Heteroaryl-substituted pyrazine derivatives as pesticides

Abstract

To provide compounds which broaden the spectrum of pesticides, their use in the control of animal pests (animal pests) in plant protection, including arthropods and insects, and their use for controlling ectoparasites of animals.SOLUTION: Novel heteroaryl-substituted pyrazine derivatives of general formula (I), formulations and compositions comprising such compounds are provided.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention includes novel heteroaryl-substituted pyrazine derivatives, such compounds Formulations and compositions, as well as animal pests in plant protection, which their use in the control of insects (including arthropods and insects) and in the control of ectoparasites of animals This application relates to their use for the treatment of ulcerative colitis. [Background technology]

[0002] Certain heteroaryl-triazole and heteroaryl-tetrazole compounds is disclosed in WO2017 / 192385 for use in controlling ectoparasites in animals. and WO201 for its use in controlling pests in the field of plant protection. 9 / 170626 and WO2019 / 215198.

[0003] Furthermore, patent application WO2019 / 201835 (PCT / EP2019 / 059624 ), WO2019 / 197468(PCT / EP2019 / 059089), WO201 9 / 202077(PCT / EP2019 / 060081), WO2019 / 20679 9(PCT / EP2019 / 060077), EP19169209.4, EP1918 7891.7 and EP19187899.0 (the last three have not yet been published) , triazole and tetrazole compounds, their use in crop protection and / or relates to their use as pesticides.

[0004] WO2020 / 002563, WO2020 / 053364, WO2020 / 0533 65, WO2020 / 079198 and WO2020 / 169445 describe azole-azoline compounds. WO2020 / 070049 describes pyrazine compounds, They can all be used as insecticides.

[0005] Modern plant protection products and veterinary ectoparasiticides offer a wide range of benefits, e.g., efficacy, durability, spectrum Torque and resistance breaking characteristics Many requirements must be met. The combinatorial possibilities of the active compounds, in addition to the cost involved in synthesizing them, play a role. Furthermore, resistance can develop. Resistant parasites can be transmitted to livestock and companion animals. It is an increasingly serious problem for both mal and also for crop pests. For all these reasons, the search for new crop protection compositions or veterinary ectoparasite drugs is incomplete. The compounds cannot be considered to be compounds that are improved in at least individual respects compared to known compounds. There is a constant demand for new compounds with improved properties. It is particularly desirable to find biological and parasiticide drugs. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] WO2017 / 192385 [Patent Document 2] WO2019 / 170626 [Patent Document 3] WO2019 / 215198 [Patent Document 4] WO2019 / 201835(PCT / EP2019 / 059624) [Patent Document 5] WO2019 / 197468(PCT / EP2019 / 059089) [Patent Document 6] WO2019 / 202077(PCT / EP2019 / 060081) [Patent Document 7] WO2019 / 206799(PCT / EP2019 / 060077) [Patent Document 8] EP19169209.4 [Patent Document 9] EP19187891.7 [Patent Document 10] EP19187899.0 [Patent Document 11] WO2020 / 002563 [Patent Document 12] WO2020 / 053364 [Patent Document 13] WO2020 / 053365 [Patent Document 14] WO2020 / 079198 [Patent Document 15] WO2020 / 169445 [Patent Document 16] WO2020 / 070049 Summary of the Invention [Problem to be solved by the invention]

[0007] The object of the present invention is to provide compounds that broaden the spectrum of pesticides in various respects. The purpose was to provide [Means for solving the problem]

[0008] Thus, in a first aspect (Aspect 1.1), the present invention provides compounds of general formula (I) [ka]

[0009] [During the ceremony, R 1 is hydrogen; C1-C6 alkyl, C3-C 6 cycloalkyl, C3-C6 cycloalkyl, C1-C6 alkyl, C2-C6 alkenyl alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl; teeth, Phenyl-C1-C6 alkyl, wherein phenyl is selected from the group consisting of halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cyanocycloalkyi C3-C6 halocycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl C1-C3 haloalkyl, C1-C3 cyanoalkyl, C1-C4 alkoxy, C1 -C3 haloalkoxy, C1-C3 cyanoalkoxy, C1-C3 alkylthio, C1- C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio O, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C1- C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, C1-C3 cyanoa and 1 to 5 substituents each independently selected from the group consisting of alkylsulfonyl, alkylsulfonyl, alkylphenyl ... or Heterocyclyl-C1-C6 alkyl, wherein the heterocyclyl is saturated and partially unsaturated. Saturated 3- to 10-membered heterocyclyl, 5-membered heteroaryl, 6-membered heteroaryl, 9-membered heteroaryl and the heterocyclic group is selected from the group consisting of 10-membered heteroaryl and 10-membered heteroaryl. Aryl is halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, - NO2, -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 silyl Cycloalkyl, C3-C6 cyanocycloalkyl, C3-C6 halocycloalkyl, C3 -C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 sia C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy Coxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkyl C1-C3 haloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C 1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1-C3 cyanoa and C1-C3 cyanoalkylsulfonyl, C1-C3 cyanoalkylsulfonyl, respectively. and optionally substituted with 1 to 5 substituents selected from the following: and; R 2 is phenyl or 5- or 6-membered heteroaryl, where each substituted with one, two, or three substituents independently selected from the group consisting of: May also be: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C6 alkyl, C2-C6 alkenyl, optionally substituted in either case C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C1 -C6 alkoxy, C3-C6 cycloalkoxy, C1-C6 haloalkoxy, hydroxy -C1-C6 alkyl, -CO2C1-C6 alkyl, -NH(C1-C6 alkyl) , -N(C1-C6 alkyl)2, S-C1-C6 alkylsulfinimidoyl, S- C3-C6 cycloalkylsulfinimidoyl, S-C2-C6 alkenylsulfin Imidoyl, S-C2-C6 alkynylsulfinimidoyl, S-phenylsulfin Imidoyl, S-heterocyclylsulfinimidoyl, S-heteroarylsulfin Imidoyl, S-C1-C6 alkylsulfonimidoyl, S-C3-C6 cycloalkyl S-C2-C6 Alkenylsulfonimidoyl, S-C2-C6 Alkynylsulfonimidoyl, S-phenylsulfonimidoyl, S-heterocyclyl Sulfonimidoyl, S-heteroarylsulfonimidoyl, -C(=NOC1-C6 alkyl)H, -C(=NOC1-C6 alkyl)-C1-C6 alkyl, (C1-C6 alkyl)3-silyl; and Structures S1 to S9 [wherein the phenyl or 5- or 6-membered heteroaryl The bonds are marked with # and Z is CO or CS and Y is CO or SO2 independently selected; [ka]

[0010] R 21 is hydrogen or, in each case, optionally substituted C1-C6 Alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, -C1-C6 alkyl -C3-C6 cycloalkyl, phenyl, heteroaryl and heterocyclyl; R 22 is hydrogen or, in each case, optionally substituted C1-C6 Alkyl, C1-C6 haloalkyl, -C1-C6 alkyl-C3-C6 cycloalkyl and C3-C6 cycloalkyl; R 23 is C1-C6 alkyl, which may be substituted in either case, C1-C6 independently selected from haloalkyl, C-C cycloalkyl, and phenyl; R 24 is C1-C6 alkyl, C2-C6 Alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C3-C6 cycloalkyl aryl, phenyl, heteroaryl and heterocyclyl; Or, R 21 and R 22 together with the nitrogen atom to which they are attached form a monocyclic or polycyclic ring Optionally substituted 3- to 12-membered saturated or unsaturated heterocyclyl of the formula (wherein the heterocyclyl tetracyclyl may contain additional heteroatoms); and Each of them contains one or two heteroatoms selected from the group consisting of N, O and S. 3- to 6-membered heterocyclyl or 5- to 6-membered heteroaryl [wherein the 3- to 6-membered The heterocyclyl substituent or the 5- to 6-membered heteroaryl substituent may be halogen, hydroxyl, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3 , -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl Anocycloalkyl, C3-C6 halocycloalkyl, C3-C6 cycloalkyl-C1 -C6 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C3-C6 cyanoalkyl cycloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 sialoalkoxy Alkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 Alkyl sulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfini C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1-C3 silyl Independently from the group consisting of C1-C3 cyanoalkylsulfinyl, C1-C3 cyanoalkylsulfonyl may have 1, 2, 3 or 4 substituents selected from the group consisting of: R 3 is hydrogen or C1-C6 alkyl [wherein the alkyl is halogen, C3-C6 -substituted with 1 to 3 substituents selected from cycloalkyl and C1-C6-alkoxy may be]; R 4 is selected from 5-membered heteroaryl, 6-membered heteroaryl and 3- to 6-membered heterocyclyl monocyclic heterocycles selected from the group consisting of N, O and S, and , each of which is 1, 2, 3 or 4 substituents independently selected from the group consisting of: May be substituted: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C6 alkyl, C2-C6 alkenyl, optionally substituted in either case C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 alkyl-C3-C 6 cycloalkyl, C1-C6 haloalkyl, C3-C6 halocycloalkyl, C1-C 6 alkoxy, C3-C6 cycloalkoxy, C1-C6 haloalkoxy, hydroxy- C1-C6 alkyl, -NH(C1-C6 alkyl), -NH(C1-C6 alkyl-C 3-C6 cycloalkyl), -N(C1-C6 alkyl)2, -N(C1-C6 alkyl )(C1-C6 alkyl-C3-C6 cycloalkyl), -CO2C1-C6 alkyl, S-C1-C6 alkylsulfinimidoyl, S-C3-C6 cycloalkylsulfi S-C2-C6 Alkenylsulfinimidoyl, S-C2-C6 Alkenylsulfinimidoyl, S-C2-C6 Alky Nilsulfinimidoyl, S-phenylsulfinimidoyl, S-heterocyclyl Sulfinimidoyl, S-heteroarylsulfinimidoyl, S-C1-C6 alkyl S-C3-C6 cycloalkylsulfonimidoyl, S-C2- C6 Alkenylsulfonimidoyl, S-C2-C6 Alkynylsulfonimidoyl, S -phenylsulfonimidoyl, S-heterocyclylsulfonimidoyl, S-heteroa Arylsulfonimidoyl, -C(=NOC1-C6 alkyl)H, -C(=NOC1- C6 alkyl)-C1-C6 alkyl; and 3 containing one or two heteroatoms selected from the group consisting of N, O and S 3-6 membered heterocyclyl, wherein the 3-6 membered heterocyclyl substituents are halogen, hydroxyl, methyl ... hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH 3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3- C6 cyanocycloalkyl, C3-C6 halocycloalkyl, C3-C6 cycloalkyl -C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C1-C 4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, C1-C3 a Alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1- C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkyl sulfonyl, C1-C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, C1-C3 cyanoalkylsulfonyl and The following structures S10-S18 (where the bond to the pyrazine is marked with a #) and Z is CO or CS, and Y is independently selected from CO or SO. Re; [ka]

[0011] R 41 is hydrogen or, in each case, optionally substituted C1-C6 Alkyl, C1-C6 haloalkyl, C3-C6 cycloalkyl, -C1-C6 alkyl -C3-C6 cycloalkyl, phenyl, heteroaryl and heterocyclyl; R 42 is hydrogen or, in each case, optionally substituted C1-C6 alkyl, C1-C6 haloalkyl and C3-C6 cycloalkyl; R 43 is C1-C6 alkyl, which may be substituted in either case, C1-C6 independently selected from haloalkyl, C-C cycloalkyl, and phenyl; R 44 is C1-C6 alkyl, C2-C6 Alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C3-C6 cycloalkyl aryl, phenyl, heteroaryl and heterocyclyl; Or, R 41 and R 42 together with the nitrogen atom to which they are attached form a monocyclic or polycyclic ring Optionally substituted 3- to 12-membered saturated or unsaturated heterocyclyl of the formula (wherein the heterocyclyl Tetracyclyl may contain additional heteroatoms); R 5 is hydrogen, halogen, -CN, or in each case optionally substituted Good C1-C3-alkyl, C1-C3-haloalkyl, C1-C3 cyanoalkyl, C 3-C4-cycloalkyl, C3-C4 halocycloalkyl, C3-C6 cyanocycloalkyl Alkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy -CO2(C1-C3 alkyl), -CH-(C1-C3 alkoxy)2, -CON H(C1-C4 alkyl), -CON(C1-C4 alkyl), -NHCO-C1-C 4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -C(=NOC1 -C4 alkyl)H, or -C(=NOC1-C4 alkyl)-C1-C4 alkyl, -NH2, -NH(C1-C3 alkyl), -N(C1-C3 alkyl)2, C1-C3 Alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3 -C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cyclo alkylsulfonyl; R 6 is hydrogen, halogen, -CN, or in each case optionally substituted Good C1-C3-alkyl, C1-C3-haloalkyl, C3-C4 cycloalkyl, C 3-C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, -C O2(C1-C3 alkyl), -CH-(C1-C3 alkoxy)2, -CONH(C1 -C4 alkyl), -CON(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl -N(C1-C4 alkyl)CO-C1-C4 alkyl, -C(=NOC1-C4 alkyl) -C(=NOC1-C4 alkyl)H, or -C(=NOC1-C4 alkyl)-C1-C4 alkyl, -NH2 , -NH(C1-C3 alkyl), -N(C1-C3 alkyl)2, C1-C3 alkyl Thio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C6 thio Chloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkyl sulfonyl] and salts and N-oxides thereof.

[0012] The compounds of formula (I) described herein may further comprise any diamines present. It includes asterisks or enantiomers and E / Z isomers, and is represented by formula (I). Also included are salts and N-oxides of the compounds.

[0013] The compounds of formula (I) described herein may be , also in the form of stereoisomers, i.e. in the form of geometric isomers and / or optical isomers, or It may also exist in the form of an isomeric mixture of various compositions. Although only compounds that are stereoselectively selected are discussed herein, the present invention is not limited to pure stereoselective compounds. Both isomers and any desired mixtures of these isomers are provided.

[0014] However, according to the present invention, it is preferred to use an optically active compound of formula (I). Stereoisomeric forms and salts thereof are used.

[0015] The present invention therefore provides both the pure enantiomers and diastereomers and their mixtures. Regarding the method.

[0016] According to an embodiment of the present invention, a dextrorotatory compound represented by formula (I), i.e., a compound capable of irradiating plane polarized light with a clock, is provided. The isomer that rotates around (+) is preferred. It is usually indicated by a "(+)". Methods for separating enantiomers are well known in the art. (e.g., separation by chiral chromatography).

[0017] R 3 At the carbon atom in formula (I) having the formula can have the S-configuration (according to the Cahn-Ingold-Prelog rules) The present invention relates to compounds having the R or S configuration at this site and to compounds having these configurations. According to a further embodiment, the present invention relates to a mixture of isomers of R 3 At the carbon atom having In particular, compounds of formula (I) having the S configuration are preferred.

[0018] Where appropriate, the compounds of formula (I) may be present in different polymorphic forms or in different It can exist as a mixture of various polymorphic forms. Both pure polymorphs and polymorphic mixtures are Methods are provided by and can be used in accordance with the present invention.

[0019] The present invention further relates to preferred embodiments defined in the following aspects of the invention: Regarding.

[0020] According to the following embodiments, compounds of formula (I) are excluded from the present invention.

[0021] (i) According to one embodiment, a compound of formula (I), wherein R 2 is phenyl, pyridine, pyrimidin phenyl, pyridine, pyrimidine, pyridazine, or pyridazine, The azine or pyridazine may be substituted with 1 to 3 substituents, provided that the substituents are not present on any carbon atom adjacent to the carbon atom to which C=O is bonded, and is C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 thiohaloalkyl, C1 -C3 alkoxy, C1-C3 haloalkoxy, halogen, NO2, SF5, CN, CO NH2, COOH, and C(S)NH2] , are excluded.

[0022] (ii) According to a further embodiment, a compound of formula (I), wherein R 2 is phenyl or pyridinyl wherein the phenyl or pyridine is optionally substituted with one or two substituents. provided that the substituent is present on any carbon adjacent to the carbon to which C=O is attached. and each substituent is selected from C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 Thiohaloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen and - or preferably, each substituent is independently selected from C1-C3 alkyl, C1 -C3 haloalkyl, C1-C3 thiohaloalkyl, C1-C3 alkoxy, C1-C3 Compounds having the formula: wherein the alkoxy group is selected from haloalkoxy and halogen are excluded.

[0023] (iii) According to a further embodiment, a compound of formula (I), wherein R 4 is pyridine, pyrimidin azine, pyrazine or pyridazine, wherein the pyridine, pyrimidine, pyrazine or Pyridazine may be selected from the group consisting of C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, 1 to 3 substituents independently selected from C3-C4 cycloalkyl, halogen, and hydroxy Compounds represented by the formula: wherein the aryl group is substituted with a substituent are excluded.

[0024] (iv) According to a further embodiment, a compound of formula (I), wherein R 4 is pyridine or pyrimidin wherein the pyridine or pyrimidine is C1-C3 alkyl, C3-C4 silyl substituted with one substituent selected from chloroalkyl, halogen, or hydroxy; or preferably, the pyridine or pyrimidine is a C3-C4 cycloalkyl or and optionally substituted with one substituent selected from halogen and hydroxy; or Preferably, the pyridine or pyrimidine is C3-C4 cycloalkyl, F, Cl and Br] are excluded. do.

[0025] (v) According to a further embodiment, a compound of formula (I) wherein: R 2 is phenyl, pyridine, pyrimidine, pyrazine or pyridazine, wherein The phenyl, pyridine, pyrimidine, pyrazine or pyridazine is substituted with 1 to 3 substituents. provided that the substituent is not on any carbon atom adjacent to the carbon to which the C=O is attached. and each substituent is not present on any of the carbons C1-C3 alkyl, C1-C3 haloalkyl, alkoxy, C1-C3 haloalkoxy, Independent of halogens, NO2, SF5, CN, CONH2, COOH and C(S)NH2 and at the same time, R 4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine , pyrimidine, pyrazine or pyridazine is C1-C3 alkyl, C1-C3 haloalkyl C1-C3 alkoxy, C3-C4 cycloalkyl, halogen or hydroxy The compounds represented by the formula (I) are excluded. can be.

[0026] (vi) According to a further embodiment, a compound of formula (I) R 2 is phenyl, pyridine, pyrimidine, pyrazine or pyridazine, wherein The phenyl, pyridine, pyrimidine, pyrazine or pyridazine is substituted with 1 to 3 substituents. provided that the substituent is not on any carbon atom adjacent to the carbon to which the C=O is attached. and each substituent is not present on any of the carbons C1-C3 alkyl, C1-C3 haloalkyl, alkoxy, C1-C3 haloalkoxy, Independent of halogens, NO2, SF5, CN, CONH2, COOH and C(S)NH2 and at the same time, R 4 is a pyridine or pyrimidine, wherein the pyridine or pyrimidine is C1 -C3 alkyl, C3-C4 cycloalkyl or halogen or hydroxy or preferably, the pyridine or pyrimidine is C3-C4 cycloalkyl or substituted with one substituent selected from halogen and hydroxy or more preferably, the pyridine or pyrimidine may be C3-C4 cycloalkyl, F, Cl and Br. Compounds represented by the formula: are excluded.

[0027] (vii) According to a further embodiment, a compound of formula (I) R 2 is phenyl or pyridine, wherein the phenyl or pyridine is 1 or 2 and the substituent may be a group having the formula: and each substituent is not present on any carbon atom adjacent to the carbon atom, and each substituent is selected from the group consisting of C1-C3 alkyl, C1- C3 haloalkyl, C1-C3 thiohaloalkyl, C1-C3 alkoxy, C1-C3 halo or, preferably, each substituent is independently selected from -alkoxy, halogen, and -CN; is C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 thiohaloalkyl, C1 -C3 alkoxy, C1-C3 haloalkoxy, and halogen; and at the same time, R 4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine , pyrimidine, pyrazine or pyridazine is C1-C3 alkyl, C1-C3 haloalkyl C1-C3 alkoxy, C3-C4 cycloalkyl, halogen or hydroxy The compounds represented by the formula (I) are excluded. can be.

[0028] (viii) According to a further embodiment, a compound of formula (I) R 2 is phenyl or pyridine, wherein the phenyl or pyridine is 1 or 2 and the substituent may be a group having the formula: and each substituent is not present on any carbon atom adjacent to the carbon atom, and each substituent is selected from the group consisting of C1-C3 alkyl, C1- C3 haloalkyl, C1-C3 thiohaloalkyl, C1-C3 alkoxy, C1-C3 halo or, preferably, each substituent is independently selected from -alkoxy, halogen, and -CN; is C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 thiohaloalkyl, C1 -C3 alkoxy, C1-C3 haloalkoxy, and halogen; and at the same time, R 4is a pyridine or pyrimidine, wherein the pyridine or pyrimidine is C1 -C3 alkyl, C3-C4 cycloalkyl or halogen or hydroxy or preferably, the pyridine or pyrimidine is C3-C4 cycloalkyl or substituted with one substituent selected from halogen and hydroxy or more preferably, the pyridine or pyrimidine may be C3-C4 cycloalkyl, F, Cl and Br. Compounds represented by the formula: are excluded.

[0029] In a further aspect (Aspect 1.2), the present invention provides compounds of general formula (I) [ka]

[0030] [During the ceremony, R 1 is hydrogen; C1-C6 alkyl, C3-C 6 cycloalkyl, C3-C6 cycloalkyl, C1-C6 alkyl, C2-C6 alkenyl C2-C6 alkynyl, C1-C3 alkoxy, C1-C3 alkyl, C1-C3 alkoxy C1-C3 alkyl, C1-C3 alkylsulfinyl C1-C3 alkyl, C 1-C3 alkylsulfonyl C1-C3 alkyl, C1-C3 haloalkyl, C1-C6 cyanoalkyl; or Phenyl-C1-C6 alkyl, wherein phenyl is selected from the group consisting of halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl -C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C1-C 4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, C1-C3 a Alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1- C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkyl sulfonyl, C1-C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, 1 to 5 independently selected from the group consisting of C1-C3 cyanoalkylsulfonyl and optionally substituted with a substituent of the formula: and; R 2 is phenyl or 5- or 6-membered heteroaryl, where Halogen, hydroxy, CN, -COOH, -CONH2, -NO2, -NH 2, SF5, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3 -C6 cycloalkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C3-C 6 cyanocycloalkyl, C1-C4 alkoxy, C3-C6 cycloalkoxy, C1- C3 haloalkoxy, C1-C3 cyanoalkoxy, hydroxy-C1-C4 alkyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfo C3-C6 cycloalkylsulfinyl, C3- C6 cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkyl Sulfinyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C 1-C3 cyanoalkylsulfinyl, C1-C3 cyanoalkylsulfonyl, alkenyl Ruthio, alkynylthio, -NH(C1-C4 alkyl), -N(C1-C4 alkyl) 2. -NHCO-C1-C4 alkyl, NHCO-C3-C6 cycloalkyl, -NHS O2(C1-C4 alkyl), -N(C1-C4 alkyl)CO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C3-C6 cycloalkyl, -N(C1-C4 alkyl -N(SO2C1-C4 alkyl), -CO2C1- C4 alkyl, -CONH(C1-C4 alkyl), -CONH(C3-C6 cycloalkenyl) alkyl), -CONH-phenyl, -CON(C1-C4 alkyl)2, -CON(C1- C4 alkyl)(C3-C6 cycloalkyl), -CON(C1-C4 alkyl)-phenyl Nyl, -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1 -C4 alkyl, (C1-C4 alkyl)3-silyl, -SO2NH2, -SO2NH( C1-C4 alkyl), phenylsulfonyl and 3- to 6-membered heterocyclyl (wherein Heterocyclyl contains one or two heteroatoms selected from the group consisting of N, O and S. and substituted with one, two or three substituents independently selected from the group consisting of Also, Here, the phenyl group of the above substituents and the 3- to 6-membered heterocyclyl substituents are each independently selected from the group consisting of halogen, , hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si( CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C 3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 cycloalkyl C3-C6 cyanocycloalkyl, C1-C4 alkoxy, C1-C3 halo C1-C3 alkoxy, C1-C3 cyanoalkoxy, C1-C3 alkylthio, C1-C3 alkoxy alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1 -C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C1-C3 sia C1-C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, C1-C3 cyanoalkyls and 1, 2, 3, or 4 substituents independently selected from the group consisting of: phenyl; tree; R 3 is hydrogen or optionally substituted C1-C6 alkyl; R 4 is selected from 5-membered heteroaryl, 6-membered heteroaryl and 3- to 6-membered heterocyclyl monocyclic heterocycles selected from the group consisting of N, O and S, and , respectively, halogen, hydroxy, CN, -COOH, -CONH2, -NO2, -N H2, SF5, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C 3-C6 cycloalkyl, C1-C4 alkyl-C3-C6 cycloalkyl, C1-C3 Haloalkyl, C1-C3 cyanoalkyl, C3-C6 halocycloalkyl, C3-C6 Cyanocycloalkyl, C1-C4 alkoxy, C3-C6 cycloalkoxy, C1-C 3 haloalkoxy, C1-C3 cyanoalkoxy, hydroxy-C1-C4 alkyl, C 1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfinyl, C3-C 6Cycloalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkyls sulfinyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1 -C3 cyanoalkylsulfinyl, C1-C3 cyanoalkylsulfonyl, alkenyl Thio, alkynylthio, -NH(C1-C4 alkyl), -NH(C1-C4 alkyl- C3-C6 cycloalkyl), -N(C1-C4 alkyl)2, -N(C1-C4 alkyl -C1-C4 alkyl-C3-C6 cycloalkyl, -NHCO-C1-C4 alkyl alkyl, NHCO-C3-C6 cycloalkyl, -NHCO(C1-C4 alkyl-C3- C6 cycloalkyl), -NHSO2(C1-C4 alkyl), -N(C1-C4 alkyl -N(C1-C4 alkyl)CO-C3-C6 cycloalkyl alkyl, -N(C1-C4 alkyl)SO2C1-C4 alkyl, -N(SO2C1-C 4 alkyl)2, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), - CONH(C3-C6 cycloalkyl), -CONH(C1-C4 alkyl-C3-C6 cycloalkyl), -CONH-phenyl, -CONHSO2(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -CON(C1-C4 alkyl)(C3-C6 cyclo -CON(C1-C4 alkyl)(C1-C4 alkyl-C3-C6 cyclo -CON(C1-C4 alkyl)-phenyl, -CON(C1-C4 alkoxy)-phenyl, Kil)SO2(C1-C4 alkyl), -C(=NOC1-C4 alkyl)H, -C(= NOC1-C4 alkyl)-C1-C4 alkyl, -SO2NH2, -SO2NH(C1 -C4 alkyl), phenylsulfonyl and 3- to 6-membered heterocyclyl (wherein the hetero The cyclocyclyl contains one or two heteroatoms selected from the group consisting of N, O, and S. and wherein the substituted group is substituted with 1, 2, 3, or 4 substituents independently selected from the group consisting of wherein the phenyl group of the above substituents and the 3- to 6-membered heterocyclyl substituent are Halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkenyl alkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1 -C3 cyanoalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 Cyanoalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1- C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulf vinyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1-C C1-C3 cyanoalkylsulfonyl, C1-C3 cyanoalkylsulfonyl may have 1, 2, 3 or 4 substituents selected arbitrarily; R 5 is hydrogen, halogen, CN or in each case may be substituted C1-C3-alkyl, C1-C3-haloalkyl, C1-C3 cyanoalkyl, C3 -C4-cycloalkyl, C3-C4 halocycloalkyl, C3-C6 cyanocycloalkyl Alkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy , -C(O)-C1-C3 alkoxy, -CH-(C1-C3 alkoxy)2, -CO2 C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl) -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C 4 alkyl, -C(=NOC1-C4 alkyl)H, or -C(=NOC1-C4 alkyl) alkyl)-C1-C4 alkyl, NH2, NH(C1-C3 alkyl), N(C1-C3 alkyl alkyl)2, C1-C3 alkylthio, C3-C6 cycloalkylthio; R 6 is hydrogen, halogen, CN or in each case may be substituted C1-C3-alkyl, C1-C3-haloalkyl, C3-C4 cycloalkyl, C3 -C4 halocycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, -C( O)-C1-C3 alkoxy, -CH-(C1-C3 alkoxy)2, -CO2C1-C 4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkyl)- C1-C4 alkyl, NH2, NH(C1-C3 alkyl), N(C1-C3 alkyl) 2, C1-C3 alkylthio, C3-C6 cycloalkylthio] and salts and N-oxides thereof. DETAILED DESCRIPTION OF THE INVENTION

[0031] In a further embodiment (embodiment 2.1), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen; or C1-C6 alkyl, which may be substituted in either case, C 3-C6 cycloalkyl, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkyl C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkylthio C1-C6 alkyl alkyl, C1-C6 alkylsulfinyl, C1-C6 alkyl, C1-C6 alkylsulf C1-C6 alkyl (wherein the optionally substituted radical is halogen, Hydroxy, -CN, -NO2, -Si(CH3)3, -NH2 and C1-C6 alkyl and optionally substituted with up to three substituents independently selected from the group consisting of: Phenyl-C1-C6 alkyl, wherein phenyl is selected from the group consisting of halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cyanocycloalkyi C3-C6 halocycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl C1-C3 haloalkyl, C1-C3 cyanoalkyl, C1-C4 alkoxy, C1 -C3 haloalkoxy, C1-C3 cyanoalkoxy, C1-C3 alkylthio, C1- C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio O, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C1- C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, C1-C3 cyanoa and 1 to 5 substituents each independently selected from the group consisting of alkylsulfonyl, alkylsulfonyl, alkylphenyl ... or Heterocyclyl-C1-C3 alkyl, wherein the heterocyclyl is tetrahydropyridine, aryl, tetrahydrofuranyl, oxetanyl and azetidinyl or heteroaryl wherein said heteroaryl is selected from the group consisting of pyridyl, pyrimidinyl, pyrazyl, Pyridazinyl, thiophenyl, furanyl, pyrazolyl, imidazolyl, triazolyl, thiphenyl is selected from the group consisting of azolyl and oxazolyl, and wherein said heteroaryl or the heterocyclyl is halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl C3-C6 cycloalkyl, C3-C6 cyanocycloalkyl, C3-C6 halocycloalkyl C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl , C1-C3 cyanoalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1 -C3 cyanoalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkyl Sulfinyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C The group consisting of 1-C3 cyanoalkylsulfinyl and C1-C3 cyanoalkylsulfonyl and optionally substituted with 1 to 3 substituents independently selected from and; R 2 are phenyl, pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, pyrrolidone, is selected from the group consisting of thiazole, oxazole, and thiophene, each of which is 1, 2 or 3 substituents independently selected from the group consisting of: May be substituted: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C6 alkyl, C2-C6 alkenyl, optionally substituted in either case C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1 -C4 alkoxy, C3-C6 cycloalkoxy, C1-C3 haloalkoxy, hydroxy -C1-C4 alkyl, -CO2C1-C4 alkyl, -NH(C1-C4 alkyl) , -N(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NO (C1-C4 alkyl)-C1-C4 alkyl and (C1-C4 alkyl)3-silyl Here, the optionally substituted radical is halogen, hydroxy, -CN, -NO2 , -Si(CH3)3, -NH2, C1-C3 alkyl, C1-C3 haloalkyl, C3 -C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C3 alkylsulfonyl , C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio and C1-C3 halo and substituted with up to three substituents independently selected from the group consisting of alkylsulfonyl, alkylphenylsulfonyl, aryl ... may be]; and Structures S1, S4, S7, S8 and S9 [wherein the above phenyl, pyridine, pyrimidine azine, pyrazine, pyridazine, pyrazole, pyrrole, thiazole, oxazole or thiazole The bond to the olefin is marked with a # and Z is CO or CS; [ka]

[0032] R 21 is hydrogen or, in each case, optionally substituted C1-C4 Alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, -C1-C4 alkyl -C3-C6 cycloalkyl and 3-6 membered heterocyclyl; R 22 is hydrogen or, in each case, optionally substituted C1-C4 Alkyl, C1-C4 haloalkyl, -C1-C4 alkyl-C3-C6 cycloalkyl and C3-C6 cycloalkyl; R 24is C1-C4 alkyl, C2-C6 Alkenyl, C2-C6 alkynyl, C1-C4 haloalkyl, C3-C6 cycloalkyl aryl, phenyl, heteroaryl, and 3- to 6-membered heterocyclyl; where R 21 , R 22 and R 24 The optionally substituted radical in the definition of , halogen, hydroxy, -CN, -NO2, -Si(CH3)3, -NH2, C1-C 3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, C3-C4 halocyclo C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C3 alkyls sulfonyl, C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio and C1 -C3 haloalkylsulfonyl substituted with up to 3 substituents independently selected from the group consisting of It may be; Or, R 21 and R 22 together with the nitrogen atom to which they are attached form 4-12 membered saturated saturated or unsaturated heterocyclyl, where the heterocyclyl is selected from the group consisting of oxygen, nitrogen and sulfur; and the heterocycle may contain up to two additional heteroatoms selected from Aryl is halogen, =O (oxo), =S (thiono), hydroxy, -CN, -NO2, -SF5 and -NH2; and C1-C4 alkyl, C3-C6 cycloalkyl, C1- C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkoxy Kilthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C3-C 6 cycloalkylsulfanyl, C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfinyl Chloroalkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulf and C1-C4 haloalkylsulfonyl, and Each of them contains one or two heteroatoms selected from the group consisting of N, O and S. 3- to 6-membered heterocyclyl or 5- to 6-membered heteroaryl [wherein the 3- to 6-membered The heterocyclyl substituent or the 5- to 6-membered heteroaryl substituent may be halogen, hydroxyl, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3 , -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl Chloroalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1 -C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkyl Thio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl and each of the groups may have one, two, or three substituents independently selected from the group consisting of: R 3 is hydrogen or C1-C6 alkyl [wherein the alkyl is halogen, cyano, C optionally substituted with 3-C6 cycloalkyl or C1-C4 alkoxy; R 4 pyridine, pyrimidine, pyrazine, pyridazine, and thiazole, pyrazo pyrrole, oxazole, isothiazole, isoxazole, thiophene and imidazole and dazoles, each of which is selected from the group consisting of: and optionally substituted with 1, 2, or 3 substituents independently selected from: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C6 alkyl, C2-C6 alkenyl, optionally substituted in either case C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1 -C4 alkoxy, C3-C6 cycloalkoxy, C1-C3 haloalkoxy, hydroxy -C1-C4 alkyl, -CO2C1-C4 alkyl, -NH(C1-C4 alkyl) , -N(C1-C4 alkyl)2, -C(=NOC1-C4 alkyl)H, -C(=NO (C1-C4 alkyl)-C1-C4 alkyl and (C1-C4 alkyl)3-silyl Here, the optionally substituted radical is halogen, hydroxy, -CN, -NO2 , -Si(CH3)3, -NH2, C1-C3 alkyl, C1-C3 haloalkyl, C3 -C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C4 alkoxy, C1- C4 haloalkoxy, C1-C3 alkylsulfonyl, C3-C4 cycloalkylsulfonyl from the group consisting of C1-C3 haloalkylsulfonyl, C1-C3 haloalkylthio and C1-C3 haloalkylsulfonyl and Structures S10, S11, S13, S14, S16, S17 and S18 [wherein Pyridine, pyrimidine, pyrazine, pyridazine, thiazole, pyrazole, pyrrole, thiazolinone Bond to thiazole, isothiazole, isoxazole, thiophene or imidazole is marked with a # and Z is CO or CS; [ka]

[0033] R41 is hydrogen or, in each case, optionally substituted C1-C4 Alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, -C1-C4 alkyl -C3-C6 cycloalkyl and 3-6 membered heterocyclyl; R 42 is hydrogen or, in each case, optionally substituted C1-C4 Alkyl, C1-C4 haloalkyl, -C1-C4 alkyl-C3-C6 cycloalkyl and C3-C6 cycloalkyl; R 43 is C1-C4 alkyl, which may be substituted in either case, C1-C4 independently selected from haloalkyl and C3-C6 cycloalkyl; R 44 is C1-C4 alkyl, which may be substituted in either case, C1-C4 Haloalkyl, C3-C6 cycloalkyl, phenyl, heteroaryl and 3-6 membered aryl It is telocyclyl; where R 41 , R 42 , R 43 and R 24 The above-mentioned optionally substituted groups in the definition of Dichlorides are halogens, hydroxyl, -CN, -NO2, -Si(CH3)3, -NH2, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, C3-C4 Halocycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C3 alkyl C3-C4 cycloalkylsulfonyl, C1-C3 haloalkylthio and C1-C3 haloalkylsulfonyl, optionally substituted with a group; Or, R 41 and R 42together with the nitrogen atom to which they are attached form 4-12 membered saturated saturated or unsaturated heterocyclyl (wherein the heterocyclyl is selected from the group consisting of oxygen, nitrogen, sulfur and ketone); may contain up to two additional heteroatoms selected from the group consisting of fluorine and Tetracyclyl is a group that can be substituted with halogen, ═O (oxo), ═S (thiono), hydroxy, -CN, - NO2, -SF5 and -NH2; and C1-C4 alkyl, C3-C6 cycloalkyl , C3-C6 cycloalkyl-C1-C6 alkyl, C1-C4 haloalkyl, C1-C 4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkoxy-C1-C6 alkyl , C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulf C3-C6 cycloalkylsulfanyl, C3-C6 cycloalkylsulfinyl C3-C6 cycloalkylsulfonyl, C1-C4 haloalkylthio, C1-C4 halo C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl and Each of them contains one or two heteroatoms selected from the group consisting of N, O and S. 3- to 6-membered heterocyclyl or 5- to 6-membered heteroaryl [wherein the 3- to 6-membered The heterocyclyl substituent or the 5- to 6-membered heteroaryl substituent may be halogen, hydroxyl, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3 , -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl Chloroalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1 -C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkyl Thio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl and each of the groups may have one, two, or three substituents independently selected from the group consisting of: R 5 is hydrogen, halogen, -CN, -NH2 or in each case substituted C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 alkoxy, oxy, -CO2(C1-C3 alkyl), -CH-(C1-C3 alkoxy)2, -CO NH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -NHCO-C1- C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -C(=NOC 1-C4 alkyl)H, or -C(=NOC1-C4 alkyl)-C1-C4 alkyl , -NH(C1-C3 alkyl), -N(C1-C3 alkyl)2, C1-C3 alkyl Thio, C3-C6 cycloalkylthio [wherein the optionally substituted radical is Halogen, hydroxy, -CN, -NO2, -Si(CH3)3, -NH2 and C1-C and optionally substituted with up to three substituents independently selected from the group consisting of alkyl, aryl, aryl, aryl ... and; R 6 is hydrogen, halogen, -CN, -NH2 or in each case substituted C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 alkoxy, oxy, -CO2(C1-C3 alkyl), -CH-(C1-C3 alkoxy)2, -CO NH(C1-C4 alkyl), -CON(C1-C4 alkyl)2, -NHCO-C1- C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl, -C(=NOC 1-C4 alkyl)H, or -C(=NOC1-C4 alkyl)-C1-C4 alkyl , -NH(C1-C3 alkyl), -N(C1-C3 alkyl)2, C1-C3 alkyl Thio, C3-C6 cycloalkylthio [wherein the optionally substituted radical is Halogen, hydroxy, -CN, -NO2, -Si(CH3)3, -NH2 and C1-C and optionally substituted with up to three substituents independently selected from the group consisting of alkyl, aryl, aryl, aryl ... is] and salts and N-oxides thereof.

