145) 4-(2-chloro-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl Yl-1H-pyrazole-5-amine, (O146) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl- 1H-pyrazole-5-amine, (O147) 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H- Pyrazole-5-amine, (O148) N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole -5-amine, (O149) 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, ( O150) 4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (O151) 4-(2-bromo)-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (O152)N-(2- Bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (O153) 4-(2-chloro-4-fluorobenzene Group)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (O154)4-(2-bromo-4-fluorophenyl)-N-( 2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (O155) 4-(2-bromo-4-fluorophenyl)-N-(2-fluoro Phenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (O156)N'-(4-{3-[(difluoromethyl)sulfanyl]phenoxy}-2 ,5-dimethylphenyl)-N-ethyl-N-methylimine formamide, (O157)N'-(2,5-dimethyl-4)-{3-[(1, 1,2,2-Tetrafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimine formamide, (O158) N'-(2,5-di Methyl-4-{3-[(2,2,2-trifluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimine formamide, (O159 ) N'-(2,5-dimethyl-4-{3-[(2,2,3,3 -Tetrafluoropropyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimine formamide, (O160) N'-(2,5-dimethyl-4- {3-[(pentafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimine formamide, (O161)N'-(4-{[3- (Difluoromethoxy)phenyl]sulfanyl}-2,5-dimethylphenyl)-N-ethyl-N-methylimine formamide, (O162)N'-(2, 5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimine Acetamide, (O163) N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]sulfanyl}phenyl)-N- Ethyl-N-methylimine formamide, (O164) N'-(2,5-dimethyl-4-{[3-( 2,2,3,3-tetrafluoropropoxy)benzene Group]sulfanyl}phenyl)-N-ethyl-N-methylimine formamide, (O165)N'-( 2,5-dimethyl-4-{[3-(pentafluoroethyl Oxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidazolamide, (O166) 2-[3,5-bis(difluoromethyl)-1H-pyrazole-1 Yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazole-3- Group}-1,3-thiazol-2-yl)pyridin-1-yl]ethanone, (O167)2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl] -1-[4-(4-{ 5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazole- 3-yl}-1,3-thiazol-2-yl)pyridin-1-yl]ethanone, (O168)2-[3,5-bis(difluoromethyl)-1H-pyrazole-1- Group]-1-[4-(4-{5-[2-chloro-6-] (prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2- Oxazol-3-yl}-1,3-thiazol-2-yl)pyridin-1-yl]ethanone, (O169) 2-{3-[2-(1-{[3,5-bis( Difluoromethyl)-1H-pyrazol-1-yl]acetoyl}pyridin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxo Azole-5-yl}phenyl methanesulfonate, (O170) 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl] Acetyl}pyridin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonic acid Salt, (O171) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{(5S)-5-[2-(propylene -2-yne-1-oxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)qua Pyridin-1-yl]ethanone, (O172)2-[3,5]bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{(5R)- 5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazo1-3yl}-1,3-thiazol-2-yl) Xia Pyridin-1-yl]ethanone, (O173) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{(5S)- 5-[2-fluoro-6-(prop-2)-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3- Thiazol-2-yl)pyridin-1-yl]ethanone, (O174)2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-( 4-{(5R)-5-[2-fluoro-6-(prop-2-yn-1-(oxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl }-1,3-thiazol-2-yl)pyridin-1-yl]ethanone, (O175)2-[3,5-]bis(difluoromethyl)-1H-pyrazol-1-yl] -1-[4-(4-{(5S)-5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2 -Oxazol-3-yl}-1,3-thiazol-2-yl)pyridin-1-yl]ethanone, (O176) 2-[3,5-bis(difluoromethyl)--1H- Pyrazol-1-yl]-1-[4-(4-{(5R)-5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5 -Dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)pyridin-1-yl]ethanone, (O177)2-{(5S)-3-[2 -(1-{[ 3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetoyl}pyridin-4-yl)-1,3-thiazol-4-yl]- 4,5-dihydro-1,2-oxazole-5-methylsulfonic acid phenyl ester, (O178) 2-{(5R)-3-[2-(1-{[3,5-bis( Difluoromethyl)-1H-pyrazol-1-yl]acetoyl}pyridin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxo Pyrazol-5-ylmethanesulfonate, (O179) 2-{(5S)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1 -Yl]acetoyl}pyridin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl Mesylate, (O180) 2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetoyl} Pyridin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl methanesulfonate, (O181 ) (3S, 6S, 7R, 8R)-8-benzyl-3-{3-[(isobutylamide) Methoxy]-4-methoxypyridylamino}-6-methyl-4,9-dioxo-1,5-dioxolane-7-yl isobutyrate, (O182) N'-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine, (O183) N'-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine, (O184) N'-[4-[[3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl]oxy]-2,5-dimethyl-phenyl ]-N-ethyl-N-methylformamidine, (O185)) N'-(5-bromo-6-indan-2-yloxy-2-methyl-3-pyridyl)-N- Ethyl-N-methyl-formamidine, (O186)N'-[5-bromo-6-[ 1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridine Group]-N-ethyl-N-methylformamidine, (O187)N'-[5-bromo-6-(4-isopropylcyclohexyloxy)-2-methyl-3-pyridyl] -N-ethyl-N-methyl-formamidine, (O188) N'-[5-bromo-2]-methyl-6-(1-phenylethoxy)-3-pyridyl]-N -Ethyl-N-methylformamidine, (O189)N'-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilyl-propoxy)phenyl)-N -Ethyl-N-methylformamidine, (O190)N'-(5-difluoromethyl-2-methyl-4-(3-trimethylsilyl-propoxy)-phenyl)- N-ethyl-N-methylformamidine, (O191) (N-ethyl-N'-(4-(2-fluorophenoxy)-2,5-dimethylphenyl)-N-methyl Methylformimide, (O192) N'-(2-chloro-4-(2-fluorophenoxy)-5-(methylphenyl)-N-ethyl-N-methylformimide , (O193) 2-[2-[(7,8-difluoro-2-methyl-3-quinolinyl)oxy]-6-fluoro-phenyl]propan-2-ol, (O194) 2 -[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolinyl)oxy]-phenyl]propan-2-ol, (O195) quinofen, (O196) 9- Fluorine-2,2-dimethyl-5-(3-quinolinyl)-3H-1,4-benzoxaza, (0197)2-(6-benzyl-2-pyridyl)quinazole Porphyrin, (O198) 2-[6-(3-fluoro-4-methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline, (O199) fluoropyrimidine, (O200) fluorination Dacrylamide, (O201) fluthiazolidinepyrone.

P) Growth regulators such as abscisic acid, amide chloride, succinamide, 6-benzylaminopurine, brassinolide, butyraldehyde, chlormequat chloride, sesquichloride, choline chloride, cyprochloride Amine, butyl hydrazine, diquat, thiophene, 2,6-lutidine, ethephon, fluoroformaldehyde, fluorouracil, fluorothiazide, p-chlorophenylurea, gibberellin, diphenyl ether, indole -3-acetic acid, cis-butene hydrazide, methamphetamine, mepraquine, mevaquine, naphthalene acetic acid, N-6 benzyladenine, paclobutrazol, prohexadione, prohexadione calcium, jasmonic acid inducer , Thidiazuron, imazalazole, tributyl phosphate trithiophosphate, 2,3,5-triiodobenzoic acid, trinexapac-ethyl and oxiconazole.

The active substances mentioned above, their preparation and their activity, as known for their activity against harmful fungi (see: http://www.alanwood.net/pesticides/); these substances are commercially available. Compounds are described by the IUPAC nomenclature, their preparation and their insecticidal activity are also known (see Canadian Journal of Plant Science 48(6), 587-94, 1968; EP-A 141 317, EP-A 152031 , EP-A 226917, EP-A 243 970, EP-A 256503, EP-A 428941, EP-A 532022, EP-A 1028125, EP-A1035122, EP-A 1201648, EP-A 1122244, JP 2002316902, DE 19650197, DE 10021412, DE 102005009458, US 3,296,272, US 3,325,503, WO 98/46608, WO 99/14187, WO 99/24413, WO 99/27783, WO 00/29404, WO 00/46148, WO 00/65913, WO 01/54501, WO 01/56358, WO 02/22583, WO 02/40431, WO 03/10149, WO 03/11853, WO 03/14103, WO 03/16286, WO 03/53145, WO 03/61388, WO 03/66609, WO 03/74491, WO 04/49804, WO 04/83193, WO 05/120234, WO 05/123689, WO 05/123690, WO 05/63721, WO 05/87772, WO 05/87773, WO 06/15866, WO 06/87325, WO 06/87343, WO 07/82098, WO 07/90624, WO 10/139271, WO 11/028657, WO 12/168188, WO 07/006670, WO 11/77514, WO 13/047749, WO 10/069882, WO 13/047441, WO 03/16303, WO 09/90181, WO 13/007767, WO 13/010862, WO 13/127704, WO 13/024009, WO 13/24010, WO 13/047441, WO 13/162072, WO 13/092224, WO 11/135833, CN 1907024, CN 1456054, CN 103387541, CN 1309897, WO 12/84812, CN 1907024, WO 09094442, WO 14/60177, WO 13/116251, WO 08/013622, WO 94/01546, EP 2865265, WO 07/129454, WO 12 /165511, WO 11/081174, WO 13/47441).

As mentioned above, the compound of formula (I) may be mixed with one or more active compatible compounds selected from the group of insecticides/acaricides/nematicides, which are designated herein by their common names known and described , For example, in the 17th edition of the Pesticide Handbook. Or you can search on the Internet (for example, www.alanwood.net/pesticides).

