Heteroaryl-triazole compounds as pesticides

By developing novel heterocyclic triazole compounds, the shortcomings of existing pesticides and veterinary dewormers in terms of effectiveness, persistence, and cost have been addressed, providing more efficient and cost-effective pesticide and veterinary dewormer solutions.

JP7849295B2Active Publication Date: 2026-04-21BAYER AG
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Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
BAYER AG
Filing Date
2021-02-15
Publication Date
2026-04-21

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Abstract

The present invention relates to a compound of general formula (I) 1 , R 2 , R 3a , R 3b , R 4 and R 5 has the meaning given to it herein), formulations and compositions containing such compounds, and their use in controlling pests (which includes arthropods and insects) in plant protection and for controlling ectoparasites of animals. [Formula 1] TIFF2023513624000212.tif40164
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Description

[Technical Field]

[0001] The present invention relates to novel heteroaryl-triazole compounds, formulations and compositions containing such compounds, and their use in the control of animal pests (which include arthropods and insects) in plant protection and for the control of ectoparasites of animals. [Background technology]

[0002] Formula (I) [R 3b Certain heteroaryl-triazole compounds represented as [=hydrogen] are disclosed in WO2017 / 192385 with respect to their use in controlling ectoparasites in animals, and in WO2019 / 170626 and WO2019 / 215198 with respect to their use in controlling pests (including arthropods and insects) in the field of plant protection. Furthermore, patent applications WO2019 / 197468, WO2019 / 201835, WO2019 / 202077 and WO2019 / 206799 disclose certain heteroaryl-triazole compounds for use in controlling ectoparasites in animals, and for controlling pests (including arthropods and insects) in the field of plant protection. WO2020 / 002563, WO2020 / 053364, WO2020 / 053365, WO2020 / 079198, WO2020 / 094363, WO2020 / 169445, WO2020 / 182649, WO2020 / 188014, WO2020 / 188027, and WO2020 / 193341 describe azole-amide compounds, all of which can be used as insecticides.

[0003] Modern plant protection products and veterinary ectoparasite miticides must meet numerous requirements, such as potency, persistence, spectrum, and resistance-breaking properties. Toxicity issues and compatibility with other active compounds or formulation aids play a role, in addition to the cost of synthesizing the active compound. Furthermore, resistance can also arise. For all these reasons, the search for novel crop protection compositions or veterinary ectoparasite miticides is far from complete, and there is a constant demand for new compounds that possess improved properties, at least in individual aspects, compared to known compounds. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] WO2017 / 192385 [Patent Document 2] WO2019 / 170626 [Patent Document 3] WO2019 / 215198 [Patent Document 4] WO2019 / 197468 [Patent Document 5] WO2019 / 201835 [Patent Document 6] WO2019 / 202077 [Patent Document 7] WO2019 / 206799 [Patent Document 8] WO2020 / 002563 [Patent Document 9] WO2020 / 053364 [Patent Document 10] WO2020 / 053365 [Patent Document 11] WO2020 / 079198 [Patent Document 12] WO2020 / 094363 [Patent Document 13] WO2020 / 169445 [Patent Document 14] WO2020 / 182649 [Patent Document 15] WO2020 / 188014 [Patent Document 16] WO2020 / 188027 [Patent Document 17] WO2020 / 193341 [Overview of the Initiative] [Problems that the invention aims to solve]

[0005] The objective of the present invention was to provide compounds that expand the spectrum of pesticides in various contexts. [Means for solving the problem]

[0006] Therefore, the present invention relates to general formula (I) [ka] [In the formula (configuration 1-1): X is either O or S; Y is a CH2 that may be directly bonded or substituted; R 1 is hydrogen; C1-C6 alkyl [where the alkyl may be substituted with one substituent selected from -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3]; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 alkynyl; C2-C6 haloalkynyl; C3-C4 cycloalkyl-C1-C2 alkyl- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; oxetane-3-yl-CH2- or benzyl [where these may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, where the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that none of the substituents are present on any carbon adjacent to the carbon bonded to the C=X group, and at least 1 and up to 3 substituents are present. Hydroxyl, and in any case substituted C3-C6 cycloalkoxy, -OCO-C1-C3 alkyl, -OSO2-C1-C6 alkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, phenoxy and heterocyclyloxy; and, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkoxy, C1-C3 alkoxy, C2-C4 alkenyloxy and C2-C4 haloalkenyloxy [wherein the C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkoxy, C1-C3 alkoxy, C2-C4 alkenyloxy and C2-C4 haloalkenyloxy are, =O (oxo), =S (thiono), hydroxy, -CN, -COOH, -CSNH2, -NO2, -NH2, -SF5, -SiMe3; and, In any case, the following may be substituted: C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, -OCONH-C1-C6 alkyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -CONR 41 R 42 , -NR 42 COR 41 -CO2C1-C6alkyl, -C(=NOC1-C6alkyl)H, -C(=NOC1-C6alkyl)-C1-C6alkyl; and, Phenyl and heterocyclyl which may be substituted (where the heterocyclyl is selected from the group consisting of saturated and partially unsaturated 4- to 10-membered heterocyclyls, 5-membered heteroaryls, 6-membered heteroaryls, 9-membered heteroaryls and 10-membered heteroaryls); substituted with 1 to 3 substituents selected from the group consisting of; independently selected from group A consisting of; and, in the remaining 1 to 2 cases, the substituents are halogen, hydroxy, -NH2, -CN, SF5, -COOH, -CONH2, -NO2; and, in each case optionally substituted C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 haloalkylthio; each independently selected from group B consisting of; R 3a 、R 3b are hydrogen, halogen and -CN; and, C1-C6 alkyl [where the alkyl is optionally substituted with 1 to 3 substituents independently selected from the group consisting of halogen, hydroxy, -CN, -COOH, -CONH2, -NO2, -NH2, in each case optionally substituted C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, -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]; and, in each case optionally substituted C3-C6 cycloalkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl; and, benzyl [wherein the phenyl substituent may be substituted with 1 to 5 substituents independently selected from the group consisting of halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, and C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl and C1-C6 alkylsulfonyl, which may be substituted in any case]; and, Heterocyclyl-C1-C6 alkyl [wherein the heterocyclyl substituent is selected from the group consisting of 4-10 member saturated and partially unsaturated heterocyclyls, 5-membered heteroaryls, and 6-membered heteroaryls, where these may each be substituted with 1-3 substituents independently selected from the group consisting of halogens, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, and C1-C6 alkyls and C1-C6 alkoxys, which may be substituted in any case]; Independently selected from the group consisting of; Or, R 3a , R 3b Together with the carbon to which they are bonded, they form a C3-C6-carbocyclic or 3-6 membered heterocyclic ring system which may be substituted with halogens, -CN, or one or two substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, and C1-C6 haloalkoxy, which may be substituted in either case; R 4 is pyridine, pyrimidine, pyrazine, or pyridazine, where the pyridine, pyrimidine, pyrazine, or pyridazine is substituted with 2-3 substituents independently selected from the group consisting of halogens, hydroxyl, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, and C1-C3 alkoxy; Or, R 4 is pyridine, pyrimidine, pyrazine, or pyridazine, where the pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that at least 1 and up to 3 substituents are present. -CN, -COOH, -NO2, -SF5, -NH2, substituted C3-C4 cycloalkyls; and, C1-C3 alkyl and C1-C3 alkoxy [wherein these are all -NH2, -OH, -NO2, -CN, -SH, CO2C1-C4 alkyl, -CONH2, SF5, -SO2NH2, C3-C4 cycloalkyl, C2-C4 alkenyl, C5-C6 cycloalkenyl, C2-C4 alkynyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, N-C1-C4 alkanoylamino, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkenyloxy, C2-C4 alkynyloxy, C3-C4 cycloalkoxy, C5-C6 cycloalkenyloxy, C1-C4 alkoxycarbonyl, C2-C4 alkenyloxycarbonyl, C2-C4 alkynyloxycarbonyl, C6-,C 10 -,C 14 -Aryloxycarbonyl, C1-C4 alkanoyl, C2-C4 alkenylcarbonyl, C2-C4 alkynylcarbonyl, C6-,C 10 -,C 14 -Arylcarbonyl, C1-C4 alkylthio, C1-C4 haloalkylthio, C3-C4 cycloalkylthio, C2-C4 alkenylthio, C5-C6 cycloalkenylthio, 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 alkylphosphonyl, N-C1-C4 alkylaminocarbonyl, N,N-di-C1-C4 alkylaminocarbonyl, N-C1-C4 alkanoylaminocarbonyl, N-C1-C4 alkanoyl-N-C1-C4 alkylaminocarbonyl, C6-,C 10 -,C 14 -Aryl, C6-,C 10 -,C 14 -aryloxy, benzyl, benzyloxy, benzylthio, C6-,C 10 -,C 14 -arylthio, C6-,C 10-,C 14 -substituted with arylamino, benzylamino, heterocyclyl, heteroaryl and trialkylsilyl substituents, and substituents bonded via a double bond, such as 1 to 3 substituents independently selected from the group consisting of C1-C4 alkylidenes (e.g., methylidene or ethylidene), oxo groups, imino groups and substituted imino groups; and, In any case, substitutions may be made with -CO2-C1-C6 alkyl, C5-C6 cycloalkyl, C4-C6 alkyl, C4-C6 haloalkyl, C4-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylsulfanyl, C3-C6 cycloalkylsulfonyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C2-C4 alkenylsulfanyl, C2-C4 alkenylsulfonyl, C2-C4 alkenylsulfonyl, C2-C4 alkynylsulfanyl, C2-C4 alkynylsulfonyl, Phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S-C1-C6 alkylsulfinimidoyl, S-C3-C6 cycloalkylsulfinimidoyl, S-C2-C6 alkenylsulfinimidoyl, S-C2-C6 alkynylsulfinimidoyl, S-phenylsulfinimidoyl, S-C1-C6 alkylsulfonimidoyl, S-C3-C6 cycloalkylsulfonimidoyl, S-C2-C6 alkenylsulfonimidoyl, S-C2-C6 alkynylsulfonimidoyl, S-phenylsulfonimidoyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl, phenyl and 5-6 member heteroaryl; and, Substructures S1-S6 below: [ka] [Here, The bond to the pyridine, pyrimidine, pyrazine, or pyridazine is marked with a #, and Z is CO or CS, and Y 1 It is selected independently of CO or SO2; R 41 is hydrogen, or in either case, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, -C1-C6 alkyl-C3-C6 cycloalkyl, and phenyl, which may be substituted; R 42 is hydrogen, or in either case, a C1-C6 alkyl, C1-C6 haloalkyl, or C3-C6 cycloalkyl; R 43 [In any case, this is independently selected from C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, and phenyl, which may be substituted; Independently selected from group A consisting of; And, The substituents in the remaining 1-2 cases are: Halogens and hydroxyls; and, In any case, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, and C1-C6 alkoxy elements may be substituted; Each is independently selected from group B, which consists of; Or, R 4 is a 5-membered heteroaryl, where the heteroaryl is Halogens, hydroxyls, -CN, -COOH, -NO2, -SF5, -NH2; and, In any case, substitutions may be made with -CO2-C1-C6 alkyl, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylsulfanyl, C3-C6 cycloalkylsulfonyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C2-C4 alkenylsulfanyl, C2-C4 alkenylsulfinyl, C2-C4 alkenylsulfonyl, C2-C4 alkynylsulfanyl, C2-C4 alkynylsulfonyl, Phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S-C1-C6 alkylsulfinimidoyl, S-C3-C6 cycloalkylsulfinimidoyl, S-C2-C6 alkenylsulfinimidoyl, S-C2-C6 alkynylsulfinimidoyl, S-phenylsulfinimidoyl, S-C1-C6 alkylsulfonimidoyl, S-C3-C6 cycloalkylsulfonimidoyl, S-C2-C6 alkenylsulfonimidoyl, S-C2-C6 alkynylsulfonimidoyl, S-phenylsulfonimidoyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl, phenyl and 5-6 member heteroaryl; and, Substructures S1-S6 [where the bond to the 5-membered heteroaryl is marked with #, Z is CO or CS, and Y 1 [Selected independently from CO or SO2] They may be substituted with 1 to 3 substituents independently selected from the group consisting of; Or, R 4 This is a heterocyclic ring selected from the group consisting of 4-10 member saturated or partially unsaturated heterocyclyls, 9-membered heteroaryls, and 10-membered heteroaryls, where these are, respectively, Halogen, =O (oxo), =S (thiono), hydroxyl, -CN, -COOH, -SO2NH2, -CONH2, -CSNH2, -NO2, -SF5, -NH2; and, In any case, substitution may be made: -CO2-C1-C6 alkyl, 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 cycloalkylsulfanyl, C3-C6 cycloalkylsulfonyl, C3-C6 cycloalkylsulfonyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl, C1-C6 haloalkylsulfonyl, C2-C4 alkenylsulfanyl, C2-C4 alkenylsulfonyl, C2-C4 alkenylsulfonyl, C2-C4 alkynylsulfanyl, C2-C4 alkynylsulfinyl Lukinylsulfonyl, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S-C1-C6 alkylsulfinimidoyl, S-C3-C6 cycloalkylsulfinimidoyl, S-C2-C6 alkenylsulfinimidoyl, S-C2-C6 alkynylsulfinimidoyl, S-phenylsulfinimidoyl, S-C1-C6 alkylsulfonimidoyl, S-C3-C6 cycloalkylsulfonimidoyl, S-C2-C6 alkenylsulfonimidoyl, S-C2-C6 alkynylsulfonimidoyl, S-phenylsulfonimidoyl, -NH(C1-C6 alkyl), -N(C1-C6 alkyl)2, -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl, phenyl and 5-6 member heteroaryl; and, Substructures S1 and S6 [where the bond to the heterocyclic ring is denoted by #, and Z is CO or CS, and Y 1 [Selected independently from CO or SO2] They may be substituted with 1 to 3 substituents independently selected from the group consisting of; R 5 teeth, Hydrogen, halogens; and, In any case, the following may be substituted: C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, (C1-C6 alkoxy)2CH-, -CO2C1-C6 alkyl, -C(=NOC1-C6alkyl)H, -C(=NOC1-C6alkyl)-C1-C6 alkyl; and C1-C6 alkyl and C1-C6 haloalkyl [where the C1-C6 alkyl and C1-C6 haloalkyl are, Halogens, =O (oxo), =S (thiono), hydroxyl, -CN, -NO2, -SF5, -SiMe3; and, In either case, C3-C6 cycloalkyl, C1-C6 alkoxy, or C1-C6 haloalkoxy may be substituted; They may be substituted with 1 to 3 substituents independently selected from the group consisting of [the specified group]; Selected from the group consisting of: The present invention provides a compound represented by the following:

[0007] The present invention further includes general formula (I) [wherein (components 1-2), X is either O or S; Y is a CH2 that may be directly bonded or substituted; R 1 is hydrogen; C1-C6 alkyl [where the alkyl may be substituted with one substituent selected from -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3]; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 alkynyl; C2-C6 haloalkynyl; C3-C4 cycloalkyl-C1-C2 alkyl- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; oxetane-3-yl-CH2- or benzyl [where these may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, where the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that none of the substituents are present on any carbon adjacent to the carbon bonded to the C=X group, and at least 1 and up to 2 substituents are present. C3-C6 cycloalkoxy [where the cycloalkoxy is, Halogen, =O (oxo), -CN, [May be substituted with 1-2 substituents selected from the group consisting of C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 alkyl [where the alkyl is, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 alkylcarbonyl and C3-C6 cycloalkylcarbonyl [where C1-C6 alkylcarbonyl and C3-C6 cycloalkylcarbonyl are, Halogen, -CN, It may be substituted with one or two substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl. Or, C1-C6 alkoxy [where the alkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 haloalkyl [where the haloalkyl is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 haloalkoxy [where the haloalkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C2-C6 alkenyloxy [where the alkenyloxy is, Halogen, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 alkylSO2O-[where the alkylSO2O- is, Halogen, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, Phenyl-C1-C3 haloalkyl and phenyl-C1-C3 alkoxy [wherein phenyl is, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl. Or, Heterocyclyloxy and heterocyclyl-C1-C3 alkoxy [where the heterocyclyl is selected from the group consisting of saturated and partially unsaturated 4- to 6-membered heterocyclyls, 5-membered heteroaryls, and 6-membered heteroaryls, where these are, respectively, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl. Independently selected from the group consisting of; And, The substituents in the remaining cases are: Hydrogen, halogen, hydroxyl, -NH2, -CN, -NO2, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; Selected from the group consisting of; R 3a , R 3b teeth, Hydrogen, halogens and -CN; and, C1-C6 alkyl [wherein the alkyl is substituted with 1 to 3 substituents independently selected from the group consisting of halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, -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, which may be substituted in any of the cases]; and, In either case, C3-C6 cycloalkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl; and, benzyl [wherein the phenyl substituent may be substituted with 1 to 5 substituents independently selected from the group consisting of halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, and C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl and C1-C6 alkylsulfonyl, which may be substituted in any case]; and, Heterocyclyl-C1-C6 alkyl [wherein the heterocyclyl substituent is selected from the group consisting of 4-10 member saturated and partially unsaturated heterocyclyls, 5-membered heteroaryls, and 6-membered heteroaryls, where these may each be substituted with 1-3 substituents independently selected from the group consisting of halogens, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, and C1-C6 alkyls and C1-C6 alkoxys, which may be substituted in any case]; Independently selected from the group consisting of; Or, R 3a , R 3b Together with the carbon to which they are bonded, they form a C3-C6-carbocyclic or 3-6 membered heterocyclic ring system which may be substituted with halogens, -CN, or one or two substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, and C1-C6 haloalkoxy, which may be substituted in either case; R 4 The following substructures T1~T6: [ka] One of the following is selected, where the binding to the triazole is marked with a #; Here, X 1 This is the following substructure S4-a [ka] [Here, The binding to the pyridine, pyrimidine, pyrazine, or thiazole is marked with a #; R 41 is hydrogen, or in either case, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, -C1-C6 alkyl-C3-C6 cycloalkyl, and phenyl, which may be substituted; R 42 [These are hydrogen, or C1-C6 alkyl, C1-C6 haloalkyl, and C3-C6 cycloalkyl atoms which may be substituted in either case.] and; X 2 is -CN or X 1 and; R 5 teeth, Hydrogen, halogens; and, In either case, the following can be selected from the group: C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, (C1-C6 alkoxy)2CH-, -CO2C1-C6 alkyl, -C(=NOC1-C6alkyl)H, -C(=NOC1-C6alkyl)-C1-C6 alkyl. The present invention provides a compound represented by the following:

[0008] The compound represented by formula (I) further encompasses all existing diastereomers or enantiomers and E / Z isomers, as well as salts and N-oxides of the compound represented by formula (I), and their use for pest control.

[0009] The preferred definition of radicals for the formulas specified above and below is described below.

[0010] The present invention further includes general formula (I) [wherein (components 1-3), X is either O or S; Y is a CH2 that may be directly bonded or substituted; R 1 is hydrogen; C1-C6 alkyl [where the alkyl may be substituted with one substituent selected from -CN, -CONH2, -COOH, -NO2 and -Si(CH3)3]; C1-C6 haloalkyl; C2-C6 alkenyl; C2-C6 haloalkenyl; C2-C6 alkynyl; C2-C6 haloalkynyl; C3-C4 cycloalkyl-C1-C2 alkyl- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; oxetane-3-yl-CH2- or benzyl [where these may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2 is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, where the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that none of the substituents are present on any carbon adjacent to the carbon bonded to the C=X group, and at least 1 and up to 2 substituents are present. C3-C6 cycloalkoxy [where the cycloalkoxy is, Halogen, =O (oxo), -CN, [May be substituted with 1-2 substituents selected from the group consisting of C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 alkyl [where the alkyl is, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 alkylcarbonyl and C3-C6 cycloalkylcarbonyl [where C1-C6 alkylcarbonyl and C3-C6 cycloalkylcarbonyl are, Halogen, -CN, It may be substituted with one or two substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl. Or, C1-C6 alkoxy [where the alkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 haloalkyl [where the haloalkyl is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 haloalkoxy [where the haloalkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C2-C6 alkenyloxy [where the alkenyloxy is, Halogen, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, C1-C6 alkylSO2O-[where the alkylSO2O- is, Halogen, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl]; Or, Phenyl-C1-C3 haloalkyl and phenyl-C1-C3 alkoxy [wherein phenyl is, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl. Or, Heterocyclyloxy and heterocyclyl-C1-C3 alkoxy [where the heterocyclyl is selected from the group consisting of saturated and partially unsaturated 4- to 6-membered heterocyclyls, 5-membered heteroaryls, and 6-membered heteroaryls, where these are, respectively, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, and C3-C6 cycloalkylsulfonyl. Independently selected from the group consisting of; And, The substituents in the remaining cases are: Hydrogen, halogen, hydroxyl, -NH2, -CN, -NO2, C1-C3 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; Selected from the group consisting of; R 3a , R 3b teeth, Hydrogen, halogens and -CN; and, C1-C6 alkyl [wherein the alkyl is substituted with 1 to 3 substituents independently selected from the group consisting of halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, -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, which may be substituted in any of the cases]; and, In either case, C3-C6 cycloalkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl; and, benzyl [wherein the phenyl substituent may be substituted with 1 to 5 substituents independently selected from the group consisting of halogen, hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, -SF5, and C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl and C1-C6 alkylsulfonyl, which may be substituted in any case]; and, Heterocyclyl-C1-C6 alkyl [wherein the heterocyclyl substituent is selected from the group consisting of 4-10 member saturated and partially unsaturated heterocyclyls, 5-membered heteroaryls, and 6-membered heteroaryls, where these may each be substituted with 1-3 substituents independently selected from the group consisting of halogens, =O (oxo), hydroxyl, -CN, -COOH, -CONH2, -NO2, -NH2, and C1-C6 alkyls and C1-C6 alkoxys, which may be substituted in any case]; Independently selected from the group consisting of; Or, R 3a , R 3b Together with the carbon to which they are bonded, they form a C3-C6-carbocyclic or 3-6 membered heterocyclic ring system which may be substituted with halogens, -CN, or one or two substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, and C1-C6 haloalkoxy, which may be substituted in either case; R 4 The following substructures T1~T6: [ka] One of the following is selected, where the binding to the triazole is marked with a #; Here, X 1 This is the following substructure S4-a [ka] [Here, The binding to the pyridine, pyrimidine, pyrazine, or thiazole is marked with a #; R 41 is hydrogen, or in either case, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, -C1-C6 alkyl-C3-C6 cycloalkyl, and phenyl, which may be substituted; R 42 [These are hydrogen, or C1-C6 alkyl, C1-C6 haloalkyl, and C3-C6 cycloalkyl atoms which may be substituted in either case.] and; X 2 is -CN or X 1 and; R 5 teeth, Hydrogen, halogens; and, In either case, the following can be selected from the group: C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, (C1-C6 alkoxy)2CH-, -CO2C1-C6 alkyl, -C(=NOC1-C6alkyl)H, -C(=NOC1-C6alkyl)-C1-C6 alkyl. The present invention provides a compound represented by the following:

[0011] The compound represented by formula (I) further encompasses all existing diastereomers or enantiomers and E / Z isomers, as well as salts and N-oxides of the compound represented by formula (I), and their use for pest control.

[0012] The preferred definition of radicals for the formulas specified above and below is described below. [Modes for carrying out the invention]

[0013] What is preferable is (Configuration 2-1), formula (I) [wherein, X is either O or S; Y is either a direct bond or CH2; R 1 is hydrogen; C1-C3 alkyl [where the alkyl may be substituted with one substituent selected from -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- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; oxetane-3-yl-CH2-; or benzyl [where the benzyl may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, where the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that none of the substituents are present on any carbon adjacent to the carbon bonded to the C=X group, and at least 1 and up to 2 substituents are present. Hydroxy, and C3-C6 cycloalkoxy, -OCO-C1-C3 alkyl, -OSO2-C1-C4 alkyl, C2-C4 alkenyl, C2-C4 haloalkenyl; and, Phenoxy and heterocyclyloxy [wherein the heterocyclyl is selected from the group consisting of saturated and partially unsaturated 4-6 membered heterocyclyls, 5-membered heteroaryls, and 6-membered heteroaryls, and the phenoxy or heterocyclyloxy may be substituted with 1-2 substituents independently selected from the group consisting of halogens, -CN, C1-C3 alkyls, and C1-C3 haloalkyls]; and, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkoxy, C1-C3 alkoxy, C2-C4 alkenyloxy and C2-C4 haloalkenyloxy [wherein the C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkoxy, C1-C3 alkoxy, C2-C4 alkenyloxy and C2-C4 haloalkenyloxy are, Halogens, =O (oxo), =S (thiono), hydroxyl, -CN, -COOH, -CSNH2, -NO2, -NH2, -SF5, -SiMe3, and C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C3-C6 cycloalkylkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, -OCONH-C1-C4 alkyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -CONR 41 R 42 , -NR42 COR 41 [substituted with 1 to 3 substituents selected from the group consisting of -CO2C1-C4alkyl, -C(=NOC1-C4alkyl)H, and -C(=NOC1-C4alkyl)-C1-C4alkyl]; and, Phenyl-C1-C3 alkyl, phenyl-C1-C3 haloalkyl, phenyl-C1-C3 haloalkoxy, phenyl-C1-C3 alkoxy, heterocyclyl-C1-C3 alkyl, heterocyclyl-C1-C3 haloalkyl, heterocyclyl-C1-C3 haloalkoxy, heterocyclyl-C1-C3 alkoxy [wherein the heterocyclyl is selected from the group consisting of saturated and partially unsaturated 5-6 membered heterocyclyl, 5-membered heteroaryl, and 6-membered heteroaryl, and wherein the phenyl or heterocyclyl is substituted with 1 to 3 substituents independently selected from the group consisting of halogen, =O (oxo), -CN, C1-C4 alkyl, C3-C4 cycloalkyl, C1-C4 haloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy]; Independently selected from group A consisting of; And, The substituents in the remaining 1-2 cases are: Halogens, -CN, SF5-NO2, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy and C1-C3 haloalkylthio; Each is independently selected from group B, which consists of; R 3a , R 3b teeth, Hydrogen, halogens and -CN; and, C1-C4 alkyl [wherein the alkyl may be substituted with 1 to 3 substituents independently selected from the group consisting of hydroxy, -CN, -COOH, -CONH2, -NO2, -NH2, C1-C4 alkyl, C3-C6 cycloalkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, and C1-C4 haloalkylsulfonyl]; and, C3-C6 cycloalkyl [wherein the cycloalkyl may be substituted with 1-2 substituents selected from the group consisting of halogen, -CN, -COOH, -CONH2, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy]; and, C1-C4 haloalkyl [wherein the haloalkyl may be substituted with 1-2 substituents selected from the group consisting of hydroxyl, -CN, C3-C6 cycloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy]; Independently selected from the group consisting of; R 4 is pyridine, pyrimidine, pyrazine, or pyridazine, where said pyridine, pyrimidine, pyrazine, or pyridazine, It is substituted with 2-3 substituents independently selected from the group consisting of halogens, hydroxyls, C1-C3 alkyls, C3-C4 cycloalkyls, C1-C3 haloalkyls, and C1-C3 alkoxys; Or, R 4 is pyridine, pyrimidine, pyrazine, or pyridazine, where the pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that at least 1 and up to 2 substituents are present. -CN, -COOH, -NO2, -SF5, -NH2, substituted C3-C4 cycloalkyls; and, C1-C3 alkyl and C1-C3 alkoxy [wherein these are all -CN, -CO2C1-C4 alkyl, -CONH2, SF5, -SO2NH2, C3-C4 cycloalkyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, N-C1-C4 alkanoylamino, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkoxycarbonyl, C6-,C 10 -,C 14 -Aryloxycarbonyl, C1-C4 alkanoyl, C1-C4 alkylthio, C1-C4 haloalkylthio, C3-C4 cycloalkylthio, C1-C4 alkylsulfinyl, C1-C4 haloalkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylsulfonyl, -SO2-NH(C1-C4 alkyl), -SO2-N(C1-C4 alkyl)2, N-C1-C4 alkylaminocarbonyl, N,N-di-C [Substituted with 1-C4 alkylaminocarbonyl, N-C1-C4 alkanoylaminocarbonyl, N-C1-C4 alkanoyl-N-C1-C4 alkylaminocarbonyl, heterocyclyl, heteroaryl, and substituents linked via a double bond, such as 1-2 substituents independently selected from the group consisting of C1-C4 alkylidenes (e.g., methylidene or ethylidene), oxo groups, imino groups, and substituted imino groups.] ; and, -CO2-C1-C4 alkyl, C4-C6 haloalkyl, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C3-C6 cycloalkylsulfanyl, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; and, Phenyl and 5- to 6-membered heteroaryl [wherein the phenyl or 5- to 6-membered heteroaryl is substituted with 1 to 3 substituents independently selected from the group consisting of halogen, -CN, and in each case optionally substituted C1-C4 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl]; and, The following substructures S1 to S6: [Chemical formula] [wherein, The bond to the pyridine, pyrimidine, pyrazine or pyridazine is marked with #, and Z is CO or CS, and Y 1 is independently selected from CO or SO2; R 41 is hydrogen, or in each case optionally substituted C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C1-C4 alkyl-C3-C6 cycloalkyl and phenyl; R 42 is hydrogen, and in each case optionally substituted C1-C4 alkyl, C1-C4 haloalkyl and C3-C6 cycloalkyl; R 43 is independently selected from in each case optionally substituted C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl and phenyl]; is independently selected from the group A consisting of; and, The remaining 1 to 2 optional substituents are halogen and hydroxy; and, C1-C4 alkyl, C3-C6 cycloalkyl, C1-C4 haloalkyl and C1-C4 alkoxy; Each is independently selected from group B, which consists of; Or, R 4 is a 5-membered heteroaryl, where the heteroaryl is Halogens, hydroxyls, -CN, -COOH, -NO2, -SF5, -NH2; and, -CO2-C1-C4 alkyl, C1-C4 alkyl, C3-C6 cycloalkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C3-C6 cycloalkylsulfanyl, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl; and, Phenyl and 5-6 membered heteroaryl [wherein the phenyl or 5-6 membered heteroaryl is a halogen, -CN, and in any case substituted C1-C4 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; and, Substructures S1-S6 [where the bond to the 5-membered heteroaryl is marked with #, Z is CO or CS, and Y 1 [Selected independently from CO or SO2] They may be substituted with 1 to 3 substituents independently selected from the group consisting of; R 5 teeth, Hydrogen, halogens; and, C3-C6 cycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, (C1-C4 alkoxy)2CH-, -CO2C1-C4 alkyl, -C(=NOC1-C4alkyl)H, -C(=NOC1-C4alkyl)-C1-C4 alkyl; and, C1-C4 alkyl and C1-C4 haloalkyl [wherein the C1-C4 alkyl and C1-C4 haloalkyl are, Halogens, =O (oxo), =S (thiono), hydroxyl, -CN, -NO2, -SF5, -SiMe3; and, In either case, C3-C6 cycloalkyl, C1-C6 alkoxy, or C1-C6 haloalkoxy may be substituted; [May be substituted with 1 to 3 substituents selected from the group consisting of ] Selected from the group consisting of: It is a compound represented by [formula].

