Heteroaryl-triazole compounds

Abstract

The present invention relates to N-(cyclopropylmethyl)-5-(methylsulfonyl)-N-{1-[1-(pyrimidin-2-yl)-1H-1,2,4-triazol-5-yl]ethyl}benzamide derivatives and corresponding pyridinecarboxamide derivatives and related compounds of general formula (I), formulations and compositions comprising said compounds, and their use in plant protection for controlling animal pests including arthropods and insects as well as the use of these compounds for controlling ectoparasites of animals.

Description

[0001] This application is a divisional application of Chinese Patent Application No. 201980025433.3, filed on April 10, 2019, entitled "N-(cyclopropylmethyl)-5-(methanesulfonyl)-N-{1-[1-(pyrimidin-2-yl)-1H-1,2,4-triazol-5-yl]ethyl}benzamide derivatives as pesticides and corresponding pyridinecarboxamide derivatives".

[0002] This invention relates to novel heteroaryl-triazole and heteroaryl-tetraazole compounds, formulations and compositions comprising said compounds, and their use in plant protection for the control of animal pests, including arthropods and insects, as well as their use in the control of animal ectoparasites.

[0003] WO 2017 / 192385 discloses certain heteroaryl-triazole and heteroaryl-tetraazole compounds of formula I for the control of ectoparasites in animals (R 3b =Hydrogen).

[0004] Modern plant protection products and veterinary ectoparasite control agents must meet numerous requirements, including efficacy, persistence, spectrum of action, and resistance-breaking performance. Toxicity, compatibility with other active compounds or formulation adjuvants, and the cost of synthesizing the active compounds also play a significant role. Furthermore, resistance may develop. For all these reasons, research into new crop protection compositions or veterinary ectoparasite control agents cannot be considered complete; rather, there is a continuous need for new compounds that possess improved properties, at least in individual aspects, compared to known compounds.

[0005] One object of the present invention is to provide compounds that broaden the pesticide spectrum in all respects.

[0006] Therefore, the present invention provides compounds of general formula (I).

[0007]

[0008] Among them (configuration 1-1)

[0009] X is either O or S;

[0010] Q 1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q 2 At least one of them is N;

[0011] Y represents a direct linker or CH2;

[0012] R 1It is hydrogen; a C1-C6 alkyl group optionally substituted with a substituent selected from the following: -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 ynyl; C2-C6 haloynyl; C3-C4 cycloalkyl-C1-C2 alkyl-, wherein the C3-C4 cycloalkyl group is optionally substituted with one or two halogen atoms; oxetane-3-yl-CH2- or a benzyl group optionally substituted with a halogen or a C1-C3 haloalkyl group;

[0013] R 2 The substance is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, wherein the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with one to five substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, and each substituent is independently selected from halogens, hydroxyl groups, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, or optionally substituted C1-C6 alkyl or C3-C6 cycloalkyl groups in each case. C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkylthio, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl alkyl, phenylthio, phenylsulfinyl, phenylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -NHCO-phenyl, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl groups, wherein the phenyl or 5 to 6 heteroaryl groups are optionally substituted by one or two substituents each independently selected from: halogen, -CN, optionally substituted C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0014] or

[0015] R 2The molecule is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, wherein the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of one to three substituents, provided that the substituent is not on any carbon adjacent to the carbon bonded to the C=X group, and at least one and up to three substituents are independently selected from group A of the following: C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, optionally substituted C3-C6 cycloalkyl, phenylthio, phenylsulfinyl, phenylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHC O-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -NHCO-phenyl, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from: halogen, -CN, optionally substituted C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy;

[0016] The other one or two optional substituents are each independently selected from group B of the following: halogen, hydroxyl, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, - NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -NHCO-phenyl, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from: halogen, -CN, optionally substituted C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0017] or

[0018] R 2A naphthyl group optionally substituted with one to three independently selected substituents from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, phenylthio, phenylsulfinyl sulfonyl, phenylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -NHCO-phenyl, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6-membered heteroaryl, wherein the phenyl or 5 to 6-membered heteroaryl is optionally substituted by one or two substituents each independently selected from: halogen, -CN, optionally substituted C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0019] or

[0020] R 2The heterocycle is selected from the following: 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl groups, 9-membered heteroaryl groups, and 10-membered heteroaryl groups, each optionally substituted by one to three independent substituents selected from the following: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylthio Sulphinyl, C1-C3 haloalkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -NHCO-phenyl, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from: halogen, -CN, optionally substituted C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0021] or

[0022] R 2 In each case, the substituted C1-C6 alkyl, C3-C6 cycloalkyl, or C1-C6 haloalkyl may be optionally substituted.

[0023] R 3a R 3bIndependently selected from hydrogen; halogen; -CN; C1-C6 alkyl group optionally substituted by one to three substituents independently selected from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl group optionally substituted in each case, C3-C6 cycloalkyl group, C1-C4 alkoxy group, C1-C3 alkylthio group, C1-C3 alkylsulfinyl group, C1-C3 alkylsulfonyl group, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -CO2C1- C4 alkyl, -CONH(C1-C4 alkyl) and -CON(C1-C4 alkyl)2; optionally substituted C3-C6 cycloalkyl; optionally substituted C1-C6 haloalkyl; optionally substituted C2-C6 alkenyl; optionally substituted C2-C6 haloalkenyl; optionally substituted C2-C6 alkynyl; benzyl, wherein the phenyl substituent is optionally substituted by one to five substituents each independently selected from: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, optionally substituted C1-C6 alkyl, C1-C4 alkoxy, C1-C3 alkylthio, C 1-C3 alkylsulfinyl and C1-C3 alkylsulfonyl; heterocyclic -C1-C6 alkyl, wherein the heterocyclic substituent is selected from 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, and optionally substituted C1-C6 alkyl and C1-C4 alkoxy in each case; phenyl optionally substituted by one to five independent substituents selected from: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, and C1-C6 alkyl and C1-C4 alkoxy. 2. -NO2, -NH2, -SF5, C1-C6 alkyl, C1-C4 alkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl and C1-C3 alkylsulfonyl in each case; or heterocyclic group, wherein the heterocyclic substituent is selected from 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each of which is optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl and C1-C4 alkoxy in each case;

[0024] or

[0025] R 3a R 3bTogether with the carbons to which they are attached, they form a C3-C6 carbon ring or a 3- to 6-membered heterocyclic system, which is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C4 alkoxy and C1-C3 haloalkoxy, which are optionally substituted in each case.

[0026] R 4 It is a pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group, wherein the pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group is optionally substituted by one to three substituents selected from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -CSNH2, -NO2, -NH2, optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, -NH(C1-C4 alkyl), -N(C1- C4 alkyl)2, -NHCO-C1-C4 alkyl, -NHCO-C3-C6 cycloalkyl, -NHCO-phenyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C3-C6 cycloalkyl, -N(C1-C4 alkyl)CO-phenyl, -N(SO2C1-C3 alkyl)2, -NH(SO2C1-C3 alkyl), -N(C1-C4 alkyl)(SO2C1-C3 alkyl), -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H and -C(=NOC1-C4 alkyl)-C1-C4 alkyl;

[0027] R 5 It is hydrogen, halogen, -CN, or optionally substituted C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 alkoxy, C1-C3 alkoxy C(O)-, (C1-C3 alkoxy)2CH-, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkyl)-C1-C4 alkyl.

[0028] This invention also provides compounds of general formula (I).

[0029] Among them (configurations 1-2)

[0030] X is either O or S;

[0031] Q1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q 2 At least one of them is N;

[0032] Y represents a direct linker or an optional substituted CH2;

[0033] R 1 It is hydrogen; a C1-C6 alkyl group optionally substituted with a substituent selected from the following: -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 ynyl; C2-C6 haloynyl; C3-C4 cycloalkyl-C1-C2 alkyl-, wherein the C3-C4 cycloalkyl group is optionally substituted with one or two halogen atoms; oxetane-3-yl-CH2- or a benzyl group optionally substituted with a halogen or a C1-C3 haloalkyl group;

[0034] R 2 The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted with one to five substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, and each substituent is independently selected from:

[0035] Halogen, hydroxyl, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, and optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylthio, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 haloalkyl alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl, -N(C1-C6 alkyl)CO-C1-C6 alkyl, -NHCO-phenyl, -CO2C1-C6 alkyl, -CONH(C1-C6 alkyl), -CON(C1-C6 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C6 alkyl)(C3-C6 cycloalkyl), -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl;

[0036] And phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C6 haloalkyl and C1-C6 alkoxy, which are optionally substituted in each case;

[0037] And optionally substituted 4 to 6 saturated or partially unsaturated heterocycles;

[0038] or

[0039] R 2 The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted by a total of one to three substituents, provided that the substituent is not on any carbon adjacent to the carbon bonded to the C=X group, and at least one and up to three substituents are independently selected from group A of the following:

[0040] Optional substituted C4-C6 alkyl groups;

[0041] C1-C6 alkylthioyl groups optionally substituted with one to three independently selected substituents from the following: -NH2, -OH, -NO2, -CN, -SH, CO2C1-C4 alkyl, -CONH2, SF5, -SO2NH2, C1-C4 alkyl, C3-C4 cycloalkyl, C2-C4 alkenyl, C5-C6 cycloalkenyl, C2-C4 alkynyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, N-C1-C4 alkylamide, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkenoxy, C2-C4 alkynoxy, C3-C4 cycloalkoxy, C5-C6 cycloalkenoxy, C1-C4 alkoxycarbonyl, C2-C4 alkenoxycarbonyl, C2-C4 alkynoxycarbonyl, C6-aryloxycarbonyl, C 10 -Aryloxycarbonyl, C 14 -Aryloxycarbonyl, C1-C4 alkylyl, C2-C4 alkenylcarbonyl, C2-C4 alkynylcarbonyl, C6-arylcarbonyl, C 10 -Arylcarbonyl, C 14-Arylcarbonyl, C1-C4 alkylthio, C1-C4 haloalkylthio, C3-C4 cycloalkylthio, C2-C4 olefin thio, C5-C6 cycloolefin thio, C2-C4 alkynylthio, C1-C4 alkylsulfinyl, C1-C4 haloalkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylsulfonyl, -SO2-NH(C1-C6 alkyl), -SO2-N(C1-C6 alkyl)2, C1-C4 alkylphosphinyl, C1-C4 alkylphosphinyl, N-C1-C4 alkylaminocarbonyl, N,N-di-C1-C4 alkylaminocarbonyl, N-C1-C4 alkylacylaminocarbonyl, N-C1-C4 alkylacyl-N-C1-C4 alkylaminocarbonyl, C6-aryl, C 10 -Aryl, C 14 -Aryl, C6-Aryloxy, C 10 -Aryloxy group, C 14 -Aryloxy, benzyl, benzyloxy, benzylthio, C6-arylthio, C 10 -Arylthio, C 14 -Arylthio, C6-Arylamino, C 10 -Aromatic amino, C 14 -Aromatic amino, benzyl amino, heterocyclic, heteroaryl and trialkylsilyl, substituents bonded by double bonds, such as C1-C4 alkylene (such as methylene or ethylene), oxo groups, imino and substituted imino;

[0042] And, in each case, optionally substituted C4-C6 haloalkylthio, C4-C6 haloalkoxy, C4-C6 alkoxy, C4-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C2-C6 alkenylthio, C2-C6 alkenylsulfinyl, C2-C6 alkenylsulfonyl, C2-C6 alkenylsulfonyl, C2-C6 alkenylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, heterocyclic thio, heterocyclic sulfinyl, heterocyclic S-C1-C6 alkylsulfinimidoyl, S-C1-C6 alkylsulfinimidoyl, S-C2-C6 alkenylsulfinimidoyl, S-C2-C6 alkynylsulfinimidoyl, S-phenylsulfinimidoyl, S-heterocyclic sulfinimidoyl, S-heteroarylsulfinimidoyl, S-C1-C6 alkylsulfonimidoyl, S-C3-C6 cycloalkylsulfinimidoyl, S-C2-C6 alkenylsulfinimidoyl, S-C2-C6 alkynylsulfinimidoyl, S-phenylsulfinimidoyl S-heterocyclic sulfonylimino, S-heteroaryl sulfonylimino, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl, -N(C1-C6 alkyl)CO-C1-C6 alkyl, -N(C3-C6 cycloalkyl)CO-C1-C6 alkyl, -NHCO-phenyl, -N(C1-C6 alkyl)CO-phenyl, -N(C3-C6 cycloalkyl)CO-phenyl, -NHCO-C3-C6 cycloalkyl, -N(C1-C6 alkyl)CO-(C3-C6 cycloalkyl), -N(C3-C6 cycloalkyl)CO-(C3-C6 cycloalkyl), -NHCO-heteroaryl, -N(C1-C6 alkyl)CO-heteroaryl, -N (C3-C6 cycloalkyl)CO-heteroaryl, -NHCO-heterocyclic, -N(C1-C6 alkyl)CO-heterocyclic, -N(C3-C6 cycloalkyl)CO-heterocyclic, -CO2C1-C6 alkyl, -CONH(C1-C6 alkyl), -CON(C1-C6 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C6 alkyl)(C3-C6 cycloalkyl), -CON(C3-C6 cycloalkyl)2, -CONH-phenyl, -CON(C1-C6 alkyl)phenyl, -CON(C3-C6 cycloalkyl)phenyl, -CONH-heteroaryl, -CON(C1-C6 alkyl)heteroaryl, -CON(C3-C6 cycloalkyl)heteroaryl-CONH- heterocyclic group, -CON(C1-C6 alkyl) heterocyclic group, -CON(C3-C6 cycloalkyl) heterocyclic group, -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl, -NHSO2-C1-C6 alkyl, -N(C1-C6 alkyl)SO2-C1-C6 alkyl, -N(C3-C6 cycloalkyl)SO2-C1-C6 alkyl, -NHSO2-phenyl, -N(C1-C6 alkyl)SO2-phenyl, -N(C3-C6 cycloalkyl)SO2-phenyl

[0043] -NHSO2-C3-C6 cycloalkyl, -N(C1-C6 alkyl)SO2-(C3-C6 cycloalkyl),

[0044] -N(C3-C6 cycloalkyl)SO2-(C3-C6 cycloalkyl), -NHSO2-heterocyclic group,

[0045] -N(C1-C4 alkyl)SO2-heterocyclic group, -N(C3-C6 cycloalkyl)SO2-heterocyclic group,

[0046] -NHSO2-heteroaryl, -N(C1-C6 alkyl)SO2-heteroaryl, -N(C3-C6 cycloalkyl)SO2-heteroaryl, -SO2NH(C1-C6 alkyl), -SO2N(C1-C6 alkyl)2

[0047] -SO2N (C1-C6 alkyl) (C3-C6 cycloalkyl), -SO2NH (C3-C6 cycloalkyl)

[0048] -SO2N(C3-C6 cycloalkyl)2, -SO2NH(phenyl), -SO2N(C1-C6 alkyl)(phenyl), -SO2N(C1-C4 cycloalkyl)(phenyl), -SO2NH(heteroaryl)

[0049] -SO2N (C1-C6 alkyl) (heteroaryl), -SO2N (C3-C6 cycloalkyl) (heteroaryl)

[0050] -SO2NH (heterocyclic group), -SO2N (C1-C4 alkyl group), -SO2N (C3-C6 cycloalkyl group);

[0051] And phenyl and 5 to 6-membered heteroaryl, wherein the phenyl or 5 to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0052] -CN, and optionally substituted C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy and C1-C6 haloalkoxy in each case;

[0053] And optionally substituted 4 to 6 saturated or partially unsaturated heterocycles;

[0054] and -SO2NH2;

[0055] Furthermore, one or two additional optional substituents are each independently selected from group B, which consists of the following:

[0056] Halogen, hydroxyl, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, and optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl

[0057] -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl,

[0058] -N(C1-C6 alkyl)CO-C1-C6 alkyl, -NHCO-phenyl, -CO2C1-C6 alkyl,

[0059] -CONH(C1-C6 alkyl), -CON(C1-C6 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C6 alkyl)(C3-C6 cycloalkyl), -C(=NOC1-C6 alkyl)H,

[0060] -C(=NOC1-C6 alkyl)-C1-C6 alkyl;

[0061] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0062] -CN, and optionally substituted C1-C6 alkyl, C1-C6 haloalkyl and C1-C6 alkoxy in each case;

[0063] or

[0064] R 2 A naphthyl group optionally substituted with one to three independent substituents selected from the following:

[0065] Halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, and optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl,

[0066] -N(C1-C6 alkyl)CO-C1-C6 alkyl, -NHCO-phenyl, -CO2C1-C6 alkyl,

[0067] -CONH(C1-C6 alkyl), -CON(C1-C6 alkyl)2, -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl;

[0068] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0069] -CN, and optionally substituted C1-C6 alkyl, C1-C6 haloalkyl and C1-C6 alkoxy in each case;

[0070] or

[0071] R 2 The heterocycle is selected from the following: 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl groups, 9-membered heteroaryl groups, and 10-membered heteroaryl groups, each optionally substituted by one to three independent substituents selected from the following:

[0072] Halogen, =O (oxo), hydroxyl group, -CN, -COOH, -CONH2, -NO2,

[0073] -SF5, -NH2,

[0074] And optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl,

[0075] -N(C1-C6 alkyl)CO-C1-C6 alkyl, -NHCO-phenyl, -CO2C1-C6 alkyl,

[0076] -CONH(C1-C6 alkyl), -CON(C1-C6 alkyl)2, -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl;

[0077] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0078] -CN, and optionally substituted C1-C6 alkyl, C1-C6 haloalkyl and C1-C6 alkoxy in each case;

[0079] or

[0080] R 2 In each case, the substituted C1-C6 alkyl, C3-C6 cycloalkyl, or C1-C6 haloalkyl may be optionally substituted.

[0081] R 3a R 3bIndependently selected from hydrogen; halogen; -CN; C1-C6 alkyl group optionally substituted with one to three substituents independently selected from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl group optionally substituted in each case, C3-C6 cycloalkyl group, C1-C6 alkoxy group, C1-C6 alkylthio group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl, -N(C1-C6 alkyl)CO-C1-C6 alkyl, -CO2C1- C6 alkyl, -CONH(C1-C6 alkyl) and -CON(C1-C6 alkyl)2; optionally substituted C3-C6 cycloalkyl; optionally substituted C1-C6 haloalkyl; optionally substituted C2-C6 alkenyl; optionally substituted C2-C6 haloalkenyl; optionally substituted C2-C6 alkynyl; benzyl, wherein the phenyl substituent is optionally substituted by one to five substituents each independently selected from: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, optionally substituted C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C 1-C6 alkylsulfinyl and C1-C6 alkylsulfonyl; heterocyclic -C1-C6 alkyl, wherein the heterocyclic substituent is selected from 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, and optionally substituted C1-C6 alkyl and C1-C6 alkoxy in each case; phenyl optionally substituted by one to five independent substituents selected from: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, and C1-C6 alkyl and C1-C6 alkoxy. 2. -NO2, -NH2, -SF5, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl and C1-C6 alkylsulfonyl in each case; or heterocyclic group, wherein the heterocyclic substituent is selected from 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each of which is optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl and C1-C6 alkoxy in each case;

[0082] or

[0083] R 3a R 3bTogether with the carbons to which they are attached, they form a C3-C6 carbocyclic or 3- to 6-membered heterocyclic system, which is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C6 alkoxy and C1-C6 haloalkoxy, which are optionally substituted in each case.

[0084] R 4It is a pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group, wherein the pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group is optionally substituted by one to three substituents selected from the following: halogen, hydroxyl, -CN, -COOH, -CO2-C1-C6 alkyl, -SO2NH2, -CONH2, -CSNH2, -NO2, -NH2, optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C1-C6 haloalkylsulfonyl, C 3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C2-C4 alkenylthio, C2-C4 alkenylsulfinyl, C2-C4 alkenylsulfonyl, C2-C4 alkynylthio, C2-C4 alkynylsulfinyl, C2-C4 alkynylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, S-C1-C6 alkylsulfinylimino, S-C3-C6 cycloalkylsulfinylimino, S-C2-C6 alkenylsulfinylimino, S-Phenylenesulfinylimino, S-C1-C6 alkylsulfinylimino, S-C3-C6 cycloalkylsulfinylimino, S-C2-C6 alkenylsulfinylimino, S-Phenylenesulfinylimino, S-C1-C6 alkylsulfinylimino, S-C3-C6 cycloalkylsulfinylimino, S-C2-C6 alkenylsulfinylimino, S-C2-C 6-Alkynesulfonylimino, S-phenylsulfonylimino, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl, -N(C1-C6 alkyl)CO-C1-C6 alkyl, -N(C3-C6 cycloalkyl)CO-C1-C6 alkyl, -NHCO-C3-C6 cycloalkyl, -N(C1-C6 alkyl)CO-(C3-C6 cycloalkyl), -N(C3-C6 cycloalkyl)CO-(C3-C6 cycloalkyl), -N(C1-C6 alkyl)CO-phenyl, -N(C3-C6 cycloalkyl)CO-phenyl, -NHCO-phenyl, -N(CO-C1-C6 alkyl)2, -N(CO-C3-C6 cycloalkyl)2 -N(CO-phenyl)2, -N(CO-C3-C6 cycloalkyl)(CO-C1-C6 alkyl), -N(CO-C3-C6 cycloalkyl)(CO-phenyl), -N(CO-C1-C6 alkyl)(CO-phenyl), -CONH(C1-C6 alkyl), -CON(C1-C6 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C6 alkyl)(C3-C6 cycloalkyl), -CON(C3-C6 cycloalkyl)2, -CONH-SO2-C1-C6 alkyl, -CONH-SO2-phenyl, -CONH-SO2-(C3-C6 cycloalkyl), -CON(C1-C6 alkyl)-SO2-C1-C6 alkyl,-CON(C1-C6 alkyl)-SO2-phenyl, -CON(C1-C6 alkyl)-SO2-(C3-C6 cycloalkyl), -CONH-phenyl, -CON(C1-C6 alkyl)phenyl, -CON(C3-C6 cycloalkyl)phenyl, -N(SO2C1-C6 alkyl)2, -N(SO2C1-C6 haloalkyl)2, -N(SO2C3-C6 cycloalkyl)2, -N(SO2C1-C6 alkyl)SO2-phenyl, -N(SO2C3-C6 cycloalkyl)SO2-phenyl, -NHSO2-C1-C6 alkyl, -NHSO2-C1-C6 haloalkyl, -N(C1-C6 alkyl)SO2-C1-C6 alkyl, -N(C3-C6 cycloalkyl)SO2-C1-C6 alkyl, -NHSO2-phenyl, -N(C1- -N(C3-C6 cycloalkyl)SO2-phenyl, -NHSO2-C3-C6 cycloalkyl, -N(C1-C6 alkyl)SO2-(C3-C6 cycloalkyl), -N(C3-C6 cycloalkyl)SO2-(C3-C6 cycloalkyl), -SO2NH(C1-C6 alkyl), -SO2N(C1-C6 alkyl)2, -SO2N(C1-C6 alkyl)(C3-C6 cycloalkyl), -SO2NH(C3-C6 cycloalkyl), -SO2N(C3-C6 cycloalkyl)2, -SO2NH(phenyl), -SO2N(C1-C6 alkyl)(phenyl), -SO2N(C1-C4 cycloalkyl)(phenyl), -C(=NOC1-C6 alkyl)H and -C(=NOC1-C6 alkyl)-C1-C6 alkyl;

[0085] R 5 It is hydrogen, halogen, -CN, or optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 alkoxy C(O)-, (C1-C6 alkoxy)2CH-, -CO2C1-C6 alkyl, -CONH(C1-C6 alkyl), -CON(C1-C6 alkyl)2, -NHCO-C1-C6 alkyl, -N(C1-C6 alkyl)CO-C1-C6 alkyl, -C(=NOC1-C6 alkyl)H or -C(=NOC1-C6 alkyl)-C1-C6 alkyl.

[0086] The compounds of formula (I) also encompass any diastereomers or enantiomers and E / Z isomers present, as well as salts and N-oxides of the compounds of formula (I), and their use in the control of animal pests.

[0087] The following section provides the definition of preferred functional groups for formulas specifically indicated in the context.

[0088] Preferred (Configuration 2-1) is a compound of formula (I), wherein

[0089] X is either O or S;

[0090] Q 1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q 2 At least one of them is N;

[0091] Y represents a direct linker or CH2;

[0092] R 1 It is hydrogen; a C1-C6 alkyl group optionally substituted with a substituent selected from the following: -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 ynyl; C2-C6 haloynyl; C3-C4 cycloalkyl-C1-C2 alkyl-, wherein the C3-C4 cycloalkyl group is optionally substituted with one or two halogen atoms; oxetane-3-yl-CH2-; or a benzyl group optionally substituted with a halogen or a C1-C3 haloalkyl group;

[0093] R 2The substance is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, wherein the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with one to five substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, and each substituent is independently selected from halogens, hydroxyl groups, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, C1-C6 alkyl, optionally substituted C3-C6 cycloalkyl; C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, etc. C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from the following. : Halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl; -NHCO-phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -C ON(C1-C4 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0094] or

[0095] R 2The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted by a total of one to three substituents, provided that the substituent is not on any carbon adjacent to the carbon bonded to the C=X group, and at least one and up to three substituents are independently selected from group A of the following: C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl Sulfonyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from: halogen, -CN, C1-C6 alkyl and C1-C3 haloalkyl; optionally substituted C3-C6 cycloalkyl; -NH (C1-C4 alkyl), -N (C1-C4 alkyl) 2. -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl; -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -CONH(C3-C6 cycloalkyl), - CON (C1-C4 alkyl)(C3-C6 cycloalkyl), -C (=NOC1-C4 alkyl)H, -C (=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy;

[0096] The other one or two optional substituents are each independently selected from group B of the following: halogen, hydroxyl, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, C1-C6 alkyl, optionally substituted C3-C6 cycloalkyl; C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 Alkyl sulfinyl, C1-C6 alkyl sulfinyl, C1-C3 haloalkylthio, C1-C3 haloalkyl sulfinyl, C1-C3 haloalkyl sulfinyl; phenyl thio, phenyl sulfinyl, phenyl sulfinyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -NH (C1-C4 alkyl), -N (C1-C4 alkyl) -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -NHCO-phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -CONH(C3-C6 cycloalkyl), -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0097] or

[0098] R 2A naphthyl group optionally substituted with one to three independently selected substituents from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, C1-C6 alkyl, optionally substituted C3-C6 cycloalkyl; C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 Alkyl sulfinyl, C1-C6 alkyl sulfinyl, C3-C6 cycloalkyl thio, C3-C6 cycloalkyl sulfinyl, C3-C6 cycloalkyl sulfinyl, C1-C3 haloalkyl thio, C1-C3 haloalkyl sulfinyl, C1-C3 haloalkyl sulfinyl; phenyl thio, phenyl sulfinyl, phenyl sulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from: halogen, CN, C1- C6 alkyl and C1-C3 haloalkyl; -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl; -NHCO-phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0099] or

[0100] R 2The heterocycle is selected from the following: 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl groups, 9-membered heteroaryl groups, and 10-membered heteroaryl groups, each optionally substituted by one to three independent substituents selected from the following: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, C1-C6 alkyl, optionally substituted C3-C6 cycloalkyl; C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 Haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optional. The phenyl group is substituted with one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl; -NHCO-phenyl, wherein the phenyl group is optionally substituted with one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0101] or

[0102] R 2The alkyl group is a C1-C6 alkyl group substituted with one of the following substituents: C1-C3 alkoxy-, C1-C3 haloalkoxy-, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkoxythio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl group is optionally substituted with one or two substituents, each independently selected from the following: halogen, - CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy; C3-C6 cycloalkyl optionally substituted with one or two substituents selected from: halogen, -CN, -COOH, -CONH2, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl)2; C1-C6 haloalkyl;

[0103] R 3a R 3bIndependently selected from hydrogen; halogen; -CN; C1-C6 alkyl group optionally substituted by one to three independent substituents selected from the following: hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C 1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl)2; C3-C6 cycloalkyl optionally substituted with one or two substituents selected from the following: halogen, -CN, -COOH, -CONH2, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl)2; optionally substituted with one or two substituents selected from the following C1-C6 haloalkyl groups: hydroxyl, -CN, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl)2; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 alkynyl; C2-C6 haloalkynyl; benzyl, wherein the phenyl substituent is optionally substituted by one to five substituents each independently selected from: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkoxy, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; heterocyclic -C1-C6 alkyl, wherein the heterocyclic substituent is selected from 4 to 10 saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;Phenyl group optionally substituted with one to five substituents each independently selected from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkyl Sulphinyl and C1-C3 haloalkylsulfonyl; and heterocyclic group, wherein the heterocyclic substituent is selected from 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0104] or

[0105] R 3a R 3b Together with the carbons attached to them, they form a C3-C6 carbon ring or a 3- to 6-membered heterocyclic system, which is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy and C1-C3 haloalkoxy;

[0106] R 4It is a pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group, wherein the pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group is optionally substituted by one to three substituents selected from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -CSNH2, -NO2, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -NHCO-C3-C6 cycloalkyl; -NHCO-phenyl, wherein the phenyl group is optionally substituted with... One or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -N(C1-C4 alkyl)CO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C3-C6 cycloalkyl; -N(C1-C4 alkyl)CO-phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C6 alkyl and C1-C3 haloalkyl; -N(SO2C1-C3 alkyl)2, -NH(SO2C1-C3 alkyl), -N(C1-C4 alkyl)(SO2C1-C3 alkyl), -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H and -C(=NOC1-C4 alkyl)-C1-C4 alkyl;

[0107] R 5 It can be hydrogen, halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxy C(O)-, (C1-C3 alkoxy)2CH-, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkyl)-C1-C4 alkyl.

[0108] Also preferred (Configuration 2-2) is a compound of formula (I), wherein

[0109] X is either O or S;

[0110] Q 1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q2 At least one of them is N;

[0111] Y represents a direct linker or CH2;

[0112] R 1 It is hydrogen; a C1-C6 alkyl group optionally substituted with a substituent selected from the following: -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 ynyl; C2-C6 haloynyl; C3-C4 cycloalkyl-C1-C2 alkyl-, wherein the C3-C4 cycloalkyl group is optionally substituted with one or two halogen atoms; oxetane-3-yl-CH2-; or a benzyl group optionally substituted with a halogen or a C1-C3 haloalkyl group;

[0113] R 2 The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted with one to five substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, and each substituent is independently selected from:

[0114] Halogen, hydroxyl, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, C1-C6 alkyl,

[0115] Optional substituted C3-C6 cycloalkyl groups;

[0116] C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0117] Phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0118] -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl,

[0119] -N(C1-C4 alkyl)CO-C1-C4 alkyl;

[0120] -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0121] -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2,

[0122] -CONH (C3-C6 cycloalkyl), -CON (C1-C4 alkyl)(C3-C6 cycloalkyl)

[0123] -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl;

[0124] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0125] -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0126] or

[0127] R 2 The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted by a total of one to three substituents, provided that the substituent is not on any carbon adjacent to the carbon bonded to the C=X group, and at least one and up to three substituents are independently selected from group A of the following:

[0128] C4-C6 alkyl, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0129] Phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0130] Optional substituted C3-C6 cycloalkyl groups;

[0131] -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl,

[0132] -N(C1-C4 alkyl)CO-C1-C4 alkyl, -NHCO-C3-C4 cycloalkyl, -NHSO2-phenyl;

[0133] -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0134] -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2,

[0135] -CONH (C3-C6 cycloalkyl), -CON (C1-C4 alkyl)(C3-C6 cycloalkyl)

[0136] -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl;

[0137] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0138] -CN, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy;

[0139] Furthermore, one or two additional optional substituents are each independently selected from group B, which consists of the following:

[0140] Halogen, hydroxyl, -NH2, -CN, -SF5, -COOH, -CONH2, -NO2, C1-C6 alkyl,

[0141] Optional substituted C3-C6 cycloalkyl groups;

[0142] C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl

[0143] C1-C3 haloalkylsulfonyl groups;

[0144] Phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0145] -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl,

[0146] -N(C1-C4 alkyl)CO-C1-C4 alkyl; -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0147] -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2,

[0148] -CONH (C3-C6 cycloalkyl), -CON (C1-C4 alkyl)(C3-C6 cycloalkyl)

[0149] -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl;

[0150] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0151] -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0152] or

[0153] R 2 A naphthyl group optionally substituted with one to three independent substituents selected from the following:

[0154] Halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, C1-C6 alkyl,

[0155] Optional substituted C3-C6 cycloalkyl groups;

[0156] C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0157] Phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0158] -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl,

[0159] -N(C1-C4 alkyl)CO-C1-C4 alkyl;

[0160] -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0161] -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2,

[0162] -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl;

[0163] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0164] -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0165] or

[0166] R 2 The heterocycle is selected from the following: 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl groups, 9-membered heteroaryl groups, and 10-membered heteroaryl groups, each optionally substituted by one to three independent substituents selected from the following:

[0167] Halogen, =O (oxo), hydroxyl group, -CN, -COOH, -CONH2, -NO2,

[0168] -SF5, -NH2, C1-C6 alkyl groups,

[0169] Optional substituted C3-C6 cycloalkyl groups;

[0170] C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0171] Phenylthio, phenylsulfinyl, phenylsulfonyl, wherein in each case the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0172] -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl,

[0173] -N(C1-C4 alkyl)CO-C1-C4 alkyl; -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0174] -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2,

[0175] -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl;

[0176] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents, each independently selected from: halogen,

[0177] -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0178] or

[0179] R 2 A C1-C6 alkyl group substituted with one of the following substituents:

[0180] C1-C3 alkoxy-, C1-C3 haloalkoxy-, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkoxy, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0181] Phenyl and 5 to 6-membered heteroaryl, wherein the phenyl or 5 to 6-membered heteroaryl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0182] C3-C6 cycloalkyl groups optionally substituted with one or two substituents selected from the following: halogen, -CN, -COOH, -CONH2, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, -CO2C1-C4 alkyl.