[0034] In a further embodiment (embodiment 2.2), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen; or C1-C6 alkyl, which may be substituted in either case, C 3-C6 cycloalkyl, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkyl C1-C3 alkoxy C1-C3 alkyl, C1-C3 alkylthio C1-C3 alkyl alkyl, C1-C3 haloalkyl, C1-C6 cyanoalkyl; or Phenyl-C1-C6 alkyl, wherein phenyl is selected from the group consisting of halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl -C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C1-C 4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, C1-C3 a Alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1- C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkyl sulfonyl, C1-C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, 1 to 5 independently selected from the group consisting of C1-C3 cyanoalkylsulfonyl and optionally substituted with a substituent of the formula: and; R 2 are phenyl, pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, pyrrolidone, thiazole, oxazole, isothiazole, isoxazole, thiophene and imidazole, wherein each of these is selected from the group consisting of halogen, hydrochloride, Oxygen, CN, -COOH, -CONH2, -NO2, -NH2, SF5, C1-C6 Al alkyl, C3-C6 cycloalkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl , C3-C6 cyanocycloalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy , C1-C3 cyanoalkoxy, hydroxy-C1-C4 alkyl, C1-C3 alkyl Thio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C3-C6 thio Chloroalkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulf vinyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1-C 3 cyanoalkylsulfinyl, C1-C3 cyanoalkylsulfonyl, -NH(C1- C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, N HCO-C3-C6 cycloalkyl, -NHSO2(C1-C4 alkyl), -N(C1 -C4 alkyl)CO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C3- C6 cycloalkyl, -N(C1-C4 alkyl)SO2C1-C4 alkyl, -N(S O2C1-C4 alkyl)2, -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl) -CONH(C3-C6 cycloalkyl), -CONH-phenyl, -CON (C1-C4 alkyl)2, -CON(C1-C4 alkyl)(C3-C6 cycloalkyl -CON(C1-C4 alkyl)-phenyl, -C(=NOC1-C4 alkyl) H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl, (C1-C4 alkyl) 3-Silyl, -SO2NH2, -SO2NH(C1-C4 alkyl), phenylsulfonyl and 3- to 6-membered heterocyclyl (wherein the heterocyclyl is a group consisting of N, O, and S). and independently selected from the group consisting of: optionally substituted with 1, 2 or 3 substituents as defined above; Here, the phenyl group of the above substituents and the 3- to 6-membered heterocyclyl substituents are each independently selected from the group consisting of halogen, , hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2, -Si( CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C 3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C1-C3 cycloalkyl C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy Alkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkoxy alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1-C3 cyano alkylsulfinyl, C1-C3 cyanoalkylsulfonyl, may have 1, 2, 3 or 4 substituents selected from the group consisting of: R 3 is hydrogen or optionally substituted C1-C6 alkyl; R4 is selected from the group consisting of pyridine, pyrimidine, pyrazine, pyridazine and thiazole wherein these are selected from halogen, hydroxy, CN, -COOH, - CONH2, -NO2, -NH2, SF5, C1-C6 alkyl, C3-C6 cycloalkenyl alkyl, C1-C4 alkyl-C3-C6 cycloalkyl, C1-C3 haloalkyl, C1 -C3 cyanoalkyl, C3-C6 halocycloalkyl, C3-C6 cyanocycloalkyl alkoxy, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, Hydroxy-C1-C4 alkyl, C1-C3 alkylthio, C1-C3 alkylsulf C1-C3 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfonyl Cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloal Kilthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, C1-C3 cyanoalkylsulfinyl An alkylsulfonyl, -NH(C1-C4 alkyl), -NH(C1-C4 alkyl -C3-C6 cycloalkyl), -N(C1-C4 alkyl)2, -N(C1-C4 alkoxy) alkyl)(C1-C4 alkyl-C3-C6 cycloalkyl), -NHCO-C1-C4 alkyl alkyl, NHCO-C3-C6 cycloalkyl, -NHCO(C1-C4 alkyl-C3 -C6 cycloalkyl), -NHSO2(C1-C4 alkyl), -N(C1-C4 alkoxy) -N(C1-C4 alkyl)CO-C3-C6 cyclo Alkyl, -N(C1-C4 alkyl)SO2C1-C4 alkyl, -N(SO2C1- C4 alkyl), -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CONH(C3-C6 cycloalkyl), -CONH(C1-C4 alkyl-C3-C 6 cycloalkyl), -CONH-phenyl, -CONHSO2(C1-C4 alkyl) , -CON(C1-C4 alkyl)2, -CON(C1-C4 alkyl)(C3-C6 alkyl) -CON(C1-C4 alkyl)(C1-C4 alkyl-C3-C6 chloroalkyl) -CON(C1-C4 alkyl)-phenyl, -CON(C1-C4 alkyl)-phenyl -C(=NOC1-C4 alkyl)H, -C( =NOC1-C4 alkyl)-C1-C4 alkyl, -SO2NH2, -SO2NH(C 1-C4 alkyl), phenylsulfonyl and 3- to 6-membered heterocyclyl (wherein the Tetracyclyl contains one or two heteroatoms selected from the group consisting of N, O, and S. substituted with 1, 2, 3, or 4 substituents independently selected from the group consisting of wherein the phenyl group of the above substituents and the 3- to 6-membered heterocyclyl substituents are , halogen, hydroxy, -CN, -COOH, -CONH2, -CSNH2, -NO2 , -Si(CH3)3, -SF5, -NH2, C1-C6 alkyl, C3-C6 cycloa alkyl, C3-C6 cycloalkyl-C1-C6 alkyl, C1-C3 haloalkyl, C 1-C3 cyanoalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C 3 cyanoalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1 -C3 alkylsulfonyl, C1-C3 haloalkylthio, C1-C3 haloalkylsulfonyl phenyl, C1-C3 haloalkylsulfonyl, C1-C3 cyanoalkylthio, C1- C3 cyanoalkylsulfinyl, C1-C3 cyanoalkylsulfonyl may have 1, 2, 3, or 4 independently selected substituents; R 5 is hydrogen, halogen, CN or in each case may be substituted C1-C3-alkyl, C1-C3-haloalkyl, C1-C3 cyanoalkyl, C3 -C4-cycloalkyl, C3-C4 halocycloalkyl, C3-C6 cyanocycloalkyl Alkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy , -C(O)-C1-C3 alkoxy, -CH-(C1-C3 alkoxy)2, -CO2 C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl) -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C 4 alkyl, -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkoxy alkyl)-C1-C4 alkyl, NH2, NH(C1-C3 alkyl), N(C1-C3 alkyl alkyl)2, C1-C3 alkylthio, C3-C6 cycloalkylthio; R 6 is hydrogen, halogen, CN or, in each case, optionally substituted C1-C3-Alkyl, C1-C3-Haloalkyl, C1-C3 Cyanoalkyl, C3- C4 cycloalkyl, C3-C4 halocycloalkyl, C3-C6 cyanocycloalkyl , C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, - C(O)-C1-C3 alkoxy, -CH-(C1-C3 alkoxy)2, -CO2C1 -C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl) 2. -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 alkyl alkyl, -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkyl )-C1-C4 alkyl, NH2, NH(C1-C3 alkyl), N(C1-C3 alkyl alkylthio, C1-C3 alkylthio, C3-C6 cycloalkylthio] and salts and N-oxides thereof.

[0035] In a further embodiment (embodiment 3.1), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen; or C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy Alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2 -C6 haloalkynyl, C1-C3 alkoxy C1-C3 alkyl, C1-C3 alkyl Thio C1-C3 alkyl, C1-C3 alkylsulfinyl C1-C3 alkyl, C1- C3 alkylsulfonyl, C1-C3 alkyl, C1-C6 haloalkyl, C1-C6 sia Noalkyl; R 2 from pyrazole, phenyl, pyridine, pyrimidine, pyrazine and pyridazine wherein each is substituted with a total of 1, 2, or 3 substituents. wherein one, two or three of the optional substituents are selected from the group consisting of: Independently selected from Group A comprising: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C4 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C3 -C4 cycloalkyl, C3-C4 halocycloalkyl, C3-C4 cyanocycloalkyl alkoxy, C1-C3 haloalkoxy, C3-C4 cycloalkoxy, C1-C3 cyanoalkoxy, -CO2C1-C4 alkyl and (C1-C3 alkyl) 3-silyl; and optionally one of the optional substituents is selected from Group B consisting of: You can: Structures S1, S4, S7, S8 and S9 [wherein the above phenyl, pyridine, pyrimidine The bond to the azine, pyrazine or pyridazine is marked with a #, and Z is CO and; [ka]

[0036] R 21 is hydrogen or, in each case, optionally substituted C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl; R 22 is hydrogen or, in each case, optionally substituted C1-C3 alkyl, C1-C3 haloalkyl and C3-C4 cycloalkyl; R 24 is C1-C3 alkyl, which may be substituted in either case, C1-C3 haloalkyl, C3-C4 cycloalkyl and phenyl; where R 21 , R 22 and R 24 The optionally substituted radical in the definition of , halogen, -CN, -NO2, -Si(CH3)3, C1-C3 alkyl, C1-C3 and optionally substituted with up to three substituents independently selected from the group consisting of haloalkyl. ]; R 3 is hydrogen or C1-C6 alkyl; R 4pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, pyrrole, thiazol-1, azoles, oxazoles, isothiazoles, isoxazoles, thiophenes and imidazolines wherein each of said 6-membered heteroaryls is selected from the group consisting of 1, 2 or and the five-membered heteroaryl may each be substituted with one or three substituents. may be substituted with two substituents, in each case, of the optional substituents up to all of which are independently selected from group D consisting of: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1 -C3 cyanoalkyl, C3-C4 cyanocycloalkyl, C1-C3 alkoxy, C3 -C4 cycloalkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, hydroxyalkoxy Hydroxy-C1-C3 alkyl, -CO2C1-C3 alkyl, -NH(C1-C3 alkyl alkyl), -N(C1-C3 alkyl)2, -C(=NOC1-C3 alkyl)H, -C( =NOC1-C3 alkyl)-C1-C3 alkyl and (C1-C3 alkyl)3-silyl Le; and optionally one of the optional substituents is selected from Group E consisting of: You can: Structures S10, S13, S16, S17 and S18 [wherein the pyridine, pyrimidine azine, pyrazine, pyridazine, pyrazole, pyrrole, thiazole, oxazole, isopropyl Bonds to thiazole, isoxazole, thiophene, or imidazole are marked with #. and Z is CO; [ka]

[0037] R 41 is hydrogen or, in each case, optionally substituted C1-C3 Alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, -C1-C2 alkyl -C3-C4 cycloalkyl and 3- to 6-membered heterocyclyl (wherein the heterocyclyl contains one heteroatom selected from the group consisting of N, O and S; R 42 is hydrogen or, in each case, optionally substituted C1-C3 Alkyl, C1-C3 haloalkyl, -C1-C2 alkyl, and -C3-C4 cycloalkyl and C3-C4 cycloalkyl; R 44 is C1-C3 alkyl, which may be substituted in either case, C1-C3 haloalkyl, C3-C4 cycloalkyl; where R 41 , R 42 and R 44 The optionally substituted groups defined in relation to The groups are halogen, -CN, -NO2, -Si(CH3)3, C1-C3 alkyl, C1- and optionally substituted with up to two substituents independently selected from the group consisting of C3 haloalkyl. often; Or, R 41 and R 42 together with the nitrogen atom to which they are attached form a monocyclic 4-8 and a saturated heterocyclyl of oxygen, nitrogen, sulfur, and silicon. may contain up to one additional heteroatom selected from the group Clyl is a halogen, =O (oxo), =S (thiono), hydroxy, -CN, -NO2 and -NH2; and C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 halo Selected from the group consisting of alkyl, C1-C3 alkoxy, C1-C3 haloalkoxy optionally substituted with 1 to 3 substituents); R 5 is hydrogen, halogen, -CN, C1-C3-alkyl, C1-C3-haloalkyl , C3-C4-cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy the law of nature; R 6 is hydrogen, halogen, -CN, C1-C3-alkyl, C1-C3-haloalkyl , C3-C4 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy 〕 and salts and N-oxides thereof.

[0038] In a further embodiment (embodiment 3.2), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen; or C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy Alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2 -C6 haloalkynyl, C1-C3 alkoxy C1-C3 alkyl, C1-C3 alkyl Thio C1-C3 alkyl, C1-C3 alkylsulfinyl C1-C3 alkyl, C1- C3 alkylsulfonyl, C1-C3 alkyl, C1-C6 haloalkyl, C1-C6 sia Noalkyl; R 2 is selected from the group consisting of phenyl, pyridine, pyrimidine, pyrazine and pyridazine wherein each of these may be substituted with a total of 1, 2, or 3 substituents. Preferably, one, two or three of the optional substituents are independently selected from group A consisting of: Selected by: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C4 alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C3 -C4 cycloalkyl, C3-C4 halocycloalkyl, C3-C4 cyanocycloalkyl alkoxy, C1-C3 haloalkoxy, C3-C4 cycloalkoxy, C1-C3 cyanoalkoxy, -CO2C1-C4 alkyl and (C1-C3 alkyl) 3-silyl; and optionally one of the optional substituents is selected from Group B consisting of: You can: Structures S1, S4, S7, S8 and S9 [wherein the phenyl, pyridine, pyrimidine The bond to the benzophenone, pyrazine or pyridazine is marked with a #, and Z is CO. can be; [ka]

[0039] R 21 is hydrogen or, in each case, optionally substituted C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl; R 22 is hydrogen or, in each case, optionally substituted C1-C3 alkyl, C1-C3 haloalkyl and C3-C4 cycloalkyl; R 24 is C1-C3 alkyl, which may be substituted in either case, C1-C3 haloalkyl, C3-C4 cycloalkyl and phenyl; where R 21 , R 22 and R 24 The optionally substituted radical in the definition of , halogen, -CN, -NO2, -Si(CH3)3, C1-C3 alkyl, C1-C3 and optionally substituted with up to three substituents independently selected from the group consisting of haloalkyl. ]; R 3 is hydrogen or C1-C6 alkyl; R 4 pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, pyrrole, thiazol-1, azoles, oxazoles, isothiazoles, isoxazoles, thiophenes and imidazolines wherein each of said 6-membered heteroaryls is selected from the group consisting of 1, 2 or and the five-membered heteroaryl may each be substituted with one or three substituents. may be substituted with two substituents, in each case, of the optional substituents up to all of which are independently selected from group D consisting of: Halogen, hydroxy, -CN, -COOH, -NO2, -NH2, -SF5; and Beauty, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C1 -C3 cyanoalkyl, C3-C4 cyanocycloalkyl, C1-C3 alkoxy, C3 -C4 cycloalkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, hydroxyalkoxy Hydroxy-C1-C3 alkyl, -CO2C1-C3 alkyl, -NH(C1-C3 alkyl alkyl), -N(C1-C3 alkyl)2, -C(=NOC1-C3 alkyl)H, -C( =NOC1-C3 alkyl)-C1-C3 alkyl and (C1-C3 alkyl)3-silyl Le; and optionally one of the optional substituents is selected from Group E consisting of: You can: Structures S10, S13, S16, S17 and S18 [wherein the pyridine, pyrimidine azine, pyrazine, pyridazine, pyrazole, pyrrole, thiazole, oxazole, isopropyl Bonds to thiazole, isoxazole, thiophene, or imidazole are marked with #. and Z is CO; [ka]

[0040] R 41 is hydrogen or, in each case, optionally substituted C1-C3 Alkyl, C1-C3 haloalkyl, C3-C4 cycloalkyl, -C1-C2 alkyl -C3-C4 cycloalkyl and 3- to 6-membered heterocyclyl (wherein the heterocyclyl contains one heteroatom selected from the group consisting of N, O and S; R 42 is hydrogen or, in each case, optionally substituted C1-C3 Alkyl, C1-C3 haloalkyl, -C1-C2 alkyl, and -C3-C4 cycloalkyl and C3-C4 cycloalkyl; R 44 is C1-C3 alkyl, which may be substituted in either case, C1-C3 haloalkyl, C3-C4 cycloalkyl; where R 41 , R 42 and R 44 The optionally substituted substituents defined above with respect to Substituents include halogen, -CN, -NO2, -Si(CH3)3, C1-C3 alkyl, C1 -C3 haloalkyl; Also well; Or, R 41 and R 42 together with the nitrogen atom to which they are attached form a monocyclic 4-8 and a saturated heterocyclyl of oxygen, nitrogen, sulfur, and silicon. may contain up to one additional heteroatom selected from the group Clyl is a halogen, =O (oxo), =S (thiono), hydroxy, -CN, -NO2 and -NH2; and C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 halo Selected from the group consisting of alkyl, C1-C3 alkoxy, C1-C3 haloalkoxy optionally substituted with 1 to 3 substituents); R 5 is hydrogen, halogen, -CN, C1-C3-alkyl, C1-C3-haloalkyl , C3-C4-cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy the law of nature; R 6 is hydrogen, halogen, -CN, C1-C3-alkyl, C1-C3-haloalkyl , C3-C4 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy 〕 and salts and N-oxides thereof.

[0041] In a further embodiment (embodiment 3.3), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen; or C1-C6 alkyl, which may be substituted in either case, C 3-C6 cycloalkyl, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkyl C1-C3 alkoxy C1-C3 alkyl, C1-C3 alkylthio C1-C3 alkyl alkyl, C1-C6 cyanoalkyl; R 2 is selected from the group consisting of phenyl, pyridine, pyrimidine, pyrazine and pyridazine wherein these are selected from halogen, hydroxy, CN, -COOH, -C ONH2, -NO2, -NH2, SF5, C1-C6 alkyl, C3-C6 cycloalkyl C1-C3 haloalkyl, C1-C3 cyanoalkyl, C3-C6 cyanocycloalkyl Alkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy , hydroxy-C1-C4 alkyl, C1-C3 alkylthio, C1-C3 alkylsulf phenyl, C1-C3 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 Cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloa Alkylthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl , -NH(C1-C4 alkyl), -N(C1-C4 alkyl)2, -NHCO-C1- C4 alkyl, NHCO-C3-C6 cycloalkyl, -NHSO2(C1-C4 alkyl -N(C1-C4 alkyl), -N(C1-C4 alkyl)CO-C1-C4 alkyl, -N(C1-C4 alkyl -N(C1-C4 alkyl)SO2C1-C4 alkyl alkyl, -N(SO2C1-C4 alkyl)2, -CO2C1-C4 alkyl, -CON H(C1-C4 alkyl), -CONH(C3-C6 cycloalkyl), -CONH- Phenyl, -CON(C1-C4 alkyl)2, -CON(C1-C4 alkyl)(C3- C6 cycloalkyl), -CON(C1-C4 alkyl)-phenyl, -C(=NOC1 -C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl, (C1 -C4 alkyl)3-silyl, -SO2NH2, -SO2NH(C1-C4 alkyl), Phenylsulfonyl and 3-6 membered heterocyclyl (wherein the heterocyclyl is N, containing 1 or 2 heteroatoms selected from the group consisting of O and S and optionally substituted with 1, 2, or 3 substituents independently selected from: Here, the phenyl group of the above substituents and the 3- to 6-membered heterocyclyl substituents are each independently selected from the group consisting of halogen, , C1-C6 alkyl, and C1-C3 cyanoalkyl; may have 1, 2 or 3 substituents; R 3 is hydrogen or optionally substituted C1-C6 alkyl; R 4 is selected from the group consisting of pyridine, pyrimidine, pyrazine, pyridazine and thiazole wherein these are selected from halogen, hydroxy, CN, -COOH, - CONH2, -NO2, -NH2, SF5, C1-C6 alkyl, C3-C6 cycloalkenyl alkyl, C1-C4 alkyl-C3-C6 cycloalkyl, C1-C3 haloalkyl, C1 -C3 cyanoalkyl, C3-C6 halocycloalkyl, C3-C6 cyanocycloalkyl alkoxy, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, Hydroxy-C1-C4 alkyl, C1-C3 alkylthio, C1-C3 alkylsulf C1-C3 alkylsulfonyl, C3-C6 cycloalkylthio, C3-C6 cycloalkylsulfonyl Cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C1-C3 haloal Kilthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, -NH(C1-C4 alkyl), -NH(C1-C4 alkyl-C3-C6 cycloalkyl) -N(C1-C4 alkyl), -N(C1-C4 alkyl) -C3-C6 cycloalkyl), -NHCO-C1-C4 alkyl, NHCO-C3- C6 cycloalkyl, -NHCO(C1-C4 alkyl-C3-C6 cycloalkyl), -NHSO2(C1-C4 alkyl), -N(C1-C4 alkyl)CO-C1-C4 alkyl alkyl, -N(C1-C4 alkyl)CO-C3-C6 cycloalkyl, -N(C1-C 4 alkyl)SO2C1-C4 alkyl, -N(SO2C1-C4 alkyl)2, -CO 2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CONH(C3-C6 alkyl) cycloalkyl), -CONH(C1-C4 alkyl-C3-C6 cycloalkyl), -C ONH-phenyl, -CONHSO2(C1-C4 alkyl), -CON(C1-C4 alkyl) alkyl)2, -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -CON (C1-C4 alkyl)(C1-C4 alkyl-C3-C6 cycloalkyl), -CON (C1-C4 alkyl)-phenyl, -CON(C1-C4 alkyl)SO2(C1-C 4 alkyl), -C(=NOC1-C4 alkyl)H, -C(=NOC1-C4 alkyl )-C1-C4 alkyl, -SO2NH2, -SO2NH(C1-C4 alkyl), phen arylsulfonyl and 3-6 membered heterocyclyl (wherein the heterocyclyl is N, O and and S) and optionally substituted with 1, 2, 3, or 4 independently selected substituents, wherein The substituted phenyl group and the above 3- to 6-membered heterocyclyl substituents are not limited to halogen, C1-C6 alkyl, one, two or three independently selected from the group consisting of alkyl and C1-C3 cyanoalkyl; may have substituents; R 5 is hydrogen, halogen, CN or in each case may be substituted C1-C3-alkyl, C1-C3-haloalkyl, C1-C3 cyanoalkyl, C3 -C4-cycloalkyl, C3-C4 halocycloalkyl, C3-C6 cyanocycloalkyl Alkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy , -C(O)-C1-C3 alkoxy, -CH-(C1-C3 alkoxy)2, -CO2 C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl) -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C 4 alkyl, -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkoxy alkyl)-C1-C4 alkyl; R 6 is hydrogen, halogen, CN or in each case may be substituted C1-C3-alkyl, C1-C3-haloalkyl, C1-C3 cyanoalkyl, C3 -C4 cycloalkyl, C3-C4 halocycloalkyl, C3-C6 cyanocycloalkyl alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, -C(O)-C1-C3 alkoxy, -CH-(C1-C3 alkoxy)2, -CO2C 1-C4 alkyl, -CONH(C1-C4 alkyl), -CON(C1-C4 alkyl )2, -NHCO-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C1-C4 Alkyl, -C(=NOC1-C4 alkyl)H or -C(=NOC1-C4 alkyl) -C1-C4 alkyl] and salts and N-oxides thereof.

[0042] In a further embodiment (embodiment 4.1), the present invention provides a compound of formula (I) as described above, wherein: R 1is hydrogen; methyl, ethyl, n-propyl, isopropyl, cyanomethyl, cyclo Propylmethyl, methoxymethyl, ethoxymethyl, methylthiomethyl, ethylthiomethyl methylthioethyl, ethylthioethyl, methylsulfonylethyl, ethylsulfonyl is ethyl; R 2 is selected from the group consisting of pyrazole, phenyl and pyridine, are fluorine, chlorine, bromine, iodine, hydroxy, -CN, -COOH, and -CO, respectively. NH2, -NO2, -NH2, -SF5, methyl, ethyl, n-propyl, isopropyl , butyl, tert-butyl, cyclopropyl, cyclobutyl, 1-cyanocyclopropyl Fluoromethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, cyanomethyl, 1 -Cyano-1-methyleth-1-yl, methoxy, ethoxy, difluoromethoxy, thi Trifluoromethoxy, cyanomethoxy, methylthio, methylsulfinyl, methylsulfonyl methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, difluoromethylthio, trifluoromethylthio Oromethylthio, difluoromethylsulfinyl, trifluoromethylsulfinyl, difluoromethylsulfinyl Fluoromethylsulfonyl, trifluoromethylsulfonyl, (CH3)3-silyl, phenylsulfonyl (which may have fluorine, chlorine or methyl substituents); and optionally substituted with one or two substituents independently selected from the group consisting of: R 3 is hydrogen, methyl, ethyl, n-propyl or isopropyl; R 4 pyridin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrazinyl 1,3-thiazol-3-yl, 1,3-thiazol-2-yl, 1,3-oxazol-2-yl , 1,2-oxazol-3-yl, 1,2-thiazol-3-yl, 1H-pyrazole -1-yl, 1H-pyrazol-3-yl, 1H-imidazol-4-yl wherein these are selected from fluorine, chlorine, bromine, —CN, —COOH, Methyl, ethyl, n-propyl, isopropyl, cyclopropyl, cyclobutyl, difluoro Fluoromethyl, trifluoromethyl, pentafluoroethyl, cyanomethyl, methoxy, methoxy, difluoromethoxy, trifluoromethoxy, cyanomethoxy, methylthio, methyl methylsulfonyl, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, Difluoromethylthio, trifluoromethylthio, difluoromethylsulfinyl, trifluoromethylthio Fluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylsulfonyl pyridyl, -COOCH3, -COOCH2CH3, and structure S13 [wherein pyrimidin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrazin-3-yl, and and 1,3-thiazol-2-yl, 1,3-oxazol-2-yl, 1,2-oxazol-2-yl 1H-pyrazol-3-yl, 1,2-thiazol-3-yl, 1H-pyrazol-1-yl, 1H-thiazol-3-yl -pyrazol-3-yl, 1H-imidazol-4-yl are marked with #. and Z is CO; [ka]

[0043] R 41 is hydrogen, methyl, ethyl, n-propyl, propan-2-yl, butan-2 -yl, 2,2,2-trifluoroethyl, 2-trifluoromethoxyethyl, cyanomethoxyethyl cyclopropyl, cyclopropylmethyl or 2-methyl-n-propyl; R 42 is hydrogen, methyl, ethyl, n-propyl, propan-2-yl, butan-2 -yl, 2,2,2-trifluoroethyl, 2-trifluoromethoxyethyl, cyanomethoxyethyl cyclopropyl, cyclopropylmethyl or 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, azepan, morpholine, oxazepan, azacilloridine, azasilinane, aza and sirepan (each of which may be substituted with one or two methyl groups). and optionally substituted with one substituent selected from the group consisting of: ; R 5 is hydrogen, fluorine, chlorine, bromine, iodine, -CN, methyl, ethyl, n-propyl , isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, Pentafluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy; R 6 is hydrogen, fluorine, chlorine, bromine, iodine, -CN, methyl, ethyl, n-propyl , isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, Pentafluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy. and salts and N-oxides thereof.

[0044] In a further embodiment (embodiment 4.2), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen; methyl, ethyl, n-propyl, isopropyl, cyanomethyl, cyclo Propylmethyl, methoxymethyl, ethoxymethyl, methylthiomethyl, ethylthiomethyl methylthioethyl, ethylthioethyl, methylsulfonylethyl, ethylsulfonyl is ethyl; R 2 is selected from the group consisting of phenyl and pyridine, where each , fluorine, chlorine, bromine, iodine, hydroxy, -CN, -COOH, -CONH2, -N O2, -NH2, -SF5, methyl, ethyl, n-propyl, isopropyl, butyl, t ert-butyl, cyclopropyl, cyclobutyl, 1-cyanocyclopropyl, difluoro Fluoromethyl, trifluoromethyl, pentafluoroethyl, cyanomethyl, 1-cyano-1 -methyleth-1-yl (also called 1-methyl-1-cyanoethyl), methoxy, methoxy, difluoromethoxy, trifluoromethoxy, cyanomethoxy, methylthio, methyl methylsulfonyl, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, Difluoromethylthio, trifluoromethylthio, difluoromethylsulfinyl, trifluoromethylthio Fluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylsulfonyl silyl, (CH3)3-silyl, phenylsulfonyl (wherein this is fluorine, chlorine or and 1 or 2 substituents independently selected from the group consisting of: optionally substituted with a group; R 3 is hydrogen, methyl, ethyl, n-propyl or isopropyl; R 4 pyridin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrazinyl 1,3-thiazol-3-yl, 1,3-thiazol-2-yl, 1,3-oxazol-2-yl , 1,2-oxazol-3-yl, 1,2-thiazol-3-yl, 1H-pyrazole -1-yl, 1H-pyrazol-3-yl, 1H-imidazol-4-yl wherein these are selected from fluorine, chlorine, bromine, —CN, —COOH, Methyl, ethyl, n-propyl, isopropyl, cyclopropyl, cyclobutyl, difluoro Fluoromethyl, trifluoromethyl, pentafluoroethyl, cyanomethyl, methoxy, methoxy, difluoromethoxy, trifluoromethoxy, cyanomethoxy, methylthio, methyl methylsulfonyl, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, Difluoromethylthio, trifluoromethylthio, difluoromethylsulfinyl, trifluoromethylthio Fluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylsulfonyl pyridyl, -COOCH3, -COOCH2CH3, and structure S13 [wherein pyrimidin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrazin-3-yl, and and 1,3-thiazol-2-yl, 1,3-oxazol-2-yl, 1,2-oxazol-2-yl 1H-pyrazol-3-yl, 1,2-thiazol-3-yl, 1H-pyrazol-1-yl, 1H-thiazol-3-yl -pyrazol-3-yl, 1H-imidazol-4-yl are marked with #. and Z is CO; [ka]

[0045] R 41 is hydrogen, methyl, ethyl, n-propyl, propan-2-yl, butan-2 -yl, 2,2,2-trifluoroethyl, 2-trifluoromethoxyethyl, cyanomethoxyethyl cyclopropyl, cyclopropylmethyl or 2-methyl-n-propyl; R 42 is hydrogen, methyl, ethyl, n-propyl, propan-2-yl, butan-2 -yl, 2,2,2-trifluoroethyl, 2-trifluoromethoxyethyl, cyanomethoxyethyl cyclopropyl, cyclopropylmethyl or 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, azepan, morpholine, oxazepan, azacilloridine, azasilinane, aza and sirepan (each of which may be substituted with one or two methyl groups). and optionally substituted with one substituent selected from the group consisting of: R 5 is hydrogen, fluorine, chlorine, bromine, iodine, -CN, methyl, ethyl, n-propyl , isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, Pentafluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy; R 6 is hydrogen, fluorine, chlorine, bromine, iodine, -CN, methyl, ethyl, n-propyl , isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, Pentafluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy. and salts and N-oxides thereof.

[0046] In a further embodiment (embodiment 4.3), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen; methyl, ethyl, n-propyl, isopropyl, cyanomethyl, cyclo Propylmethyl, methoxymethyl, ethoxymethyl, methylthiomethyl, ethylthiomethyl It is; R 2 is selected from the group consisting of phenyl, pyridine, pyrimidine, pyrazine and pyridazine where these are selected from fluorine, chlorine, bromine, iodine, hydroxy, and CN. , -COOH, -CONH2, -NO2, -NH2, SF5, methyl, ethyl, n-propyl butyl, isopropyl, butyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopropyl cyclohexyl, difluoromethyl, trifluoromethyl, pentafluoro Ethyl, cyanomethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy cyanomethoxy, isopropan-2-ol, methylthio, methylsulfinyl, Thilsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, difluoromethylthio , trifluoromethylthio, difluoromethylsulfinyl, trifluoromethylsulf vinyl, difluoromethylsulfonyl, trifluoromethylsulfonyl, (CH3)3- silyl, -SO2NH2, phenylsulfonyl (wherein this is fluorine, chlorine or methyl oxetane, tetrahydropyran and pipera Independently from the group consisting of: dimethylaminosulfonyl ethers, each of which may have a methyl substituent; optionally substituted with 1, 2 or 3 substituents selected from the following: R 3 is hydrogen, methyl, ethyl, n-propyl or isopropyl; R 4is selected from the group consisting of pyridine, pyrimidine, pyrazine, pyridazine and thiazole are selected from fluorine, chlorine, bromine, iodine, hydroxy, C, N, -COOH, -CONH2, -NO2, -NH2, SF5, methyl, ethyl, n-propyl propyl, isopropyl, butyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, difluoromethyl, trifluoromethyl, pentafluoromethyl Fluoroethyl, cyanomethyl, methoxy, ethoxy, difluoromethoxy, trifluorometh oxy, cyanomethoxy, isopropan-2-ol, methylthio, methylsulfinyl, Methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, difluoromethylthio O, trifluoromethylthio, difluoromethylsulfinyl, trifluoromethylsulf phenyl, difluoromethylsulfonyl, trifluoromethylsulfonyl, -NH(CH 3), -N(CH3)2, -NHCO-CH3, NHCO-cyclopropyl, -CON( CH3)(CH3-cyclopropyl), -SO2NH2 and phenylsulfonyl (which , which may have fluorine, chlorine, methyl or cyanomethyl substituents optionally substituted with 1, 2, or 3 independently selected substituents; R 5 is hydrogen, fluorine, chlorine, bromine, iodine, CN, methyl, ethyl, n-propyl, Isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, phenyl Fluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy cyanomethoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy; R 6 is hydrogen, fluorine, chlorine, bromine, iodine, CN, methyl, ethyl, n-propyl, Isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, phenyl Fluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy. and salts and N-oxides thereof.

[0047] In a further embodiment (embodiment 5.1), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen or cyclopropylmethyl; R 2 is selected from the group consisting of pyrazole, phenyl and pyridine, are fluorine, chlorine, bromine, iodine, -CN, -SF5, methyl, ethyl, and n- Propyl, isopropyl, tert-butyl, 1-cyano-1-methyleth-1-yl, cyclopropyl, 1-cyanocyclopropyl, difluoromethyl, trifluoromethyl, Methoxy, ethoxy, difluoromethoxy, difluoromethoxy, trifluoromethoxy , methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, trifluoromethyl sulfonyl, 4-fluorophenylsulfonyl, and difluoromethylsulfonyl optionally substituted with 1 or 2 substituents independently selected from the group: R 3 is methyl; R 4 pyridin-2-yl, pyrimidin-2-yl, 1,3-thiazol-2-yl , 1H-pyrazol-1-yl, wherein each of these is selected from the group consisting of: Fluorine, chlorine, bromine, -CN, methyl, ethyl, trifluoromethyl, methoxy, ethoxy S13, -COOH, -COOCH3, -COOCH2CH3, and structure S13 [wherein: The bonds marked with # are the above-mentioned pyridin-2-yl, pyrimidin-2-yl, and 1,3- thiazol-2-yl- or the C-4 position of the 1H-pyrazol-1-yl and Z is CO; [ka]

[0048] R 41 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro Ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl, cyclopropyl It is a pill; R 42 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, morpholine, 2,6-dimethylmorpholine, oxazepane or (Si,Si- substituted with one substituent selected from the group consisting of (dimethyl)azasilinane; Also well; R 5 is hydrogen or methyl; R 6 is hydrogen or methyl. and salts and N-oxides thereof.

[0049] In a further embodiment (embodiment 5.2), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen or cyclopropylmethyl; R 2is selected from the group consisting of phenyl and pyridine, where each , fluorine, chlorine, bromine, iodine, -CN, -SF5, methyl, ethyl, n-propyl, iodo isopropyl, tert-butyl, cyclopropyl, trifluoromethyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy, methylsulfonyl, ethylsulfonyl independently from the group consisting of cyclopropylsulfonyl, cyclopropylsulfonyl, and trifluoromethylsulfonyl; optionally substituted with one or two selected substituents; R 3 is methyl; R 4 pyridin-2-yl, pyrimidin-2-yl, 1,3-thiazol-2-yl , 1H-pyrazol-1-yl, wherein each of these is selected from the group consisting of: Fluorine, chlorine, bromine, -CN, methyl, ethyl, trifluoromethyl, methoxy, ethoxy S13, -COOH, -COOCH3, -COOCH2CH3, and structure S13 [wherein: The bonds marked with # are the above-mentioned pyridin-2-yl, pyrimidin-2-yl, and 1,3- thiazol-2-yl- or the C-4 position of the 1H-pyrazol-1-yl and Z is CO; [ka]

[0050] R 41 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R 42 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, morpholine, 2,6-dimethylmorpholine, oxazepane, (Si,Si-di methyl)azasirinane] and optionally substituted with one substituent selected from the group consisting of: R 5 is hydrogen or methyl; R 6 is hydrogen or methyl. and salts and N-oxides thereof.

[0051] In a further embodiment (embodiment 5.3), the present invention provides a compound of formula (I) as described above, wherein: R 1 is hydrogen, methyl, cyclopropylmethyl, ethoxymethyl or ethylthiomethyl and; R 2 is selected from the group consisting of phenyl and pyridine, where each , fluorine, chlorine, bromine, CN, SF5, methyl, ethyl, n-propyl, isopropyl, Butyl, tert-butyl, cyclopropyl, trifluoromethyl, cyanomethyl, meth oxy, ethoxy, difluoromethoxy, trifluoromethoxy, cyanomethoxy, isopropyl Propan-2-ol, (CH3)3-silyl, methylsulfonyl, ethylsulfonyl, silyl Chloropropylsulfonyl, trifluoromethylsulfonyl, -SO2NH2, phenylsulfonyl sulfonyl (which may have fluorine substituents), and oxetane , tetrahydropyran, and piperazine (each of which has a methyl substituent) and optionally substituted with one, two or three substituents independently selected from the group consisting of often; R 3 is methyl; R 4 is selected from the group consisting of pyridine, pyrimidine, pyrazine, pyridazine and thiazole are selected from fluorine, chlorine, bromine, CN, methyl, ethyl, n-propyl, isopropyl, butyl, tert-butyl, cyclopropyl, trifluoro chloromethyl, cyanomethyl, methoxy, ethoxy, difluoromethoxy, trifluorometh oxy, cyanomethoxy, isopropan-2-ol, -NHCO-CH3, NHCO- cyclopropyl, -CON(CH3)(CH3-cyclopropyl) and methylsulfonyl optionally substituted with one or two substituents independently selected from the group consisting of: R 5 is hydrogen, fluorine, chlorine, bromine, iodine, CN, methyl, ethyl, n-propyl, Isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, phenyl tetrafluoroethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy, difluoro methoxy or trifluoromethoxy; R 6 is hydrogen, fluorine, chlorine, bromine, iodine, CN, methyl, ethyl, n-propyl, Isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, phenyl tetrafluoroethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy, difluoro methoxy or trifluoromethoxy. and salts and N-oxides thereof.

[0052] In a further embodiment (embodiment 6), the present invention provides a compound of formula (I) described above, wherein R 2 teeth phenyl, which may be substituted as defined above, and the remaining substituents The substituents may have the meanings defined above], and The present invention relates to salts and N-oxides of the compound of formula (I).

[0053] In a preferred embodiment of the above aspect 6 of the present invention, R 2 is represented by the following structure Q1 [where C= Bonds to O-groups are marked with #: [ka]

[0054] where: R 25 is hydroxy, -NH2, -SO2NH2, C4-C6 alkyl, C4 alkoxy oxy, C1-C3 cyanoalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl alkyl, C3-C6 cyanocycloalkyl, C1-C3 alkylthio, C1-C3 alkyl C1-C3 alkylsulfonyl, C3-C6 cycloalkylsulfanily C3-C6 cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C 1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C1-C3 silyl Anoalkoxy, hydroxy-C1-C4 alkyl, -NH(C1-C4 alkyl), - N(C1-C4 alkyl)2, -NHCO-C1-C4 alkyl, NHCO-C3-C6 Cycloalkyl, -NHSO2(C1-C4 alkyl), -N(C1-C4 alkyl)C O-C1-C4 alkyl, -N(C1-C4 alkyl)CO-C3-C6 cycloalkyl , -N(C1-C4 alkyl)SO2C1-C4 alkyl, -N(SO2C1-C4 alk alkyl), -CO2C1-C4 alkyl, -CONH(C1-C4 alkyl), -CON H(C3-C6 cycloalkyl), -CONH-phenyl, -CON(C1-C4 alkyl) -CON(C1-C4 alkyl)(C3-C6 cycloalkyl), -CON(C 1-C4 alkyl)-phenyl, -C(=NOC1-C4 alkyl)H, -C(=NOC (1-C4 alkyl)-C1-C4 alkyl, (C1-C4 alkyl)3-silyl, -SO 2NH(C1-C4 alkyl), phenylsulfonyl or 3-6 membered heterocyclyl ( wherein it contains one or two heteroatoms selected from the group consisting of N, O and S. (being able to) Here, the phenyl group of the above substituents and the 3- to 6-membered heterocyclyl substituents are each independently selected from the group consisting of halogen, , CN, C1-C6 alkyl, C1-C6 haloalkyl and C1-C3 cyanoalkyl and R 26 are halogens, -CN, -COOH, -CONH2, -NO2, -SF5, C1 -C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloal Coxy, C1-C3 haloalkylthio, C1-C3 alkylthio, C1-C3 alkyls sulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkylsulfinyl, C 1-C3 haloalkylsulfonyl, C3-C6 cycloalkylsulfanyl, C3-C6 Cycloalkylsulfinyl, C3-C6 cycloalkylsulfonyl, C3-C6 cyclo alkyl, C1-C3 cyanoalkyl, C3-C6 cyanocycloalkyl] is.

[0055] R 25 and R 26 is preferably defined as follows: R25 -SO2NH2, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl sulfonyl, difluoromethylsulfonyl, trifluoromethylsulfonyl, (CH3)3 -silyl, cyanomethoxy, tert-butyl, cyclopropyl, cyanomethyl, 1-cyclopropyl Ano-1-methyleth-1-yl, 1-cyanocyclopropyl, isopropan-2-ol phenylsulfonyl (which may have fluorine substituents) or; oxetane, tetrahydropyran, or piperazine (each of which contains a methyl substituent) (can have); R 26 are fluorine, chlorine, bromine, CN, SF5, methyl, ethyl, n-propyl, iso Propyl, butyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, di Fluoromethoxy, trifluoromethoxy, methylsulfonyl, ethylsulfonyl, cyclohexyl Examples of the cyclopropyl group include cyclopropylsulfonyl, trifluoromethylsulfonyl, and cyclopropylsulfonyl.

[0056] According to a further embodiment, R 25 and R 26 is preferably defined as follows: R: R 25 -SO2NH2, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl sulfonyl, trifluoromethylsulfonyl, (CH3)3-silyl, cyanomethoxy, t ert-butyl, cyclopropyl, cyanomethyl, isopropan-2-ol, phenyl sulfonyl, which may have fluorine substituents; or is oxetane, tetrahydropyran or piperazine (each of which is a methyl group) (which may have substituents); R 26 are fluorine, chlorine, bromine, CN, SF5, methyl, ethyl, n-propyl, iso Propyl, butyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, thifluoromethyl Trifluoromethoxy, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl , trifluoromethylsulfonyl, cyclopropyl.

[0057] R 25 and R 26 is particularly preferably defined as follows: R 25 is methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, triphenylsulfonyl Fluoromethylsulfonyl, tert-butyl, cyclopropyl, 1-cyano-1-methyl eth-1-yl, 1-cyanocyclopropyl, 4-fluorophenylsulfonyl; and, R 26 are fluorine, chlorine, bromine, iodine, CN, SF5, methyl, ethyl, isopropyl butyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy , difluoromethoxy, trifluoromethoxy, methylsulfonyl, ethylsulfonyl, Cyclopropylsulfonyl, trifluoromethylsulfonyl, cyclopropyl.

[0058] According to a further embodiment, R 25 and R 26 is particularly preferably defined as follows: To be: R 25 is methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, triphenylsulfonyl fluoromethylsulfonyl, tert-butyl, cyclopropyl; and R 26 are fluorine, chlorine, bromine, CN, SF5, methyl, ethyl, isopropyl, te rt.-butyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, tri Fluoromethoxy, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, trifluoromethylsulfonyl, cyclopropyl.

[0059] In a further embodiment of the above aspect 6 of the present invention, R 2 is represented by the following structure Q2 [where C=O The bond to the - group is marked with a #: [ka]

[0060] where: R 27 are halogens, -CN, -COOH, -CONH2, -NO2, -SF5, C1 -C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloal koxy or C1-C3 haloalkylthio; and R 28 are halogens, -CN, -COOH, -CONH2, -NO2, -SF5, C1 -C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloal koxy or C1-C3 haloalkylthio] is.