[0014] What is preferable is (Construction 2-2), and furthermore, equation (I) [in the equation, X is either O or S; Y is either a direct bond or CH2; R 1 is hydrogen; C1-C3 alkyl [where the alkyl may be substituted with one substituent selected from -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- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; oxetane-3-yl-CH2-; or benzyl [where the benzyl may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, where the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that none of the substituents are present on any carbon adjacent to the carbon bonded to the C=X group, and at least 1 and up to 2 substituents are present. C3-C6 cycloalkoxy [where the cycloalkoxy is, Halogen, =O (oxo), -CN, [May be substituted with 1-2 substituents selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkyl [where the alkyl is, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkylcarbonyl and C3-C6 cycloalkylcarbonyl [wherein the C1-C3 alkylcarbonyl and C3-C6 cycloalkylcarbonyl are, Halogen, -CN, It may be substituted with one or two substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl. Or, C1-C3 alkoxy [where the alkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkyl [where the haloalkyl is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkoxy [where the haloalkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C2-C4 alkenyloxy [where the alkenyloxy is, Halogen, -CN, and substituted with 1 to 2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; or, C1-C3 alkyl SO2O-[where the alkyl SO2O- is halogen, -CN, and substituted with 1 to 2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; or, phenyl-C1-C3 haloalkyl and phenyl-C1-C3 alkoxy [where the phenyl is halogen, -CN, substituted optionally with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; or, heterocyclyloxy and heterocyclyl-C1-C3 alkoxy [where the heterocyclyl is selected from the group consisting of saturated and partially unsaturated 4- to 6-membered heterocyclyl, 5-membered heteroaryl, and 6-membered heteroaryl, where each of these is halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl. Independently selected from the group consisting of; And, The substituents in the remaining cases are: Hydrogen, halogen, hydroxyl, -NH2, -CN, -NO2, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; Selected from the group consisting of; R 3a , R 3b teeth, Hydrogen, halogens and -CN; and, C1-C4 alkyl [wherein the alkyl may be substituted with 1 to 3 substituents independently selected from the group consisting of hydroxy, halogen-CN, -COOH, -CONH2, -NO2, -NH2, C1-C4 alkyl, C3-C6 cycloalkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, and C1-C4 haloalkylsulfonyl]; and, C3-C6 cycloalkyl [wherein the cycloalkyl may be substituted with 1 to 2 substituents selected from the group consisting of halogen, -CN, -COOH, -CONH2, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy]; and, C1-C4 haloalkyl [wherein the haloalkyl may be substituted with 1 to 2 substituents selected from the group consisting of hydroxy, -CN, C3-C6 cycloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy]; is independently selected from the group consisting of; R 4 is one of the following substructures T1 to T6:

Chemical formula

Chemical formula

[0015] What is preferable is (Construction 2-3), and furthermore, equation (I) [wherein, X is either O or S; Y is either a direct bond or CH2; R 1 is hydrogen; C1-C3 alkyl [where the alkyl may be substituted with one substituent selected from -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- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; oxetane-3-yl-CH2-; or benzyl [where the benzyl may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2 is phenyl, pyridine, pyrimidine, pyrazine, or pyridazine, where the phenyl, pyridine, pyrimidine, pyrazine, or pyridazine is substituted with a total of 1 to 3 substituents, provided that none of the substituents are present on any carbon adjacent to the carbon bonded to the C=X group, and at least 1 and up to 2 substituents are present. C3-C6 cycloalkoxy [where the cycloalkoxy is, Halogen, =O (oxo), -CN, [May be substituted with 1-2 substituents selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkyl [where the alkyl is, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkylcarbonyl and C3-C6 cycloalkylcarbonyl [wherein the C1-C3 alkylcarbonyl and C3-C6 cycloalkylcarbonyl are, Halogen, -CN, It may be substituted with one or two substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl. Or, C1-C3 alkoxy [where the alkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkyl [where the haloalkyl is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkoxy [where the haloalkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C2-C4 alkenyloxy [where the alkenyloxy is, Halogen, -CN, and [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkylSO2O-[where the alkylSO2O- is, Halogen, -CN, and [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, Phenyl-C1-C3 haloalkyl and phenyl-C1-C3 alkoxy [wherein phenyl is, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl. Or, Heterocyclyloxy and heterocyclyl-C1-C3 alkoxy [where the heterocyclyl is selected from the group consisting of saturated and partially unsaturated 4- to 6-membered heterocyclyls, 5-membered heteroaryls, and 6-membered heteroaryls, where these are, respectively, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl. Independently selected from the group consisting of; And, The substituents in the remaining cases are: Hydrogen, halogen, hydroxyl, -NH2, -CN, -NO2, C1-C3 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; Selected from the group consisting of; R 3a , R 3b teeth, Hydrogen, halogens and -CN; and, C1-C4 alkyl [wherein the alkyl may be substituted with 1 to 3 substituents independently selected from the group consisting of hydroxy, halogen-CN, -COOH, -CONH2, -NO2, -NH2, C1-C4 alkyl, C3-C6 cycloalkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, and C1-C4 haloalkylsulfonyl]; and, C3-C6 cycloalkyl [wherein the cycloalkyl may be substituted with 1-2 substituents selected from the group consisting of halogen, -CN, -COOH, -CONH2, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy]; and, C1-C4 haloalkyl [wherein the haloalkyl may be substituted with 1-2 substituents selected from the group consisting of hydroxyl, -CN, C3-C6 cycloalkyl, C1-C4 alkoxy, and C1-C4 haloalkoxy]; Independently selected from the group consisting of; R 4 The following substructures T1~T6: [ka] selected from one of them, where the bond to the triazole is marked with #; where X 1 is the following substructure S4-a [Chemical formula] [where the bond to the pyridine, pyrimidine, pyrazine or thiazole is marked with #; R 41 is hydrogen, or C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C1-C4 alkyl-C3-C6 cycloalkyl and phenyl which may be substituted in any case; R 42 is hydrogen, and C1-C4 alkyl, C1-C4 haloalkyl and C3-C6 cycloalkyl which may be substituted in any case] is; X 2 is -CN or X 1 is; R 5 is hydrogen, halogen; and selected from the group of C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, (C1-C4 alkoxy)2CH-, -CO2C1-C4 alkyl, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl) is a compound represented by.

[0016] What is even more preferable is (Configuration 3-1), formula (I) [where X is O or S; Y is a direct bond; R 1is hydrogen; C1-C3 alkyl [where the alkyl may be substituted with one substituent selected from -CN, -NO2 and -Si(CH3)3]; C3-C4 cycloalkyl-C1-C2 alkyl- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; or benzyl [where the benzyl may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2 is phenyl or pyridine, where the phenyl or pyridine may be substituted with 1 or 2 substituents, provided that the substituents are not located on any carbon adjacent to the carbon bonded to the C=X group, and that there are at least 1 and up to 2 substituents. Hydroxy, and C3-C6 cycloalkoxy, -OCO-C1-C3 alkyl, -OSO2-C1-C3 alkyl, C2-C4 alkenyl, C2-C4 haloalkenyl; and, Phenoxy [wherein the phenoxy may be substituted with 1-2 substituents independently selected from the group consisting of halogens, -CN, C1-C3 alkyl and C1-C3 haloalkyl]; and, Heterocyclyloxy [wherein the heterocyclyl is selected from the group consisting of saturated 4-6 membered heterocyclyls containing one oxygen atom]; and, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkoxy, C1-C3 alkoxy, C2-C4 alkenyloxy and C2-C4 haloalkenyloxy [wherein the C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkoxy, C1-C3 alkoxy, C2-C4 alkenyloxy and C2-C4 haloalkenyloxy are, Halogen, =O (oxo), -CN; and, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; and, Phenyl-C1-C3 haloalkyl, phenyl-C1-C3 alkoxy, and heterocyclyl-C1-C3 alkyl [wherein the heterocyclyl is selected from the group consisting of pyrazolyl, triazolyl, and tetrazolyl, and the phenyl or heterocyclyl may be substituted with 1 to 3 substituents independently selected from the group consisting of halogen, =O (oxo), -CN, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, and C1-C3 haloalkoxy]; and, Heterocyclyl-C1-C3 alkoxy [wherein the heterocyclyl is selected from the group consisting of saturated 4-6 membered heterocyclyls containing one oxygen atom]; Independently selected from group A consisting of; And, The substituents in the remaining cases are: Halogen, hydroxyl, -NH2, -CN, SF5, -COOH, -CONH2, -NO2, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy and C1-C3 haloalkylthio; Selected from group B consisting of; R 3a , R 3b is hydrogen; C1-C3 alkyl [wherein the alkyl may be substituted with 1 to 3 substituents independently selected from the group consisting of halogen, -CN, C3-C4 cycloalkyl and C1-C3 alkoxy]; C3-C4 cycloalkyl; independently selected from the group consisting of C1-C3 haloalkyl; R 4is pyridine, pyrimidine, pyrazine, or thiazole, where the pyridine, pyrimidine, pyrazine, or thiazole is substituted with a total of 1 to 2 substituents, wherein 1 substituent is -CN, -NO2, -NH2, substituted C3-C4 cycloalkyl, C1-C4 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylsulfanyl, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, -CO2C1-C3alkyl, -C(=NOC1-C3alkyl)H, -C(=NOC1-C3alkyl)-C1-C3alkyl; and The following substructures S1, S2, S4 and S5: [ka] [Here, The binding to the pyridine, pyrimidine, pyrazine, pyridazine, or thiazole is marked with a #, and Z is CO or CS. Selected from group A consisting of; And, The substituents in the remaining cases are: Halogen, -CN; and, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C3-C4 cycloalkylsulfanyl, C3-C4 cycloalkylsulfonyl; Selected from group B consisting of; R 41 These are hydrogen, C1-C3 alkyl, C1-C3 haloalkyl, and C3-C4 cycloalkyl; R 42These are hydrogen, C1-C3 alkyl, and C1-C3 haloalkyl; R 43 These are C1-C3 alkyl, C1-C3 haloalkyl, and C3-C4 cycloalkyl; R 5 [These are hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, or C1-C3 alkoxy.] It is a compound represented by [formula].

[0017] Similarly, even more preferable is (Configuration 3-2), formula (I) [wherein, X is either O or S; Y is a direct bond; R 1 is hydrogen; C1-C3 alkyl [where the alkyl may be substituted with one substituent selected from -CN, -NO2 and -Si(CH3)3]; C3-C4 cycloalkyl-C1-C2 alkyl- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; or benzyl [where the benzyl may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2 is phenyl or pyridine, where the phenyl or pyridine is substituted with 1 to 2 substituents, provided that the substituents are not located on any carbon adjacent to the carbon bonded to the C=X group, and that there are at least 1 and at most 2 substituents. C3-C6 cycloalkoxy [where the cycloalkoxy is, It may be substituted with one or two substituents selected from the group consisting of halogens, -CN, and C1-C3 alkyl groups. Or, C1-C3 alkyl [where the alkyl is, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkylcarbonyl and C3-C4 cycloalkylcarbonyl [wherein the alkylcarbonyl and cycloalkylcarbonyl are, Halogen, -CN, [May be substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl and C3-C4 halocycloalkyl groups]; Or, C1-C3 alkoxy [where the alkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkyl [where the haloalkyl is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkoxy [where the haloalkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C2-C4 alkenyloxy [where the alkenyloxy is, Halogen, -CN, and [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkylSO2O-[where the alkylSO2O- is, Halogen, -CN, and [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, Phenyl-C1-C3 haloalkyl and phenyl-C1-C3 alkoxy [wherein phenyl is, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, and C1-C3 haloalkoxy; Or, Heterocyclyloxy and heterocyclyl-C1-C3 alkoxy [where the heterocyclyl is selected from the group consisting of saturated 4-6 membered heterocyclyls containing one oxygen atom, and the heterocyclylphenyl is, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, and C1-C3 haloalkoxy; Independently selected from the group consisting of; And, The substituents in the remaining cases are: Hydrogen, halogen, hydroxyl, -NH2, -CN, -NO2, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; Selected from the group consisting of; R 3a , R 3b is independently selected from the group consisting of hydrogen; C1-C3 alkyl [wherein the alkyl may be substituted with 1 to 3 substituents independently selected from the group consisting of halogen, -CN, C3-C4 cycloalkyl, C1-C3 alkoxy, and C1-C3 haloalkyl]; R 4 The following substructures T1~T6: [ka] One of the following is selected, where the binding to the triazole is marked with a #; Here, X 1 This is the following substructure S4-a [ka] [Here, The binding to the pyridine, pyrimidine, pyrazine, or thiazole is marked with a #; R 41 These are hydrogen, C1-C3 alkyl, C1-C3 cyanoalkyl, C1-C3 haloalkyl, and C3-C4 cycloalkyl; R 42 These are hydrogen, C1-C3 alkyl, and C1-C3 haloalkyl. and; X 2 is -CN or X 1 and; R 5 [These are hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, or C1-C3 alkoxy.] It is a compound represented by [formula].

[0018] Similarly, even more preferable is (Configuration 3-3), formula (I) [wherein, X is either O or S; Y is a direct bond; R 1 is hydrogen; C1-C3 alkyl [where the alkyl may be substituted with one substituent selected from -CN, -NO2 and -Si(CH3)3]; C3-C4 cycloalkyl-C1-C2 alkyl- [where the C3-C4 cycloalkyl may be substituted with one or two halogen atoms]; or benzyl [where the benzyl may be substituted with a halogen atom or a C1-C3 haloalkyl]; R 2 is phenyl or pyridine, where the phenyl or pyridine is substituted with 1 to 2 substituents, provided that the substituents are not located on any carbon adjacent to the carbon bonded to the C=X group, and that there are at least 1 and at most 2 substituents. C3-C6 cycloalkoxy [where the cycloalkoxy is, It may be substituted with one or two substituents selected from the group consisting of halogens, -CN, and C1-C3 alkyl groups. Or, C1-C3 alkyl [where the alkyl is, -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkylcarbonyl and C3-C4 cycloalkylcarbonyl [wherein the alkylcarbonyl and cycloalkylcarbonyl are, Halogen, -CN, [May be substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl and C3-C4 halocycloalkyl groups]; Or, C1-C3 alkoxy [where the alkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkyl [where the haloalkyl is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 haloalkoxy [where the haloalkoxy is, =O(oxo), -CN, [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C2-C4 alkenyloxy [where the alkenyloxy is, Halogen, -CN, and [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, C1-C3 alkylSO2O-[where the alkylSO2O- is, Halogen, -CN, and [Substituted with 1-2 substituents selected from the group consisting of C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, and C3-C4 cycloalkylsulfonyl]; Or, Phenyl-C1-C3 haloalkyl and phenyl-C1-C3 alkoxy [wherein phenyl is, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, and C1-C3 haloalkoxy; Or, Heterocyclyloxy and heterocyclyl-C1-C3 alkoxy [where the heterocyclyl is selected from the group consisting of saturated 4-6 membered heterocyclyls containing one oxygen atom, and the heterocyclylphenyl is, Halogen, -CN, It may be substituted with 1 to 3 substituents independently selected from the group consisting of C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, and C1-C3 haloalkoxy; Independently selected from the group consisting of; And, The substituents in the remaining cases are: Hydrogen, halogen, hydroxyl, -NH2, -CN, -NO2, C1-C3 alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C4 cycloalkylkylthio, C3-C4 cycloalkylsulfinyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl and C1-C3 haloalkylsulfonyl; Selected from the group consisting of; R 3a , R 3b is independently selected from the group consisting of hydrogen; C1-C3 alkyl [wherein the alkyl may be substituted with 1 to 3 substituents independently selected from the group consisting of halogen, -CN, C3-C4 cycloalkyl, C1-C3 alkoxy, and C1-C3 haloalkyl]; R 4 The following substructures T1~T6: [ka] One of the following is selected, where the binding to the triazole is marked with a #; Here, X 1 This is the following substructure S4-a [ka] [Here, The binding to the pyridine, pyrimidine, pyrazine, or thiazole is marked with a #; R 41 These are hydrogen, C1-C3 alkyl, C1-C3 cyanoalkyl, C1-C3 haloalkyl, and C3-C4 cycloalkyl; R 42 These are hydrogen, C1-C3 alkyl, and C1-C3 haloalkyl. and; X 2 is -CN or X 1 and; R 5 [These are hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, or C1-C3 alkoxy.] It is a compound represented by [formula].

[0019] What is particularly preferable is (Construction 4-1) is Equation (I) [wherein, X is O; Y is a direct bond; R 1 is hydrogen; R 2 The following is a substructure Q1: [ka] [Here, the bond to the C=X- group is marked with a '#'.] Selected from; R 21 teeth, Hydroxy, cyanomethyl, 1-cyanoethyl, 2-cyanopropan-2-yl, cyclopropyl(difluoromethyl), (methylsulfanyl)methyl, (methylsulfinyl)methyl, (methylsulfonyl)methyl, 2-ethoxy-1,1-difluoro-2-oxo-ethyl, (methylsulfanyl)methoxy, (methylsulfinyl)methoxy, (methylsulfonyl)methoxy, 1-cyano-1-methylethoxy, oxetane-3-yloxy, tetrahydro-2H-pyran-4-yloxy, tetrahydro-2H-pyran-4-ylmethoxy, (3,3-dichloro (Propa-2-en-1-yl)oxy, (2,3,3-trichloropropa-2-en-1-yl)oxy, (2,2-difluorocyclopropyl)methoxy, (2,2-dichlorocyclopropyl)methoxy, (1,2,2-trichlorocyclopropyl)methoxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclopropylmethoxy, 2,2-dichlorovinyl, (3,4-dimethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-yl)methyl, acetoxy, cyclopropylcarbonyl, methanesulfonyloxy; or, Benzyloxy, 1-phenylethoxy, phenoxy, pyrazole-1-ylmethyl, or difluoro(phenyl)methyl [wherein the benzyloxy, 1-phenylethoxy, phenoxy, pyrazole-1-ylmethyl, or difluoro(phenyl)methyl may be substituted with one substituent selected from the group consisting of halogens, CN, C1-C3 alkyl, and C1-C3 haloalkyl]; R 22 These are hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, difluoromethyl, trifluoromethyl, difluoromethoxy, or trifluoromethoxy; R 3a is hydrogen; R 3b is selected from the group consisting of hydrogen and methyl; R 4 The following are substructures S50, S51 and S52: [ka] [Here, the binding to the triazole is marked with a '#'.] Selected from one of the following; X 41 -CN and -CONR 41 R 42 Selected from; X 42 -CN and -CONR 41 R 42 Selected from; X 43 -CN, -NO2 and -CONR 41 R 42 Selected from; R 41 These are hydrogen, methyl, ethyl, or cyclopropyl; R 42 is hydrogen, methyl, or ethyl; R 5 [These are hydrogen, methyl, ethyl, cyclopropyl, methoxy, or ethoxy.] It is a compound represented by [formula].

[0020] Similarly, particularly preferred is (Configuration 4-2), formula (I) [wherein, X is O; Y is a direct bond; R 1 is hydrogen; R 2 The following are substructures Q1 and Q2: [ka] [Here, the bond to the C=X- group is marked with a '#'.] Selected from; Here, R 21These are cyclopropyl oxy, (2,2-dichlorocyclopropyl)oxy, cyanomethyl, 2-cyanopropan-2-yl, cyclopropyl(difluoromethyl), 2-cyanopropan-2-yloxy, cyclopropyl methoxy, (2,2-difluorocyclopropyl)methoxy, (2,2-dichlorocyclopropyl)methoxy, (3,3-dichloropropa-2-en-1-yl)oxy, and (2,3,3-trichloropropa-2-en-1-yl)oxy; R 22 These are hydrogen, fluorine, chlorine, bromine, iodine, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, methylsulfonyl, difluoromethylsulfonyl, or trifluoromethylsulfonyl; R 3a is hydrogen; R 3b is hydrogen or methyl; R 4 The following substructures T1~T6: [ka] [Here, the binding to the triazole is marked with a '#'.] Selected from one of the following; Here, X 1 The following is a substructure S4-a: [ka] [Here, The binding to the pyridine, pyrimidine, pyrazine, or thiazole is marked with a #; R 41 These are hydrogen, methyl, ethyl, or cyclopropyl; R 42 [These are hydrogen, methyl, or ethyl.] and; X 2 is -CN or X 1 and; R 5 [These are hydrogen, methyl, ethyl, or cyclopropyl.] It is a compound represented by [formula].

[0021] Similarly, particularly preferred is (Configuration 4-3), formula (I) [wherein, X is O; Y is a direct bond; R 1 is hydrogen; R 2 The following are substructures Q1 and Q2: [ka] [Here, the bond to the C=X- group is marked with a '#'.] Selected from; Here, R 21 These are cyclopropyl oxy, (2,2-dichlorocyclopropyl)oxy, cyanomethyl, 2-cyanopropan-2-yl, cyclopropyl (difluoromethyl), cyclopropylcarbonyl, 2-cyanopropan-2-yloxy, cyclopropyl methoxy, (2,2-difluorocyclopropyl)methoxy, (2,2-dichlorocyclopropyl)methoxy, (3,3-dichloropropa-2-en-1-yl)oxy, (2,3,3-trichloropropa-2-en-1-yl)oxy, difluoro-(4-fluorophenyl)methyl; R 22 These are hydrogen, fluorine, chlorine, bromine, iodine, cyclopropyl, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, methylsulfonyl, difluoromethylsulfonyl, or trifluoromethylsulfonyl; R 3a is hydrogen; R 3b is hydrogen or methyl; R 4 The following substructures T1~T6: [ka] [Here, the binding to the triazole is marked with a '#'.] Selected from one of the following; Here, X1 The following is a substructure S4-a: [ka] [Here, The binding to the pyridine, pyrimidine, pyrazine, or thiazole is marked with a #; R 41 These are hydrogen, methyl, ethyl, or cyclopropyl; R 42 [These are hydrogen, methyl, or ethyl.] and; X 2 is -CN or X 1 and; R 5 [These are hydrogen, methyl, ethyl, or cyclopropyl.] It is a compound represented by [formula].

[0022] What is extremely preferable is (Configuration 5-1), formula (I) [wherein, X is O; Y is a direct bond; R 1 is hydrogen; R 2These are 3-(1-cyanoethyl)phenyl, 3-(2,3,3-trichloroallyloxy)-5-(trifluoromethyl)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethoxy)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethyl)phenyl, 3-(2-cyanopropan-2-yl)-5-isopropylphenyl, 3-(3,3-dichloroallyloxy)-5-(trifluoromethyl)phenyl, 3-(cyanomethyl)-5-fluorophenyl, 3-(cyanomethyl)phenyl, 3-(cyclo Propylmethoxy)-5-methylphenyl, 3-(methylsulfinylmethoxy)-5-(trifluoromethyl)phenyl, 3-(oxan-4-ylmethoxy)-5-(trifluoromethyl)phenyl, 3-(oxan-4-yloxy)-5-(trifluoromethyl)phenyl, 3-[(2,2-dichlorocyclopropyl)methoxy]-5-(trifluoromethyl)phenyl, 3-[(2-chlorophenyl)methoxy]-5-(trifluoromethyl)phenyl, 3-[(3-chlorophenyl)methoxy]-5-(trifluoromethyl)phenyl, 3-[(4-chlorophenyl)methoxy]-5-(trifluoromethyl)phenyl, 3-[1-(2-chlorophenyl)ethoxy]-5-(trifluoromethyl)phenyl, 3-[1-(3-chlorophenyl)ethoxy]-5-(trifluoromethyl)phenyl, 3-[1-(4-chlorophenyl)ethoxy]-5-(trifluoromethyl)phenyl, 3-acetyloxy-5-chlorophenyl, 3-benzyloxy-5-(trifluoromethyl)phenyl, 3-bromo-5-(2,2-dichloroethen-1-yl)phenyl, 3-bromo-5-(2 ,3,3-trichloroallyloxy)phenyl, 3-bromo-5-[difluoro-(4-fluorophenyl)methyl]phenyl, 3-bromo-5-cyclopropyloxyphenyl, 3-chloro-5-(2-cyanopropan-2-yl)phenyl, 3-chloro-5-(4-chlorophenoxy)phenyl, 3-chloro-5-(4-fluorophenoxy)phenyl, 3-chloro-5-(cyanomethyl)phenyl, 3-chloro-5-(cyclopropylcarbonyl)phenyl, 3-chloro-5-(methylsulfonylmethyl)phenyl, 3-chloro-5-[(3,4-dimethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-yl)methyl]phenyl, 3-chloro-5-[[4-(trifluoromethyl)-1H-pyrazole-1-yl]methyl]phenyl, 3-chloro-5-methylsulfonyloxyphenyl, 3-chloro-5-phenoxyphenyl, 3-cyclobutyloxy-5-methylphenyl, 3-cyclopentyloxy-5-methylphenyl, 3-hydroxy-5-(trifluoromethyl)phenyl, or 3-methyl-5-(oxetane-3-yloxy)phenyl; R 3a is hydrogen; R 3b It is methyl; R 4 These are 5-cyanopyridine-2-yl, 5-cyano-1,3-thiazole-2-yl, 5-(dimethylaminocarbonyl)-1,3-thiazole-2-yl, or 5-nitro-1,3-thiazole-2-yl; R 5 [These are hydrogen, methyl, cyclopropyl, or methoxy.] It is a compound represented by [formula].

[0023] Similarly, what is extremely preferable is (Configuration 5-2), formula (I) [wherein, X is O; Y is a direct bond; R 1 is hydrogen; R 2 teeth, 3-bromo-5-(cyclopropoxy)phenyl, 3-cyclopropyloxy-5-(trifluoromethoxy)phenyl, 3-bromo-5-(2,2-dichlorocyclopropyl)oxyphenyl, 3-Chloro-5-(cyanomethyl)phenyl, 3-(cyanomethyl)-5-(trifluoromethoxy)phenyl, 3-Chloro-5-(2-cyanopropan-2-yl)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethyl)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethoxy)phenyl, 3-(2-cyanopropan-2-yl)-5-methylsulfonylphenyl, 3-Chloro-5-(2-cyanopropane-2-yloxy)phenyl, 3-bromo-5-(2-cyanopropane-2-yloxy)phenyl, 3-Bromo-5-[cyclopropyl(difluoro)methyl]phenyl, 3-Bromo-5-[(2,2-dichlorocyclopropyl)methoxy]phenyl, 3-Bromo-5-[(2,2-dichlorocyclopropyl)methoxy]phenyl, 3-[(2,2-dichlorocyclopropyl)methoxy]-5-(trifluoromethyl)phenyl, 3-[(2,3,3-trichloropropa-2-en-1-yl)oxy]-5-(trifluoromethyl)phenyl, 3-bromo-5-[(2,3,3-trichloropropa-2-en-1-yl)oxy]phenyl, or, It is 2-chloro-6-(2-cyanopropan-2-yl)pyridine-4-yl; R 3a is hydrogen; R 3b It is methyl; R 4 These are 5-[[ethyl(methyl)amino]carbonyl]pyridine-2-yl, 5-cyanopyrazine-2-yl, 6-cyanopyrimidine-4-yl, 6-(aminocarbonyl)pyrimidine-4-yl, 5-cyano-1,3-thiazole-2-yl, 5-(methylcarbamoyl)-1,3-thiazole-2-yl, or 5-(dimethylaminocarbonyl)-1,3-thiazole-2-yl; R 5 [These are hydrogen, methyl, or cyclopropyl.] It is a compound represented by [formula].

[0024] Similarly, what is extremely preferable is (Configuration 5-3), formula (I) [wherein, X is O; Y is a direct bond; R 1 is hydrogen; R 2 teeth, 3-bromo-5-(cyclopropoxy)phenyl, 3-cyclopropyloxy-5-(trifluoromethoxy)phenyl, 3-bromo-5-(2,2-dichlorocyclopropyl)oxyphenyl, 3-Chloro-5-(cyanomethyl)phenyl, 3-(cyanomethyl)-5-(trifluoromethoxy)phenyl, 3-Chloro-5-(2-cyanopropan-2-yl)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethyl)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethoxy)phenyl, 3-(2-cyanopropan-2-yl)-5-methylsulfonylphenyl, 3-Chloro-5-(cyclopropylcarbonyl)phenyl, 3-Chloro-5-(2-cyanopropane-2-yloxy)phenyl, 3-bromo-5-(2-cyanopropane-2-yloxy)phenyl, 3-bromo-5-[cyclopropyl(difluoro)methyl]phenyl, 3-(2-cyanopropan-2-yloxy)-5-cyclopropylphenyl, 3-Bromo-5-[(2,2-dichlorocyclopropyl)methoxy]phenyl, 3-Bromo-5-[(2,2-dichlorocyclopropyl)methoxy]phenyl, 3-[(2,2-dichlorocyclopropyl)methoxy]-5-(trifluoromethyl)phenyl, 3-[(2,3,3-trichloropropa-2-en-1-yl)oxy]-5-(trifluoromethyl)phenyl, 3-bromo-5-[(2,3,3-trichloropropa-2-en-1-yl)oxy]phenyl, 3-bromo-5-[difluoro-(4-fluorophenyl)methyl]phenyl, or, It is 2-chloro-6-(2-cyanopropan-2-yl)pyridine-4-yl; R 3a is hydrogen; R 3b It is methyl; R 4These are 5-[[ethyl(methyl)amino]carbonyl]pyridine-2-yl, 5-cyanopyrazine-2-yl, 6-cyanopyrimidine-4-yl, 6-(aminocarbonyl)pyrimidine-4-yl, 6-(methylaminocarbonyl)pyrimidine-4-yl, 5-cyano-1,3-thiazole-2-yl, 5-(methylcarbamoyl)-1,3-thiazole-2-yl, or 5-(dimethylaminocarbonyl)-1,3-thiazole-2-yl; R 5 [These are hydrogen, methyl, or cyclopropyl.] It is a compound represented by [formula].

[0025] In a preferred further embodiment, the present invention relates to formula (I') [ka] [In the formula, the structural element R 1 , R 2 , R 3a , R 3b , R 4 , R 5 And Y has the meaning given in composition (1-1), or the meaning given in composition (2-1), or the meaning given in composition (3-1), or the meaning given in composition (4-1), or the meaning given in composition (5-1). This relates to compounds represented by [the specified formula / method].

[0026] In a preferred further embodiment, the present invention relates to formula (I') [ka] [In the formula, the structural element R 1 , R 2 , R 3a , R 3b , R 4 , R 5 And Y has the meaning given in composition (1-2), or the meaning given in composition (2-2), or the meaning given in composition (3-2), or the meaning given in composition (4-2), or the meaning given in composition (5-2). This relates to compounds represented by [the specified formula / method].

[0027] In a preferred further embodiment, the present invention relates to formula (I'') [ka] [During the ceremony, R 3b is a C1-C3 alkyl group, particularly preferably Me, and R 3a is H; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in composition (1-1), or the meaning given in composition (2-1), or the meaning given in composition (3-1), or the meaning given in composition (4-1), or the meaning given in composition (5-1). This relates to compounds represented by [the specified formula / method].

[0028] In a preferred further embodiment, the present invention relates to formula (I'') [ka] [During the ceremony, R 3b is a C1-C3 alkyl group, particularly preferably Me, and R 3a is H; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in composition (1-2), or the meaning given in composition (2-2), or the meaning given in composition (3-2), or the meaning given in composition (4-2), or the meaning given in composition (5-2). This relates to compounds represented by [the specified formula / method].

[0029] In a preferred further embodiment, the present invention relates to formula (I'') [ka] [During the ceremony, R 3b is a C1-C3 alkyl group, particularly preferably Me, and R 3a is H; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in composition (1-3), or the meaning given in composition (2-3), or the meaning given in composition (3-3), or the meaning given in composition (4-3), or the meaning given in composition (5-3). This relates to compounds represented by [the specified formula / method].