[0183] -CONH (C1-C4 alkyl) and -CON (C1-C4 alkyl)2;

[0184] and C1-C6 haloalkyl groups;

[0185] R 3a R 3bIndependently selected from hydrogen; halogen; -CN; C1-C6 alkyl group optionally substituted by one to three independent substituents selected from the following: hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C 1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl)2; C3-C6 cycloalkyl optionally substituted with one or two substituents selected from the following: halogen, -CN, -COOH, -CONH2, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl)2; optionally substituted with one or two substituents selected from the following C1-C6 haloalkyl groups: hydroxyl, -CN, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl)2; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 alkynyl; C2-C6 haloalkynyl; benzyl, wherein the phenyl substituent is optionally substituted by one to five substituents each independently selected from: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkoxy, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; heterocyclic -C1-C6 alkyl, wherein the heterocyclic substituent is selected from 4 to 10 saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;Phenyl group optionally substituted with one to five substituents each independently selected from the following: halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkyl Sulphinyl and C1-C3 haloalkylsulfonyl; and heterocyclic group, wherein the heterocyclic substituent is selected from 4- to 10-membered saturated and partially unsaturated heterocyclic groups, 5-membered heteroaryl and 6-membered heteroaryl, each optionally substituted by one to three independent substituents selected from: halogen, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0186] or

[0187] R 3a R 3b Together with the carbons to which they are attached, they form a C3-C6 carbon ring or a 3- to 6-membered heterocyclic system, which is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy and C1-C3 haloalkoxy;

[0188] R 4It is a pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group, wherein the pyridine, pyrimidine, pyrazine, pyridazine, or 5-membered heteroaryl group is optionally substituted by one to three substituents selected from the following: halogen, hydroxyl, -CN, -COOH, -CO2-C1-C6 alkyl, -CONH2, -CSNH2, -NO2, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1- C3 haloalkylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, wherein the alkyl group is optionally substituted with -CN, C1-C6 alkyl and C1-C4 alkoxy; -NHCO-C1-C4 haloalkyl, -NHCO-C3-C6 cycloalkyl, wherein the cycloalkyl group is optionally substituted with one or two substituents selected from the following: halogen, -CN, C1-C6 alkyl or C1-C4 alkoxy; -NHCO-phenyl, wherein the phenyl group is optionally substituted with one or two substituents selected from the following: halogen, -CN, C1-C6 alkyl and C1-C3 haloalkyl; -N(C1-C4 alkyl)CO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C3-C6 cycloalkyl; -N(C1-C4 alkyl)CO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -N(SO2C1-C3 alkyl)2, -NH(SO2C1-C3 alkyl), -N(C1-C4 alkyl)(SO2C1-C3 alkyl), -N(SO2C1-C3 haloalkyl)2, -NH(SO2C1-C3 haloalkyl), -CONH(C1-C4 alkyl), - CON(C1-C4 alkyl)2, -CONH-SO2-C1-C3 alkyl, -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -CONH(C1-C4 haloalkyl), -CONH(C3-C6 cycloalkyl), -CONH(C3-C6 cyanocycloalkyl), -C(=NOC1-C4 alkyl)H and -C(=NOC1-C4 alkyl)-C1-C4 alkyl; and -CONH-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected independently from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0189] R 5It can be hydrogen, halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxy C(O)-, (C1-C3 alkoxy)2CH-, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkyl)-C1-C4 alkyl.

[0190] Further optimization (Configuration 3-1) is a compound of formula (I), wherein

[0191] X is either O or S;

[0192] Q 1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q 2 At least one of them is N;

[0193] Y represents a direct linker or CH2;

[0194] R 1 It is hydrogen; a C1-C3 alkyl group optionally substituted with a substituent selected from the following: -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3; C1-C3 haloalkyl; C2-C4 alkenyl; C2-C4 haloalkenyl; C2-C4 alkynyl; C2-C4 haloalkynyl; C3-C4 cycloalkyl-C1-C2 alkyl-, wherein the C3-C4 cycloalkyl group is optionally substituted with one or two halogen atoms; oxetane-3-yl-CH2-; or a benzyl group optionally substituted with a halogen or a C1-C3 haloalkyl group;

[0195] R 2The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted with one to five substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, and each substituent is independently selected from halogens, -CN, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3... Alkyl sulfinyl, C1-C3 alkyl sulfinyl, C3-C4 cycloalkyl thio, C3-C4 cycloalkyl sulfinyl, C3-C4 cycloalkyl sulfinyl, C1-C3 haloalkyl thio, C1-C3 haloalkyl sulfinyl, C1-C3 haloalkyl sulfinyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents selected from: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0196] or

[0197] R 2 The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted with a total of one to three substituents, provided that the substituent is not on any carbon adjacent to the carbon bonded to the C=X group, and at least one and up to two substituents are independently selected from group A of the following: C3-C4 cycloalkyl, C1-C4 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenylthio, wherein the phenyl group is optionally substituted with one to two substituents selected from the following: halogen, -CN, C1-C3 alkyl, or C1-C3 haloalkyl; phenylsulfinyl, wherein the phenyl group is optionally substituted with one to two substituents selected from the following Substituent substitution: halogen, -CN, C1-C3 alkyl or C1-C3 haloalkyl; phenylsulfonyl, wherein the phenyl is optionally substituted by one or two substituents selected from: halogen, -CN, C1-C3 alkyl or C1-C3 haloalkyl; -NHCO-phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl; -CONH(C3-C4 cycloalkyl), -CON(C1-C3 alkyl)(C3-C4 cycloalkyl), -C(=NOC1-C3 alkyl)-C1-C3 alkyl; phenyl and 5 to 6-membered heteroaryl, wherein the phenyl or 5 to 6-membered heteroaryl is optionally substituted by one or two substituents selected from: halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl and C1-C3 haloalkoxy;

[0198] Furthermore, one or two additional optional substituents are each independently selected from group B of the following: halogen, -CN, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl and 5 to 6 heteroaryl are optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0199] or

[0200] R 2 The substance is thiophene, furan, pyrazole, thiazole, isothiazole, oxazole, or isoxazole, each optionally substituted by one to three independent substituents selected from the following: halogen, hydroxyl, -CN, -NO2, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl. C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0201] or

[0202] R 2 The alkyl group is a C1-C6 alkyl group substituted with one of the following substituents: C1-C3 alkoxy-, C1-C3 haloalkoxy-, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkoxy-, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl; phenyl, wherein the phenyl group is optionally substituted with one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0203] R 3a R 3bIndependently selected from hydrogen; optionally substituted with one to three independently selected from the following C1-C6 alkyl groups: C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; C3-C6 cycloalkyl; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 alkynyl; C2-C6 haloalkynyl; benzyl, wherein the phenyl substituent is optionally substituted with one to three independently selected from the following groups. The phenyl group is selected from the following substituents: halogen, -CN, -NO2, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy; or heterocyclic -C1-C6 alkyl, wherein the heterocyclic substituent is selected from 4- to 10-membered heterocyclic groups, 5-membered heteroaryl groups, and 6-membered heteroaryl groups, each of which is optionally substituted by one to three independent substituents selected from the following: halogen, -CN, -NO2, C1-C6 alkyl, C1-C3 haloalkyl, and C1-C4 alkoxy; or a phenyl group optionally substituted by one substituent selected from the following: halogen, -CN, -NO2, C1-C6 alkyl, C1-C3 haloalkyl, and C1-C4 alkoxy.

[0204] or

[0205] R 3a R 3b Together with the carbons to which they are attached, they form cyclopropane, cyclobutane, oxetane, or tetrahydropyran rings, which are optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl, and C1-C4 alkoxy.

[0206] R 4 It is pyridine, pyrimidine, or thiazole, wherein (A) pyridine or pyrimidine is optionally substituted by one to three substituents selected from the following: halogen, -CN, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, and C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl. The alkyl sulfonyl group and (B) thiazole are optionally substituted by one or two substituents selected from the following: halogen, -CN, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl;

[0207] R 5 It can be hydrogen, halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl or C1-C3 alkoxy.

[0208] Further optimization (Configuration 3-2) is a compound of formula (I), wherein

[0209] X is either O or S;

[0210] Q 1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q 2 At least one of them is N;

[0211] Y represents a direct linker or CH2;

[0212] R 1 It is hydrogen; a C1-C3 alkyl group optionally substituted with a substituent selected from the following: -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3; C1-C3 haloalkyl; C2-C4 alkenyl; C2-C4 haloalkenyl; C2-C4 alkynyl; C2-C4 haloalkynyl; C3-C4 cycloalkyl-C1-C2 alkyl-, wherein the C3-C4 cycloalkyl group is optionally substituted with one or two halogen atoms; oxetane-3-yl-CH2-; or a benzyl group optionally substituted with a halogen or a C1-C3 haloalkyl group;

[0213] R 2 The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted with one to five substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, and each substituent is independently selected from:

[0214] Halogen, -CN, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0215] And phenyl and 5 to 6-membered heteroaryl, wherein the phenyl or 5 to 6-membered heteroaryl is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0216] or

[0217] R 2 The phenyl, pyridine, pyrimidine, pyrazine, or pyridazine group is substituted by a total of one to three substituents, provided that the substituent is not on any carbon adjacent to the carbon bonded to the C=X group, and at least one and up to two substituents are independently selected from group A of the following:

[0218] C4 alkyl, C3-C4 cycloalkyl, wherein the C3-C4 cycloalkyl is optionally substituted with the following groups: -CN or halogen, C1-C4 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0219] And phenylthio, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0220] Phenylsulfinyl group, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0221] Phenylsulfonyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0222] -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, CN, C1-C6 alkyl and C1-C3 haloalkyl;

[0223] -NHCO-C1-C3 alkyl, -NHCO-C3-C4 cycloalkyl, -NHSO2-phenyl;

[0224] -CONH (C3-C4 cycloalkyl), -CON (C1-C3 alkyl)(C3-C4 cycloalkyl),

[0225] -C(=NOC1-C3 alkyl)-C1-C3 alkyl;

[0226] And phenyl and 5 to 6 heteroaryl, wherein the phenyl or 5 to 6 heteroaryl is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl and C1-C3 haloalkoxy;

[0227] Furthermore, one or two additional optional substituents are each independently selected from group B, which consists of the following:

[0228] Halogen, -CN, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0229] And phenyl and 5 to 6-membered heteroaryl, wherein the phenyl and 5 to 6-membered heteroaryl are optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0230] or

[0231] R 2 It is a thiophene, furan, pyrazole, thiazole, isothiazole, oxazole, or isoxazole, each optionally substituted by one to three independent substituents selected from the following:

[0232] Halogen, hydroxyl, -CN, -NO2, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0233] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents selected from: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl.

[0234] or

[0235] R 2 A C1-C6 alkyl group substituted with one of the following substituents:

[0236] C1-C3 alkoxy-, C1-C3 haloalkoxy-, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkoxy-, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0237] And phenyl, wherein the phenyl is optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl and C1-C4 alkoxy;

[0238] or

[0239] R 2A naphthyl group optionally substituted with one to three independent substituents selected from the following:

[0240] Halogen, hydroxyl, -CN, -NO2, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0241] And phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted by one or two substituents selected from: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl.

[0242] or

[0243] R 2 It is a 9- or 10-membered heteroaryl group, optionally substituted by one to three independent substituents selected from the following:

[0244] Halogen, hydroxyl, -CN, -NO2, C1-C6 alkyl, C3-C4 cycloalkyl,

[0245] C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl;

[0246] And phenyl and 5 to 6-membered heteroaryl, wherein the phenyl or 5 to 6-membered heteroaryl is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl and C1-C3 haloalkyl;

[0247] R 3a R 3bIndependently selected from hydrogen; optionally substituted with one to three independently selected from the following C1-C6 alkyl groups: C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; C3-C6 cycloalkyl; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 alkynyl; C2-C6 haloalkynyl; benzyl, wherein the phenyl substituent is optionally substituted with one to three independently selected from the following groups. The phenyl group is selected from the following substituents: halogen, -CN, -NO2, C1-C6 alkyl, C1-C3 haloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy; or heterocyclic -C1-C6 alkyl, wherein the heterocyclic substituent is selected from 4- to 10-membered heterocyclic groups, 5-membered heteroaryl groups, and 6-membered heteroaryl groups, each of which is optionally substituted by one to three independent substituents selected from the following: halogen, -CN, -NO2, C1-C6 alkyl, C1-C3 haloalkyl, and C1-C4 alkoxy; or a phenyl group optionally substituted by one substituent selected from the following: halogen, -CN, -NO2, C1-C6 alkyl, C1-C3 haloalkyl, and C1-C4 alkoxy.

[0248] or

[0249] R 3a R 3b Together with the carbons to which they are attached, they form cyclopropane, cyclobutane, oxetane, or tetrahydropyran rings, which are optionally substituted by one or two substituents each independently selected from the following: halogen, -CN, C1-C6 alkyl, C1-C3 haloalkyl, and C1-C4 alkoxy.

[0250] R 4It is pyridine, pyrimidine, pyrazine, pyridazine, or thiazole, wherein (A) pyridine, pyrimidine, pyrazine, or pyridazine is optionally substituted by one to three substituents selected from the following: halogen, -CN, -NH2, -NO2, -COOH, -CONH2, -CSNH2, -CO2-C1-C3 alkyl, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1- C3 alkylsulfinyl, C1-C3 alkylsulfinyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfinyl, -NHCO-C1-C3 alkyl, -NHCO-C1-C3 haloalkyl, -NHCO-C1-C3 cyanoalkyl, -NHCO-C3-C4 cycloalkyl, wherein the cycloalkyl group is optionally substituted by one or two substituents selected from: fluorine, chlorine, -CN, C1-C6 alkyl or C 1-C4 alkoxy; -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from: halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, and C1-C3 haloalkoxy; -NHSO2-C1-C3 alkyl, -NHSO2-C1-C3 haloalkyl, -CONH(C1-C3 alkyl), -CON(C1-C3 alkyl)2, -CONH-SO2-C1- C3 alkyl, -CON(C1-C3 alkyl)(C3-C6 cycloalkyl), -CONH(C1-C3 haloalkyl), -CONH(C3-C6 cycloalkyl), -CONH(1-cyano-C3-C6 cycloalkyl), -CONH-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy and C1-C3 haloalkoxy;

[0251] (B) Thiazole is optionally substituted with one or two substituents selected from the following: halogen, -CN, -NO2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl;

[0252] R 5 It can be hydrogen, halogen, -CN, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl or C1-C3 alkoxy.

[0253] Specially Selected (Configuration 4-1) is a compound of formula (I), wherein

[0254] X is either O or S;

[0255] Q 1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q 2 At least one of them is N;

[0256] Y represents a direct linker or CH2;

[0257] R 1 It is hydrogen; a C1-C3 alkyl group optionally substituted with -CN, -Si(CH3)3 or one to three substituents selected from fluorine, chlorine or bromine; a C2-C4 alkenyl group; a C2-C4 alkynyl group; a C3-C4 cycloalkyl-C1-C2 alkyl- group, wherein the C3-C4 cycloalkyl group is optionally substituted with one to two substituents selected from fluorine, chlorine and bromine;

[0258] R 2 The phenyl or pyridine is substituted with one to three substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, each of the substituents being independently selected from fluorine, chlorine, bromine, -CN, -NO2, methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, ethylthio, ethylsulfinyl, ethylsulfonyl, isopropylthio, isopropylsulfinyl, isopropylsulfonyl, cyclopropylthio, cyclopropylsulfinyl, cyclopropylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl and phenyl, wherein the phenyl is optionally substituted with one to two substituents selected from: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl;

[0259] or

[0260] R 2It is phenyl or pyridine, wherein the phenyl or pyridine is substituted by a total of one to three substituents, provided that the substituent is not on any carbon adjacent to the carbon bonded to the C=X group, and one substituent is independently selected from group A of the following: cyclopropyl, methylthio, methylsulfinyl, methylsulfonyl, ethylthio, ethylsulfinyl, ethylsulfonyl, isopropylthio, isopropylsulfinyl, isopropylsulfonyl, tert-butylthio, tert-butylsulfinyl, tert-butylsulfonyl, cyclopropylthio, cyclopropylsulfinyl, cyclopropylsulfonyl, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylsulfinyl sulfonyl, trifluoromethylsulfonyl; phenylsulfonyl, wherein the phenyl group is optionally substituted with one or two substituents selected from the group consisting of: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl; -NHCO-phenyl, wherein the phenyl group is optionally substituted with one or two substituents selected from the group consisting of: fluorine, chlorine, CN, methyl and trifluoromethyl; (cyclopropylamino)carbonyl, 1-(methoxyimino)ethyl; phenyl and 5-membered heteroaryl, wherein the phenyl or 5-membered heteroaryl group is optionally substituted with one or two substituents selected from the group consisting of: fluorine, chlorine, bromine, -CN, difluoromethyl, trifluoromethyl and trifluoromethoxy;

[0261] The other one or two optional substituents are each independently selected from group B of the following: fluorine, chlorine, bromine, -CN, -NO2, methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl and phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl;

[0262] or

[0263] R 2 The substance is thiophene, furan, pyrazole, thiazole, oxazole, or isoxazole, each optionally substituted by one to three independent substituents selected from the following: fluorine, chlorine, bromine, -CN, -NO2, methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, and phenyl, wherein the phenyl is optionally substituted by one to two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl, and trifluoromethyl.

[0264] or

[0265] R 2It is a C1-C3 alkyl group substituted with one of the following substituents: methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl and phenyl, wherein the phenyl is optionally substituted with one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl;

[0266] R 3a R 3b Independently selected from hydrogen; optionally substituted by one to three C1-C3 alkyl groups independently selected from the following substituents: methyl, ethyl, isopropyl, n-propyl, cyclopropyl, cyclobutyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl and trifluoromethylsulfonyl; cyclopropyl, difluoromethyl, trifluoromethyl, difluoromethyl, trifluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, ethynyl, 2-propyn-1-yl and 2-propyn-1-yl; Benzyl, wherein the phenyl substituent is optionally substituted by one to three independent substituents selected from the group consisting of fluorine, chlorine, bromine, -CN, NO2, methyl, trifluoromethyl, and methoxy; heterocyclic methyl, wherein the heterocyclic substituent is selected from 4- to 10-membered heterocyclic groups, 5-membered heteroaryl groups, and 6-membered heteroaryl groups, each of which is optionally substituted by one to three independent substituents selected from the group consisting of fluorine, chlorine, bromine, -CN, -NO2, methyl, trifluoromethyl, and methoxy; and a phenyl group optionally substituted by one substituent selected from the group consisting of fluorine, chlorine, bromine, -CN, -NO2, methyl, trifluoromethyl, and methoxy.

[0267] or

[0268] R 3a R 3b Together with the carbon atoms they are attached to, they form cyclopropane, cyclobutane, oxetane, or tetrahydropyran rings;

[0269] R 4It is pyridine, pyrimidine, or thiazole, wherein (A) pyridine or pyrimidine is optionally substituted by one to three substituents selected from the following: fluorine, chlorine, bromine, -CN, -NO2, methyl, ethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, cyclopropyl, methoxy, difluoromethoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, and tri... The fluoromethylsulfonyl group and (B)thiazole are optionally substituted by one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, -NO2, methyl, ethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, cyclopropyl, methoxy, difluoromethoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl and trifluoromethylsulfonyl;

[0270] R 5 It can be hydrogen, fluorine, chlorine, bromine, -CN, methyl, ethyl, isopropyl, difluoromethyl, trifluoromethyl, cyclopropyl, methoxy, or ethoxy.

[0271] Also specially selected (Configuration 4-2) is a compound of formula (I), wherein

[0272] X is either O or S;

[0273] Q 1 and Q 2 Independent for CR 5 Or N, provided that Q 1 and Q 2 At least one of them is N;

[0274] Y represents a direct linker or CH2;

[0275] R 1 It is hydrogen; a C1-C3 alkyl group optionally substituted with -CN, -Si(CH3)3 or one to three substituents selected from fluorine, chlorine or bromine; a C2-C4 alkenyl group; a C2-C4 alkynyl group; a C3-C4 cycloalkyl-C1-C2 alkyl- group, wherein the C3-C4 cycloalkyl group is optionally substituted with one to two substituents selected from fluorine, chlorine and bromine;

[0276] R 2 The phenyl or pyridine is substituted with one to three substituents, provided that at least one substituent is on any carbon adjacent to the carbon bonded to the C=X group, and each substituent is independently selected from:

[0277] Fluorine, chlorine, bromine, -CN, -NO2, methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, ethylthio, ethylsulfinyl, ethylsulfonyl, isopropylthio, isopropylsulfinyl, isopropylsulfonyl, cyclopropylthio, cyclopropylsulfinyl, cyclopropylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl

[0278] and phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl;

[0279] or

[0280] R 2 It is phenyl or pyridine, wherein the phenyl or pyridine is substituted by a total of one to three substituents, provided that the substituents are not on any carbon adjacent to the carbon bonded to the C=X group, and one substituent is independently selected from group A of the following:

[0281] tert-butyl, cyclopropyl, 1-cyanocyclopropyl, methylthio, methylsulfinyl, methylsulfonyl, ethylthio, ethylsulfinyl, ethylsulfonyl, isopropylthio, isopropylsulfinyl, isopropylsulfonyl, tert-butylthio, tert-butylsulfinyl, tert-butylsulfonyl, cyclopropylthio, cyclopropylsulfinyl, cyclopropylsulfonyl, difluoromethylsulfinyl, difluoromethylsulfinyl, trifluoromethylsulfinyl, trifluoromethylsulfonyl, trifluoroethylsulfinyl, trifluoroethylsulfonyl;

[0282] phenylsulfonyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl;

[0283] -NHCO-phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: fluorine, chlorine, CN, methyl and trifluoromethyl;

[0284] (cyclopropylamino)carbonyl, 1-(methoxyimino)ethyl, acetamido, (cyclopropylcarbonyl)amino, (phenylsulfonyl)amino;

[0285] And phenyl and 5-membered heteroaryl, wherein the phenyl or 5-membered heteroaryl is optionally substituted by one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl, trifluoromethyl and trifluoromethoxy;

[0286] Furthermore, one or two additional optional substituents are each independently selected from group B, which consists of the following:

[0287] Fluorine, chlorine, bromine, -CN, -NO2, methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl

[0288] and phenyl, wherein the phenyl is optionally substituted by one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl;

[0289] or

[0290] R 2 It is a thiophene, furan, pyrazole, thiazole, oxazole, or isoxazole, each optionally substituted by one to three independent substituents selected from the following:

[0291] Fluorine, chlorine, bromine, -CN, -NO2, methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl

[0292] and phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, difluoromethyl and trifluoromethyl.

[0293] or

[0294] R 2 A C1-C3 alkyl group substituted with one of the following substituents:

[0295] Methoxy, trifluoromethoxy, difluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, and phenyl, wherein the phenyl group is optionally substituted by one or two substituents selected from: fluorine, chlorine, bromine, -CN, difluoromethyl, and trifluoromethyl.

[0296] or

[0297] R 2 It is naphthyl; or optionally pyrazolo[1,5-a]pyridin-2-yl substituted with trifluoromethyl or chlorine;

[0298] R 3a R 3bIndependently selected from hydrogen; optionally substituted by one to three C1-C3 alkyl groups independently selected from the following substituents: methyl, ethyl, isopropyl, n-propyl, cyclopropyl, cyclobutyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl and trifluoromethylsulfonyl; cyclopropyl, difluoromethyl, trifluoromethyl, difluoromethyl, trifluoromethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, ethynyl, 2-propyn-1-yl and 2-propyn-1-yl; Benzyl, wherein the phenyl substituent is optionally substituted by one to three independent substituents selected from the group consisting of fluorine, chlorine, bromine, -CN, NO2, methyl, trifluoromethyl, and methoxy; heterocyclic methyl, wherein the heterocyclic substituent is selected from 4- to 10-membered heterocyclic groups, 5-membered heteroaryl groups, and 6-membered heteroaryl groups, each of which is optionally substituted by one to three independent substituents selected from the group consisting of fluorine, chlorine, bromine, -CN, -NO2, methyl, trifluoromethyl, and methoxy; and a phenyl group optionally substituted by one substituent selected from the group consisting of fluorine, chlorine, bromine, -CN, -NO2, methyl, trifluoromethyl, and methoxy.

[0299] or

[0300] R 3a R 3b Together with the carbon atoms they are attached to, they form cyclopropane, cyclobutane, oxetane, or tetrahydropyran rings;

[0301] R 4It is pyridine, pyrimidine, pyrazine, or thiazole, wherein (A) pyridine, pyrimidine, or pyrazine is optionally substituted by one to three substituents selected from the following: fluorine, chlorine, bromine, -CN, -NH2, -NO2, -COOH, -CONH2, -CSNH2, -CO2Me, methyl, ethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, cyclopropyl, methoxy, difluoromethoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl, -NHCO-methyl, -NHCO-trifluoromethyl, -NHCO-CH2CN, -NHCO-cyclopropyl, -NHCO-1-cyanocyclopropyl -NHSO2-methyl, -NHSO2-trifluoromethyl, -NHCO-phenyl, wherein the phenyl group is optionally substituted with one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, methyl, difluoromethyl, trifluoromethyl, methoxy, difluoromethoxy and trifluoromethoxy; -CONH-methyl, -CONH-SO2-methyl, -CON-(N-methyl)-N-cyclopropyl, -CONH-difluoroethyl, -CONH-trifluoroethyl, -CONH-cyclopropyl, -CONH-1-cyanocyclopropyl, -CONH-phenyl, wherein the phenyl group is optionally substituted with one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, methyl, difluoromethyl, trifluoromethyl, methoxy, difluoromethoxy and trifluoromethoxy;

[0302] (B) Thiazole is optionally substituted with one or two substituents selected from the following: fluorine, chlorine, bromine, -CN, -NO2, methyl, ethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, cyclopropyl, methoxy, difluoromethoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl, difluoromethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylthio, trifluoromethylsulfinyl and trifluoromethylsulfonyl;

[0303] R 5 It can be hydrogen, fluorine, chlorine, bromine, -CN, methyl, ethyl, isopropyl, difluoromethyl, trifluoromethyl, cyclopropyl, methoxy, or ethoxy.

[0304] Very Special Selection (Configuration 5-1) is a compound of formula (I), wherein

[0305] X is O;

[0306] Q 1 For N

[0307] Q 2 For CR 5

[0308] Y represents a direct connection key;

[0309] R 1 It is hydrogen, cyclopropyl-CH2-, 3,3,3-trifluoropropyl, ethyl, or 2,2-difluoroethyl;

[0310] R 2 It is 3-chloro-2-fluoro-5-(trifluoromethyl)phenyl, 3-chloro-5-(methylsulfonyl)phenyl, 5-(methylsulfonyl)pyridin-3-yl, 3-(methylsulfonyl)phenyl, 3-(trifluoromethylsulfonyl)phenyl, 5-[(trifluoromethyl)sulfonyl]pyridin-3-yl, 3-chloro-5-[(cyclopropylamino)carbonyl]phenyl, 3-cyclopropyl-5-(trifluoromethyl)phenyl, 2,3,5-trichlorophenyl, 3-phenyl-5-(trifluoromethyl)phenyl, [3-chloro-5-(trifluoromethyl)phenyl]methyl, 3-(4-fluorophenyl)-5-(trifluoromethyl)phenyl, 2 -Chlorophenyl, 2,5-dichlorophenyl, 2,3,4-trichlorophenyl, 2,3-dichlorophenyl, 2,4-dichlorophenyl, 2,6-difluorophenyl, 3-chloro-5-(trifluoromethylsulfonyl)phenyl, 5-chloro-3-thienyl, 3,4,5-trichloro-2-thienyl, 2,5-dichloro-3-thienyl, 4,5-dichloro-2-thienyl, 1-methyl-5-(trifluoromethyl)-1H-pyrazole-3-yl, 4-chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-yl, 5-methyl-1,2-oxazol-3-yl, 5-cyclopropyl-1,2-oxazol-3 -yl, 3-chloro-1,2-oxazol-5-yl, 2-chloro-1,3-thiazolyl-5-yl, 1-methyl-1H-pyrazole-4-yl, 5-chloro-1-methyl-1H-pyrazole-4-yl, 3-chloro-5-cyclopropylsulfonylphenyl, 3-chloro-5-(4-fluorophenyl)sulfonylphenyl, 3-chloro-5-ethylsulfonylphenyl, 3-cyclopropyl-5-fluorophenyl, 3-chloro-5-(isopropylthio)phenyl, 3-chloro-5-(1H-pyrazole-1-yl)phenyl, 3-chloro-5-(1H-1,2,4-triazol-1-yl)phenyl, 3-chloro-5-cyclopropylphenyl, 3-chloro -5-Isopropylsulfonylphenyl, 1-(4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl, 3-cyclopropyl-5-(trifluoromethoxy)phenyl, 4-(trifluoromethylsulfonyl)phenyl, 3-chloro-5-[1-(methoxyimino)ethyl]phenyl, 3-(tert-butylthio)-5-chlorophenyl, 1-(4-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-3-yl, 5-[4-(trifluoromethoxy)phenyl]pyridin-3-yl, 3-chloro-5-methylthiophenyl, 3-chloro-5-methylsulfinylphenyl or 3-benzoylamino-5-chlorophenyl;

[0311] R 3a It can be hydrogen, methyl, or methoxymethyl;

[0312] If R 3a If it is hydrogen, then R3b It is methyl or methoxymethyl;

[0313] If R 3a If it is methyl or methoxymethyl, then R 3b It is hydrogen;

[0314] R 4 It is 2-pyridinyl, 2-pyrimidin-2-yl, 2-pyrimidin-4-yl, 5-chloropyridin-2-yl, 4-chloropyridin-2-yl, 5-cyanopyridin-2-yl, 4-cyanopyridinyl, 5-(trifluoromethyl)pyridin-2-yl, 5-(difluoromethoxy)pyridin-2-yl, 5-(trifluoromethylthio)pyridin-2-yl, 3,5-difluoro-2-pyridinyl, 5-chloro-3-fluoro-2-pyridinyl, 5-fluoropyrimidin-2-yl, 5-chloropyrimidin-2-yl, 2-pyrazin-2-yl, or 1,3-thiazolyl-2-yl;

[0315] R 5 It can be hydrogen or methyl.

