Novel heteroaryl-triazole compounds as pesticides

Abstract

To provide compounds which widen the spectrum of pesticides in various aspects.SOLUTION: The present invention provides a compound of a formula (I). (R1: H. R2: substituted or unsubstituted phenyl, substituted or unsubstituted pyridine. R3: C1 to C3 alkyl. R4: CN-substituted pyridine, pyrimidine, pyrazine. R5: ethyl, isopropyl, tert-butyl, difluoromethyl, cyclopropyl, methoxy, ethoxy, or the like).SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to novel heteroaryl - triazole compounds, formulations and compositions containing such compounds, and their use in the control of animal pests including arthropods and insects in plant protection, as well as their use for the control of external parasites on animals.

Background Art

[0002] Certain heteroaryl - triazole and heteroaryl - tetrazole compounds have been described in WO 2017 / 192385 with respect to their use in the control of external parasites on animals, and in WO 2019 / 170626 and WO 2019 / 215198 with respect to their use in the control of animal pests including arthropods and insects in the field of plant protection. Furthermore, patent applications WO 2019 / 197468, WO 2019 / 201835, WO 2019 / 202077 and WO 2019 / 206799 disclose specific heteroaryl - triazole compounds with respect to their use in the control of external parasites on animals and in the control of animal pests including arthropods and insects in the field of plant protection. WO 2020 / 002563, WO 2020 / 053364, WO 2020 / 053365, WO 2020 / 079198, WO 2020 / 094363 all describe azole - amide compounds that can be used as insecticides.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Patent Document 5

Patent Document 6

Patent Document 7

Patent Document 8

Patent Document 9

Patent Document 10

Patent Document 11

Patent Document 12

Summary of the Invention

Problems to be Solved by the Invention

[0004] Modern plant protection products and veterinary ectoparasiticides must meet many requirements, for example, effectiveness, persistence, spectrum and resistance-breaking properties. There are problems of toxicity, the possibility of combination with other active compounds or formulation adjuvants that play a role, and the cost required for the synthesis of active compounds. Furthermore, resistance may occur. For all these reasons, the search for new crop protection compositions or veterinary ectoparasiticides cannot be considered complete. ​​It is impossible, and there is a constant need for novel compounds that have improved properties compared to known compounds, at least with respect to individual aspects. There is an ongoing need for novel compounds.

[0005] An object of the present invention was to provide compounds that broaden the spectrum of pesticidal agents in various aspects. This was the case.

Means for Solving the Problem

[0006] Accordingly, the present invention provides a compound of general formula (I),

Chemical formula

[0007] In the formula (Constitution 1-1), R 1 is hydrogen, R 2 is phenyl or pyridine, where phenyl or pyridine may be substituted with 1 to 2 substituents, provided that the (one or more) substituents are not on any carbon adjacent to the carbon bonded to the C=O group, and each independently is fluorine, chlorine, bromine, -CN, - NO2, -SF5, methyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, methoxy, difluoromethoxy, trifluoromethoxy, difluoromethylthio, trifluoromethylthio, difluoroethylthio, and trifluoroethylthio, and is selected from the group consisting of trifluoromethylthio, difluoroethylthio, and trifluoroethylthio, and is selected from the group consisting of trifluoromethylthio, difluoroethylthio, and trifluoroethylthio, and is selected from the group consisting of the group consisting of trifluoromethylthio, difluoroethylthio, and trifluoroethylthio, and is selected from the group consisting of R 3 is C1-C3 alkyl, R 4 is pyridine, pyrimidine, or pyrazine, where pyridine, pyrimidine, or pyrazine is substituted with CN. is substituted with CN.

[0008] R 5is ethyl, isopropyl, tert-butyl, difluoromethyl, cyclopropyl, methoxy, ethoxy, isopropoxy, or halogen.

[0009] The compounds of formula (I) likewise include any diastereomers or enantiomers present and E / Z isomers, as well as salts and N-oxides of the compounds of formula (I), and their use for the control of animal pests.

[0010] The definitions of preferred radicals of the formulae specified above and below are shown below.

[0011] Preferred (configuration 2-1) for the compounds of formula (I) are provided, in which R 1 is hydrogen, R 2 is 3-chloro-5-(trifluoromethyl)phenyl, 3-chloro-5-(difluoromethyl)phenyl, 3-chloro-5-(pentafluoroethyl)phenyl, 3-chloro-5-(trifluoromethoxy)phenyl, 3-chloro-5-(trifluoromethylthio)phenyl, 3-chloro-5-(difluoromethylthio)phenyl, 3-chloro-5-(difluoromethoxy)phenyl, 3-bromo-5-(trifluoromethoxy)phenyl, 3-bromo-5-chlorophenyl, 3,5-dichlorophenyl, 3,5-dibromophenyl, 3,5-bis(trifluoromethyl)phenyl, 3-cyano-5-(trifluoromethyl)phenyl, 3,5-bis(difluoromethoxy)phenyl, 5-bromopyridin-3-yl, 3-bromo-5-(trifluoromethyl)phenyl, 3-fluoro-5-cyanophenyl, 3-bromo-5-cyanophenyl, 6-bromopyridin-2-yl, 5 ​​​​​​​​​-(Trifluoromethyl)pyridin-3-yl, 6-(trifluoromethyl)pyridin- 2-yl, 2-chloro-6-(trifluoromethyl)pyridin-4-yl or 4-bromo -6-(trifluoromethyl)pyridin-2-yl, and R 3 is methyl, and R 4 is 5-cyanopyridin-2-yl, and R 5 is ethyl, isopropyl, tert-butyl, difluoromethyl, cycloprop yl, methoxy, ethoxy, isopropoxy, chlorine or bromine.

[0012] Preferred ones (configuration 2-2) for the compound of formula (I) are also provided, wherein R 1 is hydrogen, and R 2 is 3-chloro-5-(trifluoromethyl)phenyl, 3-chloro-5-(dif luoromethyl)phenyl, 3-chloro-5-(pentafluoroethyl)phenyl, 3-ch loro-5-(trifluoromethoxy)phenyl, 3-chloro-5-(trifluoromethyl thio)phenyl, 3-chloro-5-(difluoromethylthio)phenyl, 3-chloro-5 -(difluoromethoxy)phenyl, 3-bromo-5-(trifluoromethoxy)phenyl 3-bromo-5-chlorophenyl, 3,5-dichlorophenyl, 3,5-dibromophenyl 3,5-bis(trifluoromethyl)phenyl, 3-cyano-5-(trifluoro methyl)phenyl, 3,5-bis(difluoromethoxy)phenyl, 5-bromopyridin 3-yl, 3-bromo-5-(trifluoromethyl)phenyl, 3-fluoro-5- cyanophenyl, 3-bromo-5-cyanophenyl, 3-(difluoromethyl)-5-( (Trifluoromethoxy)phenyl, 3-(difluoromethoxy)-5-(difluoromethyl) phenyl, 6-bromopyridin-2-yl, 5-(trifluoromethyl)pyridin- 3-yl, 6-(trifluoromethyl)pyridin-2-yl, 2-chloro-6-(trif luoromethyl)pyridin-4-yl or 4-bromo-6-(trifluoromethyl)pyrid in-2-yl, R 3 is methyl, R 4 is 5-cyanopyridin-2-yl, R 5 is ethyl, isopropyl, tert-butyl, difluoromethyl, cycloprop yl, methoxy, ethoxy, isopropoxy, chlorine or bromine.

[0013] In a more preferred embodiment, the present invention relates to a compound of formula (I’) wherein R 3 is C1-C3 alkyl, particularly preferably me thyl.

Chemical formula

[0014] In the formula, the structural elements R 1 , R 2 , R 4 and R 5 have the meanings given by configuration (1-1) or configuration (2-1) or configuration (2-2).

[0015] In a more preferred embodiment, the present invention relates to a compound of formula (I’’) wherein R 3 is C1-C3 alkyl, particularly preferably me thyl.

Chemical formula

[0016] In the formula, the structural element R1 , R 2 , R 4 and R 5 has the meaning given by Structure (1-1) or Structure (2-1) or has the meaning given by Structure (2-2).

[0017] According to a further aspect, the present invention encompasses intermediate compounds useful for the preparation of the compounds of general formula (I) above .

[0018] In particular, the present invention encompasses intermediate compounds of general formula (e), [Chemical formula]

[0019] wherein the structural elements R 3 , R 4 and R 5 have the meaning given by Structure (1-1) or Structure (2-1) or Structure (2-2), INT-1: 6-[5-[(1S)-1-aminoethyl]-3-ethyl-1,2,4- triazol-1-yl]pyridine-3-carbonitrile hydrochloride free amine; INT-2: 6-[5-[(1S)-1-aminoethyl]-3-isopropyl-1,2 ,4-triazol-1-yl]pyridine-3-carbonitrile; INT-3: 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1, 2,4-triazol-1-yl]pyridine-3-carbonitrile hydrochloride free amine; INT-4: 6-[5-(1-aminoethyl)-3-(difluoromethyl)-1,2, 4-triazol-1-yl]pyridine-3-carbonitrile; INT-5: 6-[5-[(1S)-1-aminoethyl]-3-methoxy-1,2,4 -triazol-1-yl]pyridine-3-carbonitrile; INT-6: 6-[5-[(1S)-1-aminoethyl]-3-ethoxy-1,2,4 -triazol-1-yl]pyridine-3-carbonitrile; INT-7: 6-[5-[(1S)-1-aminoethyl]-3-isopropoxy-1, 2,4-triazol-1-yl]pyridine-3-carbonitrile; INT-8: 6-[5-[(1S)-1-aminoethyl]-3-tert-butyl-1 ,2,4-triazol-1-yl]pyridine-3-carbonitrile; INT-11: 6-[5-(1-aminoethyl)-3-chloro-1,2,4-triazolo -1-yl]pyridine-3-carbonitrile; and INT-12: 6-[5-(1-aminoethyl)-3-bromo-1,2,4-tri azole-1-yl]pyridine-3-carbonitrile; as well as the hydrochloride salts of the free amines are included.

[0020] The present invention also encompasses the intermediates 3-chloro-5-[(difluoromethyl)sulfanyl]benzoic acid (INT-9), 3-chloro-5-(difluoromethyl)benzoic acid (INT-10), 3-chloro-5-(pentafluoroethyl)benzoic acid (INT-13), 3-(trifluoro methoxy)-5-(difluoromethyl)benzoic acid (INT-14), and 3-(difluoro methoxy)-5-(difluoromethyl)benzoic acid (INT-15) and their salts.

[0021] The compounds of formula (I) may, in some cases, depending on the nature of the substituents, be in the form of stereoisomers, i.e., geometric isomers and / or optical isomers or mixtures of isomers in various compositions. Generally, only the compounds of formula (I) are discussed herein, but the present invention encompasses... provides both the pure stereoisomers and any desired mixtures of these isomers.

[0022] However, according to the present invention, it is preferred to use the optically active stereoisomeric forms of the compounds of formula (I) and their salts. to use.

[0023] Therefore, the present invention relates to both pure enantiomers and diastereomers and mixtures thereof for controlling animal pests including arthropods and especially insects.

[0024] Where appropriate, the compounds of formula (I) may exist in various polymorphic forms or as mixtures of various polymorphic forms. Both pure polymorphs and polymorph mixtures are provided by the present invention and can be used according to the present invention. to be used.

[0025] Definitions One of ordinary skill in the art will recognize that, unless explicitly stated otherwise, the expressions "a" or "an" used in this application can mean "1", "1 or more", or "at least 1", depending on the context. to recognize.

[0026] For all structures described herein, such as ring systems and groups, adjacent atoms shall not be -O-O- or -O-S-.

[0027] Structures having possible carbon atoms (C atoms) for the variables are more specifically defined as a result, and in this application, C -C 炭素原子の下限 -C 炭素原子の上限 structure (C LL -C UL structure ) can be referred to as. For example, an alkyl group may consist of 3 to 10 carbon atoms, in which case it corresponds to C3-C 10 alkyl. A ring composed of carbon atoms and heteroatoms ​​The structure can be referred to as an "LL-UL member" structure. An example of a 6-membered ring structure is toluene (a 6-membered ring structure substituted with a methyl group). When a general term for substituents, such as C

[0028] -C LL -C UL is at the end of a complex substituent such as C LL -C UL cycloalkyl-C LL -C UL the starting constituent element of the complex substituent, such as C -C LL -C UL cycloalkyl may be mono- or polysubstituted identically or differently and independently by the latter substituent, such as C LL -C UL alkyl. All general terms used in this application for chemical groups, cyclic systems and cyclic groups can be more specifically defined by the addition of "C -C LL -C UL " or "LL~UL member".

[0029] In the definitions of the symbols shown in the above formula, general terms representing the following substituents are generally used. Halogen refers to the 7th typical element, preferably fluorine, chlorine, bromine and iodine, more preferably fluorine, chlorine and bromine, and even more preferably fluorine and chlorine.

[0030] Examples of heteroatoms are N, O, S, P, B, Si. Preferably, the term "heteroatom" refers to N, S and O.

[0031] According to the present invention, "alkyl", by itself or as part of a chemical group, preferably has a straight-chain or branched hydrocarbon having 1 to 6 carbon atoms, such as methyl, ethyl, n-propyl, ​Isopropyl, n-butyl, isobutyl, s-butyl, t-butyl, pentyl, 1-methyl butyl, 2-methylbutyl, 3-methylbutyl, 1,2-dimethylpropyl, 1,1- dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1-meth ylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,2 -dimethylpropyl, 1,3-dimethylbutyl, 1,4-dimethylbutyl, 2,3-dime thylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbut yl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethylbut yl and 2-ethylbutyl. In particular, alkyls having 1 to 4 carbon atoms such as methyl, ethyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl or t-butyl are also preferred. The alkyl of the present invention may be substituted with one or more identical or different radicals.

[0032] According to the present invention, "alkenyl" is, by itself or as part of a chemical group, preferably a straight-chain or branched hydrocarbon having 2 to 6 carbon atoms and at least one double bond, such as vinyl, 2-propenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1- methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-meth yl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1- dimethyl-2-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-2-pro penyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-meth 2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4- methyl-2-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl , 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl- 3-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1 ,3-dimethyl-2-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl- 2-butenyl, 2,3-dimethyl-3-butenyl, 1-ethyl-2-butenyl, 1-eth yl-3-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2 -trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, and 1-eth yl-2-methyl-2-propenyl. Particularly, alkenyls having 2 to 4 carbon atoms such as 2-propenyl, 2-butenyl or 1-methyl-2-propenyl are also preferred. The alkenyl of the present invention may be substituted with one or more identical or different radicals.

[0033] According to the present invention, "alkynyl" is, by itself or as part of a chemical group, preferably a straight-chain or branched hydrocarbon having 2 to 6 carbon atoms and at least one triple bond, such as 2-propynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 2-pen tynyl, 3-pentynyl, 4-pentynyl, 1-methyl-3-butynyl, 2-methyl-3 -butynyl, 1-methyl-2-butynyl, 1,1-dimethyl-2-propynyl, 1-eth yl-2-propynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexyn Ru, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pent ynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-4- pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-3-butynyl, 1,2- dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 1-ethyl-3-butynyl , 2-ethyl-3-butynyl, 1-ethyl-1-methyl-2-propynyl and 2,5-he xadienyl. In particular, alkynyls having 2 to 4 carbon atoms such as ethynyl, 2-propynyl or 2-butynyl-2-pro penyl are also preferred. The alkynyl of the present invention may be substituted with one or a plurality of identical or different radicals.

[0034] According to the present invention, "cycloalkyl" is preferably a monocyclic, bicyclic or tricyclic hydrocarbon having 3 to 10 carbons, either by itself or as part of a chemical group, such as cyclopropyl , cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, , bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl or adamantyl represents. In particular, cycloalkyls having 3, 4, 5, 6 or 7 carbon atoms such as cyclopropyl or cyclobutyl are also preferred. The cycloalkyl of the present invention may be substituted with one or a plurality of identical or different radicals.

[0035] According to the present invention, "alkylcycloalkyl" is preferably a monocyclic, bicyclic or tricyclic alkylcycloalkyl having 4 to 10 or 4 to 7 carbon atoms, such as methylcyclo propyl, ethylcyclopropyl, isopropylcyclobutyl, 3-methylcyclopent ​represents cycloalkyl and 4-methylcyclohexyl. In particular, alkylcycloalkyl having 4, 5 or 7 carbon atoms such as ethylcyclopropyl or 4-methylcyclohexyl is also preferred. The alkylcycloalkyl of the present invention may be substituted with one or more identical or different radicals. According to the present invention, "cycloalkylalkyl" preferably represents a monocyclic, bicyclic or tricyclic cycloalkylalkyl having 4 to 10 or 4 to 7 carbon atoms, such as cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl and cyclopentylethyl. In particular, cycloalkylalkyl having 4, 5 or 7 carbon atoms such as cyclopropylmethyl or cyclobutylmethyl is also preferred. The cycloalkylalkyl of the present invention may be substituted with one or more identical or different radicals.

[0036] According to the present invention, "hydroxyalkyl" preferably represents a straight-chain or branched alcohol having 1 to 6 carbon atoms, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, s-butanol and t-butanol. A hydroxyalkyl group having 1 to 4 carbon atoms is also preferred. The hydroxyalkyl group of the present invention may be substituted with one or more identical or different radicals.

[0037] According to the present invention, "alkoxy" preferably represents a straight-chain or branched O-alkyl having 1 to 6 carbon atoms, such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, s-butoxy and t-butoxy.

[0038] The alkoxy group is also preferable. The alkoxy group of the present invention may be substituted with one or more identical or different radicals. It may be substituted.

[0039] According to the present invention, "alkylthio" or "alkylsulfanyl" is preferably a linear or branched S-alkyl having 1 to 6 carbon atoms, such as methylthio, ethylthio, n- propylthio, isopropylthio, n-butylthio, isobutylthio, s-butylthio and t-butylthio. An alkylthio group having 1 to 4 carbon atoms is also preferable. The alkylthio group of the present invention may be substituted with one or more identical or different radicals.

[0040] According to the present invention, "alkylsulfinyl" is preferably a linear or branched alkylsulfinyl having 1 to 6 carbon atoms, such as methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, isopropylsulfinyl, n-butylsulfinyl, iso butylsulfinyl, s-butylsulfinyl and t-butylsulfinyl. An alkylsulfinyl group having 1 to 4 carbon atoms is also preferable. The alkylsulfinyl group of the present invention may be substituted with one or more identical or different radicals and may include both enantiomers.

[0041] According to the present invention, "alkylsulfonyl" is preferably a linear or branched alkylsulfonyl having 1 to 6 carbon atoms, such as methylsulfonyl, ethylsulfonyl, n-pro pylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl l, s-butylsulfonyl and t-butylsulfonyl. An alkylsulfonyl group having 1 to 4 carbon atoms An alkylsulfonyl group is also preferred. The alkylsulfonyl group of the present invention may be substituted with one or more identical or different radicals.

[0042] According to the present invention, "cycloalkylthio" or "cycloalkylsulfanyl" preferably represents -S-cycloalkyl having 3 to 6 carbon atoms, such as cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio. A cycloalkylthio group having 3 to 5 carbon atoms is also preferred. The cycloalkylthio group of the present invention may be substituted with one or more identical or different radicals.

[0043] According to the present invention, "cycloalkylsulfinyl" preferably represents -S(O)-cycloalkyl having 3 to 6 carbon atoms such as cyclopropylsulfinyl, cyclobutyl sulfinyl, cyclopentylsulfinyl, cyclohexylsulfinyl. A cycloalkylsulfinyl group having 3 to 5 carbon atoms is also preferred. The cycloalkylsulfinyl group of the present invention may be substituted with one or more identical or different radicals and can include both enantiomers.

[0044] According to the present invention, "cycloalkylsulfonyl" preferably represents -SO2-cycloalkyl having 3 to 6 carbon atoms such as cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl. A cycloalkylsulfonyl group having 3 to 5 carbon atoms is also preferred. The cycloalkylsulfonyl group of the present invention may be substituted with one or more identical or different radicals.

[0045] ​According to the present invention, "phenylthio" or "phenylsulfanyl" represents -S-phenyl , for example, phenylthio. The phenylthio group of the present invention may be substituted with one or more identical or different radicals.

[0046] According to the present invention, "phenylsulfinyl" represents -S(O)-phenyl, for example, phenyl sulfinyl. The phenylsulfinyl group of the present invention may be substituted with one or more identical or different radicals and can include both enantiomers.

[0047] According to the present invention, "phenylsulfonyl" represents -SO2-phenyl, for example, phenyls ulfonyl. The phenylsulfonyl group of the present invention may be substituted with one or more identical or different radicals .

[0048] According to the present invention, "alkylcarbonyl" preferably represents a straight-chain or branched alkyl-C(=O) having 2 to 7 carbon atoms, for example, methylcarbonyl, ethylcarbonyl, n-prop ylcarbonyl, isopropylcarbonyl, s-butylcarbonyl, and t-butylcarbon yl. An alkylcarbonyl having 1 to 4 carbon atoms is also preferred. The alkylcarbonyl of the present invention may be substituted with one or more identical or different radicals.

[0049] According to the present invention, "alkoxycarbonyl", alone or as a constituent element of a chemical group, preferably represents a straight-chain or branched alkoxycarbonyl having 1 to 6 carbon atoms or 1 to 4 carbon atoms in the alkoxy moiety, for example, methoxycarbonyl, ethoxycarbonyl, n-prop oxycarbonyl, isopropoxycarbonyl, s-butoxycarbonyl, and t-butoxy carbonyl. represents a carbonyl group. The alkoxycarbonyl group of the present invention may be substituted with one or more identical or different radicals. It may be substituted with a dicar.

[0050] According to the present invention, "alkylaminocarbonyl" preferably represents a linear or branched alkylaminocarbonyl having 1 to 6 carbon atoms or 1 to 4 carbon atoms in the alkyl moiety, for example, methylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, s-butylaminocarbonyl and t-butylaminocarbonyl. The alkylaminocarbonyl group of the present invention may be substituted with one or more identical or different radicals. radicals. It may be substituted with a dicar.

[0051] According to the present invention, "N,N-dialkylaminocarbonyl" preferably represents a linear or branched N,N-dialkylaminocarbonyl having 1 to 6 carbon atoms or 1 to 4 carbon atoms in the alkyl moiety, for example, N,N-dimethylaminocarbonyl, N,N-diethylaminocarbonyl, N,N-di(n-propylamino)carbonyl, N,N-di(isopropylamino)carbonyl and N,N-di-(s-butylamino)carbonyl. The N,N-dialkylaminocarbonyl group of the present invention may be substituted with one or more identical or different radicals. radicals. The N,N-dialkylaminocarbonyl group of the present invention may be substituted with one or more identical or different radicals. It may be substituted with a dicar.

[0052] According to the present invention, "aryl" preferably represents a monocyclic, bicyclic or polycyclic aromatic system having 6 to 14, particularly 6 to 10 ring carbon atoms, such as phenyl, naphthyl, anthryl, phenanthrenyl, preferably phenyl. Further, aryl includes tetrahydronaphthyl, indenyl, indanyl, fluorenyl, biphenyl, etc., where the bonding site is on the aromatic system. It preferably represents phenyl. It preferably represents phenyl. Furthermore, aryl includes tetrahydronaphthyl, indenyl, indanyl, fluorenyl, biphenyl, etc., where the bonding site is on the aromatic system. also represents a polycyclic system. The aryl group of the present invention may be substituted with one or more identical or different radicals. It may be substituted.

[0053] Examples of substituted aryls are arylalkyls, which are likewise C1-C4 alkyl and / or C6-C and / or C6-C 14 The aryl moiety may be substituted with one or more identical or different radicals. Examples of such arylalkyls include benzyl and phenyl -1-ethyl.

[0054] According to the present invention, "heterocycle (heterocycle, heterocyclic r ing)", or "heterocyclic system" represents a carbocyclic system having at least one ring, with at least one carbon atom replaced by a heteroatom, preferably from the group consisting of N, O, S, P, B, Si, Se, and being saturated, unsaturated or heteroaromatic, unsubstituted or optionally substituted, and the bonding site is on a ring atom. Unless otherwise defined, the heterocycle preferably contains 3-9 ring atoms, especially 3-6 ring atoms, and the heterocycle preferably contains one or more, preferably 1-4, especially 1, 2 or 3 heteroatoms from the group consisting of N, O and S, provided that two oxygen atoms must not be directly adjacent. The heterocycle usually contains 4 or fewer nitrogen atoms and / or 2 or fewer oxygen atoms and / or 2 or fewer sulfur atoms. When the heterocyclyl radical or heterocycle may be substituted, they may be condensed with other carbocyclic or heterocyclic rings. In the case of optionally substituted heterocyclyls, the present invention also includes polycyclic systems, such as 8-azabicyclo[3.2.1]octanyl or 1-azabicyclo 2.2.1]heptyl. In the case of optionally substituted heterocyclyls, the present invention is also inclusive of polycyclic systems, for example 8-azabicyclo[3.2.1]octanyl or 1-azabicyclo 2.2.1]heptyl. In the case of optionally substituted heterocyclyls, the present invention also includes spiro ring systems, such as 1-oxa-5-azaspiro[2.3]hexyl.

[0055] The heterocyclyl group of the present invention includes, for example, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, dihydropyranyl, tetrahydropyranyl, dioxanyl, pyrrolinyl, pyrrolidinyl, imidazolinyl, imidazolidinyl, thiazolidinyl, oxazolidinyl, dioxolanyl, dioxolyl, pyrazolidinyl, tetrahydrofuranyl, dihydrofuranyl, oxetanyl, oxiranyl, azetidinyl, aziridinyl, oxazetidinyl, oxaziridinyl, oxazepanyl, oxazinanyl, azepanyl, oxopyrrolidinyl, dioxopyrrolidinyl, oxomorpholinyl, oxopiperazinyl and oxepanyl.

[0056] Particularly important is heteroaryl, i.e., a heteroaromatic system. According to the present invention, the term heteroaryl represents a heteroaromatic compound, i.e., a completely unsaturated aromatic heterocyclic compound corresponding to the above definition of the heterocycle. A 5- to 7-membered ring having 1 to 3, preferably 1 or 2, identical or different heteroatoms from the above groups is preferred. The heteroaryl of the present invention includes, for example, furyl, thienyl, pyrazolyl, imidazolyl, 1,2,3- and 1,2, 4-triazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-, 1 ,3,4-, 1,2,4- and 1,2,5-oxadiazolyl, azepinyl, pyrrolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, 1,3,5-, 1,2,4- and 1,2,3-triazinyl, 1,2,4-, 1,3,2-, 1,3,6- and 1,2,6 -oxazinyl, oxepinyl, thiepinyl, 1,2,4-triazolonyl and 1,2 ,4-diazepinyl. The heteroaryl group of the present invention may be substituted with one or more identical or different radicals.

[0057] A "substituted (optionally substituted)" group / substituent, for example, a substituted alkyl , alkenyl, alkynyl, alkoxy, alkylthio, alkylsulfinyl, alkyl sulfonyl, cycloalkyl, aryl, phenyl, benzyl, heterocyclyl and he teroaryl radical, etc. means, for example, a substituted radical derived from an unsubstituted base structure , and substituents, for example, one or more substituents, preferably 1, 2, 3, 4, 5, 6 or 7 substituents are amino, hydroxyl, halogen, nitro, cyano, isocyano, merc apto, isothiocyanato, C1-C4 carboxyl, carboxamide, SF5, amino sulfonyl, C1-C4 alkyl, C1-C4 haloalkyl C3-C4 cycloalkyl, C2-C4 alkenyl, C5-C6 cycloalkenyl, C2-C4 alkynyl, N-mono -C1-C4 alkylamino, N,N-di-C1-C4 alkylamino, N-C1-C4 alkanoylamino, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 a lkenyloxy, C2-C4 alkynyloxy, C3-C4 cycloalkoxy, C5-C 6 cycloalkenyloxy, C1-C4 alkoxycarbonyl, C2-C4 alkenylo xycarbonyl, C2-C4 alkynyloxycarbonyl, C6-, C 10 -, C 14 - aryloxycarbonyl, C1-C4 alkanoyl, C2-C4 alkenylcarbonyl , C2-C4 alkynylcarbonyl, C6-, C10 -, C 14 -arylcarbonyl, C1-C4 alkylthio, C1-C4 haloalkylthio, C3-C4 cycloalkylthio , C2-C4 alkenylthio, C5-C6 cycloalkenylthio, C2-C4 alkynyl thio, C1-C4 alkylsulfinyl (including both enantiomers of the C1-C4 alkylsulfinyl group), C1 -C4 haloalkylsulfinyl (including both enantiomers of the C1-C4 haloalkyl sulfinyl group), C1-C4 alkylsulfonyl, C1 -C4 haloalkylsulfonyl, N-mono-C1-C4 alkylaminosulfonyl, N, N-di-C1-C4 alkylaminosulfonyl, C1-C4 alkylphosphinyl, C1 -C4 alkylphosphonyl (including both enantiomers of the C1-C4 alkylphosphinyl and C1-C4 alkyl phosphonyl groups), N-C1-C4 alkylaminocarbonyl, N,N-di-C1-C4 alkylaminocarbonyl, N-C1-C4 alkanoylamino carbonyl, N-C1-C4 alkanoyl-N-C1-C4 alkylaminocarbonyl, C6-, C 10 -, C 14 -aryl, C6-, C 10 -, C 14 -aryloxy, ben zyl, benzyloxy, benzylthio, C6-, C 10 -, C 14 -arylthio, C 6-, C 10 -, C 14 -arylamino, benzylamino, heterocyclyl and tri alkylsilyl, a substituent bonded via a double bond, for example, C1-C4 alkylidene (e.g., methylene or ethylidene), an oxo group, an imino group and a substituted imino group selected from When two or more radicals form one or more rings, these may be carbocyclic, heterocyclic, saturated, partially saturated, or unsaturated, and may include, for example, aromatic rings and may be further substituted. The substituents exemplified (the "first substituent level") may, in the case of containing a hydrocarbon component, for example, be further substituted (the "second substituent level") by one or more substituents independently selected from halogen, hydroxyl, amino, nitro, cyano, isocyano, azide, acylamino, oxo groups, and imino groups. The term "substituted (which may be substituted)" groups preferably includes only one or two substituent levels.

[0058] The halogen-substituted chemical groups or halogenated groups (e.g., alkyl or alkoxy) of the present invention are mono- or poly-substituted with halogen up to the maximum possible number of substituents. Such groups are also called halo groups (e.g., haloalkyl). In the case of poly-substitution with halogen, the halogen atoms may be the same or different, may all be bonded to one carbon atom, or may be bonded to a plurality of carbon atoms. Halogen is particularly fluorine, chlorine, bromine, or iodine, preferably fluorine, chlorine, or bromine, and more preferably fluorine. More specifically, the halogen-substituted groups are monohalocycloalkyl such as 1-fluorocyclopropyl, 2-fluorocyclopropyl, or 1-fluoro cyclobutyl, monohaloalkyl such as 2-chloroethyl, 2-fluoroethyl, 1-chloroethyl, 1-fluoroethyl, chloromethyl, or fluoromethyl; perhaloalkyl such as trichloromethyl, trifluoromethyl, or CF2CF3, difluoromethyl, 2-fluoro-2-chloroethyl, dichloromethyl, 1,1, ​​​​​2,2 - Tetrafluoroethyl or polyhaloalkyl such as 2,2,2 - trifluoroethyl and the like. Further examples of haloalkyl are trichloromethyl, chlorodifluoromethyl, di chlorofluoromethyl, chloromethyl, bromomethyl, 1 - fluoroethyl, 2 - fluoro ethyl, 2,2 - difluoroethyl, 2,2,2 - trifluoroethyl, 2,2,2 - trichloroethyl, 2 - chloro - 2,2 - difluoroethyl, pentafluoroethyl, 3 ,3,3 - trifluoropropyl and pentafluoro - t - butyl. Haloalkyl having 1 to 4 carbon atoms and 1 to 9, preferably 1 to 5 identical or different halogen atoms selected from fluorine, chlorine and bromine is preferred. Haloalkyl having 1 or 2 carbon atoms and 1 to 5 identical or different halogen atoms selected from fluorine and chlorine is particularly preferred, such as, especially, difluoromethyl, trifluoromethyl or 2,2 - difluoro ethyl. Further examples of halogen - substituted compounds are, for example, haloalkoxys such as OCF3, OCHF2 , OCH2F, OCF2CF3, OCH2CF3, OCH2CHF2 and OCH2CH2 Cl, haloalkylsulfanyls such as difluoromethylthio, trifluoromethylthio, trichloro methylthio, chlorodifluoromethylthio, 1 - fluoroethylthio, 2 - fluoroethyl thio, 2,2 - difluoroethylthio, 1,1,2,2 - tetrafluoroethylthio, 2,2,2 - trifluoroethylthio or 2 - chloro - 1,1,2 - trifluoroethyl thio, haloalkylsulfinyls such as difluoromethylsulfinyl, trifluoromethyl sulfinyl, trichloromethylsulfinyl, chlorodifluoromethylsulfinyl , 1 - fluoroethylsulfinyl, 2 - fluoroethylsulfinyl, 2,2 - diflu oroethylsulfinyl, trichloromethylsulfinyl, chlorodifluoromethylsulfinyl , 1 - fluoroethylsulfinyl, 2 - fluoroethylsulfinyl, 2,2 - diflu Oroethylsulfinyl, 1,1,2,2-tetrafluoroethylsulfinyl, 2,2 ,2-trifluoroethylsulfinyl and 2-chloro-1,1,2-trifluoroethyl sulfinyl and other haloalkylsulfinyls, difluoromethylsulfinyl, trif luoromethylsulfinyl, trichloromethylsulfinyl, chlorodifluoromethyls ulfinyl, 1-fluoroethylsulfinyl, 2-fluoroethylsulfinyl, 2, 2-difluoroethylsulfinyl, 1,1,2,2-tetrafluoroethylsulfinyl , 2,2,2-trifluoroethylsulfinyl and 2-chloro-1,1,2-trif luoroethylsulfinyl and other haloalkylsulfinyls, difluoromethylsulfonyl , trifluoromethylsulfonyl, trichloromethylsulfonyl, chlorodifluoromethyl sulfonyl, 1-fluoroethylsulfonyl, 2-fluoroethylsulfonyl, 2,2 -difluoroethylsulfonyl, 1,1,2,2-tetrafluoroethylsulfonyl, 2 ,2,2-trifluoroethylsulfonyl and 2-chloro-1,1,2-trifluoroeth ylsulfonyl and other haloalkylsulfonyl groups.