(1) Acetylcholinesterase (AChE) inhibitors, such as carbamates, such as alanicar, aldicarb, phenothicarb, butyl benzofuranate, tetracabarin, butoxymethan Amine, manacarb, furandan, endosulfan, ethoxybenzcarba, fenofacarb, isothiocyanate, isoprocarb, methiocarb, metoprolol, trimethoprim, oxalamide, anti-aphid Carbamazepine, carbendazim, thiodicarb, prolonged carbamazepine, carbamazepine, mixed carbamazepine, carbamazepine and carbamazepine or organophosphorus, such as acetofosin, phosmet, ethyl phosphazin, Methyl phosphazene, guava, chlorpyrifos, chlorfenapox, chlorpyrifos, coumarin, cyanophosphorus, methyl desmethylglucose, diazinon, dichlorvos/dichlorvos, double-effect phosphorus, dimethoate, dimethylethylene Phosphorus, ethyl phosphorus, phoxim, phoxim, methamidophos, valphos, fenfluphos, fenthion, fenthion, thiazophos, heptene, neofume, isoliphos, iso Propyl O-(Methoxythiophosphorylphosphorylphosphoryl) salicylate, isoxazosin, malathion, aphiphos, methamidophos, triflusfos, quick phosphorus, long-lasting Phosphorus, Dibromophosphorus, Dimethoate, Phosphorus-Methyl, Parathion, Parathion-Methyl, Rice Fengsan, Phosphatate, Phoxamate, Imiphos, Phosphatamine, Octane Thiophos, methylpyrimidine, profenofos, strong enemy, prothiophos, pyrazola, pyridazin, quinaphos, moth phosphorus, butyl pyrimidine, dithiophos, terbutafo, Insecticides, methoxazole, triazophos, trichlorfon and aphid are more effective.

(2) GABA-gated chloride ion channel antagonists, such as cyclodiene organochlorine, such as chlordane, and endosulfan or phenylpyrazole, such as ethachlor and fipronil.

(3) Sodium channel regulators/voltage-dependent sodium channel blockers, such as pyrethroids, such as acrimethrin, acryl, d-cis-trans-acrythrin, d-trans-acrythrin , Bifenthrin, bioisoleucine, bioisoleucine, bioisoleucine S-cyclopentene isomer, bioprotectin, cypromethrin, cyfluthrin, β-flumethrin , Cypermethrin, λ-cypermethrin, cypermethrin, α-cypermethrin, β-cypermethrin, θ-cypermethrin, ζ-cypermethrin, cypermethrin [(1R)-trans isomer], deltamethrin, fenvalerate [ (EZ)-(1R)-isomer], esfenvalerate, cypermethrin, fenvalerate, fenvalerate, cyfluthrin, cyfluthrin, t-valproic acid Salt, fluorophenylacetone, iminthrin, cardesline, morphfluthrin, permethrin, phenol [(1R)-trans isomer], pyrethrin, pyrethrin (pyridin) Pyrethrin), permethrin, silaflurane, tetrafluthrin, tetramethrin [(1R)-isomer], trimethrin and flumethrin or DDT or methoxychlor.

(4) Nicotinic Acetylcholine receptor competitive regulators (such as neonicotinoids), such as acetamiprid, clothianidin, clothianidin, imidacloprid, nitenpyram, clothianidin and thiamethoxam Or nicotine or acetamiprid or fluopyridone.

(5) Nicotinic acetylcholine receptor allosteric modulators, such as spinosyn, ethyl spinosyn and spinosyn.

(6) Glutamate-gated chloride channel allosteric modulators (eg avermectin/milbemycin), such as avermectin, emamectin benzoate, rapamycin and Milbemycin.

(7) Juvenile hormone analogues, such as juvenile hormone analogues, such as hydrogenated epinephrine, kinin and methoxyadrenaline or phenoxycarbon or pyrroleoxybenzene.

(8) Active compounds with unknown or non-specific mechanisms of action, such as alkyl halides, such as methyl bromide and other alkyl halides or chloropicrin or fluoride or borate or tartaric acid catalysts or methyl isocyanate generators .

(9) TRPV channel modulators of choroid organs, such as pyridine azomethine derivatives, such as pyrazosin and praziquantel or flunikon.

(10) Mite growth inhibitors, such as clofenazine, hexthiazole, difluvizine, or etoxazole.

(11) Microbial destroying agents in the midgut of insect intestines, such as Bacillus thuringiensis subspecies Israel, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies and Bacillus sphaericus and BT crop protein: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A105, Cry2Ab, Vip3a, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1/Cry35Ab1.

(12) Inhibitors of mitochondrial ATP synthase, such as organotin silk killers, such as azacycline, hexaazacyclocycline, fenfenbutin, dibensulfuron, pyruvate, or tetrahydrofuran.

(13) Oxidative phosphorylation decoupling agents that act by disrupting the proton gradient, such as chlorpheniride, dinitrocresol, and sulfonamide.

(14) Nicotinic acetylcholine receptor (nAChR) channel blockers, such as benzene sulfonamide, catapult-hydrochloride, thiocycline and sodium thiosulfate

(15) Inhibitors of type 0 chitin biosynthesis, such as bistrifluoro, chlorofluorourea, diflubenzuron, fluorouracil, fipronil, fluflubenzuron, lofenil, novaron, neoflufen, Nitrocresol and triflumuron.

(16) Inhibitors of type 1 chitin biosynthesis, such as thiazinone.

(17) Molt disturbing substances (especially in Diptera), such as cypromazine.

(18) Ecdysone receptor agonists, such as cyclic chlorhydrazine, chlorophenylhydrazine, methoxyphenazide, and hydrazide.

(19) Octopamine receptor agonists, such as biformamidine.

(20) Mitochondrial complex III electron transport inhibitors, such as hydrazinium, non-maleimide, fluoropyrimidine, or bifenate.

(21) Mitochondrial complex I electron transport inhibitors, for example, METI acaricides and insecticides, such as fenazinoquine, fenpyrazine, pyrimidin, pyridine, tebufenpyran, and tolupyran or rotenone.

(22) Voltage-dependent sodium channel blockers, such as indoxacarb or cyproteron.

(23) Acetyl-CoA carboxylase inhibitors, such as tetrabasic acids and tetrabasic acid derivatives, such as spirodiprofen, spiromethacin, and spirotript.

(24) Mitochondrial complex IV electron transport inhibitors, such as phosphides, such as aluminum phosphide, calcium phosphide, zinc phosphide, and phosphine or cyanide.

(25) Mitochondrial complex II electron transport inhibitors, such as β-ketonitrile derivatives, such as cyanopyran and cyfluthrin or methamphetamine.

(26) Fish nicotine receptor modulators such as diamidamide, such as chlorantraniliprole, cyanamide, fipronil, tetranitropyrrole, (R)-3-chloro-N-1 -{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonamide Ethyl) phthalamide, (S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl Yl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl) o-xylylenediamine, methyl-2-[3,5-dibromo-2-({[3 -Bromo-1-(3-chloropyridin-2-)yl)-1H-pyrazol-5-yl]carbonyl}amino)benzyl]-1,2-dimethylhydrazine carboxylate, N- [4,6-Dichloro-2-[(diethylλ-4sulfanyl)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoro Methyl)pyrazole-3-carboxamide, N-[4-chloro-2-[(diethylλ-4sulfanyl)carbamoyl]-6-methyl-phenyl]-2- (3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide, N-[4-chloro-2-[(di-2-propyl-λ-4- Sulfenyl)carbamyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide, N-[4,6-dichloro-2-[(di-2-propyl-λ-4-sulfonylimide)carbamoyl]phenyl]-2-(3-chloro-2-pyridyl )-5-(trifluoromethyl)pyrazole-3-carboxamide, N-[4,6-dibromo-2-[(diethyl-λ-4-sulfanyl)carbamoyl] -Phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide, N-[2-(5-amino-1,3,4 -Thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide; 3-chloro-1-(3-chloro-2-pyridyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl ]-1H-pyrazole-5-carboxamide, 3-bromo-N-[2,4-dichloro-6-(methylcarbamoyl)phenyl]-1-(3,5-dichloro -2-pyridyl)-1H-pyrazole-5-carboxamide, N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylbenzene Yl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide and cyanodiamide.

(27) Notochord organ modulators on undefined targets such as flunikonium.