[0316] Also very specially selected (Configuration 5-2) is a compound of formula (I), wherein

[0317] X is either O or S;

[0318] Q 1 For N

[0319] Q 2 For CR 5

[0320] Y represents a direct linker or CH2;

[0321] R 1 It is hydrogen, methyl, ethyl, 2-(trimethylsilyl)ethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoropropyl or cyclopropyl-CH2-;

[0322] R 2It is 3-chloro-2-fluoro-5-(trifluoromethyl)phenyl, 3-chloro-5-(methanesulfonyl)phenyl, 3-methylsulfonyl-5-(trifluoromethyl)phenyl, 5-(methanesulfonyl)pyridin-3-yl, 3-(methanesulfonyl)phenyl, 3-(trifluoromethylsulfonyl)phenyl, 5-[(trifluoromethyl)sulfonyl]pyridin-3-yl, 3-chloro-5-[(cyclopropylamino)carbonyl]phenyl, 3-cyclopropyl-5-(trifluoromethyl)phenyl, 2,3,5-Trichlorophenyl, 3-Pheny-5-(trifluoromethyl)phenyl, [3-chloro-5-(trifluoromethyl)phenyl]methyl, 3-(4-fluorophenyl)-5-(trifluoromethyl)phenyl, 2-chlorophenyl, 2,5-dichlorophenyl, 2,3,4-trichlorophenyl, 2,3-dichlorophenyl, 2,4-dichlorophenyl, 2,6-difluorophenyl, 3-fluoro-5-(trifluoromethylsulfonyl)phenyl, 3-chloro-5-(trifluoromethylsulfonyl)phenyl 5-Chloro-3-thienyl, 3,4,5-trichloro-2-thienyl, 2,5-dichloro-3-thienyl, 4,5-dichloro-2-thienyl, 1-methyl-5-(trifluoromethyl)-1H-pyrazole-3-yl, 4-chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-yl, 5-methyl-1,2-oxazol-3-yl, 5-cyclopropyl-1,2-oxazol-3-yl, 3-chloro-1,2-oxazol-5-yl, 2-chloro -1,3-thiazolyl-5-yl, 1-methyl-1H-pyrazole-4-yl, 5-chloro-1-methyl-1H-pyrazole-4-yl, 3-chloro-5-cyclopropylsulfonylphenyl, 3-chloro-5-(4-fluorophenyl)sulfonylphenyl, 3-chloro-5-ethylsulfonylphenyl, 3-cyclopropyl-5-fluorophenyl, 3-chloro-5-(isopropylthio)phenyl, 3-chloro-5-(1H-pyrazole-1-yl)phenyl, 3-chloro-5-(1H-1,2,4-Triazol-1-yl)phenyl, 3-tert-butyl-5-chlorophenyl, 3-tert-butyl-5-bromophenyl, 3-fluoro-5-cyclopropylphenyl, 3-chloro-5-cyclopropylphenyl, 3-chloro-5-isopropylsulfonylphenyl, 1-(4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-yl, 3-cyclopropyl-5-(trifluoromethoxy)phenyl, 4-(trifluoromethylsulfonyl)phenyl, 3-chloro-5-[1-(methoxyimino)ethyl]phenyl, 3-(tert-butylthio) 5-(4-fluorophenyl)-5-chlorophenyl, 1-(4-fluorophenyl)-1H-pyrazole-4-yl, 1-(4-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazole-3-yl, 5-[4-(trifluoromethoxy)phenyl]pyridin-3-yl, 3-chloro-5-methylthiophenyl, 3-chloro-5-methylsulfinylphenyl or 3-benzoylamino-5-chlorophenyl, 3-(tert-butylsulfonyl)-5-chlorophenyl, 5-[4-(trifluoromethyl)phenyl]pyridin-3-yl, 5-[4-[ ...]pyridin-3-yl, 5-[4-[trifluoromethyl]pyridin-3-yl, 5-[4-[trifluoromethyl]pyridin-3-yl, 5-[4-[trifluoromethyl]pyridin-3-yl [-(trifluoromethoxy)phenyl]-pyridin-3-yl, 5-(4-chlorophenyl)pyridin-3-yl, 5-(4-fluorophenyl)pyridin-3-yl, 3-chloro-5-[(phenylsulfonyl)amino]phenyl, 3-acetamido-5-chlorophenyl, 3-chloro-5-[(cyclopropylcarbonyl)amino]phenyl, 3-chloro-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl, 3-chloro-5-[(2,2,2-trifluoroethyl)sulfonyl]phenyl, 3-chloro-5-[ 3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl, 3,5-bis(methylsulfonyl)phenyl, pyrazolo[1,5-a]pyridin-2-yl, 7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl; 6-chloropyrazolo[1,5-a]pyridin-2-yl, naphth-2-yl, 3-[4'-(trifluoromethoxy)phenyl]phenyl, 3-(4'-fluorophenyl)-5-(trifluoromethyl)phenyl or 3-chloro-5-(1-cyanocyclopropyl)phenyl;

[0323] R 3a It can be hydrogen, methyl, or methoxymethyl;

[0324] If R 3a If it is hydrogen, then R 3b It is methyl or methoxymethyl;

[0325] If R 3a If it is methyl or methoxymethyl, then R 3b It is hydrogen;

[0326] R 3a and R 3b Together with the carbon atoms they are attached to, they form a cyclopropane ring;

[0327] R 4The following are listed: pyridin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, 5-fluoropyrimidin-2-yl, 5-chloropyrimidin-2-yl, 5-cyanopyrimidin-2-yl, 5-(trifluoromethyl)pyrimidin-2-yl, 5-methylpyrimidin-2-yl, 5-fluoropyridin-2-yl, 5-chloropyridin-2-yl, 2-chloropyridin-4-yl, 5-cyanopyridin-2-yl, 4-cyanopyridin-2-yl, 6-cyanopyridin-2-yl, 5-methoxypyridin-2-yl, 5-(trifluoromethyl)pyrimid ... 5-(difluoromethoxy)pyridin-2-yl, 5-(trifluoromethylthio)pyridin-2-yl, 5-nitropyridin-2-yl, 5-aminopyridin-2-yl, 3,5-difluoropyridin-2-yl, 5-chloro-3-fluoropyridin-2-yl, pyridin-2-yl-5-carboxylic acid, methyl pyridin-2-yl-5-carboxylate, N-methylpyridin-2-yl-5-carboxamide, N-cyclopropylpyridin-2-yl-5-carboxamide, N-cyclopropyl -N-methylpyridin-2-yl-5-carboxamide, N-(1-cyanocyclopropyl)pyridin-2-yl-5-carboxamide, N-(2,2-difluoroethyl)pyridin-2-yl-5-carboxamide, N-(2,2,2-trifluoroethyl)pyridin-2-yl-5-carboxamide, N-methylsulfonylpyridin-2-yl-5-carboxamide, N-(4-fluorophenyl)pyridin-2-yl-5-carboxamide, 5-acetamidopyridin-2-yl, 5-(trifluoroacetamido) )pyridin-2-yl, 5-(2-cyanoacetamido)pyridin-2-yl, 5-[(cyclopropylcarbonyl)amino]pyridin-2-yl, 5-[(1-cyanocyclopropylcarbonyl)amino]pyridin-2-yl, 5-(methanesulfonylamino)pyridin-2-yl, 5-(trifluoromethylsulfonylamino)pyridin-2-yl, 5-[(4-fluorobenzoyl)amino]pyridin-2-yl, pyrazin-2-yl, 2-cyanopyrazin-5-yl or 1,3-thiazolyl;

[0328] R 5 It can be hydrogen, methyl, or trifluoromethyl.

[0329] In another preferred embodiment, the present invention relates to compounds of formula (I').

[0330]

[0331] Among them, structural elements Y and Q 1 Q 2 R 1 R 2 R 3a R 3b R 4 and R 5 It has the meaning given in configuration (1-1), configuration (2-1), configuration (3-1), configuration (4-1), or configuration (5-1).

[0332] In another preferred embodiment, the invention relates to compounds of formula (I').

[0333]

[0334] Among them, structural elements Y and Q 1 Q 2 R 1 R 2 R 3a R 3b R 4 and R 5 It has the meaning given in configuration (1-2) or configuration (2-2) or configuration (3-2) or configuration (4-2) or configuration (5-2).

[0335] In a further preferred embodiment of the compound of formula (I'), Q 1 Represents N or CR 5 Q 2 Represents N, and all other structuring elements Y and R 1 R 2 R 3a R 3b R 4 and R 5 All of them have the meanings described above in configuration (1-1), configuration (2-1), configuration (3-1), configuration (4-1), or configuration (5-1).

[0336] In another further preferred embodiment of the compound of formula (I'), Q 1 Represents N or CR 5 Q 2 Represents N, and all other structuring elements Y and R 1 R 2 R 3a R 3b R 4 and R 5 All of them have the meanings described above in configurations (1-2), (2-2), (3-2), (4-2), or (5-2).

[0337] In other further preferred embodiments of the compound of formula (I'), Q 1 Representing N, Q 2 Represents CR 5 And all other structural elements Y, R 1 R 2 R 3a R 3b R 4 and R 5All of them have the meanings described above in configuration (1-1), configuration (2-1), configuration (3-1), configuration (4-1), or configuration (5-1).

[0338] In another further preferred embodiment of the compound of formula (I'), Q 1 Representing N, Q 2 Represents CR 5 And all other structural elements Y, R 1 R 2 R 3a R 3b R 4 and R 5 All of them have the meanings described above in configurations (1-2), (2-2), (3-2), (4-2), or (5-2).

[0339] The configuration shown below is particularly preferred:

[0340]

[0341]

[0342] In a further preferred embodiment, the present invention relates to compounds of formula (I”), wherein R 3b It is a C1-C3 alkyl group, particularly preferably Me, and R 3a For H

[0343]

[0344] Among them, structural elements Y and Q 1 Q 2 R 1 R 2 R 4 and R 5 It has the meaning given in configuration (1-1), configuration (2-1), configuration (3-1), configuration (4-1), or configuration (5-1).

[0345] In another further preferred embodiment, the invention relates to compounds of formula (I”), wherein R 3b It is a C1-C3 alkyl group, particularly preferably Me, and R 3a For H

[0346]

[0347] Among them, structural elements Y and Q 1 Q 2 R 1 R 2 R 4 and R5 It has the meaning given in configuration (1-2) or configuration (2-2) or configuration (3-2) or configuration (4-2) or configuration (5-2).

[0348] In a further preferred embodiment, the present invention relates to compounds of formula (I”'), wherein R 3b It is a C1-C3 alkyl group, particularly preferably Me, and R 3a For H

[0349]

[0350] Among them, structural elements Y and Q 1 Q 2 R 1 R 2 R 4 and R 5 It has the meaning given in configuration (1-1), configuration (2-1), configuration (3-1), configuration (4-1), or configuration (5-1).

[0351] In another further preferred embodiment, the invention relates to compounds of formula (I”'), wherein R 3b It is a C1-C3 alkyl group, particularly preferably Me, and R 3a For H

[0352]

[0353] Among them, structural elements Y and Q 1 Q 2 R 1 R 2 R 4 and R 5 It has the meaning given in configuration (1-2) or configuration (2-2) or configuration (3-2) or configuration (4-2) or configuration (5-2).

[0354] In a further preferred embodiment, the present invention relates to compounds of formula (I'p1).

[0355]

[0356] Where Y is a direct bond, and the structural element R 1 R 2 R 3a R 3b R 4 and R 5 It has the meaning given in the table below:

[0357]

[0358]

[0359] In another further preferred embodiment, the present invention relates to compounds of formula (I'p1).

[0360]

[0361] Where Y is a direct bond, and the structural element R 1 R 2 R 3a R 3b R 4 and R 5 It has the meaning given in the table below:

[0362]

[0363]

[0364] According to another aspect, the present invention covers intermediate compounds for preparing compounds of the above general formula (I).

[0365] In particular, this invention covers intermediate compounds of general formula (a*):

[0366]

[0367] Among them, structural elements Y and R 1 R 2 R 3a and R 3b It has the meaning given in configuration (1-1), configuration (2-1), configuration (3-1), configuration (4-1), or configuration (5-1).

[0368] In particular, the present invention also covers intermediate compounds of general formula (a*):

[0369]

[0370] Among them, structural elements Y and R 1 R 2 R 3a and R 3b It has the meaning given in configuration (1-2) or configuration (2-2) or configuration (3-2) or configuration (4-2) or configuration (5-2).

[0371] In particular, this invention covers intermediate compounds of general formula (b*):

[0372]

[0373] in:

[0374] E is hydrogen or a C1-C6 alkyl group;

[0375] A represents -CN, chlorine, or fluorine;

[0376] L represents S, SO, or SO2.

[0377] In particular, this invention covers intermediate compounds of general formula (c*):

[0378]

[0379] in:

[0380] E is hydrogen or a C1-C6 alkyl group;

[0381] A can be bromine, chlorine, fluorine, -CN, or trifluoromethyl, with chlorine being preferred.

[0382] In particular, this invention covers intermediate compounds of general formula (d*):

[0383]

[0384] in:

[0385] E is hydrogen or a C1-C6 alkyl group;

[0386] A can be bromine, chlorine, or fluorine, with chlorine being preferred;

[0387] L is S, SO or SO2, preferably S or SO2, more preferably SO2;

[0388] J is ethyl, isopropyl, tert-butyl, cyclopropyl, 2,2,2-trifluoroethyl, or 4-fluorophenyl;

[0389] Furthermore, the compound of formula (d*) is not 3-(ethylthio)-5-fluorobenzoic acid or 3-(tert-butylthio)-5-fluorobenzoic acid.

[0390] The present invention also covers compounds 3-cyclopropyl-5-(trifluoromethoxy)benzoic acid and methyl 3-cyclopropyl-5-(trifluoromethoxy)benzoate.

[0391] Depending on the nature of the substituents, compounds of formula (I) can also be in the form of stereoisomers, i.e., geometric isomers and / or optical isomers or mixtures of isomers with different compositions. The present invention provides pure stereoisomers and any desired mixtures of these isomers, although generally only compounds of formula (I) discussed herein.

[0392] However, according to the present invention, it is preferred to use the optically active stereoisomers of the compounds of formula (I) and their salts.

[0393] Therefore, the present invention relates to pure enantiomers and diastereomers and mixtures thereof for the control of animal pests, including arthropods and especially insects.

[0394] If appropriate, the compound of formula (I) can exist in a variety of polymorphic forms or as a mixture of a variety of polymorphic forms. Pure polymorphs and mixtures of polymorphs are provided by the present invention and can be used according to the present invention.

[0395] definition

[0396] Those skilled in the art will understand that, unless otherwise specified, the terms “a” or “an” used in this application may mean “one (1) type”, “one (1) or more types” or “at least one (1) type”, depending on the circumstances.

[0397] For all the structures described herein, such as ring systems and groups, adjacent atoms must not be -OO- or -OS-.

[0398] The structure having a variable number of possible carbon atoms (C atoms) may be referred to as C in this application. 碳原子的下限 -C 碳原子的上限 Structure (C) LL -C UL (Structure), so as to provide a more specific definition. Example: Alkyl groups can consist of 3 to 10 carbon atoms, and in this case correspond to C3-C. 10 Alkyl groups. Ring structures composed of carbon atoms and heteroatoms can be called "LL-UL-" structures. An example of a 6-membered ring structure is toluene (a 6-membered ring structure with a methyl group substituted).

[0399] If the substituents are collective terms (e.g., C...) LL -C UL Alkyl groups are located in complex substituents (e.g., C10, C20, C30, C40, C50, C60, C7 ... LL -C UL cycloalkyl-C LL -C UL The alkyl group at the end of the complex substituent (e.g., C10) is the component located at the starting end of the complex substituent. LL -C UL Cycloalkyl groups can be substituted with a post-substituent (e.g., C10, C20, C30, C40, C50, C60, C7 ... LL -C UL -alkyl) independently and identically or differently monosubstituted or polysubstituted. For chemical groups, cyclic systems, and cyclic groups, all collective terms used in this application can be prefixed with "C". LL -C UL More specific provisions may be made for “LL yuan to UL yuan”.

[0400] In the definitions of the symbols given in the above formulas, collective terms representing the following substituents as a whole are used:

[0401] Halogens refer to elements in Group 7, with fluorine, chlorine, bromine and iodine being preferred, fluorine, chlorine and bromine being more preferred, and even more preferred to fluorine and chlorine.

[0402] Examples of heteroatoms are N, O, S, P, B, and Si. Preferably, the term "heteroatom" refers to N, S, and O.

[0403] According to the present invention, "alkyl"—either itself or as part of a chemical group—represents a straight-chain or branched hydrocarbon preferably having 1 to 6 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,2-dimethylpropyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,2-dimethylpropyl, 1,3-dimethylbutyl, 1,4-dimethylbutyl, 2,3-dimethylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethylbutyl, and 2-ethylbutyl. Alkyl groups having 1 to 4 carbon atoms are also preferred, such as, in particular, methyl, ethyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or tert-butyl. The alkyl groups of the present invention may be substituted with one or more identical or different groups.

[0404] According to the present invention, "alkenyl"—either on its own or as part of a chemical group—represents a straight-chain or branched hydrocarbon preferably 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-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-2-propenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-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 The alkenyl groups are 2-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, and 1-ethyl-2-methyl-2-propenyl. Alkenyl groups having 2 to 4 carbon atoms are also preferred, for example, especially 2-propenyl, 2-butenyl, or 1-methyl-2-propenyl. The alkenyl groups of the present invention can be substituted with one or more identical or different groups.

[0405] According to the present invention, "alkynyl"—either on its own or as part of a chemical group—represents a straight-chain or branched hydrocarbon preferably 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-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1-methyl-2-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-hexynyl, 3-hexynyl, 4-propynyl, 4-propynyl, 2-hexynyl, 3-hexynyl, 4-propynyl, 2-propynyl, 2-hexynyl, 3-hexynyl, 4-propynyl, 2-propynyl, 2-propynyl, 2-hex ... -Hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-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-hexadiynyl. Alynyl groups having 2 to 4 carbon atoms are also preferred, for example, especially ethynyl, 2-propynyl, or 2-butynyl-2-propenyl. The alkynyl groups of the present invention can be substituted with one or more identical or different groups.

[0406] According to the present invention, "cycloalkyl"—either on its own or as part of a chemical group—preferably represents a monocyclic, bicyclic, or tricyclic hydrocarbon having 3 to 10 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, bicyclic [2.2.1]heptyl, bicyclic [2.2.2]octyl, or adamantyl. Cycloalkyl groups having 3, 4, 5, 6, or 7 carbon atoms are also preferred, for example, especially cyclopropyl or cyclobutyl. The cycloalkyl groups of the present invention can be substituted with one or more identical or different groups.

[0407] According to the present invention, "alkylcycloalkyl" preferably represents a monocyclic, bicyclic, or tricyclic alkylcycloalkyl group having 4 to 10 or 4 to 7 carbon atoms, such as methylcyclopropyl, ethylcyclopropyl, isopropylcyclobutyl, 3-methylcyclopentyl, and 4-methylcyclohexyl. Alkylcycloalkyl groups having 4, 5, or 7 carbon atoms are also preferred, for example, especially ethylcyclopropyl or 4-methylcyclohexyl. The alkylcycloalkyl group of the present invention can be substituted with one or more identical or different groups.

[0408] According to the present invention, "cycloalkylalkyl" preferably refers to a monocyclic, bicyclic, or tricyclic cycloalkylalkyl group having 4 to 10 or 4 to 7 carbon atoms, such as cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, and cyclopentylethyl. Cycloalkylalkyl groups having 4, 5, or 7 carbon atoms are also preferred, for example, especially cyclopropylmethyl or cyclobutylmethyl. The cycloalkylalkyl group of the present invention can be substituted with one or more identical or different groups.

[0409] According to the present invention, "hydroxyalkyl" preferably represents a straight-chain alcohol or branched alcohol having 1 to 6 carbon atoms, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, sec-butanol, and tert-butanol. Hydroxyalkyl groups having 1 to 4 carbon atoms are also preferred. The hydroxyalkyl groups of the present invention can be substituted with one or more identical or different groups.

[0410] According to the present invention, "alkoxy" preferably represents a straight-chain or branched O-alkyl group having 1 to 6 carbon atoms, such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, and tert-butoxy. Alkoxy groups having 1 to 4 carbon atoms are also preferred. The alkoxy groups of the present invention can be substituted with one or more identical or different groups.

[0411] According to the present invention, "alkathio" or "alkylthio" preferably represents a straight-chain or branched S-alkyl group having 1 to 6 carbon atoms, such as methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, isobutylthio, sec-butylthio, and tert-butylthio. Alkathio groups having 1 to 4 carbon atoms are also preferred. The alkathio group of the present invention can be substituted with one or more identical or different groups.

[0412] According to the present invention, "alkyl sulfinyl" preferably represents a straight-chain or branched alkyl sulfinyl group having 1 to 6 carbon atoms, such as methyl sulfinyl, ethyl sulfinyl, n-propyl sulfinyl, isopropyl sulfinyl, n-butyl sulfinyl, isobutyl sulfinyl, sec-butyl sulfinyl, and tert-butyl sulfinyl. Alkyl sulfinyl groups having 1 to 4 carbon atoms are also preferred. The alkyl sulfinyl group of the present invention can be substituted with one or more identical or different groups and comprises two enantiomers.

[0413] According to the present invention, "alkylsulfonyl" preferably represents a straight-chain or branched alkylsulfonyl group having 1 to 6 carbon atoms, such as methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl, sec-butylsulfonyl, and tert-butylsulfonyl. Alkylsulfonyl groups having 1 to 4 carbon atoms are also preferred. The alkylsulfonyl group of the present invention can be substituted with one or more identical or different groups.

[0414] According to the present invention, "cycloalkylthio" or "cycloalkylthio" preferably represents a -S-cycloalkyl group having 3 to 6 carbon atoms, such as cyclopropylthio, cyclobutylthio, cyclopentylthio, or cyclohexylthio. Cycloalkylthio groups having 3 to 5 carbon atoms are also preferred. The cycloalkylthio group of the present invention can be substituted with one or more identical or different groups.

[0415] According to the present invention, "cycloalkylsulfinyl" preferably represents a -S(O)-cycloalkyl group having 3 to 6 carbon atoms, such as cyclopropylsulfinyl, cyclobutylsulfinyl, cyclopentylsulfinyl, and cyclohexylsulfinyl. Cycloalkylsulfinyl groups having 3 to 5 carbon atoms are also preferred. The cycloalkylsulfinyl group of the present invention can be substituted with one or more identical or different groups and comprises two enantiomers.

[0416] According to the present invention, "cycloalkylsulfonyl" preferably represents a -SO2-cycloalkyl group having 3 to 6 carbon atoms, such as cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, and cyclohexylsulfonyl. Cycloalkylsulfonyl groups having 3 to 5 carbon atoms are also preferred. The cycloalkylsulfonyl group of the present invention can be substituted with one or more identical or different groups.

[0417] According to the present invention, "phenylthio" or "phenylthio" represents -S-phenyl, such as phenylthio. The phenylthio group of the present invention can be substituted with one or more of the same or different groups.

[0418] According to the present invention, "phenylsulfinyl" represents -S(O)-phenyl, such as phenylsulfinyl. The phenylsulfinyl group of the present invention can be substituted with one or more identical or different groups and comprises two enantiomers.

[0419] According to the present invention, "phenylsulfonyl" represents -SO2-phenyl, such as phenylsulfonyl. The phenylsulfonyl group of the present invention can be substituted by one or more identical or different groups.

[0420] According to the present invention, "alkyl carbonyl" preferably represents a straight-chain or branched alkyl-C (=O) having 2 to 7 carbon atoms, such as methyl carbonyl, ethyl carbonyl, n-propyl carbonyl, isopropyl carbonyl, sec-butyl carbonyl, and tert-butyl carbonyl. Alkyl carbonyl having 1 to 4 carbon atoms is also preferred. The alkyl carbonyl of the present invention can be substituted with one or more identical or different groups.

[0421] According to the present invention, "alkoxycarbonyl"—either on its own or as a component of a chemical group—represents a straight-chain or branched alkoxycarbonyl group preferably having 1 to 6 carbon atoms or 1 to 4 carbon atoms in the alkoxy moiety, such as methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, sec-butoxycarbonyl, and tert-butoxycarbonyl. The alkoxycarbonyl group of the present invention can be substituted with one or more identical or different groups.

[0422] According to the present invention, "alkylaminocarbonyl" represents a straight-chain or branched alkylaminocarbonyl group preferably having 1 to 6 carbon atoms in the alkyl portion or having 1 to 4 carbon atoms, such as methylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, sec-butylaminocarbonyl, and tert-butylaminocarbonyl. The alkylaminocarbonyl group of the present invention can be substituted with one or more identical or different groups.

[0423] According to the present invention, "N,N-dialkylaminocarbonyl" represents a straight-chain or branched N,N-dialkylaminocarbonyl group preferably having 1 to 6 carbon atoms or 1 to 4 carbon atoms in the alkyl portion, such as N,N-dimethylaminocarbonyl, N,N-diethylaminocarbonyl, N,N-di(n-propylamino)carbonyl, N,N-di(isopropylamino)carbonyl, and N,N-di-(sec-butylamino)carbonyl. The N,N-dialkylaminocarbonyl group of the present invention can be substituted with one or more identical or different groups.

[0424] According to the present invention, "aryl" represents a monocyclic, bicyclic, or polycyclic aromatic system preferably having 6 to 14, particularly 6 to 10, cyclic carbon atoms, such as phenyl, naphthyl, anthracene, phenanthryl, with phenyl being preferred. Furthermore, aryl also represents polycyclic systems such as tetrahydronaphthyl, indenyl, indenyl, fluorenyl, and biphenyl, wherein the binding site is located on the aromatic system. The aryl groups of the present invention can be substituted with one or more identical or different groups.

[0425] Examples of substituted aryl groups are arylalkyl groups, which can also be C1-C4 alkyl groups and / or C6-C4 alkyl groups. 14 The aryl moiety is substituted by one or more identical or different groups. Examples of such aryl alkyl groups include benzyl and phenyl-1-ethyl.

[0426] According to the present invention, "heterocyclic," "heterocyclic family ring," or "heterocyclic system" represents a carbocyclic system having at least one ring, wherein at least one carbon atom is substituted by a heteroatom, preferably selected from N, O, S, P, B, Si, and Se, and is saturated, unsaturated, or heteroaromatic, and can be unsubstituted or substituted, wherein the bonding site is on a ring atom. Unless otherwise defined, a heterocyclic ring preferably contains 3 to 9 ring atoms, especially 3 to 6 ring atoms, and one or more, preferably 1 to 4, especially 1, 2, or 3 heteroatoms in the heterocyclic ring are preferably selected from N, O, and S, but two oxygen atoms should not be directly adjacent. Heterocyclic rings typically contain no more than 4 nitrogen atoms and / or no more than 2 oxygen atoms and / or no more than 2 sulfur atoms. When a heterocyclic group or heterocyclic ring is optionally substituted, it can be fused with other carbocyclic or heterocyclic rings. In the case of optionally substituted heterocyclic groups, the invention also includes polycyclic systems, such as 8-azabicyclo[3.2.1]octyl or 1-azabicyclo[2.2.1]heptyl. In the case of optionally substituted heterocyclic groups, the invention also includes spirocyclic systems, such as 1-oxa-5-azaspiro[2.3]hexyl.

[0427] The heterocyclic groups of the present invention are, for example: piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, dihydropyranyl, tetrahydropyranyl, dioxanyl, pyrrololinyl, pyrrolylalkyl, imidazolinyl, imidazoalkyl, thiazoalkyl, oxazolyl, dioxopentenyl, m-dioxopentenyl, pyrazolylalkyl, tetrahydrofuranyl, dihydrofuranyl, oxetanyl, oxiranyl, azetyl nyl), aziridinyl, oxazetidinyl, oxaziridinyl, oxazepanyl, oxazinanyl, azepanyl, oxopyrrolyl, dioxopyrrolyl, oxomorpholinyl, oxopiperazinyl, and oxepanyl.

[0428] The term "heteroaryl" (i.e., aromatic heterocyclic system) has a specific meaning. According to the present invention, the term "heteroaryl" represents a heteroaromatic compound, that is, a fully unsaturated aromatic heterocyclic compound covered by the above definition of heterocycles. Preferably, it has 1 to 3, more preferably 1 or 2 identical or different 5- to 7-membered rings selected from the heteroatoms above. Examples of heteroaryl compounds in the present invention include: furanyl, thiophene, pyrazolyl, imidazolyl, 1,2,3-triazolyl and 1,2,4-triazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl and 1,2,5-oxadiazolyl, azepinyl, pyrrole, pyridinyl, pyrazinyl, pyrimidinyl, 1,3,5-triazinyl, 1,2 The heteroaryl groups of this invention can also be substituted with one or more of the same or different groups. These heteroaryl groups include 4-triazinyl and 1,2,3-triazinyl, 1,2,4-oxazinyl, 1,3,2-oxazinyl, 1,3,6-oxazinyl and 1,2,6-oxazinyl, oxepinyl, thiepinyl, 1,2,4-triazolonyl, and 1,2,4-diazepinyl.

[0429] The term "optionally substituted in each case" means that a group / substituent, such as alkyl, alkenyl, alkynyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, cycloalkyl, aryl, phenyl, benzyl, heterocyclic, and heteroaryl, is substituted, meaning, for example, a substituted group derived from an unsubstituted base structure, wherein the substituent is, for example, one (1) substituent or more substituents, preferably 1, 2, 3, 4, 5, 6, or 7 substituents selected from: amino, hydroxyl, halogen, nitro, cyano, isocyano, mercapto, isothiocyanate, C1-C4 carboxyl, carbamate, SF5, aminosulfonyl Acyl, 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 alkylacylamino, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkenoxy, C2-C4 alkynoxy, C3-C4 cycloalkoxy, C5-C6 cycloalkenoxy, C1-C4 alkoxycarbonyl, C2-C4 alkenoxycarbonyl, C2-C4 alkynoxycarbonyl, C6-aryloxycarbonyl, C 10 -Aryloxycarbonyl, C 14 -Aryloxycarbonyl, C1-C4 alkylyl, C2-C4 alkenylcarbonyl, C2-C4 alkynylcarbonyl, C6-arylcarbonyl, C 10 -Arylcarbonyl, C 14-Arylcarbonyl, C1-C4 alkylthio, C1-C4 haloalkylthio, C3-C4 cycloalkylthio, C2-C4 olefin thio, C5-C6 cycloolefin thio, C2-C4 alkynylthio, C1-C4 alkylsulfinyl (including two enantiomers of C1-C4 alkylsulfinyl), C1-C4 haloalkylsulfinyl (including two enantiomers of C1-C4 haloalkylsulfinyl), C1-C4 alkylsulfonyl, C1-C4 haloalkylsulfonyl, N-mono-C 1-C4 alkylaminosulfonyl, N,N-di-C1-C4 alkylaminosulfonyl, C1-C4 alkylphosphineyl, C1-C4 alkylphosphineyl (including the two enantiomers of C1-C4 alkylphosphineyl and C1-C4 alkylphosphineyl), N-C1-C4 alkylaminocarbonyl, N,N-di-C1-C4 alkylaminocarbonyl, N-C1-C4 alkylacylaminocarbonyl, N-C1-C4 alkylacyl-N-C1-C4 alkylaminocarbonyl, C6-aryl, C 10 -Aryl, C 14 -Aryl, C6-Aryloxy, C 10 -Aryloxy group, C 14 -Aryloxy, benzyl, benzyloxy, benzylthio, C6-arylthio, C 10 -Arylthio, C 14 -Arylthio, C6-Arylamino, C 10 -Aromatic amino, C 14 - Aromatic amino, benzylamino, heterocyclic, and trialkylsilyl groups, with substituents such as C1-C4-alkylene (e.g., methylene or ethylene), oxo groups, imino, and substituted imino groups bonded by double bonds. When two or more groups form one or more rings, they can be carbocyclic, heterocyclic, saturated, partially saturated, unsaturated, and also include, for example, aromatic rings and further substitutions. Substituents mentioned by way of example (“first substituent level”) – if they contain a hydrocarbon moiety – optionally have further substitutions therein (“second substituent level”), for example, substituted by one or more substituents each independently selected from: halogen, hydroxyl, amino, nitro, cyano, isocyano, azide, amide, oxo group, and imino. The term “(optionally) substituted” preferably includes exactly one or two substituent levels.

