Derivatives of heterocyclic compounds for use as pest control agents

By developing new heterocyclic derivative (I) compounds, the shortcomings of existing insecticides and acaricides have been overcome, enabling wider application and better biocompatibility, and enhancing the control effect on insects.

CN117430622BActive Publication Date: 2025-12-19BAYER AG
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Patent Information

Application Number
CN202311373533.X
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2017-10-04
Filing Date
2018-09-28
Publication Date
2025-12-19
Estimated Expiration
2038-09-28

AI Technical Summary

Technical Problem

Existing insecticides and acaricides are inadequate in several aspects, failing to meet the requirements of modern crop protection compositions for action level, persistence, action spectrum, and binding with other active compounds, and also present resistance problems.

Method used

Develop new heterocyclic derivatives, specifically composed of compounds of formula (I) containing specific nitrogen atoms and substituent groups, which can be combined with other compositions to enhance insecticidal and acaricidal effects.

Benefits of technology

It broadens the spectrum of pesticides, improves their biological and environmental properties, provides a wider range of application methods, is well compatible with useful plants, and enhances their effectiveness against difficult-to-control insects.

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Abstract

The present invention relates to novel compounds of formula (I), wherein Aa, Ab, R 1 , R 2 , R 3 , R 4 , R 5 and n have the meanings indicated in the description, to the use thereof as acaricides and / or insecticides for controlling animal pests, and to processes and intermediates for their production.
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Description

[0001] This application is a divisional application of the patent application for invention entitled "Derivatives of heterocyclic compounds for use as pest control agents" having the number 201880078322.4. The original application corresponds to International application PCT / EP2018 / 076404, filed on September 28, 2018, with a priority date of October 4, 2017. TECHNICAL FIELD

[0002] The present invention relates to heterocyclic derivatives of formula (I) for use as acaricides and / or insecticides for controlling animal pests, in particular arthropods and especially insects and arachnids, to processes and intermediates for their preparation. BACKGROUND

[0003] Heterocyclic derivatives having insecticidal properties have been described in the literature, for example in WO2010 / 125985, WO2014 / 142292, WO2014 / 148451, WO2016 / 129684, WO2016 / 162318, WO2016 / 023954, WO2016 / 039441, WO2016 / 046071, WO2016 / 059145, WO2016 / 104746, WO2016 / 116338, WO2015 / 121136, WO2017 / 025419, WO2017 / 061497 and JP 2018-70585.

[0004] Modern crop protection compositions have to meet a multiplicity of requirements, for example with regard to the level, the persistence and the spectrum of action and possible uses. To mention only a few parameters, toxicity, retention of beneficial species and pollinating agents, environmental properties, application rates, the problem of combinability with other active compounds or formulation auxiliaries, the complexity involved in the synthesis of the active compounds, and also the development of resistances play a role. For all these reasons alone, the search for new crop protection compositions is not considered to be complete, but rather there is a constant need for new compounds which have improved properties in at least one respect relative to the known compounds. SUMMARY

[0005] It was an object of the present invention to provide compounds which broaden the spectrum and / or increase the activity of pesticides in various aspects.

[0006] It has now been found that novel heterocyclic derivatives, which have advantages over known compounds, examples of which include better biological or environmental properties, a wider range of application methods, better insecticidal or acaricidal action and good compatibility with useful plants. The heterocyclic derivatives can be used in combination with other compositions to increase efficacy, especially against difficult-to-control insects.

[0007] Thus, the subject of the present application are novel compounds of formula (I)

[0008]

[0009] in which (configuration 1-1)

[0010] Aa represents N (nitrogen) or =C(H)-,

[0011] Ab represents N (nitrogen) or =C(H)-,

[0012] R 1 represents (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C 12(C1-C6)-bicycloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanokynyl, (C3-C6)-cycloalkyl-(C2-C6)-kynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6) (C1-C6)-Alkenoxy-(C1-C6)-alkyl, (C2-C6)-Haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-Alkyneoxy-(C1-C4)-alkyl, (C2-C6)-Haloalkyneoxy-(C1-C6)-alkyl, amino, (C1-C6)-Alkthio-(C1-C6)-alkyl, (C1-C6)-Alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-Alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-Haloalkthio-(C1-C6)-alkyl (1-C6)-alkyl, (C1-C6)-haloalkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-haloalkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkyl Alkyl carbonyl-(C1-C6)-alkyl, (C1-C6)-haloalkyl carbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-haloalkoxycarbonyl-(C1-C6)-alkyl, tri-(C1-C6)-alkylsilyl, aminosulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylaminosulfonyl-(C1-C6)-alkyl, or di-(C1-C6)-alkylaminosulfonyl-(C1-C6)-alkyl.

[0013] R 2 R 3 Each of these independently represents hydrogen, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C 12)-dialkyl, (C3-C8)-cycloalkyl-(C2-C6)-alkenyl, (C3-C8)-cycloalkyl-(C2-C6)-alkynyl, cyano-(C3-C6)-cycloalkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, -C(=O)-R 11 , -C(=S)-R 11 , -C(=O)-OR 12 , -C(=S)-OR 13 , -C(=O)-SR 13 , -C(=O)-NR 15 R 16 , -C(=S)-NR 13 R 14 , -OR 17 , -OC(=O)-R 12 , -OC(=S)-R 13 , -OC(=O)-OR 13 , -OC(=S)-OR 13 , -OC(=O)-NR 18 R 19 , -OC(=S)-NR 13 R 14 , -O-NR 13 R 14 , -OS(=O) m -R 12 , -OS(=O) m -NR 18 R 19 , -N(R 13 )-OR 14 , -NR 15 R 16 , -N(H)-NR 13 R 14 , -N(H)-C(=O)-R 19 , -N(H)-C(=S)-R 14 , -N(H)-C(=O)-OR 19 , -N(H)-C(=S)-OR 14 , -N(H)-C(=O)-NR 18 R 19 , -N(H)-C(=S)-NR 18 R 19 , -N(H)-S(=O) p -R 12-N(H)-S(=O) p -OR 14 -N(H)-S(=O) p -NR 18 R 19 -S(=O)-R 17 -S(=O)2-R 17 -S-C(=O)-R 12 -S-C(=O)-OR 13 -S-C(=O)-NR 13 R 14 -S(=O) m -NR 18 R 19 or -S(=O) m -OR 13 wherein one of the groups R 2 or R 3 must represent a substituent other than hydrogen,

[0014] R 4(C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, (C2-C6)-alkynyl, (C2-C6)-alkynyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkynyl, (C2-C6)-cyanoalkynyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-haloalkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-haloalkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-haloalkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl,

[0015] (C1-C6)-haloalkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl

[0016] -(C1-C6)-alkyl, (C1-C6)-haloalkoxycarbonyl-(C1-C6)-alkyl, aminocarbonyl

[0017] -(C1-C6)-alkyl, (C1-C6)-alkylamino-(C1-C6)-alkyl, di-(C1-C6)-alkylamino-(C1-C6)-alkyl, tri-(C1-C6)-alkylsilyl or (C3-C8)-cycloalkylamino

[0018] -(C1-C6)-alkyl,

[0019] R 5Represents hydrogen, halogen, cyano, hydroxycarbonyl, SCN, SF5, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl.

[0020] (C2-C6)-Haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halogenated-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl,

[0021] (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl,

[0022] (C1-C6)-haloalkyl-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C3-C6)-cycloalkyl, spiro-(C3-C6)-cycloalkyl-(C3-C6)-cycloalkyl, (C4-C 12 )-Dicycloalkyl,

[0023] (C1-C6)-cyanoalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl

[0024] (C1-C6)-alkylsulfonyl, (C1-C6)-halogenated alkylsulfonyl, (C1-C6)-alkylsulfonyloxy, aminosulfonyl, (C1-C6)-alkylaminosulfonyl or di-(C1-C6)-alkyl

[0025] alkylaminosulfonyl,

[0026] R 11 Represents (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-halogenyl

[0027] Alkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl

[0028] -(C1-C6)-alkyl, (C3-C6)-cycloalkyl, -(C1-C6)-haloalkyl, (C1-C6)-alkyl

[0029] -(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0030] (C4-C 12 )-dicycloalkyl, (C1-C6)-cyanoalkyl, cyano-(C3-C6)-cycloalkyl,

[0031] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)- alkoxycarbonyl-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)- cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)- cycloalkyl-(C2-C6)-alkynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)- alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)- alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)- alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)- alkylsulfonyl-(C1-C6)-alkyl,

[0032] (C1-C6)-alkylcarbonyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)- haloalkylcarbonyl, hydroxycarbonyl, (C1-C6)-alkoxycarbonyl, (C1-C6)- haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di- (C1-C6)-alkylaminocarbonyl, (C3-C8)-cycloalkylaminocarbonyl, tri- (C1-C6)-alkylsilyl, a phenyl ring or a 3- to 6-membered, partially saturated or saturated heterocyclic ring, where the phenyl ring or the heterocyclic ring in each case is optionally mono- or poly- substituted with identical or different substituents, and where the substituents independently of one another can be selected from the group consisting of halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl,

[0033] (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl,

[0034] R 12 represents (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-halo

[0035] alkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl

[0036] (C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl

[0037] (C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0038] (C4-C 12 )-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl,

[0039] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl,

[0040] (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl- (C2-C6)-alkynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)- alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)- alkylsulfinyl-(C1-C6)-alkyl,

[0041] (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)- alkoxycarbonyl-(C1-C6)-alkyl, a phenyl ring or a 3- to 6-membered, partially saturated or saturated heterocyclic ring, where the phenyl ring or the heterocyclic ring in each case is optionally mono- or poly-substituted with identical or different substituents, and where the substituents independently of one another can be selected from the group consisting of halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,

[0042] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)- cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio,

[0043] (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)- alkylsulfonyl, (C1-C6)-haloalkylsulfonyl,

[0044] (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)- alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino,

[0045] (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)- alkylaminosulfonyl,