[0059] In the case of a radical having a carbon atom, those having 1 to 4 carbon atoms, particularly 1 or 2 carbon atoms, are preferred. Generally, substituents from the group of halogen, for example fluorine and chlorine, (C1-C4)alkyl , preferably methyl or ethyl, (C1-C4)haloalkyl, preferably trifluoro methyl, (C1-C4)alkoxy, preferably methoxy or ethoxy, (C1-C4) haloalkoxy, nitro and cyano are preferred. Here, the substituents methyl yl, methoxy, fluorine and chlorine are particularly preferred. ​

[0060] Substituted aminos such as mono-substituted amino or di-substituted amino mean, for example, radicals from the group of substituted amino radicals N-substituted by one or two identical or different radicals from the group of alkyl, hydroxy, amino, alkoxy, acyl and aryl, preferably N-mono- and N,N-dialkylamino, (for example, methylamino, ethylamino, N ,N-dimethylamino, N,N-diethylamino, N,N-di-n-propylamino, N ,N-diisopropylamino or N,N-dibutylamino), N-mono- or N,N-di alkoxyalkylamino groups (for example, N-methoxymethylamino, N-methoxyethyl amino, N,N-di(methoxymethyl)amino or N,N-di(methoxyethyl)amino ), N-mono- and N,N-diarylamino, for example, optionally substituted aniline , acylamino, N,N-diacylamino, N-alkyl-N-arylamino, N-a ryl-N-acylamino and saturated N-heterocycles, where alkyl radicals having 1 to 4 carbon atoms are preferred, aryl is preferably phenyl or substituted phenyl , and for acyl, the definition given further below, preferably (C1-C4)-alkanoyl is applicable. The same applies to substituted hydroxylamino or hydrazino.

[0061] Substituted aminos also include quaternary ammonium compounds ( salts) having four organic substituents on the nitrogen atom.

[0062] Optionally substituted phenyl is halogen, (C1-C4)alkyl, (C1-C4 )alkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4) alkoxy-(C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)ha loalkoxy, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1 -C4)alkylsulfinyl (C1-C4)haloalkylsulfinyl, (C1-C4 )alkylsulfonyl (C1-C4)haloalkylsulfonyl, cyano, isocyano and nitro, by the same or different radicals from the group of, preferably, unsubstituted or mono- or polysubstituted, preferably up to trisubstituted, preferably phenyl, for example, o-, m- and p -tolyl, dimethylphenyl, 2-, 3- and 4-chlorophenyl, 2-, 3- and 4- fluorophenyl, 2-, 3- and 4-trifluoromethyl- and 4-trichloromethyl phenyl, 2,4-, 3,5-, 2,5- and 2,3-dichlorophenyl, o-, m- and p-methoxyphenyl, 4-heptafluorophenyl.

[0063] Optionally substituted cycloalkyl is preferably halogen, cyano, (C1-C 4)alkyl, (C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4) alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)halo alkyl and (C1-C4)haloalkoxy, by the same or different radicals from the group of and in particular by 1 or 2 (C1-C4)alkyl radicals, unsubstituted or mono- or polysubstituted, preferably up to trisubstituted cycloalkyl.

[0064] The compounds of the present invention can occur in preferred embodiments. The individual embodiments described herein can be combined with each other. Contrary to the laws of nature and thus those skilled in the art with their expertise Combinations that would be excluded based on this are not included. For example, ring structures having three or more adjacent oxygen atoms are excluded.

[0065] Isomers Depending on the nature of the substituents, the compounds of formula (I) can be in the form of geometric isomers and / or optically active isomers or corresponding mixtures of isomers of different compositions. These stereoisomers are, for example, enantiomers, diastereomers, atropisomers or geometric isomers. Thus, the present invention encompasses both pure stereoisomers and any mixtures of these isomers.

[0066] Methods and uses The present invention also relates to a method for controlling animal pests, which comprises acting on the animal pests and / or their habitats with a compound of formula (I). The control of animal pests is preferably carried out in agriculture and forestry, as well as in material protection. Methods for surgical or therapeutic treatment of the human or animal body, and diagnostic methods carried out on the human or animal body are preferably excluded from this specification.

[0067] The present invention further relates to the use of a compound of formula (I) as a pesticidal agent, in particular as a crop protection agent.

[0068] In the context of the present application, the term "pesticidal agent" always includes the term "crop protection agent" in each case.

[0069] Compounds of formula (I) having good plant tolerance, favorable warm-blooded animal toxicity and good environmental compatibility are used to protect plants and plant organs from biotic and abiotic stress factors, to increase yields, to improve the quality of harvested materials, and in agriculture, horticulture, animal husbandry, hydrography ​ chemical, forest, garden and leisure facilities, protection of stored products and materials, and animals encountered in the sanitary sector are suitable for controlling pests, especially insects, arachnids, worms, especially nematodes, and molluscs present.

[0070] In the context of this patent application, the term "sanitation" is intended to prevent diseases, especially infectious diseases, protect the health of humans and animals, and / or protect the environment, and / or maintain cleanliness, and is understood to mean any means, procedure and practice that helps. According to the present invention, this includes, in particular, means for cleaning, disinfecting and sterilizing, for example, textile or hard surfaces, especially glass, wood, concrete, porcelain, ceramic, plastic or (one or more) metal surfaces, and means for ensuring that they are kept free of sanitary pests and / or their excreta. Preferably, surgical or therapeutic procedures applicable to the human or animal body, and diagnostic procedures performed on the human or animal body are excluded from the scope of the present invention in this regard.

[0071] Accordingly, the term "sanitary sector" encompasses all areas, technical fields and industrial applications where these sanitary means, procedures and practices are important with respect to sanitation, for example, in kitchens, bakeries, airports, bathrooms, pools, department stores, hotels, hospitals, stables, livestock, etc. Accordingly, the term "sanitary pest" is understood to mean one or more animal pests whose presence in the sanitary sector is problematic, especially for health reasons. Thus, the main aim is to avoid or minimize the presence of sanitary pests in the sanitary sector and / or exposure to them.

[0072] ​​​​​is achieved. This can be achieved, in particular, by the application of a pesticidal agent which can be used for both preventing infestation and combating already existing infestations. Preparations which avoid or reduce exposure to pests can also be used. Examples of sanitary pests include the organisms mentioned below. Thus, the term "hygiene protection" encompasses all actions for maintaining and / or

[0073] improving these hygiene means, procedures and practices. / or improving.

[0074] The compounds of formula (I) can preferably be used as pesticidal agents. They are active against both normally sensitive and resistant species and at all or some stages of development. The above pests include the following.

[0075] Pests of the phylum Arthropoda, in particular of the class Arachnida, such as species of the genus Acarus e.g. Acarus spp., such as Acarus siro, Aceria kuko, Aceria sheldoni, species of the genus Aculops, species of the genus Acarus e.g. Aculus fockeui, Aculus schlechtendali, species of the genus Amblyomma, Amphitetranychus viennensis, species of the genus Argas e.g. Argas spp., species of the genus Boophilus, Brevipalpus species of the genus Amblyomma, Amphitetranychus viennensis, species of the genus Argas e.g. Argas spp., species of the genus Boophilus, Brevipalpus spp., e.g. Boophilus spp., Brevipalpus spp., Species of Brevipalpus, e.g., Brevipalpus phoenicis Brevipalpus phoenicis, Bryobia graminum Bryobia graminum, Bryobia praetiosa Species of Centruroides, Chorioptes spp., Derm anyssus gallinae, Dermatophagoides pteronyssinus Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., e.g., Eotetranychus hicoriae, Epitrimerus pyri Eutetranychus spp., e.g., Eutetranychus banksi Eutetranychus hicoriae, Epitrimerus pyri Eutetranychus spp., e.g., Eutetranychus banksi Eutetranychus banksi, Eriophyes spp., e.g., Eriophyes pyri, Glycyphagus domesticus, Halotydeus destructor Eriophyes pyri, Glycyphagus domesticus, Halotydeus destructor, Hemitarsonemus spp., e.g., Hemitarsonemus latus (= Polyphagotarsonemus latus) Hemitarsonemus latus (= Polyphagotarsonemus latu s) Polyphagotarsonemus latus s)), Hyalomma spp., Ixode s spp., Latrodectus spp., Loxos celes spp., Neutrombicula autumnalis ( Neutrombicula autumnalis), Nupher sa spp., Oligonychus spp., for example, Oligonychus coffeae, Oligonychus coniferarum, Oligonychus ilicis, Oligonychus indicus (O ligonychus indicus), Oligonychus mangiferus (Oligo nychus mangiferus), Oligonychus pratensis (Oligony chus pratensis), Oligonychus punicae (Oligonychus punicae), Oligonychus yothersi (Oligonychus yother si), Ornithodorus spp., Ornithonyssus spp., Panonychus spp., for example, Panonychus citri ( = Metatetranychus citri), Panonychus ulmi (= Metatetranychus ulmi) (M etatetranychus ulmi), Phyllocoptruta oleivora (Phy yllocoptruta oleivora), llocoptruta oleivora), Platytetranychus multidigituli Platytetranychus multidigituli), Polyphagotarsonemus Polyphagotarsonemus latus), Psoroptes spp. Psoroptes spp.), Rhipicephalus spp. Rhipicephalus spp.), Rhizoglyphus spp.), Sarcoptes Sarcoptes spp.), Scorpio maurus Scorpio maurus), Steneotarsonemus spp. Steneotarsonemus spp.), Steneotarsonemus spincki Steneotarsonemus spincki), Tarsonemus spp.), e.g., Tarsonemus Tarsonemus confusus), Tarsonemus pallidus Tarsonemus pallidus), Tetranychus spp.), e.g., Tetranychus Tetranychus canadensis), Tetranychus cinnabarinus Tetranychus cinnabarinus), Tetranychus turkestani Tetranychus turkestani), Tetranychus urticae Tetranychus urticae), Trombicula alfreddugesi Trombicula alfreddugesi), Vaejovis spp.), Vasates lycopersici Vasates lycopersici); From the class Chilopoda, e.g., Geophilus spp. Geophilus spp. spp.), Scutigera spp.; Of the order Collembola or class Collembola, for example, Onychiurus armatus ; Sminthurus viridis ; Of the class Diplopoda, for example, Blaniulus guttulatus ; Of the class Insecta, for example, of the order Blattodea, for example , Blatta orientalis, Blattella asahinai , Blattella germanica, Leucophaea maderae , Loboptera decipiens , Neostylopyga rhombifolia , Panchlora spp., Parcoblatta spp. , Periplaneta spp., for example, Periplaneta americana , Periplaneta australasiae , Pycnoscelus surinamensis , Supella longipalpa ; Of the order Coleoptera, for example, Acalymma vittatum, Acanthoscelides obtectus ; ; ; the elided obtectus), Adoretus spp., Aethina tumida, Agelastica alni, Agrilus spp., for example, Agrilus planipennis, Agrilus coxalis, Agrilus bilineatus, Agrilus anxius, Agriotes spp., for example, Agriotes linneatus, Agriotes mancus, Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anomala dubia, Anoplophora spp., for example, Anoplophora glabripennis, Anthonomus spp., for example, Anthonomus grandis, Anthrenus spp., Apion spp., Apogonia spp., Athous haemorrhoidales, Atomaria ​​​​​​Species of Atomaria, e.g., Atomaria linearis, species of Attagenus, Baris caerulescens, Bruchidius obtectus, species of Bruchus, e.g., Bruchus pisorum, Bruchus rufimanus, species of Cassida, Cerotoma trifurcata, species of Ceutorrhynchus, e.g., Ceutorrhynchus assimilis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae, species of Chaetocnema, e.g., Chaetocnema confinis, Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus, species of Conoderus, species of Cosmopolites, e.g., Cosmopolites sordidus, Costelytra zealandica, species of Ctenicera, Crcuri ia linearis), species of Attagenus, Baris caerulescens ), Bruchidius obtectus, species of Bruchus (Bruchus spp.), e.g., Bruchus pisorum, Bruchus rufimanus, species of Cassida (Cassida spp.), Cerotoma trifurcata , species of Ceutorrhynchus (Ceutorrhynchus spp.), e.g., Ceutorrhynchus assimilis , Ceutorrhynchus quadridens, Ceutorrhynchus rapae, species of Chaetocnema (Chaetocnema spp.), e.g., Chaetocnema confinis , Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus , species of Conoderus, species of Cosmopolites (Cosmopolites spp.), e.g., Cosmopolites sordidus , Costelytra zealandica, species of Ctenicera (Ctenicera spp.), Cosmopolites sordidus , Costelytra zealandica, species of Ctenicera (Ctenicera spp.), Crcuri Genus Curculio spp., for example, Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes ferrugineus, Cryptolestes pusillus, Cryptorhynchus lapathi, Cryptorhynchus mangiferae, Cylindrocopturus spp., Cylindrocopturus adspersus, Cylindrocopturus furnissi, Dendroctonus spp., for example, Dendroctonus ponderosae, Dermestes spp., Diabrotica spp., for example, Diabrotica balteata, Diabrotica barberi, Diabrotica undecimpunctata howardi, Diabrotica undecimpunctata undecimpunctata io caryae), Curculio caryat rypes), Curculio obtusus), Curcul io sayi), Cryptolestes ferrugineus(C ryptolestes ferrugineus), Cryptolestes pusillus(C ryptolestes pusillus), Cryptorhynchus lapathi(Crypt orhynchus lapathi), Cryptorhynchus mangiferae(Cryp torhynchus mangiferae), Cylindrocopturus spp.(Cyli ndrocopturus spp.), Cylindrocopturus adspersus(Cy lindrocopturus adspersus), Cylindrocopturus furni ssi), Dendroctonus spp.( Dendroctonus spp.), for example, Dendroctonus ponderosae(D endroctonus ponderosae), Dermestes spp.(Dermest es spp.), Diabrotica spp.(Diabrotica spp.), for example, Di abrotica balteata), Diabrotica· barberi), Diabrotica undecimpunct ata·howardi(Diabrotica undecimpunctata howar di), Diabrotica undecimpunctata·undecimpunctata(Diabrot ica undecimpunctata undecimpunctata), Diabro tica virgifera virgifera (Diabrotica virgifera v irgifera), Diabrotica virgifera zeae (Diabrotica v irgifera zeae), Dichocrocis spp. ), Dicladispa armigera, Diloboderus spp. (Diloboderus spp.), Epicaerus spp. (Epicaerus spp.), Epilachna spp., for example, Epilach na borealis (Epilachna borealis), Epilachna varivestis (Epilachna varivestis), Epitrix spp. For example, Epitrix cucumeris ), Epitrix fuscula, Epitrix hirtipennis (Epitrix hirtipennis), Epitrix subcrinita (Epitrix subcrinita), Epitrix tuberis (Epitrix tuberis), Faustinus spp., Gibbium psylloides (Gibbium psylloides), Gnathocerus cornutus (Gnathocerus cornutus), Hellula undalis (Hellula undalis), Heteronychus arator (Heteronychus arator), Heteronyx spp., Hoplia argentea (Hoplia argentea), Hylamorpha elegans Caenorhabditis elegans), Hylotrupes bajulus s), Hypera postica, Hypomeces squamosus (Hypomeces squamosus), Hypothenemus spp.) For example, Hypothenemus hampei Hypothenemus ampei), Hypothenemus obscurus Hypothenemus obscurus), Hypothenemus pubescens , Lachnosterna consanguinea Lasioderma serricorne , Latheticus oryzae, Lathridius spp.) Lathridius spp.), Lema spp.), Leptinotarsa · decemlineata, Leucoptera spp.) For example, Leucoptera coffeella Leucoptera coffeella), Limonius ectypus Lissorhoptrus oryzophilus Listronotus spp .)(= Hyperodes spp., Lixus spp.) Lixus spp.), Luperodes spp.), Luperomorpha xanthodera Luperomorpha xanthodera), Lyctus spp.) Ctenus spp., Megacyllene spp., for example , Megacyllene robiniae, Megascelis spp., Melanotus spp p., for example, Melanotus longulus oregonensis , Meligetes aeneus, Melolontha spp , for example, Melolontha melolontha, Migdolus spp., Monochamus spp ., Naupactus xanthographus , Necrobia spp., Neogalerucella spp , Niptus hololeucus, Oryctes rhinoceros , Oryzaephilus surinamensis , Oryzaphagus oryzae, Otiorhynchus spp., for example, Otiorhynchus cribricollis , Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus , Otiorhynchus spp., for example, Otiorhynchus rugosostriarus, Otiorhynchus ·Otiorhynchus sulcatus, Oulema spp., e.g., Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga sp., e.g., Phyllophaga helleri, Phyllotreta spp., e.g., Phyllotreta armoraciae, Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnotrypes spp., Prostephanus truncatus, Psylliodes spp., e.g., Psylliodes affinis, Psylliodes chrysocephala, Psylliodes punctulata, Ptinus spp., Rhizobius ventralis, Rhizoperta dominica ema spp.), such as, Oulema melanopus s), Oulema oryzae, Oxycetonia jucunda Phaedon cochleariae don cochleariae), Phyllophaga sp p.), Phyllophaga helleri Phyllotreta spp.), such as, Phyllotreta armoraciae e), Phyllotreta pusilla llotreta pusilla), Phyllotreta ramosa ramosa), Phyllotreta striolata lata), Popillia japonica Premnotrypes spp.), Prostephanus truncatus s), Psylliodes spp iodes spp.), such as, Psylliodes affinis affinis), Psylliodes chrysocephala o cephala), Psylliodes punctulata lata), Ptinus spp.), Rhizobius ventralis hizobius ventralis), Rhizoperta dominica ha dominica), Rhynchophorus spp. ), Rhynchophorus ferrugine us), Rhynchophorus palmarum , Scolytus spp., for example, Scolytus multistri atus (Scolytus multistriatus), Sinoxylon perforans (Sinoxylon perforans), Sitophilus spp. , for example, Sitophilus granarius (Sitophilus gr anarius), Sitophilus linearis (Sitophilus linearis), Sitophilus oryzae, Sitophilus zeamais (Sitophilus zeamais), Sphoenophorus spp. , Stegobium paniceum , Sternechus spp., for example, S ternechus paludatus (Sternechus paludatus), Symphyletes spp., Tanymecus spp. , for example, Tanymecus dilatic ollis (Tanymecus dilaticollis), Tanymecus indicus, Tani mecus palliatus (Tanymecus palliatus), Tenebrio molitor (Tenebrio molitor), Tenebrioides mauretanicus (Ten ebrioides mauretanicus), Tribolium spp. um spp.), for example, Tribolium auda x), Tribolium castaneum, Tri bolium confusum, Trogoderma spp.( Trogoderma spp.), Tychius spp., Xy lotrechus spp., Zabrus spp.( Zabrus spp.), for example, Zabrus tenebrioi des); Of Dermaptera, for example, Anisolabis maritime (Anisolabis maritime), Forficula auricularia (Forficula auricularia), Labidura riparia ; Of Diptera, for example, Aedes spp., for exam ple, Aedes aegypti, Aedes albopictus (Aedes albopictus), Aedes sti cticus), Aedes vexans, Agromyza spp.( (Agromyza spp.), for example, Agromyza frontella (Agromyza frontella), Agromyza parvi cornis), Anastrepha spp., Anopheles spp.( Anopheles spp.), for example, Anopheles quadrimaculatus (Anopheles quadrimaculatus), Anopheles gambiae (Anopheles gambiae), Asphondyli a spp., Bactrocera spp., for example, Bactrocera cucurbitae, Bactrocera dorsalis, Bactrocera oleae, Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp., Chrysomya spp., Chrysops spp., Chrysopona pluvialis, Cochliomya spp., Contarinia spp., for example, Contarinia johnsoni, Contarinia nasturtii, Contarinia pyrivora, Contarinia scrulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Crecis spp. a spp.), Bactrocera spp., for example, Bac trocera cucurbitae, Bactrocera dorsalis, Bactrocera oleae (Bactrocera oleae), Bibio hort ulanus, Calliphora erythro cephala, Calliphora vicina, Cerati tis capitata, Chironomus spp., Chrysomya spp., Chry sops spp., Chrysozona pluvialis (Chrysozona pluvialis), Cochliomya spp. (Cochliomya spp.), Contarinia spp., for example, Contarinia jo hnsoni, Contarinia nasturtii, Contarinia pyrivora, Contarinia scrulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Crecis spp. hnsoni), Contarinia nasturtii, Contarinia pyrivora, Contarinia scrulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Crecis spp. nasturtii), Contarinia pyrivora, Contarinia scrulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Crecis spp. pyrivora), Contarinia scrulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Crecis spp. scrulzi), Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Crecis spp. (Contarinia sorghicola), Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Crecis spp. anthropophaga), Cricotopus sylvestris, Crecis spp. sylvestris), Crecis spp. (Culex spp.), for example, Culex pipien s, Culex quinquefasciat us, Culicoides spp., Culic iseta spp., Cuterebra spp., Dacus oleae, Dasineura spp. ), for example, Dasineura brassicae, De lia spp., for example, Delia ant iqua, Delia coarctata, Delia flo rilegga, Delia plat ura, Delia radicum, Dermatobia hominis (Dermatobia hominis), Drosophila spp. ), for example, Drosophila mela nogaster, Drosophila suzukii ), Echinocnemus spp., Euleia heraclei (Euleia heraclei), Fannia spp. , Gasterophilus spp., Glossina spp. (Glossina spp.), Haematopota spp. ), Hydrellia spp., Hydrellia glyceola Drellia griseola), species of the genus Hylemya (Hylemya spp.), species of the genus Hippobosca (Hippobosca spp.), species of the genus Hypoderma (Hypoder ma spp.), species of the genus Liriomyza (Liriomyza spp.), for example, Liriomy za brassicae (Liriomyza brassicae), Liriomyza huidobrensis (Liriomyza huidobrensis), Liriomyza sativae ( Liriomyza sativae), species of the genus Lucilia (Lucilia spp.), for example, Lucilia cuprina (Lucilia cuprina), species of the genus Lutzomyia (L utzomyia spp.), species of the genus Mansonia (Mansonia spp.), species of the genus Musca (Mus ca spp.), for example, Musca domestica (Musca domestica), Musca domestica vicina ( Musca domestica vicina), species of the genus Oestrus (Oestrus spp.), Oscinella frit (O scinella frit), species of the genus Paratanytarsus (Paratanytarsus spp.), Paralauterborniella subcincta (Paralauterborn iella subcincta), species of the genus Pegomya or Pegomyia (Pegomya or Pegomyia spp.), for example, Pegomya betae (Pegomya beta e), Pegomya hyoscyami (Pegomya hyoscyami), Pegomya rubivora ( Pegomya rubivora), species of the genus Phlebotomus (Phlebotomu s spp.), species of the genus Phorbia (Phorbia spp.), species of the genus Phormia (Phor mia spp.), Piophila casei (Piophila casei), Platyp s spp.), species of the genus Phorbia (Phorbia spp.), species of the genus Phormia (Phor mia spp.), Piophila casei (Piophila casei), Platyp Rare Platyparea poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp., for example, Rhagoletis cingulata, Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Prodiplosis spp., Psila rosae, Rhagoletis spp., for example, Rhagoletis cingulata, Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; sae), Rhagoletis spp., for example, Rhagoletis cingulata, Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Rhagoletis cingulata, Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; Hemiptera, for example, Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Asyrus (Acizzia acaciaebaileyanae), Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Asyrus Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Asyrus uncatoides, Acrida turrita, Asyrus Species of the genus Acyrthosipon, such as Acyrthosiphon pisum , species of the genus Acrogonia , species of the genus Aeneolamia , species of the genus Agonoscena , species of the genus Aleurocantsus , Aleyrodes proletella , Aleurolobus barodensis , Aleurothrixus floccosus , Allocaridara malayensis , species of the genus Amrasca, such as Amrasca bigutulla , Amrasca devastans , Anuraphis cardui , species of the genus Aonidiella, such as Aonidiella aurantii , Aonidiella citrina , Aonidiella inornata , Aphanostigma piri , species of the genus Aphis, such as Aphis citricola , Aphis craccivora , Aphis fabae , Aphis forbesi , Aphis glycines Aphis gossypii, Aphis hederae, Aphis illinoensis, Aphis middletoni, Aphis nasturtii, Aphis nerii, Aphis pomi, Aphis spiraecola Aphis viburniphila, Arboridia apicalis, Arytainilla spp., Aspidiella spp., Aspidiotus spp., e.g., Aspidiotus nerii, Atanus spp., Aulacorthum solani, Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysi, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., e.g., Cacopsylla pyricola ​​​​​​​​​cola), Calligypona marginata , Capulinia spp., Carneocephala fulgida Carneocephala fulgida), Ceratovacuna lanigera Ceratovacuna lanigera), Cercopidae, Ceroplastes spp., Caetosiphon fragaefolii Caetosiphon fragaefolii), Chionaspis tegalensis Chionaspis tegalensis), Chlorita onukii Chlorita onukii), Chondracris rosea, Chromaphis juglandicola , Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbila Cicadulina mbila), Coccomytilus halli Coccomytilus halli), Coccus spp., e.g., Coccus hesperidum, Coccus longulus Coccus longulus), Coccus pseudomagnoliarum Coccus pseudomagnoliarum), Coccus viridis Coccus viridis), Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dia ​ Dialeurodes chittendeni, Diale urodes citri, Diaphorina citri, Di aspis spp., Diuraphis spp., Doralis sp p., Drosicha spp., Dysaphis spp., fo r example, Dysaphis apiifolia, Dysap his plantaginea, Dysaphis tulipae, Dysmic occus spp., Empoasca spp . For example, Empoasca abrupta, Em poasca fabae, Empoasca maligna, Empoasca solana, Empoasca stevensi, Eriosoma spp . For example, Eriosoma americanum, Eri osoma lanigerum, Eriosoma pyricola, E rythroneura spp., Eucalyptolyma spp., Eu phyllura spp ​​​​pp.), Euscelis bilobatus, Ferris sia spp., Fiorinia sp p.), Furcaspis oceanica, Geoco ccus coffeae, Glycaspis spp. ycaspis spp.), Heteropsylla cubana ), Heteropsylla spinulosa ), Homalodisca coagulata, Hi alopterus arundinis, Hyalo pterus pruni, Icerya spp. ), for example, Icerya purchasi, I diocerus spp., Idioscopus spp. ), Laodelphax striatellus ), Lecanium spp., for example, Le canium corni (= Parthenolecanium corni ), Lepidosaphes spp. ), for example, Lepidosaph es ulmi, Lipaphis erysimi, Lho leucaspis japonica, Lyco rma delicatula, Macrosiphum spp. crosiphum spp.), for example, Macro siphum euphorbiae), Macrosiphu m lilii), Macrosiphum rosae, M acrosteles facifrons, Maha narva spp.), Melana phis sacchari), Metcalfiella s pp.), Metcalfa pruinosa, Metopo lophium dirhodum, Monellia costalis, Monelliopsis pecanis (Mo nelliopsis pecanis), Myzus spp.), for example, Myzus ascalonicus, Myzus cera (Myzus cerasi), Myzus ligustri , Myzus ornatus, Myzus persicae (Myzu s persicae), Myzus nicotianae , Nasonovia ribisnigri, Neomas kellia spp.), Nepho tettix spp.), for example, Nephote ttix cincticeps, Nephote Tettigoniella nigropictus), Nettigoniella spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxyops vitiosa, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., e.g., Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., e.g., Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., e.g., Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., e.g., Phylloxera devastatrix, Phylloxera notabilis calla spectra), Nilaparvata lugens gens), Oncometopia spp., Orthezia praelonga), Oxyops vitiosa chinensis), Pachypsylla spp., Parabemisia myricae, Paratrioza spp., e.g., Paratrioza cockerelli trioza cockerelli), Parlatoria spp., pp.), Pemphigus spp., e.g., Pemphigus bursarius), Pemphigus populivenae Pemphigus populivenae), Peregrinus maidis regrinus maidis), Perkinsiella spp., spp.), Phenacoccus spp., e.g., Phenacoccus na madeirensis), Phloeomyzus passerinii Phorodon humuli), Phylloxera spp., humuli), Phylloxera spp., ra spp., e.g., Phylloxera devastatrix devastatrix), Phylloxera notabilis tabilis), Pinnaspis aspid istrae), Planococcus spp., for example, Planococcus citri, Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., for example, Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp., for example, Psylla buxi, Psylla mali, Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., for example, Quadraspidiotus juglansregiae, Quadraspidiotus os Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp., for example, Psylla buxi, Psylla mali, Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., for example, Quadraspidiotus juglansregiae, Quadraspidiotus os Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., for example, Quadraspidiotus juglansregiae, Quadraspidiotus os (Pyrilla spp.), Quadraspidiotus spp., for example, Quadraspidiotus juglansregiae, Quadraspidiotus os raspidiotus juglansregiae, Quadraspidiotus os Quadraspidiotus ostreaeformis, Quadraspidiotus perniciosus, Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., e.g., Rhopalosi phum maidis, Rhopalosi phum oxyacanthae, Rhopalosi phum pad i, Rhopalosi phum rufiabdominale, Saissetia spp., e.g., Sa issetia coffeae, Saissetia miranda, Saissetia neglecta, Saissetia oleae, Scaphoideus titanus, Schizaphis graminum, Selenaspidus articulatus, Sipha flava, Sitobion avenae, Sogata spp., Sogatella furcifera, Sogatodes spp., Stictosep hus, Sitobion avenae, Sogata spp., Sogatella furcifera, Sogatodes spp., Stictosep hus, Stictocephala festina, Siphoninus phillyreae Tenalaphara malayensis, Tetragonocephala spp. Tinocallis caryaefoliae, Tomaspis spp. Toxoptera spp., e.g., Toxoptera aurantii, Toxoptera citricidus Trialeurodes vaporariorum, Trioza spp. e.g., Trioza diospyri, Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.; Heteroptera, e.g., Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Calocoris spp. Campylomma livida, Cavelerius spp., Cimex spp., e.g., Cimex lectularius, Cyrtopeltis spp., Dolycoris baccarum, Dysdercus spp., Euschistus spp., Eurygaster spp., Graphosoma lineatum, Halyomorpha halys, Halyomorpha mista, Homalogonia obtusa, Horcias nobilellus, Leptoglossus spp., Lygus spp., Lygaeus spp., Macropes excavatus, Megacopta cribraria, Melanoplus femurrubrum, Melanoplus sanguinipes, Nezara viridula, Oebalus pugnax, Oncopeltus fasciatus, Piesma quadrata, Piezodorus guildinii, Plautia stali, Poecilocapsus lineatus, Pseudacysta persea, Pseudatomoscelis seriatus, Rhopalus spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophara lurida, Thyanta perditor, Tibraca limbativentris, Triatoma spp., Triatoma infestans, Triatoma rubida, Triatoma sanguisuga, Triatoma sordida, Triatoma spinolai, Triatoma vitticeps, Triatoma dimidiata, Triatoma brasiliensis, Triatoma pallidipennis, Triatoma pseudomaculata, Triatoma sherlocki, Triatoma rubrovaria, Triatoma protracta, Triatoma gerstaeckeri, Triatoma recurva, Triatoma barberi, Triatoma microphthalma, Triatoma phyllosoma, Triatoma sordida, Triatoma spinolai, Triatoma vitticeps, Triatoma dimidiata, Triatoma brasiliensis, Triatoma pallidipennis, Triatoma pseudomaculata, Triatoma sherlocki, Triatoma rubrovaria, Triatoma protracta, Triatoma gerstaeckeri, Triatoma recurva, Triatoma barberi, Triatoma microphthalma, Triatoma phyllosoma, Triatoma sordida, Triatoma spinolai, Triatoma vitticeps, Triatoma dimidiata, Triatoma brasiliensis, Triatoma pallidipennis, Triatoma pseudomaculata, Triatoma sherlocki, Triatoma rubrovaria, Triatoma protracta, Triatoma gerstaeckeri, Triatoma recurva, For example, Cimex adjunctus, Cimex hemipterus, Cimex lectularius, Cim ex lectularius, Cimex pilosel lus, Collaria spp., Creontiades dilutus (Creontiades dilutus), Dasynus piperis (Dasynus piperis), Dichelops furcatus , Diconocoris hewetti, Dysdercus spp., Euschistus spp., for example, Euschistus heros , Euschistus servus, Euschistus tristigmus, Euschistus variolarius, Eurydema spp., Eurygaster spp. , Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus occidentalis (Leptoglossus occidentalis), Leptoglossus phyllopus Species of Lygocoris, e.g., Lygocoris pabulinus , species of Lygus, e.g , Lygus elisus, Lygus hesperus , Lygus lineolaris , Macropes excavatus, Megacopta cribraria , Miridae , Monalonion atratum, species of Nezara , e.g., Nezara viridula , species of Nysius, species of Oebalus , Pentomidae, Piezma quadrata , species of Piezodorus , e.g., Piezodorus guildinii , species of Psallus, Pseudacysta persea , species of Rhodnius, Sahlbergella singularis , Scaptocoris castanea , species of Scotinophora , Stephanitis nashi , species of Tibraca, species of Triatoma ; Of the order Hymenoptera, for example, species of the genus Acromyrmex, species of the genus Athalia, such as Athalia spp., species of the genus Atta, species of the genus Camponotus, species of the genus Dolicho vespula, species of the genus Diprion, such as Diprion similis, species of the genus Hoplocampa, such as Hoplocampa cookei, Hoplocampa testud inea, species of the genus Lasius, Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, species of the genus Paratrechina, species of the genus Paraves pula, species of the genus Plagiolepis, species of the genus Sirex, such as Sirex noctilio, Solenopsis invicta , species of the genus Tapinoma, Technomyrmex albipes, species of the genus Urocerus sp p., species of the genus Vespa, such as Vespa crabro, Wasmannia auropunctata ), species of the genus Tapinoma, Technomyrmex albipes (T echnomyrmex albipes), species of the genus Urocerus sp p., species of the genus Vespa, such as Vespa crabro), Wasmannia auropunctata ), species of the genus Urocerus sp p., species of the genus Vespa, such as Vespa crabro, Wasmannia auropunctata unctata), Xeris spp.; From the order Isopoda, for example, Armadil lidium vulgare, Oniscus asell us, Porcellio scaber; From the order Isoptera, for example, Coptotermes spp., such as Coptotermes f ormosanus, Cornitermes cum ulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obe si, Nasutitermes spp., Odontotermes spp., Porotermes spp., Reticulitermes spp., such as Reticulitermes flavi pes, Reticulitermes hespe rus; From the order Lepidoptera, for example, Achroia grisella, Acronicta major From the order Lepidoptera, for example, Adoxophyes spp., such as Adoxophyes orana, Aedia leucomelas From the order Lepidoptera, for example, Adoxophyes spp., such as Adoxophyes orana, Aedia leucomelas From the order Lepidoptera, for example, Achroia grisella, Acronicta major From the order Lepidoptera, for example, Adoxophyes spp., such as Adoxophyes orana, Aedia leucomelas rus; a leucomelas), species of the genus Agrotis (Agrotis spp.), for example, Agrotis segetum, Agrotis ipsilon, species of the genus Alabama (Alabama spp.), for example, Alabama argillacea, Amyelois transitella, species of the genus Anarsia (Anarsia spp.), species of the genus Anticarsia (Anticarsia spp.), for example, Anticarsia gemmatalis, species of the genus Argyroploce (Argyroploce spp.), species of the genus Autographa (Autographa spp.), Barathra brassicae, Blastodacna atra, Borbo cinnara, Buculatrix thurberiella, Bupalus piniarius, species of the genus Busseola (Busseola spp.), species of the genus Cacoecia (Cacoecia spp.), Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobia brumata, species of the genus Chilo (Chilo spp.), ​For example, Chilo plejadellus, Chilo suppressalis, Choristis pariana, Choristoneura spp., Chrysodeixis chalcites, Clysia ambiguella, Cnaphalocerus spp., Cnaphalocrocis medinalis, Cnephasisa spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., for example, Cydia nigricana, Cydia pomonella, Dalaca noctuides, Diaphania spp., Diapropsis spp., Diatraea saccharalis, Dioryctria spp., for example, Dioryctria zimmermani, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eldana saccharina Chilo suppressalis, Chor eutis pariana, Choristoneura s pp., Chrysodeixis chalcite s, Clysia ambiguella, Cnaphalo cerus spp., Cnaphalocrocis medinalis (Cnaphalocrocis medinalis), Cnephasisa spp., Conopomorpha spp. (Conopomorpha spp.), Conotrachelus spp. (Conotrachelus spp.), Copitarsia spp. (Copitarsia spp.), Cydia spp., for example, C ydia nigricana, Cydia pomonella (Cydia pomonella), Dalaca noctuides (Dalaca noctuides), Diaphania spp., Diapropsis spp. (Diapropsis spp.), Diatraea saccharalis (Diatraea saccharalis), Dioryctria spp., for example, Dioryctria zimmermani, Earias spp. (Earias spp.), Ecdytolopha aurantium (Ecdytolopha aurantium), Elasmopalpus lignosellus (Elasmopalpus lignosellus), Eldana saccharina ccharina), Ephestia spp., e.g., Ephestia elutella, Ephestia kuehniella, Epinotia spp., Epiphyas postvittana, Erannis spp., Erschoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., e.g., Euproctis chrysorrhoea, Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., e.g., Grapholita molesta, Grapholita prunivora, Hedylepta spp., Helicoverpa spp., e.g., Helicoverpa armigera, Helicoverpa zea, Heliothis spp., Grapholitha spp., e.g., Grapholita molesta, Grapholita prunivora, Hedylepta spp., Helicoverpa spp., e.g., Helicoverpa armigera, Helicoverpa zea, Heliothis spp., e.g., Helicoverpa armigera, Helicoverpa zea, Heliothis spp., zea, Heliothis spp., is spp., e.g., Heliothis virescens cens), Hepialus spp., Hepialus humilis (H epialus humuli), Hoffmannophila pseudospletera (Hofma nnophila pseudospretella, Homoeosoma species osoma spp., Homona spp., Hyponomeuta pade Hyponomeuta padella, Kakiboria flavofasciata (Ka kivoria flavofasciata), Lampides spp. spp.), Laphygma spp., Raspelesia mores Laspeyresia molesta, Leu cinodes orbonalis, Leucoptera spp. pp.), e.g., Leucoptera coffeela (Leucoptera coffeela la), Lithocolletis spp., e.g., Lithocolletis Lithocolletis blancardella, Lithophane antennata, Lobesia genus Species (Lobesia spp.), e.g. Lobesia botrana trana), Loxagrotis albicos ta), Lymantria spp., e.g., Lymantria spp. Lymantria dispar, Lyonetia species spp.), e.g., Lyonetia clerkella ), Malacosoma neustria, Maruca testulalis, Mamestra brassicae, Melanitis led a, Mocis spp., Monopis obviella, Mythimna separata, Ne mapogon cloacellus, Nymphula spp., Oiketicus spp. ), Omphisa spp., Operopht era spp., Oria spp., Orthaga a spp., Ostrinia spp., for example, Ostrinia nubilalis, Panolis flammea, Parnara spp., Pectinophora spp., for example, Pectinophora gossypiella, Perileucoptera spp., Phthorimaea spp., for example, Phthorimaea o perculella, Phyllocnistis citrella, Phyllonorycter spp. ), Pectinophora spp., for example, Pectinophora gossypiella, Perileucoptera spp., Phthorimaea spp., for example, Phthorimaea o perculella, Phyllocnistis citrella, Phyllonorycter spp. ), for example, Phthorimaea operculella, Phyllocnistis citrella, Phyllonorycter spp. ), for example, Phyllonorycter bl ancardella, Phyllonorycter crataegera er crataegella, Pieris spp., e.g. Pieris rapae, Platinota strutanana nota stultana, Plodia interpunctella erpunctella, Plusia spp., Plutella xylostella Rostella (Plutella xylostella) (= Plutella macripennis ( Plutella maculipennis), Podesia spp. pp.), e.g., Podesia syringae, Pla Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp. daletia spp., e.g. Pseudal etia unipuncta, Pseudopurusia includens lusia includens), Pyrausta nubilalis bilalis), Rachiplusia nu, Skoenobiu Schoenobius spp., e.g., Schoenobius bipunctifolius Schoenobius bipunctifer, Scirpophaga species rpophaga spp., e.g., Scirpophaga innotata aga innotata), Scotia segetum, Species of Sesamia, e.g., Sesamia inferens, species of Sparganothis spp., species of Spodoptera, e.g., Spodoptera eradiana, Spodoptera exigua, Spodoptera frugiperda, Spodoptera praefica, species of Stathmopoda, species of Stenoma, Stomopteryx subsecivella, species of Synanthedon, Tecia solanivora, species of Thaumetopoea, Thermesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, species of Tortrix, Trichophaga tapetzella, species of Trichoplusia, e.g., Trichoplusia ni, Tryporyza incertulas, Tuta absoluta species of Synanthedon, Tecia solanivora, species of Thaumetopoea, Thermesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, species of Tortrix, Trichophaga tapetzella, species of Trichoplusia, e.g., Trichoplusia ni, Tryporyza incertulas, absoluta), Virachola spp.; of the order Orthoptera or Saltatoria, such as, Acheta domesticus, Dichroplus spp ichroplus spp.), Gryllotalpa spp .), such as Gryllotalpa gryllot alpa), Hieroglyphus spp.), Locusta spp , such as Locusta migratoria , Melanoplus spp.), for example, Melanoplus devastator, Paratlanticus ussuriensi s), Schistocerca gregaria; s); of the order Phthiraptera, such as Damalin ia spp.), Haematopinus spp.), Linognathus spp , Pediculus spp.), Phylloxera vastatrix , Phthirus pubis, Trichodectes spp ; ); of the order Psocoptera, such as Lepinotus spp.), Liposcelis spp.); Of the order Siphonaptera, for example, species of the genus Cerato phyllus spp., species of the genus Ctenocephalide s spp., for example, Ctenocephalide s canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenops ylla cheopis); Of the order Thysanoptera, for example, Anaphothrips obscurus , Baliothrips biformis , Caetanaphothrips leeuweni , Drepanothrips reuteri , Enneothrips flavens , species of the genus Franklinie lla spp., for example, Frankliniella fusca, Frankliniella occidentalis, Franklinie lla schultzei, Frankiniel la tritici, Frankliniella vaccinii, Frankliniella williamsi), Haplothrips spp., He liothrips spp., Hercinothrips femoralis, Kak othrips, Rhipiphorothrips cruentatus, Scirtothrips sp p., Taeniothrips cardamomi, Thrips spp., e.g., Thrips palmi, Thri ps palmi, Thrips tabaci; p.), Taeniothrips cardamomi, Thrips spp., e.g., Thrips palmi, Thri ps palmi, Thrips tabaci; ps palmi, Thrips tabaci; Pests of Zygentoma(=Thysanura), e.g., Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus, Thermobia domesti ca); ca); ca); Pests of Symphyla, e.g., Scutigerella spp., e.g., Scutigerella lla spp., e.g., Scutigerella immaculata immaculata); Pests of Mollusca, e.g., pests of Bivalvi a), e.g., Dreissena spp.; and further pests of Gastropoda, e.g., Arion s pp., e.g., Arion ater rufus, Species of Biomphalaria, Bul inus spp., species of Deroceras, e.g., De roceras laeve, species of Galba sp p., species of Lymnaea, species of Onco melania, species of Pomacea, species of Succinea spp.; Plant pests of the phylum Nematoda (i.e., plant-parasitic nematodes), especially species of Aglenchus, e.g., Aglenchus agricola, species of Anguina s pp., e.g., Anguina tritici, species of Aphelenchoides spp., e.g., Aphelenchoides arachidis, Aphelenchoides fragariae, Belonolaimus spp ., e.g., Belonolaimus gracilis, Belonolaimus longicaudatus, Belonolaimus nortoni, Bursaphelenchus spp ., e.g., Bursaphelenchus cocophilus, Bursaphelenchus ; Species of Belonolaimus, e.g., Belonolaimus gracilis, Belonolaimus longicaudatus, Belonolaimus nortoni, Bursaphelenchus spp ., e.g., Bursaphelenchus cocophilus, Bursaphelenchus cocophilus, Bursaphelenchus cocophilus, Bursaphelenchus Bursaphelenchus eremus, Bursaphelenchus · xylophilus, Cacopa urus spp., e.g., Cacopaurus pestis (C acopaurus pestis), Criconemella spp. ., e.g., Criconemella curva ta, Criconemella onoensis , Criconemella ornata, Criconemella · rusium, Criconemella xenoplax (= Mesocriconema xenoplax s (Mesocriconema xenoplax)), Criconemoides spp. , e.g., Criconemoides ferniae (Cr iconemoides ferniae), Criconemoides onoense (Criconemoides onoense), Criconemoides ornatum , Ditylenchus sp p., e.g., Ditylenchus dipsaci , Dolichodorus spp., Globodera spp. , e.g., Globodera pallida (Globodera pallida), Globodera rostochiensis , Helicotylenchus spp., for example For example, Helicotylenchus dihyst era, Hemicriconemoides spp. , Hemicycliophora spp., Heterodera spp., for example, Heterodera avenae , Heterodera glycines , Heterodera schachtii , Hirschmaniella spp., Hoplolaimus spp., Longidorus spp. , for example, Longidorus africanus , Meloidogyne spp., for example, Melo idogyne chitwoodi, Meloidogyne fallax , Meloidogyne hapla, Meloidogyne incognita , Meloinema spp., Nacobbus spp. , Neotylenchus spp., Paralongidorus spp ., Paraphelenchus spp., Paratrichodorus spp., for example, Paratrichodorus , Paratrichodorus , Paratrichodorus ​​Paratrichodorus minor, Paratylenchus species ratylenchus spp., Pratylenchus spp. spp.), e.g., Pratylenchus penetrans (Pratylenchus p enetrans), Pseudohalenchus sp. p.), Psilenchus spp., Punctodera spp. unctodera spp., Quinisulcius spp. spp.), Radopholus spp., e.g., Radopholus Radopholus citrophilus, Radopholus citrophilus Milis (Radophorus similis), Rotyle spp. nchulus spp., Rotylenchus spp. , Scutellonema spp., Su banguina spp., Trichodorus spp. ), for example, Trichodorus obtusus, Trichodorus primitivus, Chile Tylenchorhynchus spp., e.g., Tylenchorhynchus Lynx annulatus (Tylenchorhynchus annulatus), Tylenchulus spp., e.g., Tylenchulus cicada Tylenchulus semipenetrans, Xyphinema Genus species (Xiphinema spp.), e.g., Xiph cinema index)