[0430] In this invention, the halogen-substituted chemical groups or halogenated groups (e.g., alkyl or alkoxy groups) are mono- or poly-substituted with halogens up to the maximum possible number of substituents. These groups are also referred to as halogen groups (e.g., haloalkyl groups). In the case of poly-substituted halogens, the halogen atoms can be the same or different, and can be all bonded to one carbon atom or all bonded to multiple carbon atoms. The halogens are particularly fluorine, chlorine, bromine, or iodine, preferably fluorine, chlorine, or bromine, and more preferably fluorine. More specifically, the halogen substituents are monohalocycloalkyl groups, such as 1-fluorocyclopropyl, 2-fluorocyclopropyl, or 1-fluorocyclobutyl; monohaloalkyl groups, such as 2-chloroethyl, 2-fluoroethyl, 1-chloroethyl, 1-fluoroethyl, chloromethyl, or fluoromethyl; perhaloalkyl groups, such as trichloromethyl or trifluoromethyl or CF2CF3; and polyhaloalkyl groups, such as difluoromethyl, 2-fluoro-2-chloroethyl, dichloromethyl, 1,1,2,2-tetrafluoroethyl, or 2,2,2-trifluoroethyl. Other examples of alkyl halogens are trichloromethyl, dichlorofluoromethyl, dichlorofluoromethyl, chloromethyl, bromomethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2,2,2-trichloroethyl, 2-chloro-2,2-difluoroethyl, pentafluoroethyl, 3,3,3-trifluoropropyl, and pentafluorotert-butyl. Preferred alkyl halogens are those 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. Particularly preferred are alkyl halogens having 1 or 2 carbon atoms and 1 to 5 identical or different halogen atoms selected from fluorine and chlorine, such as, in particular, difluoromethyl, trifluoromethyl, or 2,2-difluoroethyl.Other examples of halogen-substituted compounds are haloalkoxy groups, such as OCF3, OCHF2, OCH2F, OCF2CF3, OCH2CF3, OCH2CHF2, and OCH2CH2Cl; and haloalkylthio groups, such as difluoromethylthio, trifluoromethylthio, trichloromethylthio, dichlorofluoromethylthio, 1-fluoroethylthio, 2-fluoroethylthio, 2,2-difluoroethylthio, and 1,1,2-tetrafluoroethylthio. Ethylthio, 2,2,2-trifluoroethylthio, or 2-chloro-1,1,2-trifluoroethylthio; haloalkylsulfinyl, such as difluoromethylsulfinyl, trifluoromethylsulfinyl, trichloromethylsulfinyl, chlorodifluoromethylsulfinyl, 1-fluoroethylsulfinyl, 2-fluoroethylsulfinyl, 2,2-difluoroethylsulfinyl, 1,1,2,2-tetrafluoroethylsulfinyl, 2,2,2-trifluoroethyl... alkyl sulfinyl and 2-chloro-1,1,2-trifluoroethyl sulfinyl; haloalkyl sulfinyl, such as difluoromethyl sulfinyl, trifluoromethyl sulfinyl, trichloromethyl sulfinyl, chlorodifluoromethyl sulfinyl, 1-fluoroethyl sulfinyl, 2-fluoroethyl sulfinyl, 2,2-difluoroethyl sulfinyl, 1,1,2,2-tetrafluoroethyl sulfinyl, 2,2,2-trifluoroethyl sulfinyl and 2 -Chloro-1,1,2-trifluoroethylsulfinyl; haloalkylsulfonyl, such as difluoromethylsulfonyl, trifluoromethylsulfonyl, trichloromethylsulfonyl, chlorodifluoromethylsulfonyl, 1-fluoroethylsulfonyl, 2-fluoroethylsulfonyl, 2,2-difluoroethylsulfonyl, 1,1,2,2-tetrafluoroethylsulfonyl, 2,2,2-trifluoroethylsulfonyl and 2-chloro-1,1,2-trifluoroethylsulfonyl.

[0431] In the case of groups having carbon atoms, those having 1 to 4 carbon atoms, particularly 1 or 2 carbon atoms, are preferred. Substituents are generally preferred from the following: halogens, such as fluorine and chlorine; (C1-C4) alkyl, preferably methyl or ethyl; (C1-C4) haloalkyl, preferably trifluoromethyl; (C1-C4) alkoxy, preferably methoxy or ethoxy; (C1-C4) haloalkoxy; nitro and cyano. The following substituents are particularly preferred herein: methyl, methoxy, fluorine, and chlorine.

[0432] Substituted amino groups, such as monosubstituted or disubstituted amino groups, refer to substituted amino groups selected from the following, where the amino group is N-substituted, for example, by one or two identical or different groups selected from: alkyl, hydroxy, amino, alkoxy, acyl, and aryl; preferably N-monoalkylamino and N,N-dialkylamino (such as methylamino, ethylamino, N,N-dimethylamino, N,N-diethylamino, N,N-di-n-propylamino, N,N-diisopropylamino, or N,N-dibutylamino), N-monoalkoxyalkylamino or N,N-dialkoxyalkylamino groups (such as... N-methoxymethylamino, N-methoxyethylamino, N,N-di(methoxymethyl)amino or N,N-di(methoxyethyl)amino, N-monoarylamino and N,N-diarylamino, such as optionally substituted aniline, acylamino, N,N-diacylamino, N-alkyl-N-arylamino, N-alkyl-N-acylamino and saturated N-heterocyclic; alkyl groups having 1 to 4 carbon atoms are preferred herein; aryl groups are preferably phenyl or substituted phenyl groups herein; for acyl groups, the definitions given further below apply, preferably (C1-C4) alkylacyl groups. This also applies to substituted hydroxyamino or hydrazine groups.

[0433] Substituted amino groups also include quaternary ammonium compounds (salts) having four organic substituents on the nitrogen atom.

[0434] The optionally substituted phenyl group is preferably unsubstituted or monosubstituted or polysubstituted with the same or different groups, preferably up to trisubstituted, and said groups are selected from: halogen, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)haloalkoxy, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkyl Sulfonyl, (C1-C4) haloalkylsulfonyl, cyano, isocyano, and nitro, such as o-tolyl, m-tolyl, and p-tolyl, dimethylphenyl, 2-chlorophenyl, 3-chlorophenyl, and 4-chlorophenyl, 2-fluorophenyl, 3-fluorophenyl, and 4-fluorophenyl, 2-trifluoromethylphenyl, 3-trifluoromethylphenyl, and 4-trifluoromethylphenyl and 2-trichloromethylphenyl, 3-trichloromethylphenyl and 4-trichloromethylphenyl, 2,4-dichlorophenyl, 3,5-dichlorophenyl, 2,5-dichlorophenyl, and 2,3-dichlorophenyl, o-methoxyphenyl, m-methoxyphenyl, and p-methoxyphenyl, 4-heptafluorophenyl.

[0435] The optionally substituted cycloalkyl group is preferably unsubstituted or monosubstituted or polysubstituted with the same or different groups, preferably up to trisubstituted, and the groups are selected from: halogen, cyano, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)haloalkyl and (C1-C4)haloalkoxy, especially substituted with one or two (C1-C4)alkyl groups.

[0436] The compounds of the present invention may be present in preferred embodiments. The various embodiments described herein can be combined with each other. Combinations that violate the laws of nature or that would be excluded by a person skilled in the art based on his / her professional knowledge are excluded. For example, ring structures having three or more adjacent oxygen atoms are excluded.

[0437] Isomers

[0438] Depending on the nature of the substituents, the compounds of formula (I) may be in the form of geometric isomers and / or optically active isomers, or corresponding mixtures of isomers with different compositions. These stereoisomers are, for example, enantiomers, diastereomers, transisomers, or geometric isomers. Therefore, the present invention includes pure stereoisomers and any desired mixtures of these isomers.

[0439] Methods and uses

[0440] The present invention also relates to a method for controlling animal pests, wherein a compound of formula (I) is applied to the animal pest and / or its habitat. Control of animal pests is preferably carried out in agriculture and forestry, as well as in the protection of materials. Methods involving surgical or therapeutic treatment of humans or animals, and diagnostic methods performed on humans or animals, are thus preferably excluded.

[0441] The present invention also relates to the use of compounds of formula (I) as pesticides, and in particular as crop protectants.

[0442] In the context of this application, the term "pesticide" always includes the term "crop protectant" in every case.

[0443] Compounds of formula (I) are suitable for the following uses due to their good plant tolerance, favorable homeothermic animal toxicity and good environmental compatibility: protecting plants and plant organs against biotic and abiotic stresses, increasing harvest yields, improving the quality of harvested products, and controlling animal pests, especially insects, arachnids, worms, and especially nematodes and mollusks, encountered in agriculture, horticulture, animal husbandry, aquaculture, forestry, gardens and recreational facilities, protection of stored products and materials, and sanitation.

[0444] In the context of this patent application, the term "hygienic" is understood to mean any and all measures, methods, and practices aimed at preventing disease, particularly infectious disease, and for protecting human and animal health and / or protecting the environment and / or maintaining cleanliness. According to the invention, this particularly includes cleaning, disinfecting, and sterilizing, for example, textile or hard surfaces, especially glass, wood, concrete, porcelain, ceramics, plastic, or metal surfaces, and measures to protect them from sanitary pests and / or their secretions. In this respect, the scope of the invention preferably excludes surgical or therapeutic treatments for human or animal bodies and diagnostic methods performed on human or animal bodies.

[0445] Therefore, the term "hygiene field" includes all areas, technical fields, and industrial applications where these hygiene measures, methods, and practices are important, such as hygiene in kitchens, bakeries, airports, bathrooms, swimming pools, department stores, hotels, hospitals, stables, animal husbandry, etc.

[0446] Therefore, the term "sanitary pests" is understood to refer to one or more animal pests whose presence in the sanitary field is problematic, particularly for health reasons. Thus, the primary objective is to avoid the presence of sanitary pests in the sanitary field and / or to avoid or minimize exposure to these pests. This can be achieved, in particular, by using pesticides that can be used both to prevent infection and to treat existing infection. Preparations that prevent or reduce exposure to pests can also be used. For example, sanitary pests include the organisms mentioned below.

[0447] Therefore, the term "health protection" encompasses all actions taken to maintain and / or improve these health measures, methods, and practices.

[0448] Compounds of formula (I) are preferably used as pesticides. They are active against species that are generally susceptible and resistant, and against all or some stages of development. The aforementioned pests include:

[0449] Pests of the phylum Arthropoda, especially the class Arachnida, include mites such as *Acarus* spp. (e.g., *Acarus siro*, *Aceria kuko*, *Aceria sheldoni*), *Aculops* spp., *Aculus* spp. (e.g., *Aculus fockeui*, *Aculus schlechtendali*), *Amblyommas* spp., *Amphitetranychus viennensis*, *Argas* spp., *Boophilus* spp., *Brevipalpus* spp. (e.g., *Brevipalpus sphoenicis*), and aphid bryobias. graminum), alfalfa bryobia praetiosa, centruroides spp., chorioptes spp., Dermanyssus gallinae, European house dust mite (Dermatophagoides pteronyssinus), American house dust mite (Dermatophagoides farinae), Dermacentor spp., Eotetranychus spp. (e.g., walnut leaf mite (Eotetranychus hicoriae)), pear gall mite (Epitrimerus pyri), true spider mite (Eutetranychus spp.) (e.g., Eutetranychus banksi), gall mite (Eriophyes spp.) (e.g., pear gall mite (Eriophyes pyri)), Glycyphagus domesticus), red-footed sea chelicerae (Halotydeus destructor), Hemitarsonemus spp. (e.g., Hemitarsonemus latus (=Polyphagotarsonemus latus))), Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp.), *Neutrombicula autumnalis*, *Nuphersa*, *Oligonychus* spp. (e.g., *Oligonychus coffeae*, *Oligonychus coniferarum*, *Oligonychus ilicis*, *Oligonychus indicus*, *Oligonychus mangiferus*, *Oligonychus pratensis*, *Oligonychus punicae*, *Oligonychus syothersi*), *Ornithodorus* spp., *Ornithonyssus* spp., *Panonychus* spp. (e.g., *Panonychus citri* (= *Metatetranychus citri*)), *Panonychus* ulmi (=Metatetranychus ulmi), citrus rust mite (Phyllocoptrutaoleivora), multidigital spider mite (Platytetranychus multidigituli), lateral multiphagotarsonemus latus, itch mite (Psoroptes spp.), fan-shaped tick (Rhipicephalus spp.), root mite (Rhizoglyphus spp.), scabies mite (Sarcoptes spp.), Middle Eastern gold scorpion (Scorpiomaurus), narrow tarsonemus (Stenotarsonemus spp.), rice mite (Steneotarsonemus spinki), tarsonemus (Tarsonemus spp.) (e.g., Tarsonemus confusus, Tarsonemus pallidus), and spider mite (Tetranychus spp.).(For example, the Canadian spider mite (Tetranychuscanadensis), the cinnabarinus spider mite (Tetranychus cinnabarinus), the turkestani spider mite (Tetranychus turkestani), the two-spotted spider mite (Tetranychus urticae), the Trombicula alfreddugesi, the Vaejovis genus, and the tomato gall mite (Vasates lycopersici).

[0450] Pests of the class Chilopoda, such as the genera *Geophilus* and *Scutigera*.

[0451] Pests of the order Collembola or class Collembola, such as the armed springtail (Onychiurus armatus) and the green round springtail (Sminthurus viridis);

[0452] Pests of the class Diplopoda, such as the millipede (Blaniulus guttulatus);

[0453] Pests belonging to the class Insecta, such as those in the order Blattodea, including the Oriental cockroach (Blattaorientalis), Asian cockroach (Blattella asahinai), German cockroach (Blattella germanica), Madeira cockroach (Leucophaea maderae), Loboptera decipiens, house cockroach (Neostylopygarhombifolia), genera such as Panchlora spp., Parcoblatta spp., and Periplaneta spp. (e.g., American cockroach (Periplaneta americana), Australian cockroach (Periplaneta australisasiae)), sugarcane cockroach (Pycnoscelus surinamensis), and brown-banded cockroach (Supella longipalpa);

[0454] Pests of the order Coleoptera, such as the striped pumpkin beetle (Acalymma vittatum), bean weevil (Acanthoscelides obtectus), beetle (Adoretus spp.), small beetle (Aethinatumida), poplar leaf beetle (Agelastica alni), long beetle beetles (Agrilus spp.), such as the white ash narrow beetle (Agrilus planipennis), Agrilus coxalis, Agrilus bilineatus, Agrilus anxius), click beetles (Agriotes spp.) (such as the straight click beetle (Agriotes linneatus), wheat click beetle (Agriotesmancus)), black fungus beetle (Alphitobius diaperinus), potato horned beetle (Amphimallon solstitialis), furniture burrowing beetle (Anobium punctatum), and longhorn beetle (Anoplophora). spp. (e.g., the longhorn beetle *Anoplophora glabripennis*), *Anthonomus* spp. (e.g., the cotton boll weevil *Anthonomus grandis*), *Anthrenus* spp., *Apion* spp., *Apogonia* spp., *Atomaria* spp. (e.g., the beetle beetle *Atomaria linearis*), *Attagenus* spp., *Baris caerulescens*, *Bruchidius obtectus*, *Bruchus* spp. (e.g., the pea weevil *Bruchus pisorum*, the broad bean weevil *Bruchus rufimanus*), *Cassida* spp., *Cerotoma* *Ceutorrhynchus* (e.g., *Ceutorrhynchus assimilis*, *Ceutorrhynchus quadriddens*, *Ceutorrhynchus rapae*), and *Chaetocnema* (spp.).(e.g., sweet potato flea beetle (Chaetocnema confinis), American toothed flea beetle (Chaetocnema denticulata), wasteland corn flea beetle (Chaetocnema ectypa)), Cleonus mendicus, Conoderus spp., Cosmopolites spp. (e.g., banana root-necked weevil (Cosmopolites sordidus)), Brown New Zealand ribbed horned beetle (Costelytra zealandica), Ctenicera spp., Curculio spp. (e.g., walnut weevil (Curculio caryae), large chestnut weevil (Curculio caryatrypes), American hazel weevil (Curculioobtusus), small chestnut weevil (Curculio sayi)), rusty red flat flour beetle (Cryptolestes ferrugineus), long-horned flat flour beetle (Cryptolestes) *Cryptorhynchus lapathi*, *Cryptorhynchus mangiferae*, *Cylindrocopturus spp.*, *Cylindrocopturus adspersus*, *Cylindrocopturus furnissi*, *Dendroctonus spp.* (e.g., *Dendroctonus ponderosae*), *Dermestes spp.*, *Diabrotica spp.* (e.g., *Diabrotica balteata*, *Diabrotica barberi*, *Diabrotica undecimpunctata howardi*, *Diabrotica undecimpunctata undecimpunctata*, *Diabrotica undecimpunctata* subspecies), *Diabrotica* The genera include *Diabrotica virgifera*, *Dichocrocis spp.*, *Dicladispa armigera*, *Diloboderus*, *Epicaerus*, and *Epilachna spp.*.(e.g., *Epilachna borealis*, *Epilachna varivestis*), flea beetles (e.g., *Epitrix cucumeris*, *Epitrix fuscula*, *Epitrix hirtipennis*, *Epitrix subcrinita*, *Epitrix tuberis*), borers (*Faustinus spp.*), naked spiders (*Gibbium psylloides*), broad-angled grain beetles (*Gnathocerus cornutus*), cabbage moths (*Hellula undalis*), black sugarcane beetles (*Heteronychusarator*), *Heteronyx spp.*, *Hylamorpha elegans*, American longhorn beetles (*Hylotrupesbajulus*), alfalfa leaf weevils (*Hypera*). *Hypothenemus* (postica), *Hypomeces squamosus*, *Hypothenemus* spp. (e.g., coffee berry beetle *Hypothenemus hampei*, apple twig beetle *Hypothenemus obscurus*, bamboo beetle *Hypothenemus pubescens*), sugarcane brown toothed clawed gill beetle *Lachnosterna consanguinea*, tobacco beetle *Lasioderma serricorne*, long-headed flour beetle *Latheticus oryzae*, *Lathridius* spp., mud beetle *Lema* spp., potato beetle *Leptinotarsadecemlineata*, leaf miner *Leucoptera* spp. (e.g., coffee leaf miner *Leucopteracoffeella*), *Limonius ectypus*, rice root weevil *Lissorhoptrus* The genera *Oryzophilus*, *Listronotus* (=Hyperodes), *Lixus* spp., *Luperodes*, *Luperomorphaxanthodera*, *Lyctus* spp., *Megacyllene* spp. (e.g., *Megacyllene robiniae*), *Megascelis* spp., and *Melanotus* spp.(e.g., *Melanotus longulusoregonensis*), *Meligethes aeneus*, *Melolontha* spp. (e.g., *Melolontha melolontha*), *Migdolus*, *Monochamus* spp., *Naupactus xanthographus*, *Necrobia* spp., *Neogalerucella*, *Niptus hololeucus*, *Oryctes rhinoceros*, *Oryzaephilus surinamensis*, *Oryzaphagus oryzae*, *Otiorrhynchus* spp. (e.g., *Otiorhynchus cribricollis*, *Otiorhynchus ligustici*, *Otiorhynchus*) The following genera are listed: *Olitus*, *Otiorhynchus rugosostriarus*, *Otiorhynchus sulcatus*, *Oulema* spp. (e.g., *Oulema melanopus*, *Oulema oryzae*), *Oxycetonia jucunda*, *Phaedon cochleariae*, *Phyllophaga* spp., *Phyllophaga helleri*, *Phyllotreta* spp. (e.g., *Phyllotreta armoraciae*, *Phyllotreta pusilla*, *Phyllotreta ramosa*, *Phyllotreta striolata*), and *Popillia*. The genera *Psylliodes* include: *Japonica*, *Premnotrypes* spp., *Prostephanus truncatus*, *Psylliodes* spp. (e.g., *Psylliodes affinis*, *Psylliodes chrysocephala*, *Psylliodes punctulata*), and *Ptinus* spp. (spider beetles).Ladybug (Rhizobius ventralis), grain beetle (Rhizopertha dominica), *Rhynchophorus* spp., red-brown weevil (Rhynchophorus ferrugineus), palm weevil (Rhynchophorus palmarum), bark beetle (Scolytus spp.) (e.g., European elm bark beetle (Scolytus multistriatus)), *Sinoxylon perforans*, grain weevil (Sitophilus spp.) (e.g., grain weevil (Sitophilus granarius), tamarind weevil (Sitophilus linearis), rice weevil (Sitophilus oryzae), corn weevil (Sitophilus zeamais)), pointed ladybug (Sphenophorus spp.), medicinal herb beetle (Stegobium paniceum), stem weevil (Sternechus) spp. (e.g., *Sternechus paludatus*), *Symphyletes* spp., *Tanymecus* spp. (e.g., *Tanymecus dilaticollis*, *Tanymecus indicus*, *Tanymecus palliatus*), mealworm (*Tenebrio molitor*), large flour beetle (*Tenebrioides mauretanicus*), *Tribolium* spp. (e.g., *Tribolium audax*, *Tribolium castaneum*, *Tribolium confusum*), ground beetle (*Trogodermaspp.*), seed weevil (*Tychius* spp.), longhorn beetle (*Xylotrechus* spp.), ground beetle (*Zabrus* spp.) (e.g., *Zabrus maize*). tenebrioides));;.

[0455] Pests of the order Dermaptera, such as the maritime marbled earwig (Anisolabis maritime), the auricularia European marbled earwig (Forficula auricularia), and the riparia river earwig (Labidura riparia);

[0456] Pests of the order Diptera, such as those in the genera *Aedes* (e.g., *Aedes aegypti*, *Aedes albopictus*, *Aedes sticticus*, *Aedes vexans*), *Agromyza* (e.g., *Agromyza frontella*, *Agromyza parvicornis*), *Anastrepha* (e.g., *Anopheles* quadrimaculatus*, *Anopheles gambiae*), *Asphondylia* (e.g., *Bactrocera* spp.), and *Bactrocera* (e.g., *Bactrocera cucurbitae*, *Bactrocera cucurbitae*). *Ceratitis dorsalis*, olive fruit fly (Bactrocera oleae), garden hairy fly (Bibio hortulanus), blue-skinned blowfly (Calliphora erythrocephala), red-headed blowfly (Calliphora vicina), Mediterranean fruit fly (Ceratitis capitata), chironomus spp., golden fly (Chrysomya spp.), tiger fly (Chrysops spp.), high-horned horsefly (Chrysozona pluvialis), cone fly (Cochliomya spp.), gall midge (Contarinia spp.) (e.g., grape gall midge (Contarinia johnsoni), cabbage gall midge (Contarinia nasturtii), pear gall midge (Contarinia pyrivora), sunflower gall midge (Contarinia schulzi), sorghum gall midge (Contarinia spp.) The following mosquitoes are listed: *Sorghicola*, *Contarinia tritici*, *Cordylobia anthropophaga*, *Cricotopus sylvestris*, *Culex* spp. (e.g., *Culex pipiens*, *Culex quinquefasciatus*), *Culicoides* spp., and *Culiseta* spp.The genera *Cuterebra* spp., *Dacus oleae*, *Dasineura* spp. (e.g., *Dasineura brassicae*), *Delia* spp. (e.g., *Delia antiqua*, *Delia coarctata*, *Delia florilega*, *Delia platura*, *Delia radicum*), *Dermatobia hominis*, *Drosophila* spp. (e.g., *Drosphila melanogaster*, *Drosophila suzukii*), *Echinocnemus* spp., *Euleia heraclei*, *Fannia* spp., *Gastrophilus* spp., and *Glossina* spp. spp.), *Haematopota* spp., *Hydrellia* spp., *Hydrellia griseola*, *Hylemya* spp., *Hippoboscaspp.*, *Hypoderma* spp., *Liriomyza* spp. (e.g., *Liriomyza brassicae*, *Liriomyza huidobrensis*, *Liriomyza sativae*), *Lucilia* spp. (e.g., *Lucilia cuprina*), *Lutzomyia* spp., *Mansonia* spp., *Musca* spp. (e.g., *Musca domestica*, *Musca domesticica vicina*), *Oestrus* spp.), Swedish straw fly (Oscinella frit.), Paratanytarsus spp., Paraauterborniella subcincta, Pegomya or Pegomyia spp.(e.g., beet fly (Pegomya betae), henbane fly (Pegomya hyoscyami), raspberry fly (Pegomya rubivora)), sandfly (Phlebotomus spp.), grass fly (Phorbia spp.), burrowing fly (Phormia spp.), cheese fly (Piophila casei), Platyparea poeciloptera, Prodiplosis, carrot stem fly (Psila rosae), fruit fly (Rhagoletis spp.) (e.g., eastern cherry fly (Rhagoletis cingulata), walnut fruit fly (Rhagoletis completa), black cherry fly (Rhagoletis fausta), western cherry fly (Rhagoletis indifferens), blueberry fly (Rhagoletis mendax), apple fly (Rhagoletis pomonella)), flesh fly (Sarcophaga) spp.), genus *Simulium* spp. (e.g., *Simulium meridionale*), genus *Stomoxys* spp., genus *Tabanus* spp., genus *Tetanops* spp., genus *Tipula* spp. (e.g., *Tipula paludosa*, *Tipula simplex*), *Toxotrypana curvicauda*;

[0457] Pests of the order Hemiptera, such as *Acizzia acaciaebaileyanae*, *Acizzia dodonaeae*, psyllids (*Acizzia uncatoides*), long-headed grasshoppers (*Acrida turrita*), aphids of the genus *Acyrthosiphon* (e.g., pea aphid *Acyrthosiphon pisum*), *Acrogonia*, *Aeneolamia*, *Agonoscena*, whiteflies (*Aleurocanthus*), European cabbage whiteflies (*Aleyrodes proletella*), sugarcane whiteflies (*Aleurolobus barodensis*), cotton whiteflies (*Aleurothrixus floccosus*), malayensis whiteflies (*Allocaridara malayensis*), and leafhoppers of the genus *Amrasca* (e.g., small green leafhopper *Amrasca bigutulla*, small leafhopper *Amrasca*). The following aphids are listed: *Aphis devastans*, *Anuraphis cardui*, *Aonidiella* spp. (e.g., *Aonidiella aurantii*, *Aonidiella citrina*, *Aonidiella inornata*), *Aphanostigma piri*, and *Aphis* spp. (e.g., *Aphis citricola*, *Aphis craccivora*, *Aphis fabae*, *Aphis forbesi*, *Aphis glycines*, *Aphis gossypii*, *Aphis hederae*, *Aphisillinoisensis*, *Aphis middletoni*, *Aphis nasturtii*, *Aphis nerii*, and *Aphis*. pomi, leaf roller aphid (Aphis spiraecola), Aphis viburniphila, grape leaf beetle (Arboridia apicalis), Arytainilla, Aspidiotus spp., and Aspidiotus spp.(e.g., *Aspidiotus nerii*), *Atanus* genus, *Aulacorthum solani*, whitefly (*Bemisia tabaci*), Australian psyllid (*Blastopsylla occidentalis*), *Boreioglycaspis melaleucae*, plum short-tailed aphid (*Brachycaudus helichrysii*), *Brachycolus* genus, cabbage aphid (*Brevicoryne brassicae*), *Cacopsyllaspp.* (e.g., pear psyllid (*Cacopsylla pyricola*), small brown rice flyhopper (*Calligypona marginata*), *Capulinia* genus, yellow-headed leafhopper (*Carneocephala fulgida*), sugarcane woolly aphid (*Ceratovacunalanigera*), cicada family (*Cercopidae*), wax scale (*Ceroplastes*). Strawberry aphid (Chaetosiphonfragaefolii), cane yellow snow scale (Chionaspis tegalensis), tea green leaf bee (Chlorita onukii), Taiwan grasshopper (Chondracris rosea), walnut black-spotted aphid (Chromaphis juglandicola), black-brown round shield scale (Chrysomphalus aonidum), black-brown round shield scale (Chrysomphalus ficus), corn leafhopper (Cicadulinambila), Cocconytilus halli, soft scale (Coccus spp.) (e.g., brown soft scale (Coccus hesperidum), long oval soft scale (Coccus longulus), citrus soft wax scale (Coccus pseudomagnoliarum), coffee green scale (Coccus viridis)), crypto-tuberculate aphid (Cryptomyzus ribis), Cryptotoneossa, comb tree aphid (Ctenarytaina) The genera *Dalbulus* spp., *Dalbulus chittendeni*, *Dalbulus citri*, *Diaphorina citri*, *Diaspis* spp., *Diuraphis*, *Doralis*, *Drosicha* spp., and *Dysaphis* spp.(e.g., rust aphid (Dysaphis apiifolia), plantain aphid (Dysaphis plantaginea), lily aphid (Dysaphis tulipae)), mealybug (Dysmicoccus spp.), leafhopper (Empoasca spp.) (e.g., western potato leafhopper (Empoasca abrupta), broad bean leafhopper (Empoasca fabae), apple leafhopper (Empoasca maligna), eggplant leafhopper (Empoasca solana), Empoasca stevensi), woolly aphid (Eriosoma spp.) (e.g., American woolly aphid (Eriosoma americanum), apple woolly aphid (Eriosoma pyricola)), leafhopper (Erythroneura spp.), Eucalyptolyma, brown psyllid (Euphyllura) spp.), leafhopper (Euscelis bilobatus), floribunda (Ferrisia spp.), Fiorinia, Furcaspis oceanica, coffee mealybug (Geococcus coffeae), Glycaspis, silver acacia psyllid (Heteropsylla cubana), cheek psyllid (Heteropsylla spinulosa), false peach virus leafhopper (Homalodisca coagulata), plum aphid (Hyalopterus arundinis), peach aphid (Hyalopterus pruni), cushion scale (Icerya spp.) (e.g., cushion scale insect (Icerya purchasi)), Idiocerus, flat-beaked leafhopper (Idioscopus spp.), gray planthopper (Laodelphax striatellus), wax scale (Lecanium spp.) (e.g., soil-hardy scale insect (Lecanium corni)) (=Parthenolecanium) The genera *Corni* (corni) and *Lepidosaphes* spp. (e.g., *Lepidosaphes ulmi*), *Lipaphiserysimi*, *Lopholeucaspis japonica*, *Lycorma delicatula*, and *Macrosiphum* spp.(For example, the potato aphid (Macrosiphum euphorbiae), lily aphid (Macrosiphum lilii), rose aphid (Macrosiphum rosae), two-spotted sawfly (Macrostelesfacifrons), butterflies (Mahanarva spp.), sorghum aphid (Melanaphis sacchari), Metcalfiella, Metcalfa pruinosa, wheat web aphid (Metopolophium dirhodum), black-edged aphid (Monelliacostalis), Monelliopsis pecanis), and leaf aphids (Myzus spp.). (For example, the onion leaf aphid (Myzus ascalonicus), plum leaf aphid (Myzus cerasi), privet leaf aphid (Myzus ligustri), violet leaf aphid (Myzus ornatus), peach aphid (Myzus persicae), and tobacco aphid (Myzus...) The genera *Neotianae*, *Nasonovia ribisnigri*, *Neomaskellia*, *Nephotettix* spp. (e.g., *Nephotettix cincticeps*, *Nephotettix nigropictus*), *Nettigoniclla spectra*, *Nilaparvata lugens*, *Oncometopia*, *Orthezia praelonga*, *Oxya chinensis*, *Pachypsylla*, *Parabemisia myricae*, *Paratrioza* spp. (e.g., *Paratrioza cockerelli*), *Parlatoria* spp., and *Pemphigus* spp. (e.g., *Pemphigus*). The genera *Perkinsiella*, *Pemphigus populivenae*, *Peregrinus maidis*, *Phenacoccus* spp. (e.g., *Phenacoccus madeirensis*), *Phloeomyzus passerinii*, *Phorodon humuli*, and *Phylloxera* spp.(e.g., *Phylloxera devastatrix*, *Phylloxera notabilis*), *Pinnaspis aspidistrae*, *Planococcus spp.* (e.g., *Planococcus citri*), *Prosopidopsylla flava*, *Protopulvinaria pyriformis*, *Pseudaulacaspis pentagona*, *Pseudococcus spp.* (e.g., *Pseudococcus calceolariae*, *Pseudococcus comstocki*, *Pseudococcus longispinus*, *Pseudococcus maritimus*, *Pseudococcus*) viburni), *Psyllopsis*, *Psylla* spp. (e.g., *Psyllabuxi*, *Psylla mali*, *Psylla pyri*), *Pteromalus* spp., *Pulvinaria* spp., *Pyrilla*, *Quadraspidiotus* spp. (e.g., *Quadraspidiotus juglansregiae*, *Quadraspidiotus ostreaeformis*, *Quadraspidiotus perniciosus*), *Quesada gigas*, *Rastrococcus* spp., *Rhopalosiphum* spp. (e.g., *Rhopalosiphum maidis*, *Rhopalosiphum*) oxyacanthae), rice aphid (Rhopalosiphum padi), red-bellied constrictor aphid (Rhopalosiphum rufiabdominale), and black helmet scale (Saissetia spp.).(Examples include: coffee black scale (Saissetia coffeae), Saissetia miranda, Saissetia neglecta, black wax scale (Saissetiaoleae)), grape leafhopper (Scaphoideus titanus), wheat aphid (Schizaphis graminum), cycad spiny scale (Selenaspidus articulatus), Sipha flava, wheat long-tubed aphid (Sitobion avenae), long-lipped planthopper (Sogata spp.), white-backed planthopper (Sogatella furcifera), rice planthopper (Sogatodes spp.), Stictocephala festina, tree whitefly (Siphoninus phillyreae), Tenalapahara malayensis, Tetragonocephela, long-spotted aphid (Tinocallis caryaefoliae), broad-breasted grasshopper (Tomaspisspp.), and sound aphid (Toxoptera) (e.g., Toxoptera aurantii, Toxoptera citricidus), greenhouse whitefly (Trialeurodes vaporariorum), Trioza spp. (e.g., Trioza diospyri), Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.);