[0046] R 13 , R 14independently of one another represent hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl,

[0047] (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C 12 cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, phenyl ring or a 3- to 6-membered aromatic, partially saturated or saturated heterocyclic ring, where the phenyl ring or the heterocyclic ring in each case is optionally mono- or poly- substituted with identical or different substituents, and where the substituents independently of one another can be selected from halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio,

[0048] (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl

[0049] Acyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, R 15 R 16 Each of these groups independently represents hydrogen, cyano, hydroxyl, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C 12 (C1-C6)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C1-C6)-haloalkoxy- (C1-C6)-alkyl, (C2-C6)-olefin-(C1-C6)-alkyl, (C2-C6)-haloolefin-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl,

[0050] (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino,

[0051] (C1-C6)-haloalkylcarbonylamino, (C3-C8)-cycloalkylcarbonylamino, or 3- to 6-membered aromatic partially saturated or saturated heterocycles, wherein the heterocycle may optionally be mono- or poly-substituted with the same or different substituents in each case, and wherein the substituents may be independently selected from halogens, cyano, nitro, hydroxy, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,

[0052] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio,

[0053] (C1-C6)-Haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-Haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-Haloalkylsulfonyl

[0054] (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl

[0055] Wherein group R 15 or R 16 One of them must represent a substituent other than hydrogen, and both of the groups R 15 and R 16 It cannot simultaneously represent hydroxyl, cyano, (C1-C6)-alkoxy,

[0056] (C1-C6)-Haloalkoxy, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino, (C1-C6)-haloalkoxy, amino, alkylamino, di-(C1-C6)-alkylamino, alkylcarbonylamino, alkyl ...

[0057] Alkyl carbonyl amino, (C3-C8)-cycloalkyl carbonyl amino,

[0058] R 17 Represents (C3-C8)-cycloalkyl, halogenated-(C3-C8)-cycloalkyl, and (C3-C6)-cycloalkyl

[0059] -(C1-C6)-alkyl, (C3-C6)-cycloalkyl, -(C1-C6)-haloalkyl, (C1-C6)-alkyl

[0060] -(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0061] (C4-C 12 )-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl

[0062] -(C2-C6)-alkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C2-C6)-alkenyloxy

[0063] -(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, a phenyl ring or a 3- to 6-membered aromatic, partially saturated or saturated heterocyclic ring, where the phenyl ring or the heterocyclic ring in each case is optionally mono- or poly- substituted by identical or different substituents, and where the substituents independently of one another can be selected from the group consisting of halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy,

[0064] (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl,

[0065] (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl,

[0066] (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylamino

[0067] sulfonyl, di-(C1-C6)-alkylaminosulfonyl,

[0068] R 18 , R 19independently of one another represent hydrogen, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl,

[0069] (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl,

[0070] (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl,

[0071] (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C 12 )-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl,

[0072] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl,

[0073] (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, 3- to 6-membered aromatic, partially saturated or saturated heterocyclic ring, wherein the heterocyclic ring in each case can optionally be mono- or poly-substituted with identical or different substituents, and wherein the substituents independently of one another can be selected from halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl,

[0074] (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl,

[0075] (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl,

[0076] (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl,

[0077] (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl,

[0078] wherein R 18 or R 19 must represent a substituent other than hydrogen, n represents 0, 1 or 2,

[0079] m represents 0, 1 or 2,

[0080] p represents 0, 1 or 2,

[0081] Configuration 1-2

[0082] Aa, Ab, R 1 , R 2 , R 3 , R 4 , R 5 , R 11 , R 12 , R 13 , R 14 , R 17 , R 18 , R 19 , n, m and p have the meanings given in Configuration 1-1, and

[0083] R 15 , R 16independently of one another represent hydrogen, cyano, hydroxy, (C2-C6)-haloalkenyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C 12)-dialkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)- alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)- cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C1-C6)- haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)- alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)- alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)- alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino, (C1-C6)-haloalkylcarbonylamino, (C3-C8)-cycloalkylcarbonylamino or a 3- to 6-membered aromatic, partially saturated or saturated heterocyclic ring, wherein the heterocyclic ring in each case can optionally be mono- or poly-substituted with identical or different substituents, and wherein the substituents independently of one another can be selected from halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, and / or wherein the heterocyclic ring can optionally contain at least one carbonyl group,

[0084] wherein the radicals R 15 or R 16one of the groups R 15 and R 16 cannot simultaneously represent hydroxy, cyano, (Ci-C6)-alkoxy,

[0085] (Ci-C6)-haloalkoxy, amino, (Ci-C6)-alkylamino, di-(Ci-C6)-alkylamino, (C3-C8)- cycloalkylamino, (Ci-C6)-alkylcarbonylamino, (Ci-C6)-haloalkylcarbonylamino, (C3-C8)- cycloalkylcarbonylamino.

[0086] Configuration 1-3

[0087] Aa, Ab, R 1 , R 2 , R 3 , R 4 , R 5 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , n, m and p have the meanings given in Configuration 1-2, wherein, if R 2 or R 3 represents cyano-(C3-C6)-cycloalkyl, R 5 does not represent halogen, (Ci-C6)-haloalkyl, (Ci-C6)-haloalkylthio, (Ci-C6)- haloalkylsulfinyl or (Ci-C6)-haloalkylsulfonyl.

[0088] It has additionally been found that the compounds of the formula (I) have very good efficacy as pesticides, preferably as insecticides and / or acaricides, and additionally often also have very good phytocompatibility, in particular on crop plants.

[0089] The compounds according to the application are generally defined by the formula (I). The preferred substituents or ranges of groups given in the formulae mentioned above and below are explained hereinafter:

[0090] Configuration 2-1

[0091] Aa preferably represents N (nitrogen) or =C(H)-,

[0092] Ab preferably represents N (nitrogen) or =C(H)-,

[0093] R 1(C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl,

[0094] (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl,

[0095] (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl or (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl,

[0096] R 2 , R 3 independently of one another preferably denote hydrogen, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl,

[0097] (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C 12 )-bicycloalkyl, (C3-C8)-cycloalkyl-(C2-C6)-alkenyl, (C3-C8)-cycloalkyl-(C2-C6)-alkynyl, cyano-(C3-C6)-cycloalkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl,

[0098] -C(=O)-R 11 , -C(=S)-R 11 , -C(=O)-OR 12 , -C(=S)-OR 13 ,

[0099] -C(=O)-SR 13 , -C(=O)-NR 15 R 16 , -C(=S)-NR 13 R 14 ,

[0100] -OR 17 , -OC(=O)-R 12 , -OC(=S)-R 13 , -OC(=O)-OR 13 ,

[0101] -OC(=S)-OR 13 , -OC(=O)-NR 18 R 19 , -OC(=S)-NR 13 R 14 ,

[0102] -O-NR 13 R 14 , -OS(=O) m -R 12 , -OS(=O) m -NR 18 R 19 ,

[0103] -N(R 13 )-OR 14 , -NR 15 R 16 , -N(H)-NR 13 R 14 , -N(H)-C(=O)-R 19 ,

[0104] -N(H)-C(=S)-R 14 , -N(H)-C(=O)-OR 19 , -N(H)-C(=S)-OR 14 ,

[0105] -N(H)-C(=O)-NR 18 R 19 , -N(H)-C(=S)-NR 18 R 19 , -N(H)-S(=O) p -R 12 ,

[0106] -N(H)-S(=O) p -OR 14 , -N(H)-S(=O) p -NR 18 R 19 ,

[0107] -S(=O)-R 17 , -S(=O)2-R 17 , -S-C(=O)-R 12-S-C(=O)-OR 13 ,

[0108] -S-C(=O)-NR 13 R 14 , -S(=O) m -NR 18 R 19 or -S(=O) m -OR 13 ,

[0109] wherein one of the radicals R 2 or R 3 must represent a substituent other than hydrogen,

[0110] R 4 preferably represents (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl,

[0111] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl,

[0112] (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-

[0113] (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, R 5 preferably represents hydrogen, halogen, cyano, SF5, (C1-C6)-alkyl, (C1-C6)-haloalkyl,

[0114] (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-cyanoalkyl, cyano-(C3-C6)-cycloalkyl,

[0115] (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl,

[0116] (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl or (C1-C6)-halo

[0117] alkylsulfonyl,

[0118] R 11 Preferred representatives include (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-ynyl, (C2-C6)-haloynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl.

[0119] (C4-C 12 (C1-C6)-bicycloalkyl, (C1-C6)-cyanoalkyl, cyano-(C3-C6)-cycloalkyl,

[0120] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanokynyl, (C3-C6)-cycloalkyl-(C2-C6)-kynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6) (C1-C6)-Alkenoxy-(C1-C6)-alkyl, (C2-C6)-Haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-Alkyneoxy-(C1-C4)-alkyl, (C2-C6)-Haloalkyneoxy-(C1-C6)-alkyl, (C1-C6)-Alkthio-(C1-C6)-alkyl, (C1-C6)-Alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-Alkylsulfonyl-(C1-C6)-alkyl

[0121] (C1-C6)-alkylcarbonyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-haloalkylcarbonyl, hydroxycarbonyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C3-C8)-cycloalkylaminocarbonyl, tri-(C1-C6)-alkylsilyl, a phenyl ring or a 3- to 6-membered aromatic, partially saturated or saturated heterocyclic ring, where the phenyl ring or the heterocyclic ring in each case is optionally mono- or poly- substituted by identical or different substituents, and where the substituents independently of one another can be selected from the group consisting of halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl,

[0122] (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl,

[0123] R 12 preferably represents (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0124] (C4-C 12 )-dicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl,

[0125] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl,

[0126] (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl,

[0127] (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, a phenyl ring or a 3- to 6-membered, partially saturated or saturated heterocyclic ring, wherein the phenyl ring or the heterocyclic ring in each case is optionally mono- or poly- substituted with identical or different substituents, and wherein the substituents independently of one another can be selected from the group consisting of halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,