[0076] The compounds of formula (I) can be used as herbicides, toxicity mitigators, growth regulators or agents for improving plant characteristics, as fungicides or reproductive body pesticides, for example fungicides , antifungal agents, bactericides, virucides (including agents against viroids), or also as agents against MLO (mycoplasma-like organisms) and RLO (rickettsia-like organisms). If appropriate, they can also be used as intermediates or precursors for the synthesis of other active compounds.

[0077] Formulation / Use form The present invention further relates to formulations, in particular formulations for controlling unwanted animal pests. The formulations can be applied to animal pests and / or their habitats.

[0078] The formulations of the present invention can be provided to the end user in a "ready-to-use" form of use, i.e., the formulations can be applied directly to plants or seeds by means of a suitable device such as a spraying or spreading device. Alternatively, the formulations can be provided to the end user in the form of concentrates which preferably have to be diluted with water before use. Thus, unless otherwise specified, the term "formulation" means such a concentrate, while the term "form of use" means the end user in a "ready-to-use" solution, i.e., usually such a diluted formulation. The formulations of the present invention can be prepared in a conventional manner, for example by mixing the compounds of the present invention with one or more suitable auxiliaries as disclosed herein.

[0079] The formulations of the present invention can be prepared in a conventional manner, for example by mixing the compounds of the present invention with one or more suitable auxiliaries as disclosed herein. 1 or more suitable auxiliaries.

[0080] The formulation comprises at least one compound of the invention and at least one agriculturally suitable adjuvant , such as (one or more) carriers and / or (one or more) surfactants.

[0081] The carrier is generally an inert, solid or liquid, natural or synthetic, organic or inorganic substance . The carrier generally improves, for example, the application of the compound to plants, plant parts or seeds. Suitable Examples of solid carriers include, but are not limited to, ammonium salts, especially ammonium sulfate, ammonium phosphate and ammonium nitrate, natural rock powders such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite and diatomaceous earth, silica gel and natural rock powders such as microsilica, alumina and silicates. Examples of typically useful solid carriers for preparing granules include ground and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, synthetic granules of inorganic and organic powders and granules of organic materials, such as paper, sawdust, coconut shells, corn cobs and tobacco stems, but are not limited to these. Examples of suitable liquid carriers include, but are not limited to, water, organic solvents and combinations thereof. Examples of suitable solvents include, for example, aromatic and non-aromatic hydrocarbons (such as cyclohexane, paraffin, alkylbenzenes, xylenes, toluene, tetrahydronaphthalene, alkylnaphthalenes, chlorinated aromatic or chlorinated aliphatic hydrocarbons, such as chlorobenzene, chloroethylene or methylene chloride), alcohols and polyols (ethanol, propanol, butanol, benzyl alcohol, cyclohexanol or glycols which may be substituted, etherified and / or esterified as appropriate), ketones ​- such as acetone, methyl ethyl ketone, methyl isobutyl ketone, acetophenone, or cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, amides (such as dimethylformamide or fatty acid amides) and their esters lactams (such as N-alkylpyrrolidones, especially N-methylpyrrolidone) and lactones, sulfones and sulfoxides (such as dimethyl sulfoxide), plant or animal oils, nitriles (alkyl nitriles such as acetonitrile, propiononitrile, butyronitrile, etc., or aromatic nitriles such as benzonitrile), carbonic esters (cyclic carbonic esters such as ethylene carbonate, propylene carbonate, butylene carbonate, etc., or dialkyl carbonic esters such as dimethyl carbonate, diethyl carbonate, dipropyl carbonate, dibutyl carbonate, dioctyl carbonate, etc.), and classes of polar and non-polar organic chemicals can be mentioned. The carrier may also be a liquefied gas diluent, i.e., a liquid that is a gas under standard temperature and pressure, such as a hydrocarbon, butane, propane, nitrogen, and carbon dioxide, etc., which is an aerosol propellant.

[0082] Preferred solid carriers are selected from clay, talc, and silica.

[0083]

[0084] Preferred liquid carriers are selected from water, fatty acid amides and their esters, aromatic and non-aromatic hydrocarbons,

[0084] lactams, lactones, carbonic esters, ketones, (poly)ethers. The amount of the carrier is typically in the range of 1 to 99.99% by weight of the formulation, preferably 5 to 99.9% by weight, more preferably 10 to 99.5% by weight, and most preferably 20 to 99% by weight. ​

[0085] The liquid carrier is typically present in the range of 20 to 90% by weight, for example 30 to 80% by weight, of the formulation. It exists.

[0086] The solid carrier is typically present in the range of 0 to 50% by weight, preferably 5 to 45% by weight, for example 10 to 30% by weight.

[0087] When the formulation contains two or more carriers, the ranges outlined refer to the total amount of carriers.

[0088] Surfactants can be ionic (cationic or anionic), amphoteric or non-ionic surfactants, such as (one or more) ionic or non-ionic emulsifiers, (one or more) foaming agents, (one or more) dispersants, (one or more) wetting agents, (one or more) penetration enhancers and any mixtures thereof. Examples of suitable surfactants include, but are not limited to, salts of polyacrylic acid, ethoxylated poly(alpha-substituted) acrylate derivatives, salts of lignosulfonic acid (such as sodium lignosulfonate), salts of phenolsulfonic acid or naphthalenesulfonic acid, ethylene oxide and / or propylene oxide polycondensates with or without alcohols, fatty acids or fatty amines (for example, polyoxyethylene fatty acid esters such as castor oil ethoxylate, polyoxyethylene fatty alcohol ethers, such as alkylaryl polyglycol ethers), substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinic acid esters, taurine derivatives (preferably alkyltaurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols (fatty acid esters of glycerol, sorbitol or sucrose) . and / or propylene oxide (e.g., polyoxyethylene fatty acid esters such as castor oil ethoxylate, polyoxyethylene fatty alcohol ethers, such as alkylaryl polyglycol ethers), substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinic acid esters, taurine derivatives (preferably alkyltaurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols (fatty acid esters of glycerol, sorbitol or sucrose) and salts of sulfosuccinic acid esters, taurine derivatives (preferably alkyltaurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols (fatty acid esters of glycerol, sorbitol or sucrose) alkyltaurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols (fatty acid esters of glycerol, sorbitol or sucrose) such as fatty acid esters of glycerol, sorbitol or sucrose Sulfate (e.g., alkyl sulfate and alkyl ether sulfate), sulfonate (e.g., alkyl sulfonate, aryl sulfonate and alkylbenzene sulfonate), sulfonated polymer of naphthalene / formaldehyde, phosphate ester, protein hydrolyzate, lignosulfite waste liquor and methyl cellulose are exemplified. Any reference to salts in this paragraph preferably refers to the respective alkali salts, alkaline earth salts and ammonium salts. Sulfonate (e.g., alkyl sulfonate, aryl sulfonate and alkylbenzene sulfonate), sulfonated polymer of naphthalene / formaldehyde, phosphate ester, protein hydrolyzate, lignosulfite waste liquor and methyl cellulose are exemplified. Any reference to salts in this paragraph preferably refers to the respective alkali salts, alkaline earth salts and ammonium salts. Sulfonated polymer of naphthalene / formaldehyde, phosphate ester, protein hydrolyzate, lignosulfite waste liquor and methyl cellulose are exemplified. Any reference to salts in this paragraph preferably refers to the respective alkali salts, alkaline earth salts and ammonium salts. Phosphate ester, protein hydrolyzate, lignosulfite waste liquor and methyl cellulose are exemplified. Any reference to salts in this paragraph preferably refers to the respective alkali salts, alkaline earth salts and ammonium salts. Any reference to salts in this paragraph preferably refers to the respective alkali salts, alkaline earth salts and ammonium salts. Any reference to salts in this paragraph preferably refers to the respective alkali salts, alkaline earth salts and ammonium salts.

[0089] Preferred surfactants are ethoxylated poly(alpha-substituted) acrylate derivatives, polycondensates of ethylene oxide and / or propylene oxide with alcohols, polyoxyethylene fatty acid esters, alkylbenzene sulfonates, sulfonated polymers of naphthalene / formaldehyde, polyoxyethylene fatty acid esters such as castor oil ethoxylate, sodium lignosulfonate and arylphenol ethoxylate. Polycondensates of ethylene oxide and / or propylene oxide with alcohols, polyoxyethylene fatty acid esters, alkylbenzene sulfonates, sulfonated polymers of naphthalene / formaldehyde, polyoxyethylene fatty acid esters such as castor oil ethoxylate, sodium lignosulfonate and arylphenol ethoxylate. Polyoxyethylene fatty acid esters, alkylbenzene sulfonates, sulfonated polymers of naphthalene / formaldehyde, polyoxyethylene fatty acid esters such as castor oil ethoxylate, sodium lignosulfonate and arylphenol ethoxylate. Polyoxyethylene fatty acid esters such as castor oil ethoxylate, sodium lignosulfonate and arylphenol ethoxylate. Sodium lignosulfonate and arylphenol ethoxylate.

[0090] The amount of surfactant is typically in the range of 5 to 40% by weight, for example 10 to 20% by weight, of the formulation.

[0091] Further examples of suitable auxiliaries are water repellents, drying agents, binders (adhesives, tackifiers, fixatives such as carboxymethyl cellulose, natural and synthetic polymers in the form of powders, granules or latexes such as gum arabic, polyvinyl alcohol and polyvinyl acetate, natural Lipids such as cephalin and lecithin and synthetic phospholipids, polyvinylpyrrolidone and tyrosine), thickeners and secondary thickeners (e.g., cellulose ethers, acrylic acid derivatives, Natural and synthetic polymers in the form of powders, granules or latexes such as gum arabic, polyvinyl alcohol and polyvinyl acetate, natural Lipids such as cephalin and lecithin and synthetic phospholipids, polyvinylpyrrolidone and tyrosine), thickeners and secondary thickeners (e.g., cellulose ethers, acrylic acid derivatives, Cellulose ethers, acrylic acid derivatives, ​​Xanthan gum, modified clays, such as products available under the name Bentone, and fine powders (e.g., low-temperature stabilizers, preservatives (e.g., dichlorophen, benzylal cohol hemiformal, 1,2-benzisothiazolin-3-one, 2-methyl-4- isothiazolin-3-one), antioxidants, light stabilizers, especially UV stabilizers, or chemical and / or or other agents that improve physical stability), dyes or pigments (e.g., inorganic pigments such as iron oxide, titanium oxide, and Prussian blue; organic dyes such as alizarin, azo, and metal phthalocyanine dyes), defoamers (e.g., silicone defoamers and magnesium stearate ), antifreezing agents, stickers, gibberellins, and processing aids, mineral oils and vegetable oils, flavors, waxes, nutrients (including micronutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum, and zinc), protective colloids, thixotropic substances, penetrants, sequestering agents, and complexing agents.

[0092] The choice of adjuvant depends on the intended mode of application of the compounds of the invention and / or the physical properties of the (one or more) compounds. Furthermore, the adjuvant can be selected to impart specific properties (technical, physical, and / or biological properties) to the formulation or the use form prepared therefrom. The choice of adjuvant can make it possible to customize the formulation to specific requirements.

[0093] The formulation contains an insecticidal / acaricidal / nematicidal effective amount of the (one or more) compounds of the invention. The term "effective amount" represents an amount that is sufficient to control harmful insects / mites / nematodes on cultivated plants or in the protection of materials and that does not cause substantial damage to the treated plants. Such amounts can vary widely and depend on various factors such as the insect / acari / nematode species to be controlled, the cultivated plant or material, the climatic conditions and the specific compounds of the invention used . Usually, the formulations according to the invention contain from 0.01 to 99% by weight, preferably from 0.05 to 98% by weight, more preferably from 0.1 to 95% by weight, even more preferably from 0.5 to 90% by weight, most preferably from 1 to 80% by weight of the compounds of the invention. The formulations can contain two or more compounds of the invention. In such cases, the ranges outlined refer to the total amount of the compounds of the invention.

[0094] The formulations of the invention can be in the form of solutions (e.g. aqueous solutions), emulsions, water- and oil-based suspensions, powders (e.g. wettable powders, soluble powders), dusts, pastes, granules (e.g. soluble granules, spreading granules), suspoemulsion concentrates, natural or synthetic products impregnated with the compounds of the invention , fertilizers, and any conventional formulation type such as microencapsulation in polymeric substances . The compounds of the invention can be present in suspended, emulsified or dissolved form. Examples of specific suitable formulation types are solutions, aqueous formulations (e.g. SL, LS), dispersible concentrates (DC), suspensions and suspoemulsions (e.g. SC, OD, OF, FS), emulsions (e.g. EC), emulsifiable concentrates (e.g. EW, EO, ES, ME, SE), capsule suspensions (e.g. CS, ZC), pastes, baits, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), briquettes (e.g. BR, TB, DT), granules (e.g. WG, SG, GR, FG, GG, MG), pesticidal articles (e.g. LN ), and gel formulations (e.g. GW, GF) for treating plant propagation materials such as seeds . These and further formulation types are defined by the Food and Agriculture Organization of the United Nations (FAO) . exists. The summary is in "Catalogue of pesticide formulati on types and international coding system ", Technical Monograph No.2, 6th Ed. May 20 08, CropLife International.

[0095] Preferably, the formulation of the present invention is in the following forms, EC, SC, FS, SE, OD, WG, WP , CS, and more preferably one of the forms of EC, SC, OD, WG, CS.

[0096] Further details on the types of formulations and examples of their preparation are shown below. When two or more compounds of the present invention exist, the approximate amount of the compound of the present invention refers to the total amount of the compounds of the present invention. This is applied with the necessary modifications for any further components of the formulation, for two or more representatives of the above components, for example, wetting agents, binders, when present.

[0097] i) Water-soluble agents (SL, LS) 10 - 60% by weight of at least one compound of the present invention and 5 - 15% by weight of a surfactant (for example, a polycondensate of ethylene oxide and / or propylene oxide with an alcohol) are dissolved in water and / or a water-soluble solvent (for example, an alcohol such as propylene glycol or a carbonate such as propylene carbonate) in an amount such that the total amount is 100% by weight. Before application, the concentrate is diluted with water.

[0098] ii) Dispersible agents (DC) 5 - 25% by weight of at least one compound of the present invention and 1 - 10% by weight of a surfactant and / or a binder (for example, polyvinylpyrrolidone) in an amount such that the total amount is 100% by weight It is dissolved in an appropriate amount of an organic solvent (e.g., cyclohexanone). When diluted with water, a dispersion is obtained.

[0099] iii) Emulsion (EC) 15 - 70% by weight of at least one compound of the present invention and 5 - 10% by weight of a surfactant (e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate ) is dissolved in a water-insoluble organic solvent (e.g., aromatic hydrocarbon or fatty acid amide) in an amount such that the total amount is 100% by weight and, if necessary, an additional water-soluble solvent. When diluted with water, an emulsion is obtained.

[0100] iv) Emulsifiable concentrate (EW, EO, ES) 5 - 40% by weight of at least one compound of the present invention and 1 - 10% by weight of a surfactant ( e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate, or a polycondensate of ethylene oxide and / or propylene oxide with or without alcohol ) is dissolved in 20 - 40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon) . This mixture is added to water in an amount such that the total amount is 100% by weight by means of an emulsifying device. The resulting formulation is a homogeneous emulsion. Before application, the emulsion may be further diluted with water.

[0101] v) Suspension and suspending agent v - 1) Aqueous system (SC, FS) Using an appropriate grinding device, e.g., a stirred ball mill, 20 - 60% by weight of at least one compound of the present invention is mixed with 2 - 10% by weight of a surfactant (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1 - 2% by weight of a thickening agent (e.g., xanthan ​​​​Add santangum) and water, and grind to obtain a fine active substance suspension. 100% by weight Add water in an amount such that the total amount is reached. Dilution with water gives a stable suspension of the active substance For FS-type formulations, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.

[0102] v-2) Oil-based (OD, OF) In a suitable grinding device, e.g., a stirred ball mill, 20 - 60% by weight of at least one compound of the present invention is added with 2 - 10% by weight of a surfactant (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1 - 2% by weight of a thickener (e.g., modified clay, especially Bentone, or silica) and an organic carrier, and ground to obtain a fine active substance oil suspension. Add an organic carrier in an amount such that the total amount is 100% by weight. Dilution with water gives a stable dispersion of the active substance.

[0103] vi) Water-dispersible granules and water-soluble granules (WG, SG) 1 - 90% by weight, preferably 20 - 80% by weight, most preferably 50 - 80% by weight of at least one compound of the present invention is added with a surfactant (e.g., sodium lignosulfonate and sodium alkylnaphthalenesulfonate) and optionally a carrier material, finely ground, and converted into water-dispersible or water- soluble granules by applying typical techniques such as extrusion, spray drying, fluidized bed granulation, etc. The surfactant and the carrier material are used in amounts such that the total amount is 100% by weight. Dilution with water gives a stable dispersion or solution of the active substance.

[0104] vii) Water-dispersible powders and water-soluble powders (WP, SP, WS) 50 to 80% by weight of at least one compound of the present invention, 1 to 20% by weight of a surfactant (e.g., sodium lignosulfonate, sodium alkylnaphthylsulfonate) and a solid carrier such as silica gel is added in an amount such that the total amount is 100% by weight, and it is ground with a rotor-stator mill When diluted with water, a stable dispersion or solution of the active substance can be obtained .

[0105] viii) Gel agent (GW, GF) In a stirred ball mill, 5 to 25% by weight of at least one compound of the present invention, 3 to 10% by weight of a surfactant (e.g., sodium lignosulfonate), 1 to 5% by weight of a binder (e.g., carboxymethyl cellulose) and water are added in an amount such that the total amount is 100% by weight and ground. Thereby, a fine suspension of the active substance can be obtained. When diluted with water, a stable suspension of the active substance can be obtained .

[0106] ix) Microemulsion agent (ME) 5 to 20% by weight of at least one compound of the present invention is added to 5 to 30% by weight of an organic solvent blend (e.g., fatty acid dimethylamide and cyclohexanone), 10 to 25% by weight of a surfactant blend (e.g., polyoxyethylene fatty alcohol ether and arylphenol ethoxylate), and water in an amount such that the total amount is 100% by weight. This mixture is stirred for 1 hour to spontaneously form a thermodynamically stable microemulsion .

[0107] x) Microcapsule agent (CS) 5 to 50% by weight of at least one compound of the present invention, 0 to 40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), 2 to 15% by weight of an acrylic monomer (e.g., methyl meth An oil phase containing a tackifier, methacrylic acid, and a di- or triacrylate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase containing 5 to 50% by weight of at least one compound of the present invention, 0 to 40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and an isocyanate monomer (e.g., diphenylmethane-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol), thereby forming polyurea microcapsules. The addition of a polyamine (e.g., hexamethylenediamine) may be used, resulting in the formation of polyurea microcapsules. The monomers make up 1 to 10% by weight of the total CS formulation. xi) Dusts (DP, DS) At least one compound of the present invention in an amount of 1 to 10% by weight is finely ground and intimately mixed with a solid carrier, such as fine kaolin, in an amount such that the total amount is 100% by weight. xii) Granules (GR, FG) At least one compound of the present invention in an amount of 0.5 to 30% by weight is finely ground and associated with a solid carrier (e.g., silicate) in an amount such that the total amount is 100% by weight. xiii) Ultra-low volume liquids (UL) At least one compound of the present invention in an amount of 1 to 50% by weight is dissolved in an organic solvent, such as an aromatic hydrocarbon, in an amount such that the total amount is 100% by weight. Formulation types i) to xiii) contain 0.1 to 1% by weight of a preservative, 0.1 to 1% by weight of an antifoaming agent,

[0108] xi) Dusts (DP, DS) At least one compound of the present invention in an amount of 1 to 10% by weight is finely ground and intimately mixed with a solid carrier, such as fine kaolin, in an amount such that the total amount is 100% by weight. xii) Granules (GR, FG)

[0109] At least one compound of the present invention in an amount of 0.5 to 30% by weight is finely ground and associated with a solid carrier (e.g., silicate) in an amount such that the total amount is 100% by weight. xiii) Ultra-low volume liquids (UL) At least one compound of the present invention in an amount of 1 to 50% by weight is dissolved in an organic solvent, such as an aromatic hydrocarbon, in an amount such that the total amount is 100% by weight.

[0110] xiii) Ultra-low volume liquids (UL) At least one compound of the present invention in an amount of 1 to 50% by weight is dissolved in an organic solvent, such as an aromatic hydrocarbon, in an amount such that the total amount is 100% by weight. Formulation types i) to xiii) contain 0.1 to 1% by weight of a preservative, 0.1 to 1% by weight of an antifoaming agent,

[0111] Formulation types i) to xiii) contain 0.1 to 1% by weight of a preservative, 0.1 to 1% by weight of an antifoaming agent, It may contain 0.1 to 1% by weight of a dye and / or pigment, and further auxiliaries such as 5 to 10% by weight of an antifreeze agent.

[0112] mixture The compound of formula (I) may also be used as a mixture with one or more suitable fungicides, bactericides, acaricides, mollusc repellents, nematicides, insecticides, microbiological substances, beneficial species, herbicides, fertilizers, bird repellents, plant strengthening agents, sterilizing agents, toxicity alleviating agents, semiochemicals and / or plant growth regulators, thereby, for example, expanding the scope of action, extending the duration of action, increasing the rate of action, preventing repellence, or preventing the development of resistance. Furthermore, such combinations of active compounds can improve the resistance of plants to growth and / or abiotic factors such as high or low temperature, drought or high water content or soil salinity. It can improve flowering and fruiting performance, optimize germination ability and root development, promote harvest and improve yield, affect ripening, improve the quality and / or nutritional value of the harvested product, extend the shelf life, and / or improve the processability of the harvested product.

[0113] Furthermore, the compound of formula (I) can be present in a mixture with other active compounds or semiochemicals such as attractants and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers. Similarly, the compound of formula (I) can be used to improve plant characteristics such as, for example, the growth, yield and quality of harvested materials. In certain embodiments according to the invention, the compound of formula (I) is present in a use form prepared from these formulations in a formulation or a mixture with a further compound, preferably

[0114] the compounds described below. in a mixture with the compounds described below. is occurring.