[0458] Pests belonging to the suborder Heteroptera, such as those in the genera *Aelia*, *Anasa tristis*, *Antestiopsis* spp., *Boisea*, *Blissus* spp., *Calocoris* spp., *Campylomma livida*, *Cavelerius* spp., *Cimex* spp. (e.g., *Cimex adjunctus*, *Cimex hemipterus*, *Cimexlectularius*, *Cimex pilosellus*), *Collaria* spp., *Creontiades dilutus*, *Dasynus piperis*, and *Dichelops*. *Furcatus*, *Diconocoris hewetti*, *Dysdercus* spp., *Euschistus* spp. (e.g., *Euschistus heros*, *Euschistus servus*, *Euschistus tristigmus*, *Euschistus variolarius*), *Eurydemas* spp., *Eurygaster* spp., *Halyomorpha halys*, *Heliopeltis* spp., *Horcias nobilellus*, *Leptocorisa* spp., *Leptocorisa varicornis*, *Leptoglossus* The genera *Leptoglossus phyllopus* include: *Lygocoris* (e.g., *Lygocoris pabulinus*), *Lygus* (e.g., *Lygus elisus*, *Lygus hesperus*, *Lygus lineolaris*), *Macropes excavatus*, *Megacopta cribraria*, *Miridae*, *Monalonion atratum*, and *Nezara*.(e.g., *Nezaraviridula*), *Nysius*, *Oebalus* spp., *Pentomidae*, *Piesmaquadrata*, *Piezodorus* spp. (e.g., *Piezodorus guildinii*), *Psallus* spp., *Pseudacysta persea*, *Rhodnius* spp., *Sahlbergella singularis*, *Scaptocoris castanea*, *Scotinophora* spp., *Stephanitis nashi*, *Tibraca*, *Triatoma* spp.);

[0459] Pests of the order Hymenoptera, such as those in the genera *Acromyrmex*, *Athalia* (e.g., the yellow-winged cabbage bee *Athalia rosae*), *Atta*, *Camponotus*, *Dolichovespula*, *Diprion* (e.g., the European pine sawfly *Diprion similis*), *Hoplocampa* (e.g., the cherry leaf bee *Hoplocampa cookei*, the apple leaf bee *Hoplocampa testudinea*), *Lasius*, *Linepithema (Iridiomyrmex) humile*, *Monomorium pharaonis*, *Paratrechina*, *Paravespula*, *Plagiolepis*, and *Sirex*. (e.g., Sirex noctilio), Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp. (e.g., Vespa crabro), Wasmannia auropunctata, Xeris spp.)

[0460] Pests of the order Isopoda, such as woodlice (Armadillidium vulgare), comb beetles (Oniscus asellus), and ball beetles (Porcellio scaber);

[0461] Pests of the order Isoptera, such as those belonging to the genera *Coptotermes* (e.g., *Coptotermes formosanus*), *Cornitermes cumulans*, *Cryptotermes*, *Incisitermes*, *Kalotermes*, *Microtermes obesi*, *Nasutitermes*, *Odontotermes*, *Porotermes*, and *Reticulitermes* (e.g., *Reticulitermes flavipes*, *Reticulitermes hesperus*).

[0462] Pests of the order Lepidoptera, such as the small wax moth (Achroia grisella), the mulberry sword-striped cutworm (Acronicta major), the brown-banded leafroller (Adoxophyes spp.) (e.g., the cotton brown-banded leafroller (Adoxophyesorana)), the weeping cutworm (Aedia leucomelas), the cutworm (Agrotis spp.) (e.g., the yellow cutworm (Agrotissegetum) and the small cutworm (Agrotis ipsilon)), the wavy-leaved cutworm (Alabama spp.) (e.g., the cotton leaf wavy-leaved cutworm (Alabama argillacea)), the navel orange borer (Amyelois transitella), the wheat moth (Anarsia spp.), the dry-weather cutworm (Anticarsia spp.) (e.g., the soybean cutworm (Anticarsia gemmatalis)), the striped leafroller (Argyroploce spp.), and the alfalfa silver-striped cutworm (Autographa spp.). spp.), cabbage moth (Barathrabrassicae), apple spiny moth (Blastodacna atra), indica skipper (Borbo cinnara), cotton leafminer (Bucculatrix thurberiella), pine looper (Bupalus piniarius), brown borer (Busseola spp.), leaf roller (Cacoecia spp.), tea leafminer (Caloptilia theivora), tobacco roller (Capuareticulana), apple leafroller (Carpocapsa pomonella), peach fruit borer (Carposina niponensis), winter geometrid moth (Cheimatobia brumata), grass moth (Chilo spp.) (e.g., Chilo plejadellus, Chilo suppressalis)), Choreutis pariana, color roller (Choristoneura spp.), Chrysodeixis chalcites, grape fruit borer (Clysia) The genera *Ambigula*, *Cnaphalocerus* spp., *Cnaphalocrocis medinalis*, *Cnephasia* spp., *Conopomorpha* spp., *Conotrachelus* spp., *Copitarsia*, and *Cydia* spp.(e.g., Bean Pod Roller (Cydia nigricana), Codling Moth (Cydia pomonella)), Dalaca noctuides, *Diaphania* spp., *Diparopsis*, Small Sugarcane Stalk Moth (Diatraea saccharalis), *Dioryctria* spp. (e.g., *Dioryctriazimmermani*), *Earias* spp., *Ecdytolopha* aurantium, South American Maize Seedling Moth (Elasmopalpus lignosellus), Sweet Potato Stalk Moth (Eldana saccharina), *Ephestia* spp. (e.g., Tobacco White Moth (Ephestia elutella), Mediterranean Moth (Ephestia kuehniella)), Leaf Roller (Epinotia spp.), Apple Brown Roller (Epiphyas) *Postvittana*, *Erannis*, *Erschoviella musculana*, *Etiella* spp., *Eudocima*, *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* (e.g., cotton bollworm (Helicoverpa armigera), corn noctuid moth (Helicoverpa zea)), spp. (e.g., tobacco bud noctuid moth (Heliothis virescens)), brown weaver moth (Hofmannophila pseudospretella), spp. (Homoeosoma), spp. (Homona)Apple leafminer (Hyponomeuta padella), persimmon leafminer (Kakivoria flavofasciata), *Lampides* spp., *Laphygma* spp., codling moth (Laspeyresia molesta), eggplant leafminer (Leucinodes orbonalis), leafminer (*Leucoptera* spp.) (e.g., coffee leafminer (*Leucoptera coffeella*), leafminer (*Lithocolletis* spp.) (e.g., apple leafminer (*Lithocolletis blancardella*), green fruit leafminer (*Lithophane antennata*), flower-winged moth (*Lobesia* spp.) (e.g., grape leafroller (*Lobesia botrana*), bean root borer (*Loxagrotis albicosta*), tussock moth (*Lymantria* spp.) (e.g., gypsy moth (*Lymantria*)). dispar), *Lyonetia* spp. (e.g., peach leafminer *Lyonetia clerkella*), *Malacosoma neustria*, *Maruca testulalis*, *Mamstra brassicae*, *Melanitis leda*, *Mocis* spp., *Monopis obviella*, *Mythimna separata*, *Nemapogon cloacellus*, *Nymphula* spp., *Oiketicus*, *Omphisa* spp., *Operophtera*, *Oria* spp., *Orthaga* spp., *Ostrinia* spp. (e.g., European corn borer *Ostrinia nubilalis*), *Panolis* The genera *Pectinophora* include: *flammea*, *Parnara* spp., *Pectinophora* spp. (e.g., *Pectinophora gossypiella*), *Perileucoptera* spp., and *Phthorimaea* spp.(e.g., Potato leafminer (Phthorimaeaoperculella)), Orange leafminer (Phyllocnistis citrella), Small leafminer (Phyllonorycter spp.) (e.g., Golden-striped leafminer (Phyllonorycter blancardella), Hawthorn leafminer (Phyllonoryctercrataegella)), Butterfly (Pieris spp.) (e.g., Cabbage white butterfly (Pieris rapae)), Dutch carnation leafroller (Platynota stultana), Indian grain borer (Plodia interpunctella), Goldwing moth (Plusia spp.), Diamondback moth (Plutella xylostella) (= Diamondback moth (Plutella maculipennis)), Podesia spp. (e.g., Podesia syringae), Small white nest moth (Prays spp.), Spodoptera litura (Prodenia spp.), Tobacco hawk moth (Protoparce) spp.), *Pseudaletia* spp. (e.g., *Pseudaletia unipuncta*), *Pseudoplusia includens*, *Pyrausta nubilalis*, *Rachiplusia nu*, *Schoenobius* spp. (e.g., *Schoenobius bipunctifer*), *Scirpophaga* spp. (e.g., *Scirpophaga innotata*), *Scotia segetum*, *Sesamia* spp. (e.g., *Sesamia inferens*), *Sparganothis* spp., *Spodoptera* spp. (e.g., *Spodopteraeradiana*, *Spodoptera exigua*), *Spodoptera* (frugiperda), Spodoptera praefica), Stathmopoda spp., Stenoma, Stomopteryx subsecivella, Synanthedon spp., Tecia solanivora, Thaumetopoea spp.), Soybean armyworm (Thermesiagemmatalis), Cork moth (Tinea cloacella), Bag moth (Tinea pellionella), Tineola bisselliella, Tortrix spp., Felt clothes moth (Trichophaga tapetzella), Trichoplusia spp. (e.g., Trichoplusia ni), Rice stem borer (Tryporyza incertulas), Tomato leafminer (Tuta absoluta), and Blue butterfly (Virachola spp.);

[0463] Pests of the order Orthoptera or Saltatoria, such as house crickets (Achetadomesticus), genus Dichroplus, genus Gryllotalpa spp. (e.g., European mole cricket (Gryllotalpa gryllotalpa)), genus Hierodlyphus spp., genus Locusta spp. (e.g., migratory locust (Locustamigratoria)), genus Melanoplus spp. (e.g., migratory locust (Melanoplus devastator), Paratlanticus ussuriensis), and desert locust (Schistocerca gregaria);

[0464] Pests of the order Phthiraptera, such as those in the genera *Damalinia*, *Haematopinus*, *Linognathus*, *Pediculus*, *Phylloxera vastatrix*, *Ptirus pubis*, and *Trichodectes*.

[0465] Pests of the order Psocoptera, such as the genera *Lepinatus* and *Liposcelis*.

[0466] Pests of the order Siphonaptera, such as the genera *Ceratophyllus* spp., *Ctenocephalides* spp. (e.g., *Ctenocephalides canis*, *Ctenocephalides felis*), fleas (*Pulex irritans*), *Tunga penetrans*, and *Xenopsylla cheopis*;

[0467] Pests of the order Thysanoptera, such as the corn thrips (Anaphothrips obscurus), rice thrips (Baliothrips biformis), Chaetanaphothrips leeuweni, grape thrips (Drepanothris reuteri), Enneothrips flavens, the genus *Frankliniella* (e.g., brown thrips (Frankliniella fusca), western flower thrips (Frankliniella occidentalis), jasmine thrips (Frankliniella schultzei), wheat thrips (Frankliniella tritici), blueberry thrips (Frankliniella vaccinii), William's thrips (Frankliniella williamsi), the genera *Haplothrips* (spp.), and the genus *Heliothrips* (sun thrips). spp.), greenhouse thrips (Hercinothrips femoralis), Kakothrips spp., grape thrips (Rhipiphorothrips cruentatus), hard thrips (Scirtothrips spp.), small bean thrips (Taeniothrips cardamomi), thrips spp. (e.g., palm thrips, tobacco thrips));

[0468] Pests of the order Zygentoma (=Thysanura) such as the genus Ctenolepisma spp., silverfish (Lepisma saccharina), fire worm (Lepismodes inquilinus), and domestic silverfish (Thermobia domestica);

[0469] Pests of the Symphyla class, for example, the genus Scutigerella (e.g., Scutigerella immaculata);

[0470] Pests of the phylum Mollusca, such as pests of the class Bivalvia, including those of the genus *Dreissena*.

[0471] And pests of the class Gastropoda, such as Arion spp. (e.g., Arion ater rufus), Biomphalaria spp., Bulinus spp., Deroceras spp. (e.g., Deroceras laeve), Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., and Succinea spp.;

[0472] Plant pests belonging to the class Nematoda, i.e., plant-parasitic nematodes, especially those genus *Aglenchus* (e.g., *Aglenchus agricola*), *Anguinas* (e.g., wheat nematode *Anguina tritici*), *Aphelenchoides* (e.g., peanut nematode *Aphelenchoides arachidis*, strawberry nematode *Aphelenchoides fragariae*), *Belonolaimus* (e.g., small nematode *Belonolaimus gracilis*, long-tailed nematode *Belonolaimus longicaudatus*, Norton's nematode *Belonolaimus nortoni*), and *Bursaphelenchus* (e.g., coconut red ring nematode *Bursaphelenchus*). *Cocophilus*, *Bursaphelenchus eremus*, *Bursaphelenchus xylophilus*, *Cacopaurus* spp. (e.g., *Cacopaurus pestis*), *Criconemella* spp. (e.g., *Criconemella curvata*, *Criconemella onoensis*, *Criconemella ornata*, *Criconemella rusium*, *Criconemella xenoplax* (= *Mesocriconema xenoplax*), *Criconemoides* spp. (e.g., *Criconemoides ferniae*, *Criconemoides onoense*, *Criconemoides*) genus *Ditylenchusapp.* (e.g., *Ditylenchus dipsaci*), genus *Dolichodorus* spp., and genus *Globodera* spp.(e.g., *Globodera pallida*, *Globodera rostochiensis*), *Helicotylenchus* spp. (e.g., *Helicotylenchus dihystera*), *Hemicriconemoides* spp., *Hemicycliophora* spp., *Heterodera* spp. (e.g., *Heterodera avenae*, *Heterodera glycines*, *Heteroderaschachtii*), *Hirschmaniella*, *Hoplolaimus* spp., *Longidorus* spp. (e.g., *Longidorus africanus*), *Meloidogyne* spp. (e.g., *Meloidogyne chitwoodi*, *Meloidogyne fallax*, *Meloidogyne hapla*, *Meloidogyne incognita*), *Meloinema* spp., *Nacobbus* spp., *Neotylenchus* spp., *Paralongidorus* spp., *Paraphelenchus* spp., *Paratrichodorus* spp. (e.g., *Paratrichodorus minor*), *Paratylenchus* spp., *Pratylenchus* spp. (e.g., *Pratylenchus* spp.) The genera *Pseudohalenchus*, *Psilenchus* spp., *Punctodera* spp., *Quinisulcius* spp., *Radopholus* spp. (e.g., *Radopholus citrophilus*, *Radopholus similis*), and *Rotylenchulus* spp.The genera *Rotylenchus*, *Scutellonema*, *Subanguina*, *Trichodorus* (e.g., *Trichodorus obtusus*, *Trichodorus primitivus*), *Tylenchorhynchus* (e.g., *Tylenchorhynchus annulatus*), *Tylenchulus* (e.g., *Tylenchulus semipenetrans*), and *Xiphinema* (e.g., *Xiphinema index*) are all nematodes in the genus *Trichodorus*.

[0473] At certain concentrations or application rates, compounds of formula (I) may also be optionally used as herbicides, safeners, growth regulators, or agents for improving plant characteristics; as microbial agents or gametoxins, such as fungicides, antifungal agents, bactericides, antivirals (including agents against viroids), or agents against MLOs (mycoplasma-like organisms) and RLOs (rickettsia-like organisms). Where appropriate, they may also be used as intermediates or precursors for the synthesis of other active compounds.

[0474] preparation

[0475] The present invention also relates to formulations comprising at least one compound of formula (I) and forms of application prepared therefrom as pesticides, such as infusions, drops, and sprays. In some cases, the forms of application contain other pesticides and / or adjuvants that enhance action, such as penetrants, like vegetable oils (e.g., rapeseed oil, sunflower oil), mineral oils (e.g., paraffin oil), alkyl esters of vegetable fatty acids (e.g., rapeseed oil methyl ester or soybean oil methyl ester), or alkanol alkoxylates; and / or spreaders, such as alkylsiloxanes and / or salts (e.g., organic or inorganic ammonium salts or phosphonium salts, such as ammonium sulfate or diammonium hydrogen phosphate); and / or retention promoters, such as dioctyl sulfosuccinate or hydroxypropyl guar gum polymers; and / or wetting agents, such as glycerin; and / or fertilizers, such as ammonium-, potassium-, or phosphorus-containing fertilizers.

[0476] Conventional formulations include, for example, water-soluble liquids (SL), emulsifiable concentrates (EC), emulsions (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR), and capsule concentrates (CS); these formulations and other possible formulation types are documented by Crop Life International and described in the following documents: Pesticide Standards, FAO / WHO Manual on the Development and Use of Pesticide Standards, and FAO Document on Plant Production and Protection-173 (prepared by the FAO / WHO Joint Conference on Pesticide Standards, 2004, ISBN: 9251048576). In addition to one or more compounds of formula (I), the formulations may optionally contain other agrochemically active compounds.

[0477] Preferred formulations or uses include: adjuvants such as extenders, solvents, spontaneous growth promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners; and / or other adjuvants such as adjuvants. In the context of this invention, an adjuvant is a component that enhances the biological efficacy of the formulation, while the component itself does not possess any biological efficacy. Examples of adjuvants are agents that promote retention, spreading, adhesion to leaf surfaces, or penetration.

[0478] These formulations are prepared in a known manner, for example by mixing a compound of formula (I) with an adjuvant such as a extender, a solvent, and / or a solid carrier and / or other adjuvants such as a surfactant. The formulation is prepared in a suitable facility or before or during application.

[0479] The adjuvant used may be a substance that imparts specific properties (e.g., certain physical, technical and / or biological properties) to a formulation suitable for use of a compound of formula (I) or to an application form prepared from such formulations (e.g., ready-to-use pesticides, such as spray or seed dressing products).

[0480] Suitable extenders are, for example, water, polar and nonpolar organic chemical liquids, selected from: aromatic and non-aromatic hydrocarbons (such as paraffin, alkylbenzene, alkylnaphthalene, chlorobenzene), alcohols and polyols (which may also be substituted, etherified and / or esterified if appropriate), ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, amides, lactams (such as N-alkylpyrrolidone) and lactones, sulfones and sulfoxides (such as dimethyl sulfoxide), carbonates and nitriles.

[0481] If the extender used is water, organic solvents, for example, can also be used as co-solvents. Basically, suitable liquid solvents include: aromatic compounds such as xylene, toluene, or alkylnaphthalene; chlorinated aromatic compounds or chlorinated aliphatic hydrocarbons such as chlorobenzene, vinyl chloride, or dichloromethane; aliphatic hydrocarbons such as cyclohexane or alkanes such as mineral oil fractions, mineral oils, and vegetable oils; alcohols such as butanol or ethylene glycol and their ethers and esters; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone; highly polar solvents such as dimethylformamide and dimethyl sulfoxide; carbonates such as propylene carbonate, butenyl carbonate, diethyl carbonate, or dibutyl carbonate; or nitriles such as acetonitrile or propionitrile.

[0482] In principle, all suitable solvents may be used. Examples of suitable solvents include: aromatic hydrocarbons such as xylene, toluene, or alkylnaphthalene; chlorinated aromatic hydrocarbons or chlorinated aliphatic hydrocarbons such as chlorobenzene, vinyl chloride, or dichloromethane; aliphatic hydrocarbons such as cyclohexane, alkanes, petroleum fractions, mineral oils, and vegetable oils; alcohols such as methanol, ethanol, isopropanol, butanol, or ethylene glycol and their ethers and esters; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone; strongly polar solvents such as dimethyl sulfoxide; carbonates such as propylene carbonate, butenyl carbonate, diethyl carbonate, or dibutyl carbonate; nitriles such as acetonitrile or propionitrile; and water.

[0483] In principle, all suitable carriers may be used. Useful carriers include, in particular: ammonium salts and ground natural minerals such as kaolin, clay, talc, chalk, quartz, palygorskite, montmorillonite, or diatomaceous earth; and ground synthetic minerals such as finely separated silica, alumina, and natural or synthetic silicates; resins; waxes; and / or solid fertilizers. Mixtures of these carriers may also be used. Useful carriers for granules include, for example, crushed and graded natural rocks such as calcite, marble, pumice, sepiolite, and dolomite; and synthetic granules of inorganic and organic powders; and granules of organic materials such as sawdust, paper, coconut husks, corn cobs, and tobacco stems.

[0484] Liquefied gaseous extenders or solvents can also be used. Particularly suitable extenders or carriers are those that are gaseous at ambient temperature and atmospheric pressure, such as aerosol propellant gases, like halogenated hydrocarbons, as well as butane, propane, nitrogen, and carbon dioxide.

[0485] Examples of emulsifiers and / or foam formers, dispersants or wetting agents, or mixtures of these surfactants having ionic or nonionic properties include: salts of polyacrylic acid; salts of lignin sulfonic acid; salts of phenol sulfonic acid or naphthalene sulfonic acid; condensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, or with substituted phenols (preferably alkylphenols or arylphenols); salts of sulfosuccinates; taurine derivatives (preferably alkyl taurine esters); hydroxyethyl sulfonate derivatives; phosphate esters of polyethoxylated alcohols or phenols; fatty esters of polyols; and derivatives of compounds containing sulfate, sulfonate and phosphate groups, such as alkylaryl polyethylene glycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates, protein hydrolysis products, lignin sulfite waste, and methylcellulose. The presence of a surfactant is advantageous if one of the compounds of formula (I) and / or one of the inert carriers is insoluble in water and when applied in water.

[0486] Colorants such as inorganic pigments, such as iron oxide, titanium oxide and Prussian blue; and organic dyes, such as alizarin dyes, azo dyes and metal phthalocyanine dyes; as well as nutrients and micronutrients, such as iron salts, manganese salts, boron salts, copper salts, cobalt salts, molybdenum salts and zinc salts, may be used as formulations and other auxiliaries in the forms of use obtained therefrom.

[0487] Other components may be stabilizers, such as low-temperature stabilizers, preservatives, antioxidants, light stabilizers, or other agents that improve chemical and / or physical stability. Foaming agents and defoamers may also be present.

[0488] Tackifiers, such as carboxymethyl cellulose; and natural and synthetic polymers in powder, granule, or latex form, such as gum arabic, polyvinyl alcohol, and polyvinyl acetate; or natural phospholipids, such as cephalin and lecithin, and synthetic phospholipids, may also be present as additional adjuvants in formulations and the forms of use obtained therefrom. Other possible adjuvants are mineral oils and vegetable oils.

[0489] Optionally, other adjuvants may be present in the formulation and in the form of use obtained therefrom. Examples of such additives include fragrances, protective colloids, adhesives, glues, thickeners, thixotropic agents, penetrants, retention promoters, stabilizers, chelating agents, complexing agents, wetting agents, and spreading agents. Generally, compounds of formula (I) may be combined with any solid or liquid additive commonly used for formulation purposes.

[0490] Useful retention promoters include all those substances that reduce dynamic surface tension (such as dioctyl sulfosuccinate) or increase viscoelasticity (such as hydroxypropyl guar gum polymer).

[0491] In the context of this invention, a suitable penetrant is any substance commonly used to improve the penetration of agrochemically active compounds into plants. In the context of this invention, a penetrant is defined as having the ability to penetrate from (usually aqueous) application liquids and / or from spray coatings into the plant epidermis, thereby increasing the mobility of the active compound within the epidermis. Methods described in the literature (Baur et al., 1997, Pesticide Science 51, 131-152) can be used to determine this property. Examples include: alcohol alkoxylates, such as coconut fat ethoxylate (10) or isotrimethylene ethoxylate (12); fatty acid esters, such as rapeseed oil methyl ester or soybean oil methyl ester; fatty amine alkoxylates, such as tallow amine ethoxylate (15); or ammonium salts and / or phosphonium salts, such as ammonium sulfate or diammonium hydrogen phosphate.

[0492] The formulation preferably comprises 0.00000001% by weight to 98% by weight of a compound of formula (I), or particularly preferably 0.01% by weight to 95% by weight of a compound of formula (I), more preferably 0.5% by weight to 90% by weight of a compound of formula (I), based on the weight of the formulation.

[0493] In formulations prepared for use (especially pesticides), the content of the compound of formula (I) can vary over a wide range. In the form of use, the concentration of the compound of formula (I) is typically from 0.00000001% by weight to 95% by weight, preferably from 0.00001% by weight to 1% by weight, based on the weight of the form of use. The compound is used in a conventional manner suitable for the form of use.

[0494] mixture

[0495] Compounds of formula (I) can also be mixed with one or more suitable substances including: fungicides, bactericides, acaricides, molluscicides, nematicides, insecticides, microbial agents, beneficial species, herbicides, fertilizers, bird repellents, phytotonics, reproductive inhibitors, safety agents, chemical pheromones, and / or plant growth regulators, thereby, for example, broadening the spectrum of action, prolonging the duration of action, increasing the rate of action, preventing rejection, or preventing the development of resistance. In addition, such active compound compositions can improve plant growth and / or tolerance to abiotic factors, such as tolerance to high or low temperatures, drought, or high water content or soil salinity. They can also improve flowering and fruiting performance, optimize germination capacity and root development, promote harvesting and increase yield, influence ripening, improve the quality and / or nutritional value of harvested products, prolong shelf life, and / or improve the processability of harvested products.

[0496] Furthermore, compounds of formula (I) can be mixed with other active compounds or chemical pheromones such as attractants and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers. Similarly, compounds of formula (I) can be used to improve plant performance, such as the growth, yield, and quality of harvested plants.

[0497] In a particular embodiment of the invention, the compound of formula (I) is mixed with other compounds (preferably those described below) in a formulation or in a form of use prepared from these formulations.

[0498] If one of the compounds mentioned below can exist in different tautomeric forms, those forms are also included, even if not explicitly mentioned in various cases. Furthermore, all named mixed pairs can—if their functional groups are capable of forming salts—optionally form salts with suitable bases or acids.

[0499] Insecticides / Acaricides / Nematodes

[0500] The active compounds referred to herein by their common names are known and described, for example, in "The Pesticide Manual" (16th edition, British Crop Protection Council 2012), or can be found on the Internet (e.g., http: / / www.alanwood.net / pesticides). This classification is based on the prevailing IRAC mode of action classification scheme at the time of filing of this patent application.

[0501] (1) An acetylcholinesterase (AChE) inhibitor, preferably a carbamate, selected from alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, and furathiocarb. ), isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and xylylcarb; or organophosphates, selected from acephate, azamethiphos, and ethyl glutathione. Phos-ethyl, azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chloropyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, didrotophos, dimethoate Phosphate), dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imidazophos, isofenphos, O-(methoxyaminothiophosphoryl)salicylic acid isopropyl ester, isoxathion.Malathion, mecarbam, methamidophos, methidathion, mevinphos, monocotophos, naled, omethoate, oxydemeton-methyl, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pyridoxine The following are listed: miphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, and vamidothion.

[0502] (2) GABA-gated chloride channel blockers, preferably cyclopentadiene organochlorines, selected from chlordane and endosulfan; or phenylpyrazoles, such as ethiprole and fipronil.

[0503] (3) Sodium channel modulators, preferably pyrethroids, selected from acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, and bioallethrin s-cyclopentenyl isomer.isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin α-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(1R)-trans-isomer], deltamethrin, empenthrin [(EZ)-(1R)-isomer], esfenvalerate, etofenpro x), fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, momfluorothrin, permethrin, phenothrin [(1R)-trans isomer](phenothrin[( (1R)-trans-isomer]), prallethrin, pyrethrine, resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R)-isomer], tralomethrin, and transfluthrin; or DDT; or methoxychloride.

[0504] (4) Nicotine acetylcholine receptor (nAChR) competitive modulator, preferably neonicotinoids, selected from acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine or sulfoxaflor or flupyradifurone.

[0505] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulator, preferably spinosides, selected from spinosyns and spinosad.

[0506] (6) Glutamate-gated chloride channel (GluCl) allosteric modulator, preferably avermectins / milbemycins, selected from abamectin, emamectin benzoate, lepimectin and milbemectin.

[0507] (7) Juvenile hormone mimic, preferably a juvenile hormone analog selected from hydroprene, kinoprene and methoprene or fenoxycarb or pyriproxyfen.

[0508] (8) Other non-specific (multi-site) inhibitors, preferably alkyl halides, selected from methyl bromide and other alkyl halides; or chloropicrine or thiofluoride or borax or tartar emetic or methyl isocyanate generating agents, selected from diazomet or metam.

[0509] (9) A TRPV channel modulator for the string organ, selected from pymetrozine or pyrifluquinazone.

[0510] (10) Mite growth inhibitors, selected from clofentezine, hexythiazox, diflovidazin, or etoxazole.

[0511] (11) Microbial interfering agents for insect intestinal membranes, selected from Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and Bt plant proteins, selected from Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, and Cry34Ab1 / 35Ab1.