[0128] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio,

[0129] (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl,

[0130] (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)- alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino,

[0131] (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)- alkylaminosulfonyl,

[0132] R 13 , R 14independently of one another preferably represent hydrogen, (Ci-C6)-alkyl, (Ci-C6)- haloalkyl,

[0133] (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)- cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl

[0134] -(Ci-C6)-alkyl, (C3-C6)-cycloalkyl-(Ci-C6)-haloalkyl, (Ci-C6)-alkyl

[0135] -(C3-C8)-cycloalkyl, (Ci-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)- cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0136] (C4-C 12 )-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (Ci-C6)-cyanoalkyl,

[0137] (Ci-C6)-hydroxyalkyl, (Ci-C6)-alkoxy-(Ci-C6)-alkyl, (C2-C6)-cyanoalkenyl,

[0138] (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl-(C2-C6)- alkynyl, (Ci-C6)-haloalkoxy-(Ci-C6)-alkyl, (C2-C6)-alkenyloxy-(Ci-C6)-alkyl, (C2-C6)- haloalkenyloxy-(Ci-C6)-alkyl, (C2-C6)-alkynyloxy-(Ci-C4)-alkyl, (C2-C6)-haloalkynyloxy- (Ci-C6)-alkyl, (Ci-C6)-alkylthio-(Ci-C6)-alkyl, (Ci-C6)-alkylsulfinyl-(Ci-C6)-alkyl,

[0139] (Ci-C6)-alkylsulfonyl-(Ci-C6)-alkyl, (Ci-C6)-alkylcarbonyl-(Ci-C6)-alkyl, (Ci-C6)- alkoxycarbonyl-(Ci-C6)-alkyl, a phenyl ring or a 3- to 6-membered, partially saturated or saturated heterocyclic ring, wherein the phenyl ring or the heterocyclic ring in each case can optionally be mono- or poly-substituted with identical or different substituents, and wherein the substituents independently of one another can be selected from halogen, cyano, nitro, hydroxyl, hydroxycarbonyl, amino, (Ci-C6)-alkyl, (Ci-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,

[0140] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio,

[0141] (C1-C6)-Haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-Haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-Haloalkylsulfonyl

[0142] (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino

[0143] (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl

[0144] R 15 R 16 The preferred groups, independently, represent hydrogen, cyano, hydroxyl, (C2-C6)-haloalkenyl groups.

[0145] (C2-C6)-Haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, Halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, Spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0146] (C4-C 12 (C1-C6)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl

[0147] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanokynyl, (C3-C6)-cycloalkyl-(C2-C6)-kynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6) (C1-C6)-Alkenoxy-(C1-C6)-alkyl, (C2-C6)-Haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-Alkyneoxy-(C1-C4)-alkyl, (C2-C6)-Haloalkyneoxy-(C1-C6)-alkyl, (C1-C6)-Alkthio-(C1-C6)-alkyl, (C1-C6)-Alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-Alkylsulfonyl-(C1-C6)-alkyl

[0148] (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino,

[0149] (C1-C6)-haloalkylcarbonylamino, (C3-C8)-cycloalkylcarbonylamino, or 3- to 6-membered aromatic partially saturated or saturated heterocycles, wherein the heterocycle may optionally be mono- or poly-substituted with the same or different substituents in each case, and wherein the substituents may be independently selected from halogens, cyano, nitro, hydroxy, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,

[0150] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio,

[0151] (C1-C6)-Haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-Haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-Haloalkylsulfonyl

[0152] (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl

[0153] Wherein group R 15 or R 16 One of them must represent a substituent other than hydrogen, and both of the groups R 15 and R 16 It cannot simultaneously represent hydroxyl, cyano, (C1-C6)-alkoxy,

[0154] (C1-C6)-Haloalkoxy, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino, (C1-C6)-haloalkoxy, amino, alkylamino, di-(C1-C6)-alkylamino, alkylcarbonylamino, alkyl ...

[0155] Alkyl carbonyl amino, (C3-C8)-cycloalkyl carbonyl amino,

[0156] R 17 Preferred representatives include (C3-C8)-cycloalkyl, halogenated-(C3-C8)-cycloalkyl, and (C3-C6)-cycloalkyl.

[0157] -(C1-C6)-alkyl, (C3-C6)-cycloalkyl, -(C1-C6)-haloalkyl, (C1-C6)-alkyl

[0158] -(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0159] (C4-C 12 (C3-C6)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl

[0160] -(C2-C6)-alkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C2-C6)-alkenoxy

[0161] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C10)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl,

[0162] (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl,

[0163] (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl,

[0164] (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylamino

[0165] sulfonyl, di-(C1-C6)-alkylaminosulfonyl,

[0166] R 18 , R 19 independently of one another preferably represent hydrogen, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,

[0167] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C10)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, 12 (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C4-C10)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl,

[0168] (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanokynyl, (C3-C6)-cycloalkyl-(C2-C6)-kynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenoxy-(C1-C6)-alkyl, (C2-C6)-haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-alkynoxy- (C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, or 3- to 6-membered aromatic partially saturated or saturated heterocycles, wherein the heterocycle may optionally be mono- or poly-substituted with the same or different substituents in each case, and wherein the substituents may be independently selected from halogen, cyano, nitro, hydroxy, hydroxycarbonyl, amino, (C1-C6)-alkyl,

[0169] (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy

[0170] (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl

[0171] Where R 18 or R 19 One of them must represent a substituent other than hydrogen.

[0172] n is preferably 0, 1, or 2.

[0173] m preferably denotes 0, 1 or 2,

[0174] p preferably denotes 0, 1 or 2.

[0175] Configuration 2-2

[0176] Aa, Ab, R 1 , R 2 , R 3 , R 4 , R 5 , R 11 , R 12 , R 13 , R 14 , R 17 , R 18 , R 19 , n, m and p have the meanings given in Configuration 2-1, and

[0177] R 15 , R 16 independently of one another preferably denote hydrogen, cyano, hydroxyl, (C2-C6)-haloalkenyl,

[0178] (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, halo

[0179] -(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0180] (C4-C 12 )-dicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl,

[0181] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanokynyl, (C3-C6)-cycloalkyl-(C2-C6)-kynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6) (C1-C6)-Alkenoxy-(C1-C6)-alkyl, (C2-C6)-Haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-Alkyneoxy-(C1-C4)-alkyl, (C2-C6)-Haloalkyneoxy-(C1-C6)-alkyl, (C1-C6)-Alkthio-(C1-C6)-alkyl, (C1-C6)-Alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-Alkylsulfonyl-(C1-C6)-alkyl

[0182] (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)-alkylamino, di-

[0183] -(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino,

[0184] (C1-C6)-haloalkylcarbonylamino, (C3-C8)-cycloalkylcarbonylamino, or 3- to 6-membered aromatic partially saturated or saturated heterocycles, wherein the heterocycle may optionally be mono- or poly-substituted with the same or different substituents in each case, and wherein the substituents may be independently selected from halogens, cyano, nitro, hydroxy, hydroxycarbonyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,

[0185] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkylthio,

[0186] (C1-C6)-Haloalkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-Haloalkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-Haloalkylsulfonyl

[0187] (C1-C6)-alkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, di

[0188] -(C1-C6)-alkylaminocarbonyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, and / or wherein the heterocycle may optionally contain a carbonyl group,

[0189] Wherein group R 15 or R 16 One of them must represent a substituent other than hydrogen, and both of the groups R 15 and R 16 It cannot simultaneously represent hydroxyl, cyano, (C1-C6)-alkoxy,

[0190] (C1-C6)-haloalkoxy, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino, (C1-C6)-haloalkylcarbonylamino, (C3-C8)-cycloalkylcarbonylamino.

[0191] Configuration 2-3

[0192] Aa, Ab, R 1 R 2 R 3 R 4 R 5 R 11 R 12 R 13 R 14 R 15 R 16 R 17 R 18 R 19 , n, m and p have the meanings given in configuration 2-2, where if R 2 or R 3 Representing cyano-(C3-C6)-cycloalkyl, then R 5 It does not represent halogen, (C1-C6)-haloalkyl, (C1-C6)-haloalkylthio, (C1-C6)-haloalkylsulfinyl or (C1-C6)-haloalkylsulfonyl.

[0193] Configuration 3-1

[0194] Aa is particularly preferred to represent N (nitrogen) or =C(H)-.

[0195] Ab is particularly preferred to represent N (nitrogen) or =C(H)-.

[0196] R 1Particularly preferred are (C1-C6)-alkyl, (C1-C6)-haloalkyl, or (C3-C8)-cycloalkyl.

[0197] R 2 Hydrogen is a particularly preferred representative.

[0198] R 3 Particularly preferred are (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-haloalkyl-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, cyano-(C3-C6)-cycloalkyl, (C2-C6)-alkenoxy-(C1-C6)-alkyl, (C2-C6)-haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-alkynoxy-(C1-C4)-alkyl, and (C2-C6)-haloalkynoxy-(C1-C6)-alkyl.

[0199] -C(=O)-R 11 -C(=S)-R 11 -C(=O)-NR 15 R 16 ,

[0200] -OR 17 -OC(=O)-NR 18 R 19 -O-NR 13 R 14 -OS (=O) m -R 12 ,

[0201] -OS(=O) m -NR 18 R 19 ,

[0202] -N(R 13 )-OR 14 -NR 15 R 16 -N(H)-NR 13 R 14 -N(H)-C(=O)-R 19 ,

[0203] -N(H)-C(=O)-OR 19 -N(H)-C(=S)-OR 14 -N(H)-C(=O)-NR 18 R 19 ,

[0204] -N(H)-C(=S)-NR18 R 19 -N(H)-S(=O) p -R 12 ,

[0205] -N(R 13 )-S(=O) p -OR 14 -N(H)-S(=O) p -NR 18 R 19 ,

[0206] -S(=O)-R 17 -S(=O)2-R 17 -SC(=O)-R 12 -SC(=O)-OR 13 ,

[0207] -SC(=O)-NR 13 R 14 Or -S (=O) m -NR 18 R 19 ,

[0208] R 4 Particularly preferred are (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl,

[0209] (C1-C6)-hydroxyalkyl or (C1-C6)-alkoxy-(C1-C6)-alkyl,

[0210] R 5 Particularly preferred are halogens, (C1-C6)-haloalkyl groups, and (C1-C6)-haloalkoxy groups.