[0061] R 27 and R 28 is preferably defined as follows: R 27 are fluorine, chlorine, bromine, -CN, -SF5, methyl, ethyl, n-propyl, Isopropyl, butyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy , trifluoromethoxy; R 28 are fluorine, chlorine, bromine, -CN, -SF5, methyl, ethyl, n-propyl, Isopropyl, butyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy , trifluoromethoxy.

[0062] In a further embodiment (embodiment 7), the present invention provides a compound of formula (I) described above, wherein R 2 teeth thiophene, pyrazole, each of which may be substituted as defined above; and the remaining substituents have the meanings defined above. and salts and N-oxides thereof.

[0063] In a preferred embodiment of the above aspect 7 of the present invention, R 2 is an optionally substituted thiol selected from phenyl and pyrazole groups: [ka]

[0064] where: R 9 is halogen (preferably fluorine, chlorine and bromine), C1-C3 alkyl (preferably or methyl), C1-C3 haloalkyl (preferably trifluoromethyl) and phenyl selected from tetrafluorosulfanyl; n is an integer of 0, 1 or 2 (preferably 1 or 2); and Y is hydrogen, C1-C3 alkyl (preferably methyl and ethyl), cycloalkyl (preferably cyclopropyl), C1-C3 haloalkyl (preferably trifluoro methyl).

[0065] Such a group R 2 A preferred example is represented by the formula: [ka]

[0066] In a further embodiment (embodiment 8), the present invention provides a compound of formula (I) described above, wherein R 4 teeth pyridine, pyrimidine, each of which may be substituted as defined above; , thiazole, pyrazole and pyrazine, and the remaining substituents are and the salts thereof. and N-oxides.

[0067] In a preferred embodiment of the above aspect 8 of the present invention, R 4 are defined above. from the group consisting of pyridine, pyrimidine and thiazole, which may be substituted as follows: and the remaining substituents may have the meanings defined above, and its salts and N-oxides.

[0068] In a preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is -i), characterized in that it has a structure represented by formula (I-ii) or formula (I-iii). : [ka]

[0069] In the above formula, R 1 , R 2 , R 3 , R 5 and R 6 is defined in any of the above-described aspects and R 8 is R 4 0, 1, as defined in any of the aspects described above with respect to represents 2, 3 or 4 identical or different substituents, preferably R 8 is 0, represents 1 or 2 substituents, more preferably 0 or 1 substituent; and its salts and N-oxides.

[0070] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (Ii), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments described above, and R 8 is fluorine, chlorine, bromine, cyano, methyl, trifluoromethyl, CONH cyclopropyl Pyr, CO-N-morpholinyl, CON(CH3(cyclopropylmethyl), CO-N- pyrrolidinyl, CON(CH3(CH2CN)), , 0 or 1), which may be the same or different; and salts thereof and N-oxygen Sid.

[0071] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (Ii), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments described above, and R 8 is -CN, -COOH, -COOCH3, -COOCH2CH3, and structure S13 [wherein the bond marked with # is preferably bonded to the pyridine at the C-5 position. and Z is CO; [ka]

[0072] R 41 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro Ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl or cyclopropyl It is Lopil; R 42 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, morpholine, 2,6-dimethylmorpholine, oxazepane, (Si,Si-di 0, 1 or 2 (preferably 0) selected from the group consisting of (methyl)azasilinane or 1) which are the same or different substituents; and salts and N-oxides thereof .

[0073] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (I-ii), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments described above, and , R 8 is fluorine, chlorine, bromine, cyano, methyl, trifluoromethyl, CONH cyclo Propyl, CO-N-morpholinyl, CON(CH3(cyclopropylmethyl), CO- N-pyrrolidinyl, CON(CH3(CH2CN)), and the salts thereof and N- Oxide.

[0074] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (I-ii), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments described above, and R 8 is -CN, -COOH, -COOCH3, -COOCH2CH3, and structure S1 3 [wherein the bond marked with # is attached to said pyrimidine, preferably at the C-5 position] and Z is CO; [ka]

[0075] R 41 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro Ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl or cyclopropyl It is Lopil; R 42 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, morpholine, 2,6-dimethylmorpholine, oxazepane, (Si,Si-di 0, 1 or 2 (preferably 0) selected from the group consisting of (methyl)azasilinane or 1) which are the same or different substituents; and salts and N-oxides thereof .

[0076] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (I-iii), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments set forth above, and Bi, R 8 is fluorine, chlorine, bromine, cyano, methyl, trifluoromethyl, CONHcyclohexyl cyclopropyl, CO-N-morpholinyl, CON(CH3(cyclopropylmethyl), CO -N-pyrrolidinyl, CON(CH3(CH2CN)), or 0 or 1), which may be the same or different; and salts thereof and N -oxide.

[0077] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (I-iii), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments described above, and , R 8 is fluorine, chlorine, bromine, -CN, methyl, ethyl, trifluoromethyl, methoxy C1, ethoxy, -COOH, -COOCH3, -COOCH2CH3, and structure S13 [wherein the bond marked with # is preferably attached to the thiazole at the C-5 position. and Z is CO; [ka]

[0078] R 41 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro Ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl or cyclopropyl It is Lopil; R 42 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, morpholine, 2,6-dimethylmorpholine, oxazepane, (Si,Si-di 0, 1 or 2 (preferably 0) selected from the group consisting of (methyl)azasilinane or 1) which are the same or different substituents; and salts and N-oxides thereof .

[0079] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is Characterized in that it has a structure represented by formula (I-iv): [ka]

[0080] In the above formula, R 1 , R 2 , R 3 , R 5 and R 6 is defined in any of the above-described aspects and R 8 is R 40, 1, as defined in any of the aspects described above with respect to represents 2, 3 or 4 identical or different substituents, preferably R 8 is 0, represents 1 or 2 substituents, more preferably 0 or 1 substituent; and its salts and N-oxides.

[0081] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (I-iv), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments described above, and , R 8 is fluorine, chlorine, bromine, cyano, methyl, trifluoromethyl, CONH cyclo Propyl, CO-N-morpholinyl, CON(CH3(cyclopropylmethyl), CO- N-pyrrolidinyl, CON(CH3(CH2CN)), and the salts thereof and N- Oxide.

[0082] In a further preferred embodiment of the above aspect 8 of the present invention, the compound of formula (I) is It is characterized by having a structure represented by the above formula (I-iv), and R 1 , R 2 , R 3 , R 5 , R 6 has the meaning defined in any of the embodiments described above, and R 8 is fluorine, chlorine, bromine, -CN, methyl, ethyl, trifluoromethyl, methoxy , ethoxy, -COOH, -COOCH3, -COOCH2CH3, and structure S13 [ Here, the bond marked with # is preferably attached to the thiazole at the C-5 position. and Z is CO; [ka]

[0083] R 41 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro Ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl, cyclopropyl It is a pill; R 42 is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R 41 and R 42 together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, morpholine, 2,6-dimethylmorpholine, oxazepane, (Si,Si-di 0, 1 or 2 (preferably 0) selected from the group consisting of (methyl)azasilinane or 1) which are the same or different substituents; and salts and N-oxides thereof .

[0084] In a further aspect (Aspect 9), the present invention provides a compound of formula (I), wherein the compound is represented by formula (Iv), formula (I-vi) or is characterized by having the structure represented by (I-vii): [ka]

[0085] In the above formula, R 1 , R 3 , R 5 and R 6 is defined in any of the above-described aspects Has meaning; R 7 R is defined in any of the above-described embodiments. 2 Is the same as or represents different substituents; R 8 R is defined in any of the above-described embodiments. 4 Is the same as or represents different substituents; n represents an integer of 0, 1, or 2 (preferably, 0 or 1); m represents an integer of 0, 1 or 2 (preferably 1 or 2); and its salts and N-oxides.

[0086] According to a preferred embodiment of aspect 9, the present invention provides a compound of formula (IV) as defined above, The present invention relates to compounds represented by the formula:

[0087] According to a further preferred embodiment of aspect 9, the present invention provides a compound of formula (I) as defined above. The present invention relates to compounds represented by the formula (vi).

[0088] According to a preferred embodiment of aspect 9, the present invention provides a compound of formula (I-vii) as defined above. ) is the target compound.

[0089] In a further aspect (Aspect 10), the present invention relates to a method for treating a pulmonary arthritis, comprising the steps of: The compound of formula (I) is represented by the formula (I-viii), the formula (I- a structure represented by one of formula (Ix), formula (I-xi) and formula (I-xii): characterized in that it has the following structure: [ka]

[0090] In the above formula, R 1 , R 3 , R 5 and R 6 is defined in any of the above-described aspects Has meaning; R 7 R is defined in any of the above-described embodiments. 2 Is the same as or represents different substituents; R 8 R is defined in any of the above-described embodiments. 4 Is the same as or represents different substituents; n represents an integer of 0, 1, or 2 (preferably, 0 or 1); m represents an integer of 0, 1 or 2 (preferably 1 or 2); and its salts and N-oxides.

[0091] According to a preferred embodiment of aspect 10, the present invention provides compounds of formula (I-vi) as defined above. The present invention relates to compounds represented by the formula (ii).

[0092] According to a further preferred embodiment of aspect 10, the present invention provides a compound of formula ( The compounds represented by I-ix) are included.

[0093] According to a preferred embodiment of aspect 10, the present invention provides a compound of formula (Ix) as defined above The present invention relates to compounds represented by the following formula:

[0094] According to a preferred embodiment of aspect 10, the present invention provides compounds of formula (I-xi) as defined above. ) is the target compound.

[0095] According to a preferred embodiment of aspect 10, the present invention provides a compound of formula (I-xii), i), formula (I-xiv), formula (I-xv), formula (I-xvi), formula (I-xvii), formula (I-xviii) or formula (I-xix) [ka]

[0096] TIFF2026001074000028.tif51131

[0097] [During the ceremony, R 1 , R 3 , R 5 and R 6 is defined in any of the above-described aspects Has meaning; R 7 R is defined in any of the above-described embodiments. 2 Is the same as or represents different substituents; R 8 R is defined in any of the above-described embodiments. 4 Is the same as or represents different substituents; R 81 is C1-C6 alkyl, C2-C6 alkyl which may be substituted in either case. alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C3 haloalkyl , hydroxy-C2-C4 alkyl, -CO2C1-C4 alkyl, -C(=NOC1- C4 alkyl)H, -C(=NOC1-C4 alkyl)-C1-C4 alkyl [wherein The optionally substituted radicals include halogen, hydroxy, -CN, -NO2, -S i(CH3)3, -NH2, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 Cycloalkyl, C3-C4 halocycloalkyl, C1-C4 alkoxy, C1-C4 halo alkoxy, C1-C3 alkylsulfonyl, C3-C4 cycloalkylsulfonyl, Independently of the group consisting of C1-C3 haloalkylthio and C1-C3 haloalkylsulfonyl or 3-6 membered alkyl group containing one or two heteroatoms selected from the group consisting of N, O and S wherein the 3- to 6-membered heterocyclyl is selected from the group consisting of halogen, hydroxy, C N, -COOH, -CONH2, -CSNH2, -NO2, -Si(CH3)3, -SF 5. -NH2, C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cyanocyclo C3-C6 halocycloalkyl, C3-C6 cycloalkyl-C1-C6 alkyl alkyl, C1-C3 haloalkyl, C1-C3 cyanoalkyl, C1-C4 alkoxy, C1-C3 haloalkoxy, C1-C3 cyanoalkoxy, C1-C3 alkylthio, C 1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 haloalkyl Ruthio, C1-C3 haloalkylsulfinyl, C1-C3 haloalkylsulfonyl, C 1-C3 cyanoalkylthio, C1-C3 cyanoalkylsulfinyl, C1-C3 cyano and 1, 2, 3, or 4 substituents independently selected from the group consisting of: can be]; R 81 is preferably C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 Haloalkyl, C1-C3 cyanoalkyl, C3-C4 cyanocycloalkyl, hydro -C2-C3 alkyl, -CO2C1-C3 alkyl, -NH(C1-C3 alkyl ), -N(C1-C3 alkyl)2, -C(=NOC1-C3 alkyl)H or -C(= NOC1-C3 alkyl)-C1-C3 alkyl; R 81 is more preferably methyl, ethyl, n-propyl, isopropyl, cyclopropyl Propyl, cyclobutyl, difluoroethyl, trifluoroethyl, cyanomethyl, cyano -ethyl, 2-hydroxyethyl, -COOCH3 or -COOCH2CH3; R 81 particularly preferably denotes methyl or ethyl; m represents an integer of 0, 1 or 2 (preferably 1 or 2). and salts and N-oxides thereof.

[0098] According to a preferred embodiment of aspect 10, the present invention provides compounds of formula (I-xi) as defined above. The present invention relates to compounds represented by i).

[0099] According to a further preferred embodiment of aspect 10, the present invention provides a compound of formula ( The present invention relates to compounds represented by I-xiii).

[0100] According to a preferred embodiment of aspect 10, the present invention provides compounds of formula (I-xi) as defined above. The present invention relates to compounds represented by v).

[0101] According to a preferred embodiment of aspect 10, the present invention provides a compound of formula (I-xv) as defined above. ) is the target compound.

[0102] According to a further preferred embodiment of aspect 10, the present invention provides a compound of formula ( The present invention relates to compounds represented by I-xvi).

[0103] According to a preferred embodiment of aspect 10, the present invention provides a compound of formula (I-xv) as defined above. The present invention relates to compounds represented by the formula (ii).

[0104] According to a preferred embodiment of aspect 10, the present invention provides a compound of formula (I-xv) as defined above. The present invention is directed to compounds represented by the formula (iii).

[0105] According to a preferred embodiment of aspect 10, the present invention provides compounds of formula (I-xi) as defined above. The present invention relates to compounds represented by the formula (x).

[0106] According to one embodiment, the present invention provides a method for manufacturing a semiconductor device, comprising: Formula (I) [wherein R 5 represents hydrogen, and the remaining substituents are as defined herein. The present invention is directed to compounds represented by the formula (I) which may have any of the meanings set forth in do.

[0107] According to one embodiment, the present invention provides a method for manufacturing a semiconductor device, comprising: Formula (I) [wherein R 6 does not represent hydrogen, and the remaining substituents are as defined herein. The present invention is directed to compounds represented by the formula (I) which can have any of the meanings described above. do.

[0108] A further (embodiment 11) of the present invention is a compound represented by formula (IX-1), formula (X) or formula (XIII) [formula Medium, R 3 , R 4 , R 5 and R 6 is defined in any of the above aspects of the invention The present invention relates to an intermediate compound represented by the formula (I) wherein [ka]

[0109] Particularly preferred are the compounds described in the Examples below.

[0110] definition Those skilled in the art will understand that when the expressions "a" or "an" are used in this application, even if the Even if not explicitly stated, "one," "one or more," or "at least one" may be used depending on the context. " I know that it can mean ".

[0111] For all structures described herein, including ring systems and groups, adjacent atoms may be -O It must not be -O- or -OS-.

[0112] Structures with variable numbers of possible carbon atoms (C atoms) are intended to be more specific. In this application, C 炭素原子の下限 -C 炭素原子の上限 Structure (C LL -C UL For example, alkyl groups may be composed of 3 to 10 carbon atoms. In this case, C3-C 10 -Corresponding to alkyl. Consists of carbon atoms and heteroatoms. The resulting ring structure may be described as an "LL-UL membered" structure. An example of a six-membered ring structure is toluol. It is an ene (a six-membered ring structure substituted with a methyl group).

[0113] Collective terms for substituents, e.g., C LL -C UL -alkyl may be a complex substituent, e.g. C LL -C UL -Cycloalkyl-C LL -C UL -If it is at the end of alkyl, The first component of the substituent, e.g., C LL -C UL-Cycloalkyl is the same as and independently, the latter substituents, e.g., C LL -C UL -Al The term "cyclic group" as used herein refers to chemical groups, ring systems, and cyclic radicals. All the collective words that are LL -C UL By adding "LL~UL member" It can be stated more specifically.

[0114] In the definitions of the symbols given in the formula above, a set of substituents generally representative of the following is provided: used the word.

[0115] Halogen is an element of the seventh main group, preferably fluorine, chlorine, bromine and iodine, more preferably Preferably it concerns fluorine, chlorine and bromine, even more preferably fluorine and chlorine.

[0116] Examples of heteroatoms are N, O, S, P, B, Si. Preferably, the term "heteroatom" is used. " relates to N, S and O.

[0117] According to the present invention, "alkyl", either alone or as part of a chemical group, preferably represents 1 Straight or branched chain hydrocarbons having up to 6 carbon atoms, 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-di Methylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1 -ethylbutyl and 2-ethylbutyl. Alkyl having 1 to 4 carbon atoms, e.g. For example, methyl, ethyl, n-propyl, isopropyl, n-butyl, Isobutyl, sec-butyl or t-butyl are also preferred. Alkyl according to the present invention is defined as one or more The substituted groups may be the same or different radicals as above.

[0118] According to the present invention, "alkenyl", either alone or as part of a chemical group, preferably A straight or branched chain hydrocarbon having 2 to 6 carbon atoms and at least one double bond , for example, vinyl, 2-propenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, 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 pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4 -pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1 -dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3- Butenyl, 1,3-dimethyl-2-butenyl, 2,2-dimethyl-3-butenyl, 2,3 -dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 1-ethyl-2-butenyl 1-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. Aryl having 2 to 4 carbon atoms. phenyl, for example, inter alia, 2-propenyl, 2-butenyl or 1-methyl-2-propenyl; Alkenyl according to the present invention is preferably one or more of the same or different It may be substituted with a radical such as

[0119] According to the present invention, "alkynyl", either alone or as part of a chemical group, preferably A straight or branched chain hydrocarbon having 2 to 6 carbon atoms and at least one triple bond , 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-hexynyl, 4-hexynyl, 5 -hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl -4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl 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. Alkynyl having 2 to 4 carbon atoms, for example, Also preferred are ethynyl, 2-propynyl, and 2-butynyl-2-propenyl. The alkynyl groups defined above may be substituted with one or more identical or different radicals. .

[0120] According to the present invention, "cycloalkyl" is preferred, either alone or as part of a chemical group. Monocyclic, bicyclic or tricyclic hydrocarbons having 3 to 10 carbon atoms, e.g., cyclohexane, Propyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclobutyl octyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl or adamantyl represents cycloalkyl having 3, 4, 5, 6 or 7 carbon atoms, e.g. For example, cyclopropyl or cyclobutyl are particularly preferred. Alkyl can be substituted with one or more identical or different radicals.

[0121] According to the present invention, "alkylcycloalkyl" preferably has 4 to 10 or 4 to 7 alkyl groups. monocyclic, bicyclic or tricyclic alkylcycloalkyl having carbon atoms, for example, ethylcyclopropyl, ethylcyclopropyl, isopropylcyclobutyl, 3-methylcyclopropyl It represents cyclopentyl and 4-methylcyclohexyl. alkylcycloalkyl, such as, inter alia, ethylcyclopropyl or 4-methylcyclopropyl; Cyclohexyl and the like are also preferred. Alkylcycloalkyl according to the present invention is one or more identical or may be substituted with a different radical.

[0122] According to the present invention, "cycloalkylalkyl" preferably has 4 to 10 or 4 to 7 alkyl groups. monocyclic, bicyclic or tricyclic cycloalkylalkyl having carbon atoms, for example, Cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl cyclopentylethyl and cyclopentylethyl. alkylalkyl, such as, inter alia, cyclopropylmethyl or cyclobutylmethyl; Cycloalkylalkyl according to the present invention is preferably one or more of the same or different The group may be substituted with any of the following radicals:

[0123] According to the present invention, "hydroxyalkyl" preferably has 1 to 6 carbon atoms. , straight or branched chain alcohols, such as methanol, ethanol, n-propanol, Isopropanol (isopropan-2-ol), n-butanol, isobutanol, s -butanol and t-butanol. Hydroxyalkyl groups having 1 to 4 carbon atoms. Hydroxyalkyl groups according to the present invention are preferably one or more of the same or different The group may be substituted with a radical having the formula:

[0124] According to the present invention, "alkoxy" preferably refers to straight or is a branched O-alkyl, for example, methoxy, ethoxy, n-propoxy, isopropoxy It represents 1-4 carbon atoms, n-butoxy, isobutoxy, s-butoxy, and t-butoxy. Alkoxy groups containing one or more identical alkyl groups are also preferred. They may be substituted with the same or different radicals.

[0125] According to the present invention, "cycloalkoxy" denotes an -O-cycloalkyl group, wherein Cycloalkyl has the meaning defined above. Preferred are 3, 4, 5, Cycloalkyl having 6 or 7 carbon atoms, i.e., especially -O-cyclopropyl -O-cyclobutyl, -O-cyclopentyl, -O-cyclohexyl, -O-cyclo The cycloalkoxy groups of the present invention may be one or more of the same or different cycloalkoxy groups. and the optional substituents are preferably selected from halogen. can be.

[0126] According to the present invention, "alkylthio" or "alkylsulfanyl" preferably means 1 to Straight or branched chain S-alkyl having 6 carbon atoms, for example, methylthio, ethyl Thio, n-propylthio, isopropylthio, n-butylthio, isobutylthio, s-butylthio alkylthio and t-butylthio. Alkylthio groups having 1 to 4 carbon atoms are also preferred. Alkylthio groups according to the present invention may be substituted with one or more identical or different radicals. may be substituted with

[0127] According to the present invention, "alkylsulfinyl" preferably has 1 to 6 carbon atoms. straight-chain or branched alkylsulfinyl, for example, methylsulfinyl, ethylsulfinyl; sulfinyl, n-propylsulfinyl, isopropylsulfinyl, n-butylsulfinyl isobutylsulfinyl, s-butylsulfinyl and t-butylsulfinyl Also preferred are alkylsulfinyl groups having 1 to 4 carbon atoms. The alkylsulfinyl group may be substituted with one or more identical or different radicals. do.

[0128] According to the present invention, "alkylsulfonyl" preferably has 1 to 6 carbon atoms. , straight or branched alkylsulfonyl, for example, methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutyl sulfonyl, s-butylsulfonyl and t-butylsulfonyl. Alkylsulfonyl groups having 1 alkyl groups are also preferred. The substituted groups may be the same or different.

[0129] According to the present invention, "cycloalkylsulfonyl" preferably has 4 to 10 or 4 to 7 alkyl groups. monocyclic, bicyclic or tricyclic cycloalkylsulfonyl having carbon atoms, for example , cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl and It also preferably represents cyclohexylsulfonyl having 4, 5 or 7 carbon atoms. Cycloalkylsulfonyl containing a nitrogen atom, for example, especially, cyclopropylsulfonyl Cycloalkylsulfonyl according to the present invention is cycloalkylsulfonyl or cyclobutylsulfonyl. The substituted groups may be the same or different radicals as above.

[0130] As used herein, the term "alkylcarbonyl" includes methylcarbonyl, ethoxycarbonyl, methylcarbonyl, ethyl ... butylcarbonyl, n-propylcarbonyl, isopropylcarbonyl, s-butylcarbonyl linear or tert-butylcarbonyl, preferably having 2 to 7 carbon atoms, such as butylcarbonyl and t-butylcarbonyl; represents a branched alkyl-C(=O) group. Alkylcarbonyl is also preferred. Alkylcarbonyl is a group consisting of one or more identical or different radicals. may be substituted with

[0131] As used herein, the term "alkoxycarbonyl" or "alkoxycarbonyl" refers to a group of alkoxycarbonyl groups. The "carbonyl" preferably has 1 to 6 carbon atoms in the alkoxy portion, or 1 to 4 carbon atoms in the alkoxy portion. straight-chain or branched alkoxycarbonyl having carbon atoms of, for example, methoxycarbonyl; nyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, s The alkoxycarbonyl group represents -butoxycarbonyl and t-butoxycarbonyl. It may be substituted with one or more identical or different radicals.

[0132] As used herein, the term "alkylaminocarbonyl" refers to a group attached to an alkyl moiety. Preferably, straight or branched chain alkyl groups having 1 to 6 carbon atoms or 1 to 4 carbon atoms. alkylaminocarbonyl, for example, methylaminocarbonyl, ethylaminocarbonyl, n -propylaminocarbonyl, isopropylaminocarbonyl, s-butylaminocarbonyl The alkylaminocarbonyl group represents one or more aryl groups, such as methylaminocarbonyl and t-butylaminocarbonyl. The substitution may be with the same or different radicals.

[0133] As used herein, the term "N,N-dialkylaminocarbonyl" refers to an aryl group. The alkyl moiety preferably has 1 to 6 carbon atoms or 1 to 4 carbon atoms, and is preferably straight-chain or branched. Branched-chain N,N-dialkylaminocarbonyl, for example, N,N-dimethylaminocarbonyl N,N-diethylaminocarbonyl, N,N-di(n-propylamino)carbonyl , N,N-di(isopropylamino)carbonyl and N,N-di-(s-butylamino) The N,N-dialkylaminocarbonyl group may be one or more identical or can be substituted with different radicals.

[0134] In general, the term "aryl" preferably refers to an aryl having 6 to 14, especially 6 to 10, ring carbon atoms. monocyclic, bicyclic or polycyclic aromatic systems, such as phenyl, naphthyl, anthracene, Aryl represents aryl, phenanthrenyl, and preferably phenyl. Aryl further represents a bond Polycyclic systems (which include fused polycyclic systems) in which the moiety is on an aromatic system, e.g., tetracyclic Also represents hydronaphthyl, indenyl, indanyl, fluorenyl, biphenyl, etc. A polycyclic system has at least two fused rings, where the two fused rings are connected to two adjacent The rings share one covalent bond (or, in other words, the rings share one covalent bond). The aryl group according to the present invention (particularly the phenyl group) may be one or more identical or different radicals.

[0135] According to the present invention, the term "polycyclic" rings includes fused, bridged and spirocyclic carbon rings. It refers to rings and heterocycles, as well as ring systems linked via single or double bonds.

[0136] According to the present invention, a "heterocycle", a "heterocyclic ring" or a "heterocyclic ring system" is at least At least one carbon atom is a heteroatom (preferably N, O, S, P, B, Si, Se) and is substituted with a heteroatom selected from the group consisting of saturated, unsaturated or heteroaromatic at least one ring of the aryl group, wherein the ring is unsubstituted or substituted; The bond site is on a ring atom. Unless otherwise specified, the heterocyclic ring contains from 3 to 12 ring atoms ( Preferably, 3 to 9 ring atoms, particularly 3 to 6 ring atoms) and one or more (preferably, 1 up to 4, in particular 1, 2 or 3) heteroatoms (preferably consisting of N, O and S) a heteroatom selected from the group consisting of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 39, 3 The heterocyclic ring usually contains up to four nitrogen atoms and / or up to two oxygen atoms and / or contains up to two sulfur atoms. In this specification, non-aromatic heterocycles are generally referred to as " A heterocyclyl radical or a heterocyclic ring is referred to as a "saturated or unsaturated heterocycle." If the heterocyclyl radical or heterocyclic ring is optionally substituted, the heterocyclyl radical or heterocyclic ring may be substituted by another carbon atom. In the case of an optionally substituted heterocyclyl, the The invention relates to polycyclic systems, such as 8-azabicyclo[3.2.1]octanyl, 1-azabicyclo[3.2.1]octanyl, chloro[2.2.1]heptyl, 1-oxa-5-azaspiro[2.3]hexyl or 2, 3-dihydro-1H-indole and the like are also included. In this case, the present invention provides a spirocyclic system, e.g., 1-oxa-5-azaspiro[2.3]hexa This also includes sils.

[0137] Preferred heterocyclyl groups of the invention are, for example, piperidinyl, piperazinyl, morpho linyl, thiomorpholinyl, dihydropyranyl, tetrahydropyranyl, dioxanyl, Pyrrolinyl, pyrrolidinyl, imidazolinyl, imidazolidinyl, thiazolidinyl, oxalyl Sazolidinyl, dioxolanyl, dioxolyl, pyrazolidinyl, tetrahydrofuranyl , dihydrofuranyl, oxetanyl, oxiranyl, azetidinyl, aziridinyl, ox Sazetidinyl, oxaziridinyl, oxazepanyl, oxazinanyl, azepanyl, ox dioxopyrrolidinyl, dioxopyrrolidinyl, oxomorpholinyl, oxopiperazinyl and Most preferred are oxetanyl, tetrahydropyranyl and It is piperazinyl.

[0138] Of particular interest are heteroaryl, i.e., heteroaromatic systems. The term "heteroaryl" refers to heteroaromatic compounds, i.e., heterocycles, which are encompassed by the above definition of heterocycle. represents a fully unsaturated aromatic heterocyclic compound. For clarity, the substituents in this specification The definitions of "heterocycle" (or "heterocyclyl") and "heteroaryl" (or " "heteroaromatic" ("heteroaromatic"), this is to be avoided by using the term "heteroaromatic" to avoid duplication of definitions. a "heteroaryl" (or "heteroaromatic") group; It is preferable to use 1 to 3 (preferably 1 to 3) selected from the above group. is a 5- to 7-membered ring ( More preferably, it is a 6-membered ring. The heteroaryl according to the present invention is, for example, aryl, thienyl, pyrazolyl, imidazolyl, 1,2,3-triazolyl and 1,2,4 -Triazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-oxazolyl Diazolyl, 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. Preferred are pyridinyl , pyrimidinyl, pyrazinyl, pyridazinyl, pyrazolyl, pyrrolyl, thiazolyl, oxalyl More preferred are pyridinyl, isothiazolyl, isothiazolyl and isoxazolyl. pyrimidinyl, pyrazinyl, pyridazinyl, pyrazolyl, pyrrolyl and thiazolyl Heteroaryl groups according to the present invention may comprise one or more identical or different radicals. It can also be substituted with .

[0139] The term "optionally substituted" refers to a group / substituent, e.g., alkyl, Alkenyl, alkynyl, alkoxy, alkylthio, alkylsulfinyl, alkyl sulfonyl, cycloalkyl, aryl, phenyl, benzyl, heterocyclyl and hetero This means that the aryl radicals and the like may be substituted, which means that, for example, means a substituted radical derived from an unsubstituted base structure, where the substituent (e.g., For example, one substituent or a plurality of substituents, preferably 1, 2, 3, 4, 5, 6 or 7. Substituents, more preferably 1, 2, 3 or 4 substituents, more preferably 1, 2 or 3 substituents, even more preferably 1 or 2 substituents) are selected from the group consisting of amino, hydroxyl, halo, halogen, nitro, cyano, isocyano, mercapto, isothiocyanato, C1-C4-carbonyl Carboxyl, carbonamido, SF5, aminosulfonyl, C1-C4-alkyl, C1 -C4-haloalkyl, C3-C4-cycloalkyl, C2-C4-alkenyl, C5- C6-cycloalkenyl, C2-C4-alkynyl, N-mono-C1-C4-alkyl amino, N,N-di-C1-C4-alkylamino, N-C1-C4-alkanoylamino , C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenylalkoxy C2-C4-alkynyloxy, C3-C4-cycloalkoxy, C5-C6-cyclo C1-C4-alkoxycarbonyl, C2-C4-alkenyloxy C2-C4-alkynyloxycarbonyl, C6-aryloxycarbonyl Nill, C 10 -aryloxycarbonyl, C 14 -aryloxycarbonyl, C1- C4-alkanoyl, C2-C4-alkenylcarbonyl, C2-C4-alkynylcarbonyl C6-arylcarbonyl, C 10 -arylcarbonyl, C 14 -Arylka carbonyl, C1-C4-alkylthio, C1-C4-haloalkylthio, C3-C4-chloro chloroalkylthio, C2-C4-alkenylthio, C5-C6-cycloalkenylthio, C2-C4-alkynylthio, C1-C4-alkylsulfinyl (wherein C1-C4 -alkylsulfinyl groups, both enantiomers of which are included), C1-C4-haloa haloalkylsulfinyl (wherein both enantiomers of the C1-C4-haloalkylsulfinyl group C1-C4-alkylsulfonyl, C1-C4-haloalkyl Sulfonyl, N-mono-C1-C4-alkylaminosulfonyl, N,N-di-C1-C 4-Alkylaminosulfonyl, C1-C4-Alkylphosphinyl, C1-C4-Alkyl alkylphosphonyl (wherein C1-C4-alkylphosphinyl and C1-C4-alkyl N-C1-C4-alkylaminocarbonyl (both enantiomers of phosphonyl are included), carbonyl, N,N-di-C1-C4-alkylaminocarbonyl, N-C1-C4-alkenylaminocarbonyl Alkanoylaminocarbonyl, N-C1-C4-alkanoyl-N-C1-C4-alkyl Aminocarbonyl, C6-aryl, C 10 -aryl, C 14 -aryl, C6-aryl C 10 -aryloxy, C 14 -aryloxy, benzyl, benzyloxy oxy, benzylthio, C6-arylthio, C 10 -arylthio, C 14 -Arylchi O, C6-arylamino, C 10 -arylamino, C 14 -arylamino, benzyl Amino, heterocyclyl and trialkylsilyl ((C1-C4 alkyl)3-silyl) ), substituents attached via a double bond (e.g., C1-C4-alkylidene (e.g., , methylidene or ethylidene), oxo group, imino group and substituted imino group When two or more radicals form one or more rings, These include carbocyclic, heterocyclic, saturated, partially saturated, and unsaturated (e.g., aromatic) rings. and may be further substituted. The substituents present (the "first substituent level"), if they contain a hydrocarbonaceous moiety, Therein may be further substituents ("second substituent level"), such as halogen, hydroxyl, Sil, C1-C6 alkyl, amino, nitro, cyano, isocyano, azido, acylamido having one or more substituents independently selected from the group consisting of an oxo group, an imino group, and an imino group; The term "optionally substituted" groups preferably refers to groups that are substituted by one or more contains only two substituent levels.

[0140] Halogen-substituted or halogenated chemical groups (e.g., alkyl , cycloalkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulf is substituted with one halogen or up to the maximum possible number of substituents. Such groups are polysubstituted with halo groups (e.g., haloalkyl, halocyclo). Alkyl, haloalkoxy, haloalkylthio, haloalkylsulfinyl or haloal When the group is poly-substituted with halogen, the halogen atom may be the same or different and are all attached to one carbon atom. Halogen may be present in any one of the carbon atoms or may be attached to several carbon atoms. Halogen is, in particular, fluorine, chlorine, bromine, fluorine or iodine, preferably fluorine, chlorine or bromine, and more preferably is fluorine or chlorine, and even more preferably fluorine. More particularly, The halogen-substituted group is a monohalocycloalkyl, e.g., 1-fluorocyclopropane. propyl, 2-fluorocyclopropyl or 1-fluorocyclobutyl, monohaloalkyl , for example, 2-chloroethyl, 2-fluoroethyl, 1-chloroethyl, 1-fluoroethyl methyl, chloromethyl or fluoromethyl, perhaloalkyl, for example, trichloromethyl or trifluoromethyl or CF2CF3, polyhaloalkyl, e.g., difluoromethyl 2-fluoro-2-chloroethyl, dichloromethyl, 1,1,2,2-tetrafluoro Further examples of haloalkyl include trifluoroethyl and 2,2,2-trifluoroethyl. 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 pentafluoroethyl Preferred are 1 to 4 carbon atoms and fluorine, chlorine and 1 to 9 (preferably 1 to 5) identical or different aryl groups selected from bromine, Particularly preferred are haloalkyls containing 1 or 2 carbon atoms. and 1 to 5 identical or different halogen atoms selected from fluorine and chlorine haloalkyl (such as, inter alia, difluoromethyl, trifluoromethyl or 2,2-difluoroethyl). Further examples of halogen substituted compounds are: Haloalkoxy, for example, OCF3, OCHF2, OCH2F, OCF2CF3, OCH 2CF3, OCH2CHF2 and OCH2CH2Cl, haloalkylsulfanyl, e.g. For example, difluoromethylthio, trifluoromethylthio, trichloromethylthio, chlorodi Fluoromethylthio, 1-fluoroethylthio, 2-fluoroethylthio, 2,2-difluoro 1,1,2,2-tetrafluoroethylthio, 2,2,2-trifluoroethylthio chloroethylthio or 2-chloro-1,1,2-trifluoroethylthio, haloalkyls sulfinyl, for example, difluoromethylsulfinyl, trifluoromethylsulfinyl , trichloromethylsulfinyl, chlorodifluoromethylsulfinyl, 1-fluoro Ethylsulfinyl, 2-fluoroethylsulfinyl, 2,2-difluoroethylsulfinyl sulfinyl, 1,1,2,2-tetrafluoroethylsulfinyl, 2,2,2-trifluoro Oroethylsulfinyl and 2-chloro-1,1,2-trifluoroethylsulfinyl , haloalkylsulfonyl groups, such as difluoromethylsulfonyl, trifluoromethylsulfonyl, chlorosulfonyl, trichloromethylsulfonyl, chlorodifluoromethylsulfonyl, 1- Fluoroethylsulfonyl, 2-fluoroethylsulfonyl, 2,2-difluoroethyl Sulfonyl, 1,1,2,2-tetrafluoroethylsulfonyl, 2,2,2-trifluoro 2-chloro-1,1,2-trifluoroethylsulfonyl and 2-chloro-1,1,2-trifluoroethylsulfonyl do.

[0141] Cyano-substituted substituted chemical groups (e.g., alkyl, cycloalkyl, aryl) according to the present invention alkylsulfonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, etc.) are preferred. or mono-substituted with cyano. Such cyano-substituted groups are substituted with cyano groups (e.g. For example, cyanoalkyl, cyanocycloalkyl, cyanoalkoxy, cyanoalkylthio They are also called cyanoalkylsulfinyl, cyanoalkylsulfonyl, etc. When the number of carbon atoms is specified in such a cyano group (e.g., C LL-UL Cyano alkyl), the carbon atoms of the cyano group are not counted; e.g., C 1-3 Cyanoal Alkyl includes cyanopropyl groups.

[0142] In the case of radicals having carbon atoms, preference is given to radicals having 1 to 4 carbon atoms, especially 1 or Generally, halogens (e.g., fluorine and chlorine) , (C1-C4) alkyl (preferably methyl or ethyl), (C1-C4) haloal alkyl (preferably trifluoromethyl), (C1-C4)alkoxy (preferably methyl), (C1-C4)haloalkoxy, nitro and cyano. Particularly preferred are the substituents methyl, methoxy, fluorine, , chlorine, bromine and cyano.

[0143] Substituted amino (for example, mono- or di-substituted amino) can be, for example, alkyl. one or two selected from the group consisting of aryl, hydroxy, amino, alkoxy, acyl and aryl; Substituted amino radicals N-substituted by identical or different radicals of means a radical selected from the group consisting of: -dialkylamino (e.g., methylamino, ethylamino, N,N-dimethylamino, N,N-diethylamino, N,N-di-n-propylamino, N,N-diisopropylamino amino or N,N-dibutylamino), N-monoalkoxyalkylamino or N,N-di Alkoxyalkylamino groups (e.g., N-methoxymethylamino, N-methoxyethyl Amino, N,N-di(methoxymethyl)amino or N,N-di(methoxyethyl)amino ), N-monoarylamino and N,N-diarylamino, e.g., optionally substituted Good aniline, acylamino, N,N-diacylamino, N-alkyl-N-aryl amino, N-alkyl-N-acylamino and, furthermore, saturated N-heterocycles; and, preferred are alkyl radicals having 1 to 4 carbon atoms; The aryl is preferably phenyl or substituted phenyl; and for acyl, The definitions given further below apply, preferably (C1-C4)-alkano The same applies to substituted hydroxylamino or hydrazino. will be done.

[0144] The substituted amino may further be a quaternary amino having four organic substituents on the nitrogen atom. This also includes monium compounds (salts).

[0145] The optionally substituted phenyl is preferably unsubstituted phenyl or or halogen, SF5, (C1-C4)-alkyl, (C3-C6)-cycloalkyl , (C1-C4)-alkoxy, (C1-C4)-alkoxy-(C1-C4)-alkoxy oxy, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-halo Alkyl, (C1-C4)-haloalkoxy, hydroxy-C1-C4-alkyl, (C (1-C4)-Alkylthio, (C1-C4)-Haloalkylthio, (C1-C4)-Al (C1-C4)-haloalkylsulfinyl, (C1-C4)-alkylsulfinyl alkylsulfonyl, (C1-C4)-haloalkylsulfonyl, cyano, isocyano and nitro and substituted or unsubstituted with the same or different radicals selected from the group consisting of or polysubstituted (preferably up to three substituted) phenyl, for example, 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 -trifluoromethylphenyl, and 4-trichloromethylphenyl, 2,4-dichloro dichlorophenyl, 3,5-dichlorophenyl, 2,5-dichlorophenyl and 2,3-dichlorophenyl o-methoxyphenyl, m-methoxyphenyl and p-methoxyphenyl, It is 4-heptafluorophenyl.

[0146] The optionally substituted cycloalkyl is preferably an unsubstituted cycloalkyl. or halogen, cyano, (C1-C4)-alkyl, (C1-C4)-alanyl Alkoxy, (C1-C4)-alkoxy-(C1-C4)-alkoxy, (C1-C4) -alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkyl and (C1- C4)-haloalkoxy, Cycloalkyl mono- or polysubstituted (preferably up to three) with dialkyl , in particular cycloalkyl substituted by one or two (C1-C4)-alkyl radicals is.

[0147] The compounds of the present invention may be present in preferred embodiments. The embodiments can be combined with each other. It does not include combinations that would be excluded based on expert knowledge. For example, combinations of three or more adjacent Ring structures containing oxygen atoms of the formula: are excluded.

[0148] Isomers The compound represented by formula (I) may exist in the form of a geometric isomer depending on the type of the substituent. and / or in the form of optically active isomers or corresponding isomeric mixtures in various compositions. These stereoisomers can also exist in the form of enantiomers, diastereomers, etc. The present invention therefore provides pure stereoisomers and Any mixtures of these isomers are included.