[0512] (12) An inhibitor of mitochondrial ATP synthase, preferably an ATP interfering agent, selected from butyl ether urea or organotin compounds, selected from triazole tin, tricyclic tin and fenbutatin oxide or propargite or tetradifon.

[0513] (13) An uncoupling agent that blocks the oxidative phosphorylation of the proton gradient, selected from chlorfenapyr, dinitrocresol (DNOC) and sulphluramid.

[0514] (14) Nicotinic acetylcholine receptor channel blockers, such as bensultap, cartap hydrochloride, thiocyclam and thiosultap-sodium.

[0515] (15) Chitin biosynthesis inhibitor, type 0, selected from bistrifluron, chlofluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, and triflumuron.

[0516] (16) Chitin biosynthesis inhibitor, type 1, selected from buprofezin.

[0517] (17) Molting disruptors (especially for Diptera, i.e. dipterans), selected from cyromazine.

[0518] (18) Ecdysone receptor agonists selected from chromafenozide, halofenozide, methoxyfenozide and tebufenozide.

[0519] (19) Octopus amine receptor agonist, selected from amitraz.

[0520] (20) Inhibitors of electron transport in mitochondrial complex III, selected from hydramethylnone, acequinocyl and fluacrypyrim.

[0521] (21) Mitochondrial complex I electron transport inhibitor, preferably a METI acaricide selected from fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad; or rotenone (Derris).

[0522] (22) Voltage-dependent sodium channel blockers, selected from indoxacarb and metaflumizone.

[0523] (23) An inhibitor of acetyl-CoA carboxylase, preferably a derivative of tetronic acid and tetramic acid, selected from spirodiclofen, spiromesifen and spirotetramat.

[0524] (24) An inhibitor of electron transport in mitochondrial complex IV, preferably a phosphine derivative selected from aluminum phosphide, calcium phosphide, phosphine and zinc phosphide; or a cyanide selected from calcium cyanide, potassium cyanide and sodium cyanide.

[0525] (25) An inhibitor of electron transport in mitochondrial complex II, preferably a β-ketonitrile derivative selected from cyenopyrafen and cyflumetofen, and formamide selected from pyflubumide.

[0526] (28) Ryedin receptor modulator, preferably a diamide, selected from chlorantraniliprole, cyantraniliprole and flubendiamide;

[0527] (29) A string organ modulator (with an undefined target site), selected from flonicamid.

[0528] (30) Other active compounds selected from Acynonapyr, Afidopyropen, Afoxolaner, Azadirachtin, Benclothiaz, Benzoximate, Benzpyrimoxan, Bifenazate, Broflanilide, Bromopropylate, Chinomethionat, Chloroprallethrin, Cryolite, Cyclaniliprole ), Cycloxaprid, Cyhalodiamide, Dicloromezotiaz, Dicofluol, epsilon-Metofluthrin, epsilon-Momfluthrin, Flometoquin, Fluazaindolizine, Fluensulfone, Flufenerim, Flufenoxystrobin, Flufiprole, Fluh exafon, Fluopyram, Flupyrimin, Flularananer, Fluxametamide, Fufenozide, Guadipyr, Heptafluthrin, Imidaclothiz, Iprodione, kappa-Bifenthrin, kappa-Tefluthrin, Lotilaner, Meperfluthrin, Ox azosulfyl, Paichongding, Pyridalyl, Pyrifluquinazon, Pyriminostrobin, Spirobudiclofen, Spiropidion, Tetramethylfluthrin, Tetraniliprole, Tetrachlorantraniliprole, Tigolaner, Tioxazafen, ThiofluoximateTriflumezopyrim and iodomethane; and products based on Bacillus firmus (I-1582, BioNeem, Votivo), and 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 WO2006 / 043635) (CAS885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-3,4'-piperidin]-1(2H)-yl}(2-chloropyridin-4-yl)methyl ketone (known from WO2003 / 106457) (CAS885026-50-6). 637360-23-7), 2-chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WO2006 / 003494) (CAS 872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010052161) (CAS 1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-ylethyl carbonate (known from EP2647626) (CAS-1440516-42-6), 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine (known from WO2004 / 099160) (CAS 792914-58-0), PF1364 (known from JP2010 / 018586) (CAS 1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridinyl]-1,1,1-trifluoro-prop-2-one (known from WO2013 / 144213) (CAS 1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (known from WO2010 / 051926) (CAS1226889-14-0), 5-bromo-4-chloro-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (known from CN103232431) (CAS 1449220-44-3)4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxo-3-thionecyclobutyl)benzamide, 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxo-3-thionecyclobutyl)benzamide and 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxo-3-thionecyclobutyl)benzamide (known from WO 2013 / 050317 A1) (CAS 1332628-83-7), N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide, (+)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide and (-)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide (known from WO 2013 / 162715A2, WO 2013 / 162716A2, US 2014 / 0213448A1) (CAS 1477923-37-7), 5-[[(2E)-3-chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carboxylonitrile (known from CN 101337937A) (CAS 1105672-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)thiomethyl]phenyl]-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide, (Liudaibenjiaxuanan, from CN 103109816A (known) (CAS1232543-85-9); N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (known from WO 2012 / 034403 A1) (CAS 1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide (known from WO 2011 / 085575 A1) (CAS 1233882-22-8),4-[3-[2,6-dichloro-4-[(3,3-dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)pyrimidine (known from CN101337940A) (CAS 1108184-52-6); (2E)- and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]hydrazine carbamate (known from CN 101715774A) (CAS1232543-85-9); 3-(2,2-dichlorovinyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl-cyclopropane carbamate (known from CN 103524422 A) (CAS 1542271-46-4); (4aS)-7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]-indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-methyl carbamate (known from CN 102391261A) (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 2014 / 0275503 A1) (CAS 1181213-14-8); 8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS1253850-56-4), (8-trans)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS 933798-27-7), (8-cis)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-azabicyclo[3.2.1]octane (from WO2007040280A1, WO 2007040282) A1 (known) (CAS 934001-66-8), N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)thio]propionamide (from WO 2015 / 058021A1,WO 2015 / 058028A1 (known) (CAS 1477919-27-9) and N-[4-(aminothiomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide (known from CN 103265527 A) (CAS1452877-50-7), 5-(1,3-dioxane-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]pyrimidine (known from WO 2013 / 115391A1) (CAS 1449021-97-9), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8-diazaspiro[4,5]decane-2,4-dione (known from WO 2015 / 058028A1) (CAS 1477919-27-9) 2014 / 187846 A1 (known) (CAS 1638765-58-8), 3-(4-chloro-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 2011151146A1) (CAS 1229023-00-0), 4-[(5S)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(4R)-2-ethyl-3-oxo-4-isoxazolyl]-2-methyl-benzamide (known from WO 2010 / 066780 A1, WO 2011151146A1) (CAS 1229023-00-0), 4-[(5S)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(4R)-2-ethyl-3-oxo-4-isoxazolyl]-2-methyl-benzamide (known from WO 2011 / 067272, WO2013 / 050302 (Known) (CAS1309959-62-3).

[0529] fungicides

[0530] The active ingredients mentioned in this article by their common names are known and can be found, for example, in the Pesticide Handbook (16th edition, British Crop Protection Council) or on the Internet (e.g., www.alanwood.net / pesticides).

[0531] All named fungicidal hybrid pairs in categories (1) to (15) may, optionally, form salts with a suitable base or acid, if their functional groups are capable of forming salts. All named hybrid pairs in categories (1) to (15) may, where applicable, be in tautomer form.

[0532] 1) Ergosterol biosynthesis inhibitors, such as (1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxiconazole, (1.004) fenhexamid, (1.005) fenpropidin, (1.006) fenpropimorph, (1.007) fenpyrazamine, (1.008) fluquinconazole, (1.009) flutriafol, (1.010) iazalil, (1.011) iazalil sulfate. (1.012) sulfate, (1.013) ipconazole, (1.014) metconazole, (1.015) myclobutanil, (1.016) paclobutrazol, (1.017) prochloraz, (1.018) propiconazole, (1.019) prothioconazole Pyrisoxazole, (1.020) spiroxamine, (1.021) tebuconazole, (1.022) tetraconazole, (1.023) triadimenol, (1.024) trididemorph, (1.025) triticonazole, (1.026) (1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.02) 7)(1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.028)(2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.029)(2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.030)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H -1,2,4-triazol-1-yl)prop-2-ol, (1.031)(2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.032)(2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.033)(2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-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)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.036)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.037)1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolane-2-yl}methyl)-1H-1,2,4-triazole, (1.038)1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolane-2-yl}methyl)-1H-1,2,4-triazole, (1.039)1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate, (1.040)1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate, (1.041)1-{[rel(2R,3S)-3-(2-chlorophenyl)-2- (2,4-Difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.042)2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.044)2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethyl] [Hept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.045)2-[(2R,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.046)2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.047)2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4- Dihydro-3H-1,2,4-triazol-3-thione, (1.048)2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.049)2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.050)2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.051) 2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.052) 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.053) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.054) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pent-2-ol, (1.055) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pent-2-ol, (1.055) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pent-2-ol, [methyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.056)2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.057)2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.058)2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione H-1,2,4-triazol-3-thione, (1.059)5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.060)5-(allylthio)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (1.061)5-(allylthio)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (1.062)5-(allylthio)-1-{[rel(2R,3S )-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxy-2-yl]methyl}-1H-1,2,4-triazole, (1.063)N'-(2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]thio}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.064)N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]thio}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.065)N'-(2,5-dimethyl-4-{[3-(2,2,3,3-tetrafluoropropoxy)phenyl]thio}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.066) N'-(2,5-dimethyl-4-{[3-(pentafluoroethoxy)phenyl]thio}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.067) N'-(2,5-dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)thio]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.068) N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)thio]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.069) N'-(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoropropyl)thio]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide (1.070)N'-(2,5-dimethyl-4-{3-[(pentafluoroethyl)thio]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.071)N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methyliminocarboxamide, (1.072)N'-(4-{[3-(difluoromethoxy)phenyl]thio}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, (1.073)N'-(4-{3-[(difluoromethyl)thio]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, (1.074)N'-[5-bromo-6-(2,3-dimethyl-4-phenoxyphenyl)-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, (1.075)N'-{4-[(4,5-dichloro-1,3-thiazo-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methyliminocarboxamide, (1.076)N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.077)N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.0 78) N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.079) N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.080) N'-{5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.081) Mefentrifluconazole, (1.082) Ipfentrifluconazole.

[0533] 2) Inhibitors of respiratory chain complex I or II, such as (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscalid, (2.004) carboxin, (2.005) fluopyram, (2.006) flutolanil, (2.007) fluxapyroxad, (2.008) furamepyr, (2.009) isofetamid, and (2.010) pyrazophthalamide. (2.011) pyrazole-naphthylamine (trans-episomeric enantiomers 1R, 4S, 9S), (2.012) pyrazole-naphthylamine (trans-episomeric racemic mixtures 1RS, 4SR, 9SR), (2.013) pyrazole-naphthylamine (a mixture of cis-episomeric racemic mixtures 1RS, 4SR, 9RS and trans-episomeric racemic mixtures 1RS, 4SR, 9SR), (2.014) pyrazole-naphthylamine (cis-episomeric enantiomers 1R, 4S, 9R), (2.015) pyrazole-naphthylamine (cis-episomeric enantiomers 1S, 4R, 9S), (2.016) pyrazole-naphthylamine (cis-episomeric enantiomers 1S, 4R, 9S), The diastereomers of racemic compounds are 1RS, 4SR, and 9RS; (2.017) penflufen; (2.018) penthiopyrad; (2.019) pydiflumetofen; (2.020) pyraziflumid; (2.021) sedaxane; (2.022) 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide; and (2.023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-[[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4 ... [2.024] 1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.025) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (2.026) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)benzamide, (2.027) 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide, (2.028) 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.029) 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.030) 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, (2.031) 3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-pyrazole-4-carboxamide, H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032) 3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.033) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.034) N-(2-cyclopentyl-5-fluorobenzyl-)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.035) N-(2-tert-butyl-5-methylbenzyl-)-N-cyclo Propyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.036)N-(2-tert-butylbenzyl-)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.037)N-(5-chloro-2-ethylbenzyl-)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.038)N-(5-chloro-2-isopropylbenzyl-)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.039)N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro] -1,4-methylenenaphthyl-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.040)N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methylenenaphthyl-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.041)N-[1-(2,4-dichlorophenyl)-1-methoxypropyl-2-yl]-3-(difluoromethyl)-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-carboxamide, (2.043) N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl-]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.044) N-[5-chloro-2-(trifluoromethyl)benzyl-]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl-]-1H-pyrazole-4-carboxamide, (2.046) N-cyclopropyl-3-(difluoromethyl)benzyl-]-1H-pyrazole-4-carboxamide )-5-fluoro-N-(2-fluoro-6-isopropylbenzyl-)-1-methyl-1H-pyrazole-4-carboxamide, (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-thiocarboxamide, (2.049)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl-)-1-methyl-1H-pyrazole-4- Formamide, (2.050)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl-)-1-methyl-1H-pyrazole-4-carboxamide, (2.051)N-cyclopropyl-3-(difluoromethyl)-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-cyclopropyl-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-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.056)N-cyclopropyl-N-(2-cyclopropylbenzyl-)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide.

[0534] 3) Inhibitors of respiratory chain complex III, such as (3.001) ametoctradin, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) coumethoxystrobin, (3.005) coumoxystrobin, (3.006) cyazofamid, (3.007) dimoxystrobin, (3.008) enoxastrobin, and (3.009) fazoclofen. (3.010) moxadone, (3.011) fenamidone, (3.012) flufenoxystrobin, (3.013) fluoxastrobin, (3.014) kresoxim-methyl, (3.015) metominostrobin, (3.016) orysastrobin, (3.017) picoxystrobin, (3.018) piraclostrobin, (3.019) azoxystrobin yrametostrobin), (3.019) pyraoxystrobin, (3.020) trifloxystrobin, (3.021) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.022) (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.023) (2 R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.024) (2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.025) (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxane-7-yl 2-methylpropionate, (3.026)2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.027) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-carboxamido-2-hydroxybenzamide, (3.028) (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.029) methyl 5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl}carbamate.

[0535] 4) Inhibitors of mitosis and cell division, such as (4.001) carbendazim, (4.002) diethofencarb, (4.003) ethaboxam, (4.004) fluopicolide, (4.005) pencycuron, (4.006) thiabendazole, (4.007) thiophanate-methyl, (4.008) zoxamide, and (4.009) 3-chloro-4-(2,6-difluorophenyl)-6-methyl 5-Phenyridazine, (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-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.015) 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.016) 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-pyrazole-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-fluorophenyl)-1,3-dimethyl-1H- Pyrazole-5-amine, (4.020)4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.021)4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.022)4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine, (4.023)N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-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-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine.

[0536] 5) Compounds possessing multi-site activity, such as (5.001) Bordeaux mixture, (5.002) captafol, (5.003) captan, (5.004) chlorothalonil, (5.005) copper hydroxide, (5.006) copper naphthenate, (5.007) copper oxide, and (5.008) copper oxychloride. (5.009) Copper(2+)sulfate, (5.010) Dithianon, (5.011) Dodine, (5.012) Folpet, (5.013) Mancozeb, (5.014) Mancozeb, (5.015) Metiram, (5.016) Metiram (5.017) oxine-copper, (5.018) propineb, (5.019) sulfur and sulfur preparations (including calcium polysulfides), (5.020) thiram, (5.021) zineb, (5.022) ziram, (5.023) 6-ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3',4':5,6][1,4]dithiainro[2,3-c][1,2]thiazolyl-3-carboxylonitrile.

[0537] 6) Compounds that can induce host defense, such as (6.001) acibenzolar-S-methyl, (6.002) isothiazine, (6.003) probenazole, and (6.004) tiadinil.

[0538] 7) Inhibitors of amino acid and / or protein biosynthesis, such as (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloride hydrate, (7.004) oxytetracycline, (7.005) pyrimethanil, and (7.006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinoline.

[0539] 8) ATP production inhibitors, such as (8.001) silthiofam.

[0540] 9) Cell wall synthesis inhibitors, such as (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mandipropamid, (9.006) pyrimorph, (9.007) valifenalate, (9.008) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, and (9.009) (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one.

[0541] 10) Lipid and membrane synthesis inhibitors, such as (10.001) propamocarb, (10.002) propamocarb hydrochloride, and (10.003) tolclofos-methyl.

[0542] 11) Inhibitors of melanin biosynthesis, such as (11.001) tricyclazole and (11.002) 2,2,2-trifluoroethyl 3-methyl-1-[(4-methylbenzoyl)amino]but-2-yl}carbamate.

[0543] 12) Nucleic acid synthesis inhibitors, such as (12.001) benalaxyl, (12.002) benalaxyl-M (kiralaxyl), (12.003) metalaxyl, and (12.004) metalaxyl-M (mefenoxam).

[0544] 13) Signal transduction inhibitors, such as (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazid, (13.005) quinoxyfen, and (13.006) vinclozolin.

[0545] 14) Compounds that can act as uncoupling agents, such as (14.001) fluazinam and (14.002) meptyldinocap.

[0546] 15) Other compounds, such as (15.001) abscisic acid, (15.002) bethoxazin, (15.003) bethoxazin, (15.004) capsimycin, (15.005) carvone, (15.006) chinomethionat, (15.007) cufraneb, (15.008) cyflufenamid, (15.009) ciflufenamid, (15.0 ... 009) Cymoxanil, (15.010) Cyprosulfamide, (15.011) Flutianil, (15.012) Fosetyl-aluminium, (15.013) Calcium Fosetyl-aluminum, (15.014) Sodium Fosetyl-aluminum, (15.015) Methyl isothiocyanate, (15.016) Metrafenone, (15.017) Mildiomycin, (15.018) Natamycin, (15.019) Nickel dimethyl dithiocarbamate (15.020) dimethyldithiocarbamate, (15.021) nitrothal-isopropyl, (15.022) oxamocarb, (15.023) oxyfenthiin, (15.024) pentachlorophenol and its salts, (15.025) phosphate and its salts, (15.026) propamocarb-fosetylate, ( 15.027) pyriofenone (chlazafenone) (15.028) tebufloquin, (15.029) tecloftalam, (15.030) tolnifanide, (15.031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] acetone, (15.032)1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetone, (15.033)2-(6-benzyl-pyridin-2-yl)quinazolin, (15.034)2,6-dimethyl-1H,5H-[1,4]dithiacino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone, (15.035)2-[3,5-di(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-thiazo-2-yl)piperidin-1-yl] acetone, (15.036) 2-[3,5-di(difluoromethyl)-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-thiazo-2-yl)piperidin-1-yl] acetone, (15.037) 2-[3,5-di(difluoromethyl)-1H-pyrazol-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-thiazolyl)piperidin-1-yl]acetone, (15.038)2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazolin, (15.039)2-{(5R)-3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate, (15.040)2-{(5S)-3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4- (15.041)2-{2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]-6-fluorophenyl}prop-2-ol, (15.042)2-{2-fluoro-6-[(8-fluoro-2-methylquinoline-3-yl)oxy]phenyl}prop-2-ol, (15.043)2-{3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate ...2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]acetyl}piperidin-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate, (15.042)2-{2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]acetyl}prop-2-ol, (15.044)2-{3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenylmethanesulfonate, (15.045)2-phenylphenol and its salts, (15.046)3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)quinoline, (15.047)3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl) Quinoline, (15.048)4-amino-5-fluoropyrimidin-2-ol (tautomer 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-thiadiazol-2-thiol, (15.051)5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene-2-sulfonylhydrazine, (15.052)5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, (15.05) 3) 5-Fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, (15.054) 9-Fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazheptanine, (15.055) {6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate butyl-3-yn-1-yl ester, (15.056) (2Z)-3-amino-2-cyano-3-phenyl acrylate ethyl ester, (15.05) 7) Phenazine-1-carboxylic acid, (15.058) propyl 3,4,5-trihydroxybenzoate, (15.059) quinoline-8-ol, (15.060) quinoline-8-ol sulfate (2:1), (15.061) {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl} tert-butyl carbamate, (15.062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one.

[0547] Biological pesticides as a mixed component

[0548] The compounds of formula (I) can be combined with biological pesticides.

[0549] Biological pesticides include, in particular, bacteria, fungi, yeasts, plant extracts, and products formed by microorganisms, including proteins and secondary metabolites.

[0550] Biological pesticides include bacteria such as spore-forming bacteria, root-colonizing bacteria, and bacteria that act as biological insecticides, fungicides, or nematicides.

[0551] Examples of such bacteria that are used or can be used as biological pesticides include:

[0552] Bacillus amyloliquefaciens, strain FZB42 (DSM 231179); or Bacillus cereus, especially strain CNCM I-1562; or Bacillus firmus, strain I-1582 (accession number CNCMI-1582); or Bacillus pumilus, especially strain GB34 (accession number ATCC 700814) and strain QST2808 (accession number NRRL B-30087); or Bacillus subtilis, especially strain GB03 (accession number ATCC SD-1397), or Bacillus subtilis strain QST713 (accession number NRRL B-21661) or Bacillus subtilis strain OST 30002 (accession number NRRL). B-50421); Bacillus thuringiensis, especially B. thuringiensis subspecies israelensis (serotype H-14), strain AM65-52 (accession number ATCC1276), or B. thuringiensis subsp. aizawai, especially strain ABTS-1857 (SD-1372), or B. thuringiensis subsp. kurstaki strain HD-1, or B. thuringiensis subsp. tenebrionis strain NB 176 (SD-5428); invading Pasteuria penetrans, Pasteuria spp. (Rotylenchulus reniformis) nematode))-PR3 (accession number ATCC SD-5834); Streptomyces microflavus strain AQ6121 (=QRD 31.013, NRRL B-50550); Streptomyces galbus strain AQ 6047 (accession number NRRL 30232).

[0553] Examples of fungi and yeasts used or potentially used as biological pesticides include:

[0554] Beauveria bassiana, especially strain ATCC 74040; Coniothyrium minitans, especially strain CON / M / 91-8 (accession number DSM-9660); Lecanicillium spp., especially strain HRO LEC 12; Lecanicillium lecanii (formerly known as Verticillium lecanii), especially strain KV01; Metarhizium anisopliae, especially strain F52 (DSM3884 / ATCC 90448); Metschnikowia fructicola, especially strain NRRL Y-30752; Paecilomyces fumosoroseus (now Isaria fumosorosea), especially strain IFPC. 200613, or strain Apopka 97 (accession number ATCC 20874); Paecilomyces lilacinus, especially strain 251 (AGAL 89 / 030550); Talaromyces flavus, especially strain V117b; Trichoderma atroviride, especially strain SC1 (accession number CBS 122089); Trichoderma harzianum, especially T39 (accession number CNCM I-952).

[0555] Examples of viruses used or potentially used as biological pesticides include:

[0556] The following viruses are listed: Adoxophyes orana (summer fruit tortrix) particulate virus (GV), Cydia pomonella (codling moth) particulate virus (GV), Helicoverpa armigera (cotton bollworm) nucleopolyhedrovirus (NPV), Spodoptera exigua (beet armyworm) mNPV, Spodoptera frugiperda (fall armyworm) mNPV, and Spodoptera littoralis (African cotton leafworm) NPV.

[0557] This also includes bacteria and fungi added as "inoculants" to plants, plant parts, or plant organs, which promote plant growth and health through their specific properties. Examples that may be mentioned include:

[0558] *Agrobacterium* spp., *Azorhizobium caulinodans*, *Azospirillum* spp., *Azotobacters* spp., *Bradyrhizobium* spp., *Burkholderia* spp., especially *Burkholderia cepacia* (formerly *Pseudomonas cepacia*), *Gigaspora* spp., or *Gigaspora monosporum*, *Glomus* spp., *Laccaria* spp., *Lactobacillus buchneri*, *Paraglomus* spp., *Pisolithus tinctorus*, *Pseudomonas* Rhizobium spp., especially Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., and Streptomyces spp.

[0559] Examples of plant extracts and microbial products (including proteins and secondary metabolites) used or potentially used as biological pesticides include:

[0560] Garlic (Allium sativum), Artemisia absinthium, azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum, chitin, Armour-Zen, Dryopteris filix-mas, Equisetum arvense, Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa saponin extract), pyrethrum / pyrethroids, Quassia amara, Quercus, Quillaja, Regalia, Requiem TM Insecticides, rotenone, ryanodine / rennetine, comfrey (Symphytum officinale), tansy (Tanacetum vulgare), thymol, Triact 70, TriCon, nasturtium (Tropaeulum majus), nettle (Urtica dioica), Veratrin, mistletoe (Viscum album), and extracts from the Brassicaceae family, especially rapeseed powder or mustard powder.

[0561] As a safety agent for mixed components

[0562] The compound of formula (I) may be combined with a safener, such as benoxacor, cloquintocet(-mexyl)), cyometrinil, cyprosulfamide, dichlormid, fenchlorazole(-ethyl)), fenclorim, flurazole, fluxofenim, furilazole, isoxadifen(-ethyl) (isoxadifen(-ethyl)), mefenpyr(-diethyl) (mefenpyr(-diethyl)), naphthalic anhydride, oxabetrinil, 2-methoxy-N-{4-[(methylcarbamoyl)amino]phenyl}sulfonyl)benzamide (CAS) 129531-12-0), 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (CAS71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (CAS 52836-31-4).

[0563] Plants and plant parts

[0564] All plants and plant parts can be processed according to this invention. Here, "plant" should be understood to mean all plants and plant parts, such as desired and unwanted wild or crop plants (including naturally occurring crop plants), such as cereals (wheat, rice, rye, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugarcane, tomatoes, peppers, cucumbers, melons, carrots, watermelons, onions, lettuce, spinach, leeks, legumes, cabbage (such as head cabbage) and other vegetable varieties, cotton, tobacco, rapeseed, and fruit plants (fruits include apples, pears, citrus fruits, and grapes). Crop plants can be plants that can be obtained through conventional breeding and optimization methods or through biotechnological and genetic engineering methods or a combination of these methods, including transgenic plants and plant varieties that may or may not be protected by varietal property rights. "Plant" should be understood to mean all developmental stages, such as seeds, seedlings, and early (immature) plants up to mature plants. Plant parts should be understood to mean all above-ground and underground parts and organs of a plant, such as buds, leaves, flowers, and roots. Examples given include leaves, needles, stems, branches, flowers, fruiting bodies, fruits, and seeds, as well as tubers, roots, and rhizomes. Plant parts also include harvested plants or harvested plant parts, as well as materials for asexual and sexual reproduction, such as seedlings, tubers, rhizomes, cuttings, and seeds.

[0565] The treatment of plants and plant parts using the compound of formula (I) in this invention is carried out directly by conventional treatment methods or by applying the compound to the environment, habitat or storage space. These conventional treatment methods include, for example, soaking, spraying, evaporation, fogging, scattering, smearing, injection, and, in the case of propagation materials, especially seeds, by applying one or more layers of coating.

[0566] As described above, all plants and their parts can be treated according to the present invention. In one preferred embodiment, wild plant varieties and cultivars, or those plants and their parts obtained by conventional biological breeding methods (such as hybridization or protoplast fusion), are treated. In another preferred embodiment, transgenic plants and cultivars (genetically modified organisms) and their parts obtained by genetic engineering methods—if appropriate, in combination with conventional methods—are treated. The terms “part” or “plant part” or “plant component” have been explained above. The present invention is particularly preferred for treating plants of commercially available conventional cultivars or those currently in use. Cultivars should be understood to mean plants possessing novel characteristics (“traits”) and obtained through conventional breeding, mutagenesis, or recombinant DNA technology. They can be cultivars, varieties, biotypes, or genotypes.

[0567] Transgenic plants, seed treatment, and integration events.

[0568] Preferred transgenic plants or plant cultivars (those obtained through genetic engineering) treated according to the present invention include all plants that have received genetic material through genetic modification that conferred particularly advantageous useful characteristics (“traits”) upon these plants. Examples of such traits include: better plant growth, enhanced tolerance to high or low temperatures, enhanced tolerance to drought or water or soil salinity levels, improved flowering performance, easier harvesting, accelerated maturation, higher yield, higher quality and / or higher nutritional value of the harvested product, longer shelf life of the harvested product, and / or better processability. Other, and particularly emphasized, examples of these properties include: enhanced plant resistance to animal and microbial pests (e.g., insects, arachnids, nematodes, mites, slugs, and gastropods), attributed to, for example, toxins formed in the plant, particularly through the genetic material of Bacillus thuringiensis (e.g., through genes CryIA(a), CryIA(b), CryIA(c), CryIIA, CryIIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb, and CryIF and combinations thereof). The toxins formed, and the enhanced plant resistance to plant pathogenic fungi, bacteria, and / or viruses, are attributed, for example, to systemically acquired resistance (SAR), systemins, phytoalexins, elicitors, and resistance genes and their corresponding expressed proteins and toxins, as well as enhanced plant tolerance to certain herbicidal active compounds, such as imidazolinones, sulfonylureas, glyphosate, or phosphinothricin (e.g., the "PAT" gene). Genes conferring the desired trait can also exist in transgenic plants in a manner that combines with each other. Examples of transgenic plants that may be mentioned include important crop plants such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugarcane, tomatoes, peas, and other types of vegetables, cotton, tobacco, rapeseed, and fruiting plants (fruits such as apples, pears, citrus fruits, and grapes), with particular emphasis on corn, soybeans, wheat, rice, potatoes, cotton, sugarcane, tobacco, and rapeseed. The particularly emphasized trait is enhanced plant resistance to insects, arachnids, nematodes and slugs, as well as gastropods.

[0569] Crop protection – types of treatment

[0570] Conventional treatment methods utilize compounds of formula (I) to directly treat plants and plant parts or to treat them through their environment, habitat, or storage space. These conventional treatment methods include, for example, soaking, spraying, atomizing, irrigating, evaporating, dusting, misting, sowing, foaming, smearing, spreading, injection, watering (soaking), drip irrigation, and, in the case of propagation materials, especially seeds, dry seed treatment as powder, wet seed treatment as solution, slurry treatment as water-soluble powder, treatment by crusting, or coating with one or more layers. Compounds of formula (I) can also be applied using ultra-low volume methods or injected into the soil in their application form or the compound of formula (I) itself.

[0571] The preferred direct treatment of the plant is foliar application, that is, applying the compound of formula (I) to the leaves. In this case, the treatment frequency and application rate should be adjusted according to the level of infection of the pest.

[0572] In the case of systemic active compounds, the compound of formula (I) also enters the plant via the root system. The plant is then treated by applying the compound of formula (I) to its habitat. This can be accomplished, for example, by saturation; or by mixing it into the soil or nutrient solution, i.e., by impregnating the plant's growing site (e.g., soil or hydroponic system) with the liquid form of the compound of formula (I); or by soil application, i.e., introducing the compound of formula (I) of the present invention into the plant's growing site in solid form (e.g., in granule form); or by drip irrigation application (often also referred to as "chemical irrigation"), i.e., by liquid application of the compound of formula (I) of the present invention from surface or subsurface drip irrigation lines over a period of time, while applying varying amounts of water at specific locations near the plant. In the case of rice crops, this can also be accomplished by metering the compound of formula (I) into flooded rice paddies in solid application form (e.g., as granules).

[0573] Seed treatment

[0574] The control of animal pests through seed treatment has long been known and is a subject of continuous improvement. However, seed treatment involves a number of problems that cannot always be solved satisfactorily. Therefore, there is a need to develop methods for protecting seeds and germinating plants that require little or no additional pesticide application during storage, after sowing, or after emergence. Furthermore, it is necessary to optimize the amount of active compounds used to provide optimal protection for seeds and germinating plants against animal pests without harming the plants themselves. In particular, seed treatment methods should also take into account the inherent insecticidal or nematicidal properties of pest-resistant or pest-tolerant transgenic plants to achieve optimal protection for seeds and germinating plants with minimal pesticide use.