[0211] (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-cyanoalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-haloalkylthio, (C1-C6)-haloalkylsulfinyl

[0212] or (C1-C6)-haloalkylsulfonyl,

[0213] R 11 Particularly preferred are (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, and (C2-C6)-alkynyl groups.

[0214] (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, benzene ring or a partially saturated or saturated heterocycle of 3 to 6 members, wherein the benzene ring or heterocycle may optionally be mono- or poly-substituted with the same or different substituents in each case, and wherein the substituents may be independently selected from halogen, cyano, hydroxyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy or (C1-C6)-haloalkoxy, R 12 Particularly preferred are (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, and (C2-C6)-alkynyl groups.

[0215] (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, benzene ring or a partially saturated or saturated heterocycle of 3 to 6 members, wherein the benzene ring or heterocycle may optionally be mono- or poly-substituted with the same or different substituents in each case, and wherein the substituents may be independently selected from halogen, cyano, hydroxyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy,

[0216] R 13 R 14 Independently preferred are those representing hydrogen, (C1-C6)-alkyl, and (C1-C6)-haloalkyl.

[0217] (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-ynyl, (C2-C6)-haloynyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl

[0218] -(C1-C6)-alkyl, (C3-C6)-cycloalkyl, -(C1-C6)-haloalkyl, (C1-C6)-alkyl

[0219] -(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0220] (C4-C 12(C1-C6)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl

[0221] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl,

[0222] (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanoyne, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenoxy-(C1-C6)-alkyl, (C2-C6)-haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-alkynoxy-(C1-C4)-alkyl, (C2-C6)-haloalkynoxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl,

[0223] (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, benzene ring, or a partially saturated or saturated heterocycle of 3 to 6 members, wherein the benzene ring or heterocycle may optionally be mono- or poly-substituted with the same or different substituents, and wherein the substituents may be independently selected from halogen, cyano, hydroxyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy.

[0224] R 15 R 16 Individually preferred groups are those representing hydrogen, cyano, hydroxyl, or (C2-C6)-halogenated alkenes.

[0225] alkyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl

[0226] (C4-C 12 (C1-C6)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl

[0227] (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C2-C6)-cyanokynyl, (C3-C6)-cycloalkyl-(C2-C6)-kynyl, (C1-C6)-haloalkoxy-(C1-C6)-alkyl, (C2-C6) (C1-C6)-Alkenoxy-(C1-C6)-alkyl, (C2-C6)-Haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-Alkyneoxy-(C1-C4)-alkyl, (C2-C6)-Haloalkyneoxy-(C1-C6)-alkyl, (C1-C6)-Alkthio-(C1-C6)-alkyl, (C1-C6)-Alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-Alkylsulfonyl-(C1-C6)-alkyl

[0228] (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino,

[0229] (C1-C6)-haloalkylcarbonylamino, (C3-C8)-cycloalkylcarbonylamino, or 3- to 6-membered aromatic partially saturated or saturated heterocycles, wherein the heterocycle may optionally be mono- or poly-substituted with the same or different substituents in each case, and wherein the substituents may be independently selected from halogen, cyano, hydroxyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy.

[0230] Wherein group R 15 or R 16 One of them must represent a substituent other than hydrogen, and both of the groups R 15 and R 16 It cannot simultaneously represent hydroxyl, cyano, (C1-C6)-alkoxy,

[0231] (C1-C6)-Haloalkoxy, amino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino, (C1-C6)-haloalkoxy, amino, alkylamino, di-(C1-C6)-alkylamino, alkylcarbonylamino, alkyl ...

[0232] Alkyl carbonyl amino, (C3-C8)-cycloalkyl carbonyl amino,

[0233] R 17 Particularly preferred are (C3-C8)-cycloalkyl, halogenated-(C3-C8)-cycloalkyl, and (C3-C6)-cycloalkyl.

[0234] alkyl-(Ci-C6)-alkyl, (C3-C6)-cycloalkyl-(Ci-C6)-haloalkyl, (Ci-C6)-alkyl-(C3-C8)- cycloalkyl, (Ci-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)- cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl,

[0235] (C4-C 12 )-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl

[0236] -(C2-C6)-alkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C2-C6)-alkenyloxy

[0237] -(Ci-C6)-alkyl, (C2-C6)-haloalkenyloxy-(Ci-C6)-alkyl, (C2-C6)-alkynyloxy-(Ci-C4)- alkyl, (C2-C6)-haloalkynyloxy-(Ci-C6)-alkyl, a phenyl ring or a 3- to 6-membered, partially aromatic or saturated heterocyclic ring, where the phenyl ring or the heterocyclic ring in each case is optionally mono- or poly-substituted with identical or different substituents, and where the substituents independently of one another can be selected from the group consisting of halogen, cyano, hydroxyl, amino, (Ci-C6)-alkyl,

[0238] (Ci-C6)-haloalkyl, (Ci-C6)-alkoxy, (Ci-C6)-haloalkoxy,

[0239] R 18 , R 19 independently of one another particularly preferably represent hydrogen, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl

[0240] (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C8)-cycloalkyl, halo

[0241] -(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(Ci-C6)-alkyl, (C3-C6)-cycloalkyl

[0242] -(Ci-C6)-haloalkyl, (Ci-C6)-alkyl-(C3-C8)-cycloalkyl, (Ci-C6)-haloalkyl-(C3-C8)- cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)- cycloalkyl, (C4-C 12)-dialkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, (C1-C6)-alkoxy- carbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-cyanoalkenyl, (C3-C6)-cycloalkyl- (C2-C6)-alkenyl, (C2-C6)-cyanoalkynyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, (C1-C6)-haloalkoxy- (C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C2-C6)- alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyloxy-(C1-C6)-alkyl, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylcarbonyl- (C1-C6)-alkyl or a 3- to 6-membered aromatic, partially saturated or saturated heterocyclic ring, wherein the heterocyclic ring in each case can optionally be mono- or poly-substituted with identical or different substituents, and wherein the substituents independently of one another can be selected from the group consisting of halogen, cyano, hydroxyl, amino, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy,

[0243] wherein R 18 or R 19 one of R

[0244] n very particularly preferably represents 0, 1 or 2,

[0245] m very particularly preferably represents 0, 1 or 2,

[0246] p very particularly preferably represents 0, 1 or 2.

[0247] Configuration 3-2

[0248] Aa, Ab, R 1 , R 2 , R 4 , R 5 , R 11 , R 12 , R 13 , R 14 , R 17 , R 18 , R 19 , n, m and p have the meanings given in Configuration 3-1, and

[0249] R 3Particularly preferred are (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-haloalkyl-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C2-C6)-alkenyl, (C3-C6)-cycloalkyl-(C2-C6)-alkynyl, cyano-(C3-C6)-cycloalkyl, (C2-C6)-alkenoxy-(C1-C6)-alkyl, (C2-C6)-haloalkenoxy-(C1-C6)-alkyl, (C2-C6)-alkynoxy-(C1-C4)-alkyl, and (C2-C6)-haloalkynoxy-(C1-C6)-alkyl.

[0250] -C(=O)-R 11 -C(=S)-R 11 -C(=O)-NR 15 R 16 ,

[0251] -OR 17 -OC(=O)-NR 18 R 19 -O-NR 13 R 14 -OS (=O) m -R 12 ,

[0252] -OS(=O) m -NR 18 R 19 ,

[0253] -N(R 13 )-OR 14 -NR 15 R 16 -N(H)-NR 13 R 14 -N(H)-C(=O)-R 19 ,

[0254] -N(H)-C(=O)-OR 19 -N(H)-C(=S)-OR 14 -N(H)-C(=O)-NR 18 R 19 ,

[0255] -N(H)-C(=S)-NR 18 R 19 -N(H)-S(=O) p -R 12 -N(H)-S(=O) p -OR 14 ,

[0256] -N(H)-S(=O) p -NR 18 R 19 -N(H)-S(=O) p -R 12 ,

[0257] -S(=O)-R 17 -S(=O)2-R 17 -SC(=O)-R 12 -SC(=O)-OR 13 ,

[0258] -SC(=O)-NR 13 R 14 Or -S (=O) m -NR 18 R 19 ,

[0259] R 15 R 16 Individually preferred groups are those representing hydrogen, cyano, hydroxyl, or (C2-C6)-halogenated alkenes.

[0260] alkyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, spiro-(C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl

[0261] (C4-C 12 (C1-C6)-bicycloalkyl, cyano-(C3-C6)-cycloalkyl, (C1-C6)-cyanoalkyl

[0262] (C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)- alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)- alkylcarbonylamino, (C1-C6)-haloalkylcarbonylamino, (C3-C8)- cycloalkylcarbonylamino,

[0263] (C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)- alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)- alkylcarbonylamino, (C1-C6)-haloalkylcarbonylamino, (C3-C8)- cycloalkylcarbonylamino,

[0264] (C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)- alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)- alkylcarbonylamino, (C1-C6)-haloalkylcarbonylamino, (C3-C8)- cycloalkylcarbonylamino,

[0265] wherein the radicals R 15 or R 16 must represent a substituent other than hydrogen, and wherein the two radicals R 15 and R 16 cannot simultaneously represent hydroxyl, cyano, (C1-C6)-alkoxy,

[0266] (C1-C6)-alkyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, amino, (C1-C6)- alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)- alkylcarbonylamino, (C1-C6)-haloalkylcarbonylamino, (C3-C8)- cycloalkylcarbonylamino.