[0149] Methods and Uses The present invention also relates to a method for controlling pests, wherein the method comprises administering a compound of formula (I): The compound is then allowed to act on the pests and / or their habitat. is practiced in agriculture and forestry and in the protection of materials. Preferably, methods for surgical or therapeutic treatment of the human or animal body and methods for treating human or animal diseases. Diagnostic methods performed on the body of an animal are excluded from the above methods.

[0150] The present invention further relates to compounds of formula (I) as pesticides, in particular as crop protection agents. The present invention also relates to the use of compounds that are

[0151] In the context of this application, the term "pesticide" is used in each case. always also encompasses the term "crop protection agent".

[0152] Good tolerance by plants, desirable toxicity to warm-blooded animals, and good The compounds of formula (I) that exhibit environmental compatibility are capable of mitigating biotic and abiotic stressors. It is suitable for protecting plants and plant organs against loess factors and for increasing yields. It is suitable for improving the quality of crops and is also useful in agriculture and horticulture. in livestock farming, in aquaculture, in forests, in gardens and leisure facilities, in stored products Pests encountered in the protection of materials and materials, and in the field of hygiene, in particular insects, It is suitable for controlling arachnids, helminths, especially nematodes, and mollusks.

[0153] In the context of this patent application, the term "hygiene" refers to the prevention of diseases (especially infectious diseases) Any and all means, methods and practices aimed at preventing, and the prevention of, human and animal Helps protect health and / or the environment and / or maintains cleanliness It is understood to mean any and all means, methods and implementations. means for cleaning, disinfecting and sterilizing, e.g. For example, textile or hard surfaces (especially glass, wood, concrete, porcelain, ceramic) Hand tools for cleaning surfaces made of plastic or even metal(s). means for disinfecting and sterilizing the same and for preventing sanitary pests and / or Means for ensuring that the waste remains free are included. In this connection, preferably, surgical or therapeutic procedures that can be performed on the human or animal body are also included. Devices and diagnostic methods performed on the human or animal body fall within the scope of protection according to the invention. are excluded from the scope.

[0154] The term "field of hygiene" therefore includes those areas in which such hygienic means, methods and practices are important. All areas, technical and industrial applications, such as kitchens, bakeries, airports, bathrooms, Regarding hygiene in swimming pools, department stores, hotels, hospitals, livestock sheds, livestock farms, etc. This includes all areas, technical fields and industrial applications that are relevant to the invention.

[0155] Therefore, the term "sanitary pest" refers to insects whose presence is problematic in the field of hygiene, especially those is understood to mean one or more pests that are problematic for health reasons. The main purpose is to avoid or minimize the presence of sanitary pests in the field of hygiene. Controlling and / or avoiding or minimizing contact with sanitary pests This is especially important for preventing outbreaks and for tackling existing outbreaks. This can be achieved by applying insecticides that can be used for both It is also possible to use preparations that avoid or reduce contact with pests. Examples of live pests include the organisms listed below.

[0156] Thus, the term "hygienic protection" includes such hygienic means, methods and practices. This includes all actions that maintain and / or improve the quality of the product.

[0157] The compounds of formula (I) can preferably be used as pesticides They are effective against normally sensitive and resistant species and at all developmental stages. The pests may include the following: can: Pests of the Arthropoda phylum, in particular the Arachnida class, e.g., Acarus species ( Acarus spp., e.g., Acarus siro, Ake Aceria kuko, Aceria sherdonii ldoni), Aculops spp., Acul us spp.), e.g., Aculus fockeui , Aculus schlechtendali, Ann Amblyomma spp., Amphitetranychus bienensii Amphitetranychus viennensis, Argus species gas spp.), Boophilus spp., Brevipal Brevipalpus spp., e.g., Brevipalpus hoenisis (Brevipalpus phoenicis), Bryobia graminoum (Bryo bia graminum), Bryobia praetiosa (Bryobia praet iosa), Centruroides spp., Coriopsis Chorioptes spp., Dermanisus gallinae yssus gallinae), Dermatophagoides pteronyssinus (Derma tophagoides pteronyssinus), Dermatophagoides phagoides Dermatophagoides farinae, Dermacentor species ( Dermacentor spp.), Eotetranych spp. us spp.), e.g., Eotetranychu hykoriae s hicoriae), Epitrimerus pyri , Eutetranychus spp., e.g., Euteto Eutetranychus banksi, Eriophyes genus Species (Eriophyes spp.), e.g., Eriophyes pili (Eriophy es pyri), Glycyphagus domesticus (Glycyphagus dome sticus), Halotydeus destru ctor), Hemitarsonemus spp., e.g. For example, Hemitarsonemus latus (= Poly Polyphagotarsonemus latus ), Hyalomma spp., Ixodes spp. spp.), Latrodectus spp., Loxoskelet Loxosceles spp., Neutrombicula autumnalis utrombicula autumnalis, Nuphersa species spp.), Oligonychus spp., e.g., Oligonychus spp. Oligonychus coffeae, Oligonychus coffeae Oligonychus coniferarum, Oligonychus i Oligonychus ilicis, Oligonychus indicus gonychus indicus, Oligonyx mangiferus (Oligony chus mangiferus), Oligonychus platensis (Oligonych us pratensis), Oligonychus punicae (Oligonychus pu nicae), Oligonychus yothersi ), Ornithodorus spp., Ornithonisus spp. (Ornithonyssus spp.), Panonychus spp. spp.), e.g., Panonychus citri (=Me Metatetranychus citri, Panonic Panonychus ulmi (=Met atetranychus ulmi), Phyllocopterta oleivora (Phyll ocoptruta oleivora), Platytetranychus multidigitalis (Pl atytetranychus multidigituli), Polyphagotarsonem Polyphagotarsonemus latus, Psoroptes genus species (Psoroptes spp.), Rhipicephalus spp. spp.), Rhizoglyphus spp., Sarcoptes Sarcoptes spp., Scorpio maurus maurus, Steneotarsonemus sp p.), Steneotarsonemus spi nki), Tarsonemus spp., e.g., Tarsonemus Tarsonemus confusus, Tarsonemus pallidus (Tarsonemus pallidus), Tetranych species us spp.), e.g., Tetranychus canadensis (Tetranychus c anadensis), Tetranychus cinnabarinus (Tetranychus ci nnabarinus), Tetranychus tu rkestani), Tetranychus urticae ae), Trombicula alfredduge si), Vaejovis spp., Basate lycopersici ( Vasates lycopersici); From the class Chilopoda, for example, the genus Geophilus spp.), Scutigera spp.; of the order Collembola or class Collembola, e.g., Onychiurus albicilla Onychiurus armatus; Sminturus viridis nthurus viridis); From the class Diplopoda, for example, Blaniurus guttulatus ulus guttulatus); From the class Insecta, for example, from the order Blattodea, for example , Blatta orientalis, Blatta a Blattella asahinai, Blattella germanica ttella germanica), Leucophaea maderae (Leucophae a maderae), Loboptera decipiens (Loboptera decipi ens), Neostylopyga rhombifolia (Neostylopyga rhombi folia), Panchlora spp., Parcobratta spp. (Parcoblatta spp.), Periplaneta spp. spp.), e.g., Periplaneta americana (Periplaneta americana) cana), Periplaneta australasiae (Periplaneta austr alasiae), Pycnoscelus surinamensis (Pycnoscelus suri namensis), Supella longipalpa ; Coleoptera, e.g., Acalinma vitatum ymma vittatum), Acanthocerides obtectus (Acanthosc elides obtectus), Adoretus spp. Aethina tumida, Agelastica arnii astica alni), Agrilus spp., e.g. Agrilus planipennis, Agrilus planipennis Coxalis (Agrilus coxalis), Agrilus bilineatus (Agri agrilus bilineatus, agrilus anx ius), Agriotes spp., e.g., Agriotes . Linneatus (Agriotes linneatus), Agriotes mancus (A griotes mancus), Alphitobius diaperinus (Alphitob ius diaperinus), Amphimaron solstitialis (Amphima llon solstitialis), Anobium punctatum punctatum), Anoplophora spp., e.g. For example, Anoplophora glabripennis is), Anthonomus spp., e.g., Anthonomus Anthonomus grandis, Anth renus spp.), Apion spp., Apogonia spp. pogonia spp.), Atomaria spp., e.g. , Atomaria linearis, Atagenus species (A ttagenus spp.), Baris caerulescens (Baris caerule scens), Bruchidius obtectus ), Bruchus spp., e.g., Brucus pisorum chus pisorum), Bruchus rufimanus (Bruchus rufima nus), Cassida spp., Cerotoma trifulcata (Ce rotoma trifurcata), Ceutorrhync species hus spp.), e.g., Ceutorrhynchus assimilis (Ceutorrhynchus us assimilis), Ceutorrhyn chus quadridens), Ceutorhynchus rapae (Ceutorrhync hus rapae), Chaetocnema spp., e.g. For example, Chaetocnema confinis, Chaetocnema denticulata, Chaetocnema denticulata Chaetocnema ectypa, Cleonus menzicus (Cleonus mendicus), Conoderus spp. .), Cosmopolites spp., e.g. Cosmopolites sordidus, Costelitora Zealand deer (Costelytra zealandica), Ctenicella species (Ct enicera spp.), Curculio spp., e.g. , Curculio caryae, Curculio caryatori Pes (Curculio caryatrypes), Curculio obtusus (Cur culio obtusus), Curculio sayi, Cryptolestes ferrugineus s), Cryptolestes pusillus, Cryptorhynchus lapathi, cryptorhynchus Cryptorhynchus mangiferae , Cylindrocopturus spp., Cylindrocopturus Cylindrocopturus adspersus us), Cylindrocopturus furnisi (Cylindrocopturus furnisi) nissi), Dendroctonus spp., e.g. , Dendroctonus ponderosae ), Dermestes spp., Diabrotica spp. rotica spp.), e.g., Diabrotica balteata (Diabrotica balteata), Diabrotica barberi i), Diabrotica undecimpunctata howalji (Diabrotica und ecimpunctata howardi), Diabrotica undecimpunctata Diabrotica undecimpunctata un decimpunctata), Diabrotica virgifera virgifera (Diab rotica virgifera virgifera), Diabrotica virgifera Diabrotica virgifera zeae, Dicocrosis genus species (Dichocrocis spp.), Dichocrocis armigera (Dicladi spa armigera), Diloboderus spp. , Epicaerus spp., Epilachna spp. hna spp.), e.g., Epilachna borealis (Epilachna bore alis), Epilachna varivestis , Epitrix spp., e.g., Epitrix cucumeris (Epitrix cucumeris), Epitrix fuscula (Epitrix fuscula), Epitrix hirtipennis (Epitrix hirtipen nis), Epitrix subcrinita, E Epitrix tuberis, Faustinus species ustinus spp.), Gibbium psylloides (Gibbium psyllo ides), Gnathocerus cornutus , Hellula undalis, Heteronyx alatre ( Heteronychus arator), Heteronyx sp. spp.), Hylamorpha elegans, Hylotrupes bajulus, Hypera postica (Hypera postica), Hypomeces squamousus (Hypomeces squamosus), Hypothenemus spp., e.g. For example, Hypothenemus hampei, Hypothene Mus obscurus (Hypothenemus obscurus), Hypothenemus Hypothenemus pubescens, Lachnosterna con Sanguinea (Lachnosterna consanguinea), Rashidelma Lasioderma serricorne, Laticus oryzae (Latheticus oryzae), Lathridius species spp.), Lema spp., Leptinotarsa ​​decemlineata (Le ptinotarsa ​​decemlineata), Leucoptera species (Leucop tera spp.), e.g., Leucoptera copheera (Leucoptera c offeella), Limonius ectypus, Lissorhoptrus oryzophilus us), Listronotus spp. (=Hyperodes spp.) (Hyperodes spp.), Lixus spp., Luperode Luperodes spp., Luperomorpha xanthodera omorpha xanthodera), Lyctus spp. Megacyllene spp., e.g., Megacyllene robinia Megacyllene robiniae, Megascelis species is spp.), Melanotus spp., e.g. Melanotus longulus oregonensis onensis), Meligethes aeneus, Melolontha spp., e.g., Melolontha melolontha (Melolontha melolontha), Migdolus sp. spp.), Monochamus spp., Naupactus ki Santographus (Naupactus xanthographus), Necrobia species (Necrobia spp.), Neogalerucella spp. spp.), Niptus hololeucus, Ori Oryctes rhinoceros, Oryzaephilus Oryzaephilus surinamensis, Oryzafag Oryzaphagus oryzae, Oti orhynchus spp.), e.g., Othiorhynchus cribricollis (Otio rhynchus cribricollis), Othiorhynchus ligusticii (Oti orhynchus ligustici), Otiorhynchus ovatus (Otiorh ynchus ovatus), Otiorhynchus rugosostialus (Otiorhy nchus rugosostriarus, Othiorhynchus sulcatus (Otio rhynchus sulcatus), Oulema spp., e.g. For example, Oulema melanopus, Oulema oryzae Oulema oryzae, Oxycetonia jukunda a jucunda, Phaedon cochlea riae), Phyllophaga spp., Phyllophaga· Phyllophaga helleri, Phyllotoreta species treta spp.), e.g., Phyllotreta armolasiae (Phyllotre ta armoraciae), Phyllotreta pusilla (Phyllotreta pu silla), Phyllotreta ramosa, Phyllotreta Phyllotreta striolata, Popilia japonica (Popillia japonica), Premnotrypes species (Prem notrypes spp.), Prostepha torncatus (Prostepha nus truncatus), Psylliodes spp. For example, Psylliodes affinis, Psylliodes affinis Psylliodes chrysocephala, P Psylliodes punctulata, Putinus Ptinus spp., Rhizobius v e ntralis), Rhizopertha dominica ), Rhynchophorus spp., Rhynchophorus phe Rhynchophorus ferrugineus, Rhynchophorus ferrugineus palmarum (Rhynchophorus palmarum), Scolytus species (Sc olytus spp.), e.g., Scolytu multistriatus (Scolytu s multistriatus), Sinoxylon perforans (Sinoxylon perforans), Sitophilus spp., e.g. For example, Sitophilus granarius, Sitophilus linearis, Sitophilus o Sitophilus oryzae, Sitophilus zeamais philus zeamais), Sphenophorus species (Sphenophorus s pp.), Stegobium paniceum, Stegobium paniceum Sternechus spp., e.g., Sternechus pardatus (Sternechus paludatus), Symphyletes species etes spp., Tanymecus spp., e.g. Tanymecus dilaticollis, Tanymeku Tanymecus indicus, Tanymecus pariatus anymecus palliatus), Tenebrio molitor (Tenebrio molitor, Tenebrioides mauretanicus (Tenebrioides m auretanicus), Tribolium spp., e.g. For example, Tribolium audax, Tribolium ka Tribolium castaneum, Tribolium confusum ( Tribolium confusum), Trogoderma sp. spp.), Tychius spp., Xyl otrechus spp.), Zabrus spp., e.g. Zabrus tenebrioides; Dermaptera, for example, Anisolabis maritime solabis maritime), Forficula auricularia (Forficu la auricularia, Labidura riparia ia); Diptera, e.g., Aedes spp., e.g. Aedes aegypti, Aedes albopictus (Aedes albopictus), Aedes sti cticus, Aedes vexans, Agromyza species (Agromyza spp.), e.g., Agromyza frontera (Agromyza frontella), Agromyza parvicornis (Agromyza parvi cornis), Anastrepha spp., Anopheles Anopheles spp., e.g., Anopheles quadrimaculatus (Anopheles quadrimaculatus), Anopheles gumbiae (Anopheles gambiae), Asphondylia species a spp.), Bactrocera spp., e.g. Bactrocera cucurbitae, Bactrocera La dorsalis (Bactrocera dorsalis), Bactrocera oleae (Bactrocera oleae), Bibio hortulanus (Bibio hort ulanus), Calliphora erythrocephala cephala), Calliphora vicina, Serratia Ceratitis capitata, Chironomus species onomus spp., Chrysomya spp., Chryso Chrysops spp., Chrysozona pluvialis ona pluvialis), Cochliomya spp. , Contarinia spp., e.g., Contarinia jo Johnsoni (Contarinia johnsoni), Contarinia nasturtii (C ontarinia nasturtii), Contari nia pyrivora), Contarinia scruzi (Contarinia sch ulzi), Contarinia sorghicola ), Contarinia tritici, Cordylovia Anthropophaga (Cordylobia anthropophaga), Krikoto Cricotopus sylvestris, Cricotopus species (Culex spp.), e.g., Culex pipiens s), Culex quinquefasciatus us), Culicoides spp., Culicateta spp. iseta spp.), Cuterebra spp., Dacus Dacus oleae, Dasineura spp. ), for example, Dasineura brassicae, De Delia spp., e.g., Delia antqua iqua), Delia coarctata, Delia flora Delia florilega, Delia plat ura), Delia radicum, Dermatobia hominis (Dermatobia hominis), Drosophila species spp.), e.g., Drosphila melanogaster (Drosphila mela nogaster, Drosophila suzukii ), Echinocnemus spp., Eureia hercules Ray (Euleia heraclei), Fannia spp. , Gasterophilus spp., Glossina spp. Glossina spp.), Haematopota spp. ), Hydrellia spp., Hydrellia griseola (Hy drellia griseola), Hylemya spp., Hippobosca spp., Hypoderma spp. ma spp.), Liriomyza spp., e.g., Lirio Liriomyza brassicae, Liriomyza phidobu Liriomyza huidobrensis, Liriomyza sativae ( Liriomyza sativae), Lucilia spp., For example, Lucilia cuprina, Lutozomyia species ( Lutzomyia spp., Mansonia spp., Mu Musca spp., e.g., Musca domestica estica), Musca domestica vi cina), Oestrus spp., Oscinella fritillaria (Os cinella frit), Paratanytarsus species spp.), Paralauterborniella subcinctus (Paralauterborni ella subcincta), Pegomia or Pegomia species Pegomyia spp., e.g., Pegomyia bet ae), Pegomya hyoscyami, Pegomya ru Pegomya rubivora, Phlebotom species us spp.), Phorbia spp., Pho rmia spp.), Piophila casei, Platycodon Platyparea poeciloptera, Project Prodiplosis spp., Psila rosae osae), Rhagoletis spp., e.g. Rhagoletis cingulata, Rhagoletis completa (Rhagoletis completa), Rhagoletis fausta (Rhagol etis fausta), Rhagoletis inferens (Rhagoletis i ndifferens), Rhagoletis menda x), Rhagoletis pomonella, Sarcof Sarcophaga spp., Simulium spp. pp.), for example, Simulium meridiona le), Stomoxys spp., Tabanus spp. s spp.), Tetanopus spp., Ti pula spp.), e.g. Tipula paludosa , Tipula simplex, Toxotrypana curvica Uda (Toxotrypana curvicauda); Hemiptera, e.g., Aciscia acaciaevaileianae (Acizzia acaciaebaileyanae), Acizzia dodonaeae ( Acizzia dodonaeae, Acizzia uncatatoides (Acizzia uncatoides), Acrida turrita, Achillea Acyrthosiphon spp., e.g., Acyrthosiphon pis Acyrthosiphon pisum, Acrogoni species a spp.), Aeneolamia spp., Agonocena Agonoscena spp., Aleurocanthus spp. thus spp.), Aleyrodes proletella (Aleyrodes prolet ella), Aleurolobus barodensis (Aleurolobus baroden sis), Aleurothrix flocco sus), Allocaridara malayensis (Allocaridara malayen sis), Amrasca spp., e.g., Amrasca biguts Amrasca bigutulla, Amrasca devastans a devastans, Anuraphis cardu i), Aonidiella spp., e.g., Aonidiella Aonidiella aurantii, Aonidiella citrina ( Aonidiella citrina, Aonidiella inornata (Aonidie lla inornata), Aphanostigma pili (Aphanostigma pili) iri), Aphis spp., e.g., Aphis citricola (A Aphis citricola, Aphis craccivora ora), Aphis fabae, Aphis holvesi his forbesi), Aphis glycines, Aphis gossypii, Aphis hederae s hederae), Aphis illinoise nsis), Aphis middletoni, Aphis Aphis nasturtii, Aphis nerii erii), Aphis pomi, Aphis spiraecola his spiraecola), Aphis viburniphila niphila), Arboridia apicalis ), Arytainilla spp., Aspidiella spp. pidiella spp.), Aspidiotus spp. ), e.g., Aspidiotus nerii, Atanus Atanus spp., Aulacorthum solani solani), Bemisia tabaci, Blastopusilla Blastopsylla occidentalis, Borei Boreioglycaspis melaleuca e), Brachycaudus helichrysi ), Brachycolus spp., Brevicoryne brassicae Brevicoryne brassicae, Cacopsy lla spp.), e.g., Cacopsylla pyri cola), Calligypona marginata , Capulinia spp., Carneocephala fulgida (C arneocephala fulgida), Ceratovacuna lanigera (Cerato vacuna lanigera), Cercopidae, Ceropla Ceroplastes spp., Chaetosiphon fragaehorii (C haetosiphon fragaefolii), Chionaspis tegalensis (C hionaspis tegalensis), Chlorita onukii (Chlorita onukii), Chondracris rosea, Chromaphis juglandicola , Chrysomphalus aonidum, Chrysomphalus ficus, Chrysomphalina Mbira (Cicadulina mbila), Coccomytilus harii (Coccom ytilus halli), Coccus spp., e.g. Coccus hesperidum, Coccus longuli ( Coccus longulus, Coccus pseudomagnoliarum (Coccus pseudomagnoliarum), Coccus virilis idis), Cryptomyzus ribis, Cryptomyzus ribis Cryptoneossa spp., Cten arytaina spp.), Dalbulus spp., Zia Dialeurodes chittendeni, Dialeurodes chittendeni Dialeurodes citri, Dialeurodes citri aphorina citri), Diaspis spp., Jiu Diuraphis spp., Doralis sp. p.), Drosicha spp., Dysaph spp. is spp.), e.g., Dysaphis apiifolia olia), Dysaphis plantaginea ), Dysaphis tulipae, Dysmicoccus spp. (Dysmicoccus spp.), Empoasca spp. .), for example, Empoasca abrupta, Em Empoasca fabae, Empoasca marigna poasca maligna), Empoasca sola na), Empoasca stevensi, Erioso Eriosoma spp., e.g., Eriosoma americanum soma americanum, Eriosoma lanigerum nigerum), Eriosoma pyricola, E Erythroneura spp., Eucalyptolima spp. ucalyptolyma spp.), Euphyllura spp. pp.), Euscelis bilobatus, Ferri Ferrisia spp., Fiorinia sp. p.), Furcaspis oceanica, Geoco Geococcus coffeae, Glycaspis species (Gl ycaspis spp.), Heteropsylla cubana (Heteropsylla cu bana), Heteropsylla spinulosa a), Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus arundinis Hyalopterus pruni, Icery species a spp.), e.g., Icerya purchasi, I Idiocerus spp., Idioscopus spp. opus spp.), Laodelphax striatellus triatellus), Lecanium spp., e.g. Lecanium corni (= Parthenolecanium corni ( Parthenolecanium corni), Lepidosafes species osaphes spp.), e.g., Lepidosaphes ulmi (Lepidosaph es ulmi), Lipaphis erysimi, Rojo Leucasspis japonica (Lopholeucaspis japonica), Rico Lycorma delicatula, Macrosiphum species crosiphum spp.), e.g., Macrosiphum euphorbiae (Macro siphum euphorbiae, Macrosiphum lily m lilii), Macrosiphum rosae, Ma Macrosteles facifrons, Maha Narva spp., Melanaphis sacchari phis sacchari), Metcalfiella species (Metcalfiella s pp.), Metcalfa pruinosa, Metopo Metopolophium dirhodum, Moneria Monellia costalis, Monelliopsis pecanis nelliopsis pecanis), Myzus spp., e.g. Myzus ascalonicus, Myzus cerasi (Myzus cerasi), Myzus ligustri , Myzus ornatus, Myzu persicae s persicae), Myzus nicotianae , Nasonovia ribisnigri, Neomass Neomaskellia spp., Nephotetchchis spp. tettix spp.), e.g., Nephote tettix cincticeps (Nephote ttix cincticeps), Nephotettix nigropictus (Nephote ttix nigropictus), Nettigonicera spectre (Nettigoni clla spectra), Nilaparvata lugens (Nilaparvata lu gens), Oncometopia spp., Orthezia Orthezia praelonga, Oxya chinensis ya chinensis), Pachypsylla spp., Parabemisia myricae, Paratoliosa genus Species (Paratrioza spp.), e.g., Paratrioza cockleri (Para trioza cockerelli), Parlatoria spp. pp.), Pemphigus spp., e.g., Pemphigus Pemphigus bursarius, Pemphigus popplii Pemphigus populivenae, Peregrinus mykiss (Pe regrinus maidis), Perkinsiella species spp.), Phenacoccus spp., e.g. Na Phenacoccus madeirensis, pro Phloeomyzus passerinii, Holod Phorodon humuli, Phylloxera species ra spp.), e.g., Phylloxera devastratrichis devastatrix, Phylloxera notabilis (Phylloxera no tabilis), Pinnaspis aspidistrae (Pinnaspis aspid istrae), Planococcus spp., e.g. Planococcus citri, Prosopidopsilla Flava (Prosopidopsylla flava), Protopulvinaria pyrifolia Lummis (Protopulvinaria pyriformis), Pseudauracus Pseudaulacaspis pentagona, Pseudaulacaspis pentagona Pseudococcus spp., e.g., Pseudococcus ka Pseudococcus calceolariae, Pseudococcus Pseudococcus comstocki, Pseudococcus comstocki Pseudococcus longispinus, Pseudococcus longispinus Pseudococcus maritimus, Pseudococcus Pseudococcus viburni, Psilopsis genus Psyllopsis spp., Psylla spp., e.g. For example, Psylla buxi, Psylla mal i), Psylla pyri, Pteromal species us spp.), Pulvinaria spp., Pillira spp. (Pyrilla spp.), Quadraspidio tus spp.), e.g., Quadraspiziotus juglansregiae (Quad raspidiotus juglansregiae), Quadraspidiotus male Treaeformis (Quadraspidiotus ostreaeformis), Quadraspidiotus pernisiosus ciosus), Quesada gigas, Lastrococus Rastrococcus spp., Rhopalosi spp. phum spp.), e.g., Rhopalosiphum maydis maidis), Rhopalosiphum oxyacanthae (Rhopalosiphum o xyacanthae), Rhopalosiphum padi ), Rhopalosiphum rufiabdminare (Rhopalosiphum rufiabd ominale), Saissetia spp., e.g., Saissetia Saissetia coffeae, Saissetia miranda (S Saissetia miranda), Saissetia neglecta (Saissetia neglecta), Saissetia oleae, Ska Scaphoideus titanus, Scaphoideus g Schizaphis graminum, Serenaspizus alticulata Selenaspidus articulatus, Siph flava a flava), Sitobion avenae, Sogata Sogata spp., Sogatella fucifera rcifera), Sogatodes spp., Stictocepha La Festina (Stictocephala festina), Siphoninus philippinarum Siphoninus phillyreae, Tenaraphala maraiensi Tenalapha malayensis, Tetragonocephalus species tragonocephela spp.), Tinocaris cariaehoriae (Tino callis caryaefoliae), Tomaspis sp. p.), Toxoptera spp., e.g., Toxoptera Toxoptera aurantii, Toxoptera citricidus (Toxoptera citricidus), Trialeurodes vaporariorum ( Trialeurodes vaporariorum, Trioza species spp.), e.g., Trioza diospyri, Chi Typhlocyba spp., Unaspis spp. spp.), Viteus vitifolii, Zigina spp. (Zygina spp.); The suborder Heteroptera, for example, Aelia spp. pp.), Anasa tristis, Anthethiopsis spp. species (Antestiopsis spp.), Boisea spp. , Blissus spp., Calocoris spp. spp.), Campylomma livida, Caveleri Cavelerius spp., Cimex spp. , e.g., Cimex adjunctus, Cimex Hemipterus (Cimex hemipterus), Cimex rectularius (C Cimex lectularius), Cimex pilos ellus), Collaria spp., Creontiades jill Creontiades dilutus, Dasynu piperis s piperis), Dichelops furcatus s), Diconocoris hewetti, Diconocoris hewetti Dysdercus spp., Euschistus spp. us spp.), e.g., Euschistus herous s), Euschistus servus, Euschistus Euschistus tristigmus, Euschistus Euschistus variolarius, Eurydema genus species (Eurydema spp.), Eurygaster sp p.), Halyomorpha halys, Heliopal Heliopeltis spp., Horci as nobilellus), Leptocorisa spp. ), Leptocorisa varicornis, Leptoglossus occidentalis is), Leptoglossus phyllopus ), Lygocoris spp., e.g., Lygocoris pubulnii Lygocoris pabulinus, Lygus spp. For example, Lygus elisus, Lygus hesperus gus hesperus, Lygus lineolari s), Macropes excavatus, Megaco Megacopta cribraria, Miridae dae), Monalonion atratum, Nezha Nezara spp., e.g., Nezara virizura idula), Nysius spp., Oebalus spp. us spp.), Pentomidae, Piesma quadrata (P iesma quadrata), Piezodorus spp. ), for example, Piezodorus guildinii ), Psallus spp., Pseu dacysta persea), Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinoho Scotinophora spp., Stepha pear nitis nashi), Tibraca spp., Triatoma spp. Species (Triatoma spp.); Hymenoptera, for example, Acromyrmecichus species rmex spp.), Athalia spp., e.g., Athalia Athalia rosae, Atta spp., Campo Camponotus spp., Dolichovespula spp. vespula spp.), Diprion spp., e.g. Diprion similis, Hoplopha species locampa spp.), e.g., Hoplocampa kookaei (Hoplocampa cookei), Hoplocampa testud inea), Lasius spp., Linepithema (Iridiomyrmecium Linepithema (Iridiomyrmex) humile , Monomorium pharaonis, Parato Paratrechina spp., Paravespra spp. spula spp.), Plagiolepis spp., Sirex spp., e.g., Sirex noctilio noctilio, Solenopsis invicta a), Tapinoma spp., Technomyrmecides albipes ( Technomyrmex albipes, Urocerus species pp.), Vespa spp., e.g., Vespa crabro a crabro), Wasmannia auropunctata (Wasmannia auro punctata), Xeris spp.; Isopoda, e.g., Armadillidium vulgare (Arma dillidium vulgare, Oniscus asellus ellus), Porcellio scaber; From the order Isoptera, for example, Coptotermes species mes spp.), e.g., Coptotermes formosanus formosanus, Cornitermes cumulans (Cornitermes c umulans), Cryptotermes spp., Incisitermes spp., Ka lotermes spp.), Microtermes oveci (Microtermes o besi), Nasutitermes spp., Odontothe Odontotermes spp., Porote rmes spp.), Reticulitermes spp. .), for example, Reticulitermes flavipes (Reticulitermes fla vipes, Reticulitermes hes perus); Lepidoptera, e.g., Achro ia grisella), Acronicta major ), Adoxophyes spp., e.g., Adoxophyes Adoxophyes orana, Aedes leucomelas ia leucomelas), Agrotis spp., e.g. , Agrotis segetum, Agrotis epsilon (Agrotis ipsilon), Alabama spp., e.g. For example, Alabama argillacea, Amieloi Amyelois transitella, Anarcia species (A narsia spp.), Anticarsia spp., For example, Anticarsia gemmatalis ), Argyroploce spp., Autographa spp. Autographa spp.), Barathra brassicae (Barathra bra ssicae), Blastodacna atra, Boll Borbo cinnara, Bulatrix tulbergii cculatrix thurberiella), Bupa piniarius (Bupa lus piniarius), Busseola spp., Kako Cacoecia spp., Caloptilia teivora lia theivora), Capua reticulana ), Carpocapsa pomonella, Carposi Carposina niponensis, Carposina niponensis Mata (Cheimatobia brumata), Chilo spp. For example, Chilo plejadellus, Chilo sp lessaris (Chilo suppressalis), Coleucis pariana (Cho reutis pariana), Choristoneura sp. spp.), Chrysodeixis chalcites es), Clysia ambiguella, Cunafaro Cnaphalocerus spp., Cnaphalocerus medinarii Cnaphalocrocis medinalis, Cnephasia species phasia spp.), Conopomorpha spp. ), Conotrachelus spp., Copitarsia spp. (Copitarsia spp.), Cydia spp., e.g. Cydia nigricana, Cydia pomonella a pomonella), Dalaca noctuides ), Diaphania spp., Dipa ropsis spp.), Diatraea saccharalis (Diatraea sacc haralis), Dioryctria spp., e.g. Dioryctria zimmermani, Airy Earias spp., Ecdytropha aurantium lopha aurantium, Elasmopalpus lignocellus (Elasmop alpus lignosellus), Eldana saccharina charina), Ephestia spp., e.g. Ephestia elutella, Ephestia quaeniae Ephestia kuehniella, Epinotia species spp.), Epiphyas postvittan a), Erannis spp., Oerskobiella musculana (E rschoviella musculana), Etiella sp. p.), Eudocima spp., Eulia spp. spp.), Eupoecilia ambiguel la), Euproctis spp., e.g. Euproctis chrysorrhoea, Euproctis species (Euxoa spp.), Feltia spp., Galleria meliloti Galleria mellonella, Gracilaria species laria spp.), Grapholitha spp., e.g. For example, Grapholita molesta, Grapholita pu Grapholita prunivora, Hedyl spp. epta spp.), Helicoverpa spp., e.g. For example, Helicoverpa armigera, Helicoverpa Helicoverpa zea, Heliothi species s spp.), e.g., Heliothis virescens ens), Hofmannophila pseudospretella (Hofmannophila ps eudospretella), Homoeosoma spp. , Homona spp., Hyponomeuta padera ta padella), Kakivoria flavofasciata (Kakivoria fla vofasciata), Lampides spp., Rafigma Genus species (Laphygma spp.), Laspeyres ia molesta), Leucinodes orb onalis, Leucoptera spp., e.g., Leucoptera Leucoptera coffeella, Lithocoletis spp. Species (Lithocolletis spp.), e.g., Lithocolletis brancaldera (Lithocolletis blancardella), Lithophane antennina Lithophane antennata, Lobesia spp. pp.), e.g., Lobesia botrana, Loxag Loxagrotis albicosta, Lymantria genus Species (Lymantria spp.), e.g., Lymantria dispar (Lymant ria dispar), Lyonetia spp., e.g. Lyonetia clerkella, Malacosoma neus Malacosoma neustria, Malca testularis ca testulalis), Mamestra brassicae (Mamestra bras sicae), Melanitis leda, Mo cis spp.), Monopis obviella, Mythimna separata, Nemapogon croacellus (Nemapogon cloacellus), Nymphula spp. pp.), Oiketicus spp., Onphysa spp. phisa spp.), Operophtera spp., O Oria spp., Orthaga spp., Ost Ostrinia spp., e.g., Ostrinia nubilalis (Os trinia nubilalis), Panolis flammea (Panolis fla mmea), Parnara spp., Pectinophora spp. inophora spp.), e.g., Pectinophora gossipiera (Pectino phora gossypiella), Perileucoptera species (Perileucoptera species tera spp.), Phthorimaea spp., e.g. For example, Phthorimaea operculella , Phyllocnistis citrella, Phyllonorycter spp., e.g., Phyllonory Phyllonorycter blancardella , Phyllonorycter crataege lla), Pieris spp., e.g., Pieris rapae (Pi eris rapae), Platynota stulta na), Plodia interpunctella ), Plusia spp., Plutella xylostella la xylostella)(=Plutella macripennis (Plutella ma culipennis), Podesia spp., e.g., Podesia Podesia syringae, Prays species spp.), Prodenia spp., Protoparce spp. otoparce spp.), Pseudaletia spp. .), for example, Pseudaletia unipuncta (Pseudaletia unipun cta), Pseudoplusia includens (Pseudoplusia inclu dens), Pyrausta nubilalis, Raki Rachiplusia nu, Schoenobia species bius spp.), e.g., Schoenob bipunctifer (Schoenob ius bipunctifer), Scirpophaga sp. p.), e.g., Scirpophaga innotata a), Scotia segetum, Sesamia species mia spp., e.g., Sesamia inferens ens), Sparganothis spp., Spodoptera Spodoptera spp., e.g., Spodoptera ellagiana (Spo doptera eradiana), Spodoptera exigua a exigua), Spodoptera frugiperda (Spodoptera frugi perda), Spodoptera praefica ), Stathmopoda spp., Stenoma spp. oma spp.), Stomopteryx subesivera (Stomopteryx su bsecivella), Synanthedon spp., Te Tecia solanivora, Thaumatopoea species umetopoea spp.), Thermesia gemmatalis (Thermesia g emmatalis), Tinea cloacella, Tinea Tinea pellionella, Tinea bisselliera ineola bisselliella), Tortrix sp. p .), Trichophaga tapetzella, Trichoplusia spp., e.g., Trichoplusia Trichoplusia ni, Trypor yza incertulas), Tuta absoluta, Viracola spp.; Orthoptera or Saltatoria, for example, Aketa Acheta domesticus, Dichlopulus species roplus spp.), Gryllotalpa spp., For example, Gryllotalpa gryllotalpa a), Hieroglyphus spp., Locusta spp. ocusta spp.), e.g., Locusta migratoria (Locusta mig ratoria, Melanoplus spp., e.g. Melanoplus devastator, Paratra Paratlanticus ussuriensis, Schistocerca gregaria; From the order Phthiraptera, for example, Damalinia species ia spp.), Haematopinus spp., Rhino Linognathus spp., Pedicul us spp.), Phylloxera vasta trix), Phthirus pubis, Trichodectes species (Trichodectes spp.); From the order Psocoptera, for example, Lepinotus species tus spp.), Liposcelis spp.; From the order Siphonaptera, for example, Ceratophyllus species phyllus spp.), Ctenocephalides spp. spp.), e.g., Ctenocephalides canis (Ctenocephalide s canis), Ctenocephalides felis (Ctenocephalides felis), Pulex irritans, Tunga pene Tunga penetrans, Xenops ylla cheopis); Thysanoptera, e.g., Anaphotryps obscurus Anaphothrips obscurus, Variothrips biformis (B aliothrips biformis), Caetanahothrips leeuweni (Ch aetanaphothrips leeuweni), Drepanothrips leeuweni ( Drepanothrips reuteri), Enneothrips flavens (En neothrips flavens), Frankliniella species lla spp.), e.g., Frankliniella fusca (Frankliniella fusca), Frankliniella occidentalis (Frankliniella occidentalis), Franklinie sculptosa (Franklinie lla schultzei), Frankliniela tritici (Frankliniel la tritici), Frankliniella bassinii (Frankliniella vaccinii), Frankliniella williamsii (Frankliniella williamsi), Haplothrips spp., He Heliothrips spp., Heliothrips femora Squirrel (Hercinothrips femoralis), Chacothrips species (Kak othrips spp.), Rhipiphorothrips cruentatus (Rhipiphor othrips cruentatus), Scirtothri species ps spp.), Taeniothrips cardamomum damomi), Thrips spp., e.g., Thrips palmi (Thrips palmi), Thrips tabaci; Zygentoma (=Thysanura), e.g., Ctenolepisma Genus species (Ctenolepisma spp.), Lepisma saccharina (Lepisma saccharina), Lepismodes inquilinus (Lepismodes i nquilinus, Thermobia domestica ca); From the class Symphyla, for example, Scutigere species lla spp.), e.g., Scutigerella inmaculata immaculata); Pests of the phylum Mollusca, e.g., Bivalvia For example, Dreissena spp.; and also Gastropoda, for example, Arion spp. .), for example, Arion ater rufus, Bio Biomphalaria spp., Bulinus spp. us spp.), Deroceras spp., e.g. Deroceras laeve, Galba spp. ), Lymnaea spp., Oncomelania spp. lania spp.), Pomacea spp., Succinea spp. (Succinea spp.); Plant pests of the phylum Nematoda (i.e., plant-parasitic nematodes), especially Aggrenota Aglenchus spp., e.g., Aglenchus agricola (A glenchus agricola), Anguina spp. For example, Anguina tritici, Aphelenkoi Aphelenchoides spp., e.g., Aphelenchoides Aphelenchoides arachidis, Aphelenchoide Aphelenchoides fragariae, Belonolli Mus species (Belonolaimus spp.), e.g., Belonolaimus gracilis Belonolaimus gracilis, Belonolaimus longicaudatus Belonolaimus longicaudatus, Belonolaimus norvegicus Toni (Belonolaimus nortoni), Bursafelencus species (Bur saphelenchus spp.), e.g., Bursaphelenchus coccophyllus ( Bursaphelenchus cocophilus), Bursaphelenchus elegans Mus (Bursaphelenchus eremus), Bursaphelenchus xylo Bursaphelenchus xylophilus, Cacopaurus genus Cacopaurus spp., e.g., Cacopaurus pestis (Cacop aurus pestis), Criconemella spp. ), for example, Criconemella curvata, Criconemella onoensis, Crico Criconemella ornata, Criconemella lucius Criconemella rusium, Criconemella xenoplakis (Cr iconemella xenoplax)(=Mesocriconema xenoplakis(Me socriconema xenoplax), Criconnemoides species (Cricon emoides spp.), e.g., Cricon emoides ferniae (Cricon emoides ferniae), Criconemoides onoense (Criconem oides onoense), Criconemoides ornatum (Criconemoi des ornatum), Ditylenchus spp. For example, Ditylenchus dipsaci, Dolicho Dolichodorus spp., Globodera spp. ra spp.), e.g., Globodera pallida ), Globodera rostochiensis ), Helicotylenchus spp., e.g. Helicotylenchus dihystera , Hemicriconemoides spp., Hemi Hemicycliophora spp., Heterodera spp. eterodera spp.), e.g., Heterodera avenae (Heteroder a avenae), Heterodera glycine s), Heterodera schachtii, Hills Hirschmaniella spp., Hoplolimus spp. oplolaimus spp.), Longidorus spp. .), e.g., Longidorus africanu s), Meloidogyne spp., e.g., Meloidogyne Meloidogyne chitwoodi, Meloidogyne phala Rachis (Meloidogyne fallax), Meloidogyne hapula (Meloi dogyne hapla), Meloidogyne incognita (Meloidogyne incognita), Meloinema spp., Nacobbus Nacobbus spp., Neotylenchus spp. spp.), Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp. Species (Paratrichodorus spp.), e.g., Paratrichodorus minor (Paratrichodorus minor), Paratylenchus species (Paraty lenchus spp.), Pratylenchus spp. .), for example, Pratylenchus penetrance (Pratylenchus penetrance) rans), Pseudohalenchus spp., Psilenchus spp., Punct odera spp.), Quinisulcius spp. ), Radopholus spp., e.g., Radopholus citro Radopholus citrophilus, Radopholus similis ( Radopholus similis), Rotylenchu ​​spp. lus spp.), Rotylenchus spp., Scute Scutellonema spp., Subanguina spp. uina spp.), Trichodorus spp., e.g. For example, Trichodorus obtusus, Trichodorus Trichodorus primitivus, Chilencolyne Tylenchorhynchus spp., e.g., Tylenchorhynchus Tylenchorhynchus annulatus, Chilench Tylenchulus spp., e.g., Tylenchulus semipennetra ance (Tylenchulus semipenetrans), Xiphinema species (X iphinema spp.), e.g., Xiphinema index (Xiphinem a index).