Other active ingredients with unknown or uncertain modes of action, such as amphiprone, aforazoline, azadirachtin, benzothiazole, benzoxime, bifenate, deltamethrin, bromopropionic acid Ester, chitosan, cryolite, cyclophospholipid, cyclophosphamide, fluorodiamide, dichloromethyl azozole, dicofol, difluvizine, flumequine, fluazoxazine, fluorine Sulfonic acid, fluorophenalin, fluorophenoxyfluorourea, fluoropropane, fluorohexanone, fluoropyran, flurane, fluoroformamide, fluoroformamide, fluorouracil, fluorouracil, furanthiazine , Guanidinopyran, hepflurane, pyrrolidine, isoacetone, lotiline, meflurane, analgesics, pyridoxine, pyrimidine nucleoside, sa propane, tetramethylfluorothreonine, tetrastyryl Proline, tetrachloroanthraquinone proline, thiazolazine, trifluoropyrimidine, and methyl iodide; in addition, formulations based on Bacillus firmus (I-1582, BioNeem, Votivo), and the following known active compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-}(trifluoromethyl)-1H-1,2 ,4-triazole-5-amine (from WO2006043635), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indole -3,4'-pyridinyl]-1(2H)-yl(2-chloropyridin-4-yl)methanone (known from WO2003106457), 2-chloro-N-[2-{1-[( 2E)-3-(4-chlorophenyl)prop-2-en-1-yl)]pyridin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (from WO2006003494 Known), 3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5] 3-en-2-one (from WO2009049851 Known), 3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-ylethane Carbonate (known from WO2009049851, 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpyridin-1-yl)-5-fluoropyrimidine (already Known from WO2004099160), 4-(but-2-in-1-yloxy)-6-(3-chlorophenyl)pyrimidine (known from WO2003076415), PF1364 (CAS-Reg. No. 1204776-60- 2). Methyl-2-[2-({[3-Bromo-1]-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-chloro- 3-methylbenzyl]-2-methylhydrazinocarboxylate (known from WO2005085216), methyl-2-[2-({[3-bromo-1-(3-chloropyridine-2 -Yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzyl] 2-ethylhydrazinocarboxylate (known from WO2005085216), methyl -2- [2-({[3-Bromo-1-(3-chloro-pyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzoyl Yl]-2-methylhydrazinocarboxylate (known from WO2005085216), methyl-2-[3,5-dibromo-2-({[3-bromo-1-(3-chloro-pyridine- 2-keto) (1H-pyrazol-5-yl]carbonyl}amino)benzyl]-2-ethylhydrazinocarboxylate (known from WO2005085216), N-[2-(5-amino- 1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5 -Methamide (known CN102057925), 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazole-3 -Yl]-2-methyl-N-(1-oxathiobutane-3-yl)benzamide (known from WO2009080250), N-[(2E)-1-[(6-chloro Pyridin-3-yl)methyl]pyridine-2(1H)-subunit]-2,2,2-trifluoroacetamide (well known from WO2012029672), 1-[(2-chloro-1,3-thiazole -5-yl)methyl]-4-oxo-3-phenyl-4H-pyrido[1,2-a]pyrimidin-1-ium-2-alkoxide (known fr WO2009099929), 1-[ (6-chloropyridin-3-yl)methyl]-4-oxo-3-phenyl-4H-pyrido[1,2-a]pyrimidin-1-ium-2-olate (known from WO2009099929 )), 4-(3-{2,6-dichloro-4-[(3,3-dichloroprop-2-en-1-yl)oxy]phenoxy}propoxy)-2- Methoxy-6-(trifluoromethyl)pyrimidine (known from CN101337940), N-[2-(tert-butylcarbamoyl)-4-chloro-6-methylphenyl]-1-( 3-chloropyridin-2-yl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (known from WO2008134969), butyl-[2-(2,4-dichloro Phenyl)-3-oxo-4-oxaspiro[4.5]dec-1-en-1-yl]carbonate (disclosed in CN102060818), 3(E)-3-[1-[(6- Chloro-3-pyridyl)methyl]-2-pyridyl]-1,1,1-trifluoropropan-2-one (known from WO2013144213), N-(methylsulfonyl)-6-[ 2-(pyridin-3-yl)-1,3-thiazol-5-yl]pyridine-2-carboxamide (known from WO2012000896), N-[3-(benzylcarbamoyl)-4- Chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (known from WO2010051926).

Other insecticidal active compounds of unknown or uncertain mode of action: 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azaspiro[4.2 .4.2]-tetradec-11-en-10-one, 3-(4'-fluoro)-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1 -Azaspiro[4.5]dec-3-en-2-one, 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]benzene Group]-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine, Bacillus firmus; (E/Z)-N-[1-[(6-chloro-3- Pyridyl)methyl]-2-pyridyl]-2,2,2-trifluoro-acetamide; (E/Z)-N-[1-[(6-chloro-5-fluoro-3-pyridine Yl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide; (E/Z)-2,2,2-trifluoro-N-[1-[(6- Fluoro-3-pyridyl)methyl]-2-pyridylidene]acetamide; (E/Z)-N-[1-[(6-bromo-3-pyridyl)methyl]-2-pyridine Subunit]-2,2,2-trifluoroacetamide; (E/Z)-N-[1-[1-(1-chloro-3-pyridyl)ethyl]-2-pyridylidene] -2,2,2-trifluoroacetamide; (E/Z)-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2- Difluoro-acetamide; (E/Z)-2-chloro-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridyl]-2,2-difluoro- Acetamide; (E/Z)-N-[1-[(2-chloropyrimidin-5-yl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide; (E/Z)-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,3,3,3-pentafluoro-propionamide) ; N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridyl]-2,2,2-trifluoro-thioacetamide; N-[1-[(6 -Chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-N'-isopropyl-acetamidine; fluoroazindolazine; 4-[5-( 3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-methyl-N-(1-oxotetan-3-yl)benzene Formamide; Fluazindolzine; 5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyridine Azole; 3-(benzylamino)-N-[2-bromo-4-[1,2,2,3,3,3hexafluoro-1-(trifluoromethyl)propyl]-6- (Trifluoromethyl)phenyl]-2-fluorobenzamide; 3-(benzylamino)-2-fluoro-N-[2-iodo-4-[1,2,2,2- Tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]-benzamide; N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino ]Carbonyl]phenyl]-N-methylbenzamide; N-[3-[[[2-bromo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl) Ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]-2-fluorophenyl]-4-fluoro-N-methylbenzamide; 4-fluoro-N-[2-fluoro -3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl ]Phenyl]-N-methyl-benzamide; 3-fluoro N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1 -(Trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide; 2-chloro-N-[3- [[[2-Iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl ]-3-pyridylcarboxamide; 4-cyano-N-[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro -1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide; 4-cyano-3-[(4-cyano-2- Methyl-benzyl)amino]-N-[2,6-dichloro-4-[-1,2,2,3,3-,3-hexafluoro-1-(trifluoromethyl)propane Yl]phenyl]-2-fluoro-benzamide; N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3hexafluoro-1- (Trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide; N-[5-[[2 -Bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl ]-4--cyano-2-methyl-benzamide; N-[5-[[2-bromo-6-chloro-4-[1,2,2,3,3,3-hexafluoro -1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide; 4-cyano- N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3hexafluoro-1-(trifluoromethyl)propyl]phenyl] Carboxamide]phenyl]-2-methyl-benzamide; 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2, 2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide; N-[5-[[2-bromo -6-chloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-o-phenyl]-4- Cyano-2-methyl-benzamide; 2-(1,3-dioxan-2-yl)-6 -[2-(3-pyridyl)-5-thiazolyl]-pyridine; 2-[6-[2-(5-fluoro-3-pyridyl)-5-thiazolyl]-2-pyridyl]- Pyrimidine; 2-[6-[2-(3-pyridyl)-5-thiazolyl]-2-pyridyl]-pyrimidine; N-methylsulfonyl-6-[2-(3-pyridyl )Thiazol-5-yl]pyridine-2-carboxamide; N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide; N -Ethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; N-methyl-N-[4-methyl- 2-(3-pyridyl)thiazol-5-yl]-3-methylthiopropionamide; N,2-dimethyl-N-[4-methyl-2-(3-pyridyl)yl) Thiazol-5-yl]-3-methylthiopropionamide; N-ethyl-2-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]- 3-methylthiopropylamide; N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-2-methyl-3-methylthio-propionamide Amine e; N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N,2-dimethyl-3-methylthiopropionamide; N-[4-chloro-2 -(3-pyridyl)thiazol-5-yl]-N-methyl-3-methylthiopropylamide; N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]- N-ethyl-3-methylthiopropylamide; 1-[(6-chloro-3-pyridyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy Yl-7-methyl-8-nitroimidazo[1,2-a]pyridine1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro1,2 ,3,5,6,7-hexahydro[1,2-a]pyridin-5-ol; 1-isopropyl-N,5-dimethyl-N-pyridazin-4-ylpyrazole-4 -Carboxamide; 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide; N, 5 -Dimethyl-N-pyridazin-4-yl-1-(2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide; 1-[1-(1 -Cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; N-ethyl-1-(2-fluoro- 1-methyl-propyl)-5-methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; 1-(1,2-dimethylpropyl)-N,5-di Methyl-N-pyridazin-4-ylpyrazole-4-carboxamide; 1-[1-(1-cyanocyclopropyl)ethyl]-N,5-dimethyl-N-pyridazine -4-yl-pyrazole-4-carboxamide; N-methyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-pyridazin-4-yl-pyridine Azole-4-carboxamide; 1-(4,4-difluorocyclohexyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide; 1 -(4,4-difluorocyclohexyl )-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide, N-(1-methylethyl)-2-(3-pyridyl)-2H- Indazole-4-carboxamide; N-cyclopropyl-2-(3-pyridyl)-2H-indazole-4-carboxamide; N-cyclohexyl-2-(3-pyridyl)-2H -Indazole-4-carboxamide; 2-(3-pyridyl)-N-(2,2,2-trifluoroethyl)-2H-indazole-4-carboxamide; 2-(3- Pyridyl)-N-[(tetrahydro-2-furyl)methyl]-2H-indazole-5-carboxamide; 2-[[2-(3-pyridyl)-2H-indazole-5 -Yl]carbonyl]hydrazinecarboxylic acid methyl ester; N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridyl)-2H-indazole-5-carboxamide; N- (2,2-difluoropropyl)-2-(3-pyridyl)-2H-indazole-5-carboxamide; 2-(3-pyridyl)N-(2-pyrimidinylmethyl)- 2H-indazole-5-carboxamide; N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridyl)-2H-indazole-5-carboxamide, N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl] N-ethyl-3-(3,3,3-trifluoropropylsulfanyl))propionamide; N -[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylsulfinyl)propionamide; N -[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropyl)methylsulfanyl]-N-ethyl-propane Amine; N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropyl)methylsulfinyl]-N-ethyl -Propylamide; Saurana, Lotirana, Isopazoline, Mepyrazole.