[0267] Configuration 3-3

[0268] Aa, Ab, R 1 , R 2 , R3 R 4 R 5 R 11 R 12 R 13 R 14 R 15 R 16 R 17 R 18 R 19 n, m and p have the meanings given in the formula 3-2, wherein, if R 3 represents cyano-(C3-C6)-cycloalkyl, R 5 does not represent halogen, (C1-C6)-haloalkyl, (C1-C6)-haloalkylthio, (C1-C6)- haloalkylsulfinyl or (C1-C6)-haloalkylsulfonyl.

[0269] Formula 4-1

[0270] Aa very particularly preferably represents N (nitrogen) or =C(H)-,

[0271] Ab very particularly preferably represents N (nitrogen) or =C(H)-,

[0272] R 1 very particularly preferably represents (C1-C6)-alkyl, (C1-C6)-haloalkyl or (C3-C8)- cycloalkyl,

[0273] R 2 very particularly preferably represents hydrogen,

[0274] R 3 very particularly preferably represents (C3-C6)-cycloalkyl-(C1-C4)-haloalkyl, (C1-C4)- haloalkyl-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C2-C4)-alkenyl, (C3-C6)-cycloalkyl-(C2-C4)- alkynyl, cyano-(C3-C6)-cycloalkyl,

[0275] -C(=O)-NR 15 R 16 ,

[0276] -OC(=O)-NR 18 R 19 ,

[0277] -N(H)-C(=O)-R 19 -N(H)-C(=O)-OR 19 -N(H)-C(=S)-OR 14 ,

[0278] -N(H)-C(=O)-NR 18 R 19 -N(H)-C(=S)-NR 18 R 19 ,

[0279] -N(H)-S(=O) p -NR 18 R 19 ,or

[0280] -S(=O)2-R 17 ,

[0281] R 4 Very particularly preferred to represent (C1-C6)-alkyl groups,

[0282] R 5 Very particularly preferred are halogens, (C1-C6)-haloalkyl groups, (C1-C6)-haloalkoxy groups,

[0283] (C3-C8)-cycloalkyl, halogenated-(C3-C8)-cycloalkyl, cyano-(C3-C6)-cycloalkyl,

[0284] (C1-C6)-haloalkylthio, (C1-C6)-haloalkylsulfinyl, or (C1-C6)-haloalkylsulfonyl

[0285] R 14 Very particularly preferred are (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl,

[0286] (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, or (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl

[0287] R 15 A very special preferred choice is hydrogen.

[0288] R 16 Very particularly preferred are amino, (C1-C6)-alkylamino, and di-(C1-C6)-alkylamino.

[0289] alkyl or (C3-C8)-cycloalkylamino,

[0290] R 17Very particularly preferred are (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, or (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl.

[0291] R 18 A very special preferred choice is hydrogen.

[0292] R 19 Very particularly preferred are (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-haloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, (C1-C6)-haloalkyl-(C3-C8)-cycloalkyl, optionally

[0293] Methyl-substituted pyrazolyl or oxazolyl groups,

[0294] n is a very special preference to represent 0, 1, or 2.

[0295] p is a very special preference and represents 0, 1 or 2.

[0296] Configuration 4-2

[0297] Aa is a very special and preferred representation of N (nitrogen) or =C(H)-.

[0298] Ab is a very special and preferred symbol to represent N (nitrogen) or =C(H)-.

[0299] R 1 Very particularly preferred are (C1-C6)-alkyl, (C1-C6)-haloalkyl, or (C3-C8)-cycloalkyl.

[0300] R 2 A very special preferred choice is hydrogen.

[0301] R 3 Very particularly preferred are (C3-C6)-cycloalkyl-(C1-C4)-haloalkyl, (C1-C4)-halogen

[0302] Alkyl-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C2-C4)-alkenyl, (C3-C6)-cycloalkyl-(C2-C4)-alkynyl, cyano-(C3-C6)-cycloalkyl,

[0303] -C(=O)-R 11 -C(=O)-NR 15 R16 ,

[0304] -OC(=O)-NR 18 R 19 ,

[0305] -NR 15 R 16 -N(H)-C(=O)-R 19 -N(H)-C(=O)-OR 19 ,

[0306] -N(H)-C(=S)-OR 14 -N(H)-C(=O)-NR 18 R 19 ,

[0307] -N(H)-C(=S)-NR 18 R 19 -N(H)-S(=O) p -NR 18 R 19 ,

[0308] -N(H)-S(=O) p -R 12 ,

[0309] -S(=O)2-R 17 -SC(=O)-R 12 -SC(=O)-OR 13 Or -S (=O) m -NR 18 R 19 R 4 Very particularly preferred to represent (C1-C6)-alkyl groups,

[0310] R 5 Very particularly preferred are halogens, (C1-C6)-haloalkyl groups, (C1-C6)-haloalkoxy groups,

[0311] (C3-C8)-cycloalkyl, halogenated-(C3-C8)-cycloalkyl, cyano-(C3-C6)-cycloalkyl,

[0312] (C1-C6)-haloalkylthio, (C1-C6)-haloalkylsulfinyl, or (C1-C6)-haloalkylsulfonyl

[0313] R 11 Very particularly preferred are (C3-C8)-cycloalkyl groups.

[0314] R 12 Very particularly preferred are (C3-C8)-cycloalkyl groups.

[0315] R 13 Very particularly preferably represents (Ci-C6)-alkyl,

[0316] R 14 Very particularly preferably represents (Ci-C6)-alkyl, (Ci-C6)-haloalkyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(Ci-C6)-alkyl,

[0317] (C3-C6)-cycloalkyl-(Ci-C6)-haloalkyl, (Ci-C6)-alkyl-(C3-C8)-cycloalkyl or (Ci-C6)-haloalkyl-(C3-C8)-cycloalkyl,

[0318] R 15 Very particularly preferably represents hydrogen,

[0319] R 16 Very particularly preferably represents amino, (Ci-C6)-alkylamino, di-(Ci-C6)-alkylamino, (C3-C8)-cycloalkylamino, or represents 4-furanyl-2(5H)-one,

[0320] R 17 Very particularly preferably represents (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(Ci-C6)-alkyl, (C3-C6)-cycloalkyl-(Ci-C6)-haloalkyl, (Ci-C6)-alkyl-(C3-C8)-cycloalkyl or (Ci-C6)-haloalkyl-(C3-C8)-cycloalkyl,

[0321] R 18 Very particularly preferably represents hydrogen,

[0322] R 19 Very particularly preferably represents allyl, (C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C3-C6)-cycloalkyl-(Ci-C6)-alkyl, (C3-C6)-cycloalkyl-(Ci-C6)-haloalkyl, (Ci-C6)-alkyl-(C3-C8)-cycloalkyl, (Ci-C6)-haloalkyl-(C3-C8)-cycloalkyl, optionally methyl-substituted pyrazolyl or oxazolyl,

[0323] n very particularly preferably represents 0, 1 or 2,

[0324] m very particularly preferably represents 0, 1 or 2,

[0325] p very particularly preferably represents 0, 1 or 2.

[0326] Configuration 4-3

[0327] Aa, Ab, R 1 , R 2 , R 3 , R 4 , R 5 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , n, m and p have the meanings given in Configuration 4-2, where, if R 3 represents cyano-(C3-C6)-cycloalkyl, R 5 does not represent halogen, (C1-C6)-haloalkyl, (C1-C6)-haloalkylthio, (C1-C6)- haloalkylsulfinyl or (C1-C6)-haloalkylsulfonyl.

[0328] Configuration 5-1

[0329] Aa especially represents N (nitrogen),

[0330] Ab especially represents =C(H)-,

[0331] R 1 especially represents methyl, ethyl, n-propyl, i-propyl, cyclopropyl, n-butyl, i-butyl, t-butyl, cyclobutyl, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl or pentafluoroethyl,

[0332] R 2 especially represents hydrogen,

[0333] R 3 especially represents cyanocyclopropyl, cyanocyclobutyl, cyclopropylvinyl,

[0334] -C(=O)-NR 15 R 16 wherein R 15 represents hydrogen and R 16 represents cyclopropylamino,

[0335] -N(H)-C(=O)-R 19 wherein R 19 represents cyclopropyl,

[0336] -N(H)-C(=O)-OR 19 wherein R 19 represents methylcyclopropyl, cyclobutyl or cyclopropylmethyl,

[0337] -N(H)-C(=S)-OR 14 wherein R 14 represents cyclopropylmethyl,

[0338] -N(H)-C(=O)-NR 18 R 19 wherein R 18 represents hydrogen and R 19 represents cyclopropyl,

[0339] -N(H)-C(=S)-NR 18 R 19 wherein R 18 represents hydrogen and R 19 represents cyclopropyl,

[0340] -N(H)-S(=O) p -NR 18 R 19 wherein R 18 represents hydrogen, R 19 represents cyclopropyl and p represents 2, or

[0341] -S(=O)2-R 17 wherein R 17 represents cyclopropyl,

[0342] R 4 especially represents methyl or ethyl,

[0343] R 5 especially represents fluorine, chlorine, bromine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl (CH2CFH2, CHFCH3), difluoroethyl (CF2CH3, CH2CHF2, CHFCFH2), trifluoroethyl (CH2CF3, CHFCHF2, CF2CFH2), tetrafluoroethyl (CHFCF3, CF2CHF2), pentafluoroethyl, trifluoromethoxy, difluorochloromethoxy, dichlorofluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl or trifluoromethylsulfonyl,

[0344] n especially represents 0, 1 or 2,

[0345] Configuration 5-2

[0346] Aa especially represents N (nitrogen) or =C(H)-,

[0347] Ab especially represents N (nitrogen) or =C(H)-,

[0348] R 1In particular, it represents methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclobutyl, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl, or pentafluoroethyl.

[0349] R 2 Especially representing hydrogen,

[0350] R 3 Especially representative are cyanocyclopropyl, cyanocyclobutyl, cyclopropylvinyl, cyclopropyldifluoromethyl, and cyclopropylfluoromethyl.