[0158] The compounds of formula (I) may optionally be used to remove the May also be used as an herbicide, safener, growth regulator or agent for improving plant properties or a microbicide or gametocide e) as, for example, fungicides, antifungal agents, c) Bactericides or viricides (which also include agents acting against viroids) or to treat MLO (mycoplasma-like organisms) and RLO (rickettsiae Where appropriate, they may also be used as agents against other activating compounds. They can also be used as intermediates or precursors for the synthesis of products.

[0159] formulation The present invention further provides at least one compound of formula (I) as defined above. The present invention also relates to formulations, compositions and use forms containing the compounds. Such formulations and compositions are particularly and a pesticide (e.g., Such formulations may further contain adjuvants, At least one further component selected from an excipient, a solvent and / or an additional pharmaceutically active agent. Optionally, the formulation or use form may contain a further compound comprising Biological agents and / or adjuvants that enhance their action, such as penetrating agents, e.g., vegetable oils (e.g. rapeseed oil, sunflower oil), mineral oil (e.g. paraffin oil), vegetable fatty acid arsenic alkyl esters (e.g., rapeseed oil methyl ester or soybean oil methyl ester), or Alkanol alkoxylates and / or spreading agents, e.g., alkylsiloxanes and / or salts, such as organic or inorganic ammonium or phosphonium salts (e.g., sulfur ammonium hydrogen phosphate or diammonium hydrogen phosphate), and / or a retention promoter tion promoter) (e.g., dioctyl sulfosuccinate or hydroxypropyl Pilguar polymer), and / or humectant (e.g., glycerol), and / or fertilizer fertilizers (e.g., ammonium-, potassium-, or phosphorus-containing fertilizers).

[0160] Conventional formulations are, for example: aqueous solutions (SL), emulsifiable concentrates (EC), Oil-in-water emulsion (EW), suspension formulation (SC, SE, FS, OD), water dispersible granule ( WG), granules (GR), and capsule concentrates es)(CS); these and other possible formulations are described, for example, in Crop Life International and in Pe sticide Specifications, Manual on develo pment and use of FAO and WHO specificati ons for pesticides, FAO Plant Production and Protection Papers -173(Source: the FAO / WHO Joint Meeting on Pesticide Specifica tions, 2004, ISBN:9251048576). The preparation comprises a compound of formula (I): In addition to one or more of the compounds shown, optionally contain further pesticidal active compounds .

[0161] These are preferably free of adjuvants such as extenders, solvents, spontaneous promoters, etc. Neity promoter), carrier, emulsifier, dispersant, antifreeze (frost p protectants), biocides, thickeners and / or other auxiliary agents (e.g., adjuvants In this context, adjuvants are formulations or forms of use that contain A component that enhances the biological effect of the formulation, and which itself has a biological effect. Examples of adjuvants include those that retain, spread, or adhere to the leaf surface. agents that enhance penetration or agents that enhance penetration.

[0162] These preparations can be prepared in a known manner, for example by incorporating a compound of formula (I) into an adjuvant, such as Bulking agents, solvents and / or solid carriers, and / or other adjuvants, such as surfactants Such formulations may be prepared in suitable equipment or , prepared before or during application.

[0163] The adjuvants used may be formulations of the compounds of formula (I) or formulations prepared from such formulations. forms of use (e.g., ready-to-use pesticides, e.g., special properties, e.g., specific physical or technical characteristics of the product (e.g., spray or seed dressing product) and / or may be a substance suitable for imparting biological properties, etc.

[0164] Suitable extenders include, for example, water and polar and non-polar organic chemical liquids, such as: Selected from the following classes: aromatic and non-aromatic hydrocarbons (e.g., para- and chloro- fins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohol and polyols, which may, where appropriate, be substituted and etherified. and / or esterified), ketones (e.g., acetone, toluene, cyclohexanone), esters (which include fats and oils) and (poly i) Ethers, unsubstituted and substituted amines, amides, lactams (e.g., N-alkylpyrrolidones) and lactones, sulfones, and sulfoxides (e.g., dimethyl sulfoxide), carbonates and nitriles.

[0165] When the extender used is water, an organic solvent, for example, can also be used as a co-solvent. Essentially, suitable liquid solvents are: aromatic compounds, e.g. xylene; toluene or alkylnaphthalenes, chlorinated aromatic compounds or chlorinated aliphatic carbon hydrogen, for example, chlorobenzenes, chloroethylenes or methylene chloride, aliphatic carbons Hydrogen, for example, cyclohexane or paraffins, for example, mineral oil fractions, mineral oils and vegetable oils Oils, alcohols, e.g. butanol or glycols and their ethers and esters esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone, strongly polar solvents such as dimethylformamide or dimethyl sulfoxide, sulfoxides, carbonates, such as propylene carbonate, butylene carbonate, diethyl carbonate, or dibutyl carbonate, or nitriles, such as acetonitrile or propane nitrile Lil.

[0166] In principle, all suitable solvents can be used. Examples of suitable solvents are aromatic aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons Hydrogen or chlorinated aliphatic hydrocarbons, such as chlorobenzene, chloroethylene or methyl chloride hydrocarbons such as cyclohexane, paraffins, petroleum fractions, mineral oils and vegetable oils. Oils, alcohols such as methanol, ethanol, isopropanol, and butanol or glycols and their ethers and esters, ketones, e.g., acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as diethyl ketone, Methyl sulfoxide, carbonates such as propylene carbonate, butylene carbonate, dicarbonate ethyl or dibutyl carbonate, nitriles such as acetonitrile or propanediol tolyl, and also water.

[0167] In principle, all suitable carriers can be used. Useful carriers include, in particular, Examples of suitable ammonium salts include ammonium salts and ground cereals. Natural minerals, such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite, Morillonite or diatomaceous earth, and ground synthetic materials such as finely ground silica, Alumina and natural or synthetic silicates, resins, waxes, and / or solid fertilizers Mixtures of such carriers may be used as well. Useful carriers for granules include: Examples include: crushed and separated natural rocks, e.g. , calcite, marble, pumice, sepiolite, dolomite, and composites of inorganic and organic coarse meals. Granules, as well as organic materials (e.g., sawdust, paper, coconut shells, corn, etc.) Granules made from cereals such as barley cobs and tobacco petioles.

[0168] It is also possible to use liquefied gas extenders or solvents. Particularly suitable extenders or carriers The body may be a bulking agent or carrier that is gaseous at ambient temperature and atmospheric pressure, e.g., an aerosol propellant. Gases such as halohydrocarbons, and also butane, propane, nitrogen and carbon dioxide And so on.

[0169] Emulsifiers and / or foam formers, dispersants or with ionic or non-ionic properties Examples of wetting agents or mixtures of these surfactants are: Polyacrylamide salts of lignosulfonic acid, salts of lignosulfonic acid, phenolsulfonic acid or naphthalenesulfonic acid Salts of acids, polycondensates of ethylene oxide and fatty alcohols or polycondensates of ethylene oxide and fatty Polycondensation products of fatty acids or polycondensation products of ethylene oxide and fatty amines, of substituted phenols (preferably alkylphenols or arylphenols) Polycondensation products, salts of sulfosuccinate esters, taurine derivatives (preferably alkyl taurine) esters), isethionate derivatives, phosphate esters or polyethoxylated alcohols Phosphate esters of ethoxylated phenols, fatty esters of polyols, and acetyl sulfates Derivatives of the compounds containing anions, sulfonate anions and phosphate anions, e.g. , alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfonates Phosphates, aryl sulfonates, protein hydrolysates, lignosulfite waste liquid and methylcellulose. One of the compounds represented by formula (I) and / or the inactive If one of the polymeric carriers is water-insoluble and application is by water, a surfactant may be present. It is advantageous to have it present.

[0170] Further adjuvants in the formulations and in the use forms derived therefrom include colorants, For example, inorganic pigments such as iron oxide, titanium oxide and Prussian blue n Blue), and organic dyes such as alizarin dyes, azo dyes and metal phthalo dyes. cyanine dyes, and nutrients and micronutrients, such as iron salts, manganese salts, boron salts, Copper salts, cobalt salts, molybdenum salts, zinc salts, and the like can be used.

[0171] Further ingredients may include stabilizers (e.g., low-temperature stabilizers), preservatives, antioxidants, light stabilizers, or may be another agent that improves chemical and / or physical stability. A foaming or defoaming agent may also be present.

[0172] The preparation and the use form derived from the preparation may contain, as additional adjuvants, adhesives, For example, carboxymethylcellulose, and powder, granules, or latex Natural and synthetic polymers in the form of e.g., gum arabic, polyvinyl alcohol and polyvinyl acetate, or natural phospholipids, such as cephalin and lecithin, and Synthetic phospholipids and the like can also be present. Further possible adjuvants are mineral oils and vegetable oils. It's oil.

[0173] Optionally, further adjuvants are also present in the formulation and in the use forms derived therefrom. Examples of such additives include fragrances, protective colloids, binders, etc. agents, adhesives, thickeners, thixotropic agents, penetrating agents, retention promoters, stabilizers, sequestering agents, complexing agents In general, the compounds of formula (I) are used as pharmaceutical agents. The composition may be combined with any solid or liquid additive commonly used in the art.

[0174] Useful retention aids include any material that reduces dynamic surface tension (e.g., sulfosuccinate). dioctyl ester) or any substance that increases viscoelasticity (e.g., hydroxypropyl guar Polymers) are included.

[0175] In the context of the present invention, suitable penetrants are those which are capable of enhancing the penetration of the pesticidal active compound into the plant. In this context, penetrants are all substances that are commonly used for These compounds penetrate into the plant cuticle from the (aqueous) application solution and / or from the spray coating. the ability to penetrate the skin and thereby enhance the intracuticular mobility of the active compound. To confirm this property, we used the literature (Baur et al., 1999). 97, Pesticide Science 51, 131-152) Examples of such methods include the use of alcohol alkoxylates, e.g. , coconut fatty ethoxylate ) (10) or isotridecyl ethoxylate (12), fatty acid esters, such as Rapeseed oil methyl ester or soybean oil methyl ester, fatty amine alkoxylate , for example, tallow amine ethoxylate (15), or ammonium salts and / or phosphates. sulfonium salts, such as ammonium sulfate or diammonium hydrogen phosphate; It is possible.

[0176] The formulation preferably contains 0.00000001% by weight to 9% by weight based on the weight of the formulation. 8% by weight of the compound of formula (I), or particularly preferably 0.01% by weight The composition preferably contains 0.5 to 95% by weight of the compound represented by formula (I). The composition contains 100% to 90% by weight of the compound represented by formula (I).

[0177] The compound represented by formula (I) in the use form prepared from the formulation (especially a pesticide) The content of the compound of formula (I) in the formulation can vary within a wide range. The concentration of the compound is generally 0.00000001% by weight based on the weight of its use form. up to 95% by weight of the compound represented by formula (I), preferably 0.00001% by weight to 1% by weight % of the compound of formula (I). The compound can be prepared by a conventional method suitable for the form of use. Use it.

[0178] mixture The compounds of formula (I) may be used, for example, in combination with a prolonged action to broaden the spectrum of action. To increase the duration, speed of action, and repulsion Use one or more suitable fungicides, fungicides, or fungicides to prevent the development of resistance. Bactericides, acaricides, molluscicides, nematicides, insecticides, microbiocides oculars), beneficial species, herbicides, fertilizers, bird repellents, plant enhancers (phytotoni c) in mixtures with sterilants, safeners, semiochemicals and / or plant growth regulators Furthermore, such active compound combinations can be used to improve plant growth. and / or tolerance to abiotic factors (e.g., high or low temperatures), Improving tolerance to drought or increased water content or soil salinity Furthermore, it is possible to improve flowering and fruiting performance, and germination ability. It is also possible to optimize the strength and root development, and to facilitate harvesting, It is possible to improve yield, influence maturity and It is also possible to improve the quality and / or nutritional value of the harvested produce. It may also increase shelf life and / or improve the processability of the harvested product It is also possible to do this.

[0179] Additionally, the compounds of formula (I) may be used in combination with other active compounds or semiochemicals (e.g., derivatives). attractants, and / or bird repellents, and / or plant activators, and / or growth regulators, and The compound represented by formula (I) can also be present in a mixture with a fertilizer (and / or fertilizer). The compounds are used to improve plant characteristics (e.g., growth, yield, and quality of the crop). It is also possible to use

[0180] In a particular embodiment according to the invention, the compound of formula (I) is present in the formulation or In the use forms prepared from such formulations, further compounds (preferably those described below) may be present. It exists in a mixed state with other compounds (compounds listed).

[0181] When one of the compounds described below can exist in various tautomeric forms , and in each case, even if not explicitly mentioned, these forms are equally included. Furthermore, all named mixing partners are possible due to their functional groups. If possible, salts can also be formed with suitable bases or acids.

[0182] Insecticides / Acaricides / Nematicides The active compounds identified herein by "common names" are known and For example, the pesticide handbook ("The Pesticide Manual” 16th Ed., British Cro p Protection Council 2012) or can be found on the internet (e.g., http: / / www.alanw ood.net / pesticides). The classification was The latest IRAC Mode of Action Classification It is based on the "Scheme".

[0183] (1) Acetylcholinesterase (AChE) inhibitors, preferably Carbamates, including alanycarb, aldicarb, bendiocarb, and benflaca Rub, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbos fluphen, ethiofencarb, fenobucarb, formetanate, furathiocarb, ibuprofen Soprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, Lopoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XM C and xylylcarb; or Organic phosphate esters, such as acephate, azamethiphos, azinphos-ethyl, Azinphos-methyl, cadusafos, chlorethoxyphos, chlorfenvinphos, chlor Mephos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, dimethicone Azinone, dichlorvos / DDVP, dicrotophos, dimethoate, dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famfur, Fenamiphos, Fen Nitrothion, fenthion, fosthiazate, heptenophos, imidazophos, isofen Nphos, O-(methoxyaminothiophosphoryl) salicylate isopropyl, isoxathio malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos methicone, naled, omethoate, oxydemeton-methyl, parathion-methyl, phenthoate phosalone, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methionine le, profenofos, propetamfos, prothiofos, pyraclofos, pyridaphenthio quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlor Selected from vinphos, thiometon, triazophos, trichlorfon and vamidothion .

[0184] (2) GABA-regulated chloride channel blockers, preferably Cyclodiene-organochlorine, selected from chlordane and endosulfan or Phenylpyrazoles (fiproles), which consist of ethiprole and fipronil are selected.

[0185] (3) sodium channel modulators, preferably Pyrethroids, which include acrinathrin, allethrin, and d-cis-trans allethrin d-transallethrin, bifenthrin, bioallethrin, bioallethrin s- Cyclopentenyl isomers, bioresmethrin, cycloprothrin, cyfluthrin, beta -Cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cyper Methrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin cypermethrin, zeta-cypermethrin, cyphenothrin [(1R)-trans-isomer], delta Methrin, empenthrin [(EZ)-(1R)-isomer], esfenvalerate, Tofenprox, fenpropathrin, fenvalerate, flucythrinate, flu Methrin, Tau-fluvalinate, Halfenprox, Imiprothrin, Kadetrin , momfluorotrin, permethrin, phenothrin [(1R)-trans-isomer], Prallethrin, pyrethrins (pyrethrum), resmethrin, Silaf Luofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomer], selected from larometrin and transfluthrin; or DDT; or methoxychlor.

[0186] (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators, preferably Or, Neonicotinoids, which include acetamiprid, clothianidin, dinotefuran, and imipenem. selected from dacloprid, nitenpyram, thiacloprid and thiamethoxam; or , nicotine; or sulfoximines, which are selected from sulfoxaflor; or butenolides, which are selected from flupyradifurone; or Mesoionics, which are selected from triflumezopyrim.

[0187] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators -, preferably, Spinosyns, which are selected from spinetoram and spinosad.

[0188] (6) Allosteric modulation of glutamate-regulated chloride channels (GluCl) Tar, preferably Avermectins / milbemycins, which include abamectin, emamectin benzoate The compound is selected from the group consisting of lepimectin and milbemectin.

[0189] (7) Juvenile hormone mimetics, preferably Juvenile hormone analogs selected from hydroprene, kinoprene and methoprene. or Fenoxycarb; or pyriproxyfen.

[0190] (8) Various unspecified (multi-site) inhibitors, preferably Alkyl halides, selected from methyl bromide and other alkyl halides or Chloropicrin; or sulfuryl fluoride; or borax; or tartar emetic; or Methyl isocyanate generating substances, which are diazomet and metham are selected.

[0191] (9) Chordotonal organ TRPV channel modulators, including pymetrozine and pyrimidine fluquinazone.

[0192] (10) Mite growth inhibitors, such as clofentezine, hexythiazox, and diflovir. It is selected from Dazin and Etoxazole.

[0193] (11) A microbial disruptor of the insect gut membrane, Bacillus thuringiensis Bacillus thuringiensis subsp. ecies israelensis), Bacillus sphaericus sphaericus), Bacillus thuringiensis subsp. aizawai (Baci Illus thuringiensis subspecies aizawai), Bacillus thuringiensis subsp. kurstaki (Bacillus thuringiensis nsis subspecies kurstaki), Bacillus thuringiensis subspecies tenebrionis (Bacillus thuringiensis subspecies cies tenebrionis) and Bt plant proteins (which include Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCr y3A, Cry3Ab, Cry3Bb and Cry34Ab1 / 35Ab1 ) is selected.

[0194] (12) Inhibitors of mitochondrial ATP synthase, preferably an ATP disruptor, which is selected from diafenthiuron; or Organotin compounds, which consist of azocyclotin, cyhexatin and fenbutatin oxide selected; or Propargite; or tetradifon.

[0195] (13) Uncouplers of oxidative phosphorylation by disrupting the proton gradient, which It is selected from lorfenapir, DNOC and sulfluramide.

[0196] (14) Nicotinic acetylcholine receptor channel blockers, such as bensultat , cartap hydrochloride, thiocyclam and thiosultap sodium The compound is selected from the group consisting of ammonium, ammonium hydroxide, ammonium nitrate ...

[0197] (15) Chitin biosynthesis inhibitors (type 0), such as bistrifluron and chlorflurane. Luazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflu Muron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflum is selected from

[0198] (16) Chitin biosynthesis inhibitors (type 1), which are selected from buprofezin do.

[0199] (17) Molting disruptors (especially for Diptera, i.e., For dipterans), this is selected from cyromazine.

[0200] (18) Ecdysone receptor agonists, such as chromafenozide, halofenozide, and metoprolol. It is selected from toxifenozide and tebufenozide.

[0201] (19) Octopamine receptor agonists, which are selected from amitraz.

[0202] (20) Mitochondrial complex III electron transport inhibitors, such as hydramethylnon, It is selected from acequinocyl and fluacrypyrim.

[0203] (21) Mitochondrial complex I electron transport inhibitors, preferably METI acaricides, which include fenazaquin, fenpyroximate, pyrimidifen, selected from pyridaben, tebufenpyrad and tolfenpyrad; or Rotenone (Derris).

[0204] (22) Voltage-dependent sodium channel blockers, such as indoxacarb and metoprolol It is selected from taflumizone.

[0205] (23) Acetyl-CoA carboxylase inhibitors, preferably Tetronic acid derivatives and tetramic acid derivatives, such as spirodiclofen, spiromethicone, It is selected from phen and spirotetramat.

[0206] (24) Mitochondrial complex IV electron transport inhibitors, preferably Phosphine-based compounds, which include aluminum phosphide, calcium phosphide, phosphine, and phosphorus zinc oxide; or Cyanides, including calcium cyanide, potassium cyanide, and sodium cyanide is selected from.

[0207] (25) Mitochondrial complex II electron transport inhibitors, preferably β-ketonitrile derivatives, which are selected from cyenopyrafen and cyflumetofen. and Carboxanilides, which are selected from piflubumid.

[0208] (28) Ryanodine receptor modulators, preferably Diamides, including chlorantraniliprole, cyantraniliprole, and fulve The diamides are selected from the group consisting of phenylalanine, ...

[0209] (29) Chordotonal organ modulators (target sites undefined), which are The compound is selected from the group consisting of amides.

[0210] (30) An additional active ingredient selected from the following: acinonapir, afidopiro Pen, Afoxolaner, Azadirachtin, Benclotiaz, Benzoximate, Ben Zpirimoxan, bifenazate, broflanilide, bromopropylate, chinomethionine phosphate, chloroprallethrin, cryolite lite), cyclaniliprole, cycloxapride, cyhalodiamide (cyhalod iamide, dichloromezothiaz, dicofol, dimpropyridaz ridaz), ε-metofluthrin, ε-momfluthrin (epsilon-momfl uthrin), flometoquin, fluazaindolizine, fluensulfone, flufene Rim, Flufenoxystrobin, Flufiprole, Fluhexafon, Fluopyram, Flupirimine, fluralaner, fluxametamide, fufenozide, guadipyr, heptaf Lutrin, Imidaclotiz, Iprodione, Isocycloceram, κ-bifenthrin, κ -Tefluthrin, Lotilaner, Meperfluthrin, Oxazosulfil, Paicongudi Paichongding, pyridalyl, pyrifluquinazon, pyriminostrobi spirobudiclofen, spiropyridione, tet Lamethylfluthrin, Tetraniliprole, Tetrachlorantraniliprole, Tigorane tigolaner, thioxazaphen, thiofluoximate oximate), iodomethane; and Bacillus firmus (Bacillus firmus-based preparations (I-1582, BioNeem, Votivo) , and further the following compound: 1-{2-fluoro-4-methyl-5-[(2,2, 2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1 H-1,2,4-triazol-5-amine (known from WO2006 / 043635) CAS 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl) prop-2-en-1-yl]-5-fluorospiro[indole-3,4'-piperidinyl 2-chloropyridin-4-yl)methanone (WO2003 / 106457) (CAS 637360-23-7), 2-chloro-N-[2- {1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidinyl {4-(trifluoromethyl)phenyl}isonicotinamide (WO20 06 / 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-methyl Toxo-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl Carbonate (known from EP2647626) (CAS 1440516-42-6) , 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidine-1- yl)-5-fluoropyrimidine (known from WO2004 / 099160) (CAS 7 92914-58-0), PF1364 (known from JP2010 / 018586) (CA S 1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridyl )methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (W Known from O2013 / 144213) (CAS 1461743-15-6), N-[3 -(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoro (trifluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (W Known from O2010 / 051926) (CAS 1226889-14-0), 5-bro 4-chloro-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]methylcarbamoyl ]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (CN1032 32431) (CAS 1449220-44-3), 4-[5-(3,5-di (chlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazo lyl]-2-methyl-N-(cis-1-oxido-3-thietanyl)benzamide, 4- [5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl) -3-Isoxazolyl]-2-methyl-N-(trans-1-oxide-3-thietaniline 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-diphenyl]benzamide and 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-diphenyl]benzamide Hydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cyclohexyl) (1-oxide-3-thietanyl)benzamide (WO2013 / 050317A1 or (known from others) (CAS 1332628-83-7), N-[3-chloro-1-(3-pyridinyl) N-ethyl-3-[(3,3,3-trifluoromethyl)-1H-pyrazol-4-yl]-N ... (+)-N-[3-chloro-1-(3-propyl)sulfinyl]propanamide, lysinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-triphenylphosphine)- (-)-N-[3-chloro-1-(chloropropyl)sulfinyl]propanamide and (-)-N-[3-chloro-1-((chloropropyl)sulfinyl]propanamide 3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3- (trifluoropropyl)sulfinyl]propanamide (WO2013 / 162715A 2, WO2013 / 162716A2, US2014 / 0213448A1) ( CAS 1477923-37-7), 5-[[(2E)-3-chloro-2-propene- 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]phen Nyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide , (known from Liudaibenjiaxuanan, CN103109816A) (C AS 1232543-85-9;N-[4-chloro-2-[[(1,1-dimethylethyl) 1-(3-chloro-2-pyridinyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl) (fluoromethoxy)-1H-pyrazole-5-carboxamide (WO201 2 / 034403A1) (CAS 1268277-22-0), N-[2-( 5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl [3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-chlor Voxamide (known from WO2011 / 085575A1) (CAS 1233882-2 2-8), 4-[3-[2,6-dichloro-4-[(3,3-dichloro-2-propene- 1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl (I)pyrimidine (known from CN101337940A) (CAS 1108184-52 -6; (2E)- and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trimethylsilyl)phenyl]-4-(4-cyanophenyl)-1-(4-methylphenyl)-2 ... -N-[4-(difluoromethoxy)phenyl]ethylidene]-N-[4-(difluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl hydrazinecarboxamide (known from CN101715774A) (CAS 123 2543-85-9; 3-(2,2-dichloroethenyl)-2,2-dimethyl-4-( 1H-Benzimidazol-2-yl)phenyl-cyclopropanecarboxylic acid ester ( Known from CN103524422A) (CAS 1542271-46-4); (4aS )-7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl) (fluoromethyl)thio]phenyl]amino]carbonyl]indeno[1,2-e][1,3 ,4]Oxadiazine-4a(3H)-carboxylic acid methyl ester (CN1023912 61A) (CAS 1370358-69-2); 6-deoxy-3-O-ethyl 2,4-di-O-methyl-, 1-[N-[4-[1-[4-(1,1,2,2,2- Pentafluoroethoxy)phenyl]-1H-1,2,4-triazol-3-yl] [phenyl]carbamate]-α-L-mannopyranose (US2014 / 0275503A 1) (CAS 1181213-14-8); 8-(2-cyclopropylmethacrylate) (4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin (3-phenyl-3-yl)-3-aza-bicyclo[3.2.1]octane (CAS 1253850 -56-4), (8-anti)-8-(2-cyclopropylmethoxy-4-trifluoro Methyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3- Aza-bicyclo[3.2.1]octane (CAS 933798-27-7), (8-cyclohexyl) phenoxy)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3 -(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2. 1] Octane (known from WO2007040280A1 and WO2007040282A1) )(CAS 934001-66-8), N-[3-chloro-1-(3-pyridinyl)- 1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl) 1)thio]-propanamide (WO2015 / 058021A1, WO2015 / 058 028A1) (CAS 1477919-27-9) and N-[4-(amino (nothioxomethyl)-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]methyl] [Toxoxy]-pyrimidine (known from WO2013 / 115391A1) (CAS 1449 021-97-9), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy- 1-Methyl-1,8-diazaspiro[4.5]decane-2,4-dione (WO2014 / 187846A1) (CAS 1638765-58-8), 3-(4-chloro -2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazo Zaspiro[4.5]dec-3-en-4-yl-carboxylic acid ethyl ester (WO201 0 / 066780A1, known from WO2011151146A1) (CAS 12290 23-00-0), 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-benzal mide (known from WO2011 / 067272 and WO2013 / 050302) (CAS 1309959-62-3).

[0211] disinfectant Active ingredients identified herein by "common name" are known and For example, see "The Pesticide Manual (16th Ed.Bri or listed in the National Crop Protection Council (Nat. Or you can search the internet (e.g. "www.alanwood. net / pesticides").

[0212] All biocidal mixtures named in classes (1) to (15) are If the functional groups allow it, it may also be possible to form salts with suitable bases or acids. All mixing partners named in classes (1) to (15) are to be used where appropriate. may include tautomeric forms.

[0213] (1) Inhibitors of ergosterol biosynthesis, e.g., (1.001) cyproconazole , (1.002) Difenoconazole, (1.003) Epoxiconazole, (1.00 4) Fenhexamid, (1.005) Fenpropidin, (1.006) Fenpropid Morph, (1.007) fenpyrazamine, (1.008) fluquinconazole, (1. 009) Flutriafol, (1.010) Imazalil, (1.011) Imazalil sulfate , (1.012) Ipconazole, (1.013) Metconazole, (1.014) Miconazole Ibutanil, (1.015) Paclobutrazol, (1.016) Prochloraz, (1. 017) Propiconazole, (1.018) Prothioconazole, (1.019) Pyriso Xazol, (1.020) Spiroxamine, (1.021) Tebuconazole, (1.0 22) Tetraconazole, (1.023) Triadimenol, (1.024) Tridemol F, (1.025) Triticonazole, (1.026) (1R,2S,5S)-5-(4 -chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-trimethylbenzyl) (1S,2R,5R)triazol-1-ylmethyl)cyclopentanol, (1.027)(1S,2R,5R )-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1 ,2,4-triazol-1-ylmethyl)cyclopentanol, (1.028)(2R )-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl pyryl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1 .029)(2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichloro Chlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butane- 2-ol, (1.030)(2R)-2-[4-(4-chlorophenoxy)-2-(thiazolinone] [1H-1,2,4-trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl) Propan-2-ol, (1.031)(2S)-2-(1-chlorocyclopropyl)-4 -[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazo (1.032)(2S)-2-(1-chlorocyclohexane)-1-ylbutan-2-ol (1H-1,2-dichloropropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1, 2,4-triazol-1-yl)butan-2-ol, (1.033)(2S)-2- [4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H -1,2,4-triazol-1-yl)propan-2-ol, (1.034)(R -[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl) -1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.035 )(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl) (phenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1 .036) [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl) (phenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1 .037)1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy) phenyl]-4-methyl-1,3-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 (1.039)1-{[3-(2-chlorophenyl)-1H-1,2,4-triazole (phenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H -1,2,4-triazol-5-yl thiocyanate, (1.040)1-{[rel (2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)o Xylan-2-yl]methyl}-1H-1,2,4-triazol-5-ylthiocyanate ester, (1.041)1-{[rel(2R,3S)-3-(2-chlorophenyl)-2 -(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4 -triazol-5-yl thiocyanate, (1.042)2-[(2R,4R,5R) -1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhepta benzo-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, ( 1.043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxybenzoate 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-trimethylheptane- 4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1. 045)2-[(2R,4S,5S)-1-(2,4-dichlorophenyl)-5-hydro [2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2 ,4-triazole-3-thione, (1.046)2-[(2S,4R,5R)-1-( 2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptane-4- yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.04 7) 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-thione, (1.048)2-[(2S,4S,5R)-1-(2, 4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl ]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.049) 2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2 ,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-trimethylheptan-4-yl Triazole-3-thione, (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- (1.052) 2-[2-chloro-4-(4-chlorophenoxy)-2-yl]propan-2-ol [1H-1,2,4-triazol-1-yl]butane-2- ol, (1.053) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl [1H-1,2,4-triazol-1-yl]phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (1.054) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl) Phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol , (1.055) Mefentrifluconazole, (1.056) 2-{[3-(2-chloro (2,4-difluorophenyl)-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) (phenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-trimethyl Azole-3-thione, (1.058)2-{[rel(2R,3S)-3-(2-chloro (2,4-difluorophenyl)-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 -triazol-1-ylmethyl)cyclopentanol, (1.060)5-(allyl 1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl 1H-1,2,4-triazole, (1.061 )5-(allylsulfanyl)-1-{[rel(2R,3R)-3-(2-chlorophenoxy) 2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H- 1,2,4-Triazole, (1.062) 5-(arylsulfanyl)-1-{[re l(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)fluorene (phenyl)sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1 .064)N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy (iii)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide , (1.065)N'-(2,5-dimethyl-4-{[3-(2,2,3,3-tetrafluoroethylene (fluoropropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimide N'-(2,5-dimethyl-4-{[3-(pentafluoromethyl)methyl] ... (Oroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimido Fluoramide, (1.067)N'-(2,5-dimethyl-4-{3-[(1,1,2,2 -tetrafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methyl Thilimidoformamide, (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-di (1.073)N'-methylphenyl)-N-ethyl-N-methylimidoformamide (4-{3-[(difluoromethyl)sulfanyl]phenoxy}-2,5-dimethyl (1.074)N'-[5-phenyl-N-ethyl-N-methylimidoformamide Bromo-6-(2,3-dihydro-1H-inden-2-yloxy)-2-methylpyridin N'-{(2-methyl-3-yl)-N-ethyl-N-methylimidoformamide, (1.075)N ... 4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethyl phenyl}-N-ethyl-N-methylimidoformamide, (1.076)N'-{5 -Bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methyl {pyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.077) N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy] -2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1 .078)N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy] ci]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.079)N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl) (I)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoform Amide, (1.080)N'-{5-bromo-6-[1-(3,5-difluorophenyl )Ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoform a Mido, (1.081) Ipfentrifluconazole zole).

[0214] (2) Inhibitors of the respiratory chain at complex I or complex II, e.g., (2.001)beta Nzovindiflupyr, (2.002) bixafen, (2.003) boscalid, (2. 004) Carboxin, (2.005) Fluopyram, (2.006) Flutolanil, ( 2.007) Fluxapyroxad, (2.008) Furametpyr, (2.009) Isoflurane etamide, (2.010) isopyrazam (anti-epimeric enantiomer 1R,4 S,9S), (2.011) isopyrazam (anti-epimeric enantiomer 1S, 4R,9R), (2.012) isopyrazam (anti-epimer racemic compound 1RS ,4SR,9SR), (2.013) isopyrazam (syn-epimer racemic compound (1 RS, 4SR, 9RS) and the anti-epimer racemic compound (1RS, 4SR, 9SR) (2.014) Isopyrazam (syn-epimeric enantiomers 1R,4 S,9R), (2.015) isopyrazam (syn-epimeric enantiomer 1S,4 R,9S), (2.016) isopyrazam (syn-epimer racemic compound 1RS,4 SR,9RS), (2.017) Penflufen, (2.018) Penthiopyrad, (2 .019) Pydiflumetofen, (2.020) Pyraziflumid, (2.021) Sedaki San, (2.022) 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro dro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (2.0 23) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro -1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.024 )1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1 H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.025)1 -methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl [2-fluoro-2-yl]-1H-pyrazole-4-carboxamide, (2.026) 2-fluoro -6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1 H-inden-4-yl)benzamide, (2.027) 3-(difluoromethyl)-1 -methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl) (2.028) 3-(difluoromethyl)-1H-pyrazole-4-carboxamide )-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H- Inden-4-yl]-1H-pyrazole-4-carboxamide, (2.029) 3-( (3S)-1,1,3-trimethyl-2,3-difluoromethyl 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-indene-4-yl [Difluoromethyl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032) 3-(difluoromethyl)-1H-pyrazole-4-carboxamide (3S)-7-fluoro-1,1,3-trimethyl-2,3-difluoromethyl Hydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide mido, (2.033) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-( Trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazoline-4 -amine, (2.034) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopentyl Chloropropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole N-(2-tert-butyl-5-methylbenzoyl)-4-carboxamide, (2.035) N-(2-tert-butyl-5-methylbenzoyl) (difluoromethyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl- 1H-Pyrazole-4-carboxamide, (2.036) N-(2-tert-butylbenzamide) (difluoromethyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl -1H-pyrazole-4-carboxamide, (2.037)N-(5-chloro-2-ethyl) (Difluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl Tyl-1H-pyrazole-4-carboxamide, (2.038) Isoflucipram, (2 .039)N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrachloromethylene] Hydro-1,4-methanonaphthalen-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 thamido, (2.041) N-[1-(2,4-dichlorophenyl)-1-methoxypropanol] 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate Voxamide, (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 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 1-Methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazo N-cyclopropyl-3-(difluoromethyl)-4-carboxamide, (2.046) N-cyclopropyl-3-(difluoromethyl) 1-methyl-N-(2-fluoro-6-isopropylbenzyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl- 1H-Pyrazole-4-carboxamide, (2.047) N-cyclopropyl-3-(di Fluoromethyl)-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)benzene (2.051)N-cyclohexyl)-1-methyl-1H-pyrazole-4-carboxamide 3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)propyl )-5-Fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.052 )N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl) (2. 053)N-Cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methyl) (benzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, 2.054) N-Cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl) -3-(Difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbohydrate Voxamide, (2.055) N-cyclopropyl-N-(2-cyclopropyl-5-methyl) (Dibenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazoline N-cyclopropyl-N-(2-cyclopropyl)-4-carboxamide, (2.056) N-cyclopropyl-N-(2-cyclopropyl) (Dibenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazoline le-4-carboxamide, (2.057) pyrapropoin.

[0215] (3) Inhibitors of the respiratory chain at complex III, for example (3.001) Ametoctra Gin, (3.002) Amisulbrom, (3.003) Azoxystrobin, (3.00 4) Coumethoxystrobin, (3.005) Moxystrobin, (3.006) Cyazofamid, (3.007) Dimoxystrobin , (3.008) Enoxastrobin, (3.009) Famoxadone, (3.010) Fenamidon, (3.011) Flufenoxystrobin obin), (3.012) Fluoxastrobin, (3.013) Kresoxime-methionine Le, (3.014) metominostrobin, (3.015) orysastrobin, (3.01 6) Picoxystrobin, (3.017) Pyraclostrobin, (3.018) Pyramet Strobin, (3.019) pyraoxystrobin, (3.020) trifloxystrobin Bin, (3.021)(2E)-2-{2-[({[(1E)-1-(3-{[(E)- 1-Fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy) methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.022 )(2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl ]oxy}-2-(methoxyimino)-N,3-dimethylpent-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-methylacetami (3.025)(3S,6S,7R,8R)-8-benzyl-3-[({3-[( (isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino ]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropionate Panoate, (3.026) Mandestrobin, (3.027) N-(3-ethyl-3, 5,5-trimethylcyclohexyl)-3-formamido-2-hydroxybenzamide , (3.028)(2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl) -1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethyl Pent-3-enamide, (3.029){5-[3-(2,4-dimethylphenyl)- 1H-pyrazol-1-yl]-2-methylbenzyl}carbamate, (3.03 0) Methyltetraprole, (3.031) Florylpicoxamide.

[0216] (4) Mitosis and cell division inhibitors, for example, (4.001) carbendazim, ( 4.002) Diethofencarb, (4.003) Ethaboxam, (4.004) Fluo Picolide, (4.005) Pencycuron, (4.006) Thiabendazole, (4.00 7) Thiophanate-methyl, (4.008) Zoxamide, (4.009) 3-chloro- 4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridazine, (4.0 10) 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl) -6-methylpyridazine, (4.011) 3-chloro-5-(6-chloropyridine-3- yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, (4.0 12) 4-(2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl) )-1,3-dimethyl-1H-pyrazol-5-amine, (4.013)4-(2-bromo (2-bromo-6-fluorophenyl)-N-(2-bromo-4-fluorophenyl)-1,3-di Methyl-1H-pyrazol-5-amine, (4.014) 4-(2-bromo-4-fluoro (2-bromophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazole-5 -amine, (4.015) 4-(2-bromo-4-fluorophenyl)-N-(2-chloro (4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, .016) 4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)- 1,3-Dimethyl-1H-pyrazol-5-amine, (4.017) 4-(2-bromo- (4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pi 4-(2-chloro-4-fluorophenyl)-N-thiazol-5-amine, (4.018) -(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine , (4.019) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6- Fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.020 )4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3- Dimethyl-1H-pyrazol-5-amine, (4.021) 4-(2-chloro-4-fluoro (2-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole -5-Amine, (4.022) 4-(4-chlorophenyl)-5-(2,6-difluoro phenyl)-3,6-dimethylpyridazine, (4.023)N-(2-bromo-6-fluoro (2-chloro-4-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H -pyrazol-5-amine, (4.024)N-(2-bromophenyl)-4-(2-chlorophenyl)- (4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, 4.025)N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4 -fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine.

[0217] (5) Compounds capable of acting at multiple sites, e.g., (5.001) Bordeaux mixture, (5. 002) Captafol, (5.003) Captan, (5.004) Chlorothalonil, ( 5.005) Copper hydroxide, (5.006) Copper naphthenate, (5.007) Copper oxide, (5.0 08) Basic copper chloride, (5.009) Copper(2+) sulfate, (5.010) Dithianon, (5 .011) Dodine, (5.012) Folpet, (5.013) Mancozeb, (5.014 ) Maneb, (5.015) Metiram, (5.016) Metiram zinc (metiram zinc), (5.017) copper oxine, (5.018) propineb, (5.019) sulfur Yellow and sulfur agents, for example, calcium polysulfide, (5.020) thiuram, (5.021) di Neb, (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.

[0218] (6) Compounds capable of inducing host defenses, e.g., (6.001) acibenzolar-S -methyl, (6.002) isotianil, (6.003) probenazole, (6.004 )Tiadinil.

[0219] (7) Inhibitors of amino acid and / or protein biosynthesis, e.g., (7.001) cysteine Prodinil, (7.002) Kasugamycin, (7.003) Kasugamycin Hydrochloride Hydrate substance, (7.004) oxytetracycline, (7.005) pyrimethanil, (7.00 6) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinone (1-phenyl)quinoline.