The quality ratio of any two components in various combinations can be selected according to the desired effect. Generally, the quality ratio will vary depending on the specific ingredients and how many ingredients are present in the combination. Generally, the quality ratio between any two components in any combination of the present invention is independently between 100:1 and 1:100, including from 99:1, 98:2, 97:3, 96:4, 95: 5, 94:6, 93:7, 92:8, 91:9, 90:10, 89:11, 88:12, 87:13, 86:14, 85:15, 84:16, 83:17, 82:18, 81:19, 80:20, 79:21, 78:22, 77:23, 76:24, 75:25, 74:26, 73:27, 72:28, 71:29, 70: 30, 69:31, 68:32, 67:33, 66:34, 65:45, 64:46, 63:47, 62:48, 61:49, 60:40, 59:41, 58:42, 57:43, 56:44, 55:45, 54:46, 53:47, 52:48, 51:49, 50:50, 49:51, 48:52, 47:53, 46:54, 45: 55, 44:56, 43:57, 42:58, 41:59, 40:60, 39:61, 38:62, 37:63, 36:64, 35:65, 34:66, 33:67, 32:68, 31:69, 30:70, 29:71, 28:72, 27:73, 26:74, 25:75, 24:76, 23:77, 22:78, 21:79, 20: 80, 19:81, 18:82, 17:83, 16:84, 15:85, 14:86, 13:87, 12:88, 11:89, 10:90, 9:91, 8:92, 7:93, 6:94, 5:95, 4:96, 3:97, 2:98 to 1:99.

The combination of the invention (ie the combination comprising the compound of the invention and one or more other bioactive agents) can be administered simultaneously or sequentially.

In this case, the combined ingredients are applied sequentially (ie, one after the other), and the ingredients are applied sequentially within a reasonable time of each other (eg, within hours or days) to obtain biological properties. The order in which the ingredients of the combination are applied (ie, whether the compound of formula (I) should be applied first) is not necessary to practice the present invention.

In the case where the components of the combination of the present invention are applied simultaneously, they can be applied as a composition containing the combination, wherein (A) the compound of formula (I) and one or more other components of the combination can be obtained from separate formulation sources and Mixed together (called a tank mix, ready-to-apply, spray soup or slurry); (B) the compound of formula (I) and one or more other ingredients can be obtained as a single formulation mixture source (called a premix, premix, Concentrates or formulated products).

In an independent embodiment, the compounds according to the invention are administered as a combination. Therefore, the present invention also provides a composition comprising the compound of the present invention described herein and one or more other biologically active agents, and optionally one or more conventional formulation aids; it may be tank-mixed or pre-mixed The form of the composition.

Mixtures of active substances according to the invention are suitable as fungicides, as are compounds of the formula (I). They are characterized by a broad spectrum of plant pathogenic fungi (especially from the Ascomycetes, Basidiomycetes, Semimycophytes, and Oomycetes. In addition, refer to the compounds and compounds containing formula (I), respectively The explanation of the fungicidal activity of the composition.

The present invention will now be explained in further detail by the following examples (these examples do not impose any limitation on the present invention).

Chemical example: All nuclear magnetic resonance ( ¹ H-NMR) spectra were recorded in the respective indicated solvents, and chemical shifts were reported in the low-field δ units of the internal standard tetramethylsilane (TMS). The proton coupling constant is expressed in hertz (Hz), and the chemical shift in the report is in δ units, which is the distance from the internal standard tetramethylsilane (TMS) to the low field. The proton coupling constant is measured in Hertz (Hertz).

Example 1 : 5- (benzyl(methyl)amino) -4 -chloro- 3H-1,2 -dithiol- 3 -one ( R1= methyl) (Compound 1 ): stirred at 0°C To a solution of 4,5-dichloro-3H-1,2-dithiol-3-one (700mg, 3.74mmol) in tetrahydrofuran (7mL) was added N-benzylmethylamine (453mg, 3.74mmol) and triethylamine (0.63mL, 4.49mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 30% ethyl acetate in hexane) to obtain 5-(benzyl(methyl)amino)-4-chloro- 3H-1,2-dithiol-3-one (457 mg, 1.68 mmol, 45% yield).

Example 2 : 3- ((( 4- chloro- 3 -oxo- 3H-1,2 -dithiol -5- yl)amino)methyl)benzonitrile (Compound 87 ): stirring at 0°C To a solution of 4,5-dichloro-3H-1,2-dithiol-3-one (500 mg, 2.67 mmol) in tetrahydrofuran (10 mL), add 3-(aminomethyl)benzonitrile (353 mg, 2.67 mmol) and Triethylamine (0.45mL, 3.21mmol). The reaction mixture was stirred at 25°C for 3 hours. Water was added to the reaction mixture, and the product was extracted twice with ethyl acetate (50 mL). The ethyl acetate layer was washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to obtain a crude product. The crude product was then purified by silica gel column chromatography (eluent-hexane to 50% ethyl acetate in hexane) to give 3-(((4-chloro-3-oxo-3H-1,2-di Thiol-5)-))amino)methyl)benzonitrile (205 mg, 0.72 mmol, 27% yield).

Example 3 : 3- ((( 4- chloro- 3 -oxo- 3H-1,2 -dithiol -5- yl)(methyl)amino)methyl)benzonitrile (Compound 88 ) at 0°C To a stirred solution of 4,5-dichloro-3H-1,2-dithiol-3-one (500 mg, 2.67 mmol) in tetrahydrofuran (10 mL) was added 3-((methylamino)methyl)benzonitrile (391mg, 2.67mmol) and triethylamine (0.45mL, 3.21mmol). The reaction was stirred at 25°C for 3 hours. Water was added to the reaction mixture, and the product was extracted twice with ethyl acetate (50 mL). The ethyl acetate layer was washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to obtain a crude product. The crude product was then purified by silica gel column chromatography (eluent-hexane to 30% ethyl acetate in hexane) to give 3-(((4-chloro-3-oxo-3H-1,2-di Thiol-5)-(methyl)amino)methyl)benzonitrile (455 mg, 1.53 mmol, 57% yield).

Example 4 : 5- (( 3- bromobenzyl)(methyl)amino) -4 -chloro- 3H-1,2 -dithiol- 3 -one (Compound 14 ) was stirred at 0°C at 4, To a solution of 5-dichloro-3H-1,2-dithiol-3-one (750 mg, 4.01 mmol) in tetrahydrofuran (20 mL) was added 1-(3-bromophenyl)-N-methylmethylamine (800 mg , 4.01mmol) and triethylamine (0.67mL, 4.81mmol). The reaction mixture was stirred at 25°C for 3 hours. Water was added to the reaction mixture, and the product was extracted twice with ethyl acetate (50 mL). The ethyl acetate layer was washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to obtain a crude product. The crude product was then purified by silica gel column chromatography (eluent-hexane to 50% dichloromethane in hexane) to give 5-((3-bromobenzyl)(methyl)amino)-4-chloro- 3H-1,2-dithiol-3-one (730 mg, 2.08 mmol, 52% yield).

Example 5 : 4- chloro -5- (( 3,4 -dimethoxybenzyl)(methyl)amino) -3H-1,2 -dithiol- 3 -one (Compound 32 ) at 0°C To a stirred solution of 4,5-dichloro-3H-1,2-dithiol-3-one (500 mg, 2.67 mmol) in tetrahydrofuran (5 mL) was added 1-(3,4-dimethoxyphenyl )-N-methylmethylamine (484 mg, 2.67 mmol) and triethylamine (0.56 mL, 4.01 mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 50% ethyl acetate in hexane) to give 4-chloro-5-((3,4-dimethoxy Group) ((methyl)amino)-3H-1,2-dithiol-3-one (280 mg, 0.84 mmol, 32% yield).

Example 6 : 4- chloro -5- (methyl ( 2,4,6- trichlorobenzyl)amino) -3H-1,2 -dithiol- 3 -one (Compound 8 ) was stirred at 0°C To a solution of 4,5-dichloro-3H-1,2-dithiol-3-one (400mg, 2.14mmol) in tetrahydrofuran (5mL) was added N-methyl-1-(2,4,6)- Trichlorophenyl)methylamine (480mg, 2.14mmol) and triethylamine (0.45mL, 3.21mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 20% ethyl acetate in hexane) to obtain 4-chloro-5-(methyl (2,4,6-tri Chlorobenzyl)amino)-3H-1,2-dithiol-3-one (229 mg, 0.61 mmol, 29% yield).

Example 7 : 4- chloro -5- (( 1- ( 2,4- dichlorophenyl)ethyl)amino) -3H-1,2 -dithiol- 3 -one (compound 79 ) at 0°C To a stirred solution of 1-(2,4-dichlorophenyl)ethyl-1-amine (508mg, 2.67mmol) and triethylamine (0.56mL, 4.01mmol) in tetrahydrofuran (10mL) was added 4,5-di Chloro-3H-1,2-dithiol-3-one (500mg, 2.67mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 20% ethyl acetate in hexane) to obtain 4-chloro-5-((1-(2,4-dichloro Phenyl)ethyl)amino)-3H-1,2-dithiol-3-one (200 mg, 0.59 mmol, 22% yield).

Example 8 : 4- chloro -5- (( 2- hydroxy -2 -phenylethyl)amino) -3H-1,2 -dithiol- 3 -one (Compound 81 ) was stirred at 0°C 4 ,5-dichloro-3H-1,2-dithiol-3-one (500mg, 2.67mmol) and triethylamine (0.56mL, 4.01mmol) in tetrahydrofuran (200mL) was added 2-amino added 1- Phenylethanol (367mg, 2.67mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 50% ethyl acetate in hexane) to obtain 4-chloro-5-((2-hydroxy-2-phenylethyl Group) amino)-3H-1,2-dithiol-3-one (210 mg, 0.73 mmol, 27% yield).