[0351] -C(=O)-R 11 , where R 11 Represents cyclopropyl,

[0352] -C(=O)-NR 15 R 16 , where R 15 Represents hydrogen and R 16 Represents cyclopropylamino,

[0353] -NR 15 R 16 , where R 15 Represents hydrogen and R 16 Represents 4-furanyl-2(5H)-one

[0354]

[0355] -N(H)-C(=O)-R 19 , where R 19 Represents cyclopropyl,

[0356] -N(H)-C(=O)-OR 19 , where R 19 Represents allyl, methylcyclopropyl, cyclobutyl, or cyclopropylmethyl.

[0357] -N(H)-C(=S)-OR 14 , where R 14 Represents cyclopropylmethyl,

[0358] -N(H)-C(=O)-NR 18 R 19 , where R 18 Represents hydrogen and R 19 Represents cyclopropyl,

[0359] -N(H)-C(=S)-NR 18 R 19 , where R 18 Represents hydrogen and R 19 Represents cyclopropyl,

[0360] -N(H)-S(=O) p -NR 18 R 19 wherein R 18 represents hydrogen, R 19 represents cyclopropyl and p represents 2,

[0361] -N(H)-S(=O) p -R 12 wherein p represents 2 and R 12 represents cyclopropyl,

[0362] -S(=O)2-R 17 wherein R 17 represents cyclopropyl,

[0363] -S-C(=O)-R 12 wherein R 12 represents cyclopropyl,

[0364] -S-C(=O)-OR 13 wherein R 13 represents methyl, or

[0365] -S(=O) m -NR 18 R 19 wherein m represents 2, R 18 represents hydrogen and R 19 represents cyclopropyl,

[0366] R 4 especially represents methyl or ethyl,

[0367] R 5 especially represents fluorine, chlorine, bromine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl (CH2CFH2, CHFCH3), difluoroethyl (CF2CH3, CH2CHF2, CHFCFH2), trifluoroethyl (CH2CF3, CHFCHF2, CF2CFH2), tetrafluoroethyl (CHFCF3, CF2CHF2), pentafluoroethyl, trifluoromethoxy, difluorochloromethoxy, dichlorofluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl or trifluoromethylsulfonyl,

[0368] n especially represents 0, 1 or 2.

[0369] Configuration 5-3

[0370] Aa, Ab, R 1 , R 2 , R 3 , R 4 , R 5 , R 11 , R12 R 13 R 14 R 15 R 16 R 17 R 18 R 19 n, m and p have the meanings given in configuration 5-2, wherein, if R 3 represents cyanocyclopropane, R 5 does not represent fluoro, chloro, bromo, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl (CH2CFH2, CHFCH3), difluoroethyl (CF2CH3, CH2CHF2, CHFCFH2), trifluoroethyl (CH2CF3, CHFCHF2, CF2CFH2), tetrafluoroethyl (CHFCF3, CF2CHF2), pentafluoroethyl, trifluoromethylthio, trifluoromethylsulfinyl or trifluoromethylsulfonyl.

[0371] Configuration 6-1

[0372] Aa especially represents N (nitrogen),

[0373] Ab especially represents =C(H)-,

[0374] R 1 especially represents ethyl,

[0375] R 2 especially represents hydrogen,

[0376] R 3 especially represents 1-cyanocyclopropyl, 2-cyclopropylvinyl,

[0377] -C(=O)-NR 15 R 16 wherein R 15 represents hydrogen and R 16 represents cyclopropylamino,

[0378] -N(H)-C(=O)-R 19 wherein R 19 represents cyclopropyl,

[0379] -N(H)-C(=O)-OR 19 wherein R 19 represents 1-methylcyclopropyl, cyclobutyl or cyclopropylmethyl,

[0380] -N(H)-C(=S)-OR 14 wherein R 14 represents cyclopropylmethyl,

[0381] -N(H)-C(=O)-NR 18 R19 wherein R 18 represents hydrogen and R 19 represents cyclopropyl,

[0382] -N(H)-C(=S)-NR 18 R 19 wherein R 18 represents hydrogen and R 19 represents cyclopropyl,

[0383] -N(H)-S(=O) p -NR 18 R 19 wherein R 18 represents hydrogen, R 19 represents cyclopropyl and p represents 2, or

[0384] -S(=O)2-R 17 wherein R 17 represents cyclopropyl,

[0385] R 4 especially represents methyl,

[0386] R 5 especially represents trifluoromethyl, trifluoromethylthio or trifluoromethylsulfonyl,

[0387] n especially represents 2.

[0388] Configuration 6-2

[0389] Aa especially represents N (nitrogen) or =C(H)-,

[0390] Ab especially represents N (nitrogen) or =C(H)-,

[0391] R 1 especially represents ethyl,

[0392] R 2 especially represents hydrogen,

[0393] R 3 especially represents 1-cyanocyclopropyl, 2-cyclopropylvinyl, cyclopropyldifluoromethyl, cyclopropylfluoromethyl,

[0394] -C(=O)-R 11 wherein R 11 represents cyclopropyl,

[0395] -C(=O)-NR 15 R 16 wherein R 15 represents hydrogen and R 16 represents cyclopropylamino,

[0396] -NR15 R 16 wherein R 15 represents hydrogen and R 16 represents 4-furanyl-2(5H)-one

[0397] -N(H)-C(=O)-R 19 wherein R 19 represents cyclopropyl,

[0398] -N(H)-C(=O)-OR 19 wherein R 19 represents allyl, 1-methylcyclopropyl, cyclobutyl or cyclopropylmethyl,

[0399] -N(H)-C(=S)-OR 14 wherein R 14 represents cyclopropylmethyl,

[0400] -N(H)-C(=O)-NR 18 R 19 wherein R 18 represents hydrogen and R 19 represents cyclopropyl,

[0401] -N(H)-C(=S)-NR 18 R 19 wherein R 18 represents hydrogen and R 19 represents cyclopropyl,

[0402] -N(H)-S(=O) p -NR 18 R 19 wherein R 18 represents hydrogen, R 19 represents cyclopropyl and p represents 2,

[0403] -N(H)-S(=O) p -R 12 wherein p represents 2 and R 12 represents cyclopropyl,

[0404] -S(=O)2-R 17 wherein R 17 represents cyclopropyl,

[0405] -S-C(=O)-R 12 wherein R 12 represents cyclopropyl,

[0406] -S-C(=O)-OR 13 wherein R 13 represents methyl, or

[0407] -S(=O) m -NR 18 R 19 wherein m represents 2, R 18 represents hydrogen and R 19 represents cyclopropyl,

[0408] R 4 especially represents methyl,

[0409] R 5 especially represents trifluoromethyl, pentafluoroethyl, trifluoromethylthio, trifluoromethylsulfonyl or trifluoromethoxy,

[0410] n especially represents 2.

[0411] Configuration 6-3

[0412] Aa, Ab, R 1 , R 2 , R 3 , R 4 , R 5 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , n, m and p have the meanings given in Configuration 6-2, wherein, if R 3 represents 1-cyanocyclopropane, R 5 does not represent trifluoromethyl, pentafluoroethyl, trifluoromethylthio, trifluoromethylsulfonyl.

[0413] If Aa represents N (nitrogen) and Ab represents =C(H)-, the following structures of formula (I-A) can be obtained

[0414]

[0415] wherein R 1 , R 2 , R 3 , R 4 , R 5 and n have the meanings described in Configuration (1-1) or Configuration (1-2) or Configuration (1-3) or Configuration (2-1) or Configuration (2-2) or Configuration (2-3) or Configuration (3-1) or Configuration (3-2) or Configuration (3-3) or Configuration (4-1) or Configuration (4-2) or Configuration (4-3) or Configuration (5-1) or Configuration (5-2) or Configuration (5-3) or Configuration (6-1) or Configuration (6-2) or Configuration (6-3).

[0416] If Aa represents =C(H)- and Ab represents N (nitrogen), the following structure of formula (I-B) is obtained

[0417]

[0418] wherein R 1 , R 2 , R 3 , R 4 , R 5 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (1-3) or configuration (2-1) or configuration (2-2) or configuration (2-3) or configuration (3-1) or configuration (3-2) or configuration (3-3) or configuration (4-1) or configuration (4-2) or configuration (4-3) or configuration (5-1) or configuration (5-2) or configuration (5-3) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0419] If Aa represents N (nitrogen) and Ab represents =C(H)-, the following structure of formula (I-C) is obtained

[0420]

[0421] wherein R 1 , R 2 , R 3 , R 4 , R 5 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (1-3) or configuration (2-1) or configuration (2-2) or configuration (2-3) or configuration (3-1) or configuration (3-2) or configuration (3-3) or configuration (4-1) or configuration (4-2) or configuration (4-3) or configuration (5-1) or configuration (5-2) or configuration (5-3) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0422] If Aa represents =C(H)- and Ab represents =C(H)-, the following structure of formula (I-D) is obtained

[0423]

[0424] wherein R 1 , R 2 , R 3 , R 4 , R 5and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (1-3) or configuration (2-1) or configuration (2-2) or configuration (2-3) or configuration (3-1) or configuration (3-2) or configuration (3-3) or configuration (4-1) or configuration (4-2) or configuration (4-3) or configuration (5-1) or configuration (5-2) or configuration (5-3) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0425] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents 1-cyanocyclopropyl, and Aa, Ab, R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0426] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents 2-cyclopropylethenyl, and Aa, Ab, R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (6-1).

[0427] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents cyclopropyldifluoromethyl, and Aa, Ab, R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (6-1).

[0428] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents cyclopropylfluoromethyl, and Aa, Ab, R 1 , R 4 , R 5 and n have the meaning described in Configuration (1-1) or Configuration (1-2) or Configuration (2-1) or Configuration (2-2) or Configuration (3-1) or Configuration (3-2) or Configuration (4-1) or Configuration (4-2) or Configuration (5-1) or Configuration (5-2) or Configuration (6-1) or Configuration (6-2).