[0030] In a preferred further embodiment, the present invention relates to formula (I''') [ka] [During the ceremony, R 3b is a C1-C3 alkyl group, particularly preferably Me, and R 3a is H; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in composition (1-1), or the meaning given in composition (2-1), or the meaning given in composition (3-1), or the meaning given in composition (4-1), or the meaning given in composition (5-1). This relates to compounds represented by [the specified formula / method].

[0031] In a preferred further embodiment, the present invention relates to formula (I''') [ka] [During the ceremony, R 3b is a C1-C3 alkyl group, particularly preferably Me, and R 3ais H; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in composition (1-2), or the meaning given in composition (2-2), or the meaning given in composition (3-2), or the meaning given in composition (4-2), or the meaning given in composition (5-2). This relates to compounds represented by [the specified formula / method].

[0032] In a preferred further embodiment, the present invention relates to formula (I''') [ka] [During the ceremony, R 3b is a C1-C3 alkyl group, particularly preferably Me, and R 3a is H; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in composition (1-3), or the meaning given in composition (2-3), or the meaning given in composition (3-3), or the meaning given in composition (4-3), or the meaning given in composition (5-3). This relates to compounds represented by [the specified formula / method].

[0033] Furthermore, the present invention encompasses the following intermediate compounds and their salts (see Table 2): Intermediate 5A: 3-Chloro-5-(2-cyanopropan-2-yl)benzoic acid; Intermediate 9A: 3-chloro-5-(cyclopropylcarbonyl)benzoic acid; Intermediate 10A: 3-[(methylsulfinyl)methoxy]-5-(trifluoromethyl)benzoic acid; Intermediate 25A: 3-(cyanomethyl)-5-(trifluoromethoxy)benzoic acid; Intermediate 26A: 3-(2-cyanopropan-2-yl)-5-(trifluoromethoxy)benzoate sodium / 3-(2-cyanopropan-2-yl)-5-(trifluoromethoxy)benzoic acid; Intermediate 28A: 3-bromo-5-(2,2-dichlorovinyl)benzoic acid; Intermediate 35A: 3-bromo-5-[difluoro(4-fluorophenyl)methyl]benzoic acid; Intermediate 48A: 3-chloro-5-[(methylsulfonyl)methyl]benzoic acid; Intermediate 50A: 3-(cyclopropoxy)-5-(trifluoromethoxy)benzoic acid; Intermediate 51A: 3-bromo-5-(1-cyano-1-methylethoxy)benzoic acid; Intermediate 52A: 3-chloro-5-(1-cyano-1-methyl-ethoxy)benzoic acid; Intermediate 54A: 5-[5-[(1S)-1-aminoethyl]-1,2,4-triazole-1-yl]pyrazine-2-carbonitrile hydrochloride; Intermediate 58A: 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazole-1-yl]pyrimidine-4-carbonitrile hydrochloride; Intermediate 59A: 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazole-1-yl]pyrimidine-4-carboxamide hydrochloride; Intermediate 60A: 3-chloro-6-(1-cyano-1-methyl-ethyl)pyridine-4-carboxylic acid; Intermediate 61A: 6-{5-[(1S)-1-aminoethyl]-3-methyl-1H-1,2,4-triazol-1-yl}-N-ethyl-N-methylnicotinamide hydrochloride; Intermediate 69A: 3-(cyanomethyl)-5-(methylsulfonyl)benzoic acid; Intermediate 70A: 3-(2-cyanopropan-2-yl)-5-(methylsulfonyl)benzoic acid; Intermediate 72A: 3-(1-cyano-1-methyl-ethoxy)-5-cyclopropyl-benzoic acid.

[0034] The compounds represented by formula (I) may exist in the form of stereoisomers, i.e., geometric isomers and / or optical isomers, or mixtures of isomers in various compositions, depending on the type of substituent. Although generally only compounds represented by formula (I) are discussed herein, the present invention provides both pure stereoisomers and any desired mixtures of these isomers.

[0035] However, according to the present invention, it is preferable to use the optically active stereoisomer form of the compound represented by formula (I) and its salt.

[0036] Accordingly, the present invention relates to both pure enantiomers and diastereomers and mixtures thereof for controlling pests (which include arthropods, and in particular insects).

[0037] Where appropriate, the compound represented by formula (I) may exist in various polymorphic forms or as a mixture of various polymorphic forms. Both pure polymorphs and polymorphic mixtures are provided by the present invention and can be used in accordance with the present invention.

[0038] definition A person skilled in the art will know that when the expression "a" or "an" is used in this application, it may mean "one," "one or more," or "at least one," depending on the context, even if not explicitly indicated.

[0039] With respect to all structures described herein, such as ring systems and groups, adjacent atoms shall not be -OO- or -OS-.

[0040] In order to more specifically describe structures having a variable number of carbon atoms (C atoms), this application refers to C 炭素原子の下限 -C 炭素原子の上限 Structure (C LL -C ULIt can be described as a structure. For example, an alkyl group can be composed of 3 to 10 carbon atoms, in which case it is C3-C 10 - Corresponds to alkyl groups. A ring structure composed of a carbon atom and a heteroatom can be described as an "LL~UL member" structure. One example of a six-membered ring structure is toluene (a six-membered ring structure substituted with a methyl group).

[0041] Collective terms relating to substituents, for example, C LL -C UL -alkyl is a composite substituent, for example, C LL -C UL -Cycloalkyl-C LL -C UL -If it is at the end of an alkyl group, the first component of that complex substituent, for example, C LL -C UL -Cycloalkyl groups, in the same way or differently, and independently, the latter substituents, for example, C LL -C UL - May be monosubstituted or polysubstituted with alkyl. All collective terms used in this application with respect to chemical groups, ring systems and cyclic groups are "C LL -C UL Adding "" or "LL~UL member" can make it more specific.

[0042] In defining the symbols given in the above formula, we used collective terms that generally represent the following substituents.

[0043] The halogens relate to elements of Group 7, preferably fluorine, chlorine, bromine, and iodine, more preferably fluorine, chlorine, and bromine, and even more preferably fluorine and chlorine.

[0044] Examples of heteroatoms are N, O, S, P, B, and Si. Preferably, the term “heteroatom” refers to N, S, and O.

[0045] According to the present invention, "alkyl" represents linear or branched hydrocarbons having 1 to 6 carbon atoms, either alone or as part of a chemical group, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, t-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. Alkyls having 1 to 4 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, or t-butyl in particular, are also preferred. The alkyl according to the present invention may be substituted with one or more identical or different radicals.

[0046] According to the present invention, "alkenyl" is a linear or branched hydrocarbon having 2 to 6 carbon atoms and at least one double bond, either alone or as part of a chemical group, for example, 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- This represents dimethyl-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. Alkenyls having 2 to 4 carbon atoms, such as 2-propenyl, 2-butenyl, or 1-methyl-2-propenyl, are also preferred. The alkenyl according to the present invention may be substituted with one or more identical or different radicals.

[0047] According to the present invention, "alkynyl" is a linear or branched hydrocarbon having 2 to 6 carbon atoms and at least one triple bond, either alone or as part of a chemical group, for example, 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-hex This represents synyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-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-hexadinyl. Alkynnyls having 2 to 4 carbon atoms, for example, ethynnyl, 2-propynyl, or 2-butynyl-2-propenyl are also preferred. The alkynyls according to the present invention may be substituted with one or more identical or different radicals.

[0048] According to the present invention, "cycloalkyl" represents, either alone or as part of a chemical group, a monocyclic, bicyclic, or tricyclic hydrocarbon having preferably 3 to 10 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, or adamantyl. Cycloalkyls having 3, 4, 5, 6, or 7 carbon atoms, such as cyclopropyl or cyclobutyl, are also preferred. The cycloalkyls according to the present invention may be substituted with one or more identical or different radicals.

[0049] According to the present invention, "alkylcycloalkyl" preferably refers to monocyclic, bicyclic, or tricyclic alkylcycloalkyls having 4 to 10 or 4 to 7 carbon atoms, such as methylcyclopropyl, ethylcyclopropyl, isopropylcyclobutyl, 3-methylcyclopentyl, and 4-methylcyclohexyl. Alkylcycloalkyls having 4, 5, or 7 carbon atoms, such as ethylcyclopropyl or 4-methylcyclohexyl, are also preferred. The alkylcycloalkyls according to the present invention may be substituted with one or more identical or different radicals.

[0050] According to the present invention, "cycloalkylalkyl" preferably refers to monocyclic, bicyclic, or tricyclic cycloalkylalkyls having 4 to 10 or 4 to 7 carbon atoms, such as cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, and cyclopentylethyl. Cycloalkylalkyls having 4, 5, or 7 carbon atoms, such as cyclopropylmethyl or cyclobutylmethyl, are also preferred. The cycloalkylalkyls according to the present invention may be substituted with one or more identical or different radicals.

[0051] According to the present invention, "hydroxyalkyl" preferably represents a linear or branched alcohol having 1 to 6 carbon atoms, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, s-butanol, and t-butanol. Hydroxyalkyl groups having 1 to 4 carbon atoms are also preferred. The hydroxyalkyl group according to the present invention may be substituted with one or more identical or different radicals.

[0052] According to the present invention, "alkoxy" preferably represents a linear or branched O-alkyl group having 1 to 6 carbon atoms, such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, s-butoxy, and t-butoxy. Alkoxy groups having 1 to 4 carbon atoms are also preferred. The alkoxy group according to the present invention may be substituted with one or more identical or different radicals.

[0053] According to the present invention, "alkylthio" or "alkylsulfanil" preferably represents a linear or branched S-alkyl group having 1 to 6 carbon atoms, such as methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, isobutylthio, s-butylthio, and t-butylthio. Alkylthio groups having 1 to 4 carbon atoms are also preferred. The alkylthio group according to the present invention may be substituted with one or more identical or different radicals.

[0054] According to the present invention, "alkylsulfinyl" preferably refers to linear or branched alkylsulfinyl groups having 1 to 6 carbon atoms, such as methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, isopropylsulfinyl, n-butylsulfinyl, isobutylsulfinyl, s-butylsulfinyl, and t-butylsulfinyl. Alkylsulfinyl groups having 1 to 4 carbon atoms are also preferred. The alkylsulfinyl groups according to the present invention can be substituted with one or more identical or different radicals and encompass both enantiomers.

[0055] According to the present invention, "alkylsulfonyl" preferably refers to linear or branched alkylsulfonyl groups having 1 to 6 carbon atoms, such as methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl, and t-butylsulfonyl. Alkylsulfonyl groups having 1 to 4 carbon atoms are also preferred. The alkylsulfonyl group according to the present invention may be substituted with one or more identical or different radicals.

[0056] According to the present invention, "cycloalkylthio" or "cycloalkylsulfanil" preferably represents an -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 according to the present invention may be substituted with one or more identical or different radicals.

[0057] According to the present invention, "cycloalkylsulfinyl" preferably represents an -S(O)-cycloalkyl group having 3 to 6 carbon atoms, such as cyclopropylsulfinyl, cyclobutylsulfinyl, cyclopentylsulfinyl, or cyclohexylsulfinyl. Cycloalkylsulfinyl groups having 3 to 5 carbon atoms are also preferred. The cycloalkylsulfinyl group according to the present invention can be substituted with one or more identical or different radicals and encompasses both enantiomers.

[0058] According to the present invention, "cycloalkylsulfonyl" preferably represents a -SO2-cycloalkyl group having 3 to 6 carbon atoms, such as cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, or cyclohexylsulfonyl. Cycloalkylsulfonyl groups having 3 to 5 carbon atoms are also preferred. The cycloalkylsulfonyl group according to the present invention may be substituted with one or more identical or different radicals.

[0059] According to the present invention, "phenylthio" or "phenylsulfanil" represents -S-phenyl, for example, phenylthio. The phenylthio group according to the present invention may be substituted with one or more identical or different radicals.

[0060] According to the present invention, "phenylsulfinyl" represents -S(O)-phenyl, for example, phenylsulfinyl. The phenylsulfinyl group according to the present invention can be substituted with one or more identical or different radicals, and both enantiomers are included.

[0061] According to the present invention, "phenylsulfonyl" represents -SO2-phenyl, for example, phenylsulfonyl. The phenylsulfonyl group according to the present invention may be substituted with one or more identical or different radicals.

[0062] According to the present invention, "alkylcarbonyl" represents a linear or branched alkyl-C(=O) molecule having preferably 2 to 7 carbon atoms, such as methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, isopropylcarbonyl, s-butylcarbonyl, and t-butylcarbonyl. Alkylcarbonyl molecules having 1 to 4 carbon atoms are also preferred. The alkylcarbonyl molecule according to the present invention may be substituted with one or more identical or different radicals.

[0063] According to the present invention, "alkoxycarbonyl" as a single entity or as a component of a chemical group represents a linear or branched alkoxycarbonyl having preferably 1 to 6 carbon atoms or 1 to 4 carbon atoms in the alkoxy portion, such as methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, s-butoxycarbonyl, and t-butoxycarbonyl. The alkoxycarbonyl group according to the present invention may be substituted with one or more identical or different radicals.

[0064] According to the present invention, "alkylaminocarbonyl" refers to a linear or branched alkylaminocarbonyl having preferably 1 to 6 carbon atoms or 1 to 4 carbon atoms in the alkyl portion, such as methylaminocarbonyl, ethylaminocarbonyl, n-propylaminocarbonyl, isopropylaminocarbonyl, s-butylaminocarbonyl, and t-butylaminocarbonyl. The alkylaminocarbonyl group according to the present invention may be substituted with one or more identical or different radicals.

[0065] According to the present invention, "N,N-dialkylaminocarbonyl" refers to a linear or branched N,N-dialkylaminocarbonyl having preferably 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-(s-butylamino)carbonyl. The N,N-dialkylaminocarbonyl group according to the present invention may be substituted with one or more identical or different radicals.

[0066] According to the present invention, "aryl" preferably represents a monocyclic, bicyclic, or polycyclic aromatic system having 6 to 14, and particularly 6 to 10, ring carbon atoms, such as phenyl, naphthyl, anthryl, and phenantrenyl, and preferably phenyl. Furthermore, aryl also represents a condensed polycyclic system in which the bonding site lies on an aromatic system, such as tetrahydronaphthyl, indenyl, indanyl, fluorenyl, and biphenyl. The aryl group according to the present invention may be substituted with one or more identical or different radicals.

[0067] An example of a substituted aryl is an arylalkyl, which consists of a C1-C4-alkyl moiety and / or a C6-C 14 The aryl portion can similarly be substituted with one or more identical or different radicals. Examples of such arylalkyls include benzyl and phenyl-1-ethyl.

[0068] According to the present invention, the term "polycyclic" means fused, bridged, and spirocyclic carbocyclic and heterocyclic rings, as well as ring systems linked via single or double bonds.

[0069] According to the present invention, a "heterocycle," "heterocyclic ring," or "heterocyclic ring system" represents a carbocyclic ring system having at least one ring (where the ring may or may not be substituted, and the bonding site is on the ring atom) in which at least one carbon atom is replaced by a heteroatom (preferably a heteroatom selected from the group consisting of N, O, S, P, B, Si, and Se) and which is saturated, unsaturated, or heteroaromatic. Unless otherwise defined, the heterocyclic ring preferably contains 3 to 9 ring atoms (in particular, 3 to 6 ring atoms) and 1 or more (preferably 1 to 4, in particular, 1, 2, or 3) heteroatoms (preferably heteroatoms selected from the group consisting of N, O, and S), but two oxygen atoms should not be directly adjacent. The heterocyclic ring typically contains 4 or fewer nitrogen atoms and / or 2 or fewer oxygen atoms and / or 2 or fewer sulfur atoms. In the case of heterocyclyls which may be substituted, the present invention also includes polycyclic ring systems, such as 8-azabicyclo[3.2.1]octanyl, 1-azabicyclo[2.2.1]heptyl, 1-oxa-5-azaspiro[2.3]hexyl, or 2,3-dihydro-1H-indole.

[0070] Examples of heterocyclyl groups according to the present invention include piperidinil, piperazinil, morpholinil, thiomorpholinil, dihydropyranil, tetrahydropyranil, dioxanil, pyrrolidinil, pyrrolidinil, imidazolinil, imidazolidinil, thiazolidinil, oxazolidinil, dioxolanil, dioxolyl, pyrazolidinil, tetrahydrofuranil, dihydrofuranil, oxetanil, oxyranil, azetidinil, azilidinil, oxazetidinil, oxazilidinil, oxazepanil, oxadinanil, azepanil, oxopyrrolidinil, dioxopyrrolidinil, oxomorpholinil, oxopiperazinil, and oxepanil.

[0071] Of particular importance are heteroaryls, i.e., heteroaromatic systems. According to the present invention, the term "heteroaryl" refers to a heteroaromatic compound, i.e., a completely unsaturated aromatic heterocyclic compound encompassed by the above definition of a heterocycle. Preferably, it is a 5-7 membered ring having 1-3 (preferably 1 or 2) identical or distinct heteroatoms selected from the above group. Examples of heteroaryls according to the present invention include furyl, thienyl, 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, pyrrolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, 1,3,5-triazinyl, 1,2,4-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. The heteroaryl group according to the present invention may be substituted with one or more identical or different radicals.

[0072] According to the present invention, the substituent =O (oxo) can be replaced by the two hydrogen atoms of the methylene (CH2) group or by lone pairs of electrons of sulfur, nitrogen, and phosphorus atoms having substituents other than hydrogen. For example, a radical C2-alkyl can be converted to -COCH3 by substitution with =O (oxo), for example, and a heterocyclic thiethane-3-yl can be converted to 1-oxothiethane-3-yl by substitution with one =O (oxo) group or to 1,1-dioxothiethane-3-yl by substitution with two =O (oxo) groups.

[0073] According to the present invention, the substituent =S (thiono) can replace the two hydrogen atoms of the methylene (CH2) group. For example, the radical C2-alkyl can be converted to -CSCH3 by substitution with =S (thiono), for example.

[0074] As used herein, the expression "may be substituted" means that the may be substituted group may or may not be substituted with a further substituent.

[0075] The term "may be substituted in any case" means that the group / substituent, for example, alkyl, alkenyl, alkynyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, cycloalkyl, aryl, phenyl, benzyl, heterocyclyl, and heteroaryl radicals, is substituted, which means, for example, a substituted radical derived from an unsubstituted base structure, where the substituent (for example, one substituent or multiple substituents, preferably 1, 2, 3, 4, 5, 6, or 7 substituents) is, for example, amino, hydroxyl, halogen, nitro, cyano, isocyano, mercapto, isothiocyanato, C1-C4-carboxyl, or carboneamide. SF5, aminosulfonyl, C1-C4-alkyl, C1-C4-haloalkyl, C3-C4-cycloalkyl, C2-C4-alkenyl, C5-C6-cycloalkenyl, C2-C4-alkynyl, N-mono-C1-C4-alkylamino, N,N-di-C1-C4-alkylamino, N-C1-C4-alkanoylamino, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyloxy, C2-C4-alkynyloxy, C3-C4-cycloalkoxy, C5-C6-cycloalkenyloxy, C1-C4-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, C2-C4-alkynyloxycarbonyl, C6-aryloxycarbonyl, C 10 -Aryloxycarbonyl, C 14 -Aryloxycarbonyl, C1-C4-alkanoyl, 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-alkenylthio, C5-C6-cycloalkenylthio, C2-C4-alkynylthio, C1-C4-alkylsulfinyl (where both enantiomers of the C1-C4-alkylsulfinyl group are included), C1-C4-haloalkylsulfinyl (where both enantiomers of the C1-C4-haloalkylsulfinyl group are included), C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, N-mono-C1-C4-alkylaminosulfonyl, N,N-di-C1-C4-alkylaminosulfonyl, C1-C4-alkylphosphinyl, C1-C4-alkylphosphonyl (where both enantiomers of C1-C4-alkylphosphinyl and C1-C4-alkylphosphonyl are included), N-C1-C4-alkylaminocarbonyl, N,N-di-C1-C4-alkylaminocarbonyl, N-C1-C4-alkanoylaminocarbonyl, N-C1-C4-alkanoyl-N-C1-C4-alkylaminocarbonyl, C6-aryl, C 10 -Aryl, C 14 -aryl, C6-aryloxy, C 10 -aryloxy, C 14 -aryloxy, benzyl, benzyloxy, benzylthio, C6-arylthio, C 10 -Aylthio, C 14 -arylthio, C6-arylamino, C 10 -Arylamino, C 14-Selected from the group consisting of arylaminos, benzylaminos, heterocyclyls and trialkylsilyls, substituents linked via double bonds (e.g., C1-C4 alkylides (e.g., methylidene or ethylidene), oxo groups, imino groups and substituted imino groups). If two or more radicals form one or more rings, these can be carbocyclic, heterocyclic, saturated, partially saturated, unsaturated (e.g., including aromatic rings), and may be further substituted. Substituents listed above as examples ("first substituent level") may, if they contain hydrocarbon components, have further substituents ("second substituent level"), for example, one or more substituents independently selected from halogens, hydroxyls, aminos, nitros, cyanos, isocyanos, azides, acylaminos, oxo groups and imino groups. The term "substituted (or may be substituted)" preferably includes only one or two substituent levels.

[0076] The halogen-substituted chemical groups or halogenated groups (e.g., alkyl or alkoxy) according to the present invention are either monosubstituted with a halogen or polysubstituted with halogens to the maximum possible number of substituents. Such groups are also called halo groups (e.g., haloalkyl groups). When polysubstituted with halogens, the halogen atoms may be the same or different, and may all be bonded to one carbon atom or to multiple carbon atoms. The halogens are particularly fluorine, chlorine, bromine or iodine, preferably fluorine, chlorine or bromine, and more preferably fluorine. More specifically, halogen-substituted groups include monohalocycloalkyl groups, e.g., 1-fluorocyclopropyl, 2-fluorocyclopropyl, or 1-fluorocyclobutyl; monohaloalkyl groups, e.g., 2-chloroethyl, 2-fluoroethyl, 1-chloroethyl, 1-fluoroethyl, chloromethyl, or fluoromethyl; perhaloalkyl groups, e.g., trichloromethyl, trifluoromethyl, or CF2CF3; and polyhaloalkyl groups, e.g., difluoromethyl, 2-fluoro-2-chloroethyl, dichloromethyl, 1,1,2,2-tetrafluoroethyl, or 2,2,2-trifluoroethyl. Further examples of haloalkyl groups include trichloromethyl, chlorodifluoromethyl, 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 pentafluoro-t-butyl. Preferred are haloalkyls 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 haloalkyls having 1 or 2 carbon atoms and 1 to 5 identical or different halogen atoms selected from fluorine and chlorine (for example, difluoromethyl, trifluoromethyl, or 2,2-difluoroethyl).Further examples of halogen-substituted compounds include haloalkoxys, e.g., OCF3, OCHF2, OCH2F, OCF2CF3, OCH2CF3, OCH2CHF2 and OCH2CH2Cl; haloalkylsulfanyls, e.g., difluoromethylthio, trifluoromethylthio, trichloromethylthio, chlorodifluoromethylthio, 1-fluoroethylthio, 2-fluoroethylthio, 2,2-difluoroethylthio, 1,1,2,2-tetrafluoroethylthio, 2,2,2-trifluoroethylthio or 2-chloro-1,1,2-trifluoroethylthio; haloalkylsulfinyls, e.g., difluoromethylsulfinyl, trifluoromethylsulfinyl, trichloromethylsulfinyl, chlorodifluoromethylsulfinyl, 1-fluoroethylsulfinyl, 2-fluoroethylsulfinyl, 2,2-difluoroethylsulfinyl, 1,1,2,2-tetrafluoroethylsulfinyl, 2,2,2-trifluoroethylsulfinyl and 2-chloro-1,1,2-trifluoroethylsulfinyl, haloalkylsulfinyl, for example, difluoromethylsulfinyl, trifluoromethylsulfinyl, trichloromethylsulfinyl, chlorodifluoromethylsulfinyl, 1-fluoroethylsulfinyl, 2-fluoroethylsulfinyl, 2,2-difluoroethylsulfinyl, 1,1,2,2-tetrafluoroethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, and 2-chloro-1,1,2-trifluoroethylsulfinyl, haloalkylsulfonyl groups, for example, 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.

[0077] In the case of radicals having carbon atoms, those having 1 to 4 carbon atoms (particularly 1 or 2 carbon atoms) are preferred. Generally, substituents selected from the group of halogens (e.g., 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 are preferred. Here, substituents methyl, methoxy, fluorine, and chlorine are particularly preferred.

[0078] The substituted amino (e.g., monosubstituted amino or disubstituted amino) means a radical selected from the group of N-substituted amino radicals by one or two identical or different radicals selected from the group of alkyl, hydroxy, amino, alkoxy, acyl, and aryl; preferably, N-monoalkylamino and N,N-dialkylamino (e.g., 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 group (e.g., N-methyl This refers to methylamino, N-methoxyethylamino, N,N-di(methoxymethyl)amino or N,N-di(methoxyethyl)amino, N-monoarylamino and N,N-diarylamino, for example, optionally substituted aniline, acylamino, N,N-diacylamino, N-alkyl-N-arylamino, N-alkyl-N-acylamino, and further, saturated N-heterocyclic; where preferably, alkyl radicals having 1 to 4 carbon atoms; where aryl is preferably phenyl or substituted phenyl; with respect to acyl, the definition further given below applies, preferably (C1-C4)-alkanoyl. The same applies to substituted hydroxylamino or hydrazino.

[0079] The substituted aminos also include quaternary ammonium compounds (salts) having four organic substituents on the nitrogen atom.

[0080] The optionally substituted phenyl is preferably an unsubstituted phenyl, or the same or different phenyl selected from the group consisting of halogens, (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)-alkylsulfonyl, (C1-C4)-haloalkylsulfonyl, cyano, isocyano, and nitro. Phenyl compounds that are 1-substituted or polysubstituted (preferably up to 3-substituted) with radicals, 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 4-trichloromethylphenyl, 2,4-dichlorophenyl, 3,5-dichlorophenyl, 2,5-dichlorophenyl and 2,3-dichlorophenyl, o-methoxyphenyl, m-methoxyphenyl and p-methoxyphenyl, and 4-heptafluorophenyl.

[0081] The optionally substituted cycloalkyls are preferably unsubstituted cycloalkyls or cycloalkyls that are substituted with one or more (preferably up to three) identical or different radicals selected from the group consisting of halogens, 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, and in particular cycloalkyls substituted with one or two (C1-C4)-alkyl radicals.

[0082] The compounds of the present invention may exist in preferred embodiments. The individual embodiments described herein can be combined with one another. No combinations are included that are contrary to the laws of nature and would therefore be excluded by those skilled in the art based on their expertise. For example, ring structures having three or more adjacent oxygen atoms are excluded.

[0083] isomer The compounds represented by formula (I) may exist in the form of geometric isomers, and / or optically active isomers, or as mixtures of corresponding isomers in various compositions, depending on the type of substituent. These stereoisomers are, for example, enantiomers, diastereomers, atropisomers, or geometric isomers. Accordingly, the present invention encompasses both pure stereoisomers and any mixtures thereof.

[0084] Method and Use The present invention also relates to a method for controlling pests, wherein a compound represented by formula (I) is applied to the pests and / or their habitat. This control of pests is preferably carried out in agriculture and forestry, and in the protection of materials. Preferably, surgical or therapeutic methods of the human or animal body and diagnostic methods performed on the human or animal body are excluded from the above method.

[0085] The present invention also relates to the use of compounds represented by formula (I) as pesticides, and in particular as crop protectants.

[0086] In relation to this application, the term "pesticide" always also includes the term "crop protectant."

[0087] Compounds represented by formula (I), which exhibit good resistance in plants, desirable toxicity to warm-blooded animals, and good environmental compatibility, are suitable for protecting plants and plant organs from biological and abiotic stressors, for increasing yields, for improving the quality of harvested products, and for controlling pests encountered in agriculture, horticulture, livestock farming, aquatic cultivation, forests, gardens and leisure facilities, for protecting stored products and materials, and in the field of hygiene, particularly insects, arachnids, helminths, especially nematodes, and mollusks.

[0088] In connection with this patent application, the term “hygiene” is understood to mean any means, methods and practices aimed at preventing disease (in particular infectious diseases), and any means, methods and practices that help protect human and animal health and / or protect the environment and / or maintain cleanliness. According to the present invention, this includes, in particular, means for cleaning, disinfecting and sterilizing, for example, means for cleaning, disinfecting and sterilizing fibrous or hard surfaces (in particular glass, wood, concrete, porcelain, ceramic, plastic surfaces, or even metal surfaces), and means for ensuring that these are kept free from sanitary pests and / or their excretions. In connection with this, preferably, surgical or therapeutic methods that can be performed on the body of a human or animal, and diagnostic methods performed on the body of a human or animal are excluded from the scope of protection according to the present invention.

[0089] The term “the field of hygiene” therefore encompasses all areas, technical and industrial applications where such hygienic means, methods and practices are important, such as all areas, technical and industrial applications related to hygiene in kitchens, bakeries, airports, bathrooms, swimming pools, department stores, hotels, hospitals, livestock sheds, and the livestock industry.

[0090] Therefore, the term "sanitary pest" is understood to mean one or more types of pests whose presence is problematic in the field of hygiene, particularly for health reasons. Thus, the main objective is to avoid or minimize the presence of sanitary pests in the field of hygiene, and / or to avoid or minimize contact with sanitary pests. This can be achieved, in particular, by applying insecticides that can be used both to prevent outbreaks and to address existing outbreaks. Preparations that avoid or reduce contact with pests can also be used. Examples of sanitary pests include the organisms listed below.

[0091] Thus, the term “hygienic protection” encompasses all actions that maintain and / or improve such hygienic means, methods, and practices.