[0220] (8) Inhibitors of ATP production, for example, (8.001) silthiofam.

[0221] (9) Inhibitors of cell wall synthesis, for example, (9.001) benthiavalicarb, (9.0 02) Dimethomorph, (9.003) Flumorph, (9.004) Iprovalicarb, ( 9.005) Mandipropamid, (9.006) Pyrimorph, ( 9.007) Valifenalate, (9.008) (2E)-3-(4-tert-butyl (phenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)propionate L-2-en-1-one, (9.009)(2Z)-3-(4-tert-butylphenyl) (2-chloropyridin-4-yl)-1-(morpholin-4-yl)propan- -2-en-1-on.

[0222] (10) Inhibitors of lipid and membrane synthesis, for example, (10.001) propamocarb, ( 10.002) Propamocarb hydrochloride, (10.003) Tolclofos-methyl.

[0223] (11) Inhibitors of melanin biosynthesis, for example, (11.001) tricyclazole, ( 11.002) 2,2,2-trifluoroethyl {3-methyl-1-[(4-methylbenzoyl) (zoyl)amino]butan-2-yl}carbamate.

[0224] (12) Inhibitors of nucleic acid synthesis, for example, (12.001) benalaxyl, (12.00 2) Benalaxyl-M (chiralaxyl), (12.003) Metalaxyl, (12.00 4) Metalaxyl-M (mefenoxam).

[0225] (13) Signal transduction inhibitors, for example, (13.001) fludioxonil, (1 3.002) Iprodione, (13.003) Procymidone, (13.004) Proquina Zide, (13.005) quinoxyfen, (13.006) vinclozolin.

[0226] (14) Compounds that can act as uncouplers, e.g., (14.001) fluazinam , (14.002) Meptylzinocap.

[0227] (15) Further compounds, for example (15.001) abscisic acid, (15.002 ) Benthazole, (15.003) Bethoxadin, (15.004) Capsimycin ( capsimycin), (15.005) carvone, (15.006) chinomethionine thiamin, (15.007) khuraneb, (15.008) cyflufenamid, (15.009 ) Cymoxanil, (15.010) Cyprosulfamide, (15.011) Flutianil , (15.012) fosetyl-aluminum, (15.013) fosetyl-calcium, (15.014) Fosetyl sodium, (15.015) Methyl isothiocyanate, ( 15.016) Metrafenone, (15.017) Mildiomycin, (15.018) ) Natamycin, (15.019) Nickel dimethyldithiocarbamate, (15.02 0) Nitroisopropyl nitrite, (15.021) Oxamocarb ), (15.022) oxathiapiproline, (15.023) oxyfenthiin (o xyfenthiin), (15.024) Pentachlorophenol and salts, (15.0 25) Phosphorous acid and its salts, (15.026) Propamocarb-fosetylate (prop amocarb-fosetylate), (15.027) pyriophenone (Kurazaf chlazafenone), (15.028) tebufloquine, (15.02 9) Tecloftalam, (15.030) Tornifanide, (15.031) 1-(4-{ 4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-o thiazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2 -[5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone , (15.032) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H- pyrazol-1-yl]ethanone, (15.033) 2-(6-benzylpyridine-2- yl)quinazoline, (15.034) dipimethitrone, (15.035) 2-[3,5- Bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[ 2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-o {1,3-thiazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanoate Non, (15.036) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{5-[2-chloro-6-(prop-2-yn-1-yl Oxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3- Thiazol-2-yl)piperidin-1-yl]ethanone, (15.037)2-[3, 5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5 -[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-di Hydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin 2-[6-(3-fluoro-4-methoxyphenyl)-1-yl]ethanone, (15.038) ... phenyl)-5-methylpyridin-2-yl]quinazoline, (15.039)2-{(5R )-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1- yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5- Dihydro-1,2-oxazol-5-yl}-3-chlorophenyl methanesulfonate (15.040)2-{(5S)-3-[2-(1-{[3,5-bis(difluoro Methyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3- Thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3- Chlorophenyl methanesulfonate, (15.041) Ipflufenoquine, (15. 042)2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl) oxy]phenyl}propan-2-ol, (15.043)2-{3-[2-(1-{ [3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperi

[0043] [1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxo {Sazol-5-yl}-3-chlorophenyl methanesulfonate, (15.044)2 -{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1- yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5- Dihydro-1,2-oxazol-5-yl}phenyl methanesulfonate, (15. 045) 2-Phenylphenol and salts, (15.046) 3-(4,4,5-triflic Oro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (15 .047) Quinofumelin, (15.048) 4-amino-5-fluoropyrimidine-2- ol (tautomeric form: 4-amino-5-fluoropyrimidin-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'-(prop-2-yn-1-yl)thiophene 2-sulfonyl Sulfonohydrazide, (15.052) 5-fluoro-2-[(4-fluorobenzyl)o 5-Fluoro-2-[(4-methylbenzyloxy)pyrimidin-4-amine, (15.053) (15.054) 9-fluoro-2,2-diphenyl)oxy]pyrimidin-4-amine Methyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazepine , (15.055) but-3-yn-1-yl {6-[({[(Z)-(1-methyl-1 H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin 2-(2-amino-2-yl)carbamate, (15.056)(2Z)-3-amino-2-cyano-3 -Ethyl phenylacrylate, (15.057) Phenazine-1-carboxylic acid, (15. 058) 3,4,5-trihydroxybenzoic acid propyl ester, (15.059) quinoline-8 -ol, (15.060) quinolin-8-ol sulfate (2:1), (15.0 61){6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methyl tert-butyl]pyridin-2-yl}carbamate, (15.062) 5-Fluoro-4-imino-3-methyl-1-[(4-methylphenyl) )sulfonyl]-3,4-dihydropyrimidin-2(1H)-one, (15.063) Minopyrifen.

[0228] Biological pesticides as mixture components The compounds of formula (I) may be combined with a biological pesticide.

[0229] Biological pesticides include, inter alia, bacteria, fungi, yeasts, plant extracts and microbial pesticides. The term "enzyme" includes products (e.g., proteins and secondary metabolites) formed by the enzyme.

[0230] Biological pesticides include bacteria, e.g., spore-forming bacteria, root-colonizing bacteria, and These include bacteria that act as pesticides, fungicides or nematicides, and bacteria that act as biological insecticides, fungicides or nematicides.

[0231] The above-mentioned bacteria are used or can be used as biological pesticides. An example is the following: Bacillus amyloliquefaciens iens strain FZB42 (DSM 231179) or Bacillus cereus (Bac Bacillus cereus), especially B. cereus strain CN CM I-1562, or Bacillus firmus strain I-1582 (accession number CNCM I-1582), or Bacillus pumilus (B Acillus pumilus), in particular strain GB34 (accession number ATCC 7008 14) and strain QST2808 (accession number NRRL B-30087), or Bacillus Bacillus subtilis, in particular strain GB03 (accession number ATCC SD-1397) or Bacillus subtilis tilis strain QST713 (accession number NRRL B-21661), or Bacillus Bacillus subtilis strain OST 30002 (accession number NRRL B-50421), Bacillus thuringiensis (Bacillus thuringiensis uringiensis), especially Bacillus thuringiensis subsp. israerensis B. thuringiensis subspecies israelensi s) (antigenic type H-14) strain AM65-52 (accession number ATCC 1276), or Bacillus thuringiensis subspecies Aizawai (B. thuringiensis subsp. aizawai), in particular strain ABTS-1857 (SD-1372), Bacillus thuringiensis subsp. kurstaki (B. thuringiensis s subsp. kurstaki) strain HD-1, or Bacillus thuringiensis Subspecies tenebrionis (B. thuringiensis subsp. tene brionis strain NB 176 (SD-5428), Pasteuria penetrans (P asteuria penetrans), Pasteuria species (Pasteuria s pp.) (Rotylenchulus reniformis (Rotylenchulus reniformis rmis)-PR3 (accession number ATCC SD-5834), Streptomyces Streptomyces microflavus strain AQ612 1 (= QRD 31.013, NRRL B-50550), Streptomyces galli Streptomyces galbus strain AQ 6047 (accession number NRR L 30232).

[0232] Fungi and yeasts that are or can be used as biological pesticides Examples of classes are: Beauveria bassiana, specifically strain ATCC 74040, Coniothyrium minitans (Coniothyrium minita ns), in particular, strain CON / M / 91-8 (accession number DSM-9660), Lecanisiriu Lecanicillium spp., in particular strain HRO LEC 12, Lecanicillium lecanii (formerly known as Known as Verticillium lecanii In particular, strain KV01, Metarhizium anisopliae (Metarhizium anisopliae), in particular strain F52 (DSM3884 / ATCC 90448) , Metschnikowia fructico la), in particular, strain NRRL Y-30752, Paecilomyces fumosoroseus (Pae cilomyces fumosoroseus) (Current: Isaria fumosorosea (I saria fumosorosea), in particular the strain IFPC 200613 or the strain Ap opka 97 (accession number ATCC 20874), Paecilomyces lilacinus (P aecilomyces lilacinus), especially Paecilomyces lilacinus ( P. lilacinus) strain 251 (AGAL 89 / 030550), Talaromyces Talaromyces flavus, especially strain V117b, Trichoderma Trichoderma atroviride, especially strain SC 1 (Accession number CBS 122089), Trichoderma harzianum (Trichod erma harzianum), especially Trichoderma harzianum riffai (T. harzianum rifai)T39 (accession number CNCM I-952).

[0233] Viruses that are or can be used as biological pesticides An example is the following: Smaller apple tortrix (Adoxophyes orana) granulosis virus (GV) , codling moth (Cydia pomonella) granulosis virus (GV), tobacco Helicoverpa armigera nuclear polyhedrosis virus (NPV), Spodoptera exigua mNPV, Spodoptera exigua (Spodoptera frugiperda) mNPV, Egyptian armyworm (Afri) can cotton leafworm)(Spodoptera littoral is) NPV.

[0234] added as an "inoculum" to a plant or plant part or plant organ, Bacteria and fungi that promote plant growth and plant health through certain properties are also included. Examples that can be given are: Agrobacterium spp., Azorhizobium Azorhizobium caulinodans, Azospirill Azospirillum spp., Azotobacter spp. cter spp.), Bradyrhizobium spp. .), Burkholderia spp., especially Burkholderia Burkholderia cepacia (formerly known as Pseudomonas cepacia) Monas cepacia (formerly known as Pseudomonas cepacia), Gigaspora spp. or Gigaspora monosporum (Gi gaspora monosporum), Glomus spp., Laccaria spp., Lactobacillus buchneri obacillus buchneri, Paraglomus species spp.), Pisolithus tinctorus , Pseudomonas spp., Rhizobium spp. zobium spp.), especially Rhizobium trifolii (Rhizobium tr ifolii), Rhizopogon spp., Scleroderma Scleroderma spp., Suillus spp. ), Streptomyces spp.

[0235] Plant extracts that are or can be used as biological pesticides and products formed by microorganisms (which include proteins and secondary metabolites) ) is the following: Garlic (Allium sativum), Wormwood (Artemisia absinthium) inthium, azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus Celastrus angulatus, American antler plant (C henopodium anthelminticum), chitin, Armour-Ze n, Dryopteris filix-mas, Horsetail (Equi setum arvense), Fortune Aza, Fungastop, Hea ds Up (Quinopodium quinoa saponin extract), insect repellent Chrysanthemum (Pyrethrum / Pyrethrins), Surinam bittersweet (Quassia amara), Quercus, Quillaja, Rega lia, ("Requiem TM Insecticide), rotenone, riania / Ryanodine, Symphytum officinale, Artemisia (Tanacetum vulgare), Thymol, Triact 70, TriCo n, nasturtium (Tropaeulum majus), nettle (Urtic a dioica), Veratrin, European mistletoe (Viscum album ), Brassicaceae extracts, especially rapeseed flour or mustard flour End.

[0236] Safeners as blend components The compounds of formula (I) can be used as safeners, e.g., benoxacor, cloquintocet, (-mexyl), cyometrinil, cyprosulfamide, dichlormid, fenchlor (-ethyl), fenclorim, flurazole, fluxofenim, furilazole , Isoxadifen (-ethyl), Mefenpyr (-diethyl), Naphthalic anhydride, Xabetrinil, 2-methoxy-N-({4-[(methylcarbamoyl)amino]phenyl (phenyl)sulfonyl)benzamide (CAS 129531-12-0), 4-(dichloroaza Cetyl)-1-oxa-4-azaspiro[4.5]decane (CAS 71526-07- 3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine ( It can be combined with other compounds such as CAS 52836-31-4.

[0237] Plants and plant parts All plants and plant parts can be treated according to the invention, where the plants are desirable and undesirable wild or crop plants (including naturally occurring crop plants) All plants and plant parts such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugar Squid, tomato, pepper, cucumber, melon, carrot, watermelon, onion, lettuce, Spinach, leeks, kidney beans, Brassica oleracea) (e.g., cabbage) and other vegetable species, cotton, tobacco, rapeseed, etc. and, in addition, fruit plants (fruit-bearing plants, apples, pears, citrus fruits and grapevines). ) etc. Crop plants are those obtained by conventional breeding and optimization methods. The plant may be a plant capable of producing the desired product or may be obtained by biotechnological and genetic engineering methods. or a plant obtainable by a combination of the above methods. Such crop plants also include transgenic plants, It also includes plant varieties that may or may not be protected by variety ownership rights. Plants include all stages of development, such as seeds, seedlings, and young plants (immature plants). The term should be understood to mean the mature plant. Plant parts include shoots, leaves, flowers, etc. is understood to mean all parts and organs of the plant, both above-ground and below-ground, such as the roots and Examples that may be mentioned include leaves, needles, stems, trunks, flowers, fruiting bodies, fruits and seeds, as well as and further including tubers, roots and rhizomes. Harvested plants or harvested plant parts, and vegetative propagation organs al) and reproductive organs (generative propagation mater ial), such as seedlings, tubers, rhizomes, cuttings and seeds, also include plant parts. is included in the part.

[0238] The treatment according to the invention of plants and plant parts with compounds of formula (I) can be carried out in the conventional manner. By various treatment methods, for example, immersion, spraying, vaporization, fogging, scattering, The compounds may be applied directly to the plant or plant parts by application, injection, etc., or by injecting the compounds into the surrounding area of ​​the plant or plant parts. , by acting on the environment or storage space, Also, in the case of propagation material, especially seeds, may also be achieved by applying one or more coatings.

[0239] As already mentioned above, all plants and their parts can be treated according to the invention. In a preferred embodiment, wild plant species and plant cultivars, or hybrids or progeny, can be used. Plant species and plant cultivars obtained by conventional biological breeding methods such as rotoplast fusion, In yet another preferred embodiment, the portions are further processed. Transgenics obtained by genetic engineering methods, sometimes in combination with conventional methods. Plants and plant cultivars (genetically modified organisms) and their parts are treated. rts) or "parts of plants" or "parts of plants" The invention is particularly preferably are treated with plants of conventional varieties that are commercially available or in use, respectively. Plant varieties are developed by conventional breeding or by mutagenesis or recombinant DNA techniques. is understood to mean a plant with new properties ("traits") obtained by artifical means. They can be cultivars, varieties, biotypes or genotypes.

[0240] Transgenic plants, seed treatments and integration events events) Receiving genetic material through genetic modification that confers particularly advantageous and beneficial characteristics ("traits") to a plant All plants collected are transgenic or vegetative plants which are preferably treated according to the invention. Examples of such traits are plant varieties (obtained by genetic engineering). Improved growth of plants, improved tolerance to high or low temperatures, drought or in water or soil Improved tolerance to salinity levels, increased flowering ability, improved ease of harvesting Enhanced maturity, increased yield, improved quality and / or quality of the harvested product such as increased nutritional value, improved shelf life and / or improved processability of the harvested product. Yet another particularly important example of such a property is the ability to inhibit pests and harmful microorganisms (e.g., insects). Plant enhancement against insects (e.g., spiders, arachnids, nematodes, mites, slugs and snails) resistance, e.g., to toxins formed in the plant, especially Bacillus thuringiensis Genetic material derived from Bacillus thuringiensis, e.g. Genes CryIA(a), CryIA(b), CryIA(c), CryIIA, Cry IIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb and CryIF and combinations thereof] toxins formed in plants, causing pests and harmful microorganisms (e.g. insects, arachnids, nematodes, mites, slugs and snails) Improved resistance of plants to plant pathogenic fungi, bacteria and / or viruses. Improved plant resistance to, e.g., systemic acquired resistance (SAR), systemin (sys temin), phytoalexins, inducers, and further resistance genes and their expression against plant pathogenic fungi, bacteria and / or viruses by proteins and toxins produced by and, furthermore, the improved resistance of plants to certain herbicidally active compounds (e.g., imidazoline). Plant Improvement to Non-Glycerol, Sulfonylurea, Glyphosate, or Phosphinothricin The gene that confers the desired trait is a resistance to the genotype (e.g., the "PAT" gene). They may also be present in combination with one another in a transgenic plant. Examples of transgenic plants that can be produced include important crop plants, such as cereals (wheat, , rice, triticale, barley, rye, oats), corn, soybean, potato Potatoes, sugar beets, sugarcane, tomatoes, peas and other types of vegetables, cotton, tobacco , rapeseed, and further, fruit plants (those bearing fruit, apples, pears, citrus fruits and Examples include corn, soybeans, wheat, rice, and potatoes. , cotton, sugarcane, tobacco and rapeseed are of particular importance. Traits of particular importance are insects, Improved resistance of plants to arachnids, nematodes, and slugs and snails is.

[0241] Crop protection - types of treatment The treatment of plants and plant parts with compounds of formula (I) can be carried out in the same manner as conventional treatment methods. For example, by immersion, spraying, atomizing, irrigating, vaporizing, dusting, fogging, scattering, foaming, painting, etc. , spreading-on, injection, irrigation (drenching), point The compounds may be applied directly to the plants, such as by drip irrigation, or by applying the compounds to the surrounding areas of the plants and plant parts. , habitat or storage space, and also by injecting the reproductive organs (pro In the case of pesticides, especially seeds, dry seed treatment is also required. as a powder for seed treatment, a solution for liquid seed treatment, a water-soluble powder for slurry treatment, and as a coating. Furthermore, the compound represented by formula (I) may be treated by coating with one or more films. The compound is applied by ultra-low volume method. Alternatively, the application form or the compound represented by formula (I) itself may be applied to the soil. It is also possible to inject it into

[0242] A preferred direct treatment of plants is by foliar application (i.e., application of a compound of formula (I) to the foliage). In this case, the frequency of treatment and the amount of application shall be determined according to the level of occurrence of the pest. should be adapted according to the rules.

[0243] In the case of systemically active compounds, the compounds of formula (I) can also be transported via the root system. In this case, the plant will reach the plant even if the plant is exposed to the compound of formula (I) in relation to its habitat. This is done by applying a compound that has a specific function, for example, by irrigation. g) or by mixing into the soil or nutrient solution (i.e., in the place where the plants grow ( impregnating a liquid form of a compound of formula (I) into a soil or a hydroponic system, for example; or by soil application [i.e., by administering the compound of formula (I) according to the invention in solid form by applying the agent to the locus of the plants (for example in granular form) or by drip application ( Often referred to as "chemigation" (i.e., plant At a defined position in the vicinity of the compound of formula (I) according to the present invention, a compound of formula (I) containing varying amounts of water is added. Together, liquid applications over a specific period of time from the surface or underground drip line. In the case of rice crops, this can be achieved by applying the fertilizer in a solid form. A compound of formula (I) (e.g., as a granule) is metered into a flooded rice paddy. It can also be implemented by

[0244] Seed treatment Control of pests by treating plant seeds has been known for a long time and is continually being improved. However, seed treatment has not always been satisfactorily resolved. Thus, during storage of the plants, after sowing or Eliminate or at least significantly reduce the need for additional post-emergence pesticide applications. It is desirable to develop methods for protecting seeds and germinating plants so that The active compounds used protect the plant from pest attacks without causing any damage to the plant itself. Optimize the amount of active compound used to ensure optimal protection of seeds and germinating plants In particular, seed treatment methods that use minimal amounts of pesticide to treat the seeds are also desirable. In order to achieve optimal protection of the plants and also of the germinating plants, Intrinsic insecticidal properties of insect-resistant or pest-tolerant transgenic plants Sexual or nematicidal properties should also be taken into consideration.

[0245] The present invention therefore relates in particular to a method for protecting seeds and germinating plants from attack by pests. The method also relates to a method for treating seeds with one of the compounds of formula (I): The method of the present invention for protecting seeds and germinating plants from attack by pests The method further comprises treating the seeds with a compound of formula (I) and a mixture of ingredients in one operation. The method also includes treating the seeds simultaneously or sequentially. It also includes a method in which the compound represented by I) and the mixed component are treated at different times. .

[0246] The present invention further provides a method for protecting seeds and the resulting plants from pests. It also relates to the use of a compound of formula (I) for treating children.

[0247] Furthermore, the present invention provides a compound of formula (I) according to the present invention, which is protected against pests. The present invention also relates to seeds treated with the compound. The present invention also relates to seeds treated simultaneously with the synthetic components. The present invention also relates to seeds treated at different times with the compound and the mixture components of formula (I). In the case of seeds treated at different times with different compounds and mixture components, the individual substances In this case, the compound of formula (I) may be present in a different layer on the surface of the polymer. The layers containing the components can optionally be separated by intermediate layers. Furthermore, the compound represented by formula (I) and the mixed component are used as a component of the coating or in addition to the coating. The present invention also relates to seeds to which the composition has been applied as a further layer or layers.

[0248] Furthermore, the present invention provides a method for reducing the abrasion of seeds by dust after treatment with a compound of formula (I). The present invention also relates to seeds that are subjected to a film coating process to prevent this.

[0249] One advantage of the systemically acting compounds of formula (I) is that they can be used to treat seeds. By treating the seeds, not only are the seeds themselves protected from pests, The fact is that the plants resulting from this treatment are also protected after emergence. This avoids the need to treat the crop directly shortly after sowing.

[0250] Treating seeds with a compound of formula (I) improves germination and The fact that sprouting may be enhanced should also be seen as a further advantage.

[0251] The use of the compounds of formula (I) is also particularly relevant to transgenic seeds. It is also considered advantageous that

[0252] Additionally, compounds of formula (I) may be used in combination with signal transduction techniques or compositions. It is also possible to use symbiotic organisms (e.g., rhizobia, mycorrhizal fungi and / or colonization by bacteria or endophytic bacteria or fungi) and / or nitrogen The immobilization is optimized.

[0253] The compounds of formula (I) are used in agriculture, in greenhouses, in forestry or in horticulture. It is particularly suitable for protecting the seeds of cereals (e.g. wheat, barley, rye, foxtail millet and oats), corn, cotton, soybean, rice , potato, sunflower, coffee, tobacco, canola, rapeseed, beet (e.g., lentils) and fodder beet), groundnut, vegetables (e.g., tomatoes, cucumbers, kidney beans ( beans), cruciferous vegetables, onions and lettuce, fruit plants, turf and ornamental seeds Cereals (e.g., wheat, barley, rye, and oats), corn, Treating the seeds of soybeans, cotton, canola, rapeseed, vegetables and rice is particularly important. do.

[0254] As already mentioned above, transgenic seeds with compounds of formula (I) The treatment of insecticides and / or nematicidal properties is also of particular importance. Plant seeds generally containing at least one heterologous gene that controls the expression of a peptide. These heterologous genes in the transgenic seeds are expressed in Bacillus s species, Rhizobium species, Pseudomonas s) species, Serratia species, Trichoderma species , Clavibacter species, Glomus species or Gli The present invention relates to the preparation of basil, which may be derived from a microorganism such as Gliocladium species. containing at least one heterologous gene derived from Bacillus sp. It is particularly suitable for treating transgenic seeds that are , derived from Bacillus thuringiensis It is a heterologous gene.

[0255] In the context of the present invention, the compounds of formula (I) are applied to the seeds. The seeds are treated in a state that is stable enough to avoid damage during treatment. The treatment can be carried out at any time between harvest and sowing. separated from the product and free of cobs, husks, petioles, husks, hairs or pulp, e.g. Seeds that have been harvested, purified, and dried to a moisture content that allows for storage Alternatively, after drying it can be treated with, for example, water and then dried again. In the case of rice seeds, rice embryos can be used. Use seeds that have been soaked, for example in water, until they reach a certain stage (pigeon breast stage). It is also possible to increase the concentration of the seeds, which stimulates germination and makes it more uniform.

[0256] When treating seeds, care should be taken to ensure that seed germination is not adversely affected or that the resulting plants are not damaged. The amount of compound of formula (I) applied to the seeds and / or further additives may be adjusted so as not to cause In general, care must be taken in selecting the amount of additive. This must be ensured, especially in the case of active compounds that may have phytotoxic effects at certain application rates. Not possible.

[0257] Generally, the compounds of formula (I) are applied to the seeds in a suitable formulation. Suitable formulations and methods for processing are known to those skilled in the art.

[0258] The compounds of formula (I) can be used in conventional seed dressing formulations, e.g. solutions, emulsions, and the like, such as a coating, suspension, powder, foam, slurry or other coating composition for seeds. It can be converted into a UV formulation and further converted into an ULV formulation.

[0259] These formulations can be prepared in known manner by incorporating the compounds of formula (I) in conventional excipients, e.g. , customary extenders, and further solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, Mixing with an antifoaming agent, a preservative, a second thickener, an adhesive, gibberellins, etc., and further Prepare by mixing with water.

[0260] Colors that may be present in seed dressing formulations that can be used in accordance with the present invention The coloring agents are all coloring agents customary for such purposes. Dyes that dissolve in pigments or water can be used. n B," "CI Pigment Red 112" and "CI Solvent Examples of colorants include those known as "Red 1."

[0261] Useful compounds that may be present in seed dressing formulations that can be used in accordance with the present invention include: Suitable wetting agents include all wetting-promoting agents customarily used in the formulation of pesticidal active compounds. Preferably, alkyl naphthalene sulfonates, such as diisopropyl Naphthalene sulfonate or diisobutyl naphthalene sulfonate, etc., are used.

[0262] Useful compounds that may be present in seed dressing formulations that can be used in accordance with the present invention include: Suitable dispersing and / or emulsifying agents are non-ionic surfactants customarily used in the formulation of pesticide active ingredients. All dispersants are of the ionic, anionic and cationic types. Preferably, they are nonionic or Anionic dispersants or mixtures of nonionic and anionic dispersants are used. The nonionic dispersants that are used are, in particular, ethylene oxide / propylene oxide bromine. polymers, alkylphenol polyglycol ethers and tristyrylphenols tristryrylphenol polyglycol ethers and their Suitable anionic dispersants include, in particular, the phosphorylated or sulfated derivatives of Lignosulfonates, polyacrylates and arylsulfonates / formaldehyde It is a condensation product.

[0263] Antifoaming agents that may be present in seed dressing formulations that may be used in accordance with the present invention The foam-inhibiting agents are all foam-inhibiting substances customarily used for the formulation of pesticide active ingredients. For example, silicone antifoaming agents and magnesium stearate are used.

[0264] Preservatives that may be present in seed dressing formulations that can be used in accordance with the present invention An agent is any substance that can be used for that purpose in an agrochemical composition. Examples include dichlorophene and benzyl alcohol hemiformal.

[0265] A second agent that may be present in a seed dressing formulation that may be used in accordance with the present invention. The thickening agents are all substances which can be used for this purpose in agrochemical compositions. Cellulose derivatives, acrylic acid derivatives, xanthan, modified clay and finely divided silica are preferred. It's nice.

[0266] Adhesives that may be present in seed dressing formulations that can be used in accordance with the present invention The binders are all conventional binders that can be used in seed dressing products. , polyvinyl acetate, polyvinyl alcohol and tylose are preferred. can be done.

[0267] Zybele spp. which may be present in seed dressing formulations which may be used in accordance with the present invention. The gibberellins are preferably gibberellin A1, gibberellin A3 (=gibberellic acid), gibberellin A4 (=gibberellic acid), gibberellin A5 (=gibberellic acid), gibberellin A6 (=gibberellic acid), gibberellin A7 (=gibberellic acid), gibberellin A8 (=gibberellic acid), gibberellin A Gibberellin A4 and gibberellin A7; particularly preferably, gibberellic acid is used. Phosphorus is known (cf. R. Wegler "Chemie der Pfl anzenschutz- and Schadlingsbekampfungsmi ttel”, vol.2, Springer Verlag, 1970, pp. 401-412).

[0268] Seed dressing formulations that can be used in accordance with the present invention are suitable for a wide variety of seed types. It can be used directly or after prior dilution with water to treat the It can be used, for example, as a concentrate or diluted with water. The preparations that can be obtained from concentrated formulations by the process are those derived from cereals, e.g. wheat, barley, It can be used to dress seeds such as rye, oats and triticale. and also corn, rice, rapeseed, peas, beans, cotton , can also be used to dress sunflower, soybean and beet seeds, or It can be used to dress a wide variety of vegetable seeds. Seed dressing formulations that can be used in this way or their diluted application forms are It can also be used to dress the seeds of phenothiazines.

[0269] Seed dressing formulations that can be used according to the present invention or seed dressing formulations to which water has been added When treating seeds with a use form prepared by Any conventional mixing equipment is useful. Specifically, the procedure for seed dressing is as follows: The seeds are placed in a mixer, which may be operated batchwise or continuously. The specified amount of seed dressing formulation is added as is or after pre-dilution with water. and mix everything until the formulation is evenly distributed on the surface of the seeds. If appropriate, this is followed by a drying step.

[0270] The application rates of the seed dressing formulations that can be used according to the invention can vary within a relatively wide range. It can be considered that the specific content of the compound of formula (I) in the preparation and The application rate of the compound of formula (I) is generally 100 mg / kg of seeds. The amount is 0.001 to 50 g per kg of seeds, and preferably 0.01 to 15 g per kg of seeds.

[0271] animal health In the field of animal health, i.e. veterinary medicine, the compounds of formula (I) are It is active against parasites, especially ectoparasites or endoparasites. The living organism is typically and preferably an arthropod, in particular an insect or acaridae.

[0272] In the field of veterinary medicine, compounds of formula (I) having a favorable degree of toxicity to warm-blooded animals are preferred. The compounds are used in animal breeding and livestock production in domestic animals, breeding animals, zoo animals, and research animals. Laboratory, experimental and domestic animals (companion animals) They are suitable for controlling parasites that occur in animals. It exhibits activity against all or specific developmental stages of the fungus.

[0273] Livestock (farm animals) include, for example: For example, mammals such as sheep, goats, horses, donkeys , camels, buffaloes, rabbits, reindeer, fallow deer, and, in particular, cattle and pigs; or poultry, such as turkeys, ducks, geese, and, especially, chickens; or , fish or crustaceans, for example fish or crustaceans in aquaculture; or , optionally insects, for example bees.

[0274] Domestic or companion animals may include, for example: Suitable for: mammals, e.g., hamsters, guinea pigs, rats, mice, chinchillas, Ferrets, and especially dogs, cats; caged birds; reptiles; amphibians, or aquarium fish.

[0275] In certain embodiments, a compound of Formula (I) is administered to a mammal.

[0276] In another particular embodiment, the compounds of formula (I) are effective against birds, i.e., caged birds. , or, in particular, to poultry.

[0277] In certain other embodiments, the compounds of formula (I) are useful for livestock or companion animals. It is administered to animals, particularly companion animals such as cats and dogs. do.

[0278] By using the compounds of formula (I) to control animal parasites, To reduce or prevent illness and mortality in animals and to improve performance e) To reduce or prevent the deterioration of (meat, milk, wool, leather, eggs, honey, etc.) It is intended that this will result in more economical and easier animal care and better A healthy animal state can be achieved.

[0279] The term "control" or "controlling" means As used herein in connection with the field of animal health, compounds of formula (I) and reducing the occurrence of individual parasites in infected animals to harmless levels. More specifically, "control" means being effective in reducing the When used in the present invention, the compounds of formula (I) kill individual parasites. and is effective in inhibiting its growth or inhibiting its proliferation. do.

[0280] Representative arthropods include, but are not limited to: R: From the order Anoplurida, for example, Haematopinus species atopinus spp.), Linognathus spp. ), Pediculus spp., Phtirus spp. spp.), Solenopotes spp.; Order Mallophagida and suborder Amblycelina cerina and the suborder Ischnocerina, e.g., Bobi Bovicola spp., Damalina spp. ), Felicola spp.; Lepik entron spp.), Menopon spp., Trichodectes Trichodectes spp., Trimenopon spp. on spp.), Trinoton spp., Wernechiella spp. species (Werneckiella spp.); Diptera and Nematocerina From the suborder Brachycerina, for example, Aedes species spp.), Anopheles spp., Achilotus spp. Atylotus spp., Braula spp., Calliphora spp. Calliphora spp., Chrysomyia spp. pp.), Chrysops spp., Culex spp. spp.), Culicoides spp., Eucimurium Eusimulium spp., Fannia spp. , Gasterophilus spp., Glossina spp. lossina spp.), Haematobia spp., Haematopota spp., Hippo bosca spp.), Hybomitra spp., Hydrota Hydrotaea spp., Hypoderma spp. pp.), Lipoptena spp., Lucilia spp. lia spp.), Lutzomyia spp., Merophaga Melophagus spp., Morellia spp. .), Musca spp., Odagmia spp. .), Oestrus spp., Phillipomia spp. ipomyia spp., Phlebotomus spp. , Rhinoestrus spp., Sarcophaga spp. rcophaga spp.), Simulium spp., Stomoxys spp., Tabanus spp. ), Tipula spp., Wilhelmia spp. spp.), Wohlfahrtia spp.; From the order Siphonapterida, for example, Ceratophilus species tophyllus spp.), Ctenocephalides spp. des spp.), Pulex spp., Tunga spp. spp.), Xenopsylla spp.; From the order Heteropterida, for example, Cim ex spp.), Panstrongylus spp. , Rhodnius spp., Triatoma spp. spp.); and harmful and sanitary pests of the order Blattaria (Blattarida).

[0281] Additionally, among arthropods, examples include, but are not limited to, the following mites: You can: Acari (Acarina) and Metastigmatidae mata), for example, Argasidae, for example, Argus species ( Argas spp., Ornithodorus spp. , Otobius spp., Ixodidae, e.g. For example, Amblyomma spp., Dermacentor spp. ermacentor spp.), Haemaphysalis spp. s spp.), Hyalomma spp., Ixodes spp. xodes spp.), Rhipicephalus (Boophilus) spp. lus(Boophilus) spp.), Rhipicephalus spp. alus spp. (the original genus of multihost mites); Mesostigmatidae ta), for example, Dermanyssus spp., Ornithoptera Ornithonyssus spp., Pneumonisus spp. monyssus spp.), Raillietia spp. , Sternostoma spp., Tropilaelapus spp. Tropilaelaps spp., Varroa spp.; Actinedida (Prostigmata), e.g., Acara Acarapis spp., Cheyletiell spp. a spp.), Demodex spp., Listrophorus spp. Listrophorus spp., Myobia spp., Ne Neotrombicula spp., Ornithocheirretia spp. species (Ornithocheyletia spp.), Psore rgates spp.), Trombicula spp.; and Acaridida (Astigmata), e.g., Acarus Acarus spp., Caloglyphus spp. .), Chorioptes spp., Cyt odites spp.), Hypodectes spp., Knemidocoptes spp., Laminosioptes spp. (Laminosioptes spp.), Notoedres spp. spp.), Otodectes spp., Psoroptes spp. Psoroptes spp., Pterolichus spp. .), Sarcoptes spp., Trixacarus spp. ixacarus spp., Tyrophagus spp. .

[0282] In certain embodiments, the compounds of formula (I) are effective against parasites selected from arthropods. In animals infected with parasites (more particularly parasites selected from the subclass Acari and Insecta) This is effective in reducing the incidence of such parasites to harmless levels.

[0283] In the field of veterinary medicine and in animal husbandry, the administration of compounds of formula (I) , by methods commonly known in the art, e.g., in the form of a suitable preparation. The administration is carried out enterally, parenterally, transdermally or intranasally. Can be administered methaphylactically or therapeutically .

[0284] Thus, one embodiment of the present invention provides a compound of formula (I) for use as a medicament. Pertaining to things.

[0285] Another embodiment is an antiendoparasitic agent. t) a compound of formula (I) for use as a

[0286] Another embodiment is an antiectoparasitic agent. In particular, for use as arthropodicides and more particularly for use as insecticides or acaricides. The present invention relates to a compound represented by formula (I) for use in the treatment of a pulmonary arthritis.

[0287] A further aspect of the present invention is a method for treating a stomach ulcer by administering to a subject a composition comprising an effective amount of at least one compound of formula (I) and A veterinary preparation containing at least one of the following: and excipients (e.g., solid or liquid diluents), pharmaceutically acceptable adjuvants (e.g., surfactants), especially pharmaceutically acceptable surfactants customarily used in veterinary formulations. excipients that may be used and / or pharmaceutically acceptable excipients customarily used in veterinary formulations. Aids in obtaining.

[0288] A related aspect of the invention is a method for preparing the veterinary formulations described herein. wherein the method comprises administering at least one compound of formula (I) to a pharmaceutically acceptable carrier. acceptable excipients and / or adjuvants (especially pharmaceuticals customarily used in veterinary preparations) and / or veterinary formulations. The method includes mixing the composition with a pharmaceutical composition containing the compound (a pharmaceutical composition containing the compound and a ...).

[0289] Another particular embodiment of the present invention is an ectoparasiticide formulation according to the above embodiment. siticidal formulations and endoparasiticide formulations Veterinary formulations selected from the group consisting of parasiticidal formulations Formulations, more particularly arthropodicidal formulations Veterinary preparations selected from the group of nematicides, and more particularly nematicides Drug preparations, flatworm-killing drug preparations tions), acanthocephalic veterinary drug preparations (acanthocephalic forms ulations), pentastomicidal formulations lations), veterinary preparations selected from the group of insecticide preparations and acaricide preparations, and and methods for preparing them.

[0290] Another aspect is directed to parasitic infections, particularly the ectoparasites and endoparasites described herein. a method for treating an infection by a parasite selected from the group of organisms, said method comprising: and administering to an animal (particularly a non-human animal) in need of such treatment an effective amount of a compound of formula (I) By applying the compound.

[0291] Another aspect is directed to parasitic infections, particularly the ectoparasites and endoparasites described herein. a method for treating an infection by a parasite selected from the group of organisms, said method comprising: , as defined herein, in animals (particularly non-human animals) in need of such treatment. By applying veterinary preparations.

[0292] Another aspect relates to parasitic infections in animals (particularly non-human animals), particularly those described herein. Treatment of infections caused by parasites selected from the group of ectoparasites and endoparasites described The present invention relates to the use of a compound of formula (I) in

[0293] In the context of the field of animal health or veterinary medicine, the term "treatment" refers to prophylaxis. This includes preventative, metaphylactic or therapeutic treatment.

[0294] In a particular embodiment, for the field of veterinary medicine, at least one compound of formula (I) Mixtures of compounds with other active ingredients (especially endoparasiticides and ectoparasiticides) is provided.

[0295] In the field of animal health, a "mixture" is a mixture of two (or more) different active ingredients. It does not merely mean that the active ingredients are formulated into a common formulation and thereby applied together. It also refers to a product that does not contain a single active compound but contains a separate formulation for each active compound. If more than two active compounds are applied, all active compounds should be formulated in a common formulation. Alternatively, all active compounds can be formulated in separate formulations; In other words, some of the active compounds are formulated together and some of the active compounds are formulated separately. In separate formulations, the active compounds are applied separately. The application can be either sequential or sequential.

[0296] The active compounds identified herein by "common name" are known and For example, as described in the "Pesticide Manual" (see above). or can be found on the internet (e.g., http: / / www.alanwood.net / pesticides).

[0297] Representative active ingredients selected from the group of ectoparasiticides as mixing partners include: Including, but not limited to, the insecticides and acaricides detailed above. Further active ingredients that may be used are listed in the current IRA C Mode of Action Classification Scheme” According to the above classification based on: (1) acetylcholinesterase (AC) (hE) inhibitors; (2) GABA-regulated chloride channel blockers; (3) sodium channel blockers (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators (5) Nicotinic acetylcholine receptor (nAChR) allosteric (6) Glutamate-regulated chloride channel (GluCl) allosterol (7) Juvenile hormone mimetics; (8) Various unspecified (multiple) (9) Chordotonal organ modulators; (10) Mite growth inhibitors; (12) Mites Inhibitors of mitochondrial ATP synthase, e.g., ATP disruptors; (13) protease inhibitors; Uncoupler of oxidative phosphorylation by disrupting the ATP gradient; (14) Nicotinic acetate Chiral receptor channel blockers; (15) Chitin biosynthesis inhibitors (type 0); (1 6) Chitin biosynthesis inhibitors (type 1); (17) Molting disruptors (especially Diptera ( (i.e., 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; (2 2) Voltage-dependent sodium channel blockers; (23) Acetyl-CoA carboxylase inhibitors;(28) ryanodine receptor modulators; Active compounds with unknown or unspecified mechanisms of action, e.g., fentrif phenanil, fenoxacrim, cycloprene, chlorobenzilate, chlordimeform, Rubendimine, dicyclanil, amidoflumet, chinomethionate, triatene, clo Thiazoben, tetrasulfur, potassium oleate, petroleum, methoxadiazone, gossypurule, Flutensin, bromopropylate, cryolite; Another class of compounds, e.g., butacarb, dimethylane, cloethocarb, phosphocarb Bu, Pirimiphos (-ethyl), Parathion (-ethyl), Methacrifos, o-Salicylic Acid Isopropyl, trichlorfon, tigolaner, sulprofos, Ropafos, Cebufos, Pyridathione, Protoate, Diclofenthion, Demeton-S -Methyl sulfone, isazofos, cyanofenphos, dialifos, carbophenothion, Altatiophos, Allomfenvinphos (-methyl), Azinphos (-ethyl), Chlor Pyriphos (-ethyl), phosmetiran, iodofenphos, dioxabenzophos, hormon Thione, fonofos, flupyrazophos, fensulfothion, etrimphos; Organochlorine compounds, such as camphechlor, lindane, heptachlor; or phenyl Pyrazoles, such as acetoprole, pyrafluprole, pyriprole, vaniliprole or isoxazolines, such as sarolaner, afoxolane Le, lotilaner, fluralaner; Pyrethroids, such as (cis-, trans-) metofluthrin, profluthrin, Flufenprox, flubrocythrinate, fubufenprox, fenflutri Protrifenbut, Pyresmethrin, RU15525, Teralethrin, Cis-less Methrin, heptafluthrin, bioethanomethrin, biopermethrin, fenpyritri cis-cypermethrin, cis-permethrin, clocithrin, cyhalothrin (lambda -), clovaporthrin, or halogenated hydrocarbons (HCHs); Neonicotinoids, for example, nithiazine; Dichloromezotiaz, triflumezopyrim; Macrocyclic lactones, such as nemadectin, ivermectin, latidectin, moxide Cutin, Selamectin, Eprinomectin, Doramectin, Emamectin Benzoate; rubemycin oxime; Triplene, epofenonane, diofenolan; Biological agents, hormones, or pheromones, e.g., natural products, e.g., tree thuringiensin, codlemone, or neem components; Dinitrophenols, such as dinocap, dinobuton, binapacryl; Benzoylureas, for example, fluazuron, penfluron; Amidine derivatives such as chlormebuform, cymia Zoll, Demiditraz; Bee hive varroa acaricide icides), for example, organic acids, e.g., formic acid, oxalic acid.