[0115] If one of the compounds described below can occur in different tautomeric forms, in each case even if not explicitly mentioned, these forms are also included. Furthermore, all specified mixed partners may form salts with more suitable bases or acids, if their functional groups allow it. That is also possible.

[0116] Insecticide / acaricide / nematicide The active compounds specified herein by their common names are known, for example, from the Pesticide Manual, 16th Ed., British Crop Protection Council 2012, or can be found on the Internet (for example, http: / / www.alanwood.net / pesticides). The classification is based on the latest IRAC Mode of Action Classification Scheme at the time of filing of this patent application.

[0117] (1) Acetylcholinesterase (AChE) inhibitors, preferably selected from alanycarb, albufenacarb, benfuracarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, methomyl, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and xylylcarb; or acephate, azinphos-ethyl, azinphos-methyl, , Kazusa phos, chlor-ethoxy phos, chlorfenvinphos, chlor-methyphos, chlorpyr phos-methyl, coumaphos, cyanophos, dimethoate-S-methyl, diazinon, dichlor vos / DDVP, dichlorvos, dimethoate, dimethylvinphos, disulfoton, E PN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fen thion, fostiazate, heptenophos, imicyafos, isofenphos, O-(meth oxyaminothiophosphoryl) isopropyl salicylate, isoxathion, malathion, me carbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, ometh ate, oxydemeton-methyl, parathion-methyl, phenthoate, phorate, ph osalon, phosmet, phosphamidon, phoxim, pyrimiphos-methyl, profenofos , propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinolphos, st rophos, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thimet , triazophos, trichlorfon, and bamidothion selected organic phosphate .

[0118] (2) GABA-regulated chloride channel blocker, preferably chlordane and endosulfur ane selected cyclodiene-organochlorine; or ethiprole and fipronil selected phenylpyrazole (fipronil).

[0119] (3) Sodium channel modulator, preferably acrinathrin, allethrin, d -cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin , bioallethrin s-cyclopentenyl isomer, bioresmethrin, cycloprothrin Allethrin, transfluthrin, beta - cyfluthrin, cyhalothrin, lambda - cyhalothrin, gamma - cyhalothrin, permethrin, alpha - permethrin, beta - permethrin, theta - permethrin, zeta - permethrin, fenothrin [(1R)-threo isomer], deltamethrin, empenthrin [(EZ)-(1R) isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau - fluvalinate, halfenprox, imiprothrin, kadethrin, monofluoroethrin, permethrin, fenothrin [(1R)-trans isomer], prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R) isomer], tralomethrin, transfluthrin, a pyrethroid selected from the group consisting of allethrin, transfluthrin, beta - cyfluthrin, cyhalothrin, lambda - cyhalothrin, gamma - cyhalothrin, permethrin, alpha - permethrin, beta - permethrin, theta - permethrin, zeta - permethrin, fenothrin [(1R)-threo isomer], deltamethrin, empenthrin [(EZ)-(1R) isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau - fluvalinate, halfenprox, imiprothrin, kadethrin, monofluoroethrin, permethrin, fenothrin [(1R)-trans isomer], prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R) isomer], tralomethrin, transfluthrin, DDT or methoxychlor. meta - cyhalothrin, permethrin, alpha - permethrin, beta - permethrin theta - permethrin, zeta - permethrin, fenothrin [(1R)- threo isomer], deltamethrin, empenthrin [(EZ)-(1R) isomer], es fenvalerate, etofenprox, fenpropathrin, fenvalerate, f lucythrinate, flumethrin, tau - fluvalinate, halfenprox, imip rothrin, kadethrin, monofluoroethrin, permethrin, fenothrin [(1R)- trans isomer], prallethrin, pyrethrins (pyrethrum), resmethrin, silaflu ofen, tefluthrin, tetramethrin, tetramethrin [(1R) isomer], tralometh rin and transfluthrin, or DDT or methoxychlor.

[0120] (4) A nicotinic acetylcholine receptor (nAChR) competitive modulator, preferably acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam, a neonicotinoid selected from the group consisting thereof; or nicotine; or a sulfoximine selected from sulfoxaflor; or a butenolide selected from flupyradifurone; or a mesoionic compound selected from triflumizopyrim.

[0121] (5) A nicotinic acetylcholine receptor (nAChR) allosteric modulator ( site I), preferably spinosyns selected from spinetoram and spinosad.

[0122] ​​(6) Glutamate-regulated chloride channel (GluCl) allosteric modulators, preferably abamectin, emamectin benzoate, lepimectin and milbemectin selected from avermectin / milbemycin.

[0123] (7) Juvenile hormone mimics, preferably hydroprene, kinoprene and methoprene juvenile hormone analogs selected from, or fenoxycarb, or pyriproxyfen.

[0124] (8) Various non-specific (multi-site) inhibitors, preferably methyl bromide and other halogenated alkyls selected from alkyl halides; or chloropicrin; or sulfuryl fluoride ; or borax; or tartar emetic; or methyl isocyanate generating agents selected from diazomethane and metam .

[0125] (9) Chordotonal organ TRPV channel modulators, preferably pyridine azomethanes selected from pimetrozine and pyrifluquinazon, or pyriprole selected from afidopyropen ; or pyriprole.

[0126] (10) Mite growth inhibitors that affect CHS1, selected from clofentezine, hexythiazox, diflovidazin and etoxazole .

[0127] (11) Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai (Bacillus aizawai), Bacillus thuringiensis subspecies kurstaki (Bacillus thuringiensis subspecies kurst aki), Bacillus thuringiensis subspecies tenebrionis selected from, and a microbial disruptor of the insect midgut membrane, and a B.t. plant protein selected from Cry1Ab, Cry1Ac, Cry1 Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb and Cry34Ab1 / 35Ab1. (12) An inhibitor of mitochondrial ATP synthase, preferably an ATP disruptor selected from diafenthiuron, or an organotin compound selected from azocyclotin, cyhexatin and fenbutatin .

[0128] oxide, or propargite or tetradifon. (13) An uncoupler of oxidative phosphorylation through disruption of the proton gradient selected from chlorfenapyr, DNOC and sulfuryl fluoride. (14) A nicotinic acetylcholine receptor channel blocker selected from bensultap, cartap hydrochloride, thiram and thiosultap sodium.

[0129] (15) An inhibitor of chitin biosynthesis that affects CHS1, preferably bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron,

[0130] hexflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and (15) A nicotinic acetylcholine receptor channel blocker selected from bensultap, cartap hydrochloride, thiram and thiosultap sodium.

[0131] (15) An inhibitor of chitin biosynthesis that affects CHS1, preferably bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and Benzoyl ureas selected from triflumuron.

[0132] (16) Inhibitors of chitin biosynthesis, type 1, selected from buprofezin.

[0133] (17) Ecdysis disruptors (especially, namely for Diptera) selected from silafluofen.

[0134] (18) Ecdysone receptor agonists, preferably diacylhydrazines selected from chromafenozide, halofenozide, methoxyfenozide, toxyfenozide and tebufenozide.

[0135] (19) Octopamine receptor agonists selected from amitraz.

[0136] (20) Mitochondrial complex III electron transport inhibitors selected from hydramethylnon, acequinocyl, fluacrypyrim and biphenazate.

[0137] (21) Mitochondrial complex I electron transport inhibitors, preferably METI acaricides and insecticides selected from phenazakine, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad or rotenone (Derris).

[0138] (22) Voltage-dependent sodium channel blockers, preferably oxadiazines selected from indoxacarb or semicarbazones selected from metaflumizone.

[0139] (23) Inhibitors of acetyl-CoA carboxylase, preferably tetronic acid derivatives and tetramic acid derivatives selected from spirodiclofen, spirotetramat, spirobifen and spiropidion.

[0140] (24) Mitochondrial complex IV electron transport inhibitor, preferably aluminum phosphide, a phosphide selected from calcium phosphide, phosphine and zinc phosphide, or a cyanide selected from potassium cyanide, potassium cyanide and sodium cyanide.

[0141] (25) Mitochondrial complex II electron transport inhibitor, preferably a β-ketonitrile derivative selected from cyenopyrafen and diflumetofen, or a carboxanilide selected from piflubumide.

[0142] (28) Ryanodine receptor modulator, preferably a diamide selected from chlorantraniliprole, cyantraniliprole, cyclaniliprole, flubendiamide and tetraniliprole.

[0143] (29) A chordotonal organ modulator selected from flonicamid (having an unspecified target site).

[0144] (30) GABAergic chloride channel allosteric modulator, preferably a meta-diamide selected from broflanilide, or an isoxazole selected from flumetramide.

[0145] (31) Baculovirus, preferably a granulovirus (GV) selected from Cydia pomonella GV and Thaumatotibia leucotreta (GV), or a nucleopolyhedrovirus (NPV) selected from Anticarsia gemmatalis MNPV and Helicoverpa armigera NPV. ella) GV and Thaumatotibia le ucotreta) (GV), or an anti-car sia gemmatalis MNPV and helico selected from Helicoverpa armigera NPV. the nuclear polyhedrosis virus (NPV).

[0146] (32) Nicotinic acetylcholine receptor allosteric modulator (site II) selected from GS-omega / kappa HXTX-Hv1a peptide .

[0147] (33) Further active compounds selected from acinonapyr, afoxolaner, azadirachtin, benclothiaz, benzo[x]imidoate, benzpyrimoxan, bromopropylate, chinomethionat, chlorpropham, cryolite, cyclobutrifluram, cycloxaprid, cyetpyrafen, cyhalodiamide, cyproflanilide (CAS2375110-88-4), dichloromethozol, dicofol, dimpropyridaz, epsilon-methofluthrin, epsilon-momfluorothrin, flometokine, fluazaindolizine, fluciprole (CAS1771741-86-6), fluensulfone, flufenlim, fluoxastrobin, flupyradifurone, flupentixol, flupyram, flupyrimin, fluralaner, flufenerim, guazatine, heptafungicide, imidaclothiz, iprodione, isocycloseram, kappa-bifenthrin, kappa-tefluthrin, lambda-cyhalothrin, meperfluthrin, nicochloride (CAS1771741-86-6), oxazosulfyl, pyraconazole, pyridalyl, pyrifluquinazon, pyriminostrobin, sarolaner, spidoxamat, spirodiclofen, tetramethylfluthrin, tetrachlorantraniliprole, thiacloranil, thioxazafen, thiofluoximate, ticlopyrazoflor, iodomethane, and Bacillus f ​​​​​​​​​​​​​​Bacillus firmus (I-1582, Votivo) and azadirachtin (BioNeem)-based further preparations, and also the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine (known from WO 2006 / 043635) (CAS885026-50-6), 2-chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WO 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010 / 052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from EP 2647626) (CAS1440516-42-6), PF1364 (known from JP 2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from WO 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trif... and further the following compounds, 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2 ,4-triazol-5-amine (known from International Publication No. 2006 / 043635) (C AS885026-50-6), 2-chloro-N-[2-{1-[(2E)-3-(4- chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trif luoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3- ene-2-one (known from International Publication No. 2010052161) (CAS1225292 -17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF 1364 (known from JP2010 / 018586) (CAS1204776-60-2) 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3- ene-2-one (known from International Publication No. 2010052161) (CAS1225292 -17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF 1364 (known from JP2010 / 018586) (CAS1204776-60-2) , (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene] -1,1,1-trifluoro-propan-2-one (known from International Publication No. 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl )-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trif luoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3- ene-2-one (known from International Publication No. 2010052161) (CAS1225292 )-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-ene-2-one (known from International Publication No. 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from International Publication No. 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-ene-2-one (known from International Publication No. 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from International Publication No. 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-ene-2-one (known from International Publication No. 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from International Publication No. 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-ene-2-one (known from International Publication No. 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from International Publication No. 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-ene-2-one (known from International Publication No. 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from International Publication No. 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-ene-2-one (known from International Publication No. 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from International Publication No. 2013 / 144213) (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)phenyl]isonicotinamide (known from International Publication No. 2006 / 003494) (CAS872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-ene-2-one (known from International Publication No. 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (known from European Patent No. 2647626) (CAS1440516-42-6), PF1364 (known from JP2010 / 018586) (CAS1204776-60-2), (3E)-3-[1-[(6 (R)-2-(Chloromethyl)-1H-pyrazole-5-carboxamide (International Publication No. 2010 / 051 926)(CAS 1226889-14-0), 5-bromo-4-chloro-N-[4- chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2- pyridyl)pyrazole-3-carboxamide (known from CN103232431) (CA S1449220-44-3), 4-[5-(3,5-dichlorophenyl)-4,5-di hydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(c is-1-oxide-3-thietanyl)-benzamide, 4-[5-(3,5-dichloro phenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl] -2-methyl-N-(trans-1-oxide-3-thietanyl)-benzamide and 4 -[(5S)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoro methyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxide-3 -thietanyl)benzamide (known from International Publication No. 2013 / 050317A1) (C AS1332628-83-7), N-[3-chloro-1-(3-pyridinyl)-1H- pyrazole-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)s ulfinyl]-propanamide, (+)-N-[3-chloro-1-(3-pyridinyl)- 1H-pyrazole-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl yl)sulfinyl]-propanamide and (-)-N-[3-chloro-1-(3-pyridin yl)-1H-pyrazole-4-yl]-N-ethyl-3-[(3,3,3-trifluoro (propyl)sulfinyl]-propanamide (International Publication No. 2013 / 162715A2 No. 2013 / 162716A2, U.S. Patent Application Publication No. 2014 / 0213 Known from No. 448A1) (CAS1477923-37-7), 5-[[(2E)-3- Chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoro 4-[(trifluoromethyl)phenyl]-1H-pyrazo 3-carbonitrile (known from CN101337937A) (CAS110567 2-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino) Thioxomethyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole -5-Carboxamide, (Liudaibenjiaxuanan, CN1031098 Known from 16A) (CAS1232543-85-9); N-[4-chloro-2-[[( 1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chlorophenyl) 3-(fluoromethoxy)-1H-pyrazole-5-carboxylate Samid (known from WO 2012 / 034403A1) (CAS1268277- 22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4- Chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1 H-pyrazole-5-carboxamide (already disclosed in WO 2011 / 085575 A1) (CAS1233882-22-8), 4-[3-[2,6-dichloro-4-[(3 ,3-Dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methyl Toxo-6-(trifluoromethyl)-pyrimidine (known from CN101337940A) )(CAS 1108184-52-6); (2E)-and 2(Z)-2-[2-(4-thi anophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4 -(difluoromethoxy)phenyl]-hydrazinecarboxamide (known from CN1017157 74A) (CAS 1232543-85-9); 3-(2,2-dichloroethen yl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl-cycl opropanecarboxylic acid ester (known from CN103524422A) (CAS 1542 271-46-4), (4aS)-7-chloro-2,5-dihydro-2-[[(methoxy carbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]- indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid meth yl ester (known from CN102391261A) (CAS 1370358-69-2) 、6-deoxy-3-O-ethyl-2,4-di-O-methyl-, 1-[N-[4-[1- [4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H-1,2,4 -triazol-3-yl)phenyl]carbamate]-α-L-mannopyranose (known from US Patent Application Publication No. 2014 / 0275503A1) (CAS 1181213-1 4-8), 8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy) -3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3. 2.1]octane (CAS 1253850-56-4), (8-anti)-8-(2-s cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoro (6R,7S)-6-(2-Methoxymethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2.1]octane (CA S933798-27-7), (8S)-8-(2-Cyclopropylmethoxy-4- trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3- yl)-3-aza-bicyclo[3.2.1]octane (known from WO 2007 / 040280 A1, WO 2007 / 040282 A1) (CAS 934001-66 -8), N-[4-(Aminothioxomethyl)-2-methyl-6-[(methylamino)car bonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyra zole-5-carboxamide (known from CN 103265527 A) (CAS 14528 77-50-7), 3-(4-Chloro-2,6-dimethylphenyl)-8-methoxy-1 -methyl-1,8-diazaspiro[4.5]decane-2,4-dione (known from WO 201 4 / 187846 A1) (CAS 1638765-58-8), 3-(4-Ch loro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8- diazaspiro[4.5]dec-3-en-4-yl-ethyl carbonate (known from WO 2010 / 066780 A1, WO 2011 / 151146 A1) (C AS1229023-00-0), N-[1-(2,6-Difluorophenyl)-1H- pyrazol-3-yl]-2-(trifluoromethyl)benzamide (known from WO 201 4 / 053450 A1) (CAS 1594624-87-9), N-[2-( 2,6-Difluorophenyl)-2H-1,2,3-triazol-4-yl]-2-( trifluoromethyl)benzamide (known from WO 2014 / 053450 A1 )(CAS 1594637-65-6), N-[1-(3,5-difluoro-2-pyridinyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide (known from International Publication No. WO 2014 / 053450 A1) (CAS 1594626-19-3) , (3R)-3-(2-chloro-5-thiazolyl)-2,3-dihydro-8-methyl-5 ,7-dioxo-6-phenyl-5H-thiazolo[3,2-a]pyrimidinium betaine (International Publication No. WO 2018 / 177970 A1) (CAS 2246757-58-2), 3-( 2-chloro-5-thiazolyl)-2,3-dihydro-8-methyl-5,7-dioxo-6 -phenyl-5H-thiazolo[3,2-a]pyrimidinium betaine (known from International Publication No. WO 2018 / 177970 A1) (CAS 2246757-56-0), N-[3-chloro -1-(3-pyridinyl)-1H-pyrazol-4-yl]-2-(methylsulfonyl) -propanamide (known from International Publication No. WO 2019 / 236274 A1) (CAS 239 6747-83-2), N-[2-bromo-4-[1,2,2,2-tetrafluoro-1 -(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]-2-fluoro -3-[(4-fluorobenzoyl)amino]-benzamide (known from International Publication No. WO 2019 059412 A1) (CAS 1207977-87-4). - (trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]-2-fluoro -3-[(4-fluorobenzoyl)amino]-benzamide (known from International Publication No. WO 2019 059412 A1) (CAS 1207977-87-4).

[0148] Fungicide The active ingredients specified herein by common name are known, for example, as described in The Pest icide Manual (16th Ed., British Crop Protection Council) or can be searched on the Internet It is possible (e.g., www.alanwood.net / pesticides).

[0149] All specified fungicide mixing partners of classes (1) to (15) may form salts with appropriate bases or acids if their functional groups enable them to do so. All specified mixing partners of classes (1) to (15) may, where applicable, include tautomers.

[0150] 1) Inhibitors of ergosterol biosynthesis, for example, (1.001) cyproconazole, ( 1.002) difenoconazole, (1.003) epoxiconazole, (1.004) fenhexamid, (1.005) fenpropidin, (1.006) fenpropimorph , (1.007) fenpyrazamine, (1.008) fluquinconazole, (1.00 9) flutriafol, (1.010) imazalil, (1.011) imazalil sulfate, ( 1.012) ipconazole, (1.013) metconazole, (1.014) myclobutanil , (1.015) paclobutrazol, (1.016) prochloraz, (1.01 7) propiconazole, (1.018) prothioconazole, (1.019) pyrisoxazole , (1.020) spiroxamine, (1.021) tebuconazole, (1.022 ) tetraconazole, (1.023) triadimenol, (1.024) tridemorph, (1.025) triticonazole, (1.026)(1R,2S,5S)-5-(4-chloro benzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazole-1-ylmethyl)cyclopentanol, (1.027)(1S,2R,5R)- 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2 4-triazol-1-ylmethyl)cyclopentanol, (1.028)(1S,2R,5R)- ​​,4-triazol-1-ylmethyl)cyclopentanol, (1.028)(2R)- 2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl -1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.0 29)(2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichloro cyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2- ol, (1.030)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoro romethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan -2-ol, (1.031)(2S)-2-(1-chlorocyclopropyl)-4- (1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazole -1-yl)butan-2-ol, (1.032)(2S)-2-(1-chlorocycloprop yl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2, 4-triazol-1-yl)butan-2-ol, (1.033)(2S)-2-[4 -(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1 ,2,4-triazol-1-yl)propan-2-ol, (1.034)(R)- 3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1 ,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.035)( (S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl yl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.0 36)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl (pyridin-3-yl)(oxazol-4-yl)methanol, (1.0 37) 1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole, (1.0 38) 1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl )-1H-1,2,4-triazole, (1.0 39) 1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1 ,2,4-triazole-5-yl thiocyanate, (1.0 40) 1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxirane-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate , (1.0 41) 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxirane-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate , (1.0 42) 2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan- 4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1. 0 43) 2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2 ,4-triazole-3-thione, (1.0 44) 2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2 ,4-triazole-3-thione, (1.0 45) 2-[(2R,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2 2,4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4- yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.04 5)2-[(2R,4S,5S)-1-(2,4-Dichlorophenyl)-5-hydroxy -2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4 -triazole-3-thione, (1.046)2-[(2S,4R,5R)-1-(2, 4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl -2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.047) 2-[(2S,4R,5S)-1-(2,4-Dichlorophenyl)-5-hydroxy-2 ,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-t riazole-3-thione, (1.048)2-[(2S,4S,5R)-1-(2,4- Dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]- 2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.049)2- [(2S,4S,5S)-1-(2,4-Dichlorophenyl)-5-hydroxy-2,6 ,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-tri azole-3-thione, (1.050)2-[1-(2,4-Dichlorophenyl)-5-hi droxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1 ,2,4-triazole-3-thione, (1.051)2-[2-chloro-4-(2,4 -dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl )propan-2-ol, (1.052)2-[2-chloro-4-(4-chlorophenox (E)-phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol , (1.053) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl) phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.054) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl -1-(1H-1,2,4-triazol-1-yl)pentan-2-ol, ( 1.055) mefenoxazole, (1.056) 2-{[3-(2-chlorophenyl )-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2, 4-dihydro-3H-1,2,4-triazole-3-thione, (1.057) 2-{ rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl )-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole -3-thione, (1.058) 2-{[rel(2R,3S)-3-(2-chlorophenyl )-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2, 4-dihydro-3H-1,2,4-triazole-3-thione, (1.059) 5-(4 -chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-tri azole-1-ylmethyl)cyclopentanol, (1.060) 5-(allylsulf anyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl) oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.061) 5 -(allylsulfanyl)-1-{[rel(2R,3R)-3-(2-chlorophenyl )-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1, 1,2,4-triazole, (1.062)5-(allylsulfanyl)-1-{[rel( (2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ox ysilan-2-yl]methyl}-1H-1,2,4-triazole, (1.063)N’- (2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl sulfanyl}phenyl)-N-ethyl-N-methylimidohydroxamic acid, (1.0 64)N’-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy) phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidohydroxamic acid, ([[]] 1.065)N’-(2,5-dimethyl-4-{[3-(2,2,3,3-tetrafluoro propoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoh ydroxamic acid, (1.066)N’-(2,5-dimethyl-4-{[3-(pentafluoro ethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidohydroxamic acid, (1.067)N’-(2,5-dimethyl-4-{3-[(1,1,2,2-tetra fluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methyl imidohydroxamic acid, (1.068)N’-(2,5-dimethyl-4-{3-[(2,2 ,2-trifluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N- methylimidohydroxamic acid, (1.069)N’-(2,5-dimethyl-4-{3-[( 2,2,3,3-tetrafluoropropyl)sulfanyl]phenoxy}phenyl)-N -ethyl-N-methylimidohydroxamic acid, (1.070)N’-(2,5-dimethyl- 4-{3-[(Pentafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N- methylimidohydroxamic acid, (1.071) N’-(2,5-dimethyl-4- phenoxyphenyl)-N-ethyl-N-methylimidohydroxamic acid, (1.072) N ’-(4-{[3-(Difluoromethoxy)phenyl]sulfanyl}-2,5-dimethyl phenyl)-N-ethyl-N-methylimidohydroxamic acid, (1.073) N’-(4 -{3-[(Difluoromethyl)sulfanyl]phenoxy}-2,5-dimethylphenyl )-N-ethyl-N-methylimidohydroxamic acid, (1.074) N’-[5-bromo -6-(2,3-dihydro-1H-inden-2-yloxy)-2-methylpyridin- 3-yl]-N-ethyl-N-methylimidohydroxamic acid, (1.075) N’-{4- [(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylf enyl}-N-ethyl-N-methylimidohydroxamic acid, (1.076) N’-{5-b romo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpi ridine-3-yl}-N-ethyl-N-methylimidohydroxamic acid, (1.077) N’ -{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2 -methylpyridin-3-yl}-N-ethyl-N-methylimidohydroxamic acid, (1.0 78) N’-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy] -2-methylpyridin-3-yl}-N-ethyl-N-methylimidohydroxamic acid, (1 .079) N’-{5-bromo-6-[(trans-4-isopropylcyclohexyl) Oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidohydroformamide Do, (1.080) N’-{5-bromo-6-[1-(3,5-difluorophenyl) e Toxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidohydroformamide Do , (1.081) Iprofen trifluconazole, (1.082) 2-[4-(4-chloro Rophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-tri Azol-1-yl)propan-2-ol, (1.083) 2-[6-(4-bromo Phenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-tri Azol-1-yl)propan-2-ol, (1.084) 2-[6-(4-chlorof Enoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triaza Ol-1-yl)propan-2-ol, (1.085) 3-[2-(1-chlorocyclo Lopropyl)-3-(3-chloro-2-fluoro-phenyl)-2-hydroxy-prop L]imidazole-4-carbonitrile and (1.086) 4-[[6-[rac-(2 R)-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3 -(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyr Dyl]oxy]benzonitrile.

[0151] 2) Inhibitors of the respiratory chain in Complex I or Complex II, for example, (2.001) benzo Vinylflupyr, (2.002) Bixafen, (2.003) Boscalid, (2.00 4) Carboxin, (2.005) Fluopyram, (2.006) Flutolanil, (2. 007) Fluxapyroxad, (2.008) Flametpyr, (2.009) Isofetamid , (2.010) Isopyrazam (anti-epimeric enantiomer 1R,4S,9 S), (2.011) Isopyrazam (anti-epimeric enantiomer 1S,4R,9 R), (2.012) Isopyrazam (anti-epimeric racemic compound 1RS,4SR, 9SR), (2.013) Isopyrazam (syn-epimeric racemic compound 1RS,4SR ,9RS and mixture of anti-epimeric racemic compound (1RS,4SR,9SR), (2 .014) Isopyrazam (syn-epimeric enantiomer 1R,4S,9R), (2. 015) Isopyrazam (syn-epimeric enantiomer 1S,4R,9S), (2.0 16) Isopyrazam (syn-epimeric racemic compound 1RS,4SR,9RS), (2. 017) Penflufen, (2.018) Penthiopyrad, (2.019) Pydiflumetofen , (2.020) Pyraclostrobin, (2.021) Sedaxane, (2.022) 1 ,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden- 4-yl)-1H-pyrazole-4-carboxamide, (2.023) 1,3-dimethyl -N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4- yl]-1H-pyrazole-4-carboxamide, (2.024) 1,3-dimethyl-N -[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl -1H-pyrazole-4-carboxamide, (2.025) 1-methyl-3-(trif luoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H- pyrazole-4-carboxamide, (2.026) 2-fluoro-6-(trifluorometh -N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl )benzamide, (2.027) 3-(difluoromethyl)-1-methyl-N-(1,1 ,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole -4-carboxamide, (2.028) ipfencarbazone, (2.029) 3-(dif luoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dih ydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.0 30) fluindapyr, (2.031) 3-(difluoromethyl)-N-[(3R)-7 -fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl] -1-methyl-1H-pyrazole-4-carboxamide, (2.032) 3-(difluo romethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihyd ro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide , (2.033) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(tri fluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-a mine, (2.034) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclo propyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole- 4-carboxamide, (2.035) N-(2-tert-butyl-5-methylbenzyl )-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H -pyrazole-4-carboxamide, (2.036) N-(2-tert-butylbenzyl -N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1 H-pyrazole-4-carboxamide, (2.037) N-(5-chloro-2-ethylbe nzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl -1H-pyrazole-4-carboxamide, (2.038) N-(5-chloro-2-iso propylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 1-methyl-1H-pyrazole-4-carboxamide, (2.039) N-[(1R,4 S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaph thalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4- carboxamide, (2.040) N-[(1S,4R)-9-(dichloromethylene)-1 ,2,3,4-tetrahydro-1,4-methanonaphthalene-5-yl]-3-(difluoro romethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.041) N- [1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(dif luoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.042) N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3- (difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxa mide, (2.043) N-[3-chloro-2-fluoro-6-(trifluoromethyl)be nzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl -1H-pyrazole-4-carboxamide, (2.044) N-[5-chloro-2-(tr ifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- Fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045) N-cyclo propyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2- (trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (2.046) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-( 2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbox amide, (2.047) N-cyclopropyl-3-(difluoromethyl)-5-fluoro N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole -4-carboxamide, (2.048) N-cyclopropyl-3-(difluoromethyl) -5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole- 4-carbothioamide, (2.049) N-cyclopropyl-3-(difluoromethyl) -5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole- 4-carboxamide, (2.050) N-cyclopropyl-3-(difluoromethyl)- 5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide, (2.051) N-cyclopropyl-3-(difluoro romethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl -1H-pyrazole-4-carboxamide, (2.052) N-cyclopropyl-3- (difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1 -methyl-1H-pyrazole-4-carboxamide, (2.053) N-cyclopropyl -3-(Difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro -1-methyl-1H-pyrazole-4-carboxamide, (2.054) N-cyclopro pyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.055) N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(diflu oromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, ( 2.056) N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(diflu oromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, ( 2.057) Pyrapropoyne.

[0152] 3) Inhibitors of the respiratory chain in Complex III, for example, (3.001) Ametoctradin , (3.002) Amisulbrom, (3.003) Azoxystrobin, (3.004) Kresoxim-methyl, (3.005) Cumoxystrobin, (3.006) Cyazofamid , (3.007) Dimoxystrobin, (3.008) Enoxastrobin, (3. 009) Famoxadone, (3.010) Fenamidone, (3.011) Fluopicolide -strobin, (3.012) Fluoxastrobin, (3.013) Kresoxim-methyl -til, (3.014) Metominostrobin, (3.015) Orysastrobin, (3.0 16) Picoxystrobin, (3.017) Pyraclostrobin, (3.018) Pyramet -ostrobin, (3.019) Pyraoxystrobin, (3.020) Trifloxystro robin, (3.021) (2E)-2-{2-[({[(1E)-1-(3-{[(E) -1-Fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy )Methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.02 2)(2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl oxy}-2-(methoxyimino)-N,3-dimethylpenta-3-enamide, ([[]] 3.023)(2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl }-2-methoxy-N-methylacetamide, (3.024)(2S)-2-{2-[([[]] 2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetoa mid, (3.025)fenpicoxamid, (3.026)mandestrobin, (3.0 27)N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-formamide -2-hydroxybenzamide, (3.028)(2E,3Z)-5-{[1-(4-ch loro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methox yimino)-N,3-dimethylpenta-3-enamide, (3.029)methyl{5-[[[[]] 3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenz yl}carbamate, (3.030)methyltetraprole, (3.031)floripyco xamid.

[0153] 4)Inhibitors of mitosis and cell division, for example, (4.001)carbendazim, (4. 002)diethofencarb, (4.003)etaboxam, (4.004)fluopicol rid, (4.005)pencycuron, (4.006)thiabendazole, (4.007) thiophanate-methyl, (4.008)zoxamide, (4.009)3-chloro-4- (2,6-Difluorophenyl)-6-methyl-5-phenylpyridazine, (4.010 )3-Chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6 -methylpyridazine, (4.011)3-Chloro-5-(6-chloropyridin-3-yl )-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, (4.012 )4-(2-Bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)- 1,3-dimethyl-1H-pyrazole-5-amine, (4.013)4-(2-Bromo- 4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl -1H-pyrazole-5-amine, (4.014)4-(2-Bromo-4-fluorop henyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazole-5-a mine, (4.015)4-(2-Bromo-4-fluorophenyl)-N-(2-chloro- 6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.0 16)4-(2-Bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1, 3-dimethyl-1H-pyrazole-5-amine, (4.017)4-(2-Bromo-4- fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyraz ole-5-amine, (4.018)4-(2-Chloro-4-fluorophenyl)-N-( 2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, ([[]] 4.019)4-(2-Chloro-4-fluorophenyl)-N-(2-chloro-6-flu orophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.020)4 -(2-Chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dime thyl-1H-pyrazole-5-amine, (4.021) 4-(2-chloro-4-fluoro phenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5 -amine, (4.022) 4-(4-chlorophenyl)-5-(2,6-difluorophe nyl)-3,6-dimethylpyridazine, (4.023) N-(2-bromo-6-fluoro phenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-py razole-5-amine, (4.024) N-(2-bromophenyl)-4-(2-chloro -4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4. 025) N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-f luorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine.

[0154] 5) Compounds that may exhibit activity at multiple sites, for example, (5.001) Bordeaux mixture, (5.00 2) Captan, (5.003) Captan, (5.004) Chlorothalonil, (5. 005) Copper hydroxide, (5.006) Copper naphthenate, (5.007) Copper oxide, (5.008 ) Basic copper chloride, (5.009) Copper sulfate (2+), (5.010) Dithianon, (5.0 11) Dodine, (5.012) Folpet, (5.013) Mancozeb, (5.014) Ma nneb, (5.015) Methylam, (5.016) Methylam zinc, (5.017) Oxy ne copper, (5.018) Propineb, (5.019) Sulfur and sulfur agents, for example, polysulfide cal cium, (5.020) Thiram, (5.021) Dinneb, (5.022) Ziram, (5 .023) 6-Ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3’,4 ’:5,6][1,4]dithiino[2,3-c][1,2]thiazole-3-carbonitrile rile.

[0155] 6) Compounds capable of inducing host defense, for example, (6.001) acibenzolar-S-methyl, (6.002) isothianyl, (6.003) probenazole, (6.004) thiazinyl.

[0156] 7) Inhibitors of amino acid and / or protein biosynthesis, for example, (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloride hydrate, (7.004) oxytetracycline, (7.005) pyrimethanil, (7.006) 3-(5-Fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin- 1-yl)quinoline.

[0157] 8) ATP production inhibitors, for example, (8.001) silthiopham.

[0158] 9) Cell wall synthesis inhibitors, for example, (9.001) benalaxyl, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprobenalaxyl, (9.0 05) mandipropamid, (9.006) pyrimorph, (9.0 07) valifenalate, (9.008) (2E)-3-(4-tert-butylphenyl yl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop- 2-en-1-one, (9.009) (2Z)-3-(4-tert-butylphenyl) -3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2- En-1-on.