[0092] Compounds represented by formula (I) can preferably be used as pesticides. They are effective against both normally susceptible and resistant species, and exhibit activity at all or some developmental stages. Examples of the above-mentioned pests include: Arthropoda pests, especially those of the Arachnida class, such as species of the Acarus spp., e.g., Acarus siro, Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp., e.g., Aculus fockeui, Aculus schlechtendali, Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp.), for example, Brevipalpus phoenicis, Bryobia graminum, Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., for example, Eotetranychus hikoriae Epitrimerus pyri, Eutetranychus spp. species, for example, Eutetranychus banksi, Eriophyes spp.), for example, Eriophyes pyri, Glycyphagus domesticus, Halotydeus destructor, species of the genus Hemitarsonemus, for example, Hemitarsonemus latus (= Polyphagotarsonemus latus), species of the genus Hyalomma, species of Ixodes, species of Latrodectus, species of Loxosceles, species of Neutrombicula autumnalis, species of Nupersa Oligonychus spp., for example, Oligonychus coffeae, Oligonychus coniferarum, Oligonychus ilicis, Oligonychus indicus, Oligonychus mangiferus, Oligonychus pratensis, Oligonychus punicae, Oligonychus yothersi, Ornithodorus spp., Ornithonyssus spp., Panonychus spp.), for example, Panonychus citri (= Metatetranychus citri), Panonychus ulmi (= Metatetranychus ulmi), Phyllocoptruta oleivora, Platytetranychus multidigituli, Polyphagotarsonemus latus, species of the genera Psoroptes, species of the genera Rhipicephalus, species of the genera Rhizoglyphus, species of the genera Sarcoptes spp.), Scorpio maurus, Steneotarsonemus spp., Steneotarsonemus spinki, Tarsonemus spp., e.g., Tarsonemus confusus, Tarsonemus pallidus, Tetranychus spp., e.g., Tetranychus canadensis, Tetranychus cinnabarinus, Tetranychus turkestani, Tetranychus ulticae (Urticae), Trombicula alfreddugesi, Vaejovis spp., Vasates lycopersici; Examples of species in the genera Geophilus and Scutigera, belonging to the class Chilopoda; Examples of species belonging to the order Collembola or class Collembola, such as Onychiurus armatus and Sminthurus viridis. For example, a member of the millipede class (Diplopoda), such as Blaniulus guttulatus; Insecta, for example, Blattodea, for example, Blatta orientalis, Blattella asahinai, Blattella germanica, Leucophaea maderae, Loboptera decipiens, Neostylopyga rhombifolia, Panchlora spp., Parcoblatta spp., Periplaneta spp., for example, Periplaneta americana, Periplaneta australasiae australasiae), Pycnoscelus surinamensis, Supella longipalpa; Coleoptera, for example, Acalymma vittatum, Acanthoscelides obtectus, species of the genus Adoretus, Aethina tumida, Agelastica alni, species of the genus Agrilus, for example, Agrilus planipennis, Agrilus coxalis, Agrilus bilineatus, Agrilus anxius, species of the genus Agriotes, for example, Agriotes linneatus Anoplophora spp. (e.g., Anoplophora glabripennis), Anthomus spp. (e.g., Anthomus grandis), Anthrens spp. (e.g., Anthomus linneatus), Agriotes mancus, Agriotes obscurus, Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anhomala dubia, Anoplophora spp. (e.g., Anoplophora glabripennis), Anthomus spp. (e.g., Anthomus grandis), Anthrens spp. (e.g., Anthomus spp.), Apion spp. (e.g., Apion) Apogonia spp., Athous haemorrhoidales, Atomaria spp., for example, Atomaria linearis, Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp.), for example, Bruchus pisorum, Bruchus rufimanus, Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., for example, Ceutorrhynchus assimilis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae, Chaetocnema spp., for example, Chaetocnema confinis, Chaetocnema denciculata denticulata), Chaetocnema ectypa, Cleonus mendicus, species of the genera Connoderus, species of the genera Cosmopolites, for example, Cosmopolites sordidus, Costelytra zealandica, species of the genera Ctenicera, species of Curculio, for example, Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes ferrugineus Cryptolestes pusillus, Cryptorhynchus lapathi, Cryptorhynchus mangiferae, Cylindrocopturus spp.), Cylindrocopturus adspersus, Cylindrocopturus furnissi, species of the genus Dendroctonus, e.g., Dendroctonus ponderosae, species of the genus Dermestes, species of the genus Diabrotica, e.g., Diabrotica balteata, Diabrotica barberi, Diabrotica undecimpunctata howardi, Diabrotica undecimpunctata (undecimpunctata), Diabrotica virgifera virgifera, Diabrotica virgifera zeae, Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., e.g., Epilachna borealis, Epilachna varivestis, Epitrix spp., e.g., Epitrix cucumeris, Epitrix fuscula *Epitrix fuscula*, *Epitrix hirtipennis*, *Epitrix subcrinita*, *Epitrix tuberis*, *Faustinus spp.*), Gibbium psylloides, Gnathocerus cornutus, Hellula undalis, Heteronychus arator, Heteronyx spp., Hoplia argentea, Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., for example, Hypothenemus hampei hampei), Hypothenemus obscurus, Hypothenemus pubescens, Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa ​​decemlineata, Leucoptera spp., for example, Leucoptera coffeella, Limonius eclipse Lissorhoptrus oryzophilus, Listronotus spp. (=Hyperodes spp., Lixus spp., Luperodes spp., Luperomorpha xanthodera, Lyctus spp., Megacyllene spp.)), for example, Megacyllene robiniae, Megascelis spp., Melanotus spp., for example, Melanotus longulus oregonensis, Meligethes aeneus, Melolontha spp., for example, Melolontha melolontha, Migdolus spp., Monocamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella Otiorhynchus spp., for example, Otiorhynchus cribricollis, Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus, Otiorhynchus sulcatus, Oulema (spp.), for example, Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyllotreta spp.), for example, Phyllotreta armoraciae, Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnotrypes spp., Prostephanus truncatus, Psylliodes spp., for example, Psylliodes affinis. ), Psylliodes chrysocephala, Psylliodes punctulata, species of the genus Ptinus, Rhizobius ventralis, Rhizopertha dominica, species of the genus Rhynchophorus, Rhynchophorus ferrugineus, Rhynchophorus palmarum, species of the genus Scolytus, for example, Scolytus multistriatus, Sinoxylon perforans, species of the genus Sitophilus spp.), for example, Sitophilus granarius, Sitophilus linearis, Sitophilus oryzae, Sitophilus zeamais, Sphenophorus spp., Stegobium paniceum, Sternechus spp., for example, Sternechus paludatus, Symphyletes spp., Tanymecus spp., for example, Tanymecus dilaticollis, Tanymecus indicus *Tribolium indicus*, *Tanymecus palliatus*, *Tenebrio molitor*, *Tenebrioides mauretanicus*, *Tribolium spp.*For example, *Tribolium audax*, *Tribolium castaneum*, *Tribolium confusum*, species of the genera *Trogoderma*, *Tychius*, *Xylotrechus*, and *Zabrus*, such as *Zabrus tenebrioides*. Examples of species in the order Dermaptera, such as Anisolabis maritime, Forficula auricularia, and Labidura riparia; The order Diptera includes, for example, species of the genus Aedes, such as Aedes aegypti, Aedes albopictus, Aedes sticticus, and Aedes vexans; species of the genus Agromyza, such as Agromyza frontella and Agromyza parvicornis; species of the genus Anastrepha and Anopheles, such as Anopheles quadrimaculatus and Anopheles gambiae. gambiae), Asphondylia spp., Bactrocera spp., for example, Bactrocera cucurbitae, Bactrocera dorsalis, Bactrocera oleae, Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp., Chrysomya spp., Chrysops (spp.), Chrysozona pluvialis, Cochliomya spp., Contarinia spp.), for example, Contarinia johnsoni, Contarinia nasturtii, Contarinia pyrivora, Contarinia schulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp. species, for example, Culex pipiens, Culex quinquefasciatus, Culicoides spp. species, Culicoides chryseta species spp.), 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., Drosophila melanogaster, Drosophila suzukii suzukii), Echinocnemus spp., Euleia heraclei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp.), Hydrellia griseola, Hylemya spp., Hippobosca spp., Hypoderma spp., Liriomyza spp., for example Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Lucilia spp., for example Lucilia cuprina, Lutzomyia spp., Mansonia spp., Musca spp.), for example, Musca domestica, Musca domestica vicina, Oestrus spp., Oscinella frit, Paratanytarsus spp., Paralauterborniella subcincta, Pegomya or Pegomyia spp., for example, Pegomya betae, Pegomya hyoscyami, Pegomya rubivora, Phlebotomus spp., Phorbia spp., Phormia (spp.), Piophila casei, Platyparea poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp.), for example, Rhagoletis cingulata, Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp. (spp.), for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; The order Hemiptera includes species such as Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., Acyrthosiphon pisum, Acrogonia spp., Aeneolamia spp., Aganoscena spp., Aleurocanthus spp., Aleyrodes proletella, and Aleurolobus barodensis. *Amrasca barodensis*, *Aleurothrixus floccosus*, *Allocaridara malayensis*, *Amrasca spp.*, for example, *Amrasca bigutulla*, *Amrasca devastans*, *Anuraphis cardui*, *Aonidiella spp.*, for example, *Aonidiella aurantii*, *Aonidiella citrina*, *Aonidiella inornata*, *Aphanostigma piri*, *Aphis spp.*), for example, Aphis citricola, Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis glycines, Aphis gossypii, Aphis hederae, Aphis illinoisensis, Aphis middletoni, Aphis nasturtii, Aphis nerii, Aphis pomi, Aphis spiraecola, Aphis viburniphylla (Aphis viburniphila), Arboridia apicalis, Arytainilla spp., Aspidiella spp., Aspidiotus spp., for example, Aspidiotus nerii, Atanus spp., Aulacorthum solani, Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysi, Brachycolus (spp.), Brevicoryne brassicae, Cacopsylla spp., for example, Cacopsylla pyricola, Calligypona marginata, Capulinia spp.), Carneocephala fulgida, Ceratovacuna lanigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea, Chromaphis juglandicola, Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbira Coccomytilus halli, Coccus spp., for example, Coccus hesperidum, Coccus longulus, Coccus pseudomagnoliarum, Coccus viridis, Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dialeurodes chittendeni, Dialeurodes citri, Diaphorina citri citri), species of the genera Diaspis, Diuraphis, Doralis, Drosicha, and Dysaphis.), for example, Dysaphis apiifolia, Dysaphis plantaginea, Dysaphis tulipae, species of the genus Dysmicoccus, species of the genus Empoasca, for example, Empoasca abrupta, Empoasca fabae, Empoasca maligna, Empoasca solana, Empoasca stevensi, species of the genus Eriosoma, for example, Eriosoma americanum Eriosoma americanum, Eriosoma lanigerum, Eriosoma pyricola, Erythroneura spp., Eucalyptolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp., Fiorinia spp., Furcaspis oceanica, Geococcus coffeae, Glycaspis spp., Heteropsylla *Hyalopterus cubana*, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, Icerya spp. species (e.g., Icerya purchasi), Idiocerus spp. species, Idioscopus spp. species), Laodelphax striatellus, Lecanium spp. species, for example, Lecanium corni (= Parthenolecanium corni), Lepidosaphes spp. species, for example, Lepidosaphes ulmi, Lipaphis erysimi, Lopholeucaspis japonica, Lycorma delicatula, Macrosiphum spp. species, for example, Macrosiphum euphorbiae, Macrosiphum lily lilii), Macrosiphum rosae, Macrosteles facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metcalfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., for example, Myzus ascalonicus, Myzus cerasi, Myzus ligustri Myzus ligustri), Myzus ornatus, Myzus persicae, Myzus nicotianae, Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp.), for example, Nephotettix cincticeps, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., for example, Paratrioza cockerelli, Parlatoria spp. Pemphigus spp. (e.g., Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis), Perkinsiella spp., Phenacoccus spp. (e.g., Phenacoccus phenacoccus). Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp. species (e.g., Phylloxera devastatrix, Phylloxera notabilis, Pinnaspis aspidistrae), Planococcus spp. species (e.g., Planococcus citri, Prosopidopsylla flava, Protopulvinaria piliformis) Pseudococcus pyriformis), Pseudaulacaspis pentagona, Pseudococcus spp., for example, Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp., for example, Psylla buxi, Psylla maritimus Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp.), for example, Quadraspidiotus juglansregiae, Quadraspidiotus ostreaeformis, Quadraspidiotus perniciosus, Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., for example, Rhopalosiphum maidis, Rhopalosiphum oxyacanthae, Rhopalosiphum padi, Rhopalosiphum rufiabdominale rufiabdominale), species of the genus Saissetia (Saissetia spp.), for example, Saissetia coffeae, Saissetia miranda, Saissetia neglecta, Saissetia oleae, Scaphoideus titanus, Schizaphis graminum, Selenaspidus articulatus, Sipha flava, Sitobion avenae, species of the genus Sogata (Sogata spp.), Sogatella furcifera, species of the genus Sogatodes (spp.), Stictocephala festina, Siphoninus phillyreae, Tenalaphala malayensis, Tetragonocephala spp., Tinocallis caryaefoliae, Tomaspis spp.), species of the genus Toxoptera (e.g., Toxoptera aurantii, Toxoptera citricidus, Trialeurodes vaporariorum), species of the genus Trioza (e.g., Trioza diospyri), species of the genus Typhlocyba, species of the genus Unaspis, Viteus vitifolii, species of the genus Zygina; The suborder Heteroptera includes, for example, genera such as Aelia, Anasa tristis, Antestiopsis, Boisea, Blissus, Calocoris, Campylomma livida, Cavelerius, and Cimex, such as Cimex adjunctus, Cimex hemipterus, Cimex lectularius, and Cimex pilosellus. pilosellus), Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., for example, Euschistus heros, Euschistus servus, Euschistus tristigmus, Euschistus variolarius, Eurydema genus (spp.), Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp.), Leptocorisa varicornis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp. species, e.g., Lygocoris pabulinus, Lygus spp. species, e.g., Lygus elisus, Lygus hesperus, Lygus lineolaris, Macropes excavatus, Megacopta cribraria, Miridae, Monalonion atlatum atratum), species of the genus Nezara (e.g., Nezara viridula), species of the genus Nysius, species of Oebalus, species Pentomidae, Piesma quadrata, species of Piezodorus (e.g., Piezodorus guildinii), species of Psallus, species Pseudacysta persea, species of Rhodnius, species Sahlbergella singularis, Scaptocoris castanea *Castanea*, *Scotinophora* spp., *Stephanitis nashi*, *Tibraca* spp., *Triatoma* spp.; The order Hymenoptera includes, for example, species of the genera Acromyrmex, Athalia, Camponotus, Dolichovespula, Diprion, Hoplocampa, Hoplocampa, Hoplocampa cookei, Hoplocampa testudinea, and Lasius. spp.), Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravesprula spp., Plagiolepis spp., Sirex spp., e.g., Sirex noctilio, Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp., e.g., Vespa clubro crabro), Wasmannia auropunctata, Xeris spp.; Examples of species in the order Isopoda, such as Armadillidium vulgare, Oniscus asellus, and Porcellio scaber; The order Isoptera includes, for example, species of the genus Coptotermes, such as Coptotermes formosanus, Cornitermes cumulans, Cryptotermes, Incisitermes, Kalotermes, Microtermes obesi, Nasutitermes, Odontotermes, Porotermes, and Reticulitermes, such as Reticulitermes flavipes. flavipes), Reticulitermes hesperus; Lepidoptera, for example, Achroia grisella, Acronicta major, Adoxophyes spp., for example, Adoxophyes orana, Aedia leucomelas, Agrotis spp., for example, Agrotis segetum, Agrotis ipsilon, Alabama spp., for example, Alabama argillacea, Amyelois transitella, Anarsia spp., Anticarsia spp.), for example, Anticarsia gemmatalis, Argyroploce spp., Autographa spp., Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomonera *Pomonella*, *Carposina niponensis*, *Cheimatobia brumata*, *Chilo* spp.For example, Chilo plejadellus, Chilo suppressalis, Choreutis pariana, Choristoneura spp., Chrysodeixis chalcites, Clysia ambiguella, Cnaphalocerus spp., Cnaphalocrocis medinalis, Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp.), for example, Cydia nigricana, Cydia pomonella, Dalaca noctuides, Diaphania spp., Diparopsis spp., Diatraea saccharalis, Dioryctria spp., for example, Dioryctria zimmermani, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eldana saccharina, Ephestia (spp.), for example, Ephestia elutella, Ephestia kuehniella, Epinotia spp., Epiphyas postvittana, Erannis spp.), Erschoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., for example, Euproctis chrysorrhoea, Euxoa spp., Feltia spp., Galleria mellonella, Gracilaria spp., Grapholitha spp., for example, Grapholitha moresta Molesta), Grapholita prunivora, Hedylepta spp., Helicoverpa spp., e.g., Helicoverpa armigera, Helicoverpa zea, Heliothis spp., e.g., Heliothis virescens, Heliothis virescens, Hepialus spp., e.g., Hepialus humuli, Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella padella), Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis, Leucoptera spp.), for example, Leucoptera coffeella, Lithocolletis spp., for example, Lithocolletis blancardella, Lithophane antennata, Lobesia spp., for example, Lobesia botrana, Loxagrotis albicosta, Lymantria spp., for example, Lymantria dispar, Lyonetia spp., for example, Lyonetia clerkella, Malacosoma neustria *Neustria*, *Maruca testulalis*, *Mamestra brassicae*, *Melanitis leda*, *Mocis* spp., *Monopis obviella*, *Mythimna separata*, *Nemapogon cloacellus*, *Nymphula* spp., *Oiketicus* spp., *Omphisa* spp., *Operophtera* spp., *Oria* spp., *Orthaga* spp., *Ostrinia* spp.), for example, Ostrinia nubilalis, Panolis flammea, Parnara spp., Pectinophora spp., for example, Pectinophora gossypiella, Perileucoptera spp., Phthorimaea spp.), for example, Phthorimaea operculella, Phyllocnistis citrella, species of the genus Phyllonorycter, for example, Phyllonorycter blancardella, Phyllonorycter crataegella, species of the genus Pieris, for example, Pieris rapae, Platynota stultana, Plodia interpunctella, species of the genus Plusia, Plutella xylostella (= Plutella macrippennis (Plutella (maculipennis), species of the genus Podesia (e.g., Podesia syringae), species of the genus Prays, species of Prodenia, species of Protoparce, species of Pseudaletia (e.g., Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu), species of the genus Schoenobius (e.g., Schoenobius bipunctifer) (bipunctifer), species of the genus Scirpophaga (e.g., Scirpophaga innotata, Scotia segetum), species of the genus Sesamia (e.g., Sesamia inferens), species of the genus Sparganothis (e.g., Sparganothis spp.), species of the genus Spodoptera (e.g., Spodoptera spp.)), for example, Spodoptera eradiana, Spodoptera exigua, Spodoptera frugiperda, Spodoptera praefica, species of the genera Stathmopoda, species of Stenoma, Stomopteryx subsecivella, species of Synanthedon, Tecia solanivora, species of Thaumetopoea, Thermesia gemmatalis, Tinea croacera *Tinea pellionella*, *Tinea cloacella*, etc. Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., for example, Trichoplusia ni, Tryporyza incertulas, Tuta absoluta, and Viracola spp.; Grasshoppers of the order Orthoptera or Saltatoria, for example, Acheta domesticus, species of the genera Dichroplus, species of the genera Gryllotalpa, for example Gryllotalpa gryllotalpa, species of the genera Hieroglyphus, species of the genera Locusta, for example Locusta migratoria, species of the genera Melanoplus, for example Melanoplus devastator, Paratlanticus ussuriensis, Schistocerca gregaria; Examples of lice (Phthiraptera) include species of the genera Damalinia, Haematopinus, Linognathus, Pediculus, Phylloxera vastatrix, Phthirus pubis, and Trichodectes. Examples of species in the genera Lepinotus and Liposcelis, belonging to the order Psocoptera; Examples of species in the order Siphonaptera, such as the genera Ceratophyllus and Ctenocephalides, including Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, and Xenopsylla cheopis; The order Thysanoptera includes species such as Anaphothrips obscurus, Baliotrips biformis, Chaetanaphothrips leeuweni, Drepanothrips reuteri, and Enneothrips flavens, as well as species of the genus Frankliniella, such as Frankliniella fusca, Frankliniella occidentalis, Frankliniella schultzei, and Frankliniella tritisi. * Examples of species in the order Zygentoma (=Thysanura), such as Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus, and Thermobia domestica; Species of the Symphyla class, such as the genus Scutigerella, such as Scutigerella immaculata; Pests of the phylum Mollusca, for example, of the class Bivalvia, for example, species of the genus Dreissena; and further, Examples of species in the class Gastropoda include the genera Arion (e.g., Arion ater rufus), Biomphalaria (e.g., Biomphalaria), Bulinus (e.g., Deroceras), Deroceras (e.g., Deroceras laeve), Galba (e.g., Galba), Lymnaea (e.g., Lymnaea), Oncomelania (e.g., Pomacea), and Succinea (e.g.). Plant pests (i.e., plant parasitic nematodes) of the phylum Nematoda, particularly species of the genus Aglenchus, e.g., Aglenchus agricola; species of the genus Anguina, e.g., Anguina tritici; species of the genus Aphelenchoides, e.g., Aphelenchoides arachidis, Aphelenchoides fragariae; species of the genus Belonolaimus, e.g., Belonolaimus gracilis, Belonolaimus longicaudatus longicaudatus), Belonolaimus nortoni, Bursaphelenchus spp. species, e.g., Bursaphelenchus cocophilus, Bursaphelenchus eremus, Bursaphelenchus xylophilus, Cacopaurus spp. species, e.g., Cacopaurus pestis, Criconemella spp. species, e.g., Criconemella curvata, Criconemella onoensis, Criconemella ornata ornata), Criconemella rusium, Criconemella xenoplax (= Mesocriconema xenoplax), Criconemoides spp.), for example, Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum, Ditylenchus spp., for example, Ditylenchus dipsaci, Dolichodorus spp., Globodera spp., for example, Globodera pallida, Globodera rostochiensis, Helicotylenchus spp., for example, Helicotylenchus dihystera dihystera), species of the genera Hemicriconemoides, Hemicycliophora, Heterodera, for example, Heterodera avenae, Heterodera glycines, Heterodera schachtii, species of Hirschmaniella, Hoplolaimus, Longidorus, for example, Longidorus africanus, species of Meloidogyne, for example, Meloidogyne kitowoji Meloinema chitwoodi), Meloinema fallax, Meloinema hapla, Meloinema incognita, Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp.), species of the genera Paraphelenchus, species of Paratricodorus, for example Paratricodorus minor, species of Paratylenchus, species of Platylenchus, for example Platylenchus penetrans, species of Pseudohalenchus, species of Psilenchus, species of Punctodera, species of Quinisulcius, species of Radopholus, for example Radopholus citrofilus citrophilus), Radopholus similis, Rotylenculus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., for example, Trichodorus obtusus, Trichodorus primitivus, Tylenchorhynchus spp., for example, Tylenchorhynchus annulatus, Tylenchulus (spp.), for example, *Tylenchulus semipenetrans*; Xiphenema spp., for example, *Xiphinema index*.

[0093] The compound represented by formula (I) may, depending on the circumstances, be used as a herbicide, phytotoxicity reducer, growth regulator, or plant property enhancer at specific concentrations or application rates; or as a microbicide or gametocide, for example, as a fungicide, antifungal, bactericidal, or virucidal agent (including those acting on viroids); or as an agent 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.

[0094] Formulation / Form of Use The present invention further relates to formulations, in particular formulations for controlling undesirable animal pests. These formulations can be applied to animal pests and / or their habitats.

[0095] The formulations of the present invention may be provided to the end user in a “ready-for-use” form, that is, they may be applied directly to plants or seeds by a suitable device such as a sprayer or powderer. Alternatively, the formulations may be provided to the end user in a concentrated form that requires dilution, preferably with water, before use. Therefore, unless otherwise indicated, the expression “formulation” means such a concentrated form, while the expression “formulation” means the end user as a “ready-for-use” solution, i.e., usually such a diluted formulation.

[0096] The formulations of the present invention can be prepared by conventional means, for example, by mixing the compounds of the present invention with one or more suitable adjuvants, such as the adjuvants disclosed herein.

[0097] The formulation comprises at least one compound of the present invention and at least one agricultural auxiliary agent (e.g., one or more carriers and / or one or more surfactants).

[0098] The carrier is generally an inert, solid or liquid natural or synthetic organic or inorganic substance. Such carriers generally improve the application of the compound, for example, to plants, plant parts, or seeds. Suitable solid carriers include, but are not limited to, ammonium salts, in particular ammonium sulfate, ammonium phosphate, and ammonium nitrate; natural rock powders, such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite, and diatomaceous earth; silica gel; and synthetic rock powders, such as pulverized silica, alumina, and silicate. Examples of solid carriers typically useful for preparing granules include, but are not limited to, crushed and fractionated natural rocks, such as calcite, marble, pumice, meerschmitt, and dolomite; synthetic granules made from inorganic and organic powders; and granules made from organic materials, such as paper, sawdust, coconut shells, corn cobs, and tobacco petioles. Suitable liquid carriers include, but are not limited to, water, organic solvents, and combinations thereof.Examples of suitable solvents include polar and nonpolar organic chemical liquids, such as those selected from the following: aromatic and non-aromatic hydrocarbons (e.g., cyclohexane, paraffins, alkylbenzenes, xylene, toluene, tetrahydronaphtherene, alkylnaphthalenes, chlorinated aromatic compounds, or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes, or methylene chloride), alcohols and polyols (which may optionally be substituted, etherified, and / or esterified, such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol, or glycol), and ketones (e.g., acetone, methyl ethyl ketone, methyl isobutyl ketone, acetophenone, or cyclohexanone). ), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, amides (e.g., dimethylformamide or fatty acid amides) and their esters, lactams (e.g., N-alkylpyrrolidones, especially N-methylpyrrolidone) and lactones, sulfones and sulfoxides (e.g., dimethyl sulfoxide), oils of plant or animal origin, nitriles (alkylnitriles, e.g., acetonitrile, propionotril, butyronitrile, or aromatic nitriles, e.g., benzonitrile), carbonate esters (cyclic carbonate esters, e.g., ethylene carbonate, propylene carbonate, butylene carbonate, or dialkyl carbonate esters, e.g., dimethyl carbonate, diethyl carbonate, dipropyl carbonate, dibutyl carbonate, dioctyl carbonate). The carrier may also be a liquefied gas extender, i.e., a liquid that is a gas under standard temperature and pressure, such as an aerosol propellant, such as halohydrocarbons, butane, propane, nitrogen, and carbon dioxide.

[0099] Preferred solid supports are selected from clay, talc, and silica.

[0100] Preferred liquid carriers are selected from water, fatty acid amides and their esters, aromatic and non-aromatic hydrocarbons, lactams, lactones, carbonate esters, ketones, and (poly)ethers.

[0101] The amount of the carrier is typically in the range of 1 to 99.99% by weight of the formulation, preferably in the range of 5 to 99.9% by weight, more preferably in the range of 10 to 99.5% by weight, and most preferably in the range of 20 to 99% by weight.

[0102] The liquid carrier is typically present in the range of 20–90% by weight of the formulation, for example, in the range of 30–80% by weight.

[0103] The solid carrier is typically present in the range of 0 to 50% by weight of the formulation, preferably in the range of 5 to 45% by weight, for example, in the range of 10 to 30% by weight.

[0104] If the formulation contains two or more carriers, the approximate range refers to the total amount of carriers.

[0105] The surfactant may be an ionic (cationic or anionic), amphoteric or nonionic surfactant, such as an ionic or nonionic emulsifier, foaming agent, dispersant, wetting agent, penetration enhancer, or any mixture thereof. Suitable surfactants include, but are not limited to, the following: salts of polyacrylic acid, ethoxylated poly(α-substituted) acrylate derivatives, salts of lignosulfonic acid (e.g., sodium lignosulfonate), salts of phenolsulfonic acid or naphthalenesulfonic acid, polycondensates of ethylene oxide and / or propylene oxide containing or not containing alcohol or fatty acid or fatty amine (polyoxyethylene fatty acid esters, e.g., castor oil ethoxylate, polyoxyethylene fatty alcohol ethers, e.g., alkylaryl polyglycol ethers), substituted phenols (preferably, aldehydes). (Kylphenol or arylphenol), salts of sulfosuccinate esters, taurine derivatives (preferably alkyl taurates), phosphate esters of polyethoxylated alcohols or polyethoxylated phenols, fatty esters of polyols (e.g., fatty acid esters of glycerol, sorbitol, or sucrose), sulfates (e.g., alkyl sulfates and alkyl ether sulfates), sulfonates (e.g., alkyl sulfonates, aryl sulfonates, and alkylbenzene sulfonates), sulfonated polymers of naphthalene / formaldehyde, phosphate esters, protein hydrolysates, lignosulfite wastewater, and methylcellulose. References to salts in this paragraph preferably refer to alkali salts, alkaline earth metal salts, and ammonium salts, respectively.

[0106] Preferred surfactants are selected from ethoxylated poly(α-substituted)acrylate derivatives, polycondensates of ethylene oxide and / or propylene oxide containing alcohol, polyoxyethylene fatty acid esters, alkylbenzene sulfonates, naphthalene / formaldehyde sulfonated polymers, and polyoxyethylene fatty acid esters, such as castor oil ethoxylate, sodium lignosulfonate, and arylphenol ethoxylate.

[0107] The amount of surfactant is typically in the range of 5 to 40% by weight of the formulation, for example, in the range of 10 to 20% by weight.

[0108] Further examples of suitable auxiliary agents include: water repellents, desiccants, binders (adhesives, tackifiers, fixatives, e.g., carboxymethylcellulose, and natural and synthetic polymers in the form of powders, granules, or latex, e.g., gum arabic, polyvinyl alcohol, and polyvinyl acetate, natural phospholipids, e.g., cephalin and lecithin, and synthetic phospholipids, polyvinylpyrrolidone, and tyrose), thickeners, and second thickeners (e.g., cellulose ethers, acrylic acid derivatives, xanthan). Gum, modified clay (e.g., products available under the name Bentone, and micronized silica), stabilizers (e.g., low-temperature stabilizers, preservatives (e.g., dichlorophene, benzyl alcohol hemiformal, 1,2-benzoisothiazolin-3-one, 2-methyl-4-isothiazolin-3-one), antioxidants, light stabilizers, especially UV stabilizers, or other agents that improve chemical and / or physical stability), dyes or pigments (e.g., inorganic pigments, e.g., iron oxide, titanium dioxide, and Prussian blue (Prussian Blue); organic dyes (e.g., alizarin dyes, azo dyes and metal phthalocyanine dyes), defoamers (e.g., silicone defoamers and magnesium stearate), antifreezes, adhesives, gibberellins, and processing aids, mineral oils and vegetable oils, aromatics, waxes, nutrients (including trace nutrients such as iron salts, manganese salts, boron salts, copper salts, cobalt salts, molybdenum salts and zinc salts), protective colloids, thixotropes, penetrants, metal ion chelating agents, and complex-forming substances.

[0109] The selection of the adjuvant depends on the intended method of application of the compound of the present invention and / or the physical properties of the compound. Furthermore, the adjuvant may also be selected to impart specific characteristics (technical, physical, and / or biological properties) to the formulation or the form of use prepared from the formulation. By selecting the adjuvant, the formulation can be customized to specific needs.

[0110] The formulation contains one or more of the compounds of the present invention in an effective amount for insecticidal / acaricidal / nematicidal purposes. The term “effective amount” refers to an amount sufficient to control harmful insects / mites / nematodes on cultivated plants or to protect materials without causing substantial damage to the treated plants. Such amounts can vary widely and depend on various factors, such as the species of insects / mites / nematodes to be controlled, the cultivated plants or materials treated, climatic conditions, and the specific compounds of the present invention used. Typically, formulations according to the present invention contain 0.01 to 99% by weight, preferably 0.05 to 98% by weight, more preferably 0.1 to 95% by weight, even more preferably 0.5 to 90% by weight, and most preferably 1 to 80% by weight of the compounds of the present invention. The formulation may contain two or more of the compounds of the present invention. In such cases, the approximate range indicates the total amount of the compounds of the present invention.