[0298] Representative active ingredients selected from the group of endoparasiticides as mixing partners include: These include, but are not limited to, compounds with anthelmintic activity and compounds with antiprotozoal activity. can.

[0299] The anthelmintic active compound includes, but is not limited to, the following nematicidal active compounds, suction-killing compounds, Mention may be made of insecticidal and / or cestocidal compounds, such as: From the class of macrocyclic lactones, for example: eprinomectin, abamectin, nemadectin Moxidectin, Doramectin, Selamectin, Lepimectin, Latidectin, Mil Bemectin, ivermectin, emamectin, milbemycin; From the class of the benzimidazoles and probenzimidazoles, for example: Oxyben oxibendazole, mebendazole, triclabendazole Iclabendazole, thiophanate, parbene parbendazole, oxfendazol e), netobimin, fenbendazole, febantel, thiabe thiabendazole, cyclobendazole, cambendazole, Albendazole-sulfoxide, albendazole, flubendazole; from the class of depsipeptides, preferably from the class of cyclic depsipeptides, in particular The class of 24-membered cyclic depsipeptides, for example: emodepsid e), PF1022A; From the class of the tetrahydropyrimidines, for example: morantel, pyrantel, oxanthine Le; From the class of the imidazothiazoles, for example: butamisole, levamisole, tetramiso Rule; From the class of aminophenylamidines, for example: amidantel, deacylated amidantel le (dAMD), tribendimidine; From the class of aminoacetonitriles, for example: monepantel ; From the class of the paraherquamides, for example: paraherquamide, delquantel; From the class of salicylanilides, for example: tribromosalan, bromoxanide, bromine Anide, clioxanide, closantel, niclosamide, oxyclozanide, rafoxa Nido; From the class of substituted phenols, for example: nitroxynil, bithionol, diisophenone hexachlorophene, niclofolan, meniclofolan ); From the class of organophosphates, for example: trichlorfon, naphthalophos (naph thalofos), dichlorvos / DDVP, crufomate, coumaphos, haloxone; From the class of piperazinones / quinolines, for example: praziquantel antel), epsiprantel; From the class of piperazines, for example: piperazine, hydroxyzine; From the class of tetracyclines, for example: tetracycline, chlorotetracycline , doxycycline, oxytetracycline, rolitetracycline; Various other classes, for example: bunamidine, niridazole, resolantel, omuf Arothrin, Oltipraz, Nitroscanate, Nitroxynil, Oxamniquine, Mirasa Mirasan, miracil, lucanton, hycanton, hetri Hetolin, emetine, diethylcarbamazine, dichlorophen, diamphen Netide, clonazepam, bephenium, amoscanate, clo Ruslon.

[0300] Antiprotozoal active compounds include, but are not limited to, the following active compounds: Can: From the class of triazines, for example: diclazuril, ponazuril, letrazuril, tort Razuril; From the class of polyether ionophores, for example: monensin, salinomycin, madu Ramycin, Narasin; From the class of macrocyclic lactones, for example: milbemycin, erythromycin; From the class of quinolones, for example: enrofloxacin, pradofloxacin; From the class of quinines, for example: chloroquine; From the class of pyrimidines, for example: pyrimethamine; From the class of sulfonamides, for example: sulfaquinoxaline, trimethoprim, sulfonamides phaclozin; From the class of thiamines, for example: amprolium; From the class of lincosamides, for example: clindamycin; From the class of carbanilides, for example: imidocarb; From the class of nitrofurans, for example: nifurtimox; From the class of quinazolinone alkaloids, for example: halofuginone; Of various different classes, for example: oxamniquine, paromomycin; Classes of vaccines or microbial antigens, such as: Babesia canis rossi sia canis rossi), Eimeria tenela la), Eimeria praecox, Eimeria Necatrix (Eimeria necatrix), Eimeria mitis (Eimer ia mitis), Eimeria maxima, Eimeria Eimeria brunetti, Eimeria acervulina Eimeria acervulina, Babesia canis bogerii canis vogeli), Leishmania infantum (Leishmania a infantum), Babesia canis canis (Babesia canis c anis, Dictyocaulus vivipa rus).

[0301] All named mixing partners are, where possible, compatible with their functional groups. In some cases, salts can be formed with appropriate bases or acids.

[0302] Vector control The compounds of formula (I) may be used in the control of vectors. For the purposes of the present invention, vectors are animals that carry pathogens (e.g., viruses, helminths, worms, single-celled organisms and bacteria) as reservoirs (plants, animals, humans, etc.) The pathogen is an arthropod (especially an insect or arachnid) that can carry the pathogen from the host. The body may be mechanically carried to the host (e.g., trachoma by non-biting flies) or may be host-borne. They can be delivered by injection into the body (eg, malaria parasites by mosquitoes).

[0303] Examples of vectors and the diseases or pathogens they carry are: (1) Mosquitoes Anopheles mosquitoes: malaria, filariasis; Culex: Japanese encephalitis, other viral diseases, filariasis, other carriage of helminths; Aedes mosquitoes: Yellow fever, dengue fever, other viral diseases, filariasis ; Black flies (Simuliidae): helminths (especially Onchocer ca volvulus)) conveyance; · House flies (Psychodidae): transmission of leishmaniasis; (2) Lice: skin infections, epidemic typhus; (3) Fleas: contagious diseases, typhus, tapeworms; (4) Flies: sleeping sickness (trypanosomiasis); cholera, another bacterial disease; (5) Mites: Acariosis, epidemic typhus, rickettsial pox, Tularemia, St. Louis encephalitis, tick-borne encephalitis (TBE), Crimean-Congo hemorrhagic fever, Borreli borreliosis; (6) Ixodes: Borreliosis (borellioses), e.g., Lyme disease Borrelia (Borrelia burgdorferi sensu lato), Dutton regression Borrelia duttoni, tick-borne encephalitis, Q fever (Coxiel la burnetii), babesiosis (Babesia c anis canis, ehrlichiosis.

[0304] In the sense of the present invention, examples of vectors are insects capable of transmitting plant viruses to plants. insects, such as aphids, flies, leafhoppers or thrips. Other vectors that can transmit the virus are spider mites, lice, beetles and nematodes. .

[0305] Further examples of vectors in the sense of the present invention are those that carry pathogens to animals and / or humans. insects and arachnids capable of killing insects, such as mosquitoes (especially Aedes species) Mosquitoes, Anopheles mosquitoes, e.g., A. gambiae mbiae), Anopheles arabiensis (A.arabiensis), Anopheles A. funestus, A. dirus (malaria) and Culex mosquitoes, psychodactyls ids), e.g., Phlebotomus, Lutz omyia), lice, fleas, flies, mites and ticks.

[0306] The compounds of formula (I) break down resistance ng), vector control is also possible.

[0307] The compounds of formula (I) are useful in the prevention of disease and / or vector-borne pathogens. Thus, a further aspect of the invention is a method for the prevention of, for example: In agriculture, horticulture, gardens and leisure facilities, and also in materials and Use of compounds of formula (I) for controlling vectors in the protection of stored products is.

[0308] Protection of industrial materials The compounds of formula (I) can be used to treat insects (e.g., Coleoptera ), Hymenoptera, Isoptera, Lepidoptera Lepidoptera, Psocoptera and Zygoptera Suitable for protecting industrial materials against attack or destruction by insects of the genus Gentoma There are.

[0309] In the context of the present invention, industrial materials are non-biological materials, such as, preferably, plastics, adhesives, etc. It is understood to mean adhesives, sizes, paper and cardboard, leather, wood, engineered wood products, and paints. It is understood that the present invention is particularly preferably used to protect wood.

[0310] In a further embodiment, the compound of formula (I) is Use in conjunction with an insecticide and / or at least one fungicide.

[0311] In a further embodiment, the compound of formula (I) is a ready-to-use They exist as (to-use) pesticides, i.e., they can be used without further modification. Suitable further insecticides or fungicides may be applied to the material without further application. , in particular those listed above.

[0312] Surprisingly, the compounds of formula (I) are useful in treating conditions that come into contact with seawater or freshwater, especially hulls, screens, nets, structures, mooring equipment and signalling systems from fouling. Similarly, it has been found that the compound represented by formula (I) The product can be used as a stain repellent either alone or in combination with another active compound.

[0313] Pest control in the sanitation sector The compounds of formula (I) are suitable for controlling pests in the hygiene sector, in particular The invention is applicable in the domestic sector, in the hygiene sector and in the protection of stored products. , especially in enclosed spaces (e.g., dwellings, factory corridors, offices, vehicle passenger compartments, livestock farms) To control insects, arachnids, ticks and mites encountered in the field. To control pests, the compounds of formula (I) can be used alone or in combination. are used in combination with other active compounds and / or auxiliaries. They are preferably The compounds of formula (I) are used in household insecticide products to treat susceptible and resistant species. It is effective against both sexes and all stages of development.

[0314] These pests include, for example, Scorpions of the Arachnida class. piones), Araneae and Opiliones Insect pests, Chilopoda and Diplopoda pests, insect pests Class Insecta, Order Blattodea, Order Coleoptera optera), Dermaptera, Diptera, Heteroptera, Hymenoptera, White-spotted stink bugs Isoptera, Lepidoptera, Phth iraptera), Psocoptera, Salta toria or Orthoptera), Siphonaptera and Pests of the order Zygentoma and Malacostraca Examples include pests of the order Isopoda.

[0315] They include, for example, aerosols, non-pressurized spray products, such as pump sprays and spray nozzles. Fog spray, automatic fogging system , fogger, foam, gel, cellulose or plastic evaporator - Evaporator products with tablets, liquid evaporators, gel and membrane evaporators, Propeller-driven evaporators, energy-free evaporation systems or passive evaporation systems , moth papers, moth bags and moth gels Use in moth gels or as granules or dusts for broadcast use. Use in bait for fishing or in bait stations. [Table 1]

[0316] TIFF2026001074000031.tif81164

[0317] Description of preparation methods and intermediates Compounds of formula (I) may be prepared as shown in Scheme 1 below. where R 1 , R 2 , R 3 ,R 4 , R 5 , R 6 is defined earlier as This is the case.

[0318] Scheme 1 [ka]

[0319] The synthesis involves the residue R 5 and R 6 and one group X 1 (This can be chlorine, bromine or iodine. These compounds are prepared by starting from pyrazines of formula (II) are commercially available or can be prepared according to methods described in the art. In the first transformation, X 1 Remove the hydrogen atom adjacent to the main group metal (e.g. The metal fragment is replaced by a metal fragment consisting of a metal atom (e.g., Li, Mg, Zn) and an appropriate ligand L. An example of such a transformation is given in F. Buron, N. Pie, A. Turck, G, Queguigner,J. Org. Chem. 2005, 70, 26 16-2621, which is a reaction of Li-TMP(2,2, Lithium ionization of 2-chloropyrazine using 6,6-tetramethylpiperidyl lithium base. Another TMP-based reagent is described in T. Klatt, J.T. Ma rkiewicz, C. Samann, P. Knochel, J. Org. Chem. 2014, 79, 4253-4269 The metallated intermediate (III) is then captured in situ with an aldehyde (IV). to form the secondary alcohol (V). Metalation and reaction with an aldehyde is typically In one pot, the reaction is carried out in polar aprotic solvents (e.g., THF, diethyl ether ... The temperature of the metallization step is typically below 0° C., preferably The temperature is -78°C in a dry ice bath. After adding the aldehyde, the temperature is raised to 0°C. Alternatively, the organo-gold may be heated to room temperature. The intermediate is prepared in advance and then reacted in a suitable aprotic solvent (e.g., THF, ether, etc.). It can also be added to a solution of the aldehyde in water (or toluene).

[0320] The next step is to replace the hydroxy group of intermediate (V) with a fully protected nitrogen to give a compound of formula ( VII) to produce the intermediate represented by PG 1 and P.G. 2 are two independent The protecting groups can be separate or can be combined to form one cyclic protecting group. Depending on the reaction and the protecting group used, 1 and P.G. 2 The other side is water Examples of protecting groups suitable for the protection of amino functions are "TW Gre ene, PGM Wuts “Protective Groups in Or ganic Chemistry” 3rd edition, Wiley Inter science, New York 1999, eg the Boc-grou p). The phthalimide protecting group is used preferentially. The substitution of the group can be carried out by methods known in the art (e.g., Appel reaction) of the alcohol. By converting it to a halide, treatment with sulfuryl chloride or the like followed by fluorine by nucleophilic substitution with talimide, or preferably at temperatures between -40°C and 100°C (preferably The reaction is carried out by reacting DIAD and TRIAD in a suitable solvent (e.g., THF) at temperatures ranging from 0°C to room temperature. Direct conversion of intermediate (V) with phthalimide in the Mitsunobu reaction with triphenylphosphine This can be implemented by making

[0321] R 4 The introduction of the leaving group X 2 Cross-coupling with reagent (VIII) This is done using a pulling reaction. 2 is a trialkylstannyl residue, a boronic acid, Ester or metal fragment M(L n ) [This includes metals such as Ni, Zn, Mg, and suitable The cross-coupling reaction can be carried out in the following manner: The catalyst is a transition metal catalyst (e.g., a palladium catalyst or a copper catalyst) and a suitable ligand. A comprehensive review of cross-coupling reactions is given in F. Diederich, A. de Meijere, “Metal catalyzed Cross C oupling Reactions, Second Edition”, Wile y Online Library, online ISBN:9783527619 Available at "535".

[0322] A variant of the cross-coupling reaction is the use of trialkyltrialkylstannyl residues, boronic acids, , a boronic ester or a metal fragment M(L n ) [This is because Ni, Zn, Mg, etc. metal and a suitable ligand L to form the moiety X of intermediate (VII) 1 Replace In this case, the intermediate (VIII) can be obtained by, for example, Cl, Br, I, triflate, a group X selected from methyl acrylate or the like; 2 It will be necessary to have

[0323] X 1 =Cl, Br or I and X 2 = Trialkylstannyl, boronic acid or boronic acid ester Suitable conditions for coupling of the palladium complex include 0.01-0.5 equivalents of palladium along with the ligand. Sources (e.g., PdCl(dppf)x, DCM, palladium diacetate, tetrakistriphenylphosphine The ligands include phosphinic palladium (or other compounds). It is possible to choose from fin ligands or N-heterocyclic carbene ligands, and several types are available. An overview of the ligands is given in "R. Martin, SL Buchwald, Acc. Chem. Res. 2008, 61, 1461-1473 There are.

[0324] The product of the cross-coupling reaction (IX) must be deprotected in the next step. If a talimid protecting group is used, this can be achieved by reacting the methyl group with the methyl group in a suitable solvent (e.g., ethanol). This is achieved by reacting (IX) with hydrazine hydrate at room temperature or above. can be done.

[0325] The compound of formula (I) can be prepared by converting intermediate (X) into carboxylic acid derivative (XI) [wherein X 3 is Cl, O-acyl or OH. When X is Cl or O-acyl, (X) and (XI) can be reacted in a solvent (e.g., DMF, TH F or similar), a base (e.g., DIPEA, triethylamine or N-methyl When X is OH, the acid (XI) is reacted directly with the above ( X), before reacting with a coupling agent (e.g., HATU, TBTU, TCTU, Py BOP) or, alternatively, the corresponding The resulting product (Ia) is then converted to the acid chloride or acid anhydride. R 1 is H. R other than hydrogen is a compound of the present invention. 1 To achieve a compound having , an alkylation reaction with an alkylating agent (XII) can be used. Examples of leaving groups LG is Cl, Br, I, tosylate, mesylate or triflate group. Drugs (Ia) and (XII) are salted together in a suitable solvent (e.g., acetonitrile or DMF). The mixture is mixed with a base (e.g., K2CO3 or DIPEA) and heated at 20-100°C. The reaction can be carried out by reacting at a temperature in the range of 100°C to 150°C. The resulting compounds are isolated and, if necessary, purified by techniques well known in the art (e.g., chloroform). It can be purified using chromatography.

[0326] In compound (I), R 4 When is a pyridine group, in the above scheme 1, Preferably, X 1 is Cl and X 2is Zn-Cl, and the Pd catalyst is Pd2(dba)3 is the catalyst, and the ligand L is X-Phos.

[0327] In compound (I), R 4 is a pyrimidine group, in Scheme 1 above, Preferably, X 1 is Cl and X 2 is SnBu3, and the Pd catalyst is PdCl2*2A Phos is the catalyst, and ZnCl2 is added as an additive.

[0328] In compound (I), R 4 is a thiazole group, in Scheme 1 above, Preferably, X 1 is Cl and X 2 is SnBu3, and the Pd catalyst is PdCl2*2P Ph3 is the catalyst and the ligand L is PPh3.

[0329] Scheme 2 [ka]

[0330] In a variation of the synthetic route described above, the Mitsunobu reaction and cross-coupling reaction can be carried out as follows: It can be applied in reverse order, as shown in Scheme 2. In this case, R by one of the cross-coupling methods described 4 The introduction of intermediate XIII This can then be converted to intermediate IX by a Mitsunobu reaction as described above. Further conversion. In some cases, this may be advantageous in yield or feasibility. The base PG 1 and P.G. 2 Please refer to the definition above for the meaning of

[0331] R 4 is attached to the pyrazine moiety by a nitrogen atom, X in intermediates V and VII 1 is preferentially halogen (in particular Cl, Br or I), and X 2 is R 4 Attached to nitrogen atom in In particular, this is the hydrogen atom R 4 optionally substituted pyrazole or imidazoline; A general strategy for these molecules is shown in Scheme 1 or The order of steps shown in either Scheme 2 can be followed. Preferentially, pyrazolone The introduction of the amine or imidazole is carried out before the introduction of the amine, as shown in Scheme 2. The current cross-coupling step involves a metal catalyst, optionally a ligand, a base, and a solvent. Useful metal catalysts for this step include copper(I) salts and copper(I) salts. II) salts, preferentially copper(I) halides, e.g. copper(I) iodide. The use of ligands can be beneficial. The selection of suitable ligands is crucial for the metal catalyst. In the case of copper(I) salts, 1,2-diamines such as TMEDA or tran are used. N,N,N',N'-tetramethylcyclohexane-1,2-diamine, etc. Catalytic amounts of metal catalyst and ligand are used, typically 0.01 and 1.01% of each. The base is used in an amount of 0.5 to 0.5 molar equivalents. Acid salts such as calcium carbonate, sodium carbonate, potassium carbonate or cesium carbonate The solvents that can be used include DMF, THF, 1,4-dioxane, and toluene. , chlorobenzene, or other organic solvents commonly used in cross-coupling reactions. The reaction is carried out at room temperature or higher, preferably at 100 to 120°C.

[0332] R 4 When is a pyrazole, the preferred conditions for the cross-coupling are under reflux In toluene, 0.3 equivalents of copper(I) iodide, 0.3 equivalents of trans-N,N,N', N'-tetramethylcyclohexane-1,2-diamine, excess potassium carbonate This is what we should do.

[0333] In certain cases, the compounds of the present invention comprise R 4 After the introduction of These operations can be performed in R 2 It can be carried out in the presence of a moiety, or Alternatively, a suitably protected intermediate of formula IX can be used to prepare R 2 Before introducing (See Scheme I). For example, R 4 Esters arranged in The group can be saponified by standard methods. A preferred method for saponifying esters is , a mixture of solvent (e.g., methanol and THF) and water at temperatures ranging from room temperature to reflux of lithium hydroxide or sodium hydroxide or pyridine at temperatures above 100°C The resulting carboxylic acid is then reacted with a coupling agent (e.g., T BTU, HATU, EDCI or other reagents known in the art) to Carboxylic acid esters can also be converted to amides using the Burgess assay. Alternatively, the carboxylic acid can be converted to cyanide using a chlorine-containing agent. The resulting amino group can then be converted to an amine using the Thius rearrangement. a coupling agent (e.g., TBTU, HATU, EDCI or a method known in the art) and acylation with other reagents (such as methyl methyl esters) to form R through the nitrogen atom. 4 Carboxylic acid bonded to It is possible to generate

[0334] The process according to the invention for preparing the compounds of formula (I) preferably comprises Useful diluents for carrying out the preparation method according to the present invention are water and and all inert solvents. Examples include: halocarbons, Hydrogen fluorides (e.g., chlorohydrocarbons, e.g., tetrachloroethylene, tetrachloroethane) , dichloropropane, methylene chloride, dichlorobutane, chloroform, carbon tetrachloride, trichloroethylene Chloroethane, trichloroethylene, pentachloroethane, difluorobenzene, 1,2 -Dichloroethane, chlorobenzene, bromobenzene, dichlorobenzene, chlorotoluene alcohols (e.g., methanol, ethanol, isopropyl alcohol, alcohol, butanol), ethers (e.g., ethyl propyl ether, methyl tert-butyl ether, t-butyl ether, anisole, phenetole, cyclohexyl methyl ether, dimethicone Diethyl ether, diethyl ether, dipropyl ether, diisopropyl ether, di- n-Butyl ether, diisobutyl ether, diisoamyl ether, ethylene glycol Dimethyl ether, tetrahydrofuran, 1,4-dioxane, dichlorodiethyl ether ethers, and polyethers of ethylene oxide and / or propylene oxide), amines (e.g., trimethylamine, triethylamine, tripropylamine, tributylamine) amine, N-methylmorpholine, pyridine and tetramethylenediamine), nitrohydrocarbons (e.g., nitromethane, nitroethane, nitropropane, nitrobenzene, chloronitrile) nitrobenzene, o-nitrotoluene); nitriles (e.g., acetonitrile, propionyl Tolyl, butyronitrile, isobutyronitrile, benzonitrile, m-chlorobenzonitrile aryl), tetrahydrothiophene dioxide, dimethyl sulfoxide, tetramethylene sulfoxide, dipropyl sulfoxide, benzyl methyl sulfoxide, diisobutyl sulfoxide sulfoxide, dibutyl sulfoxide, diisoamyl sulfoxide, sulfones (e.g., di Methyl sulfone, diethyl sulfone, dipropyl sulfone, dibutyl sulfone, diphenyl sulfone, dihexyl sulfone, methyl ethyl sulfone, ethyl propyl sulfone, ethyl isobutyl sulfone and pentamethylene sulfone), aliphatic, alicyclic or aromatic carbon Hydrogen hydrides (e.g., pentane, hexane, heptane, octane, nonane, and industrial hydrocarbons) ), and further containing a component having a boiling point in the range of, for example, 40 ° C to 250 ° C. So-called "white spirit", cymene, a petroleum fraction with a boiling point between 70℃ and 190℃, Cyclohexane, methylcyclohexane, petroleum ether, ligroin, benzene, toluene acetone, xylene, esters (e.g., methyl acetate, ethyl acetate, butyl acetate, and isoacetate) butyl, dimethyl carbonate, dibutyl carbonate and ethylene carbonate); amides (e.g., hexamethasone, ethylphosphoric triamide, formamide, N-methylformamide, N,N-dimethylformamide N,N-dipropylformamide, N,N-dibutylformamide, N-methylformamide Pyrrolidine, N-methylcaprolactam, 1,3-dimethyl-3,4,5,6-tetramethylcaprolactam Hydro-2(1H)-pyrimidine, octylpyrrolidone, octylcaprolactam, 1, 3-Dimethyl-2-imidazolinedione, N-formylpiperidine, N,N'-diformyl methylpiperazine), and ketones (e.g., acetone, acetophenone, methyl ethyl ketone, ton, methyl butyl ketone).

[0335] The preparation process according to the invention is carried out in a mixture of the solvents and diluents described above. is also possible.

[0336] When carrying out the process according to the invention, the reaction temperature can be varied within a relatively wide range. Generally, the temperature used is between -30°C and +150°C, preferably -10℃~+100℃.

[0337] The preparation process according to the invention is generally carried out under atmospheric pressure. The preparation process can also be carried out under elevated pressure or under reduced pressure, generally between 0.1 bar and 1 It is also possible to carry out the process under an absolute pressure of up to 5 bar.

[0338] To carry out the process according to the invention, the starting materials are generally used in approximately equimolar amounts. However, it is also possible to use a relatively large excess of one of the components. The reaction is generally carried out in a suitable diluent in the presence of a reaction aid, optionally containing a protective gas. The reaction is carried out under a nitrogen atmosphere (e.g., under nitrogen, argon, or helium), and The mixture is generally stirred for several hours at the required temperature. Work-up is carried out in a conventional manner ( See Preparation Examples).

[0339] The basic reaction auxiliaries used to carry out the preparation process according to the invention are all suitable acid-binding It may be a combination of: alkaline earth metals compounds or alkali metal compounds (e.g., lithium, sodium, potassium, magnesium hydroxides, hydrides, oxides and carbonates of calcium and barium, amidine bases or guanidine bases (e.g., 7-methyl-1,5,7-triazabicyclo[4.4.0 ]dec-5-ene (MTBD); diazabicyclo[4.3.0]nonene (DBN), diazabicyclo[4.3.0]nonene Diazabicyclo[2.2.2]octane (DABCO), 1,8-diazabicyclo[5.4. 0]undecene (DBU), cyclohexyltetrabutylguanidine (CyTBG), Cyclohexyltetramethylguanidine (CyTMG), N,N,N,N-tetramethyl- 1,8-naphthalenediamine, pentamethylpiperidine), and amines, especially tertiary amines Amines (e.g., triethylamine, trimethylamine, tribenzylamine, triisopropylamine, isopropylamine, tributylamine, tricyclohexylamine, triamylamine, Trihexylamine, N,N-dimethylaniline, N,N-dimethyltoluidine, N,N -dimethyl-p-aminopyridine, N-methylpyrrolidine, N-methylpiperidine, N- Methylimidazole, N-methylpyrazole, N-methylmorpholine, N-methylhexa Methylenediamine, pyridine, 4-pyrrolidinopyridine, 4-dimethylaminopyridine, Quinoline, 2-picoline, 3-picoline, pyrimidine, acridine, N,N,N',N' -Tetramethylenediamine, N,N,N',N'-tetraethylenediamine, quinoxalic acid N-propyldiisopropylamine, N-ethyldiisopropylamine, N,N'- Dimethylcyclohexylamine, 2,6-lutidine, 2,4-lutidine or triethylene diamine).

[0340] The acidic reaction auxiliaries used to carry out the preparation method according to the present invention include the following: Mention may be made of: all mineral acids (e.g. hydrohalic acids, e.g. hydrofluoric acid, hydrochloric, hydrobromic or hydroiodic acid, and also sulfuric, phosphoric, phosphorous, nitric acid), Lewis acids (e.g., aluminum(III) chloride, boron trifluoride or its etherate) , titanium(IV) chloride, tin(IV) chloride), and organic acids (e.g., formic acid, acetic acid, proton Pionic acid, malonic acid, lactic acid, oxalic acid, fumaric acid, adipic acid, stearic acid, tartaric acid, Oleic acid, methanesulfonic acid, benzoic acid, benzenesulfonic acid, or paratoluene sulfonic acid).

[0341] The following examples further illustrate and explain the present invention without limiting it. Reveal. [Example]

[0342] Preparation Examples Analysis method Method 1 (LC-MS) Instrument: Agilent MS Quad 6150; HPLC: Agilent 12 90; Column: Waters Acquity UPLC HSS T3 1.8 μm 50 x 2.1 mm; Eluent A: 1 L water + 0.25 mL 98% formic acid, Eluent B: 1 L acetonitrile in 0.25 mL of 99% formic acid; Gradient: 0.0 min 90% A → 0. 3 min 90%A → 1.7 min 5%A → 3.0 min 5%A; Oven temperature: 50 °C; Flow rate: 1.20mL / min; UV detection: 205-305nm.

[0343] Method 2 (LC-MS) Instrument MS: Thermo Scientific FT-MS; UHPLC+ Instrument: Thermo Scientific UltiMate 3000; Column: Waters, HSST3, 2.1×75mm, C18 1.8μm; Eluent A: 1L of water + 0.01% formic acid; Eluent B: 1 L of acetonitrile + 0.01% formic acid; Gradient: 0.0 min 10%B → 2.5 min 95%B → 3.5 min 95%B; Oven temperature Temperature: 50°C; Flow rate: 0.90 mL / min; UV detection: 210 nm / optimal integration path 21 0-300nm.

[0344] Method 3 (LC-MS) Equipment: Waters Single Quad MS System; Instrum ent Waters UPLC Acquity; Column: Waters BEH C18 1.7μ 50×2.1mm; Eluent A: 1L water + 1.0mL 25% ammonium hydroxide Eluent B: 1 L acetonitrile; Gradient: 0.0 min 92% A → 0.1 min 92%A → 1.8 min 5%A → 3.5 min 5%A; Oven temperature: 50℃; Flow rate: 0.45 mL / min; UV detection: 210 nm.

[0345] Method 4 (LC-MS) Analysis method E Equipment: SHIMADZU LCMS - UFLC 20-AD - LCMS 202 0 MS detector; column: Ascentis Express C18 2.7 μm, 50 x 3.0 mm; Eluent A: water + 0.05% by volume trifluoroacetic acid, Eluent B: Acetonitrile + 0.05% (v / v) trifluoroacetic acid; Gradient: Assigned per compound Flow rate: 1.2 mL / min; Temperature: 40°C; PDA scan: 190-400 n m.

[0346] Method 5 (LC-MS) Analysis method E1 Equipment: SHIMADZU LCMS - UFLC 20-AD - LCMS 202 0 MS detector; column: Ascentis Express C18 2.7 μm, 50 × 2.1 mm; Eluent A: water + 0.1% by volume formic acid, Eluent B: acetonitrile + 0.1% by volume formic acid; gradient: assigned per compound; flow rate 1.5 mL / min ; Temperature: 40℃; PDA scan: 190-400nm.

[0347] Method 6 (LC-MS) Analysis method F Equipment: SHIMADZU LCMS - UFLC 20-AD - LCMS 202 0 MS detector; Column: Shim-pack XR-ODS, 2.2 μm, 3.0× 50 mm; Eluent A: water + 0.05% by volume trifluoroacetic acid, Eluent B: acetonite aryl + 0.05% by volume trifluoroacetic acid; gradient: gradient: assigned per compound; Flow rate: 1.5 mL / min; Temperature: 40°C; PDA scan: 190-400 nm. direction Method 7 (Chiral HPLC) Column: Daicel Chiralpak ID, 5μm 250×4.6mm; Eluent A: isohexane, Eluent B: 2-propanol, Isocratic A:B = 1:1, 40 °C; flow rate: 1.0 mL / min; UV detection: 220 nm.

[0348] Method 8 (optical rotation) Equipment: Anton Paar Polarimeter MCP200 Specific rotation [α] (depending on wavelength, temperature, light path, solvent and concentration).

[0349] Method 9 (HPLC-MS) System MS: Waters TOF instrument; System UPLC: Waters Acq uity I-CLASS; Column: Waters Acquity UPLC HS S T3 1.8μm 50×1mm; Eluent A: 1L water + 0.100mL 99% ige formic acid, eluent B: 1 L acetonitrile + 0.100 mL 99% ige formic acid; Gradient: 0.0 min 90% A → 1.2 min 5% A → 2.0 min 5% A; Oven: 50°C; flow rate: 0.40 mL / min; UV detection: 210 nm. ...

Claims

1. General formula (I) 【Chemistry 1】 [During the ceremony, R １ is hydrogen; optionally substituted C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ Cycloalkyl C １ -C ６ Alkyl, C ２ -C ６ Arkeny Lu, C ２ -C ６ Haloalkenyl, C ２ -C ６ Alkynyl, C ２ -C ６ haloalkynyl; teeth, Phenyl-C １ -C ６ alkyl [wherein phenyl is substituted with halogen, hydroxy, —CN, -COOH、-CONH ２ 、-CSNH ２ 、-NO ２ 、-Si(CH ３ ) ３ 、-SF ５ 、 -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ Cyanocycloa Lukil, C ３ -C ６ Halocycloalkyl, C ３ -C ６ Cycloalkyl-C １ -C ６ Archi Lu, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkyl, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoalkoxy, C １ -C ３ Alkylthio, C １ - C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C １ -C ３ Haloalkyl O, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ Haloalkylsulfonyl, C １ - C ３ Cyanoalkylthio, C １ -C ３ Cyanoalkylsulfinyl, C １ -C ３ Cyanoa and substituted with 1 to 5 substituents each independently selected from the group consisting of alkylsulfonyl, alkylsulfonyl, alkylphenyl ... may be]; Or, Heterocyclyl-C １ -C ６ Alkyl [wherein the heterocyclyl is saturated and partially unsaturated] saturated 3- to 10-membered heterocyclyl, 5-membered heteroaryl, 6-membered heteroaryl, 9-membered heteroaryl and the heterocyclic group is selected from the group consisting of 10-membered heteroaryl and 10-membered heteroaryl. Aryl is halogen, hydroxy, -CN, -COOH, -CONH ２ , -CSNH ２ ,- NO ２ , -Si(CH ３ ) ３ , -SF ５ , -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ S Chloroalkyl, C ３ -C ６ Cyanocycloalkyl, C ３ -C ６ Halocycloalkyl, C ３ -C ６ Cycloalkyl-C １ -C ６ Alkyl, C １ -C ３ Haloalkyl, C １ -C ３ Shea Noalkyl, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoal Kokisi, C. １ -C ３ Alkylthio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Archi sulfonyl, C １ -C ３ Haloalkylthio, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ Haloalkylsulfonyl, C １ -C ３ Cyanoalkylthio, C １ -C ３ Cyanoa alkylsulfinyl, C １ -C ３ cyanoalkylsulfonyl and optionally substituted with 1 to 5 substituents selected from the following: and R ２ is phenyl or 5- or 6-membered heteroaryl, where each substituted with one, two, or three substituents independently selected from the group consisting of: May also be: Halogen, hydroxy, -CN, -COOH, -NO ２ , -NH ２ , -SF ５ ; Beauty, C, which may in any case be substituted １ -C ６ Alkyl, C ２ -C ６ Arkeny Lu, C ２ -C ６ Alkynyl, C ３ -C ６ Cycloalkyl, C １ -C ６ Haloalkyl, C １ -C ６ Alkoxy, C ３ -C ６ Cycloalkoxy, C １ -C ６ Haloalkoxy, hydroxy Sea C １ -C ６ Alkyl, —CO ２ C １ -C ６ Alkyl, —NH(C １ -C ６ alkyl) , -N(C １ -C ６ alkyl) ２ , S.C. １ -C ６ Alkyl sulfinimidoyl, S- C ３ -C ６ Cycloalkylsulfinimidoyl, S-C ２ -C ６ Alkenyl sulfine Imidoyl, S-C ２ -C ６ Alkynylsulfinimidoyl, S-phenylsulfine Imidoyl, S-heterocyclylsulfinimidoyl, S-heteroarylsulfin Imidoyl, S-C １ -C ６ Alkylsulfonimidoyl, S-C ３ -C ６ Cycloalkane Sulfonimidoyl, S-C ２ -C ６ Alkenylsulfonimidoyl, S—C ２ -C ６ Alkynylsulfonimidoyl, S-phenylsulfonimidoyl, S-heterocyclyl Sulfonimidoyl, S-heteroarylsulfonimidoyl, —C(═NOC １ -C ６ alkyl)H, -C(=NOC １ -C ６ alkyl)-C １ -C ６ Alkyl, (C １ -C ６ alkyl) ３ - Cyril; and, ・Structures S1 to S9 【Chemistry 2】 wherein the bond to the phenyl or 5- or 6-membered heteroaryl is marked with a #. and Z is CO or CS and Y is CO or SO ２ Independent from and selected; R ２１ is hydrogen or, in either case, optionally substituted C １ -C ６ Alkyl, C １ -C ６ Haloalkyl, C ３ -C ６ cycloalkyl, —C １ -C ６ Alkyl -C ３ -C ６ cycloalkyl, phenyl, heteroaryl and heterocyclyl; R ２２ is hydrogen or, in either case, optionally substituted C １ -C ６ Alkyl, C １ -C ６ Haloalkyl, —C １ -C ６ Alkyl-C ３ -C ６ cycloalkyl and C ３ -C ６ is cycloalkyl; R ２３ is optionally substituted C １ -C ６ Alkyl, C １ -C ６ Haloalkyl, C ３ -C ６ independently selected from cycloalkyl and phenyl; R ２４ is optionally substituted C １ -C ６ Alkyl, C ２ -C ６ Alkenyl, C ２ -C ６ Alkynyl, C １ -C ６ Haloalkyl, C ３ -C ６ Cycloalkane aryl, phenyl, heteroaryl and heterocyclyl; Or, R ２１ and R ２２ together with the nitrogen atom to which they are attached form a monocyclic or polycyclic ring. Optionally substituted 3- to 12-membered saturated or unsaturated heterocyclyl of the formula (wherein and wherein tetracyclyl may contain additional heteroatoms. Each of them contains one or two heteroatoms selected from the group consisting of N, O and S. a 3- to 6-membered heterocyclyl or a 5- to 6-membered heteroaryl [wherein the 3- to 6-membered The heterocyclyl substituent or the 5- to 6-membered heteroaryl substituent may be selected from the group consisting of halogen, hydroxyl, シ、CN、-COOH、-CONH ２ 、-CSNH ２ 、-NO ２ 、-Si(CH ３ ) ３ 、 science fiction ５ , -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ Cyano Cycloalkyl, C ３ -C ６ Halocycloalkyl, C ３ -C ６ Cycloalkyl-C １ -C ６ Alkyl, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkyl, C ３ -C ６ Cyanosis Chloroalkyl, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoa Lukoxi, C １ -C ３ Alkylthio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Al Kyrsulfonyl, C １ -C ３ Haloalkylthio, C １ -C ３ haloalkylsulfinyl, C １ -C ３ Haloalkylsulfonyl, C １ -C ３ Cyanoalkylthio, C １ -C ３ Cyano Alkylsulfinyl, C １ -C ３ cyanoalkylsulfonyl; may have 1, 2, 3 or 4 substituents selected from the group consisting of: R ３ is hydrogen or C １ -C ６ Alkyl [wherein the alkyl is selected from the group consisting of halogen, C ３ -C ６ -cycloalkyl and C １ -C ６ -substituted with 1 to 3 substituents selected from alkoxy; and R ４ is selected from 5-membered heteroaryl, 6-membered heteroaryl and 3- to 6-membered heterocyclyl monocyclic heterocycles selected from the group consisting of N, O and S, and , each of which is 1, 2, 3 or 4 substituents independently selected from the group consisting of: May be substituted with: Halogen, hydroxy, -CN, -COOH, -NO ２ , -NH ２ , -SF ５ ; Beauty, C, which may in any case be substituted １ -C ６ Alkyl, C ２ -C ６ Arkeny Lu, C ２ -C ６ Alkynyl, C ３ -C ６ Cycloalkyl, C １ -C ６ Alkyl-C ３ -C ６ Cycloalkyl, C １ -C ６ Haloalkyl, C ３ -C ６ Halocycloalkyl, C １ -C ６ Alkoxy, C ３ -C ６ Cycloalkoxy, C １ -C ６ Haloalkoxy, hydroxy- C １ -C ６ Alkyl, —NH(C １ -C ６ alkyl), -NH(C １ -C ６ Alkyl-C ３ -C ６ cycloalkyl), -N(C １ -C ６ alkyl) ２ , -N(C １ -C ６ Alkyl ) (C １ -C ６ Alkyl-C ３ -C ６ cycloalkyl), —CO ２ C １ -C ６ Alkyl, SC １ -C ６ Alkyl sulfinimidoyl, S-C ３ -C ６ Cycloalkylsulfite Nimidyl, S-C ２ -C ６ Alkenylsulfinimidoyl, S-C ２ -C ６ Archi Nilsulfinimidoyl, S-phenylsulfinimidoyl, S-heterocyclyl Sulfinimidoyl, S-heteroarylsulfinimidoyl, S-C １ -C ６ Archi Sulfonimidoyl, S-C ３ -C ６ Cycloalkylsulfonimidoyl, S—C ２ - C ６ Alkenylsulfonimidoyl, S—C ２ -C ６ Alkynylsulfonimidoyl, S -phenylsulfonimidoyl, S-heterocyclylsulfonimidoyl, S-heteroa Arylsulfonimidoyl, —C(═NOC １ -C ６ alkyl)H, -C(=NOC １ - C ６ alkyl)-C １ -C ６ alkyl; and 3 containing one or two heteroatoms selected from the group consisting of N, O and S 3-6 membered heterocyclyl, wherein the 3-6 membered heterocyclyl substituents are selected from the group consisting of halogen, hydroxyl, methyl ... Droxy, -CN, -COOH, -CONH ２ , -CSNH ２ , -NO ２ , -Si(CH ３ ) ３ , -SF ５ , -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ - C ６ Cyanocycloalkyl, C ３ -C ６ Halocycloalkyl, C ３ -C ６ cycloalkyl -C １ -C ６ Alkyl, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkyl, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoalkoxy, C １ -C ３ a Luquircio, C. １ -C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C １ - C ３ Haloalkylthio, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ Haloalkyl Sulfonyl, C １ -C ３ Cyanoalkylthio, C １ -C ３ cyanoalkylsulfinyl, C １ -C ３ 1, 2, 3 or 4 independently selected from the group consisting of cyanoalkylsulfonyl 4 substituents may be present; and, ・ The following structures S10 to S18 【Transformation 3】 wherein the bond to the pyrazine is marked with a # and Z is CO or CS and Y is CO or SO ２ are independently selected from R ４１ is hydrogen or, in either case, optionally substituted C １ -C ６ Alkyl, C １ -C ６ Haloalkyl, C ３ -C ６ cycloalkyl, —C １ -C ６ Alkyl -C ３ -C ６ cycloalkyl, phenyl, heteroaryl and heterocyclyl; R ４２ is hydrogen or, in either case, optionally substituted C １ -C ６ Alkyl, C １ -C ６ Haloalkyl and C ３ -C ６ is cycloalkyl; R ４３ is optionally substituted C １ -C ６ Alkyl, C １ -C ６ Haloalkyl, C ３ -C ６ independently selected from cycloalkyl and phenyl; R ４４ is optionally substituted C １ -C ６ Alkyl, C ２ -C ６ Alkenyl, C ２ -C ６ Alkynyl, C １ -C ６ Haloalkyl, C ３ -C ６ Cycloalkane aryl, phenyl, heteroaryl and heterocyclyl; Or, R ４１ and R ４２ together with the nitrogen atom to which they are attached form a monocyclic or polycyclic ring. Optionally substituted 3- to 12-membered saturated or unsaturated heterocyclyl of the formula (wherein terocycyl may contain additional heteroatoms); R ５ is hydrogen, halogen, —CN, or in each case optionally substituted Good C １ -C ３ -Alkyl, C １ -C ３ -haloalkyl, C １ -C ３ Cyanoalkyl, C ３ -C ４ -cycloalkyl, C ３ -C ４ Halocycloalkyl, C ３ -C ６ Cyanocycloa Lukil, C １ -C ３ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoalkoxy C, -CO ２ (C １ -C ３ alkyl), -CH-(C １ -C ３ alkoxy) ２ , -CON H (C １ -C ４ alkyl), -CON(C １ -C ４ alkyl) ２ , -NHCO-C １ -C ４ Alkyl, —N(C １ -C ４ alkyl)CO-C １ -C ４ Alkyl, -C(=NOC １ -C ４ alkyl)H, or -C(=NOC １ -C ４ alkyl)-C １ -C ４ Alkyl, -NH ２ , —NH(C １ -C ３ alkyl), -N(C １ -C ３ alkyl) ２ , C １ -C ３ Alkylthio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C ３ -C ６ Cycloalkylthio, C ３ -C ６ Cycloalkylsulfinyl, C ３ -C ６ Cyclo alkylsulfonyl; R ６ is hydrogen, halogen, —CN, or in each case optionally substituted Good C １ -C ３ -Alkyl, C １ -C ３ -haloalkyl, C ３ -C ４ Cycloalkyl, C ３ -C ４ Halocycloalkyl, C １ -C ３ Alkoxy, C １ -C ３ Haloalkoxy, —C O ２ (C １ -C ３ alkyl), -CH-(C １ -C ３ alkoxy) ２ , -CONH(C １ -C ４ alkyl), -CON(C １ -C ４ alkyl) ２ , -NHCO-C １ -C ４ Archi Ru, -N(C １ -C ４ alkyl)CO-C １ -C ４ Alkyl, -C(=NOC １ -C ４ a -H or -C (=NOC １ -C ４ alkyl)-C １ -C ４ Alkyl, —NH ２ , —NH(C １ -C ３ alkyl), -N(C １ -C ３ alkyl) ２ , C １ -C ３ Alkyl Chio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C ３ -C ６ S Chloroalkylthio, C ３ -C ６ Cycloalkylsulfinyl, C ３ -C ６ cycloalkyl sulfonyl] and salts and N-oxides thereof.