[0575] Therefore, in particular, the present invention also relates to a method for protecting seeds and germinating plants from pests by treating seeds with one of the compounds of formula (I). The method of the present invention for protecting seeds and germinating plants from pests further includes a method of treating seeds simultaneously or sequentially with the compound of formula (I) and the mixed component in one operation. This also includes a method of treating seeds with the compound of formula (I) and the mixed component at different times.

[0576] The present invention also relates to the use of the compound of formula (I) for treating seeds to protect the seeds and the resulting plants from animal pests.

[0577] Furthermore, the present invention relates to seeds treated with the compound of formula (I) of the present invention to provide protection against animal pests. The present invention also relates to seeds treated simultaneously with the compound of formula (I) and a mixed component. The present invention further relates to seeds treated with the compound of formula (I) and a mixed component at different times. In the case of seeds treated with the compound of formula (I) and a mixed component at different time points, the substances may be present on the seed in different layers. In this document, the layers containing the compound of formula (I) and the mixed component may optionally be separated by intermediate layers. The present invention also relates to seeds in which the compound of formula (I) and the mixed component are applied as a coating component or as another layer or layers besides a coating.

[0578] Furthermore, the present invention also relates to seeds that undergo a film coating process after treatment with a compound of formula (I) to prevent the seeds from being abraded by dust.

[0579] One of the advantages of the systemic action of the compound of formula (I) is that by treating the seed, not only the seed itself is protected, but also the resulting plant is protected from animal pests after emergence. In this way, immediate treatment of the crop at or shortly thereafter is unnecessary.

[0580] Another advantage to consider is that treating seeds with the compound of formula (I) can promote the germination and emergence of the treated seeds.

[0581] Also considered advantageous is that the compounds of formula (I) can be used specifically for transgenic seeds.

[0582] Furthermore, the compounds of formula (I) can be used in combination with signal technology compositions or compounds to enable better colonization and / or optimization of nitrogen fixation through symbionts (e.g., rhizobia, mycorrhizae, and / or endophytic bacteria or fungi).

[0583] The compound of formula (I) is suitable for protecting the seeds of any plant variety used in agriculture, greenhouses, forestry, or horticulture. Specifically, it is suitable for the protection of the seeds of the following plants: cereals (e.g., wheat, barley, rye, millet, and oats), corn, cotton, soybeans, rice, potatoes, sunflowers, coffee, tobacco, canola, rapeseed, sugar beets (e.g., sugar beets and forage beets), peanuts, vegetables (e.g., tomatoes, cucumbers, beans, cruciferous vegetables, onions, and lettuce), fruiting plants, turfgrass, and ornamental plants. Of particular importance are the treatment of the seeds of cereals (wheat, barley, rye, oats), corn, soybeans, cotton, canola, rapeseed, vegetables, and rice.

[0584] As mentioned above, treatment of transgenic seeds with compounds of formula (I) is also particularly important. This takes the form of seeds of plants that typically contain at least one heterologous gene, which controls the expression of polypeptides, particularly those with insecticidal and / or nematicidal properties. The heterologous gene in the transgenic seed may be derived from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus, or Gliocladium. The present invention is particularly suitable for treating transgenic seeds containing at least one heterologous gene derived from Bacillus. Heterologous genes derived from Bacillus thuringiensis are particularly preferred.

[0585] In the context of this invention, the compound of formula (I) is applied to seeds. It is preferable to treat the seeds in a state that is sufficiently stable to prevent damage during treatment. Generally, the seeds can be treated at any point between harvesting and sowing. Seeds that have been separated from the plant and whose rachis, husk, stem, pod, hairs, or pulp have been removed are typically used. For example, seeds that have been harvested, cleaned, and dried to a moisture content suitable for storage can be used. Alternatively, seeds that have been dried, for example, treated with water and then dried again (e.g., priming) can also be used. In the case of rice seeds, seeds that have been soaked in water until they reach a certain stage of the rice embryo ('endosperm stage') can also be used, which stimulates germination and results in more uniform emergence.

[0586] When treating seeds, care must be taken to select the amount of compound of formula (I) and / or other additives applied to the seeds so as not to adversely affect seed germination or harm the resulting plants. This is especially important for active compounds that may exhibit phytotoxic effects at certain application rates.

[0587] Typically, the compound of formula (I) is applied to seeds in a suitable formulation. Suitable formulations and methods for seed treatment are known to those skilled in the art.

[0588] The compounds of formula (I) can be converted into conventional seed coating formulations, such as solutions, emulsions, suspensions, powders, foams, slurries or other seed coating compositions, as well as ULV formulations.

[0589] These formulations are prepared in a known manner by mixing the compound of formula (I) with conventional additives (e.g., conventional extenders, solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, gibberellins, and water).

[0590] The colorant that may be present in the seed dressing formulations that can be used according to the invention is any colorant commonly used for this purpose. Pigments that are slightly soluble in water or dyes that are soluble in water can be used. Examples include dyes known as Rhodamine B, CI Pigment Red 112, and CI Solvent Red 1.

[0591] Useful wetting agents that can be present in seed dressing formulations usable according to the present invention are all substances that promote wetting and are generally used in the formulation of agrochemically active compounds. Alkyl naphthalene sulfonates, such as diisopropyl naphthalene sulfonate or diisobutyl naphthalene sulfonate, are preferred.

[0592] Useful dispersants and / or emulsifiers that can be present in seed dressing formulations usable according to the invention are all nonionic, anionic, and cationic dispersants commonly used in the formulation of agrochemically active ingredients. Nonionic or anionic dispersants, or mixtures of nonionic or anionic dispersants, are preferred. Suitable nonionic dispersants particularly include ethylene oxide / propylene oxide block polymers, alkylphenol polyethylene glycol ethers, and tristyrylphenol polyethylene glycol ethers, as well as their phosphorylated or sulfated derivatives. Suitable anionic dispersants particularly include lignin sulfonates, polyacrylates, and aryl sulfonate / formaldehyde condensates.

[0593] The defoamer that can be present in the seed dressing formulations that can be used according to the present invention is any foam-inhibiting substance conventionally used in the formulation of agricultural chemical active ingredients. Silicone defoamers and magnesium stearate are preferred.

[0594] Preservatives that may be present in seed dressing formulations that can be used according to the present invention are all substances that can be used for this purpose in agricultural chemical compositions. Examples include dichlorophenol and benzyl alcohol hemiacetal.

[0595] The secondary thickener that may be present in the seed dressing formulation used according to the present invention is any substance that can be used for this purpose in an agrochemical composition. Preferably, it is a cellulose derivative, an acrylic acid derivative, xanthan gum, modified clay, or finely dispersed silica.

[0596] The binder that can be present in the seed dressing formulation used according to the present invention is any conventional binder that can be used in seed dressing products. Polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, and methylcellulose (tylose) are considered preferred.

[0597] Gibberellins that can be present in the seed dressing formulations that can be used according to the present invention are preferably gibberellins A1, A3 (=gibberellic acid), A4 and A7; gibberellic acid is particularly preferred. The gibberellins are known (see R. Wegler, "Chemie der Pflanzenschutz-and..."). (Volume 2, Springer Verlag, 1970, pp. 401-412).

[0598] Seed dressing formulations applicable according to the present invention can be used directly or after prior dilution with water to treat various types of seeds. For example, concentrates or formulations thereof that can be obtained by dilution with water can be used to treat the seeds of the following plants: cereals (e.g., wheat, barley, rye, oats, and triticale), as well as corn, rice, rapeseed, peas, beans, cotton, sunflower, soybeans, and sugar beets, or various different vegetables. Seed dressing formulations applicable according to the present invention, or their diluted forms, can also be used to treat the seeds of genetically modified plants.

[0599] For treating seeds with a seed dressing formulation applicable according to the present invention, or in a form prepared therefrom by adding water, all conventional mixing apparatuses used for seed dressing are useful. Specifically, the seed dressing process involves placing the seeds in a batch-operated or continuous mixer; adding the required amount of the seed dressing formulation (either on its own or after pre-diluting with water); and mixing until the formulation is evenly distributed on the seeds. If appropriate, a drying process is then performed.

[0600] The application rate of the seed dressing formulations that can be used according to the present invention can vary over a wide range. This is determined by the specific content of the compound of formula (I) in the formulation and the seeds. The application rate of the compound of formula (I) is typically from 0.001 to 50 g / kg of seeds, preferably from 0.01 to 15 g / kg of seeds.

[0601] Animal health

[0602] In the field of animal health, specifically veterinary medicine, compounds of formula (I) are active against animal parasites, particularly ectoparasites or endoparasites. The term "endoparasites" specifically includes worms and protozoa, such as coccidia. Ectoparasites are generally and preferably arthropods, especially insects or mites.

[0603] In the field of veterinary medicine, compounds of formula (I) with favorable warm-blooded animal toxicity are suitable for the prevention and control of parasites in animal breeding and reproduction of livestock, breeding animals, zoo animals, laboratory animals, experimental animals, and domestic animals. They are active against all or specific developmental stages of parasites.

[0604] Agricultural livestock include, for example, mammals such as sheep, goats, horses, donkeys, camels, buffalo, rabbits, reindeer, deer, and especially cattle and pigs; or poultry such as turkeys, ducks, geese, and especially chickens; or fish or crustaceans in aquaculture; or, depending on the circumstances, insects such as bees.

[0605] Domestic animals include mammals such as hamsters, guinea pigs, rats, mice, chinchillas, ferrets, especially dogs, cats, caged birds; reptiles, amphibians, or ornamental fish.

[0606] According to one specific implementation, the compound of formula (I) is applied to mammals.

[0607] According to another specific implementation, the compound of formula (I) is applied to poultry, i.e., caged birds or, in particular, domestic poultry.

[0608] By using compounds of formula (I) to control animal parasites, the aim is to reduce or prevent disease, mortality, and performance decline (in the case of meat, milk, wool, hides, eggs, honey, etc.), thereby making animal husbandry more economical and simpler, and achieving better animal health.

[0609] In the field of animal health, the term "control" or "controlling" as used herein refers to compounds of formula (I) that effectively reduce the incidence of various parasites in animals infected with parasites to a harmless level. More specifically, "control" as used herein refers to compounds of formula (I) that effectively kill various parasites, inhibit their growth, or suppress their proliferation.

[0610] Exemplary arthropods include, but are not limited to:

[0611] The order Anoplurida includes genera such as Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus, and Solenopotes spp.;

[0612] The orders Mallophagida and suborders Amblycerina and Ischnocerina include genera such as Bovicola spp., Damalina spp., Felicola spp., Lepikentron, Menopon spp., Trichodectes spp., Trimenopon spp., Trinoton spp., and Werneckiella.

[0613] Diptera and the suborders Nematocerina and Brachycerina, including genera 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., and Haematopota. spp.), *Hippobosca* spp., *Hybomitra* spp., *Hydrotaea* spp., *Hypoderma* spp., *Lipoptena* spp., *Lucilia* spp., *Lutzomyia* spp., *Melophagus* spp., *Morellia* spp., *Musca* spp., *Odagmias* spp., *Oestrus* spp., *Philipomyia*, *Phlebotomus* spp., *Rhinoestrus* spp., *Sarcophaga* spp., *Simulium* spp., *Stomoxys* spp.), Tabanus spp., Tipula spp., Wilhelmia spp., Wohlfahrtia spp.;

[0614] Siphonapterida, including genera such as Ceratophyllus spp., Ctenocephalides spp., Pulex spp., Tunga spp., and Xenopsyllaspp.;

[0615] Heteropterida, including genera such as Cimex spp., Panstrongylus spp., Rhodnius spp., and Triatoma spp.; as well as unpleasant pests and sanitary pests from Blattodea.

[0616] In addition, in the case of arthropods, the following subclasses of mites (acari) should be mentioned, for example but not limited to:

[0617] The subclass Acari (order Acarina) and order Metastigmata include species such as the family Argasidae (e.g., Argas spp., Ornithodorus spp., Otobius spp.), the family Ixodidae (e.g., Amblyomma spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Ixodes spp., Rhipicephalus (Boophilus spp.), and Rhipicephalus spp. (the primitive genus of multi-host ticks); and the order Mesostigmata (e.g., Dermanyssus). Species include: *Ornithonyssus* spp., *Pneumonyssus* spp., *Raillietia* spp., *Sternostoma* spp., *Tropilaelaps* spp., and *Varroa* spp.; Actinedida (Prostigmata), such as *Acarapis* spp., *Cheyletiella* spp., *Demodex* spp., *Listrophorus*, *Myobias* spp., *Neotrombicula* spp., *Ornithocheyletia* spp., *Psorergates* spp., and *Trombicula* spp. spp.); and the order Acaridida (without spirillata), such as the genera *Acarus* spp., *Caloglyphus* spp., *Chorioptes* spp., *Cytodites* spp., *Hypodectes* spp., *Knemidocoptes* spp., *Laminosioptes* spp., *Notoedres* spp., *Otodectes* spp., *Psoroptes* spp., and *Pterolichus* spp.The genera *Sarcoptes*, *Trixacarus*, and *Tyrophagus* are mentioned.

[0618] Exemplary parasitic protozoa include, but are not limited to:

[0619] Flagella (class Mastigophora), for example:

[0620] Metamonada: Diplomonadida, such as the genera *Giardia* and *Spironucleus*.

[0621] Parabasala: Trichomonadida, including genera such as Histomonas spp., Pentarichomonas spp., Tetratrichomonas spp., Trichomonas spp., and Tritrichomonas spp.

[0622] Euglenozoa: Trypanosomatida, such as the genera *Leishmania* and *Trypanosoma*.

[0623] Sarcomastigophora (Rhizopoda), for example, Entamoebidae, such as Entamoeba spp., Centramoebidae, such as Acanthamoeba sp., Euamoebidae, such as Harmanella sp.

[0624] Alveolata, such as those in the subphylum Apicomplexa (and Sporozoa): genera such as *Cryptosporidium* spp.; Eimeriida, such as those in the genera *Besnoitia* spp., *Cystoisospora* spp., *Eimeria* spp., *Hammondia* spp., *Isospora* spp., *Neospora* spp., *Sarcocystis* spp., and *Toxoplasma* spp.; and Adeleida, such as those in the genera *Hepatozoon* and *Klossiella*. (spp.); Haemosporida, such as Leucocytozoon spp., Plasmodium spp.; Piroplasmida, such as Babesia spp., Ciliophora spp., Echinozoon, Theileria spp.; Vesibuliferida, such as Balantidium spp., Buxtonella spp.

[0625] Microspora, including genera such as Encephalitozoon spp., Enterocytozoon spp., Globidium spp., Nosema spp., and Myxozoa spp., for example.

[0626] Pathogenic worms to humans or animals include, for example, acanthocephala, nematodes, pentaspira, and platyhelmintha (e.g., monogenea, cestodes, and trematodes).

[0627] Exemplary worms include, but are not limited to:

[0628] Monogenea: Examples include the genera *Dactylogyrus*, *Gyrodactylus*, *Microbothrium*, *Polystoma*, and *Troglecephalus*.

[0629] Tapeworms: Order Pseudophyllidea, such as: Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp., Ichthyobothrium, Ligula spp., Schistocephalus, and Spirometra spp.;

[0630] Cyclophyllidea order, including genera such as Andyra, Anoplocephala spp., Avitellina spp., Bertiella spp., Cittotaenia spp., Davainea spp., Diorchis spp., Diplopylidium spp., Dipylidium spp., Echinococcus spp., Echinocotyle spp., Echinolepis spp., and Hydatigera. spp.), Hymenolepis spp., Joyeuxiella spp., Mesocestoides spp., Moniezias spp., Paranoplocehala spp., Raillietina spp., Stilesia spp., Taenia spp., Thysaniezia spp., Thysanosomsa;

[0631] Trematodes: Selected from the class Digenea, such as: *Austrobilharzia* spp., *Brachylaima* spp., *Calicophoron* spp., *Catatropis* spp., *Clonorchis* spp., *Collyriclum* spp., *Cotylophoron* spp., *Cyclocoelum* spp., *Dicrocoelium* spp., *Diplostomum* spp., *Echinochasmus* spp., *Echinoparyphium* spp., and *Echinostoma*. spp.), Eurytemas spp., Fasciola spp., Fascioloides spp., Fasciolopsis spp., Fischoederius spp., Gastrothylacus spp., Gigantobilharzia spp., Gigantoctyle spp., Heterophyes spp., Hypoderaeum spp., Leucochloridium spp., Metagonimus spp., Metarchis spp., Nanophyetus spp., Notocotylus spp.), Opisthorchis spp., Ornithobilharzia spp., Paragonimus spp., Paramphistomum spp., Plagiorchis spp., Posthodiplostomum spp., Prosthogonimus spp., Schistosoma spp., Trichobilharzia spp., Troglotremas spp., Typhlocoelum spp.;

[0632] Nematodes: Order Trichinellida, such as the genera Capillaria spp., Eucoleus, Paracapillaria, Trichinella spp., Trichimosoides, and Trichuris spp.;

[0633] Tylenchida, for example: genera such as Micronema spp., Parastrangyloides, and Strongyloides spp.;

[0634] Rhabditida, including genera such as *Aelurostrongylus* spp., *Amidostomum* spp., *Ancylostoma* spp., *Angiostrongylus* spp., *Bronchonema*, *Bunostomum* spp., *Chabertia* spp., *Cooperia* spp., *Cooperioides*, *Crenosoma* spp., *Cyathostomum* spp., *Cyclococercus*, *Cyclodontostomum*, *Cylicocyclus* spp., *Cylicostephanus* spp., *Cylindropharynx* spp., and *Cystocaulus*. spp.), *Dictyocaulus* spp., *Elaphostrongylus* spp., *Filaroides* spp., *Globocephalus* spp., *Graphidium* spp., *Gyalocephalus* spp., *Haemonchus* spp., *Heligmosomoides* spp., *Hyostrongylus* spp., *Marshallagia* spp., *Metastrongylus* spp., *Muellerius* spp., *Necator* spp., *Nematodirus* spp., *Neostrongylus* The genera *Nippostrongylus*, *Obeliscoides*, *Oesophagodontus*, *Oesophagostomum*, *Ollulanus*, *Ornithostrongylus*, *Oslerus*, *Ostertagia*, and *Paracooperia* are listed as spp.The genera *Paracrenosoma*, *Parafilaroides* spp., *Parelaphostrongylus* spp., *Pneumocaulus* spp., *Pneumostrongylus* spp., *Poteriostomum* spp., *Protostrongylus* spp., *Spicocaulus*, *Stephanurus* spp., *Strongylus* spp., *Syngamus* spp., *Teladorsagia* spp., *Trichonema* spp., *Trichostrongylus* spp., *Triodontophorus* spp., *Troglostrongylus* spp., and *Uncinaria* are listed. spp.);;.

[0635] Spirurida, including genera such as *Acanthocheilonema* spp., *Anisakis* spp., *Ascaridia* spp., *Ascaris* spp., *Ascarops* spp., *Aspiculuris* spp., *Baylisascaris* spp., *Brugia* spp., *Cercopithifilaria*, *Crassicauda*, *Dipetalonema* spp., *Dirofilaria* spp., *Dracunculus* spp., *Draschia* spp., *Enterobius* spp., and *Filaria*. spp.), Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp., Parabronemas spp., Parafilaria spp., Parascaris spp., Passalurus spp., Physaloptera spp., Probstmayria spp., Pseudofilaria, Setaria spp.), Skjrabinema, Spirocerca spp., Stephanofilaria spp., Strongyluris, Syphacia spp., Thelazia spp., Toxascaris spp., Toxocara spp., Wuchereria spp.;

[0636] Acanthocephala: Oligoacanthorhynchida, e.g., *Macracanthorhynchus* spp., *Prosthenorchis* spp.; Moniliformida, e.g., *Moniliformis* spp.;

[0637] Polymorphida, for example, the genus *Filicollis*; Echinorhynchida, for example, the genera *Acanthocephalus*, *Echinorhynchus*, and *Leptorhynchoides*.

[0638] Phylum Pentastoma: Order Porocephalida, such as the genus Linguatula spp.

[0639] In the field of veterinary medicine and animal husbandry, compounds of formula (I) are administered in suitable formulations via methods commonly known in the art, such as enteric, parenteral, dermal, or nasal routes. Administration may be prophylactic, metaphylactically, or therapeutically.

[0640] Therefore, one embodiment of the present invention relates to a compound of formula (I) used as a medicament.

[0641] Another aspect involves compounds of formula (I) used as antibody endoparasitic agents.

[0642] Another specific aspect involves compounds of formula (I) used as worm control agents, and more particularly as nematicides, flatworm culprits, acanthocephalans, or lingulat culprits.

[0643] Another specific aspect involves compounds of formula (I) used as antigenic agents for animals.

[0644] On the other hand, it relates to compounds of formula (I) used as antiparasitic agents, especially arthropod culprits, and even more particularly insecticides or acaricides.

[0645] Other aspects of the invention are veterinary formulations comprising an effective amount of at least one compound of formula (I) and at least one of the following substances: pharmaceutically acceptable excipients (e.g., solid or liquid diluents), pharmaceutically acceptable adjuvants (e.g., surfactants), particularly pharmaceutically acceptable excipients and / or pharmaceutically acceptable adjuvants commonly used in veterinary formulations.

[0646] A related aspect of the present invention is a method for preparing a veterinary formulation as described herein, comprising the steps of: mixing at least one compound of formula (I) with a pharmaceutically acceptable excipient and / or adjuvant, particularly with a pharmaceutically acceptable excipient and / or adjuvant commonly used in veterinary formulations.

[0647] Another specific aspect of the present invention is a veterinary preparation and its preparation method, wherein the veterinary preparation is selected from preparations that kill ectoparasites and preparations that kill endoparasites, and more particularly from the above-mentioned anthelmintic, antiprotozoan, and arthropod preparations, and even more particularly from preparations that kill nematodes, flatworms, acanthocephalans, lingula, insects, and mites.

[0648] On the other hand, it relates to a method for treating parasitic infections, particularly those caused by parasites selected from the ectoparasites and endoparasites mentioned herein, by administering an effective amount of a compound of formula (I) to animals requiring treatment, especially non-human animals.

[0649] On the other hand, it relates to a method of treating parasitic infections, particularly those caused by parasites selected from ectoparasites and endoparasites mentioned herein, by administering veterinary preparations as defined herein to animals in need of treatment, especially non-human animals.

[0650] On the other hand, the use of compounds of formula (I) in the treatment of parasitic infections in animals, especially non-human animals, particularly infections caused by parasites selected from the ectoparasites and endoparasites mentioned herein.

[0651] In the context of the animal health or veterinary field of this invention, the term "treatment" includes preventative, remedial, or therapeutic treatment.

[0652] In one specific embodiment, at least one compound of formula (I) for use in the veterinary field is provided along with other active ingredients, particularly mixtures with endoparasite-killing agents and ectoparasite-killing agents.

[0653] In the field of animal health, a "mixture" refers not only to a product containing two (or more) different active ingredients formulated as a combined preparation and administered together, but also to a product containing individual formulations of each active compound. Therefore, when administering two or more active compounds, all active compounds may be formulated as a combined preparation or as individual formulations; alternatively, they may be in a mixture form, where some active compounds are formulated together and others are formulated individually. Individual formulations may be administered individually or sequentially with respect to the active compounds.

[0654] The active compounds mentioned in this article by their common names are known and described, for example, in the Pesticide Manual (see above), or can be found on the Internet (e.g., http: / / www.alanwood.net / pesticides).

[0655] Exemplary active ingredients as hybrid pairing agents for killing ectoparasites include, but are not limited to, the insecticides and acaricides detailed above. Other usable active ingredients are listed below according to the classification scheme based on the current IRAC mode of action: (1) acetylcholinesterase (AChE) inhibitors; (2) GABA-gated chloride channel blockers; (3) sodium channel modulators; (4) nicotinic acetylcholine receptor (nAChR) competitive modulators; (5) nicotinic acetylcholine receptor (nAChR) allosteric modulators; (6) glutamate-gated chloride channel (GluCl) allosteric modulators; (7) juvenile hormone mimics; (8) other non-specific (multi-site) inhibitors; (9) chord organ modulators; (10) mite growth inhibitors; (12) mitochondrial ATP synthase inhibitors, such as ATP interfering agents; (13) (14) Nicotinic acetylcholine receptor channel blockers; (15) Chitin biosynthesis inhibitors, type 0; (16) Chitin biosynthesis inhibitors, type 1; (17) Ecdyskin disruptors (especially for Diptera, i.e., dipteran insects); (18) Ecdyskin hormone receptor agonists; (19) Octopus amine receptor agonists; (21) Mitochondrial complex I electron transport inhibitors; (25) Mitochondrial complex II electron transport inhibitors; (20) Mitochondrial complex III electron transport inhibitors; (22) Voltage-dependent sodium channel blockers; (23) Acetyl-CoA carboxylase inhibitors; (28) Rhododendron receptor modulators;

[0656] Active compounds with unknown or nonspecific modes of action, such as fentrifanil, fenoxacrim, cycloprene, chlorobenzilate, chlordimeform, flubenzimine, dicyclanil, amidoflumet, quinomethionate, triarathene, clothiazoben, tetrasul, potassium oleate, petroleum, metoxadiazone, gossyplure, flutenzin, brompropylate, and cryolite.

[0657] Other types of compounds, such as butacarb, dimetilan, cloethocarb, phosphocarb, pirimiphos (-ethyl), parathion (-ethyl), methacrifos, isopropyl salicylate, trichlorfon, tigolaner, sulprofos, propaphos, sebufos, pyridathion, prothoate, dichlofenthion, and demeton-S-methyl. methylsulphone), isazonofos, cyanofenphos, dialifos, carbophenothion, autathiofos, aromfenvinfos (-methyl), azinphos (-ethyl), chlorpyrifos (-ethyl), fosmethilan, iodofenphos, dioxabenzofos, formothion, fonofos, flupyrazofos, fensulfothion, etrimfos;

[0658] Organochlorine compounds, such as camphechlor, lindane, and heptachlor; or phenylpyrazoles, such as acetoprole, pyrafluprole, pyriprole, vaniliprole, and sisapronil; or isoxazoline compounds, such as sarolaner, afoxolaner, lotilaner, and fluralaner.

[0659] Pyrethroids, such as (cis-, trans-)metofluthrin, profluthrin, flufenprox, flubrocythrinate, fubfenprox, fenfluthrin, protrifenbute, pyresmethrin, RU15525, terallethrin, and cis-benzylfuran. (cis-resmethrin), heptafluthrin, bioethanomethrin, biopermethrin, fenpyrithrin, cis-cypermethrin, cis-permethrin, clocythrin, cyhalothrin (lambda-), chlovaporthrin, or halogenated hydrocarbons (HCH),

[0660] Neonicotinic alkaloids, such as nithiazine.

[0661] dicloromezotiaz, triflumezopyrim

[0662] Macrolides, such as nemadectin, ivermectin, latidectin, moxidectin, selamectin, eprinomectin, doramectin, emamectin benzoate; and milbemycin oxime.

[0663] Triperene, epofenonane, and diofenolan;

[0664] Biologics, hormones, or pheromones, such as natural products like thuringiensin, codlemone, or neem components.

[0665] Dinitrophenols, such as dinocap, dinobuton, and binapacryl;

[0666] Benzoylurea derivatives, such as fluazuron and penfluron; and amidine derivatives, such as chlormebuform, cymiazole, and demiditraz.

[0667] Beehive varroa acaricides, such as organic acids like formic acid and oxalic acid.

[0668] Exemplary active ingredients of endoparasitic agents that are mixed pairs include, but are not limited to, active anthelmintic compounds and active antiprotozoan compounds.

[0669] Active anthelmintic compounds include, but are not limited to, the following active nematicidal, trematicidally, and / or cestocidally compounds:

[0670] Macrolides, such as: eprinomectin, abamectin, nemadectin, moxidectin, doramectin, selamectin, lepimectin, latidectin, milbemectin, ivermectin, emamectin, milbemycin;

[0671] Benzimidazoles and probenzimidazoles, such as: oxibendazole, mebendazole, trichlorobenzimidazole, thiophanate, parbendazole, oxfendazole, netobimin, fenbendazole, febantel, thiabendazole, cyclobendazole, cambendazole, albendazole-sulphoxide, albendazole, and flubendazole;

[0672] Peptides, preferably cyclic peptides, especially 24-membered cyclic peptides, such as emodepside and PF1022A;

[0673] Tetrahydropyrimidines, such as: morantel, pyrantel, oxantel;

[0674] Imidazothiazoles, such as butamisole, levamisole, and tetramisole;

[0675] Aminophenylamidine derivatives, such as: amidantel, deacylated amidantel (dAMD), tribendimidine;

[0676] Aminoacetonitrs, such as monepantel;

[0677] Paraherquamides, such as paraherquamide and derquantel;

[0678] Salicylaniline derivatives, such as: tribromsalan, bromoxanide, brotianide, clioxanide, closantel, niclosamide, oxyclozanide, and rafoxanide;

[0679] Substituted phenols, such as: nitroxynil, bithionol, disophenol, hexachlorophen, niclofolan, and meniclopholan;

[0680] Organophosphates, such as: trichlorfon, naphthalofos, dichlorvos / DDVP, crufomate, coumaphos, and haloxon;

[0681] Piperazinone / quinoline derivatives, such as praziquantel and epsiprantel;

[0682] Piperazine derivatives, such as piperazine and hydroxyzine;

[0683] Tetracyclines, such as tetracycline, chlorotetracycline, doxycycline, oxytetracycline, and rolitetracycline;

[0684] Various other types, such as: bunamidine, niridazole, resorantel, omphalotin, oltipraz, nitroscanate, nitroxynile, oxamniquine, mirasan, miracil, lucanthone, hycanthone, hetolin, emetine, diethylcarbamazine, dichlorophen, diamfenetide, clonazepam, bephenium, amoscanate, and clorsulon.

[0685] Active antigenic animal compounds include, but are not limited to, the following active compounds:

[0686] Triazine derivatives, such as diclazuril, ponazuril, letrazuril, and toltrazuril;

[0687] Polyether ion carriers, such as: monensin, salinomycin, maduramicin, and narasin;

[0688] Macrolides, such as milbemycin and erythromycin;

[0689] Quinolones, such as enrofloxacin and pradofloxacin;

[0690] Quinine derivatives, such as chloroquine;

[0691] Pyrimidines, such as pyrimethamine;

[0692] Sulfonamides, such as sulfaquinoxaline, trimethoprim, and sulfaclozin;

[0693] Thiamines, such as amprolium;

[0694] Lincosamides, such as clindamycin;

[0695] Carbonyl aniline derivatives, such as imidocarb;

[0696] Nitrofurans, such as nifurtimox;

[0697] Quinazolinone alkaloids, such as halofuginon;

[0698] Various other types, such as oxamniquin and paromomycin;

[0699] Vaccines or antigens derived from microorganisms, such as: Babesia canis rossi, Eimeria tenella, Eimeria praecox, Eimeria necatrix, Eimeria mitis, Eimeria maxima, Eimeria brunetti, Eimeria acervulina, Babesia canis vogeli, Leishmania infantum, Babesia canis canis, and Dictyocaulus viviparus.

[0700] All named mixed pairs may, optionally, form salts with a suitable base or acid—if their functional groups are capable of forming salts.

[0701] Vector control

[0702] Compounds of formula (I) can also be used for vector control. For the purposes of this invention, the vectors are arthropods, particularly insects or arachnids, capable of transmitting pathogens such as viruses, worms, single-celled organisms, and bacteria from a reservoir (plant, animal, human, etc.) to a host. Pathogens can be transmitted to the host mechanically (e.g., trachoma transmitted by non-stinging flies) or by injection (e.g., malaria parasites transmitted by mosquitoes).