[0429] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -C(=O)-R 11 , and Aa, Ab, R 1 , R 4 , R 5 , R 11 and n have the meaning described in Configuration (1-1) or Configuration (1-2) or Configuration (2-1) or Configuration (2-2) or Configuration (3-1) or Configuration (3-2) or Configuration (4-1) or Configuration (4-2) or Configuration (5-1) or Configuration (5-2) or Configuration (6-1) or Configuration (6-2).

[0430] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -C(=O)-NR 15 R 16 , and Aa, Ab, R 1 , R 4 , R 5 , R 15 , R 16 and n have the meaning described in Configuration (1-1) or Configuration (1-2) or Configuration (2-1) or Configuration (2-2) or Configuration (3-1) or Configuration (3-2) or Configuration (4-1) or Configuration (4-2) or Configuration (5-1) or Configuration (5-2) or Configuration (6-1) or Configuration (6-2).

[0431] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -NR 15 R 16 , and Aa, Ab, R 1 , R 4 , R 5 , R 15R 16 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0432] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -N(H)-C(=O)-R 19 and Aa, Ab, R 1 , R 4 , R 5 , R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0433] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -N(H)-C(=O)-OR 19 and Aa, Ab, R 1 , R 4 , R 5 , R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0434] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -N(H)-C(=S)-OR 14 and Aa, Ab, R 1 , R 4 , R 5 , R 14 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0435] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -N(H)-C(=O)-NR 18 R 19 , and Aa, Ab, R 1 , R 4 , R 5 , R 18 , R 19 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0436] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -N(H)-C(=S)-NR 18 R 19 , and Aa, Ab, R 1 , R 4 , R 5 , R 18 , R 19 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0437] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -N(H)-S(=O) p -NR 18 R 19 , and Aa, Ab, R 1 , R 4 , R 5 , R 18 , R 19 , p and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0438] In another embodiment, the present application relates to compounds of formula (I), wherein R2 represents hydrogen and R 3 represents -N(H)-S(=O) p -R 12 , and Aa, Ab, R 1 , R 4 , R 5 , R 12 , p and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0439] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -S(=O)2-R 17 , and Aa, Ab, R 1 , R 4 , R 5 , R 17 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0440] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -S-C(=O)-R 12 , and Aa, Ab, R 1 , R 4 , R 5 , R 12 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0441] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -S-C(=O)-OR 13 , and Aa, Ab, R 1 , R 4 , R 5 , R 13and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0442] In another embodiment, the present application relates to compounds of formula (I), wherein R 2 represents hydrogen and R 3 represents -S(=O) m -NR 18 R 19 and Aa, Ab, R 1 , R 4 , R 5 , R 18 , R 19 , m and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0443] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents 1-cyanocyclopropyl and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (1-3) or configuration (2-1) or configuration (2-2) or configuration (2-3) or configuration (3-1) or configuration (3-2) or configuration (3-3) or configuration (4-1) or configuration (4-2) or configuration (4-3) or configuration (5-1) or configuration (5-2) or configuration (5-3) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0444] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents 2-cyclopropylvinyl and R 1 , R 4 , R 5and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0445] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents cyclopropyl difluoromethyl, and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0446] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents cyclopropyl difluoromethyl, and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0447] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -C(=O)-R 11 , and R 1 , R 4 , R 5 , R 11 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0448] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R2 Represents hydrogen and R 3 Represents -C(=O)-NR 15 R 16 And R 1 R 4 R 5 R 15 R 16 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0449] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Representative - NR 15 R 16 And R 1 R 4 R 5 R 15 R 16 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0450] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-C(=O)-R 19 And R 1 R 4 R 5 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0451] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-C(=O)-OR 19 And R1 R 4 R 5 R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0452] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -N(H)-C(=S)-OR 14 and R 1 R 4 R 5 R 14 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0453] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -N(H)-C(=O)-NR 18 R 19 and R 1 R 4 R 5 R 18 R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0454] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -N(H)-C(=S)-NR 18 R 19 and R 1 R 4 R 5 R 18 R19 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0455] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -N(H)-S(=0) p -NR 18 R 19 , and R 1 , R 4 , R 5 , R 18 , R 19 , p and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0456] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -N(H)-S(=0) p -R 12 , and R 1 , R 4 , R 5 , R 12 , p and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0457] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -S(=0)2-R 17 , and R 1 , R 4 , R 5 , R 17and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0458] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -S-C(=O)-R 12 represents -S-C(=O)-R 1 represents -S-C(=O)-R 4 represents -S-C(=O)-R 5 represents -S-C(=O)-R 12 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0459] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -S-C(=O)-OR 13 represents -S-C(=O)-OR 1 represents -S-C(=O)-OR 4 represents -S-C(=O)-OR 5 represents -S-C(=O)-OR 13 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0460] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents -S(=O) m represents -S(=O) 18 represents -S(=O) 19 represents -S(=O) 1 represents -S(=O) 4 represents -S(=O) 5 represents -S(=O) 18 represents -S(=O) 19and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0461] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents 1-cyanocyclopropyl and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (1-3) or configuration (2-1) or configuration (2-2) or configuration (2-3) or configuration (3-1) or configuration (3-2) or configuration (3-3) or configuration (4-1) or configuration (4-2) or configuration (4-3) or configuration (5-1) or configuration (5-2) or configuration (5-3) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0462] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents 2-cyclopropylethenyl and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0463] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents cyclopropyldifluoromethyl and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0464] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents cyclopropyl fluoromethyl, and R 1 , R 4 , R 5 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0465] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -C(=O)-R 11 , and R 1 , R 4 , R 5 , R 11 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0466] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -C(=O)-NR 15 R 16 , and R 1 , R 4 , R 5 , R 15 , R 16 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0467] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -NR 15 R 16 , and R1 R 4 R 5 R 15 R 16 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0468] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents -N(H)-C(=O)-R 19 and R 1 R 4 R 5 R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0469] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents -N(H)-C(=O)-OR 19 and R 1 R 4 R 5 R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0470] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents -N(H)-C(=S)-OR 14 and R 1 R 4 R 5 R 14and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0471] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -N(H)-C(=O)-NR 18 R 19 represents hydrogen and R 1 , R 4 , R 5 , R 18 , R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0472] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -N(H)-C(=S)-NR 18 R 19 represents hydrogen and R 1 , R 4 , R 5 , R 18 , R 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0473] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -N(H)-S(=O) p -NR 18 R 19 represents hydrogen and R 1 , R 4 , R 5 , R 18 , R 19, p and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0474] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents -N(H)-S(=O) p -R 12 represents -S(=O)2-R 1 , R 4 , R 5 , R 12 , p and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0475] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents -S(=O)2-R 17 represents -S-C(=O)-R 1 , R 4 , R 5 , R 17 and n have the meaning described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0476] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents N (nitrogen), Ab represents =C(H)-, R 2 represents hydrogen and R 3 represents -S(=O)2-R 12 represents -S-C(=O)-R 1 , R 4 , R 5 , R 12and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0477] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -S-C(=O)-OR 13 represents -S(=O) 1 represents -S(=O) 4 represents -S(=O) 5 represents -S(=O) 13 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0478] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents N (nitrogen), Abrepresents =C(H)-, R 2 represents hydrogen and R 3 represents -S(=O) m represents -S(=O) 18 represents -S(=O) 19 represents -S(=O) 1 represents -S(=O) 4 represents -S(=O) 5 represents -S(=O) 18 represents -S(=O) 19 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0479] In another embodiment, the present application relates to compounds of formula (I), wherein Aarepresents =C(H)-, Abrepresents N (nitrogen), R 2 represents hydrogen and R 3 represents 1-cyanocyclopropyl and R 1 represents -S(=O) 4 represents -S(=O) 5and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0480] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents 2-cyclopropylethenyl and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0481] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents cyclopropyldifluoromethyl and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0482] In another embodiment, the present application relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), R 2 represents hydrogen and R 3 represents cyclopropyldifluoromethyl and R 1 , R 4 , R 5 and n have the meanings described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0483] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -C(=O)-R 11 And R 1 R 4 R 5 R 11 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0484] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -C(=O)-NR 15 R 16 And R 1 R 4 R 5 R 15 R 16 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0485] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Representative - NR 15 R 16 And R 1 R 4 R 5 R 15 R 16 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0486] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2Represents hydrogen and R 3 Represents -N(H)-C(=O)-R 19 And R 1 R 4 R 5 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0487] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-C(=O)-OR 19 And R 1 R 4 R 5 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0488] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-C(=S)-OR 14 And R 1 R 4 R 5 R 14 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0489] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-C(=O)-NR 18 R 19 And R 1 R 4 R5 R 18 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0490] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-C(=S)-NR 18 R 19 And R 1 R 4 R 5 R 18 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0491] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-S(=O) p -NR 18 R 19 And R 1 R 4 R 5 R 18 R 19 The meanings of p and n are described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0492] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -N(H)-S(=O) p -R 12 And R 1 R 4 R5 R 12 The meanings of p and n are described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0493] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -S(=O)2-R 17 And R 1 R 4 R 5 R 17 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0494] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -SC(=O)-R 12 And R 1 R 4 R 5 R 12 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0495] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Represents -SC(=O)-OR 13 And R 1 R 4 R 5 R 13The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0496] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents N (nitrogen), and R 2 Represents hydrogen and R 3 Representative -S (=O) m -NR 18 R 19 And R 1 R 4 R 5 R 18 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0497] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents 1-cyanocyclopropyl, and R 1 R 4 R 5 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (1-3) or configuration (2-1) or configuration (2-2) or configuration (2-3) or configuration (3-1) or configuration (3-2) or configuration (3-3) or configuration (4-1) or configuration (4-2) or configuration (4-3) or configuration (5-1) or configuration (5-2) or configuration (5-3) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0498] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents 2-cyclopropyl vinyl, and R 1 R 4 R 5The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0499] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents cyclopropyl difluoromethyl, and R 1 R 4 R 5 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0500] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents cyclopropylfluoromethyl, and R 1 R 4 R 5 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0501] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -C(=O)-R 11 And R 1 R 4 R 5 R 11 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0502] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -C(=O)-NR 15 R 16 And R 1 R 4 R 5 R 15 R 16 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0503] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Representative - NR 15 R 16 And R 1 R 4 R 5 R 15 R 16 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0504] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -N(H)-C(=O)-R 19 And R 1 R 4 R 5 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0505] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R2 Represents hydrogen and R 3 Represents -N(H)-C(=O)-OR 19 And R 1 R 4 R 5 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0506] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -N(H)-C(=S)-OR 14 And R 1 R 4 R 5 R 14 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0507] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -N(H)-C(=O)-NR 18 R 19 And R 1 R 4 R 5 R 18 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0508] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -N(H)-C(=S)-NR 18 R19 And R 1 R 4 R 5 R 18 R 19 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0509] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -N(H)-S(=O) p -NR 18 R 19 And R 1 R 4 R 5 R 18 R 19 The meanings of p and n are described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0510] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -N(H)-S(=O) p -R 12 And R 1 R 4 R 5 R 12 The meanings of p and n are described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0511] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -S(=O)2-R 17 And R1 R 4 R 5 R 17 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0512] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -SC(=O)-R 12 And R 1 R 4 R 5 R 12 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0513] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Represents -SC(=O)-OR 13 And R 1 R 4 R 5 R 13 The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0514] In another embodiment, the present invention relates to compounds of formula (I), wherein Aa represents =C(H)-, Ab represents =C(H)-, R 2 Represents hydrogen and R 3 Representative -S (=O) m -NR 18 R 19 And R 1 R 4 R 5 R 18 R 19The meaning of n is described in configuration (1-1) or configuration (1-2) or configuration (2-1) or configuration (2-2) or configuration (3-1) or configuration (3-2) or configuration (4-1) or configuration (4-2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2).