[0159] 10) Inhibitors of lipid and membrane synthesis, for example, (10.001) propamocarb, (10 .002) propamocarb hydrochloride, (10.003) tolclofos-methyl.

[0160] 11) Melanin biosynthesis inhibitors, for example, (11.001) tricyclazole, (11. 002) 2,2,2-trifluoroethyl {3-methyl-1-[(4-methylbenzoyl ) amino]butan-2-yl} carbamate.

[0161] 12) Nucleic acid synthesis inhibitors, for example, (12.001) benalaxyl, (12. benalaxyl-M (kiralaxyl), (12.003) metalaxyl, (12.004) me talaxyl-M (mefenoxam).

[0162] 13) Signal transduction inhibitors, for example, (13.001) fluazinam, (13.0 02) iprodione, (13.003) procymidone, (13.004) proquinazid, (13.005) quinoxyfen, (13.006) vinclozolin.

[0163] 14) Compounds that can act as uncouplers, for example, (14.001) fluazinam, ( 14.002) meptyldinocap.

[0164] 15) Further fungicides are selected from the group consisting of the following. (15.001) ab scisic acid, (15.002) benzthiazole, (15.003) benthoxazin, (15. 004) capsimycin, (15.005) carvone, (15.006) quinomethionate th, (15.007) kuffraneb, (15.008) difenoconazole, (15.009 )Simoxanil, (15.010)Cipro-sulfamide, (15.011)Flutianil , (15.012)Hosetyl-aluminum, (15.013)Hosetyl-calcium, (15.014)Hosetyl-sodium, (15.015)Methyl isothiocyanate, (15.016)Metrafenone, (15.017)Miljomicin, (15.018 )Natamycin, (15.019)Nickel dimethyldithiocarbamate, (15.02 0)Nitrothal-isopropyl, (15.021)Oxamocarb, (15.022) Oxathiapiprolin, (15.023)Oxyfenthiin, (15.024)Penta chlorophenol and salts, (15.025)Phosphoric acid and its salts, (15.026)Propa mocarb-hosetylate, (15.027)Pyriofenone (Clazafenone), (15 .028)Tebufenozide, (15.029)Technofthal am (15.030)Torinifa nid, (15.031)1-(4-{4-[(5R)-5-(2,6-difluorophen yl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2 -yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1 H-pyrazol-1-yl]ethanone, (15.032)1-(4-{4-[(5S)- 5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3- yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl- 3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, (15.033 )2-(6-benzylpyridin-2-yl)quinazoline, (15.034)Dipimetitro ne, (15.035)2-[3,5-bis(difluoromethyl)-1H-pyrazol-1 -yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl -4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2 -yl)piperidin-1-yl]ethanone, (15.036) 2-[3,5-bis(dif luoromethyl)-1H-pyrazol-1-yl]-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)piperidin-1-yl]eth anone, (15.037) 2-[3,5-bis(difluoromethyl)-1H-pyrazole -1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1- yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1, 3-thiazol-2-yl)piperazin-1-yl]ethanone, (15.038) 2- 6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinaz oline, (15.039) 2-{(5R)-3-[2-(1-{[3,5-bis(dif luoromethyl)-1H-pyrazole-1-yl]acetyl}piperidin-4-yl)-1,3 -thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3 -chlorophenylmethanesulfonate, (15.040) 2-{(5S)-3-[2-( 1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1-yl]acetyl} piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2 -oxazol-5-yl}-3-chlorophenylmethanesulfonate, (15.041 )Ipfulfenokin, (15.042) 2-{2-Fluoro-6-[(8-fluoro- 2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol, (15.0 43) Fluoxapiprolin, (15.044) 2-{3-[2-(1-{[3,5-bis (difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazole-5 -yl}phenylmethanesulfonate, (15.045) 2-phenylphenol and its salts, (15.046) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4- dihydroisoquinolin-1-yl)quinoline, (15.047) Quinophos, (15. 048) 4-Amino-5-fluoropyrimidin-2-ol (tautomeric form: 4-amino -5-fluoropyrimidin-2(1H)-one), (15.049) 4-oxo-4- (2-phenylethyl)amino]butyric acid, (15.050) 5-amino-1,3,4-thia diazole-2-thiol, (15.051) 5-chloro-N'-phenyl-N'-(prop -2-yn-1-yl)thiophene-2-sulfonohydrazide, (15.052) 5 -fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, (15 .053) 5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine n, (15.054) 9-fluoro-2,2-dimethyl-5-(quinolin-3-yl)- 2,3-dihydro-1,4-benzoxazepine, (15.055) But-3-yn-1 -yl{6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl yl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (15. (2Z)-Ethyl 3-amino-2-cyano-3-phenylacrylate, (15. (15.057)Phenazine-1-carboxylic acid, (15.058)Propyl 3,4,5-trihydroxybenzoate (15.059)Quinolin-8-ol, (15.060)Quinolin-8-ol sulfate (2:1), (15.061){6-[({[(1-Methyl-1 H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin -2-yl}carbamic acid tert-butyl, (15.062)5-Fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyr (15.063)Aminopyrifen, (15.064)(N ’-[2-Chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl -N-methylformimidamide), (15.065)(N’-(2-Chloro-5-meth yl-4-phenoxyphenyl)-N-ethyl-N-methylimid-formamide), ([[]] (15.066)(2-{2-[(7,8-Difluoro-2-methylquinolin-3-yl) oxy]-6-fluorophenyl}propan-2-ol), (15.067)(5-Br (1-(5,6-Dimethylpyridin-3-yl)-3,3-dimethyl-3,4-dih droisoquinoline), (15.068)(3-(4,4-Difluoro-5,5-dimethyl -4,5-dihydrothieno[2,3-c]pyridin-7-yl)quinoline), (15.0 (1-(4,5-Dimethyl-1H-benzimidazol-1-yl)-4,4-di fluoro-3,3-dimethyl-3,4-dihydroisoquinoline), (15.070)8- (15.069)(1-(4,5-Dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline), (15.070)8- (1-(4,5-Dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline), (15.070)8- Fluoro-3-(5-fluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1 -yl)quinolone, (15.071) 8-fluoro-3-(5-fluoro-3,3,4, 4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinolone, (15.07 2) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1 -yl)-8-fluoroquinoline, (15.073) (N-methyl-N-phenyl-4- [5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide , (15.074) (methyl {4-[5-(trifluoromethyl)-1,2,4-oxa diazol-3-yl]phenyl}carbamate), (15.075) (N-{4- [5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl} -cyclopropane-carboxamide), (15.076) N-methyl-4-(5-(tri fluoromethyl)-1,2,4-oxadiazol-3-yl]-benzamide, (15 .077) N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl) -1,2,4-oxadiazol-3-yl]benzamide, (15.078) N-[( Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxa diazol-3-yl]benzamide, (15.079) N-[4-[5-(triflu oromethyl)-1,2,4-oxadiazol-3-yl]phenyl]-cyclopropane -carboxamide, (15.080) N-(2-fluorophenyl)-4-[5-(tri fluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15. 081) 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)- [[4-[5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide, (15.082) N-Allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]methyl]acetamide, (15.083) N-[(E)-N-methoxy-C-methyl-carboximidoyl]-4-[5-(trifluoromethyl)-1, 2,4-oxadiazol-3-yl]benzamide, (15.084) N-[(Z)- N-methoxy-C-methyl-carboximidoyl]-4-[5-(trifluoromethyl )-1,2,4-oxadiazol-3-yl]benzamide, (15.085) N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3 -yl]phenyl]methyl]-propanamide, (15.086) 4,4-dimethyl- 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl phenyl]methyl]-pyrrolidin-2-one, (15.087) N-methyl-4-[5 -(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-benzene-carbo thioamide, (15.088) 5-methyl-1-[[4-[5-(trifluoromethyl )-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one , (15.089) N-((2,3-difluoro-4-[5-(trifluoromethyl) -1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trif luoro-propanamide, (15.090) 1-methoxy-1-methyl-3-[[4- 5-(trifluoromethyl}-1,2,4-oxadiazol-3-yl]phenyl]methyl , (15.091) 5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]meth Thiourea, (15.091) 1,1 - Diethyl - 3 - [[4 - [5 - (trifluoromethyl) - 1,2,4 - oxadiazol - 3 - yl]phenyl]methyl]urea, (15. 092) N - [[4 - [5 - (trifluoromethyl) - 1,2,4 - oxadiazol - 3 - yl]phen - yl]methyl]propanamide, (15.093) N - Methoxy - N - [[4 - [5 - (trifluoromethyl) - 1,2,4 - oxadiazol - 3 - yl phenyl]methyl]cyclopropanecarboxamide, (15.094) 1 - Methoxy - 3 - methyl - 1 - [[4 - [5 - (trifluoromethyl) - 1,2,4 - oxadiazol - 3 - yl]phenyl]methyl]urea, (15.095) N - Methoxy - N - [[4 - [5 - (trifluoromethyl) - 1,2,4 - oxadiazol - 3 - yl]phenyl] - methyl) - cyclopropanecarboxamide, (15.096) N,2 - Dimethoxy - N - [[4 - [5 - (trifluoromethyl}- 1,2,4 - oxadiazol - 3 - yl] phenyl]methyl] - propanamide, (15.097) N - Ethyl - 2 - methyl - N - [[4 - [5 - (trifluoromethyl) - 1,2,4 - oxadiazol - 3 - yl)f e nyl]methyl]propanamide, (15.098) 1 - Methoxy - 3 - methyl - 1 - 4 - [5 - (trifluoromethyl) - 1,2,4 - oxadiazol - 3 - yl]pheni l]methyl] - urea, (15.099) 1,3 - Dimethoxy - 1 - [[4 - [5 - (tri fluoromethyl) - 1,2,4 - oxadiazol - 3 - yl]phenyl]methyl]urea 、(15.100) 3 - Ethyl - 1 - Methoxy - 1 - [[4 - [5 - (trifluoromethyl Ru)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.1 01) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3 -yl]phenyl]methyl]piperidin-2-one, (15.102) 4,4-dimethyl -2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl phenyl]methyl]isoxazolidin-3-one, (15.103) 5,5-dime thyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3 -yl]phenyl]methyl]isoxazolidin-3-one, (15.104) 3,3- dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole -3-yl]-phenyl]methyl]-piperidin-2-one, (15.105) 1- 3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazole-3 -yl]-phenyl]methyl]-azepan-2-one, (15.106) 4,4-dime thyl-2-[[4-(5-(trifluoromethyl)-1,2,4-oxadiazole-3- yl]-phenyl]-methyl]isoxazolidin-3-one, (15.107) 5,5 -dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole -3-yl]phenyl]methyl]isoxazolidin-3-one, (15.108) eth yl (1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3- yl]benzyl}-1H-pyrazol-4-yl) acetate, (15.109) N,N -dimethyl-1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazole -3-yl]benzyl}-1H-1,2,4-triazole-3-amine and (15.1 10) N-{2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}butanamide.

[0165] Biological pest control agents as a mixture component The compounds of formula (I) can be combined with biological pest control agents.

[0166] Biological pest control agents include, in particular, bacteria, fungi, yeasts, plant extracts, and products formed by microorganisms, including proteins and secondary metabolites.

[0167] Biological pest control agents include bacteria such as spore-forming bacteria, root-colonizing bacteria, and bacteria that act as biological insecticides, fungicides or nematicides.

[0168] Examples of the above bacteria that are used or can be used as biological pest control agents are as follows follows.

[0169] Bacillus amyloliquefaciens strain FZB42 (DSM 231179), or Bacillus cereus, in particular, Bacillus cereus strain CN CM I-1562, or Bacillus firmus strain I-1582 (deposit number CNCM I-1582), or Bacillus pumilus in particular, strain GB34 (deposit number ATCC 700814 ) and strain QST2808 (deposit number NRRL B-30087), or Bacillus subtilis in particular, strain GB03 (deposit number ATCC ) and strain QST2808 (deposit number NRRL B-30087), or Bacillus subtilis in particular, strain GB03 (deposit number ATCC SD-1397), or Bacillus subtili s strain QST713 (deposit number NRRL B-21661), or Bacillus subtili s strain OST 30002 (deposit number NRRL B-50421), Bacillus thuringi ensis, in particular, Bacillus thuringiensis subspecies israelensis (B.th uringiensis subspecies israelensis) (serotype H -14) strain AM65-52 (deposit number ATCC 1276), or Bacillus thuringi ensis subspecies aizawai (B.thuringiensis subsp.aiza wai), in particular, strain ABTS-1857 (SD-1372), or Bacillus thuringi ensis subspecies kurstaki (B.thuringiensis subsp.kurs taki) strain HD-1, or Bacillus thuringiensis subspecies tenebrionis (B .thuringiensis subsp.tenebrionis) strain NB 176 (SD-5428), Pasteuria penetr ans, Pasteuria spp. (Rotylenchulus reni formis nematode)-PR3 (deposit number ATCC SD-5834), Streptomyces microflavus strain AQ6121 (=QRD 31.013, NR RL B-50550), Streptomyces galbus strain AQ 6047 (deposit number NRRL 30232).

[0170] Examples of fungi and yeasts that are used or can be used as biological pest control agents are as follows. As follows.

[0171] Beauveria bassiana, in particular, strain ATC C 74040, Coniothyrium minit ans, in particular, strain CON / M / 91-8 (deposit number DSM-9660), Lecanicillium spp., in particular, strain HRO LEC 12, Lecanicillium lecanii (formerly known as Verticillium lecanii) ), in particular, strain KV01, Metarhizium anisopliae, in particular, strain F52 (DSM3884 / ATCC 90448), Metschnikowia fructicol a), in particular, strain NRRL Y-30752, Paecilomyces fumosoroseus (new: Isaria fumosorosea), in particular, strain IFPC 200613 or strain Apo pka 97 (deposit number ATCC 20874), Paecilomyces lilacinus ), in particular, Paecilomyces lilacinus (P. lilacinus) strain 251 (AGAL 89 / 030550), Talaromyces flavus, in particular, strain V117b, Trichoderma ), in particular, strain V117b, Trichoderma flavus, in particular, strain V117b, Trichoderma Trichoderma atroviride, in particular strain SC1 (deposit number CBS 122089), Trichoderma harzianum, in particular Trichoderma harzianum rifai T39 (deposit number CNCM I-952).

[0172] Examples of viruses that are used or can be used as biological pesticides are as follows.

[0173] Adoxophyes orana (apple tortrix) granulosis virus (GV), Cydia pomonella (codling moth) granulosis virus (GV), Helicoverpa armigera (cotton bollworm) nuclear polyhedrosis virus (NPV), Spodoptera exigua (beet armyworm) mNPV, Spodoptera frugiperda (fall armyworm) mNPV, Spodoptera littoralis (Egyptian cottonworm) NPV.

[0174] Also included are bacteria and fungi that are added as "inoculants" to plants or plant parts or plant organs and promote plant growth and plant health for those specific

[0175] characteristics. Examples that may be mentioned are as · Azorhizobium caulinodans, Azospirillum spp., Azotobacter spp., Bradyrhizobium sp p., Burkholderia spp., in particular, Burkholderia cepacia (formerly known as Pseudomonas cepacia) , Gigaspora spp. or Gigaspora monosporum, Glomus spp., Laccaria spp., Lactobacillus buchneri, Paraglomus spp., Pisolithus tinctorus , Pseudomonas spp., Rhizobium spp., in particular, Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp ., Streptomyces spp. Examples of products formed by microorganisms containing proteins and secondary metabolites that are used or can be used as plant extracts and biological pesticides are as follows .

[0176]

[0177] Allium sativum, Artemisia absinthium Artemisia absinthium, azadirachtin Biokeeper WP, Cassia nigricans Cassia nigricans, Celastrus angulatus Chenopodium anthelminticum chitin, Armour-Zen Dryopteris filix-mas Equisetum arvense Forune Aza, Fungastop Head Up (extract of Chenopodium quinoa saponin) Pyrethrum / Pyrethrins Quassia amara Quercus, Quillaja Regalia, "Requiem (trademark) insecticide", rotenone ryania / ryanodine Symphytum officinale Tanacetum vulgare thymol, Triact70 Urtica dioica, Veratrin, Viscum album, extracts of Brassicaceae, especially rapeseed powder flour or mustard powder, and olive oil, especially with a carbon chain length of C 16 ~C 20 having as an active ingredient biopesticidal / acaricidal active substances obtained from unsaturated fats / carboxylic acids (e.g., those contained in products with the trade name F LiPPER®).

[0178] Toxicity mitigants as mixed components The compound of formula (I) can be combined with toxicity mitigants such as benoxacol, cloquintocet (-methyl xyl), thiomethrinyl, cyprosulfamide, dichloramide, fenchlorazole ( -ethyl), fenclorim, flurazole, flutriafol, furilazole, isoxathion (-ethyl), mefenpyr (-diethyl), naphthalic anhydride, oxabetrinil, 2-methoxy-N-({4-[(methylcarbamoyl)amino]phenyl}sulf honyl)benzamide (CAS 129531-12-0), 4-(dichloroacetyl)- 1-oxa-4-azaspiro[4.5]decane (CAS 71526-07-3), 2, 2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (CAS52 836-31-4), etc. and the like.

[0179] Plants and plant parts All plants and plant parts can be treated according to the present invention. Here, plants are desirable and undesirable wild plants or crop plants (including naturally occurring crop plants), e.g. cereals (wheat, rice, triticale, barley, rye, oats), corn Shi, soybean, potato, sugar beet, sugar cane, tomato, pepper, cucumber, melon , carrot, watermelon, onion, lettuce, spinach, Welsh onion, bean, Brassica· oleracea (e.g., cabbage) and other vegetable species , cotton, tobacco, rape, and furthermore all plants and plant parts such as fruit plants (apples, pears, citrus fruits and grapes) etc. are understood to mean. Crop plants include transgenic plants and can be protected by variety ownership rights or can be plants that cannot be protected, including conventional breeding and optimization methods or biotechnology and genetic engineering methods or plants that can be obtained by a combination of these methods. Plants are understood to mean seeds , seedlings, all developmental stages from young (immature) plants to mature plants should be. Plant parts should be understood to mean all parts and organs of the plant above and below the ground, such as shoots, leaves, flowers and roots, and by way of example, leaves, needles, stems, trunks, flowers, fruits bodies, fruits and seeds, as well as tubers, roots and rhizomes. Plant parts include harvested plants or harvested plant parts as well as vegetative and reproductive propagation materials, such as seedlings, tubers, rhizomes, cuttings ears and seeds.

[0180] The treatment according to the invention of plants and plant parts with the compound of formula (I) is carried out directly or by customary treatment methods, such as by dipping, spraying, evaporation, atomization, scattering, coating, injection and, in the case of propagation material, especially in the case of seeds, by applying one or more coatings so as to act the compound on the surroundings, the environment or the storage space.

[0181] As already mentioned above, it is possible to process all plants and parts thereof according to the present invention and. In a preferred embodiment, wild plant species and plant cultivars, or those obtained by conventional biological breeding methods such as crossing or protoplast fusion, and parts thereof are also processed . In a more preferred embodiment, transgenic plants and plant cultivars (genetically modified organisms) obtained by genetic engineering methods in combination with conventional methods as necessary , and parts thereof are also processed. The term "part" or "plant part" or "plant portion" is as defined above described. The present invention is particularly preferably used for processing plants of each commercially customary cultivar or cultivar in use. A plant cultivar is understood to mean a plant having new characteristics "qualities" obtained by conventional breeding, mutagenesis or recombinant DNA technology . They can be cultivars, varieties, biotypes or genotypes . Transgenic plants, seed treatment and integration events According to the present invention, the compounds of formula (I) can be advantageously used for processing transgenic plants, plant cultivars or plant parts that have received genetic material conferring advantageous and / or useful properties (traits) to these

[0182] plants, plant cultivars or plant parts. Thus , the present invention is considered to be combinable with one or more recombinant traits or (one or more) transgenic events or combinations thereof. For the purposes of the present application , a transgenic event is created by inserting a specific recombinant DNA molecule at a specific location (locus) within the chromosome of the plant genome . The insertion creates a new DNA sequence called an "event", the inserted recombinant DNA molecule and the inserted DN A, and the inserted DNA A sequence together form a transgenic event . The inserted recombinant DNA molecule and the inserted DNA A sequence together form a transgenic event Characterized by a certain amount of genomic DNA that is directly adjacent to / attached to both ends of A. Such (one or more) traits or (one or more) transgenic events include, but are not limited to pest resistance, water use efficiency, yield performance, drought tolerance, seed quality, improvement of nutritional quality, high bred seed production, and herbicide tolerance. The traits are measured relative to plants lacking such traits or transgenic events. Specific examples of such advantageous and / or useful characteristics ( traits) include better plant growth, vigor, stress tolerance, standardization, lodging resistance, nutrient uptake, plant nutrition, and / or yield, particularly improvement of growth, increased tolerance to high or low temperatures, increased tolerance to drought or water or soil salinity, improved flowering performance, ease of harvesting, acceleration of maturity, increased yield, improvement of the quality and / or nutritional value of the harvest product, improvement of the storage life and / or processability of the harvest product, and resistance or increased resistance to animal and microbial pests such as insects, spiders, nematodes, mites, slugs, and snails.

[0183] Among the DNA sequences encoding proteins that confer such characteristics of resistance or tolerance to such animal and microbial pests, particularly insects, the genetic material derived from Bacillus thuringiensis encoding the Bt protein, which is widely described in the literature and well-known to those skilled in the art, is particularly mentioned. Also included are proteins extracted from bacteria such as Photorhabdus ( International Publication No. 97 / 17432 and International Publication No. 98 / 08932). In particular, CrylA, CryIAb , CryIAc, CryIIA, CryIIIA, CryIIIB2, Cry9c, Cr , CryIIIB2, Cry9c, Cr The y2Ab, Cry3Bb and CryIF proteins or their toxic fragments, and their hy brids or combinations, in particular the CrylF protein or a hybrid de rived from the CrylF protein (e.g., the hybrid CrylA-CrylF protein or its toxic fragment), the CrylA type protein or its toxic fragment, preferably the CrylAc protein or a hybrid derived from the CrylAc protein (e.g., the hybrid CrylA b-CrylAc protein) or CrylAb or Bt2 protein or its toxic fragment, the Cry2Ae, Cry2Af or Cry2Ag protein or its toxic fragment, Cr ylA.105 protein or its toxic fragment, the VIP3Aa19 protein, VIP3A a20 protein, the VIP3A protein produced in the COT202 or COT203 cotton event, Estruch et al. (1996), Proc Natl Aca d Sci US A. 28;93(11):5389-94, as described, the VIP3Aa protein or its toxic fragment, the Cry protein as described in International Publication No. 2001 / 47952, the insecticidal protein from Xenorhabdus as described in International Publication No. 98 / 50427, the protein from Serratia (in particular from S. entomophila) or Photorhabdus species strains, e.g., the Tc protein from Photorhabdus as described in International Publication No. 98 / 08932, are mentioned for Bt Cry or VIP proteins. Any of the sequences listed above, in particular the sequences of their toxic fragments, and some amino acids (1 to 10, preferably 1 to 5) are Any variant or mutant of any one of these different proteins, or a transport peptide such as a plastid transport peptide, or one fused to another protein or peptide is also included herein.

[0184] Another particularly emphasized example of such a characteristic is the resistance conferred to one or more herbicides, such as imidazolinones, sulfonylureas, glyphosate or phosphinothricin. Among the DNA sequences encoding proteins that confer the characteristic of resistance to specific herbicides in transformed plant cells and plants, the bar or PAT gene described in WO 2009 / 152359 that confers resistance to glufosinate herbicides, or the gene of Streptomyces coelicolor, an EPSPS-targeted herbicide, particularly a herbicide such as glyphosate and its salts, a suitable EPSPS (5-enolpyruvylshikimate-3-phosphate synthase) gene that confers resistance to the gene encoding glufosinate -n-acetyltransferase, or the gene encoding glyphosate oxidoreductase are particularly mentioned. More preferred herbicide resistance traits include at least one ALS (acetolactate synthase) inhibitor (e.g., WO 2007 / 024782), a mutant Arabidopsis ALS / AHAS gene (e.g., US Patent No. 6,855,533), a gene encoding 2,4-D-monooxygenase that confers resistance to 2,4-D (2,4-dichlorophenoxyacetic acid), and a gene encoding resistance to dicamba (3,6-dichloro-2-methoxybenzoic acid). It contains a gene encoding a dicamba monooxygenase that confers resistance.

[0185] Even more particularly emphasized examples of such properties are, for example, systemic acquired resistance (SAR), cis mins, phytoalexins, elicitors and resistance genes and correspondingly expressed tanpa Increased resistance to phytopathogenic fungi, bacteria and / or viruses by proteins and toxins. .

[0186] Particularly useful transgenic events in transgenic plants or plant cultivars that can be preferably processed according to the present invention include the following. Event 531 / PV-GHBK04 (cotton, insect control, described in International Publication No. 2002 / 040677 ), event 1143-14A (cotton, insect control, not deposited, described in International Publication No. 20 06 / 128569), event 1143-51B (cotton, insect control, not deposited, described in International Publication No. 2006 / 128570 ), event 144 5 (cotton, herbicide tolerance, not deposited, described in US Patent Application Publication No. A2002-12096 4 or International Publication No. 2002 / 034946), event 17053 (rice , herbicide tolerance, deposited as PTA-9843, described in International Publication No. 2010 / 11773 7), event 17314 (rice, herbicide tolerance, deposited as PTA-9844, described in International Publication No. 2010 / 117735 ), event 281-2 4-236 (cotton, insect control-herbicide tolerance, deposited as PTA-6233, described in International Publication No. 2005 / 103266 or US Patent Application Publication No. A2005-216969 ), or International Publication No. 2005 / 103266 or US Patent Application Publication No. A2005-216969 ), or International Publication No. 2005 / 103266 or US Patent Application Publication No. A2005-216969 carried), Event 3006-210-23 (cotton, insect control - herbicide tolerance, PTA - deposited as 6233, described in US Patent Application Publication No. A2007-143876 or International Publication No. 2005 / 103266), Event 3272 (maize, quality trait, deposited as PTA-9972, described in International Publication No. 2006 / 098952 or US Patent Application Publication No. A2006-230473), Event 33391 (barley, herbicide tolerance, deposited as PTA-2347, described in International Publication No. 2002 / 027 004), Event 40416 (maize, insect control - herbicide tolerance, deposited as ATCC PTA-11508, described in International Publication No. 11 / 075593 ), Event 43A47 (maize, insect control - herbicide tolerance, ATCC P TA-11509, described in International Publication No. 2011 / 075595 ), Event 5307 (maize, insect control, deposited as ATCC PTA-9561, described in International Publication No. 2010 / 077816), Event ASR-36 8 (bentgrass, herbicide tolerance, deposited as ATCC PTA-4816, US Patent Application Publication No. A2006-162007 or International Publication No. 2004 / 053062 described), Event B16 (maize, herbicide tolerance, not deposited, US Patent Application Publication No. A2003-126634), Event BPS-CV127- 9 (soybean, herbicide tolerance, deposited as NCIMB No.41603, International Publication No. 2010 / 080829), Event BLR1 (rape, restoration of male sterility, deposited as NCIMB 41193, International Publication No. 2005 / 074671 described in), event CE43-67B (cotton, insect control, DSM ACC2724 deposited as, U.S. Patent Application Publication No. A2009-217423 or International Publication No. 200 described in 6 / 128573), event CE44-69D (cotton, insect control, not deposited, described in U.S. Patent Application Publication No. A2010-0024077 ), event CE44-69D (cotton, insect control, not deposited, described in International Publication No. 2006 / 12 8571), event CE46-02A (cotton, insect control, not deposited, described in International Publication No. 2006 / 128572 ), event COT102 (cotton, insect control, not deposited, described in U.S. Patent Application Publication No. A2006-130175 or International Publication No. 2004 / 039986), event COT202 (cotton, insect control, not deposited, described in U.S. Patent Application Publication No. A2007-067868 or International Publication No. 2005 / 054479), event COT203 (cotton, insect control, not deposited, described in International Publication No. 2005 / 054480), event D AS21606-3 / 1606 (soybean, herbicide tolerance, deposited as PTA-11028, described in International Publication No. 2012 / 033794 ), event DAS40278 (maize, herbicide tolerance, deposited as ATCC PTA-10244, described in International Publication No. 2011 / 022469 ), event DAS-44406-6 / pD AB8264.44.06.l (soybean, herbicide tolerance, deposited as PTA-11336, described in International Publication No. 2012 / 075426 ), event DAS-1453 (maize, herbicide tolerance, deposited as ATCC PTA-10244, described in International Publication No. 2011 / 022469 ), event DAS-44406-6 / pD AB8264.44.06.l (soybean, herbicide tolerance, deposited as PTA-11336, described in International Publication No. 2012 / 075426 ), event DAS-1453 6 - 7 / pDAB8291.45.36.2 (soybean, herbicide tolerance, PTA - 11335 deposited as, described in International Publication No. 2012 / 075429), event DA S - 59122 - 7 (maize, insect control - herbicide tolerance, ATCC PTA 113 84 deposited as, described in US Patent Application Publication No. A2006 - 070139) , event DAS - 59132 (maize, insect control - herbicide tolerance, not deposited , described in International Publication No. 2009 / 100188), event DAS68416 ( soybean, herbicide tolerance, deposited as ATCC PTA - 10442, described in International Publication No. 11 / 066384 or International Publication No. 2011 / 066360), event D P - 098140 - 6 (maize, herbicide tolerance, deposited as ATCC PTA - 8296 described in US Patent Application Publication No. A2009 - 137395 or International Publication No. 08 / 11 2019), event DP - 305423 - 1 (soybean, quality trait, not deposited described in US Patent Application Publication No. A2008 - 312082 or International Publication No. 2008 / 054747), event DP - 32138 - 1 (maize, high bridization system, deposited as ATCC PTA - 9158, described in US Patent Application Publication No. A2009 - 0210970 or International Publication No. 2009 / 103049 described), event DP - 356043 - 5 (soybean, herbicide tolerance, ATCC PTA - 82 87 deposited as, described in US Patent Application Publication No. A2010 - 0184079 or International Publication No. 2008 / 002872), event EE - I (eggplant, insect control, not deposited described in International Publication No. 07 / 091277), event Fil17 ( maize, herbicide tolerance, deposited as ATCC 209031, U.S. Patent Application Publication No. A2006-059581 or International Publication No. 98 / 044140), event FG72 (soybean, herbicide tolerance, deposited as PTA-11041, International Publication No. 2011 / 063413), event GA21 (maize, herbicide tolerance, deposited as ATCC 209033, U.S. Patent Application Publication No. A2005-086719 or International Publication No. 98 / 044140), event GG25 ( maize, herbicide tolerance, deposited as ATCC 209032, U.S. Patent Application Publication No. A2005-188434 or International Publication No. 98 / 044140), event GHB119 (cotton, insect control - herbicide tolerance, deposited as ATCC PTA-8398, International Publication No. 2008 / 151780), event GHB614 (cotton, herbicide tolerance, deposited as ATCC PTA-6878, U.S. Patent Application Publication No. A2010-050282 or International Publication No. 2007 / 017186), event GJ11 (maize, herbicide tolerance, deposited as ATCC 209030, U.S. Patent Application Publication No. A2005-188434 or International Publication No. 98 / 044140), event GMRZ13 (sugar beet, virus resistance, deposited as NCI MB-41601, International Publication No. 2010 / 076212), event H7-1 (sugar beet, herbicide tolerance, deposited as NCIMB 41158 or NCIMB 41159, U.S. Patent Application Publication No. A2004-172669 or International Publication No. 2010 / 076212), event H7-l (sugar beet, herbicide tolerance, deposited as NCIMB 41158 or NCIMB 41159, U.S. Patent Application Publication No. A2004-172669 or International (described in International Publication No. 2004 / 074492), event JOPLIN1 (wheat, disease tolerance, not deposited, described in US Patent Application Publication No. A2008-064032 (described in International Publication No. 2006 / 108674 or US Patent Application Publication No. A2008-3206 16), event LL27 (soybean, herbicide tolerance, deposited as NCIMB41658 (described in International Publication No. 2006 / 108675 or US Patent Application Publication No. A2 008-196127), event LL55 (soybean, herbicide tolerance, deposited as NCIMB 4166 0), event LLcotton25 (cotton, herbicide tolerance, deposited as ATCC PTA-3343, described in International Publication No. 2003 / 01322 4 or US Patent Application Publication No. A2003-097687), event LL RICE06 (rice, herbicide tolerance, deposited as ATCC 203353, described in US Patent No. 6,468,747 or International Publication No. 2000 / 026345), event LLRice62 (rice, herbicide tolerance, deposited as ATCC 203352, described in International Publication No. 2000 / 026345), event LLRICE601 (i ne, herbicide tolerance, deposited as ATCC PTA-2600, described in US Patent Application Publication No. A 2008-2289060 or International Publication No. 2000 / 026356), event LY038 (maize, quality trait, deposited as ATCC PTA-5623 (described in US Patent Application Publication No. A2007-028322 or International Publication No. 2005 / 06 (described in International Publication No. 2009-300784 or International Publication No. 2005 / 061720), event MIR162 (maize, insect control, deposited as PTA- Event MIR604 (maize, described in JP 2007 / 142840, insect control, not deposited, described in US Patent Application Publication No. A2008-167456 or International Publication No. 2005 / 103301), event MON15985 (cotton, insect control, deposited as ATCC PTA-2516, described in US Patent Application Publication No. A2004 -250317 or International Publication No. 2002 / 100163), event M ON810 (maize, insect control, not deposited, described in US Patent Application Publication No. A200 2-102582), event MON863 (maize, insect control, deposited as ATCC PTA-2605, described in International Publication No. 2004 / 011601 or US Patent Application Publication No. A2006-095986), event MON87 427 (maize, pollination control, deposited as ATCC PTA-7899, described in International Publication No. 2011 / 062904), event MON87460 ( maize, stress tolerance, deposited as ATCC PTA-8910, described in International Publication No. 09 / 111263 or US Patent Application Publication No. A2011-0138504), event MON87701 (soybean, insect control, deposited as ATCC PTA-8194, described in US Patent Application Publication No. A2009-130071 or International Publication No. 2009 / 064652), event MON87705 (soybean, quality trait - herbicide tolerance, deposited as ATCC PTA-9241, described in US Patent Application Publication No. A201 0-0080887 or International Publication No. 10 / 037016), event M ON87705 (soybean, quality trait - herbicide ON87708 (soybean, herbicide tolerance, deposited as ATCC PTA-9670, described in International Publication No. WO 2011 / 034704), event MON87712 (soy bean, high yield, deposited as PTA-10296, described in International Publication No. WO 2012 / 051199 ), event MON87754 (soybean, quality traits, deposited as ATCC PTA- 9 385, described in International Publication No. WO 2010 / 024976), event MON87769 (soybean, quality traits, deposited as ATCC PTA-8911 and described in US Patent Application Publication No. US 2011-0067141 A or International Publication No. WO 2009 / 1028 73), event MON88017 (maize, insect control-herbicide tolerance, deposited as ATCC PTA-5582, described in US Patent Application Publication No. US 2008-0 28482 A or International Publication No. WO 2005 / 059103), event MON 88913 (cotton, herbicide tolerance, deposited as ATCC PTA-4854, described in International Publication No. WO 2004 / 072235 or US Patent Application Publication No. US 2006-059590 A), event MON 88302 (rape, herbicide tolerance, deposited as PTA-10955 and described in International Publication No. WO 2011 / 153186), event MON 88701 (cotton, herbicide tolerance, deposited as PTA-11754, described in International Publication No. WO 20 12 / 134808), event MON89034 (maize, insect control, deposited as ATCC PTA-7455, described in International Publication No. WO 07 / 140256 or US Patent Application Publication No. US 2008-260932 A), event MON8 9788 (soybean, herbicide tolerance, deposited as ATCC PTA - 6708, described in U.S. Patent Application Publication No. A2006 - 282915 or International Publication No. 2006 / 130436), event MSI 1 (rape, pollination control - herbicide tolerance, deposited as ATCC PTA - 850 or PTA - 2485, described in International Publication No. 2001 / 031042), event MS8 (rape, pollination control - herbicide tolerance, deposited as ATCC PTA - 730, described in International Publication No. 2001 / 041558 or U.S. Patent Application Publication No. A2003 - 188347), event NK603 (maize, herbicide tolerance, deposited as ATCC PTA - 2478, described in U.S. Patent Application Publication No. A2007 - 292854), event PE - 7 (rice, insect control, not deposited, described in International Publication No. 2008 / 114282), event RF3 (rape, pollination control - herbicide tolerance, deposited as ATCC PTA - 730, described in International Publication No. 2001 / 041558 or U.S. Patent Application Publication No. A2003 - 188347), event RT73 (rape, herbicide tolerance, not deposited, described in International Publication No. 2002 / 036831 or U.S. Patent Application Publication No. A2008 - 070260), event SYHT0H2 / SYN - 000H2 - 5 (soybean, herbicide tolerance, deposited as PTA - 11226, described in International Publication No. 2012 / 082548), event T227 - 1 (sugar beet, herbicide tolerance, not deposited, described in International Publication No. 2002 / 44407 or U.S. Patent Application Publication No. A2009 - 265817), event T25 (maize, herbicide tolerance, not deposited, U.S.) described in Patent Application Publication No. A2006 - 282915 or International Publication No. 2006 / 130436 ), event MSI 1 (rape, pollination control - herbicide tolerance, deposited as ATCC PTA - 850 or PTA - 2485, described in International Publication No. 2001 / 031 042), event MS8 (rape, pollination control - herbicide tolerance, deposited as ATCC PTA - 730, described in International Publication No. 2001 / 041558 or U.S. Patent Application Publication No. A2003 - 188347), event NK603 ( maize, herbicide tolerance, deposited as ATCC PTA - 2478, described in U.S. Patent Application Publication No. A2007 - 292854), event PE - 7 (rice, insect control , not deposited, described in International Publication No. 2008 / 114282), event RF3 (rape, pollination control - herbicide tolerance, deposited as ATCC PTA - 730 ), described in International Publication No. 2001 / 041558 or U.S. Patent Application Publication No. A2003 - 1 88347), event RT73 (rape, herbicide tolerance, not deposited , described in International Publication No. 2002 / 036831 or U.S. Patent Application Publication No. A2008 - 070 260), event SYHT0H2 / SYN - 000H2 - 5 (soybean, herbicide tolerance, deposited as PTA - 11226, described in International Publication No. 2012 / 082548 ), event T227 - 1 (sugar beet, herbicide tolerance, not deposited , described in International Publication No. 2002 / 44407 or U.S. Patent Application Publication No. A2009 - 265817 ), event T25 (maize, herbicide tolerance, not deposited, U.S. described in Patent Application Publication No. A2001 - 029014 or International Publication No. 2001 / 051654 ), event T304 - 40 (cotton, insect control - herbicide tolerance, deposited as ATCC PT A - 8171, described in US Patent Application Publication No. A2010 - 077501 or International Publication No. 2008 / 122406 ), event T342 - 142 (cotton, insect control, not deposited, described in International Publication No. 2006 / 128568 ), event TC1507 (maize, insect control - herbicide tolerance, not deposited, described in US Patent Application Publication No. A2005 - 039226 or International Publication No. 2004 / 099447 ), event VIP1034 (maize, insect control - herbicide tolerance, deposited as ATCC PTA - 3925, described in International Publication No. 2003 / 052073 ), event 32316 (maize, insect control - herbicide tolerance, deposited as PTA - 11507 and described in International Publication No. 2011 / 084632 ), event 4114 (maize, insect control - herbicide tolerance, deposited as PTA - 11506 and described in International Publication No. 2011 / 084621 ), event EE - GM3 / FG72 (soybean, herbicide tolerance, ATCC accession number PTA - 11041) (event EE - GM1 / LL27 or event EE - GM2 / LL55 (International Publication No. 2011 / 063413A2 number) may overlap), event DAS - 68416 - 4 (soybean, herbicide tolerance, ATCC accession number PTA - 10442, International Publication No. 2011 / 066360A1 ), event DAS - 68416 - 4 (soybean, herbicide tolerance, ATCC accession number PTA - 104 ), event DAS - 68416 - 4 (soybean, herbicide tolerance, ATCC accession number PTA - 104 ), event DAS - 68416 - 4 (soybean, herbicide tolerance, ATCC accession number PTA - 104 42. International Publication No. 2011 / 066384A1, Event DP-040416-8( Maize, insect control, ATCC Deposit No. PTA-11508, International Publication No. 2011 / 075593A1, Event DP-043A47-3 (maize, insect control, A TCC Deposit No. PTA-11509, International Publication No. 2011 / 075595A1), Eve nt DP-004114-3 (maize, insect control, ATCC Deposit No. PTA-11 506, International Publication No. 2011 / 084621A1), Event DP-032316-8 (maize, insect control, ATCC Deposit No. PTA-11507, International Publication No. 2011 / 084632A1), Event MON-88302-9 (rape, herbicide tolerance, A TCC Deposit No. PTA-10955, International Publication No. 2011 / 153186A1), Eve nt DAS-21606-3 (soybean, herbicide tolerance, ATCC Deposit No. PTA-1102 8, International Publication No. 2012 / 033794A2), Event MON-87712-4 (soy bean, quality trait, ATCC Deposit No. PTA-10296, International Publication No. 2012 / 0511 99A2), Event DAS-44406-6 (soybean, stacked herbicide tolerance, ATCC Deposit No. PTA-11336, International Publication No. 2012 / 075426A1), I vent DAS-14536-7 (soybean, stacked herbicide tolerance, ATCC Deposit No. PTA-11335, International Publication No. 2012 / 075429A1), Event SYN-0 00H2-5 (soybean, herbicide tolerance, ATCC Deposit No. PTA-11226, International Publication No. 2012 / 082548A2), Event DP-061061-7 (rape, herbicide tolerance, no corresponding deposit number, International Publication No. 2012071039A1), Event DP-0 73496-4 (rape, herbicide tolerance, no corresponding deposit number, U.S. Patent Application Publication No. 201 2131692), Event 8264.44.06.1 (soybean, stacked herbicide tolerance, deposit number PTA-11336, International Publication No. 2012075426A2), Event 8291.45.36.2 (soybean, stacked herbicide tolerance, deposit number PTA- 11335, International Publication No. 2012075429A2), Event SYHT0H2 (soy bean, ATCC deposit number PTA-11226, International Publication No. 2012 / 082548A2) , Event MON88701 (cotton, ATCC deposit number PTA-11754, International Publication No. 2012 / 134808A1), Event KK179-2 (alfalfa, ATCC deposit number PTA-11833, International Publication No. 2013 / 003558A1), Event p DAB8264.42.32.1 (soybean, stacked herbicide tolerance, ATCC deposit number PTA-11993, International Publication No. 2013 / 010094A1), Event MZDT 09Y (maize, ATCC deposit number PTA-13025, International Publication No. 2013 / 0 12775A1).