[0111] The formulations of the present invention can be any conventional formulation type, such as solutions (e.g., aqueous solutions), emulsions, aqueous and oily suspensions, powders (e.g., wettable powders, soluble powders), powders, pastes, granules (e.g., soluble granules, broadcast granules), suspend-emulsion formulations, natural or synthetic products impregnated with the compounds of the present invention, fertilizers, and even microencapsulated in polymeric materials. The compounds of the present invention can exist in suspended, emulsified, or dissolved forms. Examples of specific suitable formulation types include solutions, water-soluble concentrates (e.g., SL, LS), dispersible concentrates (DC), suspensions and suspension formulations (e.g., SC, OD, OF, FS), emulsions (e.g., EC), emulsion formulations (e.g., EW, EO, ES, ME, SE), capsules (e.g., CS, ZC), pastes, pastels, wettable powders or powders (e.g., WP, SP, WS, DP, DS), pressings (e.g., BR, TB, DT), granules (e.g., WG, SG, GR, FG, GG, MG), insecticidal products (e.g., LN), and gel formulations for processing plant propagation materials (e.g., seeds) (e.g., GW, GF). These formulation types and further formulation types are defined by the Food and Agriculture Organization of the United Nations (FAO). An overview is provided in “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6th Ed. May 2008, Croplife International.

[0112] Preferably, the formulation of the present invention is in one of the following forms: EC, SC, FS, SE, OD, WG, WP, CS, and more preferably EC, SC, OD, WG, CS.

[0113] Examples of formulation types and further details regarding their preparation are given below. When two or more compounds of the present invention are present, the approximate amount of the compounds of the present invention represents the total amount of the compounds of the present invention. This also applies to any two or more representative components of the formulation (e.g., wetting agents, binders) if such components are present.

[0114] (i) Water-soluble concentrate (SL, LS) Dissolve 10-60% by weight of at least one compound of the present invention and 5-15% by weight of a surfactant (for example, a polycondensate of ethylene oxide and / or propylene oxide containing alcohol) in water and / or a water-soluble solvent (for example, alcohols such as propylene glycol, or carbonates such as propylene carbonate) in an amount of water and / or a water-soluble solvent (for example, alcohols such as propylene glycol, or carbonates such as propylene carbonate) so that the total amount is 100% by weight. Dilute the concentrate with water before application.

[0115] (ii) Dispersible concentrate (DC) Dissolve 5 to 25% by weight of at least one compound of the present invention and 1 to 10% by weight of a surfactant and / or binder (e.g., polyvinylpyrrolidone) in an amount of organic solvent (e.g., cyclohexanone) such that the total amount is 100% by weight. Dilution with water yields a dispersion.

[0116] (iii) Emulsion (EC) Dissolve 15-70% by weight of at least one compound of the present invention and 5-10% by weight of a surfactant (e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate) in an amount of water-insoluble organic solvent (e.g., aromatic hydrocarbon or fatty acid amide) and, if necessary, an additional water-soluble solvent, in an amount totaling 100% by weight. Dilution with water yields an emulsion.

[0117] (iv) Emulsions (EW, EO, ES) Dissolve 5-40% by weight of at least one compound of the present invention and 1-10% by weight of a surfactant (e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate, or a polycondensate of ethylene oxide and / or propylene oxide with or without alcohol) in 20-40% by weight of a water-insoluble organic solvent (e.g., an aromatic hydrocarbon). Add this mixture to water using an emulsifier in an amount that is 100% by weight in total. The resulting formulation is a homogeneous emulsion. The emulsion can be further diluted with water before application.

[0118] (v) Suspensions and Suspension Formulations (v-1) Water-based (SC, FS) In a suitable grinding apparatus (e.g., a stirred ball mill), 20-60% by weight of at least one compound of the present invention is finely ground with 2-10% by weight of surfactants (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1-2% by weight of a thickener (e.g., xanthan gum), and water to obtain a fine suspension of the active substance. Water is added in an amount such that the total amount is 100% by weight. Dilution with water provides a stable suspension of the active substance. For FS-type formulations, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.

[0119] (v-2) Oil-based (OD, OF) In a suitable grinding apparatus (e.g., a stirred ball mill), 20-60% by weight of at least one compound of the present invention is finely ground with 2-10% by weight of surfactants (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1-2% by weight of a thickener (e.g., modified clay, especially bentone, or silica), and an organic carrier to obtain a fine active substance oil suspension. The organic carrier is added in an amount such that the total amount is 100% by weight. By diluting with water, a stable dispersion of the active substance is obtained.

[0120] (vi) Granular wettable powders and water-soluble granules (WG, SG) At least one compound of the present invention is pulverized in an amount of 1 to 90% by weight (preferably 20 to 80% by weight, most preferably 50 to 80% by weight) with a surfactant (e.g., sodium lignosulfonate and sodium alkylnaphthylsulfonate) and optionally a carrier material, and then converted into a granular wettable powder or water-soluble granule using typical technical equipment (e.g., extrusion granulation, spray drying granulation, fluidized bed granulation). The surfactant and carrier material are used in amounts such that the total amount is 100% by weight. By dilution with water, a stable dispersion or solution of the active substance is obtained.

[0121] (vii) Wettable powders and water-soluble powders W (WP, SP, WS) At least one compound of the present invention, in an amount of 50-80% by weight, is ground in rotor statamill with 1-20% by weight of a surfactant (e.g., sodium lignosulfonate, sodium alkylnaphthylsulfonate) and an amount of solid support (e.g., silica gel) totaling 100% by weight. Dilution with water yields a stable dispersion or solution of the active substance.

[0122] (viii) Gel formulations (GW, GF) In a stirred ball mill, 5 to 25% by weight of at least one compound of the present invention is finely ground with 3 to 10% by weight of a surfactant (e.g., sodium lignosulfonate), 1 to 5% by weight of a binder (e.g., carboxymethylcellulose), and an amount of water so that the total amount is 100% by weight. This yields a fine suspension of the active substance. Dilution with water yields a stable suspension of the active substance.

[0123] (ix) Microemulsion agents (ME) Add 5-20% by weight of at least one compound of the present invention to 5-30% by weight of an organic solvent blend (e.g., fatty acid dimethylamide and cyclohexanone), 10-25% by weight of a surfactant blend (e.g., polyoxyethylene fatty alcohol ether and arylphenol ethoxylate), and an amount of water so that the total amount is 100% by weight. Stir the mixture for 1 hour to spontaneously generate a thermodynamically stable microemulsion.

[0124] (x) Microcapsules (CS) An oil phase containing 5-50% by weight of at least one compound of the present invention, 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and 2-15% by weight of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, and di- or triacrylate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Poly(meth)acrylate microcapsules are formed by radical polymerization initiated by a radical initiator. Alternatively, an oil phase containing 5-50% by weight of at least one compound of the present invention, 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon) and an isocyanate monomer (e.g., diphenylmethene-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol), thereby forming polyurea microcapsules. Optionally, polyamines (e.g., hexamethylenediamine) may be added to form polyurea microcapsules. The monomers constitute 1-10% of the total weight of the CS formulation.

[0125] (xi) Dustable powders (DP, DS) At least one compound of the present invention is finely ground in an amount of 1 to 10% by weight and closely mixed with a solid carrier (e.g., pulverized kaolin) in an amount such that the total amount is 100% by weight.

[0126] (xii) Granules (GR, FG) At least one compound of the present invention is finely ground in an amount of 0.5 to 30% by weight and bound with a solid support (e.g., silicate) in an amount equal to 100% by weight.

[0127] (xiii) Ultra-low volume liquids (UL) Dissolve 1 to 50% by weight of at least one compound of the present invention in an amount of organic solvent (e.g., aromatic hydrocarbon) such that the total amount is 100% by weight.

[0128] Formulation types (i) to (xiii) may optionally contain further auxiliary agents, such as 0.1 to 1% by weight of a preservative, 0.1 to 1% by weight of an antifoaming agent, 0.1 to 1% by weight of a dye and / or pigment, and 5 to 10% by weight of an antifreeze.

[0129] mixture The compound represented by formula (I) can also be used as a mixture with one or more suitable fungicides, bactericidal agents, acaricides, mollusk repellents, nematicides, insecticides, microbiological agents, beneficial agents, herbicides, fertilizers, bird repellents, phytotonic agents, sterilizers, phytotoxicity reducers, informative chemicals and / or plant growth regulators, for example, to broaden the spectrum of action, to lengthen the duration of action, to increase the rate of action, to prevent repulsion, or to prevent the development of resistance. Furthermore, such combinations of active compounds can improve plant growth and / or improve tolerance to abiotic factors (e.g., high or low temperatures), drought, or increased water content or soil salinity. Furthermore, it is possible to improve flowering and fruiting performance, optimize germination ability and root development, facilitate harvesting, increase yield, influence maturation, improve the quality and / or nutritional value of harvested produce, extend the shelf life of harvested produce, and / or improve the processability of harvested produce.

[0130] Furthermore, the compound represented by formula (I) can also be present in a mixture with another active compound or informative chemical (e.g., attractants, and / or bird repellents, and / or plant activators, and / or growth regulators, and / or fertilizers). Similarly, the compound represented by formula (I) can also be used to improve plant properties (e.g., growth, yield, and harvest quality).

[0131] In certain embodiments of the present invention, the compound represented by formula (I) is present in a formulation or in a form of use prepared from such a formulation, mixed with further compounds (preferably the compounds described below).

[0132] If any of the compounds listed below may exist in various tautomer forms, these forms are also included in all cases, even if not explicitly mentioned. Furthermore, all named mixing partners may, if possible due to their functional groups, form salts with suitable bases or acids.

[0133] Insecticides / Acaricides / Nematicides The active compounds identified herein by their "generic names" are known and can be found, for example, in the pesticide handbook ("The Pesticide Manual," 16th Ed., British Crop Protection Council 2012) or on the internet (e.g., "http: / / www.alanwood.net / pesticides"). Their classification is based on the IRAC Mode of Action Classification Scheme, which was current at the time of filing this patent application.

[0134] (1) Acetylcholinesterase (AChE) inhibitors, preferably, Carbamates, which are selected from alanicarb, aldicarb, bengiocarb, benfuracarb, butocarboxime, butoxycarboxime, carbaryl, carbofuran, carbosulfan, ethiofencarb, phenobucarb, formethaneate, furathiocarb, isoprocarb, methiocarb, methomyl, metholcarb, oxamyl, pyrimicarb, propoxul, thiodicarb, thiophanox, triazamate, trimetacarb, XMC and xylylcarb; or, Organophosphate esters include acephate, azamethiphos, adinphos-ethyl, adinphos-methyl, kazusaphos, chlorethoxyphos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanophos, dimeton-S-methyl, diazinon, dichlorvos / DDVP, diclotophos, dimethoate, dimethylvinphos, disulfone, EPN, ethione, etoprophos, femfur, phenamiphos, fenitrothion, fenthion, fostiazate, heptenophos, imisiaphos, isofenphos, and O-(methoxyaminothiophosphoryl) ) Selected from isopropyl salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monoclotophos, naled, omethoate, oxydimeton-methyl, parathion-methyl, fenthoate, phorate, fosalon, fosmet, phosphamidone, foxim, pyrimiphos-methyl, profenophos, propetamphos, prothiophos, pyraclophos, pyridaphenthion, quinalphos, sulfotep, tebupyrimphos, temephos, terbuphos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, and bamidothion.

[0135] (2) GABA-controlled chloride channel blockers, preferably, Cyclodiene-organochlorine systems, selected from chlordan and endosulfan; or, Phenylpyrazole derivatives (fiprole derivatives) are selected from ethiprole and fipronil.

[0136] (3) Sodium channel modulator, preferably, Pyrethroids include acrinatrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, bioallethrin s-cyclopentenyl isomer, bioallethmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(1R)-trans-isomer], deltamethrin, empenthrin [(EZ)-(1R)-isomer], esfenvalerate, etofenprox, and fen. Selected from propatrin, fenvalerate, flucitrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, cadetrin, monfluorothrin, permethrin, phenothrin [(1R)-trans-isomer], prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R)-isomer], tralomethrin, and transfluthrin; or, DDT; or methoxychloride.

[0137] (4) A competitive modulator of nicotinic acetylcholine receptors (nAChR), preferably, Neonicotinoids, selected from acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam; or, Nicotine; or, Sulfoximine series, selected from sulfoxaflor; or, Butenolide derivatives, which are selected from flupyradiflon; or, Mesoionic drugs are selected from triflumezopyrim.

[0138] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulator (site I), preferably, Spinosine derivatives are selected from spinetrum and spinosad.

[0139] (6) Glutamate-controlled chloride channel (GluCl) allosteric modulator, preferably, Avermectin / milbemycin derivatives are selected from abamectin, emamectin benzoate, lepimectin, and milbemectin.

[0140] (7) A juvenile hormone mimetic, preferably, Juvenile hormone analogs, which are selected from hydroprene, quinoprene, and methoprene; or, Phenoxycarb; or pyriproxyfen.

[0141] (8) Various unspecified (multi-site) inhibitors, preferably, Alkyl halides, which are selected from methyl bromide and other alkyl halides; or, Chloropicrin; or sulfuryl fluoride; or borax; or tartaric acid; or The methyl isocyanate product is selected from dazomet and metham.

[0142] (9) A string organ TRPV channel modulator, preferably, Pyridineazomethane derivatives, selected from pyrometrozine and pyrifluquinazone; or, Pilopene-type drugs are selected from afidopilopene.

[0143] (10) A mite growth inhibitor that acts on CHS1, which is selected from clofentedine, hexythiazox, diflovidazine and etoxazole.

[0144] (11) Microbial disruptors of the insect intestinal membrane, including Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, and Bacillus thuringiensis subspecies tenebryonis (tenebrionis) and Bt plant proteins (selected from Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, and Cry34Ab1 / 35Ab1).

[0145] (12) Mitochondrial ATP synthase inhibitors, preferably, ATP disruptors, which are selected from diafenthiurone; or, Organotin compounds, selected from azocyclotin, cyhexatin, and fenbutatin oxide; or, Propargit; or tetradiphon.

[0146] (13) An uncoupler of oxidative phosphorylation by disrupting the proton gradient, which is selected from chlorfenapyr, DNOC, and sulfuramide.

[0147] (14) Nicotinic acetylcholine receptor channel blockers, selected from bensultap, cartap hydrochloride, thiocylam, and thiosultap sodium.

[0148] (15) Chitin biosynthesis inhibitors that act on CHS1, preferably, Benzoylurea derivatives are selected from bistriflurone, chlorfluazurone, diflubenzuron, flucycloxurone, flufenoxurone, hexaflumurone, lufenuron, novaron, nobiflumuron, teflubenzuron, and triflumuron.

[0149] (16) Chitin biosynthesis inhibitors (Type 1), which are selected from buprofezin.

[0150] (17) Molting disruptors (especially against Diptera, i.e., against dipterans), which are selected from cyromazine.

[0151] (18) Ecdysone receptor agonists, preferably, Diacylhydrazine derivatives are selected from chromafenozide, halofenozide, methoxyfenozide, and tebufenozide.

[0152] (19) Octopamine receptor agonist, which is selected from amitraz.

[0153] (20) Mitochondrial complex III electron transport inhibitors, which are selected from hydramethylnon, acequinosyl, fluacrypilim, and bifenazate.

[0154] (21) Mitochondrial complex I electron transport inhibitors, preferably, METI acaricides and insecticides, selected from phenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad; or, Derris (Rotenon).

[0155] (22) Voltage-gated sodium channel blockers, preferably, Oxadiazine derivatives, selected from indoxacarb; or, Semicarbazone-based drugs are selected from metaflumizone.

[0156] (23) Acetyl-CoA carboxylase inhibitors, preferably, Tetronic acid derivatives and tetramic acid derivatives, which are selected from spirodiclofen, spiromesifen, spiropidione, and spirotetramat.

[0157] (24) Mitochondrial complex IV electron transport inhibitors, preferably, Phosphide-based, selected from aluminum phosphide, calcium phosphide, phosphine, and zinc phosphide; or, Cyanide, which is selected from calcium cyanide, potassium cyanide, and sodium cyanide.

[0158] (25) Mitochondrial complex II electron transport inhibitors, preferably, β-ketonitrile derivative, which is selected from cyenopyrafen and cyflumetofen; or, Carboxyanilide derivatives are selected from piflubumides.

[0159] (28) A ryanodine receptor modulator, preferably, Diamides are selected from chlorantraniliprole, cyantranilprole, cyclaniliprole, flubendiamide, and tetraliniprole.

[0160] (29) A chord organ modulator (target site not defined), which is selected from flonicamide.

[0161] (30) GABA-controlled chloride channel allosteric modulator, preferably, Metadiamides, which are selected from broflanilides; or, Isoxazole-based drugs are selected from fluxamethamide.

[0162] (31) Baculovirus, preferably, Granulopathy viruses (GVs), which are selected from codlinga (Cydia pomonella) GV and codlinga look-alike (Thaumatotibia leucotreta) (GV); or, Nuclear polyhedron disease viruses (NPVs) are selected from the velvet bean caterpillar (Anticarsia gemmatalis) MNPV and the tobacco budworm (Helicoverpa armigera) NPV.

[0163] (32) Nicotinic acetylcholine receptor allosteric modulator (site II), which is selected from the GS-omega / kappa HXTX-Hv1a peptide.

[0164] (33) Further active compounds selected from the following: acinonapyr, afoxoleiner, azadirachtin, benkrothiaz, benzoximate, benzpyrimoxane, bromopropylate, quinomethionate, chloroprallethrin, cryolite, cyclobutrifluram, or cyclobutrifen (CAS 1460292-16-3), cycloxapride, cyetpyrafen, cyhalodiamide, dichloromesothiaz, dicofol, dimpropyridaz, ε-metoflutrin, ε-momfluthrin, flomethquin, fluazindolidine, fluensulfone, fluphenerim, fluphenoxystrobin, flufiprole, fluhexafone, fluopyram, flupyrim, fluralaner, fufenozide, fupentiofenox (CAS 1472050-04-6), guadipyr, heptafluthrin, imidaclotiz, iprodione, isocycloceram, κ-bifenthrin, κ-tefluthrin, lotilaner, meperfluthrin, oxazosulfyl, paichongding, pyridaryl, pyrifluquinazone, pyriminostrobin, spirobudiclofen, tetramethylfluthrin, tetrachlorantraniliprole, tigolaner, thioxazafen, thiofluoximate, iodomethane, triflupentoxide (CAS 1472050-04-6); further, preparations based on Bacillus firmus (I-1582, BioNeem, Votivo), and further, the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-Triazole-5-amine (known from WO2006 / 043635) (CAS 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)propa-2-en-1-yl]-5-fluorospiro[indole-3,4'-piperidine]-1(2H)-yl}(2-chloropyridine-4-yl)methanone (known from WO2003 / 106457) (CAS 637360-23-7), 2-chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)propa-2-en-1-yl]piperidine-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]deca-3-en-2-one (known from WO2010052161) (CAS 1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]deca-3-en-4-ylethylcarbonate (known from EP2647626) (CAS 1440516-42-6), 4-(buta-2-in-1-yloxy)-6-(3,5-dimethylpiperidine-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-pyridylidene]-1,1,1-trifluoropropan-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) (CAS 1226889-14-0), 5-bromo-4-chloro-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (known from CN103232431) (CAS 1449220-44-3), 4-[5-(3,5-Dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxide-3-thietanyl)benzamide, 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxide-3-thietanyl)benzamide and 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxide-3-thietanyl)benzamide (known from WO2013 / 050317A1) (CAS 1332628-83-7), N-[3-chloro-1-(3-pyridinyl)-1H-pyrazole-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propanamide, (+)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazole-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propanamide and (-)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazole-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propanamide (known from WO2013 / 162715A2, WO2013 / 162716A2, US2014 / 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-carbonitrile (known from CN101337937A) (CAS 1105672-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)thioxomethyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide, (known from Liudaibenjiaxuanan, CN103109816A) (CAS 1232543-85-9); N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (known from WO2012 / 034403A1) (CAS 1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazole-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide (known from WO2011 / 085575A1) (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 carboxamide (known from CN101715774A) (CAS 1232543-85-9); 3-(2,2-dichloroethenyl)-2,2-dimethyl-4-(1H-benzimidazole-2-yl)phenyl-cyclopropanecarboxylic acid ester (known from CN103524422A) (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 carboxylate ester (known from CN102391261A) (CAS 1370358-69-2); 6-deoxy-3-O-ethyl-2,4-di-O-methyl-,1-[N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H-1,2,4-Triazole-3-yl]phenyl]carbamate]-α-L-mannopyranose (known from US2014 / 0275503A1) (CAS 1181213-14-8); 8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2.1]octane (CAS 1253850-56-4), (8-anti)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2.1]octane (CAS 933798-27-7), (8-syn)-8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazine-3-yl)-3-aza-bicyclo[3.2.1]octane (known from WO2007040280A1, WO2007040282A1) (CAS 934001-66-8), N-[3-chloro-1-(3-pyridinyl)-1H-pyrazole-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)thio]-propanamide (known from WO2015 / 058021A1, WO2015 / 058028A1) (CAS 1477919-27-9), and N-[4-(aminothioxomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide (known from CN103265527A) (CAS 1452877-50-7), 5-(1,3-dioxan-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]pyrimidine (known from WO2013 / 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 WO2014 / 187846A1) (CAS 1638765-58-8), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-Diazaspiro[4.5]deca-3-en-4-yl-ethyl carbonate (known from WO2010 / 066780A1, WO2011151146A1) (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-isoxazolidinyl]-2-methyl-benzamide (known from WO2011 / 067272, WO2013 / 050302) (CAS 1309959-62-3).

[0165] disinfectant The active ingredients identified by "generic name" in this specification are known and can be found, for example, in "The Pesticide Manual (16th Ed. British Crop Protection Council)" or through internet searches (for example, www.alanwood.net / pesticides ).

[0166] All bactericidal mixing agents listed in classes (1) to (15) may, if possible, form salts with suitable bases or acids by their functional groups. All mixing agents listed in classes (1) to (15) may, where appropriate, include tautomer forms.

[0167] (1) Inhibitors of ergosterol biosynthesis, e.g., (1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxyconazole, (1.004) fenhexamide, (1.005) fenpropidine, (1.006) fenpropimorph, (1.007) fenpyrazamine, (1.008) fluquinconazole, (1.009) flutriafol, (1.010) imazalil, (1.011) imazalil sulfate, (1.012) ipconazole, (1.013) metconazole, (1.014) mi Clobutanil, (1.015) Paclobutrazol, (1.016) Prochloraz, (1.017) Propiconazole, (1.018) Prothioconazole, (1.019) Pyrisoxazole, (1.020) Spiroxamine, (1.021) Tebuconazole, (1.022) Tetraconazole, (1.023) Triadimenol, (1.024) Tridemorph, (1.025) Triticonazole, (1.026) (1R,2S,5S)-5-(4-Chlorobenzyl)-2-(Chloromethyl)-2-methyl-1-(1H- 1,2,4-Triazole-1-ylmethyl)cyclopentanol, (1.027)(1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazole-1-ylmethyl)cyclopentanol, (1.028)(2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazole-1-yl)butan-2-ol, (1.029)(2R)-2-(1-chlorocyclopropyl)- 4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazole-1-yl)butan-2-ol, (1.030)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazole-1-yl)propane-2-ol, (1.031)(2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazole-1-yl)butan-2-ol, (1.032)(2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazole-1-yl)butan-2-ol, (1.033)(2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazole-1-yl)propan-2-ol, (1.034)(R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazole-4-yl](pyridine-3-yl) (L)methanol, (1.035)(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazole-4-yl](pyridine-3-yl)methanol, (1.036)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazole-4-yl](pyridine-3-yl)methanol, (1.037)1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl )-1H-1,2,4-triazole, (1.038)1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole, (1.039)1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole-5-ylthiocyanate, (1.040)1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl [(nyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole-5-ylthiocyanate, (1.041)1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole-5-ylthiocyanate, (1.042)2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thion, (1.043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.044)2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.045)2-[(2R,4S,5S)-1-(2,4-dichlorophenyl )-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thion, (1.046)2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thion, (1.047)2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2 ,4-dihydro-3H-1,2,4-triazole-3-thion, (1.048)2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thion, (1.049)2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thion, (1. 050)2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.051)2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazole-1-yl)propan-2-ol, (1.052)2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazole-1-yl)butan-2-ol, (1.053)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazole-1-yl)butan-2-ol, (1.054)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazole-1-yl)pentan-2-ol, (1.055)mefentrifluconazole, (1.056)2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2, 4-Triazole-3-thione, (1.057)2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.058)2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.059)5-(4-chlorobenzyl)-2-(chloromethyl)-2- Methyl-1-(1H-1,2,4-triazole-1-ylmethyl)cyclopentanol, (1.060)5-(allylsulfanil)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.061)5-(allylsulfanil)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.062)5-(allylsulfanil)- 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.063)N'-(2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.064)N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.(065)N'-(2,5-dimethyl-4-{[3-(2,2,3,3-tetrafluoropropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.066)N'-(2,5-dimethyl-4-{[3-(pentafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.067)N'-(2,5-dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methyl Imidoformamide, (1.068)N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamide, (1.069)N'-(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoropropyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamide, (1.070)N'-(2,5-dimethyl-4-{3-[(pentafluoroethyl)sulfanyl]phenoxy}phenyl)-N -Ethyl-N-methylimidoformamide, (1.071)N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamide, (1.072)N'-(4-{[3-(difluoromethoxy)phenyl]sulfanyl}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, (1.073)N'-(4-{3-[(difluoromethyl)sulfanyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, (1.074)N'-[5 -Bromo-6-(2,3-dihydro-1H-inden-2-yloxy)-2-methylpyridine-3-yl]-N-ethyl-N-methylimidoformamide, (1.075)N'-{4-[(4,5-dichloro-1,3-thiazole-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimidoformamide, (1.076)N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridine-3-yl}-N-ethyl-N-methylimidoformamide, (1.077)N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridine-3-yl}-N-ethyl-N-methylimidoformamide, (1.078)N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridine-3-yl}-N-ethyl-N-methylimidoformamide, (1.079)N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridine-3-yl}-N-ethyl-N-methylimidoformamide, (1.080)N'-{5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridine-3-yl}-N-ethyl-N-methylimidoformamide. Mid, (1.081) Ipfentrifluconazole, (1.082) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazole-1-yl)propan-2-ol, (1.083) 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazole-1-yl)propan-2-ol, (1.084) 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl) (L)-3-pyridyl]-1-(1,2,4-triazole-1-yl)propan-2-ol, (1.085)3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluorophenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile, and (1.086)4-[[6-[rac-(2R)-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazole-1-yl)propyl]-3-pyridyl]oxy]benzonitrile.

[0168] (2) Inhibitors of the respiratory chain in complex I or complex II, e.g., (2.001) benzovindiflupir, (2.002) bixafen, (2.003) boscalid, (2.004) carboxyne, (2.005) fluopyram, (2.006) flutolanil, (2.007) fluxapiroxade, (2.008) flametopyr, (2.009) isofetamide, (2.010) isopyrazam (anti-epimerized enantiomers 1R, 4S, 9S), (2.011) isopyrazam (anti-epimerized enantiomers 1S, 4R, 9R), (2.012) isopyrazam (anti-epimerized racemic compounds) (1RS,4SR,9SR), (2.013) Isopyrazam (a mixture of syn-epimerated racemic compounds (1RS,4SR,9RS) and anti-epimerated racemic compounds (1RS,4SR,9SR)), (2.014) Isopyrazam (syn-epimerated enantiomers 1R,4S,9R), (2.015) Isopyrazam (syn-epimerated enantiomers 1S,4R,9S), (2.016) Isopyrazam (syn-epimerated racemic compounds) (1RS,4SR,9RS), (2.017) Penflufen, (2.018) Penthiopyrad, (2.019) Pidiflumetofen, (2.020) Pyraziflumid, (2.021) Sedaxane, (2.022) 1,3-Dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (2.023) 1,3-Dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide Boxamide, (2.024)1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.025)1-methyl-3-(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-inden-4-yl)benzamide, (2.027)3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (2.028)Impyrfluxam, (2.029)3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.030)Fluindapyr, (2.031)3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3 -Dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032)3-(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)pyridine-2-yl]oxy}phenyl)ethyl]quinazoline-4-amine, (2.034)N-(2-cyclopentyl-5-fluoroben (2.035)N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.036)N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.037)N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.037)N-(5-chloro-2-ethylbenzyl) (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-methanonaphthalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.040)N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.041)N-[1-(2,4-dichlorophenyl)-1-methoxypropan-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-(difluoro Methyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (2.046)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-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-carbothioamide, (2.049)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.050)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.051) N-Cyclopropyl-3-(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-C Clopropyl-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, (2.057)pyrapropoine.

[0169] (3) Inhibitors of the respiratory chain in complex III, e.g., (3.001) ametoctrazine, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) coumethoxystrobin, (3.005) chemoxystrobin, (3.006) cyazofamide, (3.007) dimoxystrobin, (3.008) enoxastrobin, (3.009) famoxadone, (3.010) fenamidon, (3.011) flufenoxystrobin, (3.01 2) Fluoxastrobin, (3.013) Kresoxime-methyl, (3.014) Metminostrobin, (3.015) Orysastrobin, (3.016) Picoxystrobin, (3.017) Pyraclostrobin, (3.018) Pyramethostrobin, (3.019) Pyraoxystrobin, (3.020) Trifloxystrobin, (3.021) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxy (imino)-N-methylacetamide, (3.022)(2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazole-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenta-3-enamide, (3.023)(2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.024)(2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.025) fenpicoxamide, (3.0 26) Mandestrobin, (3.027) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-formamide-2-hydroxybenzamide, (3.028) (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazole-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenta-3-enamide, (3.029) {5-[3-(2,4-dimethylphenyl)-1H-pyrazole-1-yl]-2-methylbenzyl}carbamate methyl, (3.030) Methyltetraprole, (3.031) Floryl picoxamide.

[0170] (4) Inhibitors of mitosis and cell division, for example, (4.001) carbendazim, (4.002) diethofencarb, (4.003) etaboxam, (4.004) fluopicolide, (4.005) pencyclon, (4.006) thiabendazole, (4.007) thiophanate-methyl, (4.008) zoxamide, (4.009) 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridazine, (4.010) 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl (4.011) 3-chloro-5-(6-chloropyridine-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.

[0171] (5) Compounds that can act on multiple sites, for example, (5.001) Bordeaux mixture, (5.002) Captahole, (5.003) Captan, (5.004) Chlorothalonyl, (5.005) Copper hydroxide, (5.006) Copper naphthenate, (5.007) Copper oxide, (5.008) Basic copper chloride, (5.009) Copper(2+) sulfate, (5.010) Dithianone, (5.011) Dozin, (5.012) Holpet, (5.013) Mancozeb, (5.014) Maneb, (5.015) Methylam, (5.016) Methylam zinc (zinc), (5.017) copper oxine, (5.018) propineb, (5.019) sulfur and sulfur agents, e.g., calcium polysulfide, (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]dithiino[2,3-c][1,2]thiazole-3-carbonitrile.

[0172] (6) Compounds that can induce host defense, for example, (6.001) acibenzoral-S-methyl, (6.002) isothianil, (6.003) probenazole, (6.004) thiadinil.

[0173] (7) Inhibitors of amino acid and / or protein biosynthesis, e.g., (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloride hydrate, (7.004) oxytetracycline, (7.005) pyrimethanil, (7.006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinoline.

[0174] (8) Inhibitors of ATP production, e.g., (8.001) silthiofam.

[0175] (9) Inhibitors of cell wall synthesis, e.g., (9.001) benciavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mandipropamide, (9.006) pyrimorph, (9.007) valifenarate, (9.008) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridine-4-yl)-1-(morpholine-4-yl)propa-2-en-1-one, (9.009) (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridine-4-yl)-1-(morpholine-4-yl)propa-2-en-1-one.