Example 9 : 4- chloro -5- (methyl(pyridin -2 -ylmethyl)amino) -3H-1,2 -dithiol- 3 -one (compound 52 ) was stirred at 0°C at 4, To a solution of 5-dichloro-3H-1,2-dithiol-3-one (700 mg, 3.74 mmol) in tetrahydrofuran (10 mL) was added N-methyl-1-(pyridin-4-yl)methylamine (457 mg , 3.74mmol) and triethylamine (0.63mL, 4.49mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 70% ethyl acetate in hexane) to obtain 4-chloro-5-(methyl(pyridin-4-ylmethyl )Amino)-3H-1,2-dithiol-3-one (370 mg, 1.36 mmol, 36% yield).

Example 10 : 4- chloro -5- (methyl(thien -2 -ylmethyl)amino) -3H-1,2 -dithiol- 3 -one (compound 77 ) was stirred at 0°C at 4, To a solution of 5-dichloro-3H-1,2-dithiol-3-one (700mg, 3.74mmol) in tetrahydrofuran (12mL) was added N-methyl-1-(thiophen-2-yl) methylamine (476mg , 3.74mmol) and triethylamine (0.63mL, 4.49mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 30% ethyl acetate in hexane) to obtain 4-chloro-5-(methyl(thiophen-2-ylmethyl )Amino)-3H-1,2-dithiol-3-one (370 mg, 1.33 mmol, 36% yield).

Example 11 : 4- chloro -5- (methyl(pyrimidin -5 -ylmethyl)amino) -3H-1,2 -dithiol- 3 -one (compound 76 ) was stirred at 0°C at 4, To a solution of 5-dichloro-3H-1,2-dithiol-3-one (650 mg, 3.47 mmol) in tetrahydrofuran (12 mL) was added N-methyl-1-(pyrimidin-5-yl)methylamine (428 mg , 3.47mmol) and triethylamine (0.58mL, 4.17mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 60% ethyl acetate in hexane) to obtain 4-chloro-5-(methyl(pyrimidin-5-ylmethyl )Amino)-3H-1,2-dithiol-3-one (205 mg, 0.75 mmol, 22% yield).

Example 12 : 4- chloro -5- (( 4- hydroxy- 3 -methoxybenzyl)(methyl)amino) -3H-1,2 -dithiol- 3 -one (Compound 26 ) at 0°C To a stirred solution of 4,5-dichloro-3H-1,2-dithiol-3-one (1.0 g, 5.35 mmol) in tetrahydrofuran (20 mL) was added 2-methoxy-4-((methyl Methylamino)methyl)phenol (0.9g, 5.35mmol) and triethylamine (1.12mL, 8.02mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 60% ethyl acetate in hexane) to obtain 4-chloro-5-((4-hydroxy-3-methoxy Benzyl)(methyl)amino)-3H-1,2-dithiol-3-one (650 mg, 2.04 mmol, 38% yield).

Example 13 : 4- ((( 4- chloro- 3 -oxo- 3H-1,2 -dithiol -5- yl)(methyl)amino)methyl) -2- methoxyphenylmethanesulfonate The acid ester (Compound 30 ) was stirred at 0°C to 4-chloro-5-((4-hydroxy-3-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol- To a solution of 3-one (600 mg, 1.89 mmol) in methylene chloride (12 mL) was added triethylamine (0.58 mL, 4.15 mmol) and mesylate (0.16 mL, 2.08 mmol). The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent-hexane to 60% ethyl acetate in hexane) to obtain 4-(((4-chloro-3-oxo-3H-1 ,2)-dithiol-5-yl)(methyl)amino)methyl)-2-methoxyphenyl methanesulfonate (650 mg, 1.64 mmol, 87% yield).

Table 1 below lists, in a non-limiting manner, examples of compounds of the present invention prepared using similar methods mentioned in the above examples. In the following examples, the ^l H-NMR (hydrogen spectrum) data of the selected example is written in the form of ^l H-NMR-peak list. The table lists the delta value and the number of protons (in parentheses) in ppm for each signal peak.

To calibrate the chemical shift of the hydrogen spectrum, the chemical shifts of tetramethylsilane and/or each solvent are used (especially in the case of the spectrum measured in dimethyl sulfoxide). Therefore, in the NMR peak list, a tetramethylsilane peak may occur (but not necessarily 100%).

The following compounds in Table 1- or Table-2 were obtained using methods similar to those described in Schemes 1-9 or Examples.

* 化合物名稱使用Chemdraw專業版17.1生成。 Table 1

* The compound name is generated using Chemdraw Professional Edition 17.1.

* 化合物名稱使用Chemdraw專業版17.1生成。 Table 2

* The compound name is generated using Chemdraw Professional Edition 17.1.

As described herein, the compounds of general formula (I) show extremely high fungicidal activity, which acts on many plant pathogenic fungi that attack important crops. The following tests will evaluate the activity of the compounds of the present invention: Examples of biological tests

Example 1 : Magnaporthe grisea : (Magnaporthe grisea): The compound is dissolved in 0.3% dimethyl sulfoxide, added to potato dextrose agar medium, and then placed in a Petri dish. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 25°C and a relative humidity of 60% for 7 days, and radial growth was measured. In these tests, the compound at a concentration of 300 ppm 1 2 4 5 7 16 18 19 20 21 22 23 24 26 27 29 31 33 35 37 38 39 40 41 42 45 46 47 48 compared to the untreated, widely distributed inspection 49 50 51 52 55 56 57 58 60 63 64 68 70 76 77 78 80 81 82 83 84 86 87 88 90 92 93 94 96 101 102 103 104 105 106 107 108 109 110 111 112 113 114 116 117 118 119 121 122 123 124 125 126 127 129 131 132 133 134 135 136 139 140 141 142 144 145 146 147 148 150 152 154 155 156 157 158 160 163 164 165 166 167 168 169 170 173 177 178 180 181 182 183 184 186 187 gave more than 70 %control.

Example 2: Rhizoctonia solani (rice sheath blight / potato black psoriasis): The compound was dissolved in 0.3% dimethyl sulfoxide was added potato dextrose agar medium, then placed in a Petri dish in. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 25°C and a relative humidity of 60% for 7 days, and radial growth was measured. In these tests, the compound at a concentration of 300 ppm 1 2 4 5 6 7 18 21 24 29 39 42 45 47 48 49 50 51 52 57 61 63 64 70 78 80 87 88 90 compared to the untreated, widely distributed inspection 99 116 126 129 140 142 164 165 178 187 gave more than 70% control.

Example 3: Botrytis cinerea (gray mold): The compound was dissolved in 0.3% dimethyl sulfoxide was added potato dextrose agar medium, then placed in a Petri dish. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 22°C and a relative humidity of 90% for 7 days, and the radial growth was measured. In these tests, the compound at a concentration of 300 ppm 1 2 5 7 18 19 20 21 22 24 29 33 41 42 45 47 48 50 51 61 63 64 70 78 80 82 83 84 86 compared to the untreated extensive test 88 90 92 96 103 117 121 126 127 131 144 146 160 165 168 183 gave more than 70% control.

Example 4 : Alternaria alternata (tomato/potato early blight): The compound was dissolved in 0.3% dimethyl sulfoxide, added to potato dextrose agar medium, and then placed in a petri dish. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 25°C and a relative humidity of 60% for 7 days, and radial growth was measured. In these tests, the compound with a concentration of 300 ppm 1 2 3 4 5 6 7 9 12 13 14 15 16 18 19 20 21 22 25 26 29 35 37 39 40 41 42 43 44 compared with the untreated extensive test 45 46 47 48 49 50 51 52 53 54 55 56 60 61 62 63 64 65 66 67 68 70 72 73 75 76 77 78 79 80 81 82 83 84 85 86 87 88 89 90 91 92 93 94 95 96 97 99 101 103 104 110 114 116 117 120 121 122 123 124 125 126 127 128 129 130 131 132 136 139 140 141 142 144 145 146 148 150 152 153 154 155 156 157 158 160 162 164 165 166 169 170 173 174 177 178 181 182 183 184 186 187 gave more than 70% control.

Example 5: pepper Anthrax (anthrax): The compound was dissolved in 0.3% dimethyl sulfoxide was added potato dextrose agar medium, then placed in a Petri dish. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 25°C and a relative humidity of 60% for 7 days, and radial growth was measured. In these tests, the compound at a concentration of 300 ppm 1 2 5 7 15 16 18 19 20 21 22 24 26 27 29 37 39 40 41 42 45 47 48 49 50 51 63 64 68 compared to the untreated, extensive inspection 70 78 79 80 82 88 92 93 96 98 99 101 102 103 104 106 108 110 111 112 114 115 116 117 118 121 122 123 126 127 129 131 140 141 142 144 145 146 148 150 154 155 156 157 158 160 164 165 166 169 170 177 179 181 182 183 184 187 gave more than 70% control.

Example 6 : Tomato leaf spot : The compound was dissolved in 0.3% dimethyl sulfoxide, added to potato dextrose agar medium, and then placed in a petri dish. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 25°C and a relative humidity of 70% for 7 days, and the radial growth was measured. In these tests, the compound at a concentration of 300 ppm 1 2 3 4 16 27 45 47 48 49 50 51 52 60 63 64 67 68 70 78 80 82 84 88 92 93 101 103 116 compared to the untreated extensive test 117 121 129 131 140 142 144 148 155 157 160 164 177 gave more than 70% control.