[0187] Furthermore, a list of such (one or more) transgenic events is provided by the Animal and Plant Health Inspection Service (APHIS) of the United States Department of Agriculture (USDA) and can be viewed on its website at aphis.usda .gov. For the purposes of this application, the status of such a list as of the filing date of this application is relevant. .gov. For the purposes of this application, the status of such a list as of the filing date of this application is relevant. .gov. For the purposes of this application, the status of such a list as of the filing date of this application is relevant.

[0188] The gene / event conferring the desired trait(s) can also be used in transgenic plants They can exist in combination with each other. Examples of transgenic plants that may be mentioned are important crop plants, such as cereals (wheat, rice, triticale, barley, rye, oats), maize, soybean, potato, sugar beet, sugarcane, tomato, legumes and other kinds of vegetables, cotton, tobacco, rapeseed and fruit plants (apple, pear, citrus fruits and grapes which are fruits), and particularly important are maize, soybean, wheat, rice, potato, cot ton, sugarcane, tobacco and rapeseed. Particularly emphasized traits are the increased resistance of plants to insects, arachnids, nematodes and slugs and snails, and the increased resistance of plants to one or more herbicides.

[0189] Examples of commercially available plants, plant parts or plant seeds that can be preferably treated according to the present invention are those sold or distributed under the trade names of GENUITY®, DROUGHTGARD®, SMARTS TAX®, RIB COMPLETE®, ROUNDUP REA DY®, VT DOUBLE PRO®, VT TRIPLE P RO®, BOLLGARD II®, ROUNDUP READY 2 YIELD®, YIELDGARD®, ROUNDUP R EADY® 2 XTEND™, INTACTA RR2 PRO®, VISTIVE GOLD®, and / or XTENDFLEX™ trademarks, such as commercially available products like plant seeds.

[0190] Crop protection - Types of treatment Treatment of plants and plant parts with the compounds of formula (I) can be carried out directly, or in their surroundings, habitat ​​Or by the action on the storage space, by conventional treatment methods such as dipping, spraying, atomizing, perfusion, evaporation, dusting, atomizing, spraying, foaming, painting, spreading, injection, watering (dipping), drip irrigation and, in the case of propagation material, especially in the case of seeds, furthermore as a powder for dry seed treatment, a liquid seed treatment solution, a water-soluble powder for slurry treatment, using film formation, coating by one or more coatings, etc. is carried out. Furthermore, it is possible to apply the compound of formula (I) by a trace method, or to inject the application form or the compound of formula (I) itself into the soil.

[0191] A preferred direct treatment of the plant is foliar application, i.e., the compound of formula (I) is applied to the leaves, and the treatment frequency and application amount should be adjusted according to the infestation level of the pest in question.

[0192] In the case of a systemically active compound, the compound of formula (I) also accesses the plant via the root system. The plant is then treated by the action of the compound of formula (I) on the plant's habitat. This can be done, for example, by dipping or by mixing into the soil or nutrient solution, i.e., by impregnating the liquid form of the compound of formula (I) into the plant's location (e.g., soil or hydroponic system), or by soil application, i.e., introducing the compound of formula (I) according to the invention in solid form (e.g., in the form of granules) into the plant's location, or by drip application (often also called "chemigation"), i.e., the compound of formula (I) according to the invention is applied in liquid form from a defined location near the plant, together with varying amounts of water, over a period of time from a surface or subsurface drip line. In the case of paddy crops, this can be done by applying the compound of formula (I) in solid application form (e.g., as granules) to the paddy field. ​It can be carried out by supplying while measuring.

[0193] Digital technology The compounds of the present invention can be used, for example, in combination with models incorporated into computer programs for site-specific crop management, satellite farming, precision farming or precision agriculture and can be used. Such models are based on soil, for the purpose of optimizing profitability, sustainability and environmental protection, weather, crops (e.g., variety, growth stage, plant health), weeds (e.g., variety, growth stage ), diseases, pests, nutrients, water, moisture, biomass, satellite data, yield, etc. to assist in site-specific management of agricultural fields. In particular, such models can help to optimize agronomic decisions, control the accuracy of pesticide applications, and record the work performed.

[0194] As an example, when the model models the occurrence of pests and calculates that the threshold for applying the compound of the present invention to crop plants has been reached, the compound of the present invention can be applied to crop plants according to an appropriate dosage regime.

[0195] Commercially available systems that include agronomic models are, for example, FieldScripts (trademark) manufactured by The Climate Corporation, Xarvio (trademark ) manufactured by BASF, AGLogic (trademark) manufactured by John Deere, etc.

[0196] The compounds of the present invention can also be used in combination with smart spraying equipment such as spot spraying or precision spraying equipment attached to or housed within farm vehicles such as tractors, robots, helicopters, airplanes, drones (UAVs) etc. Devices such as this typically include an input sensor (e.g., a camera, etc.), and a processing unit configured to analyze the input data and provide a determination based on the analysis of the input data to apply the compounds of the present invention to crop plants (and respective weeds) in a specific and precise manner. The use of such a smart spraying device typically requires a positioning system (e.g., a GPS receiver) to locate the recorded data and guide or control a farm vehicle, a geographic information system (GIS) to represent information on an understandable map, and a suitable farm vehicle to perform necessary farm actions such as spraying. In one example, pests can be detected from images collected by a camera. In one example, pests can be identified and / or classified based on the image. Such identification and / or classification can utilize image processing algorithms. Such image processing algorithms can utilize machine learning algorithms such as trained neutral networks, decision trees, etc., and can utilize artificial intelligence algorithms. In this way, the compounds described herein can be applied only when necessary.

[0197]

[0198] Seed Treatment The control of animal pests by treating plant seeds has long been known and is the subject of ongoing improvement. However, seed treatment is associated with a series of problems that cannot necessarily be solved in a satisfactory manner. Therefore, there is a need to protect seeds and germinated plants that eliminate or at least significantly reduce the further application of pesticidal agents during storage, after sowing, or after the emergence of the plant. ​​​​​​​​​​​​​​​It is desirable to develop methods to protect the plant itself from the effects of the active compounds used. Optimal protection of seeds and germinating plants from attack by animal pests without damage In particular, it is desirable to optimize the amount of active compound used so that It also allows the use of a minimum of pesticides to achieve optimal protection of the seeds and even the germinating plants. To achieve this, the inherent insecticidal or nematicidal properties of the pest-resistant or tolerant transgenic plants are Gender characteristics should be taken into account.

[0199] The invention therefore provides, in particular, a method for treating seeds with one of the compounds of formula (I) It also relates to a method for protecting seeds and germinating plants from attack by pests. The method according to the invention for protecting seeds and germinating plants from attack comprises treating the seeds with a compound of formula (I) It also includes processes for treating the mixture of ingredients simultaneously or sequentially in one operation. The method includes treating the seeds with the compound of formula (I) and the mixed components at different times.

[0200] The present invention also provides a method for protecting seeds and the resulting plants from animal pests. The present invention relates to the use of compounds of formula (I) for the treatment of children.

[0201] Furthermore, the present invention relates to a method for treating animals with a compound of formula (I) according to the invention for protection against animal pests. The present invention also relates to a seed treated simultaneously with the compound of formula (I) and the mixed components. The present invention further relates to seeds treated with a compound of formula (I) and the mixture components at different times. In the case of seeds treated at different times with a compound of formula (I) and with the mixture, The individual substances may be present on the seed in different layers. The containing layer may be separated by an intermediate layer. The present invention also relates to a compound of formula (I) and the mixed component as a component of the coating or applied to the seeds as one or more additional layers in addition to the coating relates to seeds.

[0202] Furthermore, the present invention relates to seeds that have undergone a film coating process to prevent dust abrasion of the seeds after treatment with a compound of formula (I).

[0203] One of the advantages encountered with the systemic active compound of formula (I) is that by treating the seeds, not only the seeds themselves but also the plants resulting therefrom are protected from animal pests after emergence. In this way, it is possible to omit the immediate treatment of the crop at sowing or immediately thereafter.

[0204] It is also necessary to consider the further advantage that by treating the seeds with a compound of formula (I), the germination and emergence of the treated seeds can be enhanced.

[0205] Similarly, it is considered advantageous that the compound of formula (I) can also be used in particular for transgenic seeds.

[0206] Furthermore, the compound of formula (I) can be used in combination with a composition or compound of signal transduction technology, leading to better colonization by symbiotic organisms such as rhizobia, mycorrhizae and / or endophytes or fungi, and / or optimized nitrogen fixation.

[0207] The compound of formula (I) is suitable for protecting the seeds of any plant variety used in agriculture, greenhouses, forests or horticulture. In particular, this includes cereals (e.g., wheat, barley, rye, millet ​and oats), corn, cotton, soybeans, rice, potatoes, sunflowers, coffee -, tobacco, canola, rapeseed, beets (e.g. sugar beet and fodder beet), peanuts and vegetables (e.g., tomatoes, cucumbers, beans, cruciferous vegetables, onions, and lettuce) In the form of seeds of fruit plants, turf and ornamental plants; Cereals (wheat, barley, rye and oats, corn, soybeans, cotton, canola, rapeseed, vegetables and Treatment of the seeds of the plant is particularly important.

[0208] As already mentioned above, the treatment of transgenic seeds with compounds of formula (I) is also of particular interest. This is in principle the case for polypeptides which have, in particular, insecticidal and / or nematicidal properties. The seed of a plant containing at least one heterologous gene that controls the expression of a thymidylindrothiocyanate. The foreign genes in transgenic seeds are expressed by Bacillus, Rhizobium, hizobium, Pseudomonas, Serratia atia, Trichoderma, Clavibacter acter, Glomus or Gliocladium The present invention relates to a method for the preparation of a microbial strain derived from a microorganism of the genus Bacillus. It is particularly suitable for the treatment of transgenic seeds containing at least one heterologous gene derived from Particularly preferred is Bacillus thuringiensis. giensis).

[0209] In the context of the present invention, the compound of formula (I) is applied to the seeds. Preferably, the seeds are The seeds are treated in a stable state to avoid damage during processing. can be processed at any time between them. Seeds that are commonly used are separated from plants and the rachis, husk, stem, outer skin, hair or pulp of the fruit have been removed. For example, harvested, washed seeds that have been dried to a moisture content that allows storage can be used. Alternatively seeds that have been treated with, for example, water and then dried again after drying, such as priming, can also be used. In the case of rice seeds, for example, seeds that have been immersed in water to a specific stage of the rice embryo ("pigeon breast stage") can be used to stimulate germination and more uniform emergence.

[0210] When treating seeds, generally, the amount of the compound of formula (I) applied to the seeds and / or further additives are selected in such a way that the germination of the seeds is not adversely affected or the resulting plants are not damaged. This must be particularly ensured in the case of active compounds that can exhibit phytotoxic effects at certain application rates.

[0211] Generally, the compounds of formula (I) are applied to the seeds in a suitable formulation. Formulations and methods suitable for seed treatment are known to those skilled in the art.

[0212] The compounds of formula (I) can be converted into conventional seed dressing formulations such as solutions, emulsions, suspensions, powders, foams, slurries or other coating compositions for seeds, and ULV formulations.

[0213] These formulations are prepared in a known manner by mixing the compounds of formula (I) with conventional additives such as conventional extenders and solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, defoamers, preservatives, second thickeners, adhesives, gibberellins and water. ​

[0214] The colorants that may be present in the seed dressing formulations that can be used according to the present invention are all colorants that are customary for the above purposes. It is possible to use either pigments that are slightly soluble in water or dyes that are soluble in water. By way of example, dyes known by the names rhodamine B, C.I . Pigment Red 112 and C.I. Solvent Red 1 are mentioned.

[0215] The useful wetting agents that may be present in the seed dressing formulations that can be used according to the present invention are all substances that have been conventionally used in formulations of pesticidal active compounds and that promote wetting . Alkylnaphthalene sulfonates, for example diisopropyl- or diisobutylnaphthalene sulfonate are preferably used.

[0216] The useful dispersants and / or emulsifiers that may be present in the seed dressing formulations that can be used according to the present invention are all nonionic, anionic and cationic dispersants that have been conventionally used in formulations of active pesticidal ingredients. It is preferred to use nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Suitable nonionic dispersants include, in particular, ethylene oxide / propylene oxide block polymers, alkylphenol polyglycol ethers and tristrillylphenol polyglycol ethers, and their phosphorylated or sulfated derivatives. Suitable anionic dispersants are, in particular, lignosulfonates, polyacrylates and arylsulfonate / formaldehyde condensates .

[0217] The antifoaming agents that may be present in the seed dressing formulations that can be used according to the present invention are the active pesticidal ingredients All foam inhibitors conventionally used in the formulation. It is preferable to use silicone antifoaming agents and magnesium stearate.

[0218] The preservatives that can be present in the seed dressing formulation usable according to the present invention are all substances that can be used for the above purposes in pesticide compositions. Examples include dichlorophene and benzyalcohol hemiformal.

[0219] The second thickener that can be present in the seed dressing formulation usable according to the present invention are all substances that can be used for the above purposes in pesticide compositions. Cellulose derivatives, acrylic acid derivatives, xanthan, modified clay and fine silica are preferred.

[0220] The adhesives that can be present in the seed dressing formulation usable according to the present invention are all conventional binders that can be used in seed dressing products. Polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tyrosin can be mentioned as preferred.

[0221] The gibberellins that can be present in the seed dressing formulation that can be used according to the present invention are preferably gibberellin A1, A3 (= gibberellic acid), A4 and A7, and gibberellic acid is particularly preferably used. Gibberellins are known (see R. Wegler "Chemie der Pflanzenschutz - and Schadlingsbekämpfungsmittel", vol. 2, Springer Verlag, 1970, pp. 401 - 412). mie der Pflanzenschutz - and Schadlingsbek ampfungsmittel", vol. 2, Springer Verlag, 19 70, pp. 401 - 412).

[0222] The seed dressing formulation that can be used according to the present invention can be directly applied to a wide variety of different types of seeds. It can be used directly or after being diluted with water in advance for treatment. For example, using a concentrate or a preparation that can be obtained therefrom by diluting with water, seeds of cereals such as wheat, barley, rye, oats and triticale, and also seeds of corn, rice, rapeseed, peas, beans, cotton, sunflower, soybean and beet, or other many different vegetable seeds can be dressed. The seed dressing preparation that can be used according to the present invention, or its diluted usage form, can also be used for dressing the seeds of transgenic plants. For treating seeds with the seed dressing preparation that can be used according to the present invention, or in a usage form prepared therefrom by adding water, all the mixing units commonly used in seed dressing are useful. Specifically, the procedure in seed dressing is to put the seeds

[0223] into a mixer, operate batchwise or continuously, add a specific desired amount of the seed dressing preparation directly or after diluting it with water in advance, and mix all until the preparation is evenly distributed on the seeds. Optionally, a drying operation is carried out subsequently. on the seeds. Optionally, a drying operation is carried out subsequently. into a mixer, operate batchwise or continuously, add a specific desired amount of the seed dressing preparation directly or after diluting it with water in advance, and mix all until the preparation is evenly distributed on the seeds. Optionally, a drying operation is carried out subsequently. on the seeds. Optionally, a drying operation is carried out subsequently. on the seeds. Optionally, a drying operation is carried out subsequently.

[0224] The applicable amount of the seed dressing preparation that can be used according to the present invention can vary within a relatively wide range. This is derived from the specific content of the compound of formula (I) in the preparation and the seeds. The applicable amount of the compound of formula (I) is generally 0.001 - 50 g per kg of seeds, preferably 0.01 - 15 g per kg of seeds. per kg of seeds, preferably 0.01 - 15 g per kg of seeds.

[0225] Animal health In the field of animal health, i.e., veterinary medicine, the compounds of formula (I) are active against animal parasites, specifically ectoparasites or endoparasites. The term endoparasite includes , in particular helminths and protozoa, such as coccidia. Ectoparasites are typically and preferably arthropods, in particular insects or mites.

[0226] In the field of veterinary medicine, the compounds of formula (I) have advantageous toxicity in warm-blooded animals and are suitable for controlling parasites occurring in livestock, breeding, zoos, laboratories, experiments and animal husbandry. They are active against all or specific stages of parasite development .

[0227] Agricultural livestock includes, for example, mammals such as sheep, goats, horses, donkeys, camels, buffalo, rabbits, reindeer, roe deer, in particular cattle and pigs, or poultry such as chickens, ducks, geese, in particular chickens, or fish or crustaceans in, for example, aquaculture, or in some cases insects such as bees.

[0228] Livestock includes, for example, hamsters, guinea pigs, rats, mice, chinchillas, ferrets, or mammals such as dogs, cats in particular; pet birds; reptiles; amphibians or ornamental fish.

[0229] According to certain embodiments, the compounds of formula (I) are administered to mammals.

[0230] According to another specific embodiment, the compounds of formula (I) are administered to birds, i.e., pet birds or in particular poultry .

[0231] By using the compounds of formula (I) to control animal parasites, diseases, deaths ​It is intended to reduce or prevent cases and performance degradation (in the case of meat, milk, wool, skin, eggs, honey, etc.), and as a result, more economical and simple animal breeding becomes possible, and better animal health can be achieved. As a result, more economical and simple animal breeding becomes possible, and better animal health can be achieved.

[0232] As used herein in the field of animal health, the term "control" or "controlling" means that the compound of formula (I) is effective in reducing the occurrence of each parasite in an animal infected with said parasite to a harmless level. More specifically, "control" as used herein means that the compound of formula (I) is effective in killing each parasite, inhibiting its growth, or inhibiting its proliferation.

[0233] Exemplary arthropods include, but are not limited to, the following.

[0234] Of the order Anoplurida, for example, species of the genus Haematopinus, species of the genus Linognathus, species of the genus Pediculus, species of the genus Phtirus, and species of the genus Solenopotes; Of the order Mallophagida and the suborders Amblycerina and Ischnocerina, for example, species of the genus Bovicola, species of the genus Damalina, species of the genus Felicola; species of the genus Lepikentron, species of the genus Menopon, Trichodectes species, Species of Trichodectes, Trimenopon spp., Trinoton spp., Werneckiella spp.; Species of Diptera and of the suborders Nematocerina and Brachycerina, such as Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp.; ​) Musca spp., Odagmia spp. ) Oestrus spp., Phili pomyia spp., Phlebotomus spp., Rhinoestrus spp., Sarc cophaga spp., Simulium spp., Stom oxys spp., Tabanus spp. , Tipula spp., Wilhelmia spp., Wohlfahrtia spp.; Of the order Siphonapterida, e.g., Cera tophyllus spp., Ctenocephali des spp., Pulex spp., Tunga spp., Xenopsylla spp.; Of the order Heteropterida, e.g., Cim ex spp., Panstrongylus spp. , Rhodnius spp., Triatoma spp.; and harmful and sanitary pests of the order Blattarida.

[0235] Furthermore, in the case of arthropods, although not limited to, the following mites may be mentioned by way of example .

[0236] Subclass Acari (Acarina) and order Metastig of the order Acari), for example, of the family Argasidae, such as species of the genus Argas Argas spp.), Ornithodorus spp. , Otobius spp., of the family Ixodidae, such as, for example, Amblyomma spp., Dermacentor spp. Haemaphysalis spp., Hyalomma spp., Ixodes spp. , Rhipicephalus (Boophilus) spp., Rhipicephalus spp. (original genus of multi-host ticks); of the order Mesostigmata , for example, Dermanyssus spp., Ornithonyssus spp. , Pneumonyssus spp., Raillietia spp., Sternostoma spp. , Tropilaelaps spp., Varroa spp.; of the order Actinedida (Prostigmata) , for example, Acarapis spp., Cheyletiella spp. , Demodex spp., Listrophorus spp., Myobia spp. , Neotrombicula spp., Ornithocheyletiella spp. , of the order Acari), for example, of the family Argasidae, such as species of the genus Argas of the order Acari), for example, of the family Argasidae, such as species of the genus Argas Acarapis spp.), Cheyletiella spp. , Demodex spp., Listrophorus spp., Myobia spp. , Neotrombicula spp., Ornithocheyletiella spp. , Neotrombicula spp., Ornithocheyletiella spp. rnithocheyletia spp.), Psorerga spp. tes spp.), Trombicula spp.; and the red mites of the order Acaridida (Astigmata), such as species of the genus Acarus spp.), Caloglyphus spp., Chorioptes spp.), Cytodites spp.), Hypodectes spp., Knemidocoptes spp.), Laminosioptes spp.), Notoedres spp. ), Otodectes spp., Psoroptes spp.), Pterolichus spp., Sarcoptes spp.), Trixacarus spp.), Tyrophagus spp.).

[0237] Examples of parasitic protozoa include, but are not limited to, the following.

[0238] The subclass Mastigophora (Flagellata), such as for example Metamonada: of the order Diplomonadida ), such as Giardia spp., Spironucleus spp.); Parabasala: of the order Trichomonadida a), for example, Histomonas spp., Pentatrichomonas spp., Tetratrichomonas spp., Trichomonas spp., Tritrichomonas spp.; (Tetratrichomonas spp.), Trichomonas spp., Tritrichomonas spp.; Euglenozoa: Trypanosomatida, for example, Leishmania spp., Trypanosoma spp.; ); Sarcomastigophora (Rhizopoda), for example, Entamoebidae, for example, Entamoeba spp., Centramoebidae, for example, Acanthamoeba sp., Euamoebidae, for example, Hartmannella sp.; Alveolata, for example, Apicomplexa (Sporozoa), for example, Cryptosporidium spp.; Eimeriida of, for example, Besnoitia spp., Cystoisospora spp., Eimeria sp., Hammondia spp., Isospora spp.; ; ), for example, Entamoebidae, for example, Entamoeba spp., Centramoebidae, for example, Acanthamoeba sp., Euamoebidae, for example, Hartmannella sp.; ), for example, Entamoeba spp., Centramoebidae, for example, Acanthamoeba sp., Euamoebidae, for example, Hartmannella sp.; ), for example, Acanthamoeba sp., Euamoebidae, for example, Hartmannella sp.; ), for example, Hartmannella sp.; ); Alveolata, for example, Apicomplexa (Sporozoa), for example, Cryptosporidium spp.; Eimeriida of, for example, Cryptosporidium spp.; Eimeriida ), for example, Cryptosporidium spp.; Eimeriida of, for example, Besnoitia spp., Cystoisospora spp., Eimeria sp., Hammondia spp., Isospora spp.; ), for example, Cystoisospora spp., Eimeria sp., Hammondia spp., Isospora spp.; ), for example, Eimeria sp., Hammondia spp., Isospora spp.; Pora spp., Neospora spp., Sarcocystis spp., Toxoplasma spp.); Adeleida, e.g., Hepatozoon spp., Klossiella spp. ; Haemosporida, e.g., Leucocytozoon spp., Plasmodium spp. ; Piroplasmida, e.g., Babesia spp., Ciliophora spp., Echinozoon spp., Theileria spp. ; Vesibuliferida, e.g., Balantidium spp., Buxtonella spp. ; Microspora, e.g., Encephalitozoon spp., Enterocytozoon spp., Globidium spp., Nosema spp., and, further, e.g., Myxozoa spp. ; Pathogenic helminths for humans or animals include, for example, Acanthocephala, Nematode, Pentastomida ; ; ; ; ; ; ; ; ; ; ;

[0239] ; ; ) and Platyhelminthes (e.g., Monogenea ea), cestodes, and trematodes are included. .

[0240] Exemplary worms include, but are not limited to, the following.