[0703] Examples of disease vectors and the diseases or pathogens they transmit include:

[0704] 1)Mosquito

[0705] - Anopheles genus: Malaria, filariasis;

[0706] - Culex mosquitoes: Japanese encephalitis, other viral diseases, filariasis, and other worm transmission;

[0707] - Aedes mosquitoes: yellow fever, dengue fever, other viral diseases, filariasis;

[0708] - Flyflies: worm transmission, especially Onchocerca volvulus;

[0709] - Trichophytoncidae: Transmission of leishmaniasis;

[0710] 2) Lice: skin infections, epidemic typhus;

[0711] 3) Fleas: plague, endemic typhus, tapeworms;

[0712] 4) Flies: Sleeping sickness (trypanosomiasis); cholera, other bacterial diseases;

[0713] 5) Mites: tick infestation, epidemic typhus, rickettsial pox, tularemia, Saint Louis encephalitis, tick-borne encephalitis (TBE), Crimean-Congo hemorrhagic fever, borreliosis;

[0714] 6) Ticks: borellioses, such as Borrelia bungdorferi sensu lato., Borrelia duttoni, tick-borne encephalitis, Q fever (Coxiella burnetii), babesioses (Babesia canis canis), erythrozoonosis.

[0715] For the purposes of this invention, examples of disease vectors are insects, such as aphids, flies, leafhoppers, or thrips, which can transmit plant viruses to plants. Other disease vectors capable of transmitting plant viruses include spider mites, lice, beetles, and nematodes.

[0716] Other examples of vectors for the purposes of this invention are insects and arachnids, such as mosquitoes, especially the genera *Aedes* and *Anopheles*, such as *Anopheles gambiae*, *Anopheles arbiensis*, *Anopheles funestus*, *Anopheles dirus* (malaria), and *Culex*, and the family Trichophyton, such as sandflies, *Lysimachia*, lice, fleas, flies, mites, and ticks, which can transmit pathogens to animals and / or humans.

[0717] If the compound of formula (I) is resistance-breaking, then vector control is also possible.

[0718] The compounds of formula (I) are suitable for the prevention of vector-borne diseases and / or pathogens. Therefore, another aspect of the invention is the use of the compounds of formula (I) for vector control, for example in agricultural, horticultural, gardening, and recreational equipment, as well as in the protection of materials and stored products.

[0719] Protection of industrial materials

[0720] The compounds of formula (I) are suitable for protecting industrial materials from insects that may damage them, such as those from the orders Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psittacosae, and Zygentoma.

[0721] In the context of this invention, industrial materials are to be understood as inanimate materials, such as, preferably, plastics, adhesives, pastes, paper and cards, leather, wood, processed wood products, and coating compositions. The use of this invention for the protection of wood is particularly preferred.

[0722] In another embodiment, the compound of formula (I) is used in conjunction with at least one other insecticide and / or at least one fungicide.

[0723] In another embodiment, the compound of formula (I) exists as a ready-to-use pesticide, meaning it can be applied to the material without further modification. Suitable other insecticides or fungicides are particularly those mentioned above.

[0724] Surprisingly, compounds of formula (I) have also been found to protect objects in contact with saltwater or brackish water from contamination, particularly ship hulls, bulkheads, nets, structures, mooring equipment, and signaling systems. Similarly, compounds of formula (I) can be used alone or in combination with other active compounds as antifouling agents.

[0725] Control of animal pests in the health field

[0726] The compounds of formula (I) are suitable for controlling animal pests in the sanitation field. In particular, the present invention can be used for the protection of indoor, sanitation, and stored products, especially for the control of insects, arachnids, ticks, and mites encountered in enclosed spaces such as dwellings, factory lobbies, offices, vehicle compartments, and livestock farms. For the control of animal pests, the compounds of formula (I) can be used alone or in combination with other active compounds and / or adjuvants. They are preferably used in indoor insecticide products. The compounds of formula (I) are effective against susceptible and resistant species, as well as their entire developmental stages.

[0727] These pests include, for example, the following: Arachnida, Scorpiones, Araneae, and Opiliones; Chilopoda and Diplopoda; Insecta, Blattodea, Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera, Isoptera, Lepidoptera, Psittacoidea, Saltatoria, Orthoptera, Siphonaptera, and Silverfish; Malacostraca, Isopoda.

[0728] They are used in, for example, aerosols, unpressurized spray products such as pump-operated sprays and atomized sprays, automatic atomization systems, sprays, foams, gels, evaporation products with evaporating tablets made of cellulose or plastic, liquid evaporators, gel and film evaporators, propeller-driven evaporators, energy-free or passive evaporation systems, moth traps, moth traps and moth traps, as granules or powders, for use in spread baits or bait stations.

[0729] Abbreviations and symbols

[0730] AcOH: Acetic acid

[0731] aq.: containing water

[0732] br.: Broad Peak

[0733] d: Double peak

[0734] DCC:N,N'-Dicyclohexylcarbodiimide

[0735] DIPEA: N,N-Diisopropylethylamine

[0736] DMF: N,N-Dimethylformamide

[0737] DMSO: Dimethyl sulfoxide

[0738] ee: enantiomer excess

[0739] eq.: equivalent

[0740] ES: Electrospray ionization

[0741] Et3N Triethylamine

[0742] EtOAc: Ethyl acetate

[0743] hr(s) hours

[0744] HATU: 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridine -3-Oxide hexafluorophosphate

[0745] HOBt: 1-Hydroxybenzotriazole hydrate

[0746] HPLC: High Performance Liquid Chromatography

[0747] iPrOH: Isopropanol

[0748] J: Coupling constant

[0749] LCMS: Liquid Chromatography-Mass Spectrometry

[0750] m / z: Mass-to-charge ratio

[0751] M: molar concentration

[0752] m: multiple peaks

[0753] MeCN acetonitrile

[0754] MeOH: Methanol

[0755] NaH2PO4 Sodium dihydrogen phosphate

[0756] NaOH (sodium hydroxide)

[0757] Sodium sulfate (Na₂SO₄)

[0758] NH4Cl ammonium chloride

[0759] NMR: Nuclear Magnetic Resonance

[0760] q: Four Peaks

[0761] rt: room temperature

[0762] R t Retention time

[0763] s: single peak

[0764] sat.: saturated

[0765] T: Temperature

[0766] t: triple peak

[0767] Propylphosphonic anhydride

[0768] THF: Tetrahydrofuran

[0769] TMSOK potassium trimethylsilanol

[0770] wt.: weight

[0771] δ: Chemical shift

[0772] λ: wavelength

[0773] Description of methods and intermediates

[0774] The compound of formula I' can be prepared according to the following scheme 1, wherein R 1 R 2 R 3a R 3b R 4 Q 1 Q 2 As defined above, Y represents OH or Cl.

[0775] Option 1

[0776]

[0777] X = OH The azole compound of formula (a) is reacted with the carboxylic acid (X = OH) of formula (b) to produce a compound of formula I'. For example, the azole of formula (a), the carboxylic acid (X = OH) of formula (b), and a suitable coupling agent (such as...) are reacted. A mixture of HATU, DCC or HOBt, a suitable base (such as triethylamine or DIPEA), and a suitable solvent (such as ethyl acetate or DMF) is mixed in a temperature range of about 0 to 100 °C to obtain a compound of formula I'. The compound of formula I' can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0778] X = ClThe azole compound of formula (a) is reacted with the carboxylic acid chloride of formula (b) (X = Cl) to generate the compound of formula I'. For example, a mixture of the azole of formula (a), the carboxylic acid chloride of formula (b) (X = Cl), a suitable base (such as triethylamine or DIPEA), and a suitable solvent (such as dichloromethane or THF) is mixed in a temperature range of about 0 to 100 °C to obtain the compound of formula I'. The compound of formula I' can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0779] The carboxylic acid (X = OH) of formula (b) and the chloride of carboxylic acid (X = Cl) of formula (b) are commercially available or can be synthesized by methods known to those skilled in the art.

[0780] For example, the carboxylic acids used to synthesize Examples I-048 and I-049 can be synthesized using a similar catalytic system described in the references, similar to WO 2016198507, WO2015084936, WO 2015148354, and WO 2015148373, which consists of cuprous iodide (I) and (E,E)-N,N'-cyclohexane-1,2-dimethylbis[1-(pyridin-2-yl)methylimine], the latter of which is described in US 20030236413.

[0781] As shown in Scheme 2 below, the desired azole compound of formula (a) can be prepared, wherein R 1 R 3a R 3b R 4 Q 1 Q 2 As previously stated, LG is a suitable leaving group for Y (see also WO 2017192385).

[0782] Option 2

[0783]

[0784] The amine of formula (c) is reacted with the substituted azole of formula (d) to produce the compound of formula (a). For example, a mixture of the azole of formula (d), the amine of formula (c), a suitable base (such as K2CO3, NaH, or DIPEA), and a suitable solvent (such as acetonitrile or DMF) is mixed in a temperature range of about 20 to 120 °C to obtain the compound of formula (a). The compound of formula (a) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0785] Alternatively, the substituted azole of formula (d) reacts with ammonia to produce the compound of formula (e). For example, a solution of ammonia in a suitable solvent (such as methanol) and the substituted azole of formula (d) are mixed in a sealed tube at a temperature ranging from about 0 to 25°C to obtain the compound of formula (e). The compound of formula (e) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as grinding). The substituted azole of formula (e), the compound of formula (f), and a suitable base (such as K₂CO₃ or DIPEA) are mixed in a suitable solvent (such as acetonitrile or DMF) at a temperature ranging from about 20 to 120°C to obtain the compound of formula (a). The compound of formula (a) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0786] 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 desired azole compound of formula (d) can be prepared according to Scheme 3 below, wherein R 3a R 3b R 4 R 5 Q 1 Q 2 As previously mentioned, LG is a suitable leaving group (see also WO 2017192385).

[0787] Option 3

[0788]

[0789] The amide of formula (h) is reacted with N,N-dimethylamide dimethyl acetal (g) to generate the compound of formula (i), and then the compound of formula (i) is reacted with hydrazine (j) under acidic conditions to generate the compound of formula (d). For example, the compound of formula (h) and the N,N-dimethylamide dimethyl acetal of formula (g) are reacted under reflux in a suitable solvent (such as CH2Cl2) to give the compound of formula (i). After removing the solvent, the compound of formula (i) is reacted with a substituted hydrazine (j) in a suitable solvent (such as 1,4-dioxane, acetic acid, or a mixture of these solvents) at a temperature ranging from about 20 to 100 °C to give the compound of formula (d). The compound of formula (d) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0790] Alternatively, the carboxylic acid derivative of formula (k) can be reacted with an amine of formula (l) and a suitable base (such as triethylamine or DIPEA) in a suitable solvent (such as toluene) at a temperature ranging from about 0 to 120 °C. The resulting compound (m) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography). The amide of the resulting formula (m) can be reacted with phosphorus pentachloride in a suitable solvent (such as CH₂Cl₂) at room temperature, and then a trimethylsilyl azide can be added to the mixture at 0 °C. The mixture is stirred at room temperature to give the compound of formula (d), which can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0791] The N,N-dimethylamide acetal of formula (g), the amide of formula (h), the carboxylic acid derivative of formula (k), and the hydrazine of formula (j) are commercially available or can be synthesized by methods known to those skilled in the art.

[0792] The compound of formula I”a can be prepared according to the following scheme 4, wherein R 1 R 2 R 3a R 3b R 4 R 5 Y is as defined above.

[0793] Option 4

[0794]

[0795] The amide of formula (n) is reacted with N,N-dimethylamide dimethyl acetal of formula (g) to generate the compound of formula (o), and then the compound of formula (o) is reacted with the substituted hydrazine of formula (j) under acidic conditions to generate the compound of formula I”a. For example, the compound of formula (n) and N,N-dimethylamide dimethyl acetal of formula (g) are reacted under reflux in a suitable solvent (such as CH2Cl2) to give the compound of formula (o). After removing the solvent, the compound of formula (o) is reacted with the substituted hydrazine of formula (i) in a suitable solvent (such as 1,4-dioxane, acetic acid, or a mixture of these solvents) at a temperature ranging from about 20 to 100 °C. The resulting compound of formula I”a can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0796] The desired amide of formula (n) can be prepared according to the following scheme 5, wherein R 1 R 2 R 3And Y as previously stated (see also WO 2017192385).

[0797] Option 5

[0798]

[0799] The aminoamide of formula (p) is reacted with the carboxylic acid of formula (b) to produce the compound of formula (n). For example, the aminoamide of formula (p), the carboxylic acid (b), and a suitable coupling agent (such as...) are reacted... A mixture of HATU, DCC or HOBt, a suitable base (such as triethylamine or DTPEA), and a suitable solvent (such as ethyl acetate or DMF) is mixed in a temperature range of about 0 to 100 °C to obtain a compound of formula (n). The compound of formula (n) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0800] Alternatively, the amino acid of formula (q) is reacted with thionyl chloride in a suitable solvent (such as MeOH) at room temperature to give the amino ester of formula (r). The obtained amino ester (r) is then reacted with an aldehyde or ketone, a suitable reducing agent (such as sodium triacetoxyborohydride), and a dehydrating agent (such as Na₂SO₄) in a suitable solvent (such as acetic acid) at room temperature to give the compound of formula (s). The obtained amino ester of formula (s) is then reacted with a carboxylic acid of formula (b), a suitable coupling agent (such as... The amino ester of formula (t) is reacted with a suitable base (such as DIPEA) in a suitable solvent (such as ethyl acetate) at about 90°C to give an amino ester of formula (t). The amino ester of formula (t) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography). The obtained amino ester of formula (t) is reacted with magnesium nitride in a suitable solvent (such as MeOH) in a sealed tube at about 80°C to give a compound of formula (n). The compound of formula (n) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography or extraction).

[0801] The compounds of formulas (b) and (q) are commercially available. The desired aminoamide compound of formula (p) is commercially available or can be prepared as shown in Scheme 6 below, wherein R 1 R 3a R 3b As previously mentioned, LG is a suitable leaving group (see also WO 2017192385).

[0802] The compounds of formulas (c) and (h) are commercially available.

[0803] Option 6

[0804]

[0805] The amine of formula (c) is reacted with the amide of formula (h) to produce the compound of formula (p). For example, a mixture of the amine of formula (c), the amide of formula (h), a suitable base (such as K2CO3 or DIPEA), and a suitable solvent (such as acetonitrile or DMF) is mixed at 25-80°C to obtain the compound of formula (p). The compound of formula (p) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0806] In an alternative method, the compound of formula I”a can be prepared according to the following scheme 7, wherein R 1 R 2 R 3a R 3b R 4 R 5 Y is as defined above.

[0807] Option 7

[0808]

[0809] The amidine hydrochloride of formula (u) is reacted with an acid of formula (v). For example, the amidine hydrochloride of formula (u), carboxylic acid (v), a suitable coupling agent (such as HATU, DCC, or HOBt), and a suitable base (such as triethylamine or DIPEA) are mixed in a suitable solvent (such as acetonitrile or DMF) at a temperature range of about 0 to 100 °C to generate a compound of formula (w). The compound of formula (w) is then reacted with a substituted hydrazine of formula (j) under acidic conditions to generate a compound of formula I”a. The compound of formula I”a can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0810] 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.

[0811] Sulfoxides (sulfonyl compounds) of general formula (ya) and sulfones of formula (yb) can be prepared according to Scheme 8 below, wherein Ar is phenyl or heteroaryl, and R x It is a C1-C6 alkyl, C1-C6 haloalkyl, optionally substituted phenyl, or optionally substituted C3-C6 cycloalkyl.

[0812] Option 8

[0813]

[0814] Reaction of a sulfur-containing compound of formula (x) with an oxidizing agent (such as 3-chloroperoxybenzoic acid or ruthenium(III) chloride combined with sodium periodate) yields a compound of formula (ya) or (yb), depending on the molar equivalent of the oxidizing agent. The sulfinyl compound of formula (ya) is thought to produce optical isomers or mixtures of isomers with different compositions. Reaction of a sulfinyl compound of formula (ya) with an oxidizing agent (such as 3-chloroperoxybenzoic acid or ruthenium(III) chloride combined with sodium periodate) yields a sulfone-containing compound of formula (yb).

[0815] The compound of formula (zb) can be prepared according to Scheme 9 below, wherein E is H or C1-C6 alkyl, Hal is bromine or iodine, G is optionally substituted phenyl or cyclopropyl, and A* is chloro, fluorine, trifluoromethyl or trifluoromethoxy.

[0816] Option 9

[0817]

[0818] The halogen-containing compound of formula (z) is reacted with the boric acid of formula (za) to produce the compound of formula (zb). For example, the halogen-containing compound of formula (z), boric acid (za), a suitable catalyst (such as [1,1'-bis(diphenylphosphine)ferrocene]-palladium(II) chloride or palladium(II) acetate in combination with tricyclohexylphosphine), and a suitable base (such as cesium carbonate, tripotassium phosphate, or sodium bicarbonate) are reacted in a suitable solvent or solvent mixture (such as containing 1,4-dioxane, ethanol, toluene, or water) in a temperature range of about 0 to 100 °C to give the compound of formula (zb). The compound of formula (zb) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography). A compound of formula (zb) in which E is a C1-C6 alkyl group can be converted into a compound of formula (zb) in which E is H by treating it with an alkali metal hydroxide in a suitable solvent or solvent mixture (such as containing tetrahydrofuran, ethanol or water) in a temperature range of about 0 to 100 °C.

[0819] Compounds of formula (zf) can be prepared according to Scheme 10 below, wherein Alk is a C1-C6 alkyl group and A is a chlorine, fluorine or cyano group.

[0820] Option 10

[0821]

[0822] Boric acid of formula (zc) can be prepared from known borate pinacol esters (WO 2011 / 023677, WO 2009 / 107391, WO2010 / 069504) by hydrolysis with NaIO4 (Journal of Organic Chemistry, 79(1), 328-338, 2014).

[0823] Boric acid of formula (zc) is reacted with a trifluoromethylthio compound of formula (zd), followed by reaction with an alkali metal hydroxide to generate an acid of formula (ze). The trifluoromethylthio group in the compound of formula (ze) is then oxidized to give a trifluoromethylsulfonyl functionalized compound of formula (zf).

[0824] For example, boric acid of formula (zc), trimethyl(trifluoromethyl)silane, silver carbonate, potassium phosphate, cuprous thiocyanate, 1,10-o-phenanthroline, sulfur and A mixture of molecular sieves in a suitable solvent (such as dimethylformamide) is reacted in a temperature range of about 0 to 60 °C to give a compound of formula (zd). The compound of formula (zd) can then be isolated and purified, if necessary and desired, using techniques well known in the art (such as chromatography) (Angew. Chem. Int. Ed. 2012, 51, 2492–2495). An ester of formula (zd) and an alkali metal hydroxide are reacted in a suitable solvent mixture containing, for example, water and tetrahydrofuran, in a temperature range of about 0 to 100 °C to give an acid of formula (ze). The acid of formula (ze) can then be isolated and purified, if necessary and desired, using techniques well known in the art (such as chromatography). The trifluoromethylthioyl compound of formula (ze), ruthenium(III) chloride, and sodium periodate are reacted in a suitable solvent mixture containing dichloromethane, acetonitrile, and water at a temperature range of 0 to 60 °C to produce the trifluoromethylsulfonyl compound of formula (zf). The trifluoromethylsulfonyl compound of formula (zf) can then be isolated and purified, if necessary and required, using techniques well known in the art, such as chromatography.

[0825] The compound of formula (zj) can be prepared according to the following scheme 11, wherein R 1 R 3a R 3b R 4 R 5 Y is as defined above.

[0826] Option 11

[0827]

[0828] The amide of formula (zg) is reacted with N,N-dimethylamide dimethyl acetal of formula (g) to generate the compound of formula (zh), and then the compound of formula (zh) is reacted with the substituted hydrazine of formula (j) under acidic conditions to generate the compound of formula (zi). For example, the compound of formula (zg) and the N,N-dimethylamide dimethyl acetal of formula (g) are reacted under reflux in a suitable solvent (such as CH2Cl2) to give the compound of formula (zh). After removing the solvent, the compound of formula (zh) is reacted with the substituted hydrazine of formula (j) in a suitable solvent (such as 1,4-dioxane, acetic acid, or a mixture of these solvents) at a temperature ranging from about 20 to 80 °C. The compound of formula (zi) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0829] The carbamate of formula (zi) is given by acid treatment to produce the amine of formula (zj). For example, the carbamate of formula (zi) is reacted with a suitable acid (such as hydrochloric acid or trifluoroacetic acid) in a suitable solvent (such as dioxane) or with trifluoroacetic acid in the absence of an additional solvent in a temperature range of about 0 to 80 °C. The resulting amine of formula (zj) can then be separated as a free amine by treatment with a base, and purified, if necessary and desired, using techniques well known in the art (such as chromatography).

[0830] The desired amide of formula (zg) and hydrazine of formula (j) are commercially available or can be synthesized by the methods described in this application or by methods known to those skilled in the art.

[0831] Compounds of formula (zm) can be prepared according to Scheme 12 below, wherein Alk is a C1-C6 alkyl group, Hal is iodine or bromine, Ra is a C1-C6 alkyl group, cyclopropyl group, or optionally substituted phenyl group, and Rb is a halogen, C1-C6 alkyl group, or C3-C6 cycloalkyl group. The benzene ring can be substituted by up to two Rb substituents.

[0832] Option 12

[0833]

[0834] The aryl halide of formula (zk) is reacted with the sulfinate of formula (zl) under copper catalysis to produce the sulfone of formula (zm). For example, a mixture of a compound of formula (zk), a sodium sulfinate of formula (zl), cuprous iodide (I), proline, and sodium hydroxide is reacted in a suitable solvent (e.g., dimethyl sulfoxide) at a temperature ranging from 40 to 140 °C. The resulting compound of formula (zm) can then be isolated and purified, if necessary and desired, using techniques well known in the art (e.g., chromatography). The ester of formula (zm) can be hydrolyzed to a carboxylic acid by treatment with an alkali metal hydroxide in a suitable solvent or solvent mixture (e.g., containing tetrahydrofuran, ethanol, or water) at a temperature ranging from about 0 to 100 °C.

[0835] The desired aryl halide (zk) and sulfonate of formula (zl) are commercially available or can be synthesized using methods known to those skilled in the art.

[0836] Compounds of formula (zq) can be prepared as shown in Scheme 13 below, where Hal is fluorine or chlorine, Rd is an optionally substituted C1-C6 alkyl or optionally substituted C3-C6 cycloalkyl, and Rc is a halogen, or in each case an optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, or C1-C4 alkoxy group. The benzene ring can be substituted by up to two Rc substituents.

[0837] Option 13

[0838]

[0839] An aryl halide of formula (zn) is reacted with a thiolate of formula (zo) to generate a thioether of formula (zp), which is then hydrolyzed to a carboxylic acid of formula (zq). For example, a mixture of a halide of formula (zn) and a sodium thiolate of formula (zo) is reacted in a suitable solvent (e.g., N,N-dimethylformamide) at a temperature range of -20 to 50 °C. The resulting nitrile of formula (zp) is then hydrolyzed under alkaline conditions using, for example, hydrated sodium hydroxide in a suitable solvent (e.g., ethanol) at a temperature range of 40 to 100 °C, or under acidic conditions in a suitable strong acid (e.g., solvent-free sulfuric acid or hydrochloric acid diluted with a suitable diluent (e.g., water) at a temperature range of 40 to 100 °C. The resulting carboxylic acid (zq) is then purified, if necessary and desired, using techniques well known in the art (e.g., chromatography).

[0840] The desired aryl halide (zn) and thiolate of formula (zo) are commercially available or can be synthesized using methods known to those skilled in the art.

[0841] The compound of formula I”b can be prepared according to the following scheme 14, wherein R 1R 2 R 3a R 3b R 5 Y is as defined above. Bn is benzyl, and LG is chloride or trifluoromethylsulfonyl.

[0842] Option 14

[0843]

[0844] The benzyl-protected compound of formula (I”b) is deprotected to yield an alcohol of formula (I”c), which is then alkylated with an alkylating agent of formula (zr) to yield an ether of formula (I”d). For example, the benzyl-protected compound of formula (I”b) is deprotected in a suitable solvent (e.g., methanol) under a hydrogen atmosphere in the presence of a suitable catalyst (e.g., palladium on carbon) at a temperature of -20 to 50°C. Then, the resulting alcohol of formula (I”b) is alkylated in a suitable solvent (e.g., acetonitrile or N,N-dimethylformamide) in the presence of a suitable base (e.g., potassium carbonate or potassium hydroxide) with a suitable alkylating agent (e.g., chloro(difluoro)methane (WO2016155884) or difluoromethyltrifluoromethane sulfonate (WO2016046166)) in the presence of a suitable base (e.g., potassium carbonate or potassium hydroxide). Then, when necessary and required, the resulting ether of formula (I”d) is purified using techniques well known in the art (such as chromatography).

[0845] The desired benzyl-protected compound of formula (I”b) can be prepared using hydrazine as described in Scheme 4, which can be synthesized by methods known to those skilled in the art (e.g., as described in J. Am. Chem. Soc. 2017, 139, 42, 14833-14836).

[0846] Option 15

[0847]

[0848] Scheme 15 illustrates the preparation of a 3-haloalkyltriazole as shown, for example, in Example I-091. In the first step, as described in EP 1099695, a hydrazamide is formed. In the second step, (αS)-1,3-dihydro-α-methyl-1,3-dioxo-2H-isoindole-2-acetic acid (Pht-Ala-OH, purchased from ABCR) and oxaloyl chloride, prepared according to Tetrahedron: Asymmetry, 21(8), 936-942, 2010, is reacted with a hydrazone in the presence of a base (such as pyridine), as described in EP 1099695. In the third step, as described in WO2018086605, the phthalimide protecting group is removed by reacting with hydrazine hydrate in a suitable solvent (such as ethanol). In the final step, the obtained amine is reacted with a carboxylic acid to generate the compound of the example, such as I-091. For example, an amine, a carboxylic acid, and a suitable coupling agent (such as...) are reacted... A mixture of [O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethylurea-hexafluorophosphate] (HATU), dicyclohexylcarbodiimide (DCC), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) or hydroxybenzotriazole (HOBt) and a suitable base (such as triethylamine or N,N-diisopropylethylamine) in a suitable solvent (such as ethyl acetate or N,N-dimethylformamide) is mixed in a temperature range of about 0 to 100°C to obtain the example compounds. The example compounds can then be isolated and purified using techniques well known in the art (such as chromatography) if necessary and required.

[0849] The compounds of formula I”g and I”h can be prepared according to the following scheme 16, wherein R 1 R 2 R 3a R 3b R 5 As defined above, Y is R as described above. 4 It is substituted with at least one -NO2 group, LG is a suitable leaving group, and A represents an optionally substituted C1-C6 alkyl, CO-C1-C6 alkyl, CO-C3-C6 cycloalkyl, CO-phenyl or SO2C1-C6 alkyl.

[0850] Option 16

[0851]

[0852] Under reducing conditions, the nitro compound of formula (I”e) is converted to the corresponding amino compound of formula (I”f) by using hydrogen and palladium on carbon in a suitable solvent (e.g., THF or ethanol) (European Journal of Medicinal Chemistry, 158, 322-333; 2018), tin(II) chloride and HCl in a suitable solvent (e.g., ethanol) (WO 2018085247), iron powder and HCl in a suitable solvent (e.g., ethanol) (WO 2017216293), or iron powder in a mixture of acetic acid and ethanol. The resulting amino compound (I”f) is then reacted with an acylation, benzoylation, sulfonation, or alkylation agent of formula (zs) in the presence of a suitable base (e.g., DIPEA or potassium carbonate). If an equivalent of A-LG is used, the compound of formula (I”g) is obtained. Two equivalents of A-LG yielded a compound of formula (I”h). Then, if necessary and required, the resulting compounds of formulas (I”h) and (I”g) were purified using techniques well known in the art, such as chromatography.

[0853] The compound of formula I”k can be prepared according to the following scheme 17, wherein R 1 R 2 R 3a R 3b R 5 Y is as defined above, where T is R as described above. 4 And each is respectively marked with a -CO2 alkyl group, -COOH or CON(E) 1 E 2 Substituted by a group. E 1 and E 2 The components are independently selected from H and, in each case, optionally substituted with C1-C6 alkyl, C3-C6 cycloalkyl, phenyl, or SO2C1-C6 alkyl.

[0854] Option 17

[0855]

[0856] The ester compound of formula (I”i) is saponified to obtain the corresponding carboxylic acid compound of formula (I”j), and then subjected to an amide coupling step with an amine of formula (zt) by a method known to those skilled in the art to obtain an amide of formula (I”k).

[0857] For example, amines of formula (zt), carboxylic acids (I”j), and suitable coupling agents (such as A mixture of HATU, DCC or HOBt, a suitable base (such as triethylamine or DIPEA), and a suitable solvent (such as ethyl acetate or DMF) is mixed in a temperature range of about 0 to 100 °C to obtain a compound of formula (I”k). The compound of formula (I”k) can then be isolated and purified, if necessary and required, using techniques well known in the art (such as chromatography).

[0858] The following preparation and usage examples illustrate the present invention, but do not limit it.

[0859] Preparation Examples

[0860] 3-Chloro-N-(cyclopropylmethyl)-5-(methanesulfonyl)-N-{1-[1-(pyrimidin-2-yl)-1H-1,2,4-triazole- Synthesis of 5-yl]ethylbenzamide (Example I-003)

[0861] A solution of 120 mg (491 μmol) N-(cyclopropylmethyl)-1-[1-(pyrimidin-2-yl)-1H-1,2,4-triazol-5-yl]ethylamine and 127 mg (541 μmol) 3-chloro-5-(methylsulfonyl)benzoic acid in 5 mL of ethyl acetate was treated with 0.3 mL (1.7 mmol) N,N-diisopropylethylamine and stirred at room temperature for 10 minutes. Then 0.60 mL (0.84 mmol) of [the solution was added]. The solution (50 wt% EtOAc solution) was prepared, and the reaction mixture was stirred overnight at room temperature. Water was added, the layers were separated, and the aqueous layer was extracted several times with ethyl acetate. The combined organic layers were washed successively with water, saturated NaHCO3 aqueous solution, and saturated NH4Cl aqueous solution. The solution was...

Claims

1. Compounds of formula (I) in X is O; Q 1 is N Q 2 for CR 5 Y represents a direct connection key; R 1 is hydrogen or cyclopropyl-CH2-; R 2 is 1 -methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl; R 3a is hydrogen or methyl; If R 3a is hydrogen, then R 3b is methyl; If R 3a is methyl, then R 3b is hydrogen; R 4 is pyrimidin-2-yl, pyrimidin-4-yl; R 5 is hydrogen.

2. The compound according to claim 1, which is:

3. An agricultural chemical formulation comprising at least one compound of formula (I) according to claim 1 or 2.

4. The agrochemical formulation according to claim 3, further comprising at least one extender and / or at least one surfactant.

5. The agrochemical formulation according to claim 3 or 4, characterized in that The compound of formula (I) is mixed with at least one other active compound.

6. A method for controlling pests, characterized by, The compound of formula (I) according to claim 1 or 2 or the agrochemical preparation according to any one of claims 3 to 5 is applied to the pest and / or its habitat, wherein methods of surgical or therapeutic treatment of the animal and diagnostic methods performed on the animal are excluded.

7. The method of claim 6, wherein, The pests are animal pests, including insects, arachnids, or nematodes, or are characterized by... The pests mentioned are insects, arachnids, or nematodes.

8. Use of a compound of formula (I) according to claim 1 or 2 or an agricultural chemical preparation according to any one of claims 3 to 5 for the control of animal pests, wherein methods of surgical or therapeutic treatment of the animal body and diagnostic methods performed on the animal body are excluded.

9. The use according to claim 8, characterized in that, The animal pests include insects, arachnids, or nematodes, or are characterized by: The animal pests mentioned are insects, arachnids, or nematodes.

10. The use according to claim 8 or 9, in crop protection.

11. A method for protecting seeds or germinating plants from pests, comprising the step of contacting the seeds with a compound of formula (I) according to claim 1 or 2 or with an agricultural chemical preparation according to any one of claims 3 to 5.