2. R １ is hydrogen; or optionally substituted C in either case １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl C １ -C ６ Alkyl, C ２ -C ６ Alkenyl, C ２ -C ６ Archi Nill, C. １ -C ６ Alkoxy C １ -C ６ Alkyl, C １ -C ６ Alkylthio C １ -C ６ a Lukil, C １ -C ６ Alkylsulfinyl C １ -C ６ Alkyl, C １ -C ６ Alkylsul Honil C １ -C ６ alkyl [wherein the optionally substituted radical is halogen, Hydroxy, -CN, -NO ２ , -Si(CH ３ ) ３ , -NH ２ and C １ -C ６ Alkyl and optionally substituted with up to three substituents independently selected from the group consisting of: Or, Phenyl-C １ -C ６ alkyl [wherein phenyl is substituted with halogen, hydroxy, —CN, -COOH、-CONH ２ 、-CSNH ２ 、-NO ２ 、-Si(CH ３ ) ３ 、-SF ５ 、 -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ Cyanocycloa Lukil, C ３ -C ６ Halocycloalkyl, C ３ -C ６ Cycloalkyl-C １ -C ６ Archi Lu, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkyl, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoalkoxy, C １ -C ３ Alkylthio, C １ - C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C １ -C ３ Haloalkyl O, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ Haloalkylsulfonyl, C １ - C ３ Cyanoalkylthio, C １ -C ３ Cyanoalkylsulfinyl, C １ -C ３ Cyanoa and substituted with 1 to 5 substituents each independently selected from the group consisting of alkylsulfonyl, alkylsulfonyl, alkylphenyl ... may be]; Or, Heterocyclyl-C １ -C ３ alkyl [wherein the heterocyclyl is tetrahydropyridine] aryl, tetrahydrofuranyl, oxetanyl and azetidinyl or heteroaryl wherein said heteroaryl is selected from the group consisting of pyridyl, pyrimidinyl, pyrazyl, Pyridazinyl, thiophenyl, furanyl, pyrazolyl, imidazolyl, triazolyl, thiphenyl is selected from the group consisting of azolyl and oxazolyl, and wherein said heteroaryl Or the heterocyclyl is halogen, hydroxy, —CN, —COOH, —CONH ２ , -CSNH ２ , -NO ２ , -Si(CH ３ ) ３ , S.F. ５ , -NH ２ , C １ -C ６ Alkyl , C ３ -C ６ Cycloalkyl, C ３ -C ６ Cyanocycloalkyl, C ３ -C ６ Halocyclo Alkyl, C ３ -C ６ Cycloalkyl-C １ -C ６ Alkyl, C １ -C ３ haloalkyl, C １ -C ３ Cyanoalkyl, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ - C ３ Cyanoalkoxy, C １ -C ３ Alkylthio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C １ -C ３ Haloalkylthio, C １ -C ３ Halo Alkyls Rufinil, C １ -C ３ Haloalkylsulfonyl, C １ -C ３ Cyanoalkylthio, C １ -C ３ Cyanoalkylsulfinyl, C １ -C ３ From the group consisting of cyanoalkylsulfonyl and optionally substituted with 1 to 3 substituents independently selected from and R ２ are phenyl, pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, pyrrolidone, is selected from the group consisting of thiazole, oxazole, and thiophene, each of which is one, two or three substituents independently selected from the group consisting of: May be substituted with: Halogen, hydroxy, -CN, -COOH, -NO ２ , -NH ２ , -SF ５ ; Beauty, C, which may in any case be substituted １ -C ６ Alkyl, C ２ -C ６ Arkeny Lu, C ２ -C ６ Alkynyl, C ３ -C ６ Cycloalkyl, C １ -C ３ Haloalkyl, C １ -C ４ Alkoxy, C ３ -C ６ Cycloalkoxy, C １ -C ３ Haloalkoxy, hydroxy Sea C １ -C ４ Alkyl, —CO ２ C １ -C ４ Alkyl, —NH(C １ -C ４ alkyl) , -N(C １ -C ４ alkyl) ２ , -C(=NOC １ -C ４ alkyl)H, -C(=NO C １ -C ４ alkyl)-C １ -C ４ Alkyl and (C １ -C ４ alkyl) ３ - Cyril Here, the optionally substituted radical is halogen, hydroxy, —CN, —NO ２ , -Si(CH ３ ) ３ , -NH ２ , C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ Cycloalkyl, C ３ -C ４ Halocycloalkyl, C １ -C ３ Alkyl sulfonyl , C ３ -C ４ Cycloalkylsulfonyl, C １ -C ３ Haloalkylthio and C １ -C ３ Ha and substituted with up to three substituents independently selected from the group consisting of alkylsulfonyl, alkylphenylsulfonyl, aryl ... may be]; and, Structures S1, S4, S7, S8 and S9 【Chemistry 4】 [wherein the above-mentioned phenyl, pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, Bonds to pyrrole, thiazole, oxazole, or thiophene are marked with #. and Z is CO or CS; R ２１ is hydrogen or, in either case, optionally substituted C １ -C ４ Alkyl, C １ -C ４ Haloalkyl, C ３ -C ６ cycloalkyl, —C １ -C ４ Alkyl -C ３ -C ６ cycloalkyl and 3-6 membered heterocyclyl; R ２２ is hydrogen or, in either case, optionally substituted C １ -C ４ Alkyl, C １ -C ４ Haloalkyl, —C １ -C ４ Alkyl-C ３ -C ６ cycloalkyl and C ３ -C ６ is cycloalkyl; R ２４ is optionally substituted C １ -C ４ Alkyl, C ２ -C ６ Alkenyl, C ２ -C ６ Alkynyl, C １ -C ４ Haloalkyl, C ３ -C ６ Cycloalkane aryl, phenyl, heteroaryl, and 3- to 6-membered heterocyclyl; Here, R ２１ , R ２２ and R ２４ The optionally substituted radical in the definition of , halogen, hydroxy, -CN, -NO ２ , -Si(CH ３ ) ３ , -NH ２ , C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ Cycloalkyl, C ３ -C ４ Hello Shik Roalkyl, C １ -C ４ Alkoxy, C １ -C ４ Haloalkoxy, C １ -C ３ Alkyls Luhonil, C. ３ -C ４ Cycloalkylsulfonyl, C １ -C ３ Haloalkylthio and C １ -C ３ substituted with up to three substituents independently selected from the group consisting of haloalkylsulfonyl; may be; Or, R ２１ and R ２２ together with the nitrogen atom to which they are attached form a 4- to 12-membered saturated saturated or unsaturated heterocyclyl, wherein the heterocyclyl is selected from the group consisting of oxygen, nitrogen and sulfur; and the heterocycle may contain up to two additional heteroatoms selected from Aryl is halogen, ═O (oxo), ═S (thiono), hydroxy, —CN, —NO ２ , -SF ５ and -NH ２ and C １ -C ４ Alkyl, C ３ -C ６ Cycloalkyl, C １ - C ４ Haloalkyl, C １ -C ４ Alkoxy, C １ -C ４ Haloalkoxy, C １ -C ４ Al Kirchio, C. １ -C ４ Alkylsulfinyl, C １ -C ４ Alkylsulfonyl, C ３ -C ６ Cycloalkylsulfanyl, C ３ -C ６ Cycloalkylsulfinyl, C ３ -C ６ S Chloroalkylsulfonyl, C １ -C ４ Haloalkylthio, C １ -C ４ Haloalkylsulfur Finil, C １ -C ４ haloalkylsulfonyl; and Each of them contains one or two heteroatoms selected from the group consisting of N, O and S. a 3- to 6-membered heterocyclyl or a 5- to 6-membered heteroaryl [wherein the 3- to 6-membered The heterocyclyl substituent or the 5- to 6-membered heteroaryl substituent may be selected from the group consisting of halogen, hydroxyl, シ、-CN、-COOH、-CONH ２ 、-CSNH ２ 、-NO ２ 、-Si(CH ３ ) ３ , -SF ５ , -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ S Chloroalkyl-C １ -C ６ Alkyl, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkane Lu, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Alkylthio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C １ -C ３ Haloalkyl Chio, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ From haloalkylsulfonyl and each of the groups may have one, two, or three substituents independently selected from the group consisting of: R ３ is hydrogen or C １ -C ６ Alkyl [wherein the alkyl is selected from the group consisting of halogen, cyano, C ３ -C ６ Cycloalkyl or C １ -C ４ optionally substituted with alkoxy; R ４ pyridine, pyrimidine, pyrazine, pyridazine, and thiazole, pyrazo pyrrole, oxazole, isothiazole, isoxazole, thiophene and imidazole and dazoles, each of which is selected from the group consisting of: and optionally substituted with 1, 2, or 3 substituents independently selected from: Halogen, hydroxy, -CN, -COOH, -NO ２ , -NH ２ , -SF ５ ; Beauty, C, which may in any case be substituted １ -C ６ Alkyl, C ２ -C ６ Arkeny Lu, C ２ -C ６ Alkynyl, C ３ -C ６ Cycloalkyl, C １ -C ３ Haloalkyl, C １ -C ４ Alkoxy, C ３ -C ６ Cycloalkoxy, C １ -C ３ Haloalkoxy, hydroxy Sea C １ -C ４ Alkyl, —CO ２ C １ -C ４ Alkyl, —NH(C １ -C ４ alkyl) , -N(C １ -C ４ alkyl) ２ , -C(=NOC １ -C ４ alkyl)H, -C(=NO C １ -C ４ alkyl)-C １ -C ４ Alkyl and (C １ -C ４ alkyl) ３ - Cyril Here, the optionally substituted radical is halogen, hydroxy, —CN, —NO ２ , -Si(CH ３ ) ３ , -NH ２ , C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ Cycloalkyl, C ３ -C ４ Halocycloalkyl, C １ -C ４ Alkoxy, C １ - C ４ Haloalkoxy, C １ -C ３ Alkylsulfonyl, C ３ -C ４ Cycloalkylsulfonates Nill, C. １ -C ３ Haloalkylthio and C １ -C ３ from the group consisting of haloalkylsulfonyl and optionally substituted with up to three substituents independently selected from the group consisting of: and, Structures S10, S11, S13, S14, S16, S17 and S18 【Transformation 5】 [wherein the above-mentioned pyridine, pyrimidine, pyrazine, pyridazine, thiazole, and pyrazole are , pyrrole, oxazole, isothiazole, isoxazole, thiophene or imidazoline The bond to the zole is marked with # and Z is CO or CS; R ４１ is hydrogen or, in either case, optionally substituted C １ -C ４ Alkyl, C １ -C ４ Haloalkyl, C ３ -C ６ cycloalkyl, —C １ -C ４ Alkyl -C ３ -C ６ cycloalkyl and 3-6 membered heterocyclyl; R ４２ is hydrogen or, in either case, optionally substituted C １ -C ４ Alkyl, C １ -C ４ Haloalkyl, —C １ -C ４ Alkyl-C ３ -C ６ cycloalkyl and C ３ -C ６ is cycloalkyl; R ４３ is optionally substituted C １ -C ４ Alkyl, C １ -C ４ Haloalkyl and C ３ -C ６ independently selected from cycloalkyl; R ４４ is optionally substituted C １ -C ４ Alkyl, C １ -C ４ Haloalkyl, C ３ -C ６ Cycloalkyl, phenyl, heteroaryl and 3-6 membered phenyl is a terecyclyl; Here, R ４１ , R ４２ , R ４３ and R ２４ The above-mentioned optionally substituted groups in the definition of Dichlor is halogen, hydroxy, -CN, -NO ２ , -Si(CH ３ ) ３ , -NH ２ , C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ Cycloalkyl, C ３ -C ４ Halocycloalkyl, C １ -C ４ Alkoxy, C １ -C ４ Haloalkoxy, C １ -C ３ a alkylsulfonyl, C ３ -C ４ Cycloalkylsulfonyl, C １ -C ３ Haloalkylthio and C １ -C ３ up to three substitutions independently selected from the group consisting of haloalkylsulfonyl optionally substituted with a group; Or, R ４１ and R ４２ together with the nitrogen atom to which they are attached form a 4- to 12-membered saturated saturated or unsaturated heterocyclyl, wherein the heterocyclyl is selected from the group consisting of oxygen, nitrogen, sulfur and ketone; may contain up to two additional heteroatoms selected from the group consisting of fluorine and Tetracyclyl is a group selected from halogen, ═O (oxo), ═S (thiono), hydroxy, —CN, — NO ２ , -SF ５ and -NH ２ and C １ -C ４ Alkyl, C ３ -C ６ cycloalkyl , C ３ -C ６ Cycloalkyl-C １ -C ６ Alkyl, C １ -C ４ Haloalkyl, C １ -C ４ Alkoxy, C １ -C ４ Haloalkoxy, C １ -C ４ Alkoxy-C １ -C ６ Alkyl , C １ -C ４ Alkylthio, C １ -C ４ Alkylsulfinyl, C １ -C ４ Alkylsul Honil, C. ３ -C ６ Cycloalkylsulfanyl, C ３ -C ６ Cycloalkylsulfini Lu, C ３ -C ６ Cycloalkylsulfonyl, C １ -C ４ Haloalkylthio, C １ -C ４ Ha alkylsulfinyl, C １ -C ４ haloalkylsulfonyl and Each of them contains one or two heteroatoms selected from the group consisting of N, O and S. a 3- to 6-membered heterocyclyl or a 5- to 6-membered heteroaryl [wherein the 3- to 6-membered The heterocyclyl substituent or the 5- to 6-membered heteroaryl substituent may be selected from the group consisting of halogen, hydroxyl, シ、-CN、-COOH、-CONH ２ 、-CSNH ２ 、-NO ２ 、-Si(CH ３ ) ３ , -SF ５ , -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ S Chloroalkyl-C １ -C ６ Alkyl, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkane Lu, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Alkylthio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C １ -C ３ Haloalkyl Chio, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ From haloalkylsulfonyl and each of the groups may have one, two, or three substituents independently selected from the group consisting of: R ５ is hydrogen, halogen, -CN, NH ２ or in any case substituted May be C １ -C ３ -Alkyl, C ３ -C ４ -cycloalkyl, C １ -C ３ Alcoki C, -CO ２ (C １ -C ３ alkyl), -CH-(C １ -C ３ alkoxy) ２ , -CON H (C １ -C ４ alkyl), -CON(C １ -C ４ alkyl) ２ , -NHCO-C １ -C ４ Alkyl, —N(C １ -C ４ alkyl)CO-C １ -C ４ Alkyl, -C(=NOC １ -C ４ alkyl)H, or -C(=NOC １ -C ４ alkyl)-C １ -C ４ Alkyl, -NH(C １ -C ３ alkyl), -N(C １ -C ３ alkyl) ２ , C １ -C ３ Alkylchi O, C ３ -C ６ Cycloalkylthio [wherein the optionally substituted radical is cycloalkylthio] Alkene, hydroxy, -CN, -NO ２ , -Si(CH ３ ) ３ , -NH ２ and C １ -C ３ and optionally substituted with up to three substituents independently selected from the group consisting of alkyl, can be; R ６ is hydrogen, halogen, -CN, NH ２ or in any case substituted May be C １ -C ３ -Alkyl, C ３ -C ４ -cycloalkyl, C １ -C ３ Alcoki C, -CO ２ (C １ -C ３ alkyl), -CH-(C １ -C ３ alkoxy) ２ , -CON H (C １ -C ４ alkyl), -CON(C １ -C ４ alkyl) ２ , -NHCO-C １ -C ４ Alkyl, —N(C １ -C ４ alkyl)CO-C １ -C ４ Alkyl, -C(=NOC １ -C ４ alkyl)H, or -C(=NOC １ -C ４ alkyl)-C １ -C ４ Alkyl, -NH(C １ -C ３ alkyl), -N(C １ -C ３ alkyl) ２ , C １ -C ３ Alkylchi O, C ３ -C ６ Cycloalkylthio [wherein the optionally substituted radical is cycloalkylthio] Alkene, hydroxy, -CN, -NO ２ , -Si(CH ３ ) ３ , -NH ２ and C １ -C ３ and optionally substituted with up to three substituents independently selected from the group consisting of alkyl, be; The compound of claim 1, and its salts and N-oxides.

3. R １ is hydrogen; or C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl C １ -C ６ Al Kill, C ２ -C ６ Alkenyl, C ２ -C ６ Haloalkenyl, C ２ -C ６ Alkynyl, C ２ -C ６ Haloalkynyl, C １ -C ３ Alkoxy C １ -C ３ Alkyl, C １ -C ３ Alkyl Thio C １ -C ３ Alkyl, C １ -C ３ Alkylsulfinyl C １ -C ３ Alkyl, C １ - C ３ Alkylsulfonyl C １ -C ３ Alkyl, C １ -C ６ Haloalkyl, C １ -C ６ Shea is alkyl; R ２ from pyrazole, phenyl, pyridine, pyrimidine, pyrazine and pyridazine wherein each is substituted with a total of 1, 2, or 3 substituents. wherein one, two or three of the optional substituents are selected from the group consisting of: Independently selected from Group A comprising: Halogen, hydroxy, -CN, -COOH, -NO ２ , -NH ２ , -SF ５ ; Reach Beauty, ・C １ -C ４ Alkyl, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkyl, C ３ -C ４ Cycloalkyl, C ３ -C ４ Halocycloalkyl, C ３ -C ４ Cyanocycloalkane Lu, C １ -C ３ Alkoxy, C １ -C ３ Haloalkoxy, C ３ -C ４ cycloalkoxy, C １ -C ３ Cyanoalkoxy, —CO ２ C １ -C ４ Alkyl and (C １ -C ３ alkyl) ３ - Cyril; and optionally one of the optional substituents is selected from Group B consisting of: You can: Structures S1, S4, S7, S8 and S9 【Transformation 6】 [wherein the bond to the phenyl, pyridine, pyrimidine, pyrazine or pyridazine is , marked with #, and Z is CO; R ２１ is hydrogen or, in either case, optionally substituted C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ is cycloalkyl; R ２２ is hydrogen or, in either case, optionally substituted C １ -C ３ Alkyl, C １ -C ３ Haloalkyl and C ３ -C ４ is cycloalkyl; R ２４ is optionally substituted C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ cycloalkyl and phenyl; Here, R ２１ , R ２２ and R ２４ The optionally substituted radical in the definition of , halogen, -CN, -NO ２ , -Si(CH ３ ) ３ , C １ -C ３ Alkyl, C １ -C ３ and optionally substituted with up to three substituents independently selected from the group consisting of haloalkyl. ］； R ３ is hydrogen or C １ -C ６ is alkyl; R ４ pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, pyrrole, thiazol-1, azoles, oxazoles, isothiazoles, isoxazoles, thiophenes and imidazolines wherein each of said 6-membered heteroaryls is selected from the group consisting of 1, 2 or and each of the five-membered heteroaryls may be substituted with one or three substituents. may be substituted with two substituents, in each case, of the optional substituents up to all of which are independently selected from Group D consisting of: Halogen, hydroxy, -CN, -COOH, -NO ２ , -NH ２ , -SF ５ ; Reach Beauty, ・C １ -C ３ Alkyl, C ３ -C ４ Cycloalkyl, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkyl, C ３ -C ４ Cyanocycloalkyl, C １ -C ３ Alkoxy, C ３ -C ４ Cycloalkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoalkoxy, hydroxypropyl Droxy-C １ -C ３ Alkyl, —CO ２ C １ -C ３ Alkyl, —NH(C １ -C ３ Al Kill), -N (C １ -C ３ alkyl) ２ , -C(=NOC １ -C ３ alkyl)H, -C( =NOC １ -C ３ alkyl)-C １ -C ３ Alkyl and (C １ -C ３ alkyl) ３ -Siri Lu; and optionally one of the optional substituents is selected from Group E consisting of: You can: Structures S10, S13, S16, S17 and S18 【Transformation 7】 [wherein the above-mentioned pyridine, pyrimidine, pyrazine, pyridazine, pyrazole, pyrrole, Thiazole, oxazole, isothiazole, isoxazole, thiophene or imidazoline The bond to the zole is marked with # and Z is CO; R ４１ is hydrogen or, in either case, optionally substituted C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ cycloalkyl, —C １ -C ２ Alkyl -C ３ -C ４ Cycloalkyl and 3- to 6-membered heterocyclyl (wherein the heterocyclyl contains one heteroatom selected from the group consisting of N, O and S; R ４２ is hydrogen or, in either case, optionally substituted C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, —C １ -C ２ Alkyl-C ３ -C ４ cycloalkyl and C ３ -C ４ is cycloalkyl; R ４４ is optionally substituted C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ is cycloalkyl; Here, R ４１ , R ４２ and R ４４ The optionally substituted groups defined in relation to The groups are halogen, —CN, —NO ２ , -Si(CH ３ ) ３ , C １ -C ３ Alkyl, C １ - C ３ and optionally substituted with up to two substituents independently selected from the group consisting of haloalkyl often; Or, R ４１ and R ４２ together with the nitrogen atom to which they are attached form a monocyclic 4-8 and a saturated heterocyclyl of which the heterocyclyl is selected from the group consisting of oxygen, nitrogen, sulfur, and silicon. It may contain up to one additional heteroatom selected from the group Clyl is a halogen, ═O (oxo), ═S (thiono), hydroxy, -CN, -NO ２ and -NH ２ and C １ -C ３ Alkyl, C ３ -C ４ Cycloalkyl, C １ -C ３ Halo Alkyl, C １ -C ３ Alkoxy, C １ -C ３ haloalkoxy optionally substituted with 1 to 3 substituents); R ５ is hydrogen, halogen, -CN, C １ -C ３ -Alkyl, C １ -C ３ -haloalkyl , C ３ -C ４ -cycloalkyl, C １ -C ３ Alkoxy, C １ -C ３ Haloalkoxy the law of nature; R ６ is hydrogen, halogen, -CN, C １ -C ３ -Alkyl, C １ -C ３ -haloalkyl , C ３ -C ４ Cycloalkyl, C １ -C ３ Alkoxy, C １ -C ３ haloalkoxy ； 3. The compound according to claim 1 or 2, and its salts and N-oxides.

4. R １ is hydrogen; methyl, ethyl, n-propyl, isopropyl, cyanomethyl, cyclo Propylmethyl, methoxymethyl, ethoxymethyl, methylthiomethyl, ethylthiomethyl methylthioethyl, ethylthioethyl, methylsulfonylethyl, ethylsulfonyl ethyl; R ２ is selected from the group consisting of pyrazole, phenyl and pyridine, are fluorine, chlorine, bromine, iodine, hydroxy, -CN, -COOH, and -CO, respectively. NH ２ , -NO ２ , -NH ２ , -SF ５ , methyl, ethyl, n-propyl, isopropyl , butyl, tert-butyl, cyclopropyl, cyclobutyl, 1-cyanocyclopropyl difluoromethyl, trifluoromethyl, pentafluoroethyl, cyanomethyl, 1 -cyano-1-methyleth-1-yl, methoxy, ethoxy, difluoromethoxy, tri Fluoromethoxy, cyanomethoxy, methylthio, methylsulfinyl, methylsulfonyl methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, difluoromethylthio, trifluoromethylthio difluoromethylthio, difluoromethylsulfinyl, trifluoromethylsulfinyl, difluoromethylsulfinyl Fluoromethylsulfonyl, trifluoromethylsulfonyl, (CH ３ ) ３ -Cyril, Fe sulfonyl (which may have fluorine, chlorine or methyl substituents) and optionally substituted with one or two substituents independently selected from the group consisting of: R ３ is hydrogen, methyl, ethyl, n-propyl or isopropyl; R ４ is pyridin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrazinyl 1,3-thiazol-3-yl, 1,3-thiazol-2-yl, 1,3-oxazol-2-yl , 1,2-oxazol-3-yl, 1,2-thiazol-3-yl, 1H-pyrazole 1H-pyrazol-3-yl, 1H-imidazol-4-yl are selected from the group consisting of fluorine, chlorine, bromine, —CN, —COOH, Methyl, ethyl, n-propyl, isopropyl, cyclopropyl, cyclobutyl, difluoro Fluoromethyl, trifluoromethyl, pentafluoroethyl, cyanomethyl, methoxy, methoxy, difluoromethoxy, trifluoromethoxy, cyanomethoxy, methylthio, methyl methylsulfonyl, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, Difluoromethylthio, trifluoromethylthio, difluoromethylsulfinyl, trifluoromethylthio Fluoromethylsulfinyl, difluoromethylsulfonyl, trifluoromethylsulfonyl Nil, -COOCH ３ , -COOCH ２ CH ３ , and structure S13 【Transformation 8】 [wherein the above-mentioned pyridin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyridin-5-yl, pyridin-6-yl, pyridin-7-yl, pyridin-8-yl, pyridin-9-yl, pyridin-10-yl, pyridin-11-yl, pyridin-12-yl, pyridin-13-yl, pyridin-14-yl, pyridin-15-yl, pyrid 1,3-thiazol-2-yl, 1,3-oxazol-2-yl, and yl, 1,2-oxazol-3-yl, 1,2-thiazol-3-yl, 1H-pyrazo Binding to 1H-pyrazol-1-yl, 1H-pyrazol-3-yl, 1H-imidazol-4-yl is marked with a # and Z is CO; R ４１ is hydrogen, methyl, ethyl, n-propyl, propan-2-yl, butan-2 -yl, 2,2,2-trifluoroethyl, 2-trifluoromethoxyethyl, cyanomethoxyethyl cyclopropyl, cyclopropylmethyl, or 2-methyl-n-propyl; R ４２ is hydrogen, methyl, ethyl, n-propyl, propan-2-yl, butan-2 -yl, 2,2,2-trifluoroethyl, 2-trifluoromethoxyethyl, cyanomethoxyethyl cyclopropyl, cyclopropylmethyl, or 2-methyl-n-propyl; R ４１ and R ４２ together with the nitrogen atom to which they are attached form pyrrolidine, pyridine Peridine, azepan, morpholine, oxazepan, azacilloridine, azasilinane, aza and silepane (each of which may be substituted with one or two methyl groups). and optionally substituted with one substituent selected from the group consisting of: ； R ５ is hydrogen, fluorine, chlorine, bromine, iodine, -CN, methyl, ethyl, n-propyl , isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, Pentafluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy; R ６ is hydrogen, fluorine, chlorine, bromine, iodine, -CN, methyl, ethyl, n-propyl , isopropyl, butyl, tert-butyl, difluoromethyl, trifluoromethyl, Pentafluoroethyl, cyanomethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy methoxy, difluoromethoxy, trifluoromethoxy or cyanomethoxy; A compound according to claim 1, 2 or 3, and its salts and N-oxides.

5. R １ is hydrogen or cyclopropylmethyl; R ２ is selected from the group consisting of pyrazole, phenyl and pyridine, are fluorine, chlorine, bromine, iodine, -CN, and -SF, respectively. ５ , methyl, ethyl, n- Propyl, isopropyl, tert-butyl, 1-cyano-1-methyleth-1-yl, cyclopropyl, 1-cyanocyclopropyl, difluoromethyl, trifluoromethyl, Methoxy, ethoxy, difluoromethoxy, difluoromethoxy, trifluoromethoxy , methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl, trifluoromethyl sulfonyl, 4-fluorophenylsulfonyl, and difluoromethylsulfonyl optionally substituted with 1 or 2 substituents independently selected from the group; R ３ is methyl; R ４ represents pyridin-2-yl, pyrimidin-2-yl, 1,3-thiazol-2-yl , 1H-pyrazol-1-yl, each of which is selected from the group consisting of: Fluorine, chlorine, bromine, -CN, methyl, ethyl, trifluoromethyl, methoxy, ethoxy Si, -COOH, -COOCH ３ , -COOCH ２ CH ３ , and structure S13 【Chemistry 9】 [wherein the bond marked with # represents the above-mentioned pyridin-2-yl, pyrimidin-2-yl , the C-5 position of 1,3-thiazol-2-yl- or the C of the above 1H-pyrazol-1-yl attached at position -4 and Z is CO; R ４１ is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro Ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl, cyclopropyl It is a pill; R ４２ is hydrogen, methyl, ethyl, propan-2-yl, 2,2,2-trifluoro ethyl, cyanomethyl, cyclopropylmethyl, 2-methyl-n-propyl; R ４１ and R ４２ together with the nitrogen atom to which they are attached form pyrrolidine, pyridine peridine, morpholine, 2,6-dimethylmorpholine, oxazepane or (Si,Si- dimethyl)azasilinane] and optionally substituted with one substituent selected from the group consisting of: R ５ is hydrogen or methyl; R ６ is hydrogen or methyl; 5. The compound according to claim 1, 2, 3 or 4, and its salts and N-oxides.

6. R ２ is selected from the group consisting of phenyl, pyridyl, thiophene, pyrazole and imidazole selected from, wherein these are as defined in any of the preceding claims. The compound according to any one of claims 1 to 5, which may be substituted by Salts and N-oxides.

7. R ４ is selected from the group consisting of pyridine, pyrimidine, pyrazine, and pyridazine, and each of which may be substituted as defined in any of the preceding claims. The compound according to any one of claims 1 to 6, and salts thereof, N-oxide.

8. R ４ are thiazoles, pyrazoles, pyrroles, oxazoles, isothiazoles, and isothiol. The aryl group is selected from the group consisting of thiazolinone, ... and more preferably selected from the group consisting of benzophenone, pyrazole, isothiazole and imidazole. Preferably, it is selected from the group consisting of thiazole and pyrazole, each of which is and may be substituted as defined in any of the preceding claims. A compound according to any one of claims 1 to 6, and salts and N-oxides thereof.

9. R ２ is represented by the structure Q1, where the bond to the C=O-group is marked with a #: 【Chemistry 10】 where: R ２５ is hydroxy, -NH ２ , -SO ２ NH ２ , C ４ -C ６ Alkyl, C ４ Arco Kishi, C １ -C ３ Cyanoalkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ Halocycloa Lukil, C ３ -C ６ Cyanocycloalkyl, C １ -C ３ Alkylthio, C １ -C ３ Archi Rusulfinyl, C １ -C ３ Alkylsulfonyl, C ３ -C ６ Cycloalkylsulfani Lu, C ３ -C ６ Cycloalkylsulfinyl, C ３ -C ６ Cycloalkylsulfonyl, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ Haloalkylsulfonyl, C １ -C ３ S Anoalkoxy, hydroxy-C １ -C ４ Alkyl, —NH(C １ -C ４ alkyl), - N (C １ -C ４ alkyl) ２ , -NHCO-C １ -C ４ Alkyl, NHCO-C ３ -C ６ Cycloalkyl, —NHSO ２ (C １ -C ４ alkyl), -N(C １ -C ４ alkyl) C O-C １ -C ４ Alkyl, —N(C １ -C ４ alkyl)CO-C ３ -C ６ cycloalkyl , -N(C １ -C ４ alkyl)SO ２ C １ -C ４ Alkyl, —N(SO ２ C １ -C ４ Al kill) ２ , -CO ２ C １ -C ４ Alkyl, -CONH(C １ -C ４ alkyl), -CON H (C ３ -C ６ cycloalkyl), -CONH-phenyl, -CON(C １ -C ４ Archi L) ２ , -CON(C １ -C ４ alkyl) (C ３ -C ６ cycloalkyl), -CON(C １ -C ４ alkyl)-phenyl, -C(=NOC １ -C ４ alkyl)H, -C(=NOC １ -C ４ alkyl)-C １ -C ４ Alkyl, (C １ -C ４ alkyl) ３ -silyl, -SO ２ NH (C １ -C ４ alkyl), phenylsulfonyl or 3- to 6-membered heterocyclyl ( wherein it contains one or two heteroatoms selected from the group consisting of N, O and S. (It is possible to) Here, the phenyl group of the above substituents and the 3- to 6-membered heterocyclyl substituents are halogen. , C.N., C. １ -C ６ Alkyl, C １ -C ６ Haloalkyl and C １ -C ３ Cyanoalkyl? and R ２６ is a halogen, -CN, -COOH, -CONH ２ , -NO ２ , -SF ５ , C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C １ -C ３ Alkoxy, C １ -C ３ Haloal Kokisi, C. １ -C ３ Haloalkylthio, C １ -C ３ Alkylthio, C １ -C ３ Alkyls Rufinil, C １ -C ３ Alkylsulfonyl, C １ -C ３ Haloalkylsulfinyl, C １ -C ３ Haloalkylsulfonyl, C ３ -C ６ Cycloalkylsulfanyl, C ３ -C ６ Cycloalkylsulfinyl, C ３ -C ６ Cycloalkylsulfonyl, C ３ -C ６ Cyclo Alkyl, C １ -C ３ Cyanoalkyl, C ３ -C ６ is a cyanocycloalkyl.

10. The compound of any preceding claim, wherein

10. Formula (I-vii) to Formula (I-xix) 【Chemistry 11】 【change】 [During the ceremony, R １ , R ３ , R ５ and R ６ has the meaning defined in any preceding claim ； R ７ are the same or different and in any of the preceding claims R ２ to The substituents on phenyl or 5- or 6-membered heteroaryl as defined above Has meaning; R ８ are the same or different and in any of the preceding claims R ４ to have the meaning of the substituents in monocyclic heterocycles defined above; R ８１ is optionally substituted C １ -C ６ Alkyl, C ２ -C ６ a Alkenyl, C ２ -C ６ Alkynyl, C ３ -C ６ Cycloalkyl, C １ -C ３ Haloalkyl , hydroxy-C ２ -C ４ Alkyl, —CO ２ C １ -C ４ Alkyl, -C(=NOC １ - C ４ alkyl)H, -C(=NOC １ -C ４ alkyl)-C １ -C ４ Alkyl [where: The optionally substituted radicals include halogen, hydroxy, —CN, and —NO. ２ , -S i(CH ３ ) ３ , -NH ２ , C １ -C ３ Alkyl, C １ -C ３ Haloalkyl, C ３ -C ４ Cycloalkyl, C ３ -C ４ Halocycloalkyl, C １ -C ４ Alkoxy, C １ -C ４ Ha Roalkoxy, C. １ -C ３ Alkylsulfonyl, C ３ -C ４ cycloalkylsulfonyl, C １ -C ３ Haloalkylthio and C １ -C ３ Independently from the group consisting of haloalkylsulfonyl or 3-6 membered alkyl acrylate containing one or two heteroatoms selected from the group consisting of N, O and S wherein the 3- to 6-membered heterocyclyl is selected from the group consisting of halogen, hydroxy, C N、-COOH、-CONH ２ 、-CSNH ２ 、-NO ２ 、-Si(CH ３ ) ３ 、-SF ５ , -NH ２ , C １ -C ６ Alkyl, C ３ -C ６ Cycloalkyl, C ３ -C ６ Cyanosik Roalkyl, C ３ -C ６ Halocycloalkyl, C ３ -C ６ Cycloalkyl-C １ -C ６ a Lukil, C １ -C ３ Haloalkyl, C １ -C ３ Cyanoalkyl, C １ -C ４ Alkoxy, C １ -C ３ Haloalkoxy, C １ -C ３ Cyanoalkoxy, C １ -C ３ Alkylthio, C １ -C ３ Alkylsulfinyl, C １ -C ３ Alkylsulfonyl, C １ -C ３ Hello Aruki Lucio, C. １ -C ３ Haloalkylsulfinyl, C １ -C ３ Haloalkylsulfonyl, C １ -C ３ Cyanoalkylthio, C １ -C ３ Cyanoalkylsulfinyl, C １ -C ３ Shea and 1, 2, 3, or 4 substituents independently selected from the group consisting of alkylsulfonyl, can be]; n represents an integer of 0, 1 or 2; m represents an integer of 1 or 2. The compound according to any one of claims 1 to 8, characterized in that it has a structure represented by and salts and N-oxides thereof.

11. At least one compound represented by formula (I) according to any one of claims 1 to 10 and a formulation comprising a compound, and which is free from fillers, surfactants, adjuvants, excipients, solvents and / or containing at least one additional compound selected from additional pharmaceutically active agents Good, said formulation.

12. A compound of formula (I) according to any one of claims 1 to 10 for use as a medicament. The composition or formulation of claim 9.

13. As an anti-endoparasiticide, anti-ectoparasiticide, arthropodicide, insecticide 11. A compound of formula (I) according to any one of claims 1 to 10 for use as a miticide or as an acaricide.

10. The compound or formulation of claim 9.

14. for the control of pests or in the field of animal health (wherein surgery or treatment (Excluding methods of treating the animal body and diagnostic methods performed on the animal body) or for crop protection or in vector control, where preferably the Pests include insects or arachnids, or the pests are insects or arachnids. a compound represented by formula (I) according to any one of claims 1 to 10 or a compound represented by formula (I) according to claim 9 Use of the above formulations.

15. A method for controlling pests (particularly pests), comprising the step of: The compound of formula (I) or the formulation of claim 11 is administered to the pests and / or wherein the animal is surgically or therapeutically altered to affect its habitat. Methods of treating the human body and diagnostic methods performed on the animal body are excluded; or 、 1. A method for protecting seeds or germinating plants from pests, particularly insect pests, comprising: The seeds are treated with a compound represented by formula (I) according to any one of claims 1 to 8 or a compound represented by formula (I) according to claim 9. the method step of contacting the composition with the formulation described above, wherein in these methods, the pests preferably consist of insects and arachnids. The method is selected from the group of animal pests.

16. Seeds obtained by the method of claim 15.

17. Formula (IX-1), Formula (X) or Formula (XIII) 【Chemistry 12】 [In the formula, R ３ , R ４ , R ５ and R ６ is defined in any one of claims 1 to 8 [has meaning] An intermediate compound represented by the formula:

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