[0176] (10) Inhibitors of lipid and membrane synthesis, e.g., (10.001) propamocarb, (10.002) propamocarb hydrochloride, (10.003) tolclofos-methyl.

[0177] (11) Inhibitors of melanin biosynthesis, e.g., (11.001) tricyclazole, (11.002) 2,2,2-trifluoroethyl{3-methyl-1-[(4-methylbenzoyl)amino]butan-2-yl}carbamate.

[0178] (12) Nucleic acid synthesis inhibitors, e.g., (12.001) Benalaxyl, (12.002) Benalaxyl-M (Kiralaxyl), (12.003) Metalaxyl, (12.004) Metalaxyl-M (Mephenoxam).

[0179] (13) Signaling inhibitors, e.g., (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazide, (13.005) quinoxifen, (13.006) vinclozoline.

[0180] (14) Compounds that can act as uncoupling agents, e.g., (14.001) fluazinam, (14.002) meptildinocap.

[0181] (15) Further fungicides selected from the group consisting of the following: (15.001) Abscisic acid, (15.002) Benzazole, (15.003) Bethoxazine, (15.004) Capsimycin, (15.005) Carvone, (15.006) Quinomethionate, (15.007) Cufraneb, (15.008) Cyflufenamid, (15.009) Cymoxanil, (15.010) Cyprosulfamide, (15.011) Fluthianil, (15.012) Fosetyl-aluminum, (15.013) Fosetyl Lu-calcium, (15.014)fosetyl-sodium, (15.015)methyl isothiocyanate, (15.016)methraphenone, (15.017)mildiomycin, (15.018)natamycin, (15.019)nickel dimethyldithiocarbamate, (15.020)nitrotal-isopropyl, (15.021)oxamocarb, (15.022)oxathiapiproline, (15.023)oxyfenthiin, (15.024)pentachlorophenol and salts, (15.025) phosphorous acid and its salts, (15.026) propamocarb-fosetylate, (15.027) pyriophenone (chlazafenone), (15.028) tebufloquine, (15.029) tecrophthalam, (15.030) tornifanide, (15.031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazole-3-yl]-1,3-thiazole-2-yl}piperi (15.032) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazole-3-yl]-1,3-thiazole-2-yl}piperidine-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazole-1-yl]etanone, (15.033) 2-(6-benzylpyridine-2-yl)quinazoline, (15.034) dipimethitrone, (15.(035)2-[3,5-bis(difluoromethyl)-1H-pyrazole-1-yl]-1-[4-(4-{5-[2-(propa-2-in-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazole-3-yl}-1,3-thiazole-2-yl)piperidine-1-yl]ethanone, (15.036)2-[3,5-bis(difluoromethyl)-1H-pyrazole-1-yl]-1-[4-(4-{5-[2-chloro-6-(propa-2-in-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazole-3-yl}-1,3-thiazole-2-yl)piperidine-1-yl]ethanone, (15.037)2-[3,5-bis(difluoro [methyl)-1H-pyrazole-1-yl]-1-[4-(4-{5-[2-fluoro-6-(propa-2-in-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazole-3-yl}-1,3-thiazole-2-yl)piperidine-1-yl]ethanone, (15.038)2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridine-2-yl]quinazoline, (15.039)2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1-yl]acetyl}piperidine-4-yl)-1,3-thiazole-4-yl]-4,5-dihydro-1,2-oxazole-5-yl}-3-chlorophenyl Methanesulfonate, (15.040)2-{(5S)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1-yl]acetyl}piperidine-4-yl)-1,3-thiazole-4-yl]-4,5-dihydro-1,2-oxazole-5-yl}-3-chlorophenyl Methanesulfonate, (15.041) Ipfluphenoquine, (15.042) 2-{2-fluoro-6-[(8-fluoro-2-methylquinoline-3-yl)oxy]phenyl}propan-2-ol, (15.043) Fluoxapiproline, (15.044) 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1-yl]acetyl}piperidine-4-yl)-1,3-thiazole-4-yl]-4,5-dihydro-1,2-oxazole-5-yl}phenyl methanesulfonate, (15.(045) 2-phenylphenol and salt, (15.046) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)quinoline, (15.047) quinofumelin, (15.048) 4-amino-5-fluoropyrimidine-2-ol (tautomer form: 4-amino-5-fluoropyrimidine-2(1H)-one), (15.049) 4-oxo-4-[(2-phenylethyl)amino]butanoic acid, (15.050) 5-amino-1,3,4-thiadiazole-2-thiol, (15.051) 5-chloro-N'-phenyl-N'-(propa-2-in-1-yl)thiophene 2-Sulfonohydrazide, (15.052)5-Fluoro-2-[(4-Fluorobenzyl)oxy]pyrimidine-4-amine, (15.053)5-Fluoro-2-[(4-Methylbenzyl)oxy]pyrimidine-4-amine, (15.054)9-Fluoro-2,2-dimethyl-5-(quinoline-3-yl)-2,3-dihydro-1,4-benzoxazepine, (15.055)Buta- 3-in-1-yl{6-[({[(Z)-(1-methyl-1H-tetrazole-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridine-2-yl}carbamate, (15.056)(2Z)-3-amino-2-cyano-3-phenylacrylate ethyl, (15.057)phenazine-1-carboxylic acid, (15.058)3,4,5-trihydroxybenzoate propyl, (1 5.059) Quinoline-8-ol, (15.060) Quinoline-8-ol sulfate (2:1), (15.061) {6-[({[(1-methyl-1H-tetrazole-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridine-2-yl}carbamate tert-butyl, (15.062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfon [Nyl]-3,4-dihydropyrimidine-2(1H)-one, (15.063)aminopyriphen, (15.064)(N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylimidoformamide), (15.065)(N'-(2-chloro-5-methyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamide), (15.066)(2-{2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]-6-fluorophenyl}propan-2-ol), (15.067)(5-bromo-1-(5,6-dimethylpyridine-3-yl)-3,3-dimethyl-3,4-dihydroisoquinoline), (15.068)(3-(4,4-difluoro-5,5-dimethyl-4,5-dihydrothieno[2,3-c]pyridine-7-yl)quinoline), (15.069)(1-(4,5-dimethyl-1H-benzimidazole-1-yl)-4,4-difluoro-3,3-dihydroisoquinoline) (15.070)8-fluoro-3-(5-fluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)quinolone, (15.071)8-fluoro-3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinolone, (15.072)3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)-8-fluoroquinoline, (15.073)(N-methyl-N-phenyl-4-[5-(trifluoromethyl)-1,2, (4-Oxadiazole-3-yl]benzamide), (15.074)(Methyl{4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl}carbamate), (15.075)(N-{4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzyl}cyclopropanecarboxamide), (15.076)N-Methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzamide, (15.077)N-[(E)-methoxyiminomethyl]-4-[5-( (Trifluoromethyl)-1,2,4-Oxadiazole-3-yl]benzamide, (15.078)N-[(Z)-Methoxyiminomethyl]-4-[5-(Trifluoromethyl)-1,2,4-Oxadiazole-3-yl]benzamide, (15.079)N-[4-[5-(Trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]cyclopropanecarboxamide, (15.080)N-(2-Fluorophenyl)-4-[5-(Trifluoromethyl)-1,2,4-Oxadiazole-3-yl]benzamide, (15.081) 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]acetamide, (15.082) N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl)phenyl]methyl]acetamide, (15.083) N-[(E)-N-methoxy-C-methyl-carbonimidoyl]-4-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]-benzamide, (15.084) N-[(Z)-N-meth [Xy-C-methyl-carbonimidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzamide, (15.085)N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, (15.086)4,4-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]pyrrolidine-2-one, (15.087)N-methyl-4-[5-(trifluoromethyl)- 1,2,4-Oxadiazole-3-yl]benzenecarbothioamide, (15.088) 5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]pyrrolidine-2-one, (15.089) N-((2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide, (15.090) 1-Methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4- Oxadiazole-3-yl]phenyl]methyl]urea, (15.091) 1,1-diethyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, (15.092) N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, (15.093) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, (15.094) 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, (15.095) N-Methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl)cyclopropanecarboxamide, (15.096) N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]f. [phenyl]methyl]propanamide, (15.097)N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl)phenyl]methyl]propanamide, (15.098)1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, (15.099)1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl] Urea, (15.100) 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, (15.101) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]piperidine-2-one, (15.102) 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]isoxazolidine-3-one, (15.103) 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]isoxazolidine-3-one, (15.104)3,3-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]piperidine-2-one, (15.105)1-[[3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]azepan-2-one, (15.106) 4,4-dimethyl-2-[[4-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]-phenyl]methyl]isoxazolidine-3-one, (15.107) 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]isoxazolidine-3-one, (15.108) (1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzyl}-1H-pyrazole-4-yl)ethyl acetate, (15.109) N,N-dimethyl-1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzyl}-1H-1,2,4-triazole-3-amine, and (15.110) N-{2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzyl}butanamide.

[0182] Biological pesticides as mixed components The compound represented by formula (I) can be combined with biological pesticides.

[0183] Biological pesticides include, in particular, bacteria, fungi, yeasts, plant extracts, and products formed by microorganisms (e.g., proteins and secondary metabolites).

[0184] Biological pesticides include bacteria, such as spore-forming bacteria, bacteria that form colonies on roots, and bacteria that act as biological insecticides, fungicides, or nematicides.

[0185] Examples of the above-mentioned bacteria that are used or can be used as biological pesticides are as follows: Bacillus amyloliquefaciens strain FZB42 (DSM 231179), or Bacillus cereus, in particular Bacillus cereus strain CNCM I-1562, or Bacillus firmus strain I-1582 (accession number CNCM I-1582), or Bacillus pumilus, in particular strain GB34 (accession number ATCC 700814) and strain QST2808 (accession number NRRL B-30087), or Bacillus subtilis, in particular 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, in particular Bacillus thuringiensis subspecies israelensis (antigen type H-14) strain AM65-52 (accession number ATCC 1276), or Bacillus thuringiensis subsp. aizawai, in particular strain ABTS-1857 (SD-1372), or Bacillus thuringiensis Subspecies kurstaki (B. thuringiensis subsp. kurstaki) strain HD-1, or Bacillus thuringiensis subspecies tenebrionis (B. thuringiensis subsp. tenebrionis) strain NB 176 (SD-5428), Pasteuria penetrans, Pasteuria spp.*Rotylenchulus reniformis* nematode - PR3 (Accession number ATCC SD-5834), *Streptomyces microflavus* strain AQ6121 (= QRD 31.013, NRRL B-50550), and *Streptomyces galbus* strain AQ 6047 (Accession number NRRL 30232).

[0186] Examples of fungi and yeasts that are used or can be used as biological pesticides include the following: Beauveria bassiana, in particular strain ATCC 74040; Coniothyrium minitans, in particular strain CON / M / 91-8 (accession number DSM-9660); Lecanicillium spp., in particular strain HRO LEC 12; Lecanicillium lecanii (formerly known as Verticillium lecanii), in particular strain KV01; Metarhizium anisopliae, in particular strain F52 (DSM3884 / ATCC 90448); Metschnikowia fructicola, in particular strain NRRL Y-30752, Paecilomyces fumosoroseus (currently: Isaria fumosorosea), in particular strain IFPC 200613 or strain Apopka 97 (accession number ATCC 20874), Paecilomyces lilacinus, in particular Paecilomyces lilacinus strain 251 (AGAL 89 / 030550), Talaromyces flavus, in particular strain V117b, Trichoderma atroviride, in particular strain SC1 (accession number CBS 122089), Trichoderma halzianum *Trichoderma harzianum*, in particular *T. harzianum rifai* T39 (accession number CNCM I-952).

[0187] Examples of viruses that are used or can be used as biological pesticides include the following: Apple leafroller (Adoxophyes orana) granuloma virus (GV), codling moth (Cydia pomonella) granuloma virus (GV), tobacco budworm (Helicoverpa armigera) nuclear polyhedron virus (NPV), white armyworm (Spodoptera exigua) mNPV, fall armyworm (Spodoptera frugiperda) mNPV, African cotton leafworm (Spodoptera littoralis) NPV.

[0188] This also includes bacteria and fungi that, when added as “inoculants” to plants, plant parts, or plant organs, promote plant growth and plant health through their specific properties. Examples include: Species of the genera Agrobacterium, Azorhizobium caulinodans, Azospirillum, Azotobacter, Bradyrhizobium, Burkholderia, especially Burkholderia cepacia (formerly known as Pseudomonas cepacia), Gigaspora or Gigaspora monosporum, Glomus, and Laccaria. spp.), Lactobacillus buchneri, Paraglomus spp., Pisolithus tinctorus, Pseudomonas spp., Rhizobium spp., especially Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., Streptomyces spp..

[0189] Examples of plant extracts and products formed by microorganisms (including proteins and secondary metabolites) that are used or can be used as biological pesticides are as follows: Garlic (Allium sativum), Wormwood (Artemisia absinthium), Azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, American anthelminticum (Chenopodium anthelminticum), Chitin, Armour-Zen, Dryopteris filix-mas, Horsetail (Equisetum arvense), Fortune Aza, Fungastop, Heads Up (Quenoa (Chenopodium quinoa) saponin extract), Pyrethrum (Pyrethrins), Quassia amara, Quercus, Quillaya, Regalia, ("Requiem TM Insecticides, rotenone, liany / ryanodine, Symphytum officinale, Tanacetum vulgare, thymol, Triact 70, TriCon, Tropaeulum majus, Urtica dioica, Veratrin, Viscum album, Brassicaceae extracts, especially rapeseed powder or mustard powder, and bioinsecticidal / acaricidal active substances obtained from olive oil, especially those included as active ingredients in products bearing the trademark name FLiPPER®, etc., with a carbon chain length of C 16 -C 20 Unsaturated fatty acids / carboxylic acids.

[0190] Drug-harm-reducing agent as a mixed component The compound represented by formula (I) can be combined with drug-induced harm reduction agents, such as benoxacol, croquintoset(-mexyl), siomethrinyl, cyprosulfamide, dichloramide, fenchlorazole(-ethyl), fenchlorim, flurazole, fluxofenim, flirazole, isoxadifen(-ethyl), mefenpyr(-diethyl), naphthalic anhydride, oxavethrinyl, 2-methoxy-N-({4-[(methylcarbamoyl)amino]phenyl}sulfonyl)benzamide (CAS 129531-12-0), 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (CAS 52836-31-4), etc.

[0191] Plants and parts of plants All plants and parts of plants can be processed according to the present invention. Here, plants are understood to mean all plants and parts of plants such as desirable and undesirable wild plants or crop plants (including naturally occurring crop plants), for example, cereals (wheat, rice, rye, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugarcane, tomatoes, peppers, cucumbers, melons, carrots, watermelons, onions, lettuce, spinach, leeks, kidney beans, plants of the Brassica oleracea genus (e.g., cabbage) and other vegetable species, cotton, tobacco, rapeseed, and also fruit plants (those bearing fruit, such as apples, pears, citrus fruits and grapevines), etc. Crop plants may be plants that can be obtained by conventional breeding and optimization methods, or by biotechnological and genetic engineering methods, or by a combination of the said methods. Such crop plants include transgenic plants, and also include plant varieties that may or may not be protected by variety ownership rights. Plants should be understood to mean all stages of growth, e.g., from seeds, seedlings, and young plants (immature plants) to mature plants. Parts of a plant should be understood to mean all parts and organs of the above-ground and below-ground parts of a plant, such as shoots, leaves, flowers, and roots. Examples include leaves, needle-like leaves, stems, trunks, flowers, fruiting bodies, fruits, and seeds, as well as tubers, roots, and rhizomes. The harvested plant or part of the harvested plant, as well as vegetative propagation material and generative propagation material, such as seedlings, tubers, rhizomes, cuttings, and seeds, are also included in the definition of plant parts.

[0192] The treatment of plants and plant parts according to the present invention using the compound represented by formula (I) may be carried out directly by conventional treatment methods, for example, by immersion, spraying, vaporization, fogging, scattering, coating, or injection, or by acting the compound on the surroundings of the plants and plant parts, the environment, or the storage space, and in the case of propagation material, especially seeds, it may also be carried out by applying one or more coatings.

[0193] As already stated above, all plants and their parts can be processed according to the present invention. In preferred embodiments, wild plant species and varieties, or plant species and varieties obtained by conventional biological breeding methods such as hybridization or protoplast fusion, and furthermore, their parts, are processed. In yet another preferred embodiment, transgenic plants and varieties (genetically modified organisms) and their parts obtained by genetic engineering methods, which are, where appropriate, combined with conventional methods, are processed. The terms “parts,” “parts of plants,” or “plant parts” have already been explained above. The present invention is particularly preferably used to process commercially available conventional varieties or conventional varieties of plants in use. A plant variety is understood to mean a plant having a new trait ("trait") obtained by conventional breeding, mutagenesis, or recombinant DNA technology. They can be varieties, cultivars, biotypes, or genotypes.

[0194] Transgenic plants, seed treatment, and integrated events According to the present invention, the compound represented by formula (I) can be advantageously used to treat plants, plant varieties, or plant parts that have received genetic material conferring advantageous and / or useful properties (traits) to the transgenic plants, plant varieties, or plant parts. Accordingly, the present invention is intended to be able to be combined with one or more recombinant traits or transgenic events or combinations thereof. With regard to the purposes of this application, a transgenic event is created by inserting a specific recombinant DNA molecule into a specific location (locus) in the chromosome of the plant genome. This insertion forms a novel DNA sequence called the “event,” which is characterized by the inserted recombinant DNA molecule and a certain amount of genomic DNA adjacent to / flanking both ends of the inserted DNA. Such traits or transgenic events include, but are not limited to, pest resistance, water use efficiency, yield performance, drought tolerance, seed quality, improved nutritional quality, hybrid seed production, and herbicide tolerance, where the trait is measured in comparison to plants lacking such traits or transgenic events. Specific examples of such advantageous and / or useful characteristics (traits) include improved plant growth, vitality, stress tolerance, standability, lodging resistance, nutrient uptake, plant nutrition and / or yield, in particular improved growth, improved tolerance to high or low temperatures, improved tolerance to drought or water or soil salinity levels, enhanced flowering performance, improved ease of harvesting, accelerated maturation, increased yield, improved quality and / or nutritional value of harvested produce, improved shelf life and / or improved processability of harvested produce, and improved resistance or tolerance to harmful animals and microorganisms (e.g., insects, arachnids, nematodes, mites, slugs and snails).

[0195] Among DNA sequences encoding proteins that confer resistance or tolerance to such harmful animals and microorganisms (especially insects), notably, genetic material derived from Bacillus thuringiensis that encodes the Bt protein, which is widely described in the literature and well known to those skilled in the art, is also noteworthy. Furthermore, proteins extracted from bacteria such as Photorhabdus are also noteworthy (WO97 / 17432 and WO98 / 08932).In particular, the following are mentioned: Bt Cry protein or VIP protein (this includes CryA, CryIAb, CryIAc, CryIIA, CryIIIA, CryIIIB2, Cry9c) Cry2Ab, Cry3Bb, and CryIF proteins) or toxic fragments thereof, and furthermore, hybrids or combinations thereof, in particular, CrylF protein or hybrids derived from CrylF protein (e.g., hybrid CrylA-CrylF protein or toxic fragment thereof), CrylA type protein or toxic fragment thereof, preferably CrylAc protein or hybrids derived from CrylAc protein (e.g., hybrid CrylAb-CrylAc protein), or CrylAb or Bt2 protein or toxic fragment thereof, Cry2Ae, Cry2Af or Cry2Ag protein or toxic fragment thereof, CrylA.105 protein or toxic fragment thereof, VIP3Aa19 protein, VIP3Aa20 protein, VIP3A protein produced in COT202 or COT203 events, "Estruch et al. (1996), Proc Natl Acad Sci US A." VIP3Aa protein or toxic fragment thereof as described in "28;93(11):5389-94", Cry protein as described in WO2001 / 47952, insecticidal proteins derived from Xenorhabdus (as described in WO98 / 50427), insecticidal proteins derived from Serratia (especially insecticidal proteins derived from Serratia entomophila), or insecticidal proteins derived from various species of the genus Photorhabdus, for example, the Tc- protein derived from Photorhabdus as described in WO98 / 08932.Furthermore, this also includes any variants or mutations of those proteins in which several amino acids (1 to 10, preferably 1 to 5) differ from the sequences listed above (in particular, the sequences of those fragments that exhibit toxicity), or any variants or mutations of those proteins fused to a signal peptide (e.g., a plastid signal peptide) or other protein or peptide.

[0196] Another particularly important example of such a trait is the conferral of resistance to one or more herbicides (e.g., imidazolinone, sulfonylurea, glyphosate, or phosphinotricin). Among the DNA sequences encoding proteins that confer the trait of resistance to specific herbicides to transformed plant cells and plants, the following are particularly noteworthy: the bar gene or PAT gene or Streptomyces coelicolor gene described in WO2009 / 152359 that confers resistance to glufosinate herbicides, and appropriate EPSPS genes that confer resistance to EPSPS-targeting herbicides (especially glyphosate and its salts). 5-enolpyruvicishikimate-3-phosphate-synthase A gene encoding glyphosate-n-acetyltransferase, or a gene encoding glyphosate oxidoreductase. Further suitable herbicide resistance traits include: at least one ALS (acetolactate synthase) inhibitor (e.g., WO2007 / 024782), the Arabidopsis mutant ALS / AHAS gene (e.g., U.S. Patent No. 6,855,533), a gene encoding 2,4-D-monooxygenase that confers resistance to 2,4-D (2,4-dichlorophenoxyacetic acid), and a gene encoding dicamba monooxygenase that confers resistance to dicamba (3,6-dichloro-2-methoxybenzoic acid).

[0197] Another particularly important example of such characteristics is enhanced resistance to plant pathogenic fungi, bacteria, and / or viruses, for example, through systemic acquired resistance (SAR), systemin, phytoalexins, inducible factors, and further resistance genes and the proteins and toxins expressed thereby.

[0198] Particularly useful transgenic events in transgenic plants or plant varieties that can preferably be treated according to the present invention include: Event 531 / PV-GHBK04 (cotton, insect control, described in WO2002 / 040677), Event 1143-14A (cotton, insect control, not deposited, described in WO2006 / 128569); Event 1143-51B (cotton, insect control, not deposited, described in WO2006 / 128570); Event 1445 (cotton, herbicide resistant, not deposited, described in US-A2002-120964 or WO2002 / 034946); Event 17053 (rice, herbicide resistant, deposited as PTA-9843, described in WO2010 / 117737); Event 17314 (rice, herbicide resistant, PTA-98 Deposited as 44, described in WO2010 / 117735); Event 281-24-236 (Cotton, insect control - herbicide resistant, deposited as PTA-6233, described in WO2005 / 103266 or US-A2005-216969); Event 3006-210-23 (Cotton, insect control - herbicide resistant, deposited as PTA-6233, described in US-A2007-143876 or WO200 (As described in 5 / 103266); Event 3272 (Maize, quality trait, deposited as PTA-9972, as described in WO2006 / 098952 or US-A2006-230473); Event 33391 (Wheat, herbicide resistance, deposited as PTA-2347, as described in WO2002 / 027004); Event 40416 (Maize, insect control - herbicide resistance, deposited as ATCC PTA-11508, as described in WO11 / 075593); Event 43A47 (Maize, insect control - herbicide resistance, deposited as ATCC PTA-11509, as described in WO2011 / 075595); Event 5307 (Maize, insect control, deposited as ATCC PTA-9561, as described in WO2010 / 077816);Event ASR-368 (Bentgrass, herbicide resistant, deposited as ATCC PTA-4816, described in US-A2006-162007 or WO2004 / 053062); Event B16 (Corn, herbicide resistant, not deposited, described in US-A2003-126634); Event BPS-CV127-9 (Soybean, herbicide resistant, deposited as NCIMB No. 41603, described in WO2010 / 080829); Event BLRl (Brassica napus, male sterility recovery, deposited as NCIMB 41193, described in WO2005 / 074671); Event CE43-67B (Cotton, insect control, DSM) Deposited as ACC2724, described in US-A2009-217423 or WO2006 / 128573); Event CE44-69D (Cotton, insect control, not deposited, described in US-A2010-0024077); Event CE44-69D (Cotton, insect control, not deposited, described in WO2006 / 128571); Event CE46-02A (Cotton, insect control, not deposited, described in WO2006 / 128572); Event COT102 (Cotton, insect control, not deposited, US-A2006 -130175 or WO2004 / 039986; Event COT202 (Cotton, insect control, not deposited, US-A2007-067868 or WO2005 / 054479); Event COT203 (Cotton, insect control, not deposited, WO2005 / 054480); Event DAS21606-3 / 1606 (Soybean, herbicide resistant, deposited as PTA-11028, WO2012 / 033794), Event DAS40278 (Corn, herbicide resistant, deposited as ATCC PTA-10244, WO2011 / 022469);Event DAS-44406-6 / pDAB8264.44.06.l (Soybean, herbicide resistant, deposited as PTA-11336, described in WO2012 / 075426), Event DAS-14536-7 / pDAB8291.45.36.2 (Soybean, herbicide resistant, deposited as PTA-11335, described in WO2012 / 075429), Event DAS-59122-7 (Maize, insect control - herbicide resistant, deposited as ATCC PTA 11384, described in US-A2006-070139); Event DAS-59132 (Maize, insect control - herbicide resistant, not deposited, described in WO2009 / 100188); Event DAS68416 (Soybean, herbicide resistant, ATCC Deposited as PTA-10442, described in WO2011 / 066384 or WO2011 / 066360); Event DP-098140-6 (Maize, herbicide resistance, ATCC) Deposited as PTA-8296, described in US-A2009-137395 or WO08 / 112019; Event DP-305423-1 (Soybean, quality trait, not deposited, described in US-A2008-312082 or WO2008 / 054747); Event DP-32138-1 (Maize, hybridization, ATCC) Deposited as PTA-9158, described in US-A2009-0210970 or WO2009 / 103049; Event DP-356043-5 (Soybean, herbicide resistance, ATCC Deposited as PTA-8287, described in US-A2010-0184079 or WO2008 / 002872); Event EE-I (eggplant, insect control, not deposited, described in WO07 / 091277); Event Fil 17 (corn, herbicide resistant, deposited as ATCC 209031, described in US-A2006-059581 or WO98 / 044140);Event FG72 (Soybean, herbicide resistant, deposited as PTA-11041, described in WO2011 / 063413), Event GA21 (Maize, herbicide resistant, deposited as ATCC 209033, described in US-A2005-086719 or WO98 / 044140); Event GG25 (Maize, herbicide resistant, deposited as ATCC 209032, described in US-A2005-188434 or WO98 / 044140); Event GHB119 (Cotton, insect control - herbicide resistant, deposited as ATCC PTA-8398, described in WO2008 / 151780); Event GHB614 (Cotton, herbicide resistant, ATCC Deposited as PTA-6878, described in US-A2010-050282 or W02007 / 017186); Event GJ11 (corn, herbicide resistant, deposited as ATCC 209030, described in US-A2005-188434 or WO98 / 044140); Event GM RZ13 (sugar beet, virus resistant, deposited as NCIMB-41601, described in WO2010 / 076212); Event H7-l (sugar beet, herbicide resistant, NCIMB 41158 or NCIMB Deposited as 41159, described in US-A2004-172669 or WO2004 / 074492); Event JOPLIN (wheat, disease resistant, not deposited, described in US-A2008-064032); Event LL27 (soybean, herbicide resistant, deposited as NCIMB 41658, described in WO2006 / 108674 or US-A2008-320616); Event LL55 (soybean, herbicide resistant, deposited as NCIMB 41660, described in WO2006 / 108675 or US-A2008-196127); Event LLcotton25 (cotton, herbicide resistant, deposited as ATCC PTA-3343, described in WO2003 / 013224 or US A2003-097687);Event LLRICE06 (rice, herbicide resistant, deposited as ATCC 203353, described in US 6,468,747 or WO2000 / 026345); Event LLRICE62 (rice, herbicide resistant, deposited as ATCC 203352, described in WO2000 / 026345), Event LLRICE601 (rice, herbicide resistant, deposited as ATCC PTA-2600, described in US-A2008-2289060 or WO2000 / 026356); Event LY038 (maize, quality trait, ATCC Deposited as PTA-5623, described in US-A2007-028322 or WO2005 / 061720); Event MIR162 (Maize, insect control, deposited as PTA-8166, described in US-A2009-300784 or WO2007 / 142840); Event MIR604 (Maize, insect control, not deposited, described in US-A2008-167456 or WO2005 / 103301); Event MON15985 (Cotton, insect control, ATCC) Deposited as PTA-2516, described in US-A2004-250317 or WO2002 / 100163); Event MON810 (Maize, insect control, not deposited, described in US-A2002-102582); Event MON863 (Maize, insect control, ATCC, deposited as PTA-2605, described in WO2004 / 011601 or US-A2006-095986); Event MON87427 (Maize, pollination control, ATCC, deposited as PTA-7899, described in WO2011 / 062904); Event MON87460 (Maize, stress tolerance, ATCC Deposited as PTA-8910, as described in WO2009 / 111263 or US-A2011-0138504; Event MON87701 (Soybean, Insect Control, ATCC Deposited as PTA-8194, as described in US-A2009-130071 or WO2009 / 064652);Event MON87705 (Soybean, quality trait - herbicide resistance, deposited as ATCC PTA-9241, described in US-A2010-0080887 or WO2010 / 037016); Event MON87708 (Soybean, herbicide resistance, deposited as ATCC PTA-9670, described in WO2011 / 034704); Event MON87712 (Soybean, yield, deposited as PTA-10296, described in WO2012 / 051199), Event MON87754 (Soybean, quality trait, deposited as ATCC PTA-9385, described in WO2010 / 024976); Event MON87769 (Soybean, quality trait, ATCC Deposited as PTA-8911, described in US-A2011-0067141 or WO2009 / 102873); Event MON88017 (Corn, insect control - herbicide resistant, deposited as ATCC PTA-5582, described in US-A2008-028482 or WO2005 / 059103); Event MON88; 913 (Cotton, herbicide resistant, deposited as ATCC PTA-4854, described in WO2004 / 072235 or US-A2006-059590); Event MON88302 (Brassica napus, herbicide resistant, deposited as PTA-10955, described in WO2011 / 153186), Event MON88701 (Cotton, herbicide resistant, deposited as PTA-11754, described in WO2012 / 134808), Event MON89034 (Maize, insect control, deposited as ATCC PTA-7455, described in WO07 / 140256 or US-A2008-260932); Event MON89788 (Soybean, herbicide resistant, ATCC Deposited as PTA-6708, described in US-A2006-282915 or WO2006 / 130436); Event MS1 1 (Brassica napus, pollination controlled - herbicide resistant, ATCC) Deposited as PTA-850 or PTA-2485, described in WO2001 / 031042; Event MS8 (Brassica napus, pollination controlled - herbicide resistant, ATCC) Deposited as PTA-730, described in WO2001 / 041558 or US-A2003-188347; Event NK603 (Maize, herbicide resistant, ATCC) Deposited as PTA-2478, described in US-A2007-292854; Event PE-7 (rice, insect control, not deposited, described in WO2008 / 114282); Event RF3 (rapeseed, pollination control - herbicide resistance, ATCC) Deposited as PTA-730, described in WO2001 / 041558 or US-A2003-188347); Event RT73 (Brassica napus, herbicide resistant, not deposited, described in WO2002 / 036831 or US-A2008-070260); Event SYHT0H2 / SYN-000H2-5 (Soybean, herbicide resistant, deposited as PTA-11226, described in WO2012 / 082548), Event T227-1 (Sugar beet, herbicide resistant, not deposited, described in WO2002 / 44407 or US-A2009-265817); Event T25 (Corn, herbicide resistant,Not deposited, listed in US-A2001-029014 or WO2001 / 051654); Event T304-40 (Cotton, insect control - herbicide resistant, ATCC deposited as PTA-8171, listed in US-A2010-077501 or WO2008 / 122406); Event T342-142 (Cotton, insect control, not deposited, listed in WO2006 / 128568); Event TC1507 (Maize, insect control - herbicide resistant, not deposited, listed in US-A2005-039226 or WO2004 / 099447); Event VIP1034 (Maize, insect control - herbicide resistant, ATCC Deposited as PTA-3925 (described in WO2003 / 052073), Event 32316 (Maize, insect control - herbicide resistant, deposited as PTA-11507, described in WO2011 / 084632), Event 4114 (Maize, insect control - herbicide resistant, deposited as PTA-11506, described in W02011 / 084621), Event EE-GM3 / FG72 (Soybean, herbicide resistant, ATCC accession number PTA-11041) [This may be stacked with Event EE-GM1 / LL27 or Event EE-GM2 / LL55] (WO2011 / 063413A2), Event DAS-68416-4 (Soybean, herbicide resistant, ATCC accession number PTA-10442, WO20 11 / 066360Al), Event DAS-68416-4 (Soybean, Herbicide Resistant, ATCC Accession No. PTA-10442, WO2011 / 066384Al), Event DP-040416-8 (Corn, Insect Control, ATCC Accession No. PTA-11508, WO2011 / 075593Al), Event DP-043A47-3 (Corn, Insect Control, ATCC Accession No. PTA-11509, WO2011 / 075595Al), Event DP-004114-3 (Corn, insect control, ATCC accession number PTA-11506, WO2011 / 084621Al), Event DP-032316-8 (Corn, insect control, ATCC accession number PTA-11507, WO2011 / 084632Al), Event MON-88302-9 (Brassica,Herbicide resistance, ATCC accession number PTA-10955, WO2011 / 153186Al), Event DAS-21606-3 (Soybean, Herbicide resistance, ATCC accession number PTA-11028, WO2012 / 033794A2), Event MON-87712-4 (Soybean, Quality trait, ATCC accession number PTA-10296, WO2012 / 051199A2), Event DAS-44406-6 (Soybean, Stacked herbicide resistance, ATCC accession number PTA-11336, W Event O2012 / 075426Al), Event DAS-14536-7 (Soybean, stacked herbicide resistant, ATCC accession number PTA-11335, WO2012 / 075429Al), Event SYN-000H2-5 (Soybean, herbicide resistant, ATCC accession number PTA-11226, WO2012 / 082548A2), Event DP-061061-7 (Brassica napus, herbicide resistant, deposit number not available, WO2012071039Al), Event DP-073496-4 (Brassica napus, herbicide resistant) Herbicide resistant, deposit number not available, US2012131692), Event 8264.44.06.1 (Soybeans, stacked herbicide resistant, accession number PTA-11336, WO2012075426A2), Event 8291.45.36.2 (Soybeans, stacked herbicide resistant, accession number PTA-11335, WO2012075429A2), Event SYHT0H2 (Soybeans, ATCC accession number PTA-11226, WO2012 / 082548A2), Event MON88701 (Wa Event KK179-2 (Alfalfa, ATCC accession number PTA-11754, WO2012 / 134808Al), Event pDAB8264.42.32.1 (Soybeans, stacked herbicide resistant, ATCC accession number PTA-11993, WO2013 / 010094Al), Event MZDT09Y (Corn, ATCC accession number PTA-13025, WO2013 / 012775Al).