Example 7 : Fusarium yellow (cereal rot): The compound was dissolved in 0.3% dimethyl sulfoxide, added to potato dextrose agar medium, and then placed in a Petri dish. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 25°C and a relative humidity of 60% for 7 days, and radial growth was measured. In these tests, the compound 1 5 18 21 29 47 48 50 51 52 64 at a concentration of 300 ppm gave more than 70% control compared to the untreated extensive test.

Example 8 : Phytophthora infestans (late blight of potato and tomato): Dissolve the compound in 0.3% dimethyl sulfoxide, add to potato dextrose agar medium, and place it in a Petri dish. 5ml culture medium was prepared into 60mm sterile Petri dishes according to the required concentration. After curing, each culture plate is sown with a 5mm-sized hyphae disc, which forms the periphery of the actively growing virulence culture plate. The petri dishes were incubated in a growth chamber at a temperature of 18°C and a relative humidity of 95% for 7 days, and radial growth was measured. In these tests, the compound at a concentration of 300 ppm 1 2 4 6 7 21 23 26 29 32 34 43 45 47 48 49 50 51 52 53 54 55 56 57 58 59 60 61 62 compared to the untreated extensive test 63 64 65 66 67 68 69 70 72 75 76 77 78 80 81 83 84 87 88 89 90 91 92 93 94 95 98 99 116 117 118 119 120 121 122 123 124 125 126 127 128 129 130 131 132 133 134 136 139 142 144 145 146 151 152 153 154 155 156 158 159 160 164 165 168 173 174 178 187 gave more than 70% control.

After describing the present invention with reference to certain preferred aspects, those skilled in the art should be familiar with other technical parameters. For those skilled in the art, many modifications to the materials and methods can be implemented without departing from the scope of the present invention.

no

no

Claims (15)