[0241] Monogenea: For example, Dactylogyrus spp., Gyrodactylus spp., Microbothrium spp., Polystoma spp., Troglocephalus spp.; us spp.), Gyrodactylus spp.), Microbothrium spp.), Polystoma spp.), Troglocephalus spp.; Microbothrium spp.), Polystoma spp.), Troglocephalus spp.; ystoma spp.), Troglocephalus spp.; spp.; Cestodes: Of the order Pseudophyllidea, for example, Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp., Ichthyobothrium spp., Ligula spp., Schistocephalus spp., Spirometra spp.; a) of, for example, Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp., Ichthyobothrium spp., Ligula spp., Schistocephalus spp., Spirometra spp.; rium spp.), Diphyllobothrium spp.), Diplogonoporus spp.), Ichthyobothrium spp.), Ligula spp.), Schistocephalus spp.), Spirometra spp.); Diplogonoporus spp.), Ichthyobothrium spp.), Ligula spp.), Schistocephalus spp.), Spirometra spp.); bothrium spp.), Ligula spp.), Schistocephalus spp.), Spirometra spp.); rus spp.), Schistocephalus spp.), Spirometra spp.); ometra spp.); Of the order Cyclophyllida, for example: Andyra spp., Anoplocephala sp p.), Avitellina spp.), Bertiella spp.), Cittotaenia spp.), p.), Avitellina spp.), Bertiella spp.), Cittotaenia spp.), tiella spp.), Cittotaenia spp.), Species of Davainea, Diorchis spp., Diplopylidium spp., Dipylidium spp., Echinococcus spp., Echinocotyle spp., Echinolepis spp., Hydatigera spp., Hymenolepis spp., Joyeuxiella spp., Mesocestoides spp., Moniezia spp., Paranoplocephala spp., Raillietina spp., Stilesia spp., Taenia spp., Thysaniezia spp., Thysanosoma spp.; Trematodes: of the subclass Digenea, e.g.: Austrobilharzia spp., Brachylaima spp., Calicophoron spp., Catatropis spp., Clonorchis spp., Collyriclum spp., Cotylophoron spp., Cyclocoel ; Trematodes: of the subclass Digenea, for example: Austrobilharzia spp., Brachylaima spp., Calicophoron spp., Catatropis spp., Clonorchis spp., Collyriclum spp., Cotylophoron spp., Cyclocoel spp., etc.; spp., Cotylophoron spp., Cyclocoel Cyclocoelum spp., Dicrocoelium spp. elium spp., Diplostomum spp., Echinochasmus spp., Echinopalphium spp. Echinoparyphium spp., Echinos toma spp., Eurytrema spp., Fasciola Fasciola spp., Fasciolides spp. s spp.), Fasciolopsis spp., Fischoederius spp., Gastrothyrax spp. (Gastrothylacus spp.), Gigantobilharzia spp. tobilharzia spp., Gigantocotyl e spp.), Heterophyes spp., Hypodera Hypoderaeum spp., Leucochloridium spp. ochloridium spp., Metagonimus spp. pp.), Metorchis spp., Nanophyetus spp. anophyetus spp., Notocotylus sp. p.), Opisthorchis spp., Ornithobilha Ornithobilharzia spp., Paragonimus spp. ragonimus spp., Paramphistomum spp. um spp.), Plagiorchis spp., Post Species of Posthodiplostomum, Prosthogonimus Species of Schistosoma, Trichobilharzia Species of Troglotrema, Typhlocoelum spp.); ; Nematodes: of the order Trichinellida, for example Capillaria spp., Eucoleus spp., Paracapillaria spp .), Trichinella spp., Trichomosoides spp .), Trichuris spp ; ; Of the order Tylenchida, for example: Micronema spp , Parastrongyloides spp., Strongyloides spp ; ; Of the order Rhabditina, for example Aelurostrongylus spp , Amidostomum spp., Ancylostoma spp., Angiostrongylus spp , Bronchonema spp., Bunostomum spp ; ; m spp.), species of the genus Chabertia (Chabertia spp.), species of the genus Cooperia ( Cooperia spp.), species of the genus Cooperioides (Cooperioides s pp.), species of the genus Crenosoma (Crenosoma spp.), species of the genus Cyathostomum (C yathostomum spp.), species of the genus Cyclococercus (Cyclococerc us spp.), species of the genus Cyclodontostomum (Cyclodontostomum s pp.), species of the genus Cylicocyclus (Cylicocyclus spp.), species of the genus Cylicostephanus (Cylicostephanus spp.), species of the genus Cylindropharynx (Cylindropharynx spp.), species of the genus Cystocaulus (Cystocaulus spp.), species of the genus Dictyocaulus (Dictyocaulus spp .), species of the genus Elaphostrongylus (Elaphostrongylus spp.), species of the genus Filaroides (Filaroides spp.), species of the genus Globocephalus (Globocephalus spp.), species of the genus Graphidium (Graphidium sp p.), species of the genus Gyalocephalus (Gyalocephalus spp.), species of the genus Haemonchus (Haemonchus spp.), species of the genus Heligmosomoides (Heligmosomoides spp.), species of the genus Hyostrongylus (Hyostrongylus spp.), species of the genus Marshallagia (Marshallagia spp.), species of the genus Metastrongylus (Metastrongylus spp.), species of the genus Muellerius (Muellerius spp.), species of the genus Necator (Necator spp.), species of the genus Nematodirus (Nematodirus spp.), species of the genus Neostrongylus (Neostrongylus spp.), species of the genus Metastrongylus (Metastrongylus spp.), species of the genus Muellerius (Muellerius ellerius spp.), species of the genus Necator (Necator spp.), species of the genus Nematodirus (Nematodirus spp.), species of the genus Neostrongylus (Neost rongylus spp.), Nippostrongy lus spp.), Obeliscoides spp.), Oesophagodontus spp.), Oesophag ostomum spp.), Orlanus spp.); Ornithostron gylus spp.), Oslerus spp.), Ostertagia spp.), Paracoopera spp.), Paracrenosoma spp.), Parafilaroides spp.), Parelaphostrongylus spp.), Pneumocaulus spp.), Pneumostrongylus spp.), Poteriost omum spp.), Protostrongylus spp.), Spicocaulus spp.), Stephanurus spp.), Strongylus spp.), Syngamus spp.), Teladorsagia spp.), Trichonema spp.), Trichostrongylus spp. spp.), Syngamus spp.), Teladorsagia spp.), Trichonema spp.), Trichostrongylus spp. ) Triodontophorus spp., Troglostrongylus spp., Uncinaria spp.; Species of the genus Troglostrongylus, genus Uncinaria spp.; For example, species of the genus Acantocheilonema, Anisakis spp., Ascaridia spp. of the order Spirurida; Ascaris spp., Ascarops spp., Aspiculuris spp., Baylisascaris spp., Brugia spp., Cercopithifilaria spp., Crassicauda spp., Dipetalonema spp., Dirofilaria spp., Dracunculus spp.; Draschia spp., Enterobius spp., Filaria spp., Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp.; Species of the genus Dipetalonema, Dirofilaria spp., Dracunculus spp.; Draschia spp., Enterobius spp., Filaria spp., Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp.; Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp., Onchocerca spp., Oxyuris spp.; Ris spp.), Parabronema spp., Para- filaria spp., Parascaris spp., Passalurus spp., Physalo- ptera spp., Probstmayria spp., Pseudofilaria spp., Setaria spp., Skjrabinema spp., Spirocerca sp p., Stephanofilaria spp., Strongyluris spp., Syphacia spp., Thelazia spp., Toxascaris spp., Toxocara sp p., Wuchereria spp.); Acanthocephala: Oligacanthorhynchida, such as Macracan- thorhynchus spp., Prosthenorchis spp.; Moniliformida, such as Moniliformis spp.; Polymorphida, such as Filicollis spp.; Echinorhynchida, for example, such as Filicollis spp.; Echinorhynchida, ​​​​​​For example, species of Acanthocephalus, Echi norhynchus spp., Leptorhynchoides spp.; (Leptorhynchoides spp.); Phylum Pentastomida: Porocephalida a), for example, Linguatula spp.).

[0242] In the field of veterinary medicine and animal husbandry, the administration of the compounds of formula (I) is in the form of a suitable preparation by methods generally known in the art, such as enteral, parenteral, transdermal or nasal. The administration can be carried out prophylactically, antiprotozoal or therapeutically.

[0243] Accordingly, one embodiment of the present invention relates to a compound of formula (I) for use as a medicament

[0244] Another aspect relates to a compound of formula (I) for use as an anti-endoparasitic agent.

[0245] Another specific aspect relates to a compound of formula (I) for use as an anthelmintic, more specifically as a nematicide, a trematocide, an acanthocephalicide or a pentastomicide.

[0246] Another specific aspect relates to a compound of formula (I) for use as an antiprotozoal agent.

[0247] Another aspect relates to a compound of formula (I) for use as an anti-ectoparasitic agent, in particular as an acaricide, more specifically as an insecticide or a miticide.

[0248] A further aspect of the present invention is an effective amount of at least one compound of formula (I) and the following ​​​​Pharmaceutically acceptable excipients (such as solid or liquid diluents), pharmaceutically acceptable adjuvants (such as surfactants), in particular pharmaceutically acceptable excipients and / or at least one of pharmaceutically acceptable adjuvants commonly used in veterinary preparations, and a veterinary preparation containing the same is.

[0249] Related aspects of the present invention include at least one compound of formula (I) in a pharmaceutically acceptable excipient and / or adjuvant, in particular a pharmaceutically acceptable excipient and / or a method for preparing a veterinary preparation described herein, which comprises mixing with an adjuvant, in particular a pharmaceutically acceptable excipient and / or adjuvant commonly used in veterinary preparations is.

[0250] Another specific aspect of the present invention is a veterinary preparation selected from the group of ectoparasiticide preparations and endoparasiticide preparations, more specifically an anthelmintic preparation, an antiprotozoal preparation, and an acaricide preparation, and is more specifically selected from the group of nematocide preparations, cestocide preparations, ancylostomacide preparations , pentastomacide preparations, insecticide preparations and acaricide preparations, and is based on the above-described aspects and their preparation methods. is.

[0251] Another aspect relates to a method for treating a parasitic infection, in particular an infection caused by a parasite selected from the group of ectoparasites and endoparasites described herein, by applying an effective amount of a compound of formula (I) to an animal in need thereof, in particular a non-human animal is. is.

[0252] Another aspect relates to a method for treating a parasitic infection, in particular an infection caused by a parasite selected from the group of ectoparasites and endoparasites described herein, by applying a veterinary preparation as defined herein to an animal in need thereof, in particular a non-human animal is. is.

[0253] Another aspect relates to the use of a compound of formula (I) in the treatment of parasitic infections, particularly infections by parasites selected from the group of ectoparasites and endoparasites, in animals, especially non - human animals, as described herein.

[0254] In the context of animal health or veterinary medicine, the term "treatment" includes prophylactic, anti - infective prophylactic or therapeutic measures.

[0255] In certain embodiments, mixtures of at least one compound of formula (I) with other active ingredients, particularly endoparasiticides and ectoparasiticides, for use in veterinary medicine are provided herein.

[0256] In the field of animal health, a "mixture" means not only that two (or more) different active ingredients are formulated into a co - formulation and thereby applied together, but also refers to a product that includes separate formulations for each active compound. Thus, when applying three or more active compounds, all of the active compounds may be formulated into a co - formulation, or all of the active compounds may be formulated into separate formulations, or a mixed form where some of the active compounds are formulated together and some of the active compounds are formulated separately is also feasible. Separate formulations allow for separate or sequential application of the active compounds in question.

[0257] The active compounds identified by common name herein are known and are described, for example, in the Pestic ide Manual (cited above) or can be searched for on the Internet (e.g., http: / / www.alanwood.net / pest icides).

[0258] Exemplary active ingredients from the group of ectoparasiticides as mixing partners include those described in detail above. These include, but are not limited to, the insecticides and acaricides listed. The latest IRAC Mode of Action Classification The following is a description of the classification based on the "Fication Scheme": ) Acetylcholinesterase (AChE) inhibitors; (2) GABA-regulated chloride channels (3) Sodium channel modulators; (4) Nicotinic acetylcholine Receptor (nAChR) competitive modulators; (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators; (6) glutamate-regulated chloride channels ( GluCl) allosteric modulators; (7) juvenile hormone mimetics; (8) various (9) Chordotonal organ modulators; (10) Mite growth inhibitors (12) Inhibitors of mitochondrial ATP synthase, e.g., ATP disruptors (13) an uncoupler of oxidative phosphorylation by disrupting the proton gradient; (14) Nicotinamide acetylcholine receptor channel blockers; (15) chitin biosynthesis inhibitors (Thailand (16) Chitin biosynthesis inhibitors (type 1); (17) Molting disruptors (especially , Diptera);(18) Ecdysone receptor agonists;(19) Octopamine receptor agonists Drugs;(21)Mitochondrial complex I electron transport inhibitors;(25)Mitochondrial complex I I electron transport inhibitors;(20)Mitochondrial complex III electron transport inhibitors;(22)Electric potential (23) Acetyl-CoA carboxylase inhibitors; (28) Ryanodine receptor modulators; (30) GABA-gated chloride channel allo Teneric modulator.

[0259] Active ingredients whose mechanism of action is unknown or not specified, such as, fentrifanil, phenoxacrim, cycloproprene, chlorobenzilate, chlordimeform, flubendiamide, diclanynil, amidoflumet, quinomethionate, triarathene, crotoxyphos, azobenz, tetrasul, potassium oleate, petroleum, methoxadiazone, gossypol, luteolin, bromopropylate, cryolite; fentrifanil, phenoxacrim, cycloproprene, chlorobenzilate, chlordimeform, flubendiamide, diclanynil, amidoflumet, quinomethionate, triarathene, crotoxyphos, azobenz, tetrasul, potassium oleate, petroleum, methoxadiazone, gossypol, luteolin, bromopropylate, cryolite; azobenz, tetrasul, potassium oleate, petroleum, methoxadiazone, gossypol, luteolin, bromopropylate, cryolite; azobenz, tetrasul, potassium oleate, petroleum, methoxadiazone, gossypol, luteolin, bromopropylate, cryolite; Another class of compounds, such as, butacarb, dimethirane, chloethocarb, phosphocarb, pyrimiphos (-ethyl), parathion (-ethyl), methacrifos, o-salicylate isopropyl, trichlorfon, sulprofos, propaphos, sebufos, pyridathion, prothoate, dichlofenthion, dimethon-S-methylsulfone, isazofos, cyanofenphos, nophos, dialifos, carbophenothion, athiophosphos, alomorfenvinphos (-methyl), azinphos (-ethyl), chlorpyrifos (-ethyl), phosphomethylane, iodofenphos, dioxabenzofos, formothion, honophosph, flupyrazofos, fensulfothion, ethirimfos; fensulfothion, ethirimfos; iodofenphos, dioxabenzofos, formothion, honophosph, flupyrazofos, fensulfothion, ethirimfos; Organochlorine compounds, such as, camphechlor, lindane, heptachlor; or, phenylpyrazole-based, such as, acetoprole, pyrafluprole, pyriprole, vaniliprole, thiacloprid; Organochlorine compounds, such as, camphechlor, lindane, heptachlor; or, phenylpyrazole-based, such as, acetoprole, pyrafluprole, pyriprole, vaniliprole, thiacloprid; Organochlorine compounds, such as, camphechlor, lindane, heptachlor; or, phenylpyrazole-based, such as, acetoprole, pyrafluprole, pyriprole, vaniliprole, thiacloprid; or, isoxazoline-based, such as, sarolaner, afoxolaner, lotilaner, fluralaner; Pyrethroid-based, such as, (cis-, trans-) metofluthrin, profluthrin, flufenprox, flubrocythrinate, fubfenprox, fenfluthrin n, protriphène butoxide, pyresmethrin, RU15525, terallethrin, cis-resmethrin methrin, heptafluthrin, bioethanomethrin, biopermethrin, fenpyrithrin cis-cyphenothrin, cis-permethrin, permethrin, crotoxyphos, cyhalothrin (lambda-) chlorfenapyr, or halogenated hydrocarbon compounds (HCHs); neonicotinoids, for example, nithiazine; dicloromezotiaz, triflumethoprim; macrocyclic lactones, for example, nemadectin, ivermectin, latidectin, moxidectin selamectin, eprinomectin, doramectin, emamectin benzoate; milbem ycin oxime; triprene, epofenonan, diphenolan; biological agents, hormones, or pheromones, for example, natural products, for example, thuringiensin, codlemone, or neem components; thuringiensin, codlemone, or neem components; dinitrophenols, for example, dinocap, dinobuton, binapacryl; benzoyl ureas, for example, fluazuron, penfluron; amidine derivatives, for example, chlormebuform, cymiazole, demiditraz; demiditraz; hive mite-killing agents for bees, for example, organic acids, for example, formic acid, oxalic acid.

[0260] Exemplary active ingredients from the group of endoparasite-killing agents as a mixing partner include, but are not limited to, anthelmintic active compounds and antiprotozoal active compounds.

[0261] Anthelmintic active compounds include, but are not limited to, the following nematicidal active compounds, trematocidal Examples include active compounds and / or anti-cestode active compounds.

[0262] Of the class of macrocyclic lactones, for example: eprinomectin, abamectin, nemadectin, moxidectin, doramectin, selamectin, lepimectin, latidectin, milbemycin; ivermectin, emamectin, milbemycin; Of the class of benzimidazoles and probenzimidazoles, for example: oxybenzimidazole, mebendazole, triclabendazole, thiophanate, parbendazole, oxfendazole, netobimin, fenbendazole, febantel, thiabendazole, cyclobenzendazole, cambendazole, albendazole sulfoxide, albendazole, flubendazole; Of the class of depsipeptides, preferably of the class of cyclic depsipeptides (depsipetides), in particular of the class of 24-membered cyclic depsipeptides, for example: emodepside, PF1022A; Of the class of tetrahydropyrimidines, for example: morantel, pyrantel, oxantel; Of the class of imidazothiazoles, for example: butamisole, levamisole, tetramisole; Of the class of aminophenylamidines, for example: amidantel, deacylated amidantel (dAMD), tribendimidine; Of the class of aminoacetonitriles, for example: monepantel; Of the class of paraherquamides, for example: paraherquamide, derquantel; Of the class of salicylanilides, for example: tribromsalan, bromoxanide, brotianide, clioxanide, closantel, niclosamide, oxyclozanide, rafoxanide; Nido; Of the class of substituted phenols, for example: nitroxynil, bithionol, disophenol l, hexachlorophene, niclofolan, menichlorophene; Of the class of organophosphoric acid esters, for example: trichlorfon, naphthalophos, dichlor vos / DDVP, curfomate, coumaphos, haloxon; Of the class of piperazinones / quinolines, for example: praziquantel, epsiprantel l; Of the class of piperazines, for example: piperazine, hydroxydine; Of the class of tetracyclines, for example: tetracycline, chlortetracycline , doxycycline, oxytetracycline, lymecycline; Of various other classes, for example: bunamidine, niridazole, resorantel, omphalot chin, oriptanol, nitrosanate, nitroxynil, oxamniquine, milasan, milacil, lucanthone, hycanthone, hetrazan, emetine, diethylcarbamazine, dich lorofen, diamphenethide, clonazepam, bephenium, amoscanate, chlor thrond.

[0263] Antiprotozoal active compounds include, but are not limited to, the following active compounds can be mentioned.

[0264] Of the class of triazines, for example: diclazuril, ponazuril, retrazuril, turt razuril; Of the class of polyether ionophores, for example: monensin, salinomycin, madu ramycin, narasin; Of the class of macrolides, for example: milbemycin, erythromycin; Of the class of quinolones, for example: enrofloxacin, pradofloxacin; Of the class of kinins, for example: chloroquine; Of the class of pyrimidines, for example: pyrimethamine; Of the class of sulfonamides, for example: sulfaquinoxaline, trimethoprim, sul facludin; Of the class of thiamines, for example: amprolium; Of the class of lincosamines, for example: clindamycin; Of the class of carbanylides, for example: imidocarb; Of the class of nitrofurans, for example: nifurtimox; Of the class of quinazoline alkaloids, for example: halofuginone; Of various other classes, for example: oxamniquine, paromomycin; Of the class of vaccines or microbial antigens, for example: Babesia canis rossi sia canis rossi), Eimeria tenella la), Eimeria praecox, Eimeria necatrix, Eimeria mitis ia mitis), Eimeria maxima, Eimer ia brunetti), Eimeria acervulina Eimeria acervulina), Babesia canis vogeli canis vogeli), Leishmania infantum a infantum), Babesia canis canis anis), Dictyocaulus vivipa rus).

[0265] All specified mixing partners, when their functional groups permit this, appropriate bases or It may form a salt with an acid.

[0266] Vector control The compounds of formula (I) can also be used for vector control. For the purposes of the present invention , vectors are arthropods, especially insects or arachnids, which can transmit pathogens, such as viruses, helminths, unicellular organisms and bacteria, from a pathogen-carrying host ( plants, animals, humans, etc.) to a host. The pathogens can be transmitted either mechanically to the host (e.g., trachoma by non-biting flies), or by injection into the host (e.g., malaria parasites by mosquitoes).

[0267] Examples of vectors and the diseases or pathogens carried by vectors are as follows.

[0268] (1) Mosquitoes - Anopheles: malaria, filariasis; - Culex: Japanese encephalitis, filariasis, another viral disease, the transmission of another helminth class; - Aedes: yellow fever, dengue fever, another viral disease, filariasis; - Simuliidae: the transmission of helminths (especially Onchocerca volvulus); - Psychodidae: the transmission of leishmaniasis; (2) Lice: skin infections, epidemic typhus; (3) Fleas: infectious diseases, spotted fever, tapeworms; (4) Flies: sleeping sickness (trypanosomiasis); cholera, another bacterial disease; (5) Ticks: acariosis, epidemic typhus, rickettsialpox, tularaemia, St. Louis encephalitis, tick-borne encephalitis (TBE), Crimean-Congo haemorrhagic fever, borreliosis; (6) Ticks: Borrelioses, e.g., Lyme disease Borrelia (Borrelia burgdorferi sensu lato.), Dutton cycle Borrelia duttoni, tick-borne encephalitis, Q fever (Coxie lla burnetii), Babesia canis canis , Ehrlichiosis.

[0269] Examples of vectors in the context of the present invention are insects that can transmit plant viruses to plants , e.g., aphids, flies, leafhoppers or thrips. Other vectors that can transmit plant viruses are mites, lice, beetles and nematodes.

[0270] Further examples of vectors in the context of the present invention are insects such as mosquitoes and arachnids that can transmit pathogens to animals and / or humans and, in particular, mosquitoes of the genus Aedes, Anopheles genus (Anopheles), e.g., A. gambiae, A. arabiensis ensis, A. funestus, A. dirus (malaria) and mosquitoes of the genus Culex, phlebotomines of the genus Phlebotomus, Lutzomyia , lice, fleas, flies, mites and ticks.

[0271] If the compound of formula (I) is resistance-breaking, vector control is also possible.

[0272] The compound of formula (I) is suitable for use in the prevention of diseases and / or pathogens transmitted by vectors. Accordingly, a further aspect of the present invention is, for example, in agriculture, horticulture, gardening and ​ Use of a compound of formula (I) for controlling pests in leisure facilities and further for protecting materials and storage products.

[0273] Protection of industrial materials The compounds of formula (I) are suitable for protecting industrial materials from attack or destruction by insects such as Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psocoptera and Hemiptera.

[0274] Industrial materials in this context are understood to mean inanimate materials, for example preferably plastics, adhesives, ceramics, sand, paper and cardboard, leather, wood, processed wood products and coating compositions. The use according to the invention for protecting wood is particularly preferred.

[0275] In a further embodiment, the compounds of formula (I) are used together with at least one further insecticide and / or at least one fungicide.

[0276] In a further embodiment, the compounds of formula (I) are present as ready-to-use pest control agents, i.e. they can be applied to the material in question without further modification. Suitable further insecticides or fungicides are in particular those mentioned above.

[0277] Surprisingly, the compounds of formula (I) can also be used to protect objects in contact with salt water or brackish water, in particular ship hulls, scaffolds, nets, buildings, moorings and signalling systems from fouling. Similarly, the compounds of formula (I) can be used as anti-adhesion agents, either alone or in combination with other active compounds.

[0278] Control of animal pests in the sanitary sector The compounds of formula (I) are suitable for controlling animal pests in the sanitary sector. In particular, the present invention​​​​​​ Akira studied insects, arachnids, and other insects encountered in enclosed spaces such as homes, factory halls, offices, car cabins, and livestock farms. To be applied in the household sector, the sanitary sector and in the protection of stored products to control ticks and mites. For controlling animal pests, the compounds of formula (I) can be used alone or in combination with other compounds. They are preferably used in combination with the active compounds and / or auxiliaries of the Used in insecticide products. The compounds of formula (I) are effective against sensitive and resistant species and against all It is effective for all developmental stages.

[0279] These pests include, for example, Arachnida, Scorpionida, rpiones, Araneae and Opiliones s), Chilopoda and Diplopoda, Insecta secta), Order Blattodea, Order Coleoptera , Dermaptera, Diptera, Heteroptera optera, Hymenoptera, Isoptera, Scales Order: Lepidoptera, Phthiraptera, P. socoptera, Saltatoria or Orthoptera era), Siphonaptera and Zygentoma, and Isopoda pests from the class Malacostraca. Included.

[0280] They are, for example, aerosols, pressure-free spray products, such as pumps and atomizers. Sprays, automatic atomizing systems, sprayers, foams, gels, cellulose or plastic vaporizers Evaporator products equipped with a tablet, liquid evaporators, gel and membrane evaporators, propeller-driven evaporators In energy-free or passive evaporation systems, insect-repellent papers, insect-repellent bags and insect-repellent gels It is used as a granule or powder in a bait for spraying or a bait station.

[0281] Abbreviations and Symbols AcOH: Acetic acid aq: Aqueous solution br: Broad Boc: tert-Butyloxycarbonyl d: Doublet DAST: Diethylaminosulfur trifluoride DCC: N,N’-Dicyclohexylcarbodiimide DCM: Dichloromethane DIPEA: Diisopropylethylamine DMF: N,N-Dimethylformamide DMSO: Dimethyl sulfoxide ee: Enantiomeric excess eq: Equivalent EtOAc: Ethyl acetate HATU: 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo [4,5-b]pyridinium-3-oxide hexafluorophosphate HOBt: 1-Hydroxybenzotriazole hydrate HPLC: High-performance liquid chromatography iPrOH: Isopropanol J: Coupling constant M: Molar concentration m: Multiplicity MeCN: Acetonitrile MeOH: Methanol NMR: Nuclear magnetic resonance q: Quartet r.t.: Room temperature s: Singlet sat: Saturated T: Temperature t: Triplet T3P (registered trademark): propylphosphonic anhydride TLC: thin layer chromatography THF: tetrahydrofuran δ: chemical shift Description of processes and intermediates The compounds of formula I and the compounds shown in Table 3 can be prepared as shown in Scheme 1 below, where R , R 1 , R 2 , R 3 , R 4 , and R 5 are as defined previously or represent the corresponding fragments of the compounds shown in Table 3. X represents OH or Cl .

[0282] Scheme 1

Chemical formula

[0283] X = OH: React the triazole compound of formula (a) with the carboxylic acid (X = OH) of formula (b) to form the compound of formula I. For example, in a suitable solvent such as ethyl acetate or DMF, a mixture of the triazole of formula (a), the carboxylic acid (X = OH) of formula (b), T3P (registered trademark), HA TU or a suitable coupling reagent such as DCC / HOBt, and a suitable base such as triethylamine or DIPE A is mixed at a temperature in the range of about 0 - 100 °C to provide the compound of formula I, which is then isolated and, if necessary and desired, purified using techniques well known in the art such as chromatography . It can be purified using techniques well known in the art such as chromatography if necessary and desired .

[0284] X = Cl: React the triazole compound of formula (a) with the carboxylic acid chloride (X = Cl) of formula (b) to form the compound of formula I. For example, in a suitable solvent such as dichloromethane or THF In a solvent, a triazole of formula (a), a carboxylic acid chloride of formula (b) (X=Cl), triethyl A mixture of suitable bases such as dimethylamine or DIPEA is mixed at a temperature ranging from about 0 to 100°C. to obtain a compound of formula I, which can then be isolated and, if necessary and desired, purified by chromatography. The product can be purified using techniques well known in the art, such as by purification using Fischer et al.

[0285] Carboxylic acids of formula (b) (X=OH) and carboxylic acid chlorides of formula (b) (X=Cl) are commercially available. The compounds of formula (a) are commercially available or can be synthesized by methods well known to those skilled in the art. The triazole compounds can be prepared as shown in Scheme 2 below, where R 3 and R 4 is as mentioned above, and R 1 is C1-C6 alkyl, R 5 C1~C3A RuKil or R 1 , R 3 , R 4 and R 5 are the corresponding flags of the compounds shown in Table 3. LG is a suitable leaving group (see also WO2017192385). .

[0286] Scheme 2 [ka]

[0287] reacting an amine of formula (c) with a substituted triazole of formula (d) to form a compound of formula (a) For example, in a suitable solvent such as acetonitrile or DMF, a triazole of formula (d) is , a mixture of an amine of formula (c), a suitable base such as K2CO3, NaH or DIPEA, etc., is added to about 2 Mixing at a temperature in the range of 0 to 120°C to obtain a compound of formula (a), which is then isolated; If necessary and desired, purification can be carried out using techniques well known in the art such as chromatography. It can be carried out.

[0288] Alternatively, the substituted triazole of formula (d) is reacted with ammonia to form the compound of formula (e). For example, a solution of ammonia in a suitable solvent such as methanol and the substituted triazole of formula (d) are mixed in a sealed tube at a temperature in the range of about 0 to 25 ° C to obtain the compound of formula (e). Then, this is isolated and, if necessary and desired, can be purified using techniques well known in the art such as trituration. In a suitable solvent such as acetonitrile or DMF, the substituted triazole of formula (e), the compound of formula (f), and a suitable base such as K2CO3 or DIPEA are mixed at a temperature in the range of about 20 to 120 ° C to obtain the compound of formula (a). Then, this is isolated and, if necessary and desired, can be purified using techniques well known in the art such as chromatography. Then, this is isolated and, if necessary and desired, can be purified using techniques well known in the art such as chromatography. The amine of formula (c) and the compound of formula (f) are commercially available or can be synthesized by methods known to those skilled in the art. The essential triazole compound of formula (d) can be prepared as shown in Scheme 3 below, where R and R are as described above, R and R are as described above, R

[0289] is C 1 - C3 alkyl, or R is C 3 and R 4 are as described above, R 5 is C 1 - C3 alkyl, or R 3 , R 4 and R 5 represent the corresponding fragments of the compounds shown in Table 3, and LG is a suitable leaving group (see also WO 2017 / 192385). ). )

[0290] Scheme 3

Chemical formula

[0291] React the amide of formula (h) with N,N-dimethylamidedimethylacetal (g) to form a compound of formula (i), and then react this with hydrazine (j) under acidic conditions to form a compound of formula (d). For example, react the compound of formula (h) and N,N-dimethyl amidedimethylacetal of formula (g) under reflux in a suitable solvent such as CH2Cl2 to obtain a compound of formula (i). After removing the solvent, react the compound of formula (i) with a suitable solvent such as 1,4-dioxane, acetic acid or a mixture of such solvents at a temperature in the range of about 20-100 °C with substituted hydrazine (j) to obtain a compound of formula (d), and then isolate this and, if necessary and desired, purify it using techniques well known in the art such as chromatography . The N,N-dimethylamidoacetal of formula (g), the amide of formula (h), and the hydrazine of formula (j) are commercially available or can be synthesized by methods known to those skilled in the art.

[0292] For the N,N-dimethylamidoacetal of formula (g), the amide of formula (h), and the hydrazine of formula (j), see, for example, International Publication No. WO 2013 / 038362 for 5-bromo-2-hydrazinopyridine.

[0293] For 2-hydrazino-1,3-thiazole, see U.S. Patent Application Publication No. 2008 / 0234327, International Publication No. WO 2018 / 064119, International Publication No. WO 2008 / 1447 67, International Publication No. WO 2008 / 121861, International Publication No. WO 2004 / 046120.

[0294]

[0295] ​​​​​​The compounds of formula I and the examples shown in Table 3 can be prepared as shown in Scheme 4 below , wherein R 1 , R 2 , R 3 and R 4 are as defined above, and R 5 is C1-C3 alkyl or R 1 , R 2 , R 3 , R 4 and R 5 represent the corresponding fragments of the compounds shown in Table 3 .

[0296] Scheme 4 [Chemical formula]

[0297] React the amide of formula (n) with N,N-dimethylamidodimethylacetal of formula (g) to form a compound of formula (o), and then react this with a substituted hydrazine of formula (j) under acidic conditions to form a compound of formula I. For example, react the compound of formula (n) with N,N-dimethylamidodimethylacetal of formula (g) in a suitable solvent such as CH2Cl2 under reflux to obtain a compound of formula (o). After removing the solvent, react the compound of formula (o) with a substituted hydrazine of formula (j) in a suitable solvent such as 1,4-dioxane, acetic acid or a mixture of such solvents at a temperature in the range of about 20-100 °C. Then isolate the resulting compound of formula I and, if necessary and desired, purify it using techniques well known in the art such as chromatography . . . to obtain a compound of formula (o). After removing the solvent, react the compound of formula (o) with a substituted hydrazine of formula (j) in a suitable solvent such as 1,4-dioxane, acetic acid or a mixture of such solvents at a temperature in the range of about 20-100 °C . Then isolate the resulting compound of formula I and, if necessary and desired, purify it using techniques well known in the art such as chromatography . . can be

[0298] The essential amide of formula (n) can be prepared as shown in Scheme 5 below, wherein R 2 and R 3 are as described above, and R1 is C1-C6 alkyl or H (see also International Publication No. 2017192385), or R 1 , R 2 and R 3 represent the corresponding fragments of the compounds shown in Table 3.

[0299] Scheme 5

Chemical Formula

[0300] React the aminoamide of formula (p) with the carboxylic acid of formula (b) to form the compound of formula (n). For example, in a suitable solvent such as ethyl acetate or DMF, a mixture of the aminoamide of formula (p), the carboxylic acid (b), a suitable coupling reagent such as T3P (registered trademark), HATU or DCC / HOBt, and a suitable base such as triethylamine or DIPEA is mixed at a temperature in the range of about 0-100 °C to obtain the compound of formula (n), which is then isolated and, if necessary and desired, purified using techniques well known in the art such as chromatography.

[0301] Alternatively, the amino acid of formula (q) is reacted with thionyl chloride in a suitable solvent such as MeOH at room temperature to obtain the aminoester of formula (r). The resulting aminoester (r) is then reacted at room temperature in a suitable solvent such as acetic acid with an aldehyde or ketone, a suitable reducing agent such as sodium triacetoxyborohydride, and a dehydrating agent such as Na2SO4 to obtain the compound of formula (s). Next, the resulting aminoester of formula (s) is reacted with the carboxylic acid of formula (b), a suitable coupling reagent such as T3P (registered trademark) at about 90 °C in a suitable solvent such as ethyl acetate. ​​, react with a suitable base such as DIPEA to obtain an amide ester of formula (t), and then isolate this and, if necessary and desired, purify it using techniques well-known in the art such as chromatography. React the obtained amide ester of formula (t) with magnesium nitride in a suitable solvent such as MeOH in a sealed tube at about 80 °C to obtain a compound of formula (n), and then isolate this and, if necessary and desired, purify it using techniques well-known in the art such as chromatography or extraction. The compounds of formula (b) and (q) are commercially available. The essential aminoamide compound of formula (p) is commercially available or can be prepared as shown in Scheme 6 below, where R , R

[0302] and Y are as described above or represent the corresponding fragments of the compounds shown in Table 3, and LG is a suitable leaving group (see also WO 2017 / 192385). The compounds of formula (c) and (h) are commercially available. 1 The essential amine of formula (p) can be prepared as shown in Scheme 6 below, where R 3 and R are as described above (see also WO 2017 / 192385) or represent the corresponding fragments of the compounds shown in Table 3.

[0303] Scheme 6

[0304] React the amine of formula (c) with the amide of formula (h) to form a compound of formula (p). For example R 1 and R 3 are as described above (see also WO 2017 / 192385) or represent the corresponding fragments of the compounds shown in Table 3. React the amine of formula (c) with the amide of formula (h) to form a compound of formula (p). For example

[0305] Scheme 6

Chemical formula

[0306] React the amine of formula (c) with the amide of formula (h) to form a compound of formula (p). For example In a suitable solvent such as acetonitrile or DMF, an amine of formula (c) and an amide of formula (h) , a mixture of a suitable base such as K2CO3 or DIPEA, is mixed at 25 - 80 °C to obtain a compound of formula (p ), which is then isolated and, if necessary and desired, can be purified using techniques well known in the art such as chromatography. In another approach, the compound of formula I can be prepared as shown in Scheme 7 below,

[0307] wherein R , R 1 , R 2 , R 3 , R 4 are as defined above, R 5 is ethyl, isopropyl , tert-butyl, difluoromethyl or cyclopropyl, or R 1 , R 2 , R 3 , R 4 and R 5 represent the corresponding fragments of the compounds shown in Table 3.