[0199] Furthermore, a list of such transgenic events is provided by the U.S. Department of Agriculture (USDA) Animal and Plant Health Inspection Service (APHIS), and these websites are available on the World Wide Web. aphis.usda.gov This can be found in "[...]. With respect to this application, the status of the relevant list that existed / existed on the filing date of this application is relevant.

[0200] The genes / events that confer the desired trait can also be present in combination within the transgenic plant. Examples of transgenic plants include important crop plants such as cereals (wheat, rice, rye, barley, rye, oats), maize, soybeans, potatoes, sugar beets, sugarcane, tomatoes, peas, and other types of vegetables, cotton, tobacco, rapeseed, and also fruit plants (those bearing fruit, apples, pears, citrus fruits, and grapes), with maize, soybeans, wheat, rice, potatoes, cotton, sugarcane, tobacco, and rapeseed being particularly important. Particularly important traits include improved resistance of plants to insects, arachnids, nematodes, slugs, and snails, as well as improved resistance of plants to one or more herbicides.

[0201] Commercially available examples of such plants, plant parts, or plant seeds that can preferably be processed according to the present invention include commercial products sold or marketed under the following trademark names (e.g., plant seeds): GENUITY®, DROUGHTGARD®, SMARTSTAX®, RIB COMPLETE®, ROUNDUP READY®, VT DOUBLE PRO®, VT TRIPLE PRO®, BOLLGARD II®, ROUNDUP READY 2 YIELD®, YIELDGARD®, ROUNDUP READY 2 XTEN DTM , INTACTA RR2 PRO (registered trademark), VISTIVE GOLD (registered trademark), and / or XTENDFLEXTM .

[0202] Crop protection - Types of treatments Treatment of plants and plant parts with the compound represented by formula (I) may be carried out directly using conventional treatment methods, such as immersion, spraying, misting, irrigation, vaporization, powdering, fogging, scattering, foaming, coating, diffusion (spreading-on), injection, irrigation (drenching), and drip irrigation, or by applying the compound to the surrounding area, habitat, or storage space of the plants and plant parts. In the case of propagation material, especially seeds, treatment may also be carried out by coating with one or more films, such as in the form of powder for dry seed treatment, solution for liquid seed treatment, or water-soluble powder for slurry treatment. Furthermore, it is also possible to apply the compound represented by formula (I) by an ultra-low volume method, or to inject the application form or the compound represented by formula (I) itself into the soil.

[0203] The preferred direct treatment of plants is foliar application (i.e., applying the compound represented by formula (I) to the foliage), in which case the frequency and amount of application should be adapted according to the level of the pest outbreak.

[0204] In the case of systemic active compounds, the compound represented by formula (I) can also reach the plant via the root system. In this case, the plant is treated by the compound represented by formula (I) acting upon its habitat. This can be done, for example, by drenching, or by mixing with soil or nutrient solution (i.e., impregnating the plant's growing area (e.g., soil or hydroponics) with the liquid form of the compound represented by formula (I)), or by soil application (i.e., introducing the compound represented by formula (I) according to the present invention in solid form (e.g., granular form) into the plant's growing area), or by drip application (often also called "chemigation") (i.e., liquid application of the compound represented by formula (I) according to the present invention, together with a variable amount of water, from the ground surface or underground drip line to a designated location near the plant over a specific period of time). In the case of rice crops, this can also be carried out by measuring a compound represented by formula (I) in solid application form (for example, as granules) and supplying it to a flooded paddy field.

[0205] Digital technology The compounds of the present invention can be used in combination with models, for example, in computer programs for site-specific crop management, satellite agriculture, precision farming, or precision agriculture. Such models support site-specific management in agricultural fields using data from various sources such as soil, weather, crops (e.g., type, growth stage, plant health), weeds (e.g., type, growth stage), diseases, pests, nutrients, water, moisture, biomass, satellite data, and yield, with the aim of optimizing profitability, sustainability, and environmental protection. In particular, such models are useful for optimizing agricultural decisions, controlling the precision of pesticide application, and recording the work performed.

[0206] For example, if a model calculates that a pest outbreak has reached a threshold at which it is recommended to apply the compound of the present invention to the crop plants, the compound of the present invention can be applied to the crop plants according to an appropriate dosage plan.

[0207] Examples of commercially available systems that include agricultural models include FieldScripts from The Climate Corporation. TM BASF Xarvio TM AGLogic by John Deere TM These are some examples.

[0208] The compounds of the present invention can also be used in combination with computerized spraying devices, such as spot sprayers or precision sprayers, mounted on or housed within farm vehicles (e.g., tractors, robots, helicopters, airplanes, unmanned aerial vehicles (UAVs), e.g., drones). Such devices typically include input sensors (e.g., cameras) and processing devices (which are configured to analyze input data and, based on the analysis of the input data, to provide a decision on how to apply the compounds of the present invention to crop plants (each, a weed) in a specific and precise manner). The use of such computerized spraying devices typically also requires a positioning system (e.g., a GPS receiver) for locating recorded data and guiding or controlling farm vehicles, a geographic information system (GIS) for representing the information on an easily understandable map, and a suitable farm vehicle for performing necessary agricultural tasks such as spraying.

[0209] For example, pests can be detected from images acquired by a camera. For example, these pests can be identified and / or classified based on the images. Image processing algorithms can be used for such identification and / or classification. Such image processing algorithms can utilize machine learning algorithms, such as trained neural networks and decision trees, and artificial intelligence algorithms. In this way, the compounds described herein can be applied only where necessary.

[0210] Seed processing Pest control through seed treatment has long been known and continuously improved. However, seed treatment is accompanied by a series of problems that cannot always be satisfactorily resolved. Thus, it is desirable to develop methods for protecting seeds and germinating plants that eliminate or at least significantly reduce the need for additional application of pesticides during plant storage, after sowing, or after emergence. Furthermore, it is desirable to optimize the amount of active compound used so that seeds and germinating plants are optimally protected from pest attacks without causing damage to the plants themselves. In particular, seed treatment methods should take into account the endogenous insecticidal or nematicidal properties of pest-resistant or pest-tolerant transgenic plants in order to achieve optimal seed protection using the minimum amount of pesticide, and furthermore, optimal protection of germinating plants.

[0211] Accordingly, the present invention also relates in particular to a method for protecting seeds and germinating plants from pest attacks, wherein the method involves treating the seeds with one of the compounds represented by formula (I). The present invention's method for protecting seeds and germinating plants from pest attacks further includes a method in which the seeds are treated with the compound represented by formula (I) and a mixed component simultaneously or sequentially in a single operation. It further also includes a method in which the seeds are treated with the compound represented by formula (I) and a mixed component at different time points.

[0212] The present invention also relates to the use of a compound represented by formula (I) for treating seeds to protect the seeds and the plants grown from them from pests.

[0213] Furthermore, the present invention also relates to seeds treated with a compound represented by formula (I) according to the present invention so as to be protected against pests. The present invention also relates to seeds treated simultaneously with a compound represented by formula (I) and a mixture of components. The present invention also relates to seeds treated with a compound represented by formula (I) and a mixture of components at different time points. In the case of seeds treated with a compound represented by formula (I) and a mixture of components at different time points, the individual substances may be present in different layers on the surface of the seed. In this case, the layers containing the compound represented by formula (I) and the mixture of components may be separated by an intermediate layer. The present invention also relates to seeds to which the compound represented by formula (I) and the mixture of components are applied as a component of a coating or as one or more additional layers added to a coating.

[0214] Furthermore, the present invention also relates to seeds that are treated with a compound represented by formula (I) and then subjected to a film coating process to prevent abrasion of the seeds by dust.

[0215] One advantage of the ostotropically acting compound represented by formula (I) is that treating the seeds not only protects the seeds themselves from pests, but also protects the plants that emerge from those seeds after germination. In this way, the effort of directly treating the crops at sowing or shortly thereafter can be eliminated.

[0216] Another advantage should be considered, as treating seeds with the compound represented by formula (I) can enhance germination and sprouting of the treated seeds.

[0217] It is also considered advantageous that the compound represented by formula (I) can be used, in particular, for transgenic seeds.

[0218] Furthermore, the compound represented by formula (I) can be used in combination with a signal transduction technology composition or compound, thereby improving colony formation by symbiotic organisms (e.g., rhizobia, mycorrhizal fungi, and / or endoparasitic bacteria or fungi) and / or optimizing nitrogen fixation.

[0219] The compound represented by formula (I) is suitable for protecting the seeds of all plant varieties used in agriculture, greenhouses, forests, or horticulture. In particular, it is suitable for the seeds of cereals (e.g., wheat, barley, rye, millet, and oats), maize, cotton, soybeans, rice, potatoes, sunflowers, coffee, tobacco, canola, rapeseed, beets (e.g., sugar beets and fodder beets), peanuts, vegetables (e.g., tomatoes, cucumbers, kidney beans, cruciferous vegetables, onions, and lettuce), fruit plants, turfgrass, and ornamental plants. Treating the seeds of cereals (e.g., wheat, barley, rye, and oats), maize, soybeans, cotton, canola, rapeseed, vegetables, and rice is especially important.

[0220] As already mentioned above, treatment of transgenic seeds with a compound represented by formula (I) is also of particular importance. This is a plant seed that generally contains at least one heterogene that controls the expression of a polypeptide having insecticidal and / or nematodeicidal properties. These heterogenes in the transgenic seed may originate from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus, or Gliocladium species. The present invention is particularly suitable for treating transgenic seeds containing at least one heterogene derived from a Bacillus sp. It is particularly preferred that the heterogene originates from Bacillus turingiensis.

[0221] In connection with the present invention, the compound represented by formula (I) is applied to seeds. Preferably, the seeds are treated in a state that is stable enough to avoid damage during treatment. Generally, the seeds can be treated at any point between harvest and sowing. Seeds commonly used are separated from the plant and have the rachis, hull, petiole, outer layer, hair, or pulp removed. For example, seeds that have been harvested, decontaminated, and dried to a moisture content that allows for storage can be used. Alternatively, seeds that have been treated with water after drying and then dried again (e.g., priming) can be used. In the case of rice seeds, it is also possible to use seeds that have been immersed in water, for example, until they reach a specific stage of the rice embryo (pigeon breast stage), thereby stimulating germination and resulting in more uniform emergence.

[0222] When treating seeds, general care must be taken to select the amount of compound represented by formula (I) and / or additional additives to apply to the seeds so as not to adversely affect seed germination or damage the resulting plants. This must be ensured especially in the case of active compounds that may exhibit phytotoxic effects at specific application doses.

[0223] Generally, the compound represented by formula (I) is applied to seeds in a suitable formulation. Suitable formulations and methods for treating seeds are known to those skilled in the art.

[0224] The compound represented by formula (I) can be converted into conventional seed coating formulations, such as solutions, emulsions, suspensions, powders, foams, slurries, or other coating compositions for seeds, and can also be converted into ULV formulations.

[0225] These formulations are prepared by known methods, by mixing the compound represented by formula (I) with conventional additives, such as conventional fillers, and further with solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, defoamers, preservatives, second thickeners, adhesives, gibberellins, etc., and further with water.

[0226] The colorants that can be present in seed coating formulations that can be used according to the present invention are all colorants conventional for such purposes. Pigments that are poorly soluble in water or dyes that are soluble in water can be used. Examples include colorants known as "Rhodamin B," "CIPigment Red 112," and "CISolvent Red 1."

[0227] Useful wetting agents that can be present in seed coating formulations usable according to the present invention are all substances that promote wetting, which are conventionally used in formulations of pesticide active compounds. Preferably, alkylnaphthalene sulfonates, such as diisopropylnaphthalene sulfonate or diisobutylnaphthalene sulfonate, are used.

[0228] Useful dispersants and / or emulsifiers that can be present in seed coating formulations usable according to the present invention are all nonionic, anionic, and cationic dispersants conventionally used in formulations of pesticide active ingredients. Preferably, a nonionic or anionic dispersant or a mixture of nonionic or anionic dispersants is used. Suitable nonionic dispersants include, in particular, ethylene oxide / propylene oxide block polymers, alkylphenol polyglycol ethers and tristryrylphenol polyglycol ethers, and their phosphorylated or sulfated derivatives. Suitable anionic dispersants include, in particular, lignosulfonates, polyacrylates and arylsulfonate / formaldehyde condensates.

[0229] The defoaming agents that can be present in seed coating formulations usable according to the present invention are all foam-suppressing substances conventionally used in formulations of pesticide active ingredients. Preferably, silicone defoaming agents and magnesium stearate are used.

[0230] The preservatives that can be present in seed coating formulations that can be used according to the present invention are all substances that can be used for this purpose in an agricultural chemical composition. Examples include dichlorophene and benzyl alcohol hemiformal.

[0231] A second thickening agent that can be present in a seed coating formulation usable according to the present invention is any substance usable for the purpose in a pesticide composition. Cellulose derivatives, acrylic acid derivatives, xanthan gum, modified clay, and micronized silica are preferred.

[0232] The adhesives that can be present in seed coating formulations that can be used according to the present invention are all conventional binders that can be used in seed coating products. Polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, and tyrose are examples of preferred adhesives.

[0233] The gibberellins that can be present in the seed coating formulations that can be used according to the present invention are preferably gibberellin A1, gibberellin A3 (=gibberellic acid), gibberellin A4, and gibberellin A7; gibberellic acid is particularly preferred. Gibberellins are well known (cf. R. Wegler “Chemie der Pflanzenschutz- and Schadlingsbekampfungsmittel”, vol.2, Springer Verlag, 1970, pp.401-412).

[0234] The seed coating formulations usable according to the present invention can be used directly or after being pre-diluted with water to treat a wide range of different types of seeds. For example, the concentrate or preparations obtained from the concentrate by diluting with water can be used to coat the seeds of cereals, such as wheat, barley, rye, oats and rye grains, and can also be used to coat the seeds of corn, rice, rapeseed, peas, kidney beans, cotton, sunflowers, soybeans and beets, or can be used to coat the seeds of a wide range of different vegetables. The seed coating formulations usable according to the present invention or their diluted forms can also be used to coat the seeds of transgenic plants.

[0235] When processing seeds using a seed coating formulation that can be used in accordance with the present invention, or a form of use prepared by adding water to the seed coating formulation, all mixing equipment conventionally available for seed coating is useful. Specifically, the procedure for seed coating involves placing the seeds into a mixer (which operates in batch or continuously), adding a desired specific amount of the seed coating formulation either as is or after being pre-diluted with water, and mixing everything until the formulation is homogeneously distributed over the surface of the seeds. Where appropriate, a drying step is then performed.

[0236] The application rate of the seed coating formulation that can be used according to the present invention can be varied within a relatively wide range. This depends on the specific content of the compound represented by formula (I) in the formulation and the seeds. The application rate of the compound represented by formula (I) is generally 0.001 to 50 g per kg of seed, preferably 0.01 to 15 g per kg of seed.

[0237] animal health In the field of animal health, specifically veterinary medicine, compounds represented by formula (I) are active against animal parasites, particularly ectoparasites or endoparasites. The term "endoparasite" particularly includes helminths and protozoa (e.g., coccidia). Exoparasites are typically, and preferably, arthropods, particularly insects or mites.

[0238] In the field of veterinary medicine, compounds represented by formula (I), which exhibit a favorable level of toxicity to warm-blooded animals, are suitable for controlling parasites occurring in livestock, breeding animals, zoo animals, laboratory animals, experimental animals, and domestic animals in animal breeding and livestock farming. They exhibit activity against all or specific developmental stages of the parasites.

[0239] Examples of livestock used for agriculture include: mammals, such as sheep, goats, horses, donkeys, camels, water buffalo, rabbits, reindeer, fallow deer, and especially cattle and pigs; or poultry, such as turkeys, ducks, geese, and especially chickens; or fish or crustaceans, such as fish or crustaceans in aquaculture; or, as appropriate, insects, such as honeybees.

[0240] Examples of domestic animals include: mammals such as hamsters, guinea pigs, rats, mice, chinchillas, ferrets, and especially dogs and cats; caged birds; reptiles; amphibians, or aquarium fish.

[0241] In certain embodiments, the compound represented by formula (I) is administered to mammals.

[0242] In a specific alternative embodiment, the compound represented by formula (I) is administered to birds, i.e., caged birds, or in particular to poultry.

[0243] By using the compound represented by formula (I) to control animal parasites, it is intended to reduce or prevent disease and death in the above-mentioned animals, and to reduce or prevent the decline in productivity (performance) (in the case of meat, milk, wool, leather, eggs, honey, etc.), thereby enabling more economical and easier animal husbandry and achieving better animal health.

[0244] When used herein in connection with the field of animal health, the terms "control" or "controlling" mean that the compound represented by formula (I) is effective in reducing the occurrence of individual parasites in an animal infected with a parasite to a harmless level. More specifically, when used in the present invention, "controlling" means that the compound represented by formula (I) is effective in killing, inhibiting the growth of, or inhibiting the proliferation of individual parasites.

[0245] Representative arthropods, though not limited to them, include the following: The genera of Anoplurida, such as Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., and Solenopotes spp.; The order Mallophagida, and the suborders Amblycerina and Ischnocerina, for example, species of the genera Bobicola, Damalina, and Felicola; species of Lepikentron, Menopon, Trichodectes, Trimenopon, Trinoton, and Werneckiella; The order Diptera, and the suborders Nematocerina and Brachycerina, for example, species of the genera Aedes, Anopheles, Atylotus, Braula, Calliphora, Chrysomyia, Chrysops, Culex, Culicoides, Eusimulium, Fannia, and Gasterophilus. spp.), Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp., Musca spp., Odagmia spp.), species of the genera Oestrus, Philipomyia, Phlebotomus, Rhinoestrus, Sarcophaga, Simulium, Stomoxys, Tabanus, Tipula, Wilhelmia, and Wohlfahrtia; Examples of genera in the order Siphonapterida include Ceratophyllus, Ctenocephalides, Pulex, Tunga, and Xenopsylla; Pests and sanitary pests of the order Heteropterida, such as species of the genera Cimex, Panstrongylus, Rhodnius, and Triatoma; and the order Blattardia.

[0246] Furthermore, among arthropods, though not limited to them, the following mites can also be cited as examples: The subclass Acari (Acarina) and the order Metastigmata include, for example, the family Argasidae, such as the genera Argas, Ornithodorus, and Otobius; and the family Ixodidae, such as the genera Amblyomma, Dermacentor, Haemaphysalis, Hyalomma, Ixodes, and Rhipicephalus (Boophilus). spp.), Rhipicephalus spp. (the original genus of multi-host mites); of the order Mesostigmata, for example, species of the genera Dermanyssus, Ornithonyssus, Pneumonyssus, Railietia, Sternostoma, Tropilaeps, and Varroa; of the order Actinedida (Prostigmata), for example, species of the genera Acarapis and Cheyletiella spp.), species of the genera Demodex, Listrophorus, Myobia, Neotrombicula, Ornithocheyletia, Psorergates, Trombicula; and species of the order Acaridida (Astigmata), such as species of the genera Acarus, Caloglyphus, and Chorioptes.), species of the genera Cytodites, Hypodectes, Knemidocoptes, Laminosioptes, Notoedles, Otodectes, Psoroptes, Pterolichus, Sarcoptes, Trixacarus, and Tyrophagus.

[0247] Representative parasitic protozoa, though not limited to these, include the following: The subphylum Mastigophora (flagellata), for example: Metamonada: A group of insects belonging to the order Diplomonadida, such as species of the genera Giardia and Spironucleus. Parabasala: A group of species belonging to the order Trichomonadida, such as Histomonas spp., Pentatrichomonas spp., Tetratrichomonas spp., Trichomonas spp., and Tritrichomonas spp.; Euglenozoa: A group of organisms belonging to the order Trypanosomatida, such as species of the genera Leishmania and Trypanosoma. The subphylum Sarcomata (Rhizopoda), for example, the family Entamoebidae, for example, species of the genus Entamoeba; the family Centramoebidae, for example, species of the genus Acanthamoeba; and the family Euamoebidae, for example, species of the genus Hartmanella. Alveolata, for example; Apicomplexa (Sporozoa), for example; Cryptosporidium spp.; Eimeriida, for example; Besnoitia spp., Cystoisospora spp., Eimeria spp., Hammondia spp., Isospora spp., Neospora spp., Sarcocystis spp., Toxoplasma spp.; Examples of species in the Adeleida order, such as the Hepatozoon spp. and Klossiella spp.; examples of species in the Haemosporida order, such as the Leucocytozoon spp. and Plasmodium spp.; examples of species in the Piroplasmida order, such as the Babesia spp., Ciliophora spp., Echinozoon spp., and Theileria spp.; examples of species in the Vesibuliferida order, such as the Balantidium spp. and Buxtonella spp. The subphylum Microspora includes, for example, species of the genera Encephalitozoon, Enterocytozoon, Globidium, Nosema, and further, for example, species of the genera Myxozoa.

[0248] Examples of helminths that are pathogenic to humans or animals include those of the phyla Acanthocephala, Nematodes, Pentastoma, and Platyhelmintha (e.g., Monogenea, Cestodes, and Trematodes).

[0249] Representative helminths, though not limited to them, include the following: Monogenea: For example: species of the genera Dactylogyrus, Gyrodactylus, Microbothrium, Polystoma, and Troglocephalus; Cestodes: belonging to the order Pseudophyllidea, for example: species of the genera Bothridium, Diphyllobothrium, Diplogonoporus, Ichthyobothrium, Ligula, Schistocephalus, and Spirometra; For example, in the order Cyclophyllida: species of the genera Andyra, Anoplocephala, Avitellina, Bertiella, Cittotaenia, Davainea, Diorchis, Diplopylidium, Dipylidium, Echinococcus, Echinocotyle, and Echinolepis. spp.), species of the genera Hydatigera, Hymenolepis, Joyeuxiella, Mesocestoides, Moniezia, Paranoplocephala, Railietina, Stilesia, Taenia, Thysaniezia, and Thysanosoma; Trematodes: Subclass Digenea, for example: Austrobilharzia spp., Brachylaima spp., Calicophoron spp., Catatropis spp., Clonorchis spp., Collyriclum spp., Cotylophoron spp., Cyclocoelum spp., Dicrocoelium spp., Diplostomum spp., Echinochasmus spp., Echinoparyphium spp. spp.) Echinostoma spp., Eurytrema spp., Fasciola spp., Fasciolides spp., Fasciolopsis spp., Fischoederius spp., Gastrothylacus spp., Gigantobilharzia spp., Gigantocotyle spp., Heterophyes spp., Hypoderaeum spp., Leucochloridium spp.) Metagonimus spp., Metorchis spp., Nanophyetus spp., Notocotylus spp., Opisthorchis spp., Ornithobilharzia spp., Paragonimus spp., Paramphistomum spp., Plagiorchis spp.), species of the genera Posthodiplostomum, Prosthogonimus, Schistosoma, Trichobilharzia, Troglotrema, and Typhlocoelum; Nematodes: belonging to the order Trichinellida, for example: species of the genera Capillaria, Eucoleus, Paracapillaria, Trichinella, Trichomosoides, and Tricris; Examples of species in the order Tylenchida: Micronema spp., Parastrongyloides spp., Strongyloides spp.; Examples of species in the order Rhabditina include: Aelurostrongylus spp., Amidostomum spp., Ancylostoma spp., Angiostrongylus spp., Bronchonema spp., Bunostomum spp., Chabertia spp., Cooperia spp., Cooperioides spp., Crenosoma spp., Cyatostomum spp., and Cyclococercus spp. spp.), Cyclodontostomum spp., Cyclicocyclus spp., Cylicostephanus spp., Cylindropharynx spp., 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 spp.), species of the genera Nippostrongylus, Obeliscoides, Oesophagodontus, Oesophagostomum, Ollulanus; species of Ornithostrongylus, Oslerus, Ostertagia, Paracoopelia, Paraacrenosoma, Parafilaroides, Parelaphostrongylus spp.), Pneumocaulus spp., Pneumostrongylus spp., Poteriostomum spp., Protostrongylus spp., Spicocaulus spp., Stephanurus spp., Strongylus spp., Syngamus spp., Teladorsagia spp., Triconema spp., Trichostrongylus spp., Triodontophorus (spp.), *Troglostrongylus* spp., *Uncinaria* spp.; Examples of the order Spirurida include: species of the genera Acanthocheilonema, Anisakis, Ascaridia; species of Ascaris, Ascarops, Aspiculus, Baylisascaris, Brugia, Cercopithifilaria, Crassicauda, ​​Dipetalonema, Dirofilaria, and Dracunculus. spp.); species of the genera Draschia, Enterobius, Filaria, Gnathostoma, Gongylonema, Habronema, Heterakis; species of Litomosoides, Loa, Onchocerca, Oxyuris, Parabronema, Parafilaria, Parascaris spp.), Passalurus spp., Physaloptera spp., Probstmayria spp., Pseudofilaria spp., Setaria spp., Skjrabinema spp., Spirocerca spp., Stephanofilaria spp., Strongyluris spp.), species of the genera Syphacia, Thelazia, Toxascaris, Toxocara, and Wuchereria; Phylum Acantocephala: Order Oligacanthorhynchida, for example: species of the genera Macracanthorhynchus, Prosthenorchis; Order Moniliformida, for example: species of the genus Moniliformis; Examples from the Polymorphida order: species of the genus Filicollis; examples from the Echinorhynchida order: species of the genera Acanthocephalus, Echinorhynchus, and Leptorhynchoides; Phylum Pentastoma: A group of animals belonging to the order Porocephalida, such as species of the genus Linguatula.

[0250] In the field of veterinary medicine and in animal husbandry, the administration of compounds represented by formula (I) is carried out by methods commonly known in the art, for example, in the form of appropriate preparations, enterally, parenterally, percutaneously, or nasally. Administration may be carried out prophylactically, metaphylactically, or therapeutically.

[0251] Thus, one embodiment of the present invention relates to a compound represented by formula (I) for use as a drug.

[0252] Another aspect relates to a compound represented by formula (I) for use as an antiendoparasitical agent.

[0253] Another particular embodiment relates to a compound represented by formula (I) for use as an anthelmintic agent, and more specifically, for use as a nematicide, platyhelminthicidal agent, acanthocephalicidal agent, or pentastomicidal agent.

[0254] Another specific embodiment relates to a compound represented by formula (I) for use as an antiprotozoal agent.

[0255] Another aspect relates to a compound represented by formula (I) for use as an antiectoparasitical agent, in particular for use as an arthropodicidal agent, and more specifically for use as an insecticide or acaricide.

[0256] A further aspect of the present invention is a veterinary preparation comprising an effective amount of at least one compound represented by formula (I) and at least one of the following: a pharmaceutically acceptable excipient (e.g., a solid or liquid diluent), a pharmaceutically acceptable adjuvant (e.g., a surfactant), in particular a pharmaceutically acceptable excipient conventionally used in veterinary preparations, and / or a pharmaceutically acceptable adjuvant conventionally used in veterinary preparations.

[0257] A related aspect of the present invention is a method for preparing a veterinary preparation described herein, the method comprising the step of mixing at least one compound represented by formula (I) with a pharmaceutically acceptable excipient and / or adjuvant (in particular a pharmaceutically acceptable excipient and / or adjuvant conventionally used in veterinary preparations).

[0258] Another particular aspect of the present invention is a veterinary formulation selected from the group of ectoparasiticidal formulations and endoparasiticidal formulations according to the above aspect, more specifically a veterinary formulation selected from the group of anthelmintic formulations, antiprotozoal formulations and arthropodicidal formulations, even more specifically a veterinary formulation selected from the group of nematicidal formulations, platyhelminthicidal formulations, acanthocephalicidal formulations, pentastomicidal formulations, insecticide formulations and acaricide formulations, and a method for preparing them.