A compound of formula (I),

Where R is selected from the group halogen, hydroxy, cyano, nitro, C ₁ -C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₁ -C ₆ alkoxy, C ₃ -C _6- Cycloalkyl, C(=O)R ³ , C(=O)OR ³ and S(O) _n R ³ ; R ^{1 is} selected from hydrogen, hydroxyl, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -Alkenyl, C ₂ -C ₆ -alkynyl, C ₂ -C ₆ -alkenyl-C ₁ -C ₃ -alkyl, C ₂ -C ₆ -alkynyl-C ₁ -C ₃ -alkyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ -haloalkoxy, C ₃ -C ₆ -cycloalkyl, C ₃ -C ₆ -halocycloalkyl, C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl, benzyl, C(=O)R ³ , C(=O)OR ³ and S( O) _n R ³ group; A represents O, NR ^1a or S; R ^{1a is} selected from hydrogen, hydroxyl, C ₁ -C ₆ -alkyl, C ₁ -C ₆ alkoxy, C ₃ -C ₆ -ring Alkyl, C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl, benzyl, C(=O)R ³ , C(=O)OR ³ and S(O) _n R ³ groups ; R ^2a and R ^{2b are} independently selected from hydrogen, halogen, hydroxy, C ₁ -C ₆ -alkyl, C ₁ -C ₆ alkoxy, C ₃ -C ₆ -cycloalkyl, C ₃ -C _6- Cycloalkyl-C ₁ -C ₃ -alkyl, C(=O)R ³ , C(=O)OR ³ and S(O) _n R ³ groups; or R ^2a and R ^2b to which they are attached The atoms together or together with other atoms selected from C, N, O, and S may form a 3- to 5-membered ring, which may itself be substituted with one or more R ³ ; R ^{3 is} selected from hydrogen, hydroxyl, C _1- C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₃ -C ₁₀ -cycloalkyl, C ₃ -C ₁₀ -halocycloalkyl and N(R ⁶ R ⁷ ) group; R ⁶ and R ^{7 is} independently selected from hydrogen, hydroxyl, C ₁ -C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₃ -C ₁₀ -cycloalkyl, and S(O) _n R ³ groups; R ¹ , R ² and R ³ all of the above groups may have one, two, three or four same or different substituents selected from halogen, cyano, nitro, amino, hydroxyl , C ₁ -C ₆ -alkyl, C ₁ -C ₆ -haloalkyl, C ₁ -C ₆ alkoxy and C ₁ -C ₆ -haloalkoxy; Cy represents fused or non-fused C _3- C ₁₀ -Carbocyclyl or C ₃ -C ₁₀ -A heterocyclic group, which may be optionally substituted with one or more R ⁴ ; R ^{4 is} independently selected from hydrogen, halogen, hydroxyl, cyano, nitro, C ₁ -C ₆ -alkyl, C _2- C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₁ -C ₆ -alkoxy, C ₂ -C ₈ -Alkenyloxy, C ₂ -C ₈ -alkynyloxy, C ₁ -C ₆ -haloalkoxy, C ₂ -C ₈ -alkenyloxy, C ₂ -C ₈ -haloalkynyloxy, C _1- C ₆ -alkylthio, C ₂ -C ₈ -alkenylthio, C ₂ -C ₈ -alkynylthio, C ₁ -C ₆ -haloalkylthio, C ₂ -C ₈ -haloalkenylthio, C ₃ -C ₁₀ -cycloalkyl, C ₄ -C ₁₀ -cycloalkenyl, C ₃ -C ₁₀ -cycloalkoxy, C ₄ -C ₁₀ -cycloalkenyloxy, C ₃ -C ₁₀ -cycloalkylthio Group, C ₄ -C ₁₀ -cycloalkenylthio, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkyl, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkoxy Group, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkylthio, C ₁ -C ₈ -alkyl-S(O) _n R ₃ , N(R ₆ R ₇ ), C(= O)R ³ , C(=O)OR ³ , S(O) _n R ³ , OS(O) _n R ³ , S(O) _n -C ₆ -C ₁₀ -aryl, S(O) _n- C ₇ -C ₁₉ -aralkyl, C ₆ -C ₁₀ -aryloxy, C ₆ -C ₁₀ -aryl and C ₃ -C ₁₀ -heterocyclic groups; all of the above groups can be one or more A group selected from halogen R″, CN, OR″, SR″, N(R″) ₂ , Si(R″) ₃ , COOR″ and CON(R″) ₂ ; or two R ⁴ and them The attached atoms are taken together or with others selected from C, N, O, S and optionally include 1 to 3 selected from C(=O), C(=S), S(O) _m and Si(R′ ) The atoms of the ring members of ₂ together may form a 3- to 7-membered ring, which may itself be substituted with one or more R ⁵ ; R ^{5 is} independently selected from hydrogen, halogen, cyano, nitro, C _1- C ₆ -alkyl, C ₂ -C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -haloalkenyl, C ₂ -C _8- Haloalkynyl, C ₃ -C ₆ -cycloalkyl, C(=O)R″, C(=O)OR″, OR″, N(R″) ₂ and S(O) _n R″ groups ; R″ is selected from hydrogen, C ₁ -C ₆ -alkyl, C ₁ -C ₆ -Haloalkyl, C ₃ -C ₈ -cycloalkyl, and N(R′) ₂ groups; wherein the group may be optionally selected from one or more of halogen, R′, CN, OR′, SR′ , NR′ ₂ , Si(R′) ₃ , COOR′, CONR′ ₂ and C ₅ -C ₁₂ -aryl (which are optionally substituted by one or more R′) groups; R′ is selected from hydrogen , Halogen, C ₁ -C ₆ -alkyl and C ₃ -C ₆ -cycloalkyl groups; n and m represent integers, where n = 0-2, m = 1-2; or its agriculturally acceptable Salt, isomer/structural isomer, stereoisomer, diastereomer, enantiomer, tautomer, polymorph, metal complex, S-oxide or N -Oxide; provided that the compound of formula (I) is not 5-(benzylamino)-4-chloro-3H-1,2-dithiol-3-thione. The compound according to claim 1, wherein A is O; R is halogen; R ^2a and R ^{2b are} independently selected from hydrogen, halogen, C ₁ -C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl and C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl group; or Cy is an aryl group, which may be optionally substituted with one or more R ⁴ ; R ^{4 is} independently selected from halogen, hydroxyl , Cyano, nitro, C ₁ -C ₆ -alkyl, C ₂ -C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl, C ₂ -C ₈ -halo Alkenyl, C ₁ -C ₆ -alkoxy, C ₂ -C ₈ -alkenoxy, C ₂ -C ₈ -alkynoxy, C ₁ -C ₆ -haloalkoxy, C ₂ -C _8- Alkenyloxy, C ₂ -C ₈ -haloalkynyloxy, C ₁ -C ₆ -alkylthio, C ₂ -C ₈ -alkenylthio, C ₂ -C ₈ -alkynylthio, C ₁ -C ₆ -haloalkylthio, C ₂ -C ₈ -haloalkenylthio, C ₃ -C ₁₀ -cycloalkyl, C ₄ -C ₁₀ -cycloalkenyl, C ₃ -C ₁₀ -cycloalkoxy, C ₄ -C ₁₀ -cycloalkenyloxy, C ₃ -C ₁₀ -cycloalkylthio, C ₄ -C ₁₀ -cycloalkenylthio, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkyl , C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkoxy, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkylthio, C ₁ -C ₈ -alkyl- S(O) _n R ₃ , N(R ₆ R ₇ ), C(=O)R ³ , C(=O)OR ³ , S(O) _n R ³ , OS(O) _n R ³ , OS( O) _n R ³ , S(O) _n -C ₆ -C ₁₀ -aryl, S(O) _n- C ₇ -C ₁₉ -aralkyl, C ₆ -C ₁₀ -aryloxy, C _6- C ₁₀ -aryl and C ₃ -C ₁₀ -heterocyclyl groups; or two R ⁴ together with the atoms to which they are attached or together with other atoms selected from C, N, O, S form 3- to 5 -A member ring, which may itself be substituted with one or more R ⁵ ; m is 1. The compound according to claim 1, wherein A is O; R is halogen; R ^2a and R ^{2b are} independently selected from hydrogen, halogen, C ₁ -C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl and C ₃ -C ₆ -cycloalkyl-C ₁ -C ₃ -alkyl group; or Cy is a C ₅ -C ₆ -heterocyclic group, which may be optionally substituted with one or more R ⁴ ; R ^{4 is} independently selected from halogen, hydroxy, cyano, nitro, C ₁ -C ₆ -alkyl, C ₂ -C ₈ -alkenyl, C ₂ -C ₈ -alkynyl, C ₁ -C ₆ -haloalkyl , C ₂ -C ₈ -haloalkenyl, C ₁ -C ₆ -alkoxy, C ₂ -C ₈ -alkenoxy, C ₂ -C ₈ -alkynoxy, C ₁ -C ₆ -haloalkoxy Group, C ₂ -C ₈ -alkenyloxy, C ₂ -C ₈ -haloalkynyloxy, C ₁ -C ₆ -alkylthio, C ₂ -C ₈ -alkenylthio, C ₂ -C _8- Alkynylthio, C ₁ -C ₆ -haloalkylthio, C ₂ -C ₈ -haloalkenylthio, C ₃ -C ₁₀ -cycloalkyl, C ₄ -C ₁₀ -cycloalkenyl, C ₃ -C ₁₀ -cycloalkoxy, C ₄ -C ₁₀ -cycloalkenyloxy, C ₃ -C ₁₀ -cycloalkylthio, C ₄ -C ₁₀ -cycloalkenylthio, C ₃ -C ₁₀ -cycloalkyl- C ₁ -C ₆ -alkyl, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkoxy, C ₃ -C ₁₀ -cycloalkyl-C ₁ -C ₆ -alkylthio, C ₁ -C ₈ -alkyl-S(O) _n R ₃ , N(R ₆ R ₇ ), C(=O)R ³ , C(=O)OR ³ , S(O) _n R ³ , OS( O) _n R ³ , OS(O) _n R ³ , S(O) _n -C ₆ -C ₁₀ -aryl, S(O) _n- C ₇ -C ₁₉ -aralkyl, C ₆ -C ₁₀ -Aryloxy, C ₆ -C ₁₀ -aryl and C ₃ -C ₁₀ -heterocyclic groups; or two R ⁴ together with the atoms to which they are attached or selected from C, N, O, S Other atoms together form a 3- to 5-membered ring, which may itself be substituted with one or more R ⁵ ; m is 1. The compound according to claim 1, wherein the compound of formula (I) is selected from 4-chloro-5-((3,4-dimethylbenzyl)(methyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((3,5-dimethylbenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((2,5-)difluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-ethoxy Yl-4-methoxybenzyl) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(2-(trifluoromethyl)benzyl Group) amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl((3-methylthiophen-2-yl)methyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-(methyl(4-phenoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5 -((2-fluoro-4-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-(((3-bromothiophen-2-yl) Methyl)(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(naphthalene-1-yl)methyl)amino)- 3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(naphthalene-2-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((3-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-ethoxybenzyl)(methyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-dimethoxybenzyl)(methyl)amino)-3H-1,2- Dithiol-3-one, 5-(benzyl(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((4-methoxy Benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4-dichlorobenzyl))amino)-3H-1,2-disulfide Alcohol-3-one, 5-(benzylamino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((1-(p-tolyl)ethyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-chlorobenzyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((3-(trifluoromethoxyxy)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl (2,4, 6-trichlorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-hydroxybenzyl)(methyl)amino)-3H-1,2 -Dithiol-3-one, 4-chloro-5-((2-chloro-5-nitrobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-(methyl(2-nitrobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-( (3-nitrobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(4-(methylthio)benzyl)amino)-3H- 1,2-dithiol-3-one, 5-((3-bromobenzyl)(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro -5-((2-chlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-((4-bromobenzyl)(methyl)amino)-4 -Chloro-3H-1,2-dithiol-3-one, 5-((2-bromo-4-)fluorobenzyl)(methyl)amino)-4-chloro-3H-1,2- Dithiol-3-one, 4-chloro-5-((4-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5 -((4-ethoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chloro-4-methoxybenzyl Group) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(2-hydroxyethoxy)benzyl)(methyl)amino) -3H-1,2-dithiol-3-one, 4-chloro-5-((4-methoxy-3-methylbenzyl)(methyl)amino)-3H-1,2-di Thiol-3-one, 4-chloro-5-((4-hydroxy-3)-methylbenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4- Chloro-5-((4-isopropoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-((3-bromo-4-methoxybenzyl Group) (methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((4-hydroxy-3-methoxybenzyl)yl) ( Methyl)amino)-3H--1,2-dithiol-3-one, 5-((4-butoxybenzyl)(methyl)amino)-4-chloro-3H-1,2- Dithiol-3-one, 4-chloro-5-((4-hydroxy-3,5-dimethylbenzyl)(methyl))amino)-3H-1,2-dithiol-3- Ketone, 4-chloro-5-((3-chloro-4-hydroxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-(((4-chloro- 3-oxo-3H-1,2-dithiol-5-yl)(methyl)amino)methyl)-2-methoxyphenyl methanesulfonate, 2-chloro-4-(((( 4-chloro)-3-oxo-3H-1,2-dithiol-5-yl)(methyl)amino)methyl)phenyl methanesulfonate, 4-chloro-5-((3, 4-dimethoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-ethoxy-3-methoxybenzyl Group) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,5-dimethylbenzyl)amino)-3H-1,2- Dithiol-3-one, 5-(benzyl(isobutyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(benzyl(prop-2-yn-1-yl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(benzyl(cyclopropylmethyl)amino )-4-chloro-3H-1,2-dithiol-3-one, 5-(benzyl(cyclopropyl)amino)-4-chloro-3H-1,2-dithiol-3-one , 5-(benzyl(ethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(benzyl(isopropyl)amino)-4-chloro-3H- 1,2-Dithiol-3-one, 4-chloro-5-((3-fluoro-4-)I(methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-(methyl(4-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(dimethylamino)benzyl Group) amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,6-difluorobenzyl)(methyl)amino)-3H-1,2-di Thiol-3-one, 4-chloro-5-((4-(dimethylamino)benzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-( Allyl (benzyl))amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((pyridin-2-ylmethyl)amino)-3H- 1,2-dithiol-3-one, 4-chloro-5-((pyridin-3-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5 -((Pyridin-4-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(pyridin-2-ylmethyl)amino)-3H -1,2-dithiol-3-one, 4-chloro-5-(methyl(pyridin-3-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4- Chloro-5-(methyl(pyridin-4-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(((6-chloropyridin-3-yl )Methyl)(prop-2-yn-1-yl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(((3-chloropyridin-4-yl) Methyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(((3,5-dichloropyridin-4-yl)methyl)(methyl Group) amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(((2-chloropyridin-4-yl)methyl) (methyl)amino)-3H-1 ,2-dithiol-3-one, 4-chloro-5-((3-chlorobenzyl)amino)-3H-1,2-dithiol-3-one, 5-((3-bromo Benzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chloro-4-fluorobenzyl)amino)-3H-1,2 -Dithiol-3-one, 4-chloro-5-((3,5-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-( ((6-chloropyridin-3-yl)methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((3,5-dichlorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-fluorobenzyl)amino)- 3H-1,2-dithiol-3-one, 4-chloro-5-((3-fluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((4-chloro-3-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4-difluorobenzyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,4,5-trifluorobenzyl)amino)-3H-1,2-dithiol- 3-ketone, 4-chloro-5-((3-(trifluoromethyl)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2, 6-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chlorobenzyl)(methyl)amino)-3H-1,2 -Dithiol-3-one, 4-chloro-5-((2-chloro-6-(trifluoromethyl)benzyl)(methyl)amino)-3H-1,2-dithiol-3 -Ketone, 4-chloro-5-((3,5-difluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3 ,5-dibromobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,5-dichlorobenzyl)(methyl) Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(3-(trifluoromethyl)benzyl)amino)-3H-1,2-dithiol -3-one, 4-chloro-5-(methyl(pyrimidin-5-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl ( Thiophen-2-ylmethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((pyrazin-2-ylmethyl)amino)-3H-1,2 -Dithiol-3-one, 4-chloro-5-((1-(2,4-dichlorophenyl))ethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((1-phenethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-hydroxy-2-)phenethyl) Amino)-3H-1,2-dithiol-3-one, 5-((2-bromo-5-fluorobenzyl)(methyl)amino)-4-chloro-3H-1,2-disulfide Alcohol-3-one, 4-chloro-5-((3-hydroxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 5-((2-bromo-3 -Hydroxybenzyl)(methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 3-(((4-chloro-3-oxo-3H-1,2- Dithiol-5-yl)(methyl)amino)methyl)phenyl methanesulfonate, 2-bromo-3-(((4-chloro-3-oxo-3H-1,2-disulfide Alcohol-5-yl)(methyl)amino)methyl)phenyl methanesulfonate, 3-(((4-chloro-3-oxo)-3H-1,2 -Dithiol-5-yl)amino)methyl)benzonitrile, 3-(((4-chloro-3-oxo-3H-1,2-dithiol-5-yl)(methyl)amino )Methyl)benzonitrile, 4-(((4-chloro-3-oxo-3H-1,2-dithiol-5-yl)amino)methyl)benzonitrile, 4-(((4- Chloro-3-oxo-3H-1), 2-dithiol-5-yl) (methyl)amino) methyl) benzonitrile, 4-chloro-5-((3-methoxybenzyl) Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol- 3-ketone, 4-chloro-5-((4-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-methylbenzyl) Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-((3,4-dimethylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-fluoro-2-methyl Benzyl))amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,5-dimethylbenzyl)amino)-3H-1,2-disulfide Alcohol-3-one, 4-chloro-5-((2-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3-di Methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(3-(trifluoromethoxy)benzyl)amino)-3H-1 ,2-dithiol-3-one, 4-chloro-5-(ethyl(3-(trifluoromethoxy)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(4-(trifluoromethoxy)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-( Trifluoromethoxy)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((cyclopropylmethyl)(3-(trifluoromethoxy) Benzyl)amino)-3H-1,2-dithiol-3-one, 5-(allyl(3-(trifluoromethoxy)benzyl)amino)-4-chloro-3H-1, 2-dithiol-3-one, 5-((3-bromobenzyl)(cyclopropylmethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5- (Allyl (3-bromobenzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-((3-bromobenzyl)(cyclopropyl)amino)- 4-chloro-3H-1,2-dithiol-3-one, 5-((1-(3-bromophenyl)ethyl)(methyl)amino)-4-chloro-3H-1,2 -Dithiol-3-one, 5-((1-(3-bromophenyl)ethyl)(ethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-(allyl)(1-(3-bromophenyl)ethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 5-((1-( 3-bromophenyl)ethyl)(cyclopropylmethyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(3-( (Trifluoromethoxy)yl)thio)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(3-((trifluoromethyl )Thio)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(3-fluorobenzyl)amino)-3H-1,2-di Thiol-3-one, 4-chloro-5-((2,4-dimethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-( (2,4-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(trifluoromethyl)benzyl)amino)-3H -1,2-dithiol-3-one, 5-((4-bromobenzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5- (Ethyl(4-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(trifluoromethoxy)benzyl)amino )-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chloro-4-fluorobenzyl))amino)-3H-1,2-dithiol-3- Ketone, 5-((2-bromobenzyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chlorobenzyl)amino)- 3H-1,2-dithiol-3-one, 4-chloro-5-((3,4-dimethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,5-difluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3-difluorobenzyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3,5-dimethoxybenzyl)amino)-3H-1,2-dithiol- 3-one, 5-((benzo[d] [1,3]dioxol-5-ylmethyl)amino)-4-chloro-3H-1,2-dithiol-3- Ketone, 4-chloro-5-((thiophen-2-) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-methylbenzyl )Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-dichlorobenzyl)amino)-3H-1,2-dithiol-3- Ketone, 4-chloro-5-((2-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3-dichlorobenzyl Group) amino)-3H-1,2-dithiol-3-one, 5-((4-bromo-2-fluorobenzyl)amino)-4-chloro-3H-1,2-dithiol- 3-ketone, 4-chloro-5-((2-methoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl (2)-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-difluorobenzyl Group) (methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,4-difluorobenzyl)(ethyl)amino)-3H-1 ,2-dithiol-3-one, 4-chloro-5-(methyl(4-((trifluoromethyl)thio)benzyl)amino)-3H-1,2-dithiol-3 -Ketone, 4-chloro-5-((2,3-dimethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chloro -6-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,5-dichlorobenzyl)amino)-3H-1,2- Dithiol-3-one, 4-chloro-5-((2,4-dimethylbenzene) zyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5- ((4-(methylthio)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(4-((trifluoromethyl)thio) )Benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-chlorobenzyl)(methyl)amino)-3H-1,2-disulfide Alcohol-3-one, 4-chloro-5-((2,4-dichlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5- ((4-isopropylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-((trifluoromethyl)thio)benzyl) Amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-ethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chloro-3-fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 5-((2-bromobenzyl)(()amino) -4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-(((5-chlorothiophen-2-yl)methyl)(methyl)amino)-3H-1 , 2-dithiol-3-one, 4-chloro-5-((2,5-dimethoxybenzyl)(methyl)amino)-3H-1,2-dithiol-3-one , 4-chloro-5-(methyl((3-methylthiophen-2-yl)methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(( 2-fluoro-5-methoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((3-chloro-5-fluorobenzyl)amino)- 3H-1,2-dithiol-3-one, 4-chloro-5-((3-ethoxybenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro -5-((2,6-dimethylbenzyl)(ethyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl (2,3, 6-trichlorobenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl(2,3,6-trichlorobenzyl)amino)-3H- 1,2-dithiol-3-one, 4-chloro-5-((2,3-difluorobenzyl)(methyl)amino)-3H-1, 2-dithiol-3-one, 4-chloro-5-((4-fluorobenzyl)(methyl)amino)-3H--1,2-dithiol-3-one, 4-chloro- 5-((2,3-dichlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-(trifluoromethyl) Benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((4-methoxy-2-methylbenzyl)amino)-3H-1,2- Dithiol-3-one, 4-chloro-5-((3,4-dichlorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro- 5-((4-isopropylbenzyl)(methyl)amino)-3H--1,2-dithiol-3-one, 4-chloro-5-(methyl (2,4,6- Trimethylbenzyl)amino)-3H-1,2-dithiol-3-one, 5-((3,5-bis(trifluoromethyl)benzyl)(methyl)amino)-4- Chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((4-chloro-2-methylbenzyl)amino)-3H-1,2-dithiol-3- Ketone, 4-chloro-5-((2-fluoro-5-methylbenzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2,6- Dimethylbenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-((2-chloro-6-fluorobenzyl)(methyl)amino )-3H-1,2-dithiol-3-one, 4-chloro-5-(methyl(4-(trifluoromethyl)benzyl)amino)-3H-1,2-dithiol- 3-ketone, 4-chloro-5-((4-(ethylsulfonyl)benzyl)amino)-3H-1,2-dithiol-3-one, 4-chloro-5-(ethyl (3-(trifluoromethyl)benzyl)amino)-3H-1,2-dithiol-3-one, 5-(([1,1'-biphenyl]-4-ylmethyl) (Methyl)amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((2,3-difluorobenzyl)(ethyl)amino)-3H -1,2-dithiol-3-one, 4-chloro-5-((4-ethylbenzyl)(methyl)amino)-3H-1,2-dithiol-3-one, 4 -Chloro-5-(ethyl(4-)fluorobenzyl)amino)-3H-1,2-dithiol-3-one, 5-((4-(tert-butyl)benzyl)(methyl Group) amino)-4-chloro-3H-1,2-dithiol-3-one, 4-chloro-5-((2,6-dimethoxybenzyl)(methyl)amino)-3H -1,2-dithiol-3-one, 4-chloro-5-(methyl(2-methylbenzyl)amino)-3H-1,2-dithiol-3-one and 4-chloro -5-((2-fluorobenzyl)(methyl)amino)-3H-1,2-dithiol-3-one group. A composition for controlling or preventing plant pathogenic microorganisms, which comprises the compound of formula (I) as described in claim 1, its N-oxide, S-oxide or agriculturally acceptable salt and one or more inerts Carrier. The composition according to claim 5, wherein the composition may further comprise one or more selected from fungicides, insecticides, nematicides, acaricides, biological insecticides, herbicides, plant growth regulators , Antibiotics, nutrients or active compatible compounds of fertilizers. The composition according to claim 5 or 6, wherein the concentration of the compound of formula (I) is 10-90% by weight of the total composition, preferably 30-70% by weight of the total composition. A compound comprising the compound of formula (I) according to claim 1, its N-oxides, S-oxides, agriculturally acceptable salts and one or more selected from fungicides, insecticides, nematicides, insecticides A combination of active compatible compounds of acaricides, biopesticides, herbicides, plant growth regulators, antibiotics, nutrients or fertilizers. The compound of formula (I) as claimed in claim 1 or 5 or 8, its N-oxide, S-oxide, agriculturally acceptable salt, composition or combination for controlling or protecting agricultural crops and/or horticultural crops Use free from plant pathogenic microorganisms. The use of the compound of formula (I) according to claim 9, wherein the crops are cereals, corn, rice, soybeans and other legumes, fruits and fruit trees, nuts and nut trees, citrus and citrus trees, any horticultural plants, Cucurbitaceae, oily plants, tobacco, coffee, tea, cocoa, beets, sugar cane, cotton, potatoes, tomatoes, onions, peppers and other vegetables, and ornamental plants. A seed containing the compound of formula (I), its N-oxide or S-oxide or an agriculturally acceptable salt as described in claim 1, wherein the compound of general formula (I), its N-oxide or The amount of S-oxide or agriculturally acceptable salt is 0.1 g to 1 kg per 100 kg of seeds. A method for controlling or preventing infestation of useful plants by plant pathogenic microorganisms in agricultural crops and/or horticultural crops, wherein the compound of formula (I) according to claim 1 or 5 or 8, its agriculturally acceptable salts, combinations The substance or combination is applied to the plant, its part or its locus. A method for controlling or preventing infestation of useful plants by plant pathogenic microorganisms in agricultural crops and/or horticultural crops, wherein the compound of formula (I), agriculturally acceptable salt, composition according to claim 1 or 5 or 8 Or a combination thereof is applied to the seeds of the plant. A method for controlling or preventing phytopathogenic microorganisms in crops and/or horticultural crops using a compound of formula (I) as described in claim 1 or 5 or 8 or an agriculturally acceptable salt, composition or combination thereof, including effective application The dosage of the compound or the composition or the steps of the combination is 100 g to 2.5 kg per hectare of agricultural and/or horticultural crops. A method for combating phytopathogenic fungi, which comprises treating a plant, soil, seed or plant to be protected with a compound of formula (I) as described in claim 1 or 5 or 8 or an agriculturally acceptable salt, composition or combination thereof material.