[0308] Scheme 7 [Chemical formula]

[0309] The amidine hydrochloride of formula (u) is reacted with the acid of formula (v). For example, in a suitable solvent such as acetonitrile or DMF, the amidine hydrochloride of formula (u), the carboxylic acid (v), a suitable coupling reagent such as HATU or DCC / HOBt, and a suitable base such as triethylamine or DIPEA are mixed at a temperature in the range of about 0 - 100 °C to form a compound of formula (w), which is then reacted with the substituted hydrazine of formula (j) under acidic conditions to form the compound of formula I, which is then isolated and, if necessary and desired, purified using techniques well known in the art such as chromatography. this is isolated and, if necessary and desired, purified using techniques well known in the art such as chromatography​ It can be purified by using.

[0310] The amidine hydrochloride of formula (u), the carboxylic acid derivative of formula (v) and the hydrazine of formula (j) are commercially available or can be synthesized by methods known to those skilled in the art.

[0311] The compound of formula (j’) can be prepared as shown in Scheme 8 below, where E is trifluoromethoxy, difluoromethoxy or trifluoromethylsulfanyl and LG is chlorine, fluorine, methylthio, methylsulfinyl or methylsulfonyl and A is N or CH.

[0312] Scheme 8

Chemical formula

[0313] The compound of formula (x) containing a leaving group (LG) (for LG = methylsulfonyl, see International Publication No. WO 2016 / 001266) is reacted with hydrazine hydrate to form the hydrazine of formula (j’). For example, a mixture of the leaving group-containing compound (x) and hydrazine hydrate is reacted in a suitable solvent, such as methanol or ethanol, at 0 to 80 °C to obtain the compound of formula (j’) or its hydrochloride, hydrobromide or methanesulfonate, which is then isolated and, if necessary and desired, can be purified using techniques well known in the art. solvent, such as methanol or ethanol, at 0 to 80 °C to obtain the compound of formula (j’) or its hydrochloride, hydrobromide or methanesulfonate, and then this is isolated and, if necessary and desired, can be purified using techniques well known in the art. The compound of formula (x) is commercially available or can be synthesized by methods known to those skilled in the art.

[0314] The compound of formula (x) is commercially available or can be synthesized by methods known to those skilled in the art. can be done.

[0315] The compound of formula (zb) can be prepared as shown in Scheme 9 below, where , R 1 , R 2 , R 3 and R 5 is as defined above, or R 1 , R 2 , R 3 and and R 5 represent the corresponding fragments of the compounds shown in Table 3. T is a pyridine or pyrimidine ring substituted with a -NO2- group, -NH2- group or -NH-A- group. L G is a suitable leaving group, and A represents CO-C1-C6 alkyl, CO-cyclopropyl, CO -(4-fluorophenyl).

[0316] Scheme 9

Chemical formula

[0317] The nitro compound of formula (y) is, under reduction conditions, similarly in a suitable solvent such as THF or ethanol using hydrogen and palladium on carbon (European Journal of M edicinal Chemistry, 158, 322-333; 2018), using tin(II) chloride and HCl in a suitable solvent such as ethanol (International Publication No. 201808 5247), using iron powder and HCl in a suitable solvent such as ethanol (International Publication No. 20 17216293), or using iron powder in a mixture of acetic acid and ethanol, and converting each of them to the corresponding amino compound of the formula. The obtained amino compound (z) is, in the presence of a suitable base such as DIPEA or potassium carbonate , reacted with an acylation or benzoylation reagent A-LG of formula (za). Then, the obtained compound of formula (zb) is purified, if necessary and desired, using techniques well known in the art such as chromatography . . Next, the obtained compound of formula (zb) is purified, if necessary and desired, using techniques well known in the art such as chromatography .

[0318] The carboxylate of formula (za) is commercially available or can be synthesized by methods known to those skilled in the art. The essential compound of formula (y) can be obtained as described in Scheme 4. and so on.

[0319] The compound of formula (ze) can be prepared as shown in Scheme 10 below, in the formula wherein R 1 、R 2 、R 3 and R 5 are as defined above, or R 1 、R 2 、R 3 and R 5 represent the corresponding fragments of the compounds shown in Table 3. T is a -CO2 alkyl group, -COOH or -CON(E 1 )E 2 pyridine or pyrimidine substituted with a group . E 1 and E 2 are independently selected from the group of H, C1-C6 alkyl and cyclopropyl .

[0320] Scheme 10

Chemical formula

[0321] Saponify the ester compound of formula (zc) to obtain each carboxylic acid compound of formula (zd), and then perform an amide coupling step with the amine of formula (zx) to obtain the amide of formula (ze) by the latest methods known to those skilled in the art. For example, in a suitable solvent such as ethyl acetate or DMF, the amine of formula (zx), carboxylic acid ( zd), and a suitable coupling reagent such as T3P (registered trademark), HATU or DCC / HOBt

[0322] and so on. zd), T3P (registered trademark), HATU or DCC / HOBt and other suitable coupling reagents Mix a drug, a suitable base such as triethylamine or DIPEA, etc. at a temperature in the range of about 0 to 100 °C to obtain a compound of formula (ze), then isolate it, and if necessary and desired, it can be purified using techniques well-known in the art such as chromatography.

[0323] The amine of formula (zx) is commercially available or can be synthesized by methods known to those skilled in the art. The required compound of formula (zc) can be obtained as described in Scheme 4.

[0324] The compound of formula (e) can also be prepared as shown in Scheme 11 below, where R , R 1 , R 3 and R 4 are as defined above, R 5 is C1 - C3 alkyl, or R , R 1 , R 3 , R 4 and R 5 represent the corresponding fragments of the compounds shown in Table 3.

[0325] Scheme 11

Chemical formula

[0326] React the amide of formula (zf) with N,N - dimethylamidedimethylacetal of formula (g) to form a compound of formula (zg), and then react this with a substituted hydrazine of formula (j) under acidic conditions to form a compound of formula (zh). For example, react the compound of formula (zf) and N,N - dimethylamidedimethylacetal of formula (g ) in a suitable solvent such as CH2Cl2 under reflux. ) React in a solvent to obtain a compound of formula (zg). After removing the solvent, the compound of formula (zg) is reacted with a substituted hydrazine of formula (j) in a suitable solvent such as 1,4-dioxane, acetic acid or a mixture of such solvents at a temperature in the range of about 20 to 80 °C. Next, the resulting compound of formula (zh) can be isolated and, if necessary and desired, purified using techniques well known in the art such as chromatography. The carbamate of formula (zh) is treated with an acid to form the amine of formula (a). For example, the carbamate of formula (

[0327] zh) and a suitable acid, such as hydrogen chloride or trifluoroacetic acid, are reacted in a suitable solvent such as dioxane or, in the case of trifluoroacetic acid, without an additional solvent, at a temperature in the range of about 0 to 80 °C. Next, the resulting amine of formula (a) is isolated as the free amine or as its acid salts after treatment of the amino group, and if necessary and desired, purified using techniques well known in the art such as chromatography. The essential amide of formula (zf) and the hydrazine of formula (j) are commercially available or can be synthesized by the methods described in this application or methods known to those skilled in the art. The compound of formula (zj) can be prepared as shown in Scheme 12 below, where R

[0328] is as previously defined or R represents the corresponding fragment of the compound shown in Table 3, and LG is chlorine, bromine or iodine, etc.

[0329] R R 1 R 2 R 3 and R 5 are as defined above, or R 1 R 2 R 3 and R 5 is as defined above, and LG is chlorine, bromine or iodine, etc. is a suitable leaving group, and Rz is an optionally substituted 5- or 6-membered heteroaryl or methyl sulfonyl.

[0330] Scheme 12

Chemical Structure

[0331] The required compound of formula (zi) can be obtained as described in Scheme 4 .

[0332] For example, LG can generally be converted by a suitable nucleophile in a transition metal-catalyzed reaction with, for example, a substituted pyrazole or triazole or a sulfinate, and can be bromine. For example, in the case of bromine substitution with pyrazole, see page 37, Example 6, Step 1 of International Publication No. WO 2013 / 06 2981A1. See page 37, Example 6, Step 1 of International Publication No. WO 2013 / 062981A1.

[0333] The compound of formula (zl) can be prepared as shown in Scheme 13 below, where the formula, R 1 , R 2 , R 3 and R 5 are as defined above. Hal is chlorine, bromine or iodine .

[0334] Scheme 13

Chemical Structure

[0335] The compound of formula (zk) can be further derived by halogenation of thiazole. The necessary methods are known to those skilled in the art. For example, chlorination is achieved using a halogenating agent such as N-chloro-succinimide in a suitable solvent such as DMF (synthesis of Example II-15 described in this application ). ​

[0336] Compounds of formula (zk) can be prepared as shown in Schemes 1-7 and 11.

[0337] Scheme 14 illustrates the 3-haloalkyl triazoles used in the synthesis of, for example, Example I-9. The preparation of the alkyl-containing amine (e') is shown below. 5 is difluoromethyl and E' is CN .

[0338] Scheme 14 [ka]

[0339] In the first step, as described in EP 1099695, hydrazone a is In the second step, (αS)-1,3-dihydro-α-methylamide (zn) is formed. -1,3-Dioxo-2H-isoindole-2-acetic acid (Pht- purchased from ABCR Tetrahedron: Asymmetry from Ala-OH) and oxalyl chloride ,21(8),936-942,2010. 1,3-dioxo-2H-isoindole-2-acetyl chloride, In the presence of a base such as pyridine, as described in EP 1099695 with hydrazone amide to form a triazole of formula (zo), In the third step, the method described in WO 2018086605 can be used to convert the carboxylic acid to a semiconducting acid. As described above, the phthalimide protecting group can be deprotected by reaction with hydrazine hydrate in a suitable solvent such as ethanol. In the final step, the resulting amine (e') is reacted with a carboxylic acid to remove the amine. This is reacted to form an exemplary compound, such as I-9, depicted in Scheme 1.

[0340] Scheme 15 shows the preparation of the alkyltriazole-containing amine (e’) used, for example, in the synthesis of Example I-6. R is ethyl, isopropyl, or cyclopropyl, 5 E’ is CN, and Z is NH2 or OC1-C6 alkyl.

[0341] Scheme 15

Chemical Formula

[0342] React N-(tert-butoxycarbonyl)-L-alanine with an alkylamidine (when Z = NH 2) or an alkyl imidate (when Z = OC1-C6 alkyl) to form an intermediate of formula (zq), and then react this with a substituted hydrazine of formula (j’’) to form an alkyltriazole of formula (zr). For example, when Z = NH2 (compar e J.Org.Chem.2011,76,1177-1179), react N-(tert- butoxycarbonyl)-L-alanine and an alkylamidine of formula (zp) in a suitable solvent such as DMF at a temperature in the range of 0-50°C in the presence of a suitable coupling reagent such as HATU and a suitable base such as triethylamine or DIPEA to form an acylamidine intermediate of formula (zq). After removal of the solvent, react the intermediate of formula (zq) with a substituted hydrazine of formula (j’’) in a suitable solvent such as acetic acid at a temperature in the range of about 20-80°C. Then isolate the resulting alkyltriazole of formula (zr) and, if necessary and desired, purify it using techniques well known in the art such as chromatography.

[0343] ​​​​​When Z = C1-C6 alkyl, N-(tert-butoxycarbonyl)-L-ala nine and an alkyl imidate of formula (zp) or a suitable salt thereof are reacted at a temperature in the range of 0-25 °C in a suitable solvent such as THF, in the presence of a suitable coupling reagent such as HATU, triethylamine or a suitable base such as DIPEA to form an acyl imidate intermediate of formula (zq). When a substituted hydrazine of formula (j'') is added, the intermediate of formula (zq) reacts at a temperature in the range of 2 0-80 °C to obtain an alkyl triazole of formula (zr), which is then isolated and, if necessary and desired, can be purified using techniques well known in the art such as chromatography The carbamate of formula (zr) is treated with an acid (e.g., 4N HCl in dioxane) to form an amine of formula (e') as shown in Scheme 11. The required alkyl amidine and alkyl imidate or its salt and hydra zine of formula (j'') are commercially available or can be synthesized by the methods described in this application or methods known to those skilled in the art

[0344] Scheme 16 shows the preparation of an alkoxy triazole-containing amine (e1) used, for example, in the synthesis of Example I-10. The alkyl is methyl, ethyl or isopropyl, and E ' is CN.

[0345] The synthesis is carried out using (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindole Scheme 16 The required alkyl amidine and alkyl imidate or its salt and hydrazine of formula (j'') are commercially available or can be synthesized by the methods described in this application or methods known to those skilled in the art.

[0346] Scheme 16 shows the preparation of an alkoxy triazole-containing amine (e1) used, for example, in the synthesis of Example I-10. The alkyl is methyl, ethyl or isopropyl, and E ' is CN. ' is CN.

[0347] Scheme 16

Chemical formula

[0348] The synthesis is carried out using (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindole ((2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl chloride and potassium thiocyanate (KSCN) in acetone Starting from the reaction with, the corresponding isocyanate intermediate (zs) is obtained, which is then processed in the next step with the corresponding alcohol to give O-alkyl [(2S)-2-(1,3-dioxo -1,3-dihydro-2H-isoindol-2-yl)propanoyl]carbamothioate (zt). The reaction of intermediate (zt) in ethanol with hydrazine of formula (j'') gives the cyclized product of formula (zu) described in Bioorganic & Medicinal Chemistry 26(2 018)3321-3344. Deprotection of the amino group with hydrazine hydrate gives the primary amine of formula (e1). In the final step the resulting amine is reacted with a carboxylic acid to form the exemplified compound, for example I-10 described in Scheme 1 . The compound of formula (zw) can be prepared as shown in Scheme 17 below, where in the formula Alk is C1-C6 alkyl, R

[0349] is 5-cyanopyridin-2-yl, R 4 is 5-cyanopyridin-2-yl, R 5 is ethyl, n-propyl, isopropyl, cyclopropyl or t-butyl.

[0350] Scheme 17

Chemical Structure

[0351] (αS)-1,3-Dihydro-α-methyl-1,3-dioxo-2H-isoindole -2-acetyl chloride is reacted with imidate (zq) or a suitable salt thereof to give the compound of formula (zv ) forms an acylimidate intermediate, which is then reacted with the hydrazine of formula (j) to obtain the triazole of formula (zw). For example, the mixture of an acid chloride and an imidate of formula (zv) is reacted in a suitable solvent such as THF at a temperature in the range of -20 to 25 °C. Then, the obtained intermediate of formula (zv) is reacted with the hydrazine of formula (j) in a suitable solvent such as THF at a temperature in the range of 0 °C to 80 °C. Then, the obtained triazole of formula (zw) is purified, if necessary and desired, using techniques well known in the art such as chromatography The phthalimide protecting group can be removed using hydrazine as described in Scheme 14 to obtain the respective free amines.

[0352] The necessary acid chlorides may be obtained as described in Scheme 14, and the imidates of formula (zq) or their salts are commercially available or may be synthesized by methods known to those skilled in the art Scheme 18 shows the preparation of the 3-halotriazole-containing amine (e’) used, for example, in the synthesis of Example I-39, in which

[0353] R is halogen and E’ is CN. 5 In the first step, (αS)-1,3-dihydro-α-methyl-1,3-dioxo-2H

[0354] Scheme 18

Chemical Formula

[0355] -isoindole-2-acetic acid (Pht-Ala-OH purchased from ABCR) is reacted in the presence of a base and the coupling reagent HATU with 1-N-Boc-2-methyl-isothiourea in the presence of Reacting with (purchased from ABCR) to form an N-acylated 1-N-Boc-2-methyl isothiourea of formula (ya), and partial or complete racemization is possible. In the second step, as described in WO 2014 / 009425 A1, hydrazine (j'') (for example, E' is CN) is cyclized in the presence of a base such as pyridine to form a 1,2,4-triazole of formula (yb) containing an NH -Boc group. After N-Boc deprotection in the third step under acidic conditions ( for example, 4N HCl in dioxane), a 3-amino-1,2,4-triazole hydrochloride of formula ( yc) is formed, which can be treated in the fourth step with tert- butyl nitrile, followed by treatment with a copper halide as a salt such as Cu Cl2 (R =Cl), described in JP-Pat. 2010070503 A, Cu 5 Br2 (R =Br), described in K. Pchalek and M. P. Hay J. Org. Chem 5 . 2006, 71, 6530 - 6535, a CuI / I2 mixture (R = 5 I), or described in N. R. Norcross et al. J. Med. Chem., 2016 , 59(13), 6101 - 6120, diiodomethane (R =I) 5 to form a 3-halogen-substituted 1,2,4-tri azole (yd). Alternatively, fluorine (R =F) is, for example, as described in V. Krc 5 hnak and Z. Arnold Coll. Czech Chem. Commun., 1 975, 40(5), 1390 - 1395, by copper halide as described. It can be introduced using HF instead of the substance. In the fifth step, as described in International Publication No. 201 8086605, the phthalimide protecting group is removed by reaction with hydrazine hydrate in a suitable solvent such as ethanol. In the final step, the obtained amine (e’) is reacted with a carboxylic acid to form an exemplified compound, for example, I -39 or I-48 as described in Scheme 1.

[0356] Preparation Example 3-Chloro-N-{1-[1-(6-cyano-3-pyridinyl)-3-(difluorometh thyl)-1H-1,2,4-triazol-5-yl]ethyl}-5-(trifluorometh thyl)benzamide (Example I-9) Synthesis Step 1 2-[6-Cyano-3-pyridinyl]hydrazide-2,2-difluoro-ethanimid ic acid

Chemical Formula

[0357] To 2.33 g (17.4 mmol) of 5-hydrazinyl-2-pyridinecarbonitrile in methanol (30 mL), 3.15 g (24.3 mmol) of ethyl 2,2-difluoroethanecarboximidate (purchased from Ena mine Building Blocks) was added, and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated, and then the residue was stirred with n-hex ane (30 mL) and ethyl acetate (3 mL). The brownish precipitate was separated and dried to obtain 3.38 g (purity: 90.4%, yield: 83.0%) of 2-[6-cyano-3-pyridinyl]hydrazide-2,2-difluoro-ethanimidic acid.

[0358] ESI mass [m / z]: 211.1 [M+H] + Step 2 2-[1-[3-(Difluoromethyl)-1-(6-cyano-3-pyridinyl)-1H -1,2,4-triazol-5-yl)ethyl]-1H-isoindole-1,3(2 H)-dione

Chem.

[0359] To 3.28 g (14.0 mmol) of 2,2-difluoro-ethanimidic acid in pyridine (20 mL), (αS)-1,3-dihydro-α-methyl-1,3-dioxo-2H-isoindole-2-acetyl chloride (prepared from (αS)-1,3-dihydro-α-methyl-1,3-dioxo-2H-isoindole-2-acetic acid (Pht-Ala-OH purchased from ABCR) and oxalyl chloride; see D.A. Gruzdev et al., Tetrahedron:Asymmetr (αS)-1,3-dihydro-α-methyl-1,3-dioxo-2H-isoindole- 2-acetic acid) 3.32 g (14.0 mmol) was added and the reaction mixture was stirred overnight at room temperature. Then, water (200 mL) was added and the mixture was extracted with dichloromethane (200 mL). The organic phase was extracted twice with saturated aqueous NaHCO3 (100 mL), dried over Na2SO4 and evaporated under reduced pressure. The remaining solid residue was chromatographed on silica gel using a cyclohexane / acetone gradient to give 1.09 g of the racemic title compound (purity: 95.7%, yield: 18.8%) as a colorless solid . (100 mL), dried over Na2SO4 and evaporated under reduced pressure. The remaining solid residue was chromatographed on silica gel using a cyclohexane / acetone gradient to give 1.09 g of the racemic title compound (purity: 95.7%, yield: 18.8%) as a colorless solid and obtained as a colorless solid .

[0360] ESI mass [m / z]: 395.2 [M+H] + Project 3 6-[5-(1-Aminoethyl)-3-(difluoromethyl)-1,2,4-triazolo -1-yl]pyridine-3-carbonitrile (INT-4)

Chemical formula

[0361] To 1.0 g (2.5 mmol) of 2-[1-[3-(difluoromethyl)-1-(6-cyano -3-pyridinyl)-1H-1,2,4-triazol-5-yl)ethyl]-1H-indole-1,3(2H)-dione in ethanol (20 mL), 577 mg (6.34 mmol) of hydrazine hydrate was added and the reaction mixture was heated under reflux. After 30 minutes a colorless precipitate was formed. The reaction mixture was stirred and heated under reflux for an additional 1 hour, then acetone (15 mL) was added and heating was continued for an additional 30 minutes. The reaction mixture was concentrated and the solid residue was treated with ethanol. After filtration, the filtrate was evaporated under reduced pressure to give 663 mg of 6-[5-(1-aminoethyl)-3-(difluoromethyl)-1,2,4-triazol-1-yl]pyridine- 3-carbonitrile (IT-4), which was used in Project 4 without purification

[0362] ESI mass [m / z]: 265.2 [M+H] + 1 Refer to Table 2 (INT-4) for the 1H-NMR peak list.

[0363] Project 4 3-Chloro-N-{1-[1-(6-cyano-3-pyridinyl)-3-(difluoromethyl)-1H-1,2,4-triazol-5-yl]ethyl}-5-(trifluoromethyl)benzamide ​​​​​​​ [Chemical formula]

[0364] 6-[5-(1-Aminoethyl)-3-(difluoromethyl)-1,2,4-triazolo -1-yl]pyridine-3-carbonitrile (INT-4), 222 mg (0.84 mmol), was added to 194 mg (0.84 mmol) of 3-chloro-5-(trifluoromethyl)benzoic acid, 141 mg (1.09 mmol) of N,N-diisopropylethylamine (Hünig's base) in N,N-dimethylformamide (DMF) (5 mL), and 383 mg (1.00 mmol) of [O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate] (HATU). The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the solid residue was treated with dichloromethane and then extracted with saturated aqueous NaHCO3 and water. The organic phase was separated, dried over Na2SO4, and the solvent was evaporated under reduced pressure. The remaining solid residue was chromatographed on silica gel with a cyclohexane / acetone gradient, followed by dispersion with diethyl ether and filtration to obtain 259 mg of the racemic title compound (purity: 100%, yield: 65.4%). mol) of 3-chloro-5-(trifluoromethyl)benzoic acid, 194 mg (0.84 m mol) in N,N-dimethylformamide (DMF) (5 mL), N,N-diisoprop ylethylamine (Hünig's base) 141 mg (1.09 mmol), [O-(7-a zabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium-he xafluorophosphate] (HATU) 383 mg (1.00 mmol) was added, and the re action mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the solid residue was treated with dichloromethane and then extracted with saturated NaHCO3 aqueous solution and water. The organic phase was separated, dried over Na 2SO4, and the solvent was evaporated under reduced pressure. The remaining solid residue was chromatographed on silica gel with a cyclohexane / acetone gradient, followed by dispersion with diethyl ether and filtration to obtain 259 mg of the racemic title compound (purity: 100%, yield: 6 5.4%). using cyclohexane / acetone gradient, followed by dispersion with diethyl ether and filtration to obtain 259 mg of the racemic title compound (purity: 100%, yield: 6 5.4%). 5.4%).

[0365] ESI mass [m / z]: 471.1 [M+H] + 1 Please refer to Table 1 for the 1H-NMR peak list.

[0366] 6-{5-[(1S)-1-Aminoethyl]-3-isopropyl-1H-1,2,4- triazol-1-yl}nicotinonitrile (INT-2) synthesis Project 1 6-{5-[(1S)-1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3-isopropyl-1H-1,2,4-triazol-1-yl}nicotinonitrile -yl -yl}nicotinonitrile

Chemical formula

[0367] A solution of 5.00 g (purity 95%, 21.6 mmol) of (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoic acid and 0.08 mL (1 mmol) of DMF in 30 mL of anhydrous CH2Cl2 was treated with 3.78 mL (43.3 mmol) of oxalyl chloride at 0 °C. The reaction mixture was stirred at ambient temperature for 2 days. All volatile substances were removed under reduced pressure, and the residue was used in the next step without further purification. -2H-isoindol-2-yl)propanoic acid 5.00 g (purity 95%, 21.6 mmol) and 0.08 mL (1 mmol) of DMF in 30 mL of anhydrous CH2Cl2 was treated with 3.78 mL ( ol) and 0.08 mL (1 mmol) of DMF in 30 mL of anhydrous CH2Cl2 was treated with 3.78 mL ([[]] 43.3 mmol) of oxalyl chloride at 0 °C. The reaction mixture was stirred at ambient temperature for 2 days. All volatile substances were removed under reduced pressure, and the residue was used in the next step without further purification.

[0368] A solution of 3.13 g (purity 95%, 21.6 mmol) of methyl 2-methylpropanimidate hydrochloride (1:1) in 40 mL of anhydrous THF was treated with 15.1 mL (86.4 mmol) of anhydrous DIPEA at 0 °C. The acid chloride prepared in the first step was dissolved in 20 mL of anhydrous THF and added dropwise to the solution of the imidate within 25 minutes. After stirring at 0 °C for 30 minutes, 3.19 g (23.7 mmol) of 6-hydrazinonicotinonitrile and 10 mL of anhydrous THF were added. The reaction mixture was stirred at 0 °C for 30 minutes and at ambient temperature overnight. All volatile substances were removed under reduced pressure. 200 mL of water was added to the residue, and the mixture was extracted with 200 mL of EtOAc. The phases were separated, and the aqueous phase was extracted several times with EtOAc. The combined organic phases were washed with brine .6 mmol) of methyl 2-methylpropanimidate hydrochloride (1:1) in 40 mL of anhydrous THF was treated with 15.1 mL ( 86.4 mmol) of anhydrous DIPEA at 0 °C. The acid chloride prepared in the first step was dissolved in 20 mL of anhydrous THF and added dropwise to the solution of the imidate within 25 minutes. After stirring at 0 °C for 30 minutes, 20 mL of anhydrous THF and added dropwise to the solution of the imidate within 25 minutes. After stirring at 0 °C for 30 minutes, 3.19 g (23.7 mmol) of 6-hydrazinonicotinonitrile and 10 mL of anhydrous THF were added. The reaction mixture was stirred at 0 °C for 30 minutes and at ambient temperature overnight. All volatile substances were removed under reduced pressure. 200 mL of water was added to the residue, and the mixture was extracted with 200 mL of EtOAc. The phases were separated, and the aqueous phase was extracted several times with EtOAc. The combined organic phases were washed with brine and the mixture was extracted with 200 mL of EtOAc. The phases were separated, and the aqueous phase was extracted severa...

Claims

1. A compound of formula (I) 【Chemistry 1】 During the ceremony, R １ is hydrogen, R ２ is phenyl or pyridine, wherein the phenyl or pyridine is 1 to 2 substituted group, provided that the substituent(s) is / are not a carbon atom bonded to the C=O group. are not present on any carbon adjacent to, and each independently is a fluorine, a chlorine, a bromine, -CN, -N O ２ , -SF ５ , methyl, difluoromethyl, trifluoromethyl, pentafluoroethyl methoxy, difluoromethoxy, trifluoromethoxy, difluoromethylthio, trifluoromethylthio The group consisting of trifluoromethylthio, difluoroethylthio, and trifluoroethylthio is selected from R ３ is C １ ~C ３ is alkyl, R ４ is pyridine, pyrimidine or pyrazine, The radicine is substituted with CN, R ５ is ethyl, isopropyl, tert-butyl, difluoromethyl, cyclopropyl The compound of formula (I) is aryl, methoxy, ethoxy, isopropoxy or halogen.

2. During the ceremony, R １ is hydrogen, R ２ 3-chloro-5-(trifluoromethyl)phenyl, 3-chloro-5-(difluoro 3-chloro-5-(pentafluoroethyl)phenyl, 3-chloro-5-(pentafluoroethyl)phenyl, 3-chloro-5-(trifluoromethyl)phenyl thio)phenyl, 3-chloro-5-(difluoromethylthio)phenyl, 3-chloro-5 -(difluoromethoxy)phenyl, 3-bromo-5-(trifluoromethoxy)phenyl 3-bromo-5-chlorophenyl, 3,5-dichlorophenyl, 3,5-dibromophenyl phenyl, 3,5-bis(trifluoromethyl)phenyl, 3-cyano-5-(trifluoro 3,5-bis(difluoromethoxy)phenyl, 5-bromopyridin 3-bromo-5-(trifluoromethyl)phenyl, 3-fluoro-5- Cyanophenyl, 3-bromo-5-cyanophenyl, 3-(difluoromethyl)-5-( (trifluoromethoxy)phenyl, 3-(difluoromethoxy)-5-(difluoromethy phenyl, 6-bromopyridin-2-yl, 5-(trifluoromethyl)pyridine- 3-yl, 6-(trifluoromethyl)pyridin-2-yl, 2-chloro-6-(trifluoro 4-bromo-6-(trifluoromethyl)pyridin-4-yl or 4-bromo-6-(trifluoromethyl)pyridin-4-yl phenyl-2-yl; R ３ is methyl, R ４ is 5-cyanopyridin-2-yl, R ５ is ethyl, isopropyl, tert-butyl, difluoromethyl, cyclopropyl 2. The compound of claim 1, wherein the aryl group is aryl, methoxy, ethoxy, isopropoxy, chlorine or bromine. thing.

3. A compound of formula (e) 【Chemistry 2】 In the formula, the structural element R ３ , R ４ and R ５ 6-[5-[(1S)-1-aminoethyl] -3-ethyl-1,2,4-triazol-1-yl]pyridine-3-carbonitrile, 6-[5-[(1S)-1-aminoethyl]-3-isopropyl-1,2,4-triazo 6-[5-[(1S)-1-amino-1-yl]pyridine-3-carbonitrile [Cyclopropyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyridine-3- carbonitrile, 6-[5-(1-aminoethyl)-3-(difluoromethyl)-1,2, 4-triazol-1-yl]pyridine-3-carbonitrile, 6-[5-[(1S)- 1-aminoethyl]-3-methoxy-1,2,4-triazol-1-yl]pyridine- 3-Carbonitrile, 6-[5-[(1S)-1-aminoethyl]-3-ethoxy-1, 2,4-triazol-1-yl]pyridine-3-carbonitrile, 6-[5-[(1S )-1-aminoethyl]-3-isopropoxy-1,2,4-triazol-1-yl] Pyridine-3-carbonitrile, 6-[5-[(1S)-1-aminoethyl]-3-te rt-butyl-1,2,4-triazol-1-yl]pyridine-3-carbonitrile, 6-[5-(1-aminoethyl)-3-chloro-1,2,4-triazol-1-yl] Pyridine-3-carbonitrile and 6-[5-(1-aminoethyl)-3-bromo-1, 2,4-Triazol-1-yl]pyridine-3-carbonitriles and their hydrochlorides 3. A compound of formula (e) having the meaning according to claim 1 or claim 2, comprising:

4. compound 【Chemistry 3】 and 【Chemistry 4】 。

5. The compound 3-chloro-5-[(difluoromethyl)sulfanyl]benzoic acid, 3-chloro -5-(difluoromethyl)benzoic acid, 3-chloro-5-(pentafluoroethyl)benzoic acid benzoic acid, 3-(trifluoromethoxy)-5-(difluoromethyl)benzoic acid, and 3-( Difluoromethoxy)-5-(difluoromethyl)benzoic acid and salts thereof.

6. Formulations comprising at least one compound of formula (I) according to any one of claims 1 to 2. , especially pesticide formulations.

7. 2. The composition of claim 1 further comprising at least one bulking agent and / or at least one surface active agent.

6. The formulation described in 6.

8. The compound of formula (I) is present in a mixture with at least one further active compound. The formulation according to claim 6 or 7, characterized in that

9. A method for controlling pests, in particular animal pests, comprising the steps of: The compound of formula (I) according to any one of claims 6 to 8 or the formulation according to any one of claims 7 to 9 is useful in the treatment of It allows the attack of pests and / or their habitats, while preventing them from being killed by surgery or treatment. Methods for the treatment of the human or animal body and diagnostic procedures carried out on the human or animal body Method for controlling pests, in particular animal pests, characterized in that the method excludes 。

10. The pest is an animal pest, including an insect, an arachnid, or a nematode, or the pest is an insect, arachnid or nematode, while the human or animal The present invention excludes methods for the treatment of a human or animal body and diagnostic methods carried out on said human or animal body.

10. The method of claim 9, further comprising removing the

11. A compound of formula (I) according to any one of claims 1 to 2 for controlling animal pests. Use of the preparation according to any one of claims 6 to 8, on the other hand, in the treatment of surgery or therapy. and a method for the treatment of said human or animal body by a therapeutic agent. The use of diagnostic methods performed in accordance with the present invention is excluded.

12. The animal pest comprises an insect, an arachnid, or a nematode, or the animal pest is an insect. , Arachnida or Nematode, while the healing of said human or animal body by surgery or treatment. The use of methods for medical treatment and diagnostic methods performed on the human or animal body is excluded. The use according to claim 11, characterized in that

13. Use according to claim 11 or 12 in crop protection, the method comprising administering to said subject the subject therapies by surgery or therapy. Methods for the treatment of the human or animal body and diagnostic procedures performed on said human or animal body 13. The use according to claim 11 or 12 in crop protection, wherein the use in a cutting method is excluded.

14. Use according to claim 11 or 12 in the field of animal health, in which the animal is treated by surgery or therapy. and methods for the treatment of said human or animal body performed on said human or animal body. The use of the diagnostic method according to claim 11 or 12 in the field of animal health is excluded. use.

15. A method for protecting seeds or germinating plants from pests, particularly animal pests, comprising the steps of: The seeds are treated with a compound of formula (I) according to any one of claims 1 to 2 or any one of claims 6 to 8. and contacting the subject with the preparation according to any one of claims 1 to 4, while Methods for treating the human or animal body and diagnostic methods carried out on said human or animal body Excluded are methods for protecting seeds or germinating plants from pests, especially animal pests.

16. Seeds obtained by the method according to claim 15.

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