[0259] Another aspect relates to a method for treating parasitic infections, particularly infections caused by parasites selected from the group of ectoparasites and endoparasites described herein, wherein the method involves applying an effective amount of a compound represented by formula (I) to an animal (in particular a non-human animal) that is in need of such treatment.

[0260] Another aspect relates to a method for treating parasitic infections, particularly infections caused by parasites selected from the group of ectoparasites and endoparasites described herein, wherein the method involves administering a veterinary preparation as defined herein to an animal (in particular a non-human animal) in need of such treatment.

[0261] Another aspect relates to the use of compounds represented by formula (I) in the treatment of parasitic infections in animals (particularly non-human animals), in particular infections caused by parasites selected from the group of ectoparasites and endoparasites described herein.

[0262] In relation to the fields of animal health or veterinary medicine, the term "treatment" includes preventive treatment, metaphylactic treatment, or therapeutic treatment.

[0263] In certain embodiments, a mixture of at least one compound represented by formula (I) and another active ingredient (in particular, an endoparasite killer and an ectoparasite killer) is provided for the field of veterinary medicine.

[0264] In the field of animal health, "mixture" means not only that two (or more) different active ingredients are formulated in a common formulation and thus administered together, but also that a product contains separate formulations for each active compound. Therefore, when administering three or more active compounds, it is possible to formulate all active compounds in a common formulation or to formulate all active compounds in separate formulations; similarly, a mixed form is also possible in which some of the active compounds are formulated together and some are formulated separately. With separate formulations, the multiple active compounds can be administered separately or sequentially.

[0265] The active compounds identified by their "generic names" in this specification are known and can be found, for example, in the "Pesticide Manual" (see above) or through internet searches (e.g., "http: / / www.alanwood.net / pesticides").

[0266] Representative active ingredients selected from the group of exocaridetic agents as mixing partners include, but are not limited to, insecticides and acaricides described in detail above. Further active ingredients that can be used are listed below according to the above classification based on the current "IRAC Mode of Action Classification Scheme": (1) Acetylcholinesterase (AChE) inhibitors; (2) GABA-regulated chloride channel blockers; (3) Sodium channel modulators; (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators; (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators; (6) Glutamate-regulated chloride channel (GluCl) allosteric modulators; (7) Juvenile hormone mimetic substances; (8) Various unspecified (multisite) inhibitors; (9) String organ modulators; (10) Mite growth inhibitors; (12) Mitochondrial ATP synthase inhibitors, e.g., ATP disruptors; (13) Proton gradient inhibitors (14) Uncouplers of oxidative phosphorylation by disruption; (15) Nicotinic acetylcholine receptor channel blockers; (16) Chitin biosynthesis inhibitors (type 1); (17) Molting disruptors (especially against Diptera); (18) Ecdysone receptor agonists; (19) Octopamine 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-gated sodium channel blockers; (23) Acetyl-CoA carboxylase inhibitors; (28) Ryanodine receptor modulators; (30) GABA-regulated chloride channel allosteric modulators.

[0267] Active compounds whose mechanism of action is unknown or unspecified, for example, fentriphanil, phenoxacrim, cycloprene, chlorobenzylate, chlordimeform, flubenzimine, dicyclanil, amidoflumet, quinomethionate, triatene, clothiazoben, tetrasul, potassium oleate, petroleum, methoxadiazone, gosiplurle, flutenzine, bromopropylate, and cryolite; Compounds of other classes, for example, butacarb, dimethilane, chloetocarb, phosphocarb, pyrimiphos(-ethyl), parathion(-ethyl), methacryphos, isopropyl o-salicylate, trichlorfon, tigolaner, sulprophos, propaphos, sebuphos, pyridathion, protoate, diclofenthion, dimeton-S-methylsulfone, isazofos, cyanophenphos, dialiphos, carbophenothion, autathiophos, aromufenbinphos(-methyl), azinphos(-ethyl), chlorpyrifos(-ethyl), fosmethilane, iodophenphos, dioxabenzophos, formothion, honofos, flupyrazophos, fensulfothion, etrimphos; Organochlorine compounds, e.g., campechlor, lindan, heptachlor; or phenylpyrazole compounds, e.g., acetoprole, pyrafluprole, pyriprole, vaniliprole, cisapronil; or isoxazoline compounds, e.g., salolaner, afoxolaner, lotilaner, fluralaner; Pyrethroids, such as (cis-, trans-)methofluthrin, profluthrin, flufenprox, flubrocitrinate, fubufenprox, fenfluthrin, protrifenbut, pyrethmethrin, RU15525, terarethrin, cis-resmethrin, heptafluthrin, bioetanomethrin, biopermethrin, fenpyritrin, cis-cypermethrin, cis-permethrin, crocitrin, cyhalothrin (lambda-), clovaportrin, or halogenated carbon-hydrogen compounds (HCHs); Neonicotinoids, for example, nithiazine; Dichloromezotiaz, triflumezopyrim; Macrocyclic lactones, such as nemadectin, ivermectin, laticectin, moxidectin, selamectin, eprinomectin, doramectin, emamectin benzoate; milbemycin oxime; Triplene, epphenonane, diophenolane; Biological agents, hormones, or pheromones, such as natural products, such as thuringiensin, codlemon, or neem components; Dinitrophenol derivatives, such as dinocap, dinovtone, and binapacril; Benzoylurea derivatives, such as fluazurone and penfluron; Amidine derivatives, such as chlormebuform, simiasol, and demiditraz; Bee hive varroa acaricides, such as organic acids, such as formic acid and oxalic acid.

[0268] Representative active ingredients selected from the group of endoparasitic agents as mixing partners include, but are not limited to, anthelmintic compounds and antiprotozoan compounds.

[0269] Examples of such anthelmintic compounds, though not limited to them, include the following nematicidal compounds, trematodial compounds, and / or tapeworm compounds: For example, the macrocyclic lactone class: eprinomectin, abamectin, nemadectin, moxidectin, doramectin, selamectin, lepimectin, latidectin, milbemectin, ivermectin, emamectin, milbemycin; Examples of the benzimidazole and probenzimidazole classes include: oxybendazole, mebendazole, triclabendazole, thiophanate, parbendazole, oxfendazole, netobimin, fenbendazole, febantel, thiabendazole, cyclobendazole, cambendazole, albendazole sulfoxide, albendazole, and flubendazole. A class of depsipeptides, preferably a class of cyclic depsipeptides, particularly a class of 24-membered cyclic depsipeptides, such as: emodepside, PF1022A; Classes of tetrahydropyrimidines, for example: morantel, pyrantel, oxantel; Examples of the imidazothiazole class: butamisol, levamisol, tetramisol; Examples of the aminophenylamidine class: amidantels, decylated amidantels (dAMD), triphenzymidines; A class of aminoacetonitriles, for example: monepantel; A class of paraherbicamides, e.g.: paraherbicamide, delquantel; Examples of salicylanilides include: tribromusaran, bromoxanide, brothianide, crioxanide, closantel, niclosamide, oxyclozanide, and lafoxanide; Examples of the class of substituted phenols include: nitroxynyl, bithionol, disophenol, hexachlorophene, niclophorane, and meniclopholan. Examples of the organophosphate ester class: trichlorfon, naphthalofos, dichlorvos / DDVP, curufomate, coumaphos, haloxone; Examples of the piperazinone / quinoline class: praziquantel, epsiplantel; Examples of the piperazine class: piperazine, hydroxyzine; Classes of tetracyclines, for example: tetracycline, chlorotetracycline, doxycycline, oxytetracycline, lolitetracycline; Various other classes, for example: bunamidine, niridazole, resolantel, omphalotin, ortipraz, nitroscanate, nitroxynyl, oxamnicine, mirasan, miracil, rucanton, hicanton, hetolin, emetine, diethylcarbamazine, dichlorophene, diamphenetide, clonazepam, befenium, amoscanate, chlorthrone.

[0270] While not limited to specific examples, the following are examples of active compounds that can be used to identify antiprotozoan activity: Triazines, for example: diclazuril, ponazuril, letrazuril, toltrazuril; Examples of the polyether ionophores class: monensin, salinomycin, maduramycin, naracin; A class of macrocyclic lactones, for example: milbemycin, erythromycin; Examples of the quinolone class: enrofloxacin, pradofloxacin; For example, in the kinin class: chloroquine; A class of pyrimidines, for example: pyrimethamine; Examples of the sulfonamide class: sulfaquinoxaline, trimethoprim, sulfaclozine; A class of thiamines, for example: amprolium; A class of lincosamides, for example: clindamycin; A class of carbanilides, for example: imidocarb; For example, in the class of nitrofurans: nifurtimox; A class of quinazolinone alkaloids, for example: haloquinone; Various other classes, for example: oxamnicine, paromomycin; Classes of vaccine or microbial antigens, for example: 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, Dictyocaulus viviparus.

[0271] All of the listed mixing partners can, if possible, form salts with suitable bases or acids through their functional groups.

[0272] Control of vector animals The compound represented by formula (I) can also be used in the control of vectors. With regard to the object of the present invention, a vector is an arthropod (particularly an insect or arachnid) capable of carrying pathogens (e.g., viruses, worms, single-celled organisms, and bacteria) from a pathogen-carrying host (plants, animals, humans, etc.) to another host. The pathogen can be mechanically transported to the host (e.g., trachoma by non-biting flies) or by injection into the host's body (e.g., malaria parasite by mosquitoes).

[0273] Examples of vectors and the diseases or pathogens they carry are as follows: (1) Mosquitoes • Anopheles mosquito: Malaria, filariasis; • Culex mosquito: Japanese encephalitis, another viral disease, filariasis, and transmission of another type of worm; • Aedes mosquitoes: yellow fever, dengue fever, other viral diseases, filariasis; • Black flies (Simuliidae): Transport of helminths (especially Onchocerca volvulus); • Drain flies (Psychodidae): Transmitting leishmaniasis; (2) Lice: Skin infections, epidemic typhus; (3) Fleas: infectious diseases, rash, tapeworms; (4) Flies: Sleeping sickness (trypanosomiasis); cholera, other bacterial diseases; (5) Ticks: Acariosis, epidemic typhus, rickettsial smallpox, tularemia, St. Louis encephalitis, tick-borne encephalitis (TBE), Crimean-Congo hemorrhagic fever, borreliosis; (6) Ticks: Borreliosis, e.g., Lyme disease (Borrelia burgdorferi sensu lato), Dutton relapsing fever (Borrelia duttoni), tick-borne encephalitis, Q fever (Coxiella burnetii), babesiosis (Babesia canis canis), ehrlichiosis.

[0274] In the sense of the present invention, examples of vectors include insects capable of carrying plant viruses to plants, such as aphids, flies, leafhoppers, or thrips. Other vectors capable of carrying plant viruses include spider mites, lice, beetles, and nematodes.

[0275] In the sense of the present invention, further examples of vectors include insects and arachnids capable of carrying pathogens to animals and / or humans, such as mosquitoes [especially Aedes mosquitoes, Anopheles mosquitoes, e.g., Anopheles gambiae, Anopheles arabiensis, Anopheles funestus, Anopheles dirus (malaria), and Culex mosquitoes], psychodids, e.g., Phlebotomus, Lutzomyia, lice, fleas, flies, mites and ticks.

[0276] If the compound represented by formula (I) is resistance-breaking, then vector control is also possible.

[0277] Compounds represented by formula (I) are suitable for use in the prevention of disease and / or the prevention of pathogens carried by vectors. Thus, a further aspect of the present invention is the use of compounds represented by formula (I) for controlling vectors, for example in agriculture, horticulture, gardens and leisure facilities, and further, in the protection of material substances and stored products.

[0278] Protection of industrial materials The compound represented by formula (I) is suitable for protecting industrial materials from attack or destruction by insects [e.g., insects of the orders Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psocoptera, and Zygentoma].

[0279] In relation to the present invention, industrial materials are understood to mean non-biological materials, such as preferably plastics, adhesives, sizing agents, paper and cardboard, leather, wood, processed wood products and coatings. The present invention is particularly preferred for use in protecting wood.

[0280] In further embodiments, the compound represented by formula (I) is used in combination with at least one additional insecticide and / or at least one fungicide.

[0281] In further embodiments, the compounds represented by formula (I) exist as ready-to-use pesticides; that is, they can be applied to the material substance without further modification. Suitable further insecticides or fungicides are, in particular, those listed above.

[0282] Surprisingly, it has also been found that the compound represented by formula (I) can be used to protect objects that come into contact with seawater or freshwater, particularly ship hulls, screens, nets, structures, mooring equipment, and signaling systems, from fouling. Similarly, the compound represented by formula (I) can be used alone or in combination with other active compounds as an antifouling agent.

[0283] Pest control in the field of sanitation The compound represented by formula (I) is suitable for controlling pests in the field of hygiene. In particular, the present invention can be applied to control insects, arachnids, ticks and mites encountered in enclosed spaces (e.g., residences, factory corridors, offices, vehicle cabins, livestock farms) in the field of household hygiene and in the protection of stored products. To control pests, the compound represented by formula (I) is used alone or in combination with other active compounds and / or auxiliary agents. They are preferably used by being included in household insecticide products. The compound represented by formula (I) is effective against susceptible and resistant species and is also effective at all developmental stages.

[0284] These pests include, for example, pests of the orders Scorpions, Araneae and Opiliones of the class Arachnida, pests of the classes Chilopoda and Diplopoda, and the orders Blattodea, Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera, Isoptera, Lepidoptera, Phthiraptera, Psocoptera, and Orthoptera. Examples include pests of the orders Orthoptera, Siphonaptera, and Zygentoma, as well as pests of the order Isopoda within the class Malacostraca.

[0285] They are used, for example, in aerosols, non-pressurized spray products such as pump sprays and spray sprays, automatic fogging systems, foggers, foam, gels, evaporator products having cellulose or plastic evaporator tablets, liquid evaporators, gel and membrane evaporators, propeller-driven evaporators, energy-free or passive evaporation systems, moth papers, moth bags and moth gels, or as granules or powders to be mixed into scattered bait or used in bait stations.

[0286] [Table 1] TIFF0007849295000034.tif146159

[0287] Description of preparation method and intermediates The compound represented by formula (I') can be prepared as illustrated in Scheme 1 below, where R 1 , R 2 , R 3a , R 3b , R 4 , R 5 And Y are as already defined, and X 1 This represents OH or Cl.

[0288] Scheme 1 [ka] X 1 =OH : The triazole compound represented by formula (1) is given by formula (2a)(X 1 The compound represented by formula (I') is formed by reacting it with a carboxylic acid represented by formula (OH). For example, the triazole represented by formula (1) in a suitable solvent (e.g., ethyl acetate or DMF) and the compound represented by formula (2a)(X 1 A compound represented by formula (I') is obtained by mixing a carboxylic acid represented by (=OH) with a suitable coupling reagent (e.g., T3P®, HATU, or DCC / HOBt) and a suitable base (e.g., triethylamine or DIPEA) at a temperature in the range of approximately 0 to 100°C. This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0289] X 1 =Cl : The triazole compound represented by formula (1) is given by formula (2b)(X 1 The compound represented by formula (I') is formed by reacting it with a carboxylic acid chloride represented by (1) in a suitable solvent (e.g., dichloromethane or THF) with the compound represented by formula (2b)(X 1A compound represented by formula (I') is obtained by mixing a carboxylic acid chloride represented by (=Cl) with a suitable base (e.g., triethylamine or DIPEA) at a temperature in the range of approximately 0 to 100°C. This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0290] Formula (2a)(X 1 Carboxylic acids represented by formula (2b)(X =OH) and formula (X) 1 Carboxylate chlorides represented by =Cl) are commercially available or can be synthesized by synthesis reported in the literature (see, for example, WO2020 / 002563) or similarly, or by methods known to those skilled in the art of the most advanced art.

[0291] for example,: 3-Chloro-5-[(methylsulfonyl)methyl]benzoic acid: Prepared by saponification of methyl 3-chloro-5-[(methylsulfonyl)methyl]benzoate. The latter is produced from methyl 3-(bromomethyl)-5-chlorobenzoate (see US5254584, or by NBS-bromination of methyl 3-chloro-5-methylbenzoate as in CN104387332) by reaction with sodium methylsulfinate as in US2012 / 10205.

[0292] The preparation of methyl 3-chloro-5-methylbenzoate is described in US5254584.

[0293] 3-[(2,3,3-trichloropropa-2-en-1-yl)oxy]-5-(trifluoromethyl)benzoic acid: From commercially available 3-hydroxy-5-(trifluoromethyl)benzoic acid and 1,1,1,2,3-pentachloropropane. The reaction (potassium carbonate, DMSO, 45°C) produces 3-[(2,3,3-trichloropropa-2-en-1-yl)oxy]-5-(trifluoromethyl)benzoic acid 2,3,3-trichloropropa-2-en-1-yl, which is then saponified to obtain the acid.

[0294] 3-Bromo-5-[(2,3,3-trichloropropa-2-en-1-yl)oxy]benzoic acid is similarly prepared starting from commercially available 3-bromo-5-hydroxybenzoic acid.

[0295] 3-[(3,3-dichloropropa-2-en-1-yl)oxy]-5-(trifluoromethyl)benzoic acid is similarly prepared starting from 3-hydroxy-5-(trifluoromethyl)benzoic acid and 1,1,1,3-tetrachloropropane.

[0296] 3-[(2,2-dichlorocyclopropyl)methoxy]-5-(trifluoromethyl)benzoic acid: This is similarly prepared starting from commercially available 3-hydroxy-5-(trifluoromethyl)benzoic acid and 2-(bromomethyl)-1,1-dichlorocyclopropane. The latter is known, for example, from DE2804739.

[0297] 3-Bromo-5-[(2,2-difluorocyclopropyl)methoxy]benzoic acid: This is similarly prepared starting from commercially available 3-bromo-5-hydroxybenzoic acid and commercially available 2-(bromomethyl)-1,1-difluorocyclopropane.

[0298] 3-Bromo-5-[(2,2-Dichlorocyclopropyl)methoxy]benzoic acid: Prepared by starting with allyl 3-(allyloxy)-5-bromobenzoate (synthesis described in "Angewandte Chemie-International Edition, 2012, vol.51, #52, pp.13036-13040"), then adding dichlorocarbene (similar to the procedure described in, for example, "Russian Journal of General Chemistry, 2001, vol.71, #4, pp.542-545"), and hydrolyzing the remaining ester.

[0299] 3-Bromo-5-[(2,2-dichlorocyclopropyl)oxy]benzoic acid: Prepared starting from methyl 3-bromo-5-hydroxybenzoate (synthesis described in "WO2015 / 66515, 2015, A1"). Conversion to methyl 3-bromo-5-(2-hydroxyethoxy)benzoate is carried out in the same manner as described in US2016 / 244460 A1. Subsequent chlorination with thionyl chloride in the presence of DMF is carried out in the same manner as described in WO2004 / 16611 A1. Elimination to produce the vinyl oxy ether is carried out in the same manner as described in WO2006 / 77364 A1. The conditions of this conversion also result in the hydrolysis of the ester functional group. The subsequent addition of dichlorocarbene is carried out in the same manner as described in "Russian Journal of General Chemistry, 2001, vol.71, #4, p.542-545", and is successfully carried out in the presence of an alcohol such as EtOH. The conditions for this conversion also result in the esterification of the carboxylic acid functional group. The ester functional group is hydrolyzed to produce the acid.

[0300] 3-[(methylsulfinyl)methoxy]-5-(trifluoromethyl)benzoic acid: Prepared from commercially available 3-hydroxy-5-(trifluoromethyl)benzoic acid and chloro(methylsulfinyl)methane (potassium carbonate, DMSO, similar conversions are described in CN106083539). The latter is known from CN106083539.

[0301] The required triazole compound represented by formula (1) can be prepared as illustrated in scheme 2 below, where R 1 , R 3a , R 3b , R 4 , R 5 And Y are as previously described, and LG is a suitable leaving group such as bromine, chlorine, or -OSO2Me (see also WO2017192385).

[0302] Scheme 2 [ka] The compound represented by formula (1b) is formed by reacting the amine represented by formula (4) with the substituted azole represented by formula (3). For example, the compound represented by formula (1b) is obtained by mixing a mixture of the azole represented by formula (3), the amine represented by formula (4), and a suitable base (e.g., K2CO3, NaH, or DIPEA) in a suitable solvent (e.g., acetonitrile or DMF) at a temperature in the range of about 20 to 120°C. This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0303] Alternatively, the substituted azole represented by formula (3) can be reacted with ammonia (5) to form the compound represented by formula (1a). For example, the compound represented by formula (Ia) can be obtained by mixing a solution of ammonia (5) dissolved in a suitable solvent (e.g., methanol) with the substituted azole represented by formula (3) in a sealed tube at a temperature in the range of approximately 0 to 25°C. This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as grinding.

[0304] Next, the substituted azole represented by formula (1a), the compound represented by formula (6), and a suitable base (e.g., K2CO3 or DIPEA) are mixed in a suitable solvent (e.g., acetonitrile or DMF) at a temperature in the range of approximately 20 to 120°C to obtain the compound represented by formula (1b). This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0305] The amine represented by formula (4) and the compound represented by formula (6) are commercially available or can be synthesized by methods known to those skilled in the art of the most advanced technology.

[0306] The required triazole compound represented by formula (3) can be prepared as illustrated in scheme 3 below, where R 3a , R 3b , R 4 And Y are as previously described, LG is a suitable leaving group such as bromine, chlorine or -OSO2Me, and R 5 This is hydrogen or a C1-C3 alkyl group (see also WO2017192385).

[0307] Scheme 3 [ka] The amide represented by formula (7) is reacted with N,N-dimethylamide dimethylacetal (8) to form the compound represented by formula (9). This compound is then reacted with hydrazine (10) or its corresponding salt (e.g., hydrochloride) under acidic conditions to form the compound represented by formula (3). For example, the compound represented by formula (7) and the N,N-dimethylamide dimethylacetal represented by formula (8) are reacted in a suitable solvent (e.g., CH2Cl2) at reflux temperature to obtain the compound represented by formula (9). Immediately after removing the solvent, the compound represented by formula (9) is reacted with hydrated hydrazine (10) substituted in a suitable solvent (e.g., 1,4-dioxane, acetic acid, or a mixture of such solvents) at a temperature in the range of about 20 to 100°C to obtain the compound represented by formula (3). This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0308] N,N-dimethylamide acetal represented by formula (8), amide represented by formula (7), and hydrazine represented by formula (10), or their corresponding salts (e.g., hydrochloride salts) are commercially available or can be synthesized by methods known to those skilled in the art of the most advanced technology.

[0309] for example: 6-Hydrazinonicotinonitrile is listed in US2010 / 305085.

[0310] The compound represented by formula (I') can be prepared as illustrated in scheme 4 below, where R 1 , R 2 , R 3a , R 3b , R 4 And Y is as previously described, and R 5 This is hydrogen or a C1-C3 alkyl group.

[0311] Scheme 4 [ka] The amide represented by formula (11) is reacted with the N,N-dimethylamide dimethylacetal represented by formula (8) to form the compound represented by formula (12). This compound is then reacted under acidic conditions with the substituted hydrazine represented by formula (10) or its corresponding salt (e.g., hydrochloride) to form the compound represented by formula (I'). For example, the compound represented by formula (11) and the N,N-dimethylamide dimethylacetal represented by formula (8) are reacted in a suitable solvent (e.g., CH2Cl2) at reflux temperature to obtain the compound represented by formula (12). Immediately after removing the solvent, the compound represented by formula (12) is reacted with the substituted hydrazine represented by formula (10) in a suitable solvent (e.g., 1,4-dioxane, acetic acid, or a mixture of such solvents) at a temperature in the range of about 20 to 100°C. The resulting compound represented by formula (I') can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0312] The required amide represented by formula (11) can be prepared as illustrated in scheme 5 below, where R 1 , R 2 , R 3a , R 3b And Y are as previously described (see also WO2017192385).

[0313] Scheme 5 [ka] The aminoamide represented by formula (13) is reacted with the carboxylic acid represented by formula (2a) to form the compound represented by formula (11). For example, the aminoamide represented by formula (13), the carboxylic acid (2a), a suitable coupling reagent (e.g., T3P®, HATU, or DCC / HOBt), and a suitable base (e.g., triethylamine or DIPEA) are mixed in a suitable solvent (e.g., ethyl acetate or DMF) at a temperature in the range of about 0 to 100°C to obtain the compound represented by formula (11). This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0314] Alternatively, the amino acid represented by formula (14) can be reacted with thionyl chloride in a suitable solvent (e.g., MeOH) at room temperature to obtain the amino ester represented by formula (15). The obtained amino ester (15) can then be alkylated in a suitable solvent (e.g., acetic acid) at room temperature in the presence of a suitable reducing agent (e.g., sodium triacetoxyborohydride) and a dehydrating agent (e.g., Na2SO4) via reaction with an aldehyde or ketone to obtain the compound represented by formula (16).

[0315] The amino esters represented by formulas (15) and (16) are reacted with a carboxylic acid represented by formula (2a), a suitable coupling reagent (e.g., T3P®), and a suitable base (e.g., DIPEA) in a suitable solvent (e.g., ethyl acetate) at about 90°C to obtain the amide ester represented by formula (17). This amide ester can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography. The obtained amide ester represented by formula (17) is reacted with magnesium nitride in a suitable solvent (e.g., MeOH) in a sealed tube at about 80°C to obtain the compound represented by formula (11). This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography or extraction.

[0316] The compounds represented by formulas (2a) and (14) are commercially available or can be obtained by methods known to those skilled in the art.

[0317] The required aminoamide compound represented by formula (13) can be commercially available or prepared as illustrated in scheme 6 below, where R 1 , R 3a , R 3b And Y are as previously described, and and LG are appropriate leaving groups (see also WO2017192385).

[0318] Scheme 6 [ka] The compound represented by formula (13) is formed by reacting the amine represented by formula (4) with the amide represented by formula (7). For example, the compound represented by formula (13) is obtained by mixing a mixture of the amine represented by formula (4), the amide represented by formula (7), and a suitable base (e.g., K2CO3 or DIPEA) in a suitable solvent (e.g., acetonitrile or DMF) at 25-80°C. This compound can then be isolated and, if necessary, purified using techniques well known in the art, such as chromatography.

[0319] The compounds represented by formulas (4) and (7) are commercially available or can be synthesized by methods known to those skilled in the art of the most advanced technology.

[0320] In an alternative approach, the compound represented by formula (I') can be prepared as illustrated in Scheme 7 below, where R 1 , R 2 , R 3a , R 3b , R 4 And Y is as previously described, and R 5These are C1-C6 alkyl, C1-C6 haloalkyl, or C3-C6 cycloalkyl.

[0321] Scheme 7 [ka] The amidine represented by formula (8) or a suitable corresponding salt thereof (e.g., hydrochloride) is reacted with the acid represented by formula (19). For example, the amidine hydrochloride represented by formula (18), carboxylic acid (19), a suitable coupling reagent (e.g., HATU or DCC / HOBt), and a suitable base (e.g., triethylamine or DIPEA) are mixed in a suitable solvent (e.g., acetonitrile or DMF) at a temperature in the range of about 0 to 100°C...

Claims

1. Equation (I) 【Chemistry 1】 [During the ceremony, X is O; Y is a direct bond; R 1 is hydrogen; R 2 The following are substructures Q1 and Q2: 【Transformation 8】 [Here, the bond to the C=X- group is marked with a #.] Selected from; Here, R 21 It is cyanomethyl, 2-cyanopropan-2-yl, cyclopropyl (difluoromethyl); R 22 These are hydrogen, fluorine, chlorine, bromine, iodine, cyclopropyl, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, methylsulfonyl, difluoromethylsulfonyl, or trifluoromethylsulfonyl; R 3a is hydrogen; R 3b is hydrogen or methyl; R 4 The following are substructures T1 to T6: 【Chemistry 9】 [Here, the binding to the triazole is marked with a '#'.] One of the following will be selected; Here, X 1 The following is a substructure S4-a: 【Chemistry 10】 [Here, The binding to the pyridine, pyrimidine, pyrazine, or thiazole is marked with a #; R 41 is hydrogen, methyl, ethyl or cyclopropyl; R 42 [These are hydrogen, methyl, or ethyl.] And; X 2 is -CN or X 1 And; R 5 [These are hydrogen, methyl, ethyl, or cyclopropyl.] A compound represented by the formula.

2. X is O; Y is a direct bond; R 1 is hydrogen; R 2 These are 3-chloro-5-(cyanomethyl)phenyl, 3-(cyanomethyl)-5-(trifluoromethoxy)phenyl, 3-chloro-5-(2-cyanopropan-2-yl)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethyl)phenyl, 3-(2-cyanopropan-2-yl)-5-(trifluoromethoxy)phenyl, 3-(2-cyanopropan-2-yl)-5-methylsulfonylphenyl, 3-bromo-5-[cyclopropyl(difluoro)methyl]phenyl, or 2-chloro-6-(2-cyanopropan-2-yl)pyridine-4-yl; R 3a is hydrogen; R 3b It is methyl; R 4 These are 5-[[ethyl(methyl)amino]carbonyl]pyridine-2-yl, 5-cyanopyrazine-2-yl, 6-cyanopyrimidine-4-yl, 6-(aminocarbonyl)pyrimidine-4-yl, 6-(methylaminocarbonyl)pyrimidine-4-yl, 5-cyano-1,3-thiazole-2-yl, 5-(methylcarbamoyl)-1,3-thiazole-2-yl, or 5-(dimethylaminocarbonyl)-1,3-thiazole-2-yl; R 5 is hydrogen, methyl, or cyclopropyl; The compound according to claim 1.

3. Equation (I'') 【Chemistry 11】 [During the ceremony, R 3b is methyl, and R 3a H is; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in claim 1 or the meaning given in claim 2. The compound according to claim 1, characterized by having a structure represented by .

4. R 3b The compound according to claim 3, wherein is Me.

5. Equation (I''') 【Chemistry 12】 [During the ceremony, R 3b is methyl, and R 3a H is; and, Structural element R 1 , R 2 , R 4 , R 5 And Y has the meaning given in claim 1 or the meaning given in claim 2. The compound according to claim 1, characterized by having a structure represented by .

6. R 3b The compound according to claim 5, wherein is Me.

7. A formulation comprising at least one compound represented by formula (I) as described in any one of claims 1 to 6.

8. Furthermore, the formulation according to claim 7, comprising at least one bulking agent and / or at least one surfactant.

9. The formulation according to claim 7 or 8, characterized in that the compound represented by formula (I) is mixed with at least one further active compound.

10. A method for controlling harmful organisms, characterized by applying a compound represented by formula (I) according to any one of claims 1 to 6 or a formulation according to any one of claims 7 to 9 to the harmful organisms and / or their habitat, provided that the method does not involve treating humans.

11. The method according to claim 10, characterized in that the harmful organism is a pest and includes insects or arachnids, or the harmful organism is an insect or an arachnid.

12. Use of a compound represented by formula (I) according to any one of claims 1 to 6 or a formulation according to any one of claims 7 to 9 for the purpose of controlling pests, provided that such use is not for the treatment of humans.

13. The use according to claim 12, characterized in that the pest includes insects or arachnids, or the pest is an insect or an arachnid.

14. The use according to claim 12 or 13 in crop protection.

15. The use according to claim 12 or 13 in the field of animal health.

16. A method for protecting seeds or germinating plants from pests, comprising the step of contacting the seeds with a compound represented by formula (I) according to any one of claims 1 to 6 or a formulation according to any one of claims 7 to 9.

Citation Information

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