[0515] In the preferred definition, unless otherwise stated,

[0516] Halogens are selected from fluorine, chlorine, bromine, and iodine, with fluorine, chlorine, and bromine being preferred.

[0517] The aryl group (including those that are part of a larger unit, such as arylalkyl) is selected from phenyl, benzyl, naphthyl, anthraceneyl, phenanthrene, and preferably phenyl.

[0518] Hetaryl (synonymous with heteroaryl, including as part of a larger unit, such as heteroarylalkyl) is selected from furanyl, thiopheneyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,5-thiadiazolyl Tetraazolyl, pyridinyl, pyrimidinyl, pyridazinyl, 1,2,3-triazinyl, 1,2,4-triazinyl, 1,3,5-triazinyl, benzofuranyl, benzoisofuranyl, benzothiopheneyl, benzoisothiopheneyl, indoleyl, isoindoleyl, indazoleyl, benzothiazolyl, benzoisothiazolyl, benzoxazolyl, benzoisoxazolyl, benzoimidazolyl, 2,1,3-benzoxadiazolyl, quinolinyl, isoquinolinyl, terpineyl, phthalazinyl, quinazolinyl, quinoxalinyl, naphthidyl, benzotriazinyl, purineyl, pteridinyl, and indoleazinyl.

[0519] Heterocyclic groups are saturated 4-, 5-, or 6-membered rings containing one or two nitrogen atoms and / or one oxygen atom and / or one sulfur atom, such as azaheterobutyl, pyrrolidinyl, piperidinyl, oxacyclobutyl, tetrahydrofuranyl, tetrahydropyranyl, dioxane, thiocyclobutyl, tetrahydrophenylthio, tetrahydrothiaranyl, piperazine, morpholinyl, and thiomorpholinyl.

[0520] In the definition of particularly preferred, unless otherwise stated,

[0521] Halogens are selected from fluorine, chlorine, bromine, and iodine, with fluorine, chlorine, and bromine being preferred.

[0522] The aryl group (including those that are part of a larger unit, such as arylalkyl) is selected from phenyl, benzyl, naphthyl, anthraceneyl, phenanthrene, and further selected from phenyl.

[0523] The heteroaryl group (including those that are part of a larger unit, such as heteroarylalkyl) is selected from oxazolyl, isoxazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, pyrazolyl, imidazolyl, triazolyl, thiazolyl, and tetrazolyl.

[0524] The heterocyclic group is selected from oxoheterobutyl, tetrahydrofuran, and piperazine.

[0525] In the context of this invention, unless otherwise defined, the term "alkyl"—either on its own or in combination with other terms (e.g., haloalkyl)—is understood to mean a saturated aliphatic hydrocarbon group having 1 to 12 carbon atoms and may be branched or unbranched. C1-C 12 Examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, 1-methylbutyl, 2-methylbutyl, 1-ethylpropyl, 1,2-dimethylpropyl, hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, and n-dodecyl. Among these alkyl groups, C1-C6 alkyl groups are particularly preferred. C1-C4 alkyl groups are particularly preferred.

[0526] According to the present invention, unless otherwise defined, the term "alkenyl"—either on its own or in combination with other terms—should be understood to mean a straight or branched C2-C chain having at least one double bond. 12 -Alkenyl groups, such as vinyl, allyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1,3-pentadienyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, and 1,4-hexadienyl. C2-C6-alkenyl groups are preferred, and C2-C4-alkenyl groups are particularly preferred.

[0527] According to the present invention, unless otherwise defined, the term "alkynyl"—either on its own or in combination with other terms—should be understood to mean a straight-chain or branched C2-C group having at least one triple bond. 12 -Alynyl group, such as ethynyl, 1-propynyl and propynyl. C3-C6-alkynyl is preferred, and C3-C4-alkynyl is particularly preferred. The alkynyl group may also contain at least one double bond.

[0528] According to the present invention, unless otherwise defined, the term "cycloalkyl"—either on its own or in combination with other terms—should be understood to mean C3-C8-cycloalkyl, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. Preferably, it is C3-C6-cycloalkyl.

[0529] In this invention, the term "alkoxy"—either on its own or in combination with other terms (e.g., haloalkoxy)—should be understood to mean O-alkyl, wherein the term "alkyl" is as defined above.

[0530] A halogen-substituted group (e.g., a haloalkyl group) is a group that has been monohalogenated or polyhalogenated up to the maximum possible number of substituents. In the case of polyhalogenation, the halogen atoms may be the same or different. The halogens referred to herein are fluorine, chlorine, bromine, or iodine, especially fluorine, chlorine, or bromine.

[0531] Unless otherwise stated, the optionally substituted groups may be monosubstituted or polysubstituted, wherein in the case of polysubstituted groups, the substituents may be the same or different.

[0532] The definitions or explanations of the groups given or listed above in general terms or within preferred ranges apply accordingly to the final products as well as the starting materials and intermediates. These group definitions can be combined with each other as needed, i.e., combinations between the various preferred ranges.

[0533] According to the present invention, it is preferred to use compounds containing the combination of formula (I) as described above as preferred.

[0534] According to the present invention, compounds of formula (I) containing the combination of the meanings listed above as particularly preferred are particularly preferred.

[0535] According to the invention, it is highly preferred to use compounds of formula (I) containing combinations of the definitions listed above as highly preferred.

[0536] According to the present invention, it is most preferred to use a compound containing a combination of the meanings listed above as the most preferred.

[0537] According to the present invention, compounds containing the combination of formula (I) as particularly emphasized above are used.

[0538] Depending on the nature of the substituents, compounds of formula (I) may take the form of geometric and / or optical isomers or corresponding mixtures of isomers of different compositions. These stereoisomers are, for example, enantiomers, diastereomers, transisomers, or geometric isomers. Therefore, the present invention includes pure stereoisomers and any desired mixtures of these isomers.

[0539] The compounds of formula (I) of the present invention can be obtained by the method shown in the following scheme:

[0540] Method A

[0541]

[0542]

[0543] Groups Aa, Ab, R 1 R 2 R 3 R 4 and R 5 Having the meaning described above, X 1 Represents halogens. R 6 Represents (C1-C4)-alkyl.

[0544] Step a)

[0545] The compound of formula (B) can be prepared by reacting the compound of formula (A) with the compound of formula (Aa) in the presence of a base.

[0546] The carboxylic acid esters of formula (A) are commercially available or can be prepared by known methods, such as those described in WO2011 / 41713 from 2-aminopyridine derivatives.

[0547] Thiol derivatives of formula (Aa), such as methanethiol, ethanethiol, or isopropanethiol, are commercially available or can be prepared by known methods, such as those described in US2006 / 25633, US2006 / 111591, US2820062, Chemical Communications, 13(2000), 1163-1164, or Journal of the American Chemical Society, 44(1922), p. 1329.

[0548] The conversion to the compound of formula (B) can be carried out anhydrous or in a solvent, preferably in a solvent selected from conventional solvents that are inert under the reaction conditions. Preferred solvents include ethers, such as diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, and tert-butylmethyl ether; nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons, such as toluene or xylene; and aprotic polar solvents, such as N,N-dimethylformamide, N-methylpyrrolidone, or dimethyl sulfoxide.

[0549] Examples of suitable bases are inorganic bases selected from acetates, phosphates, and carbonates of alkali metals or alkaline earth metals. Cesium carbonate, sodium carbonate, and potassium carbonate are preferred. Other suitable bases are alkali metal hydrides, such as sodium hydride.

[0550] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0551] In the reaction, X 1 Preferably, it contains fluorine, bromine, or chlorine atoms.

[0552] Step b)

[0553] Compounds of formula (C) can be prepared by oxidizing compounds of formula (B). Oxidation is usually carried out in a solvent selected from conventional solvents that are inert under the reaction conditions. Preferred are halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid, or water.

[0554] Examples of suitable oxidants are hydrogen peroxide, m-chloroperbenzoic acid, or sodium periodate.

[0555] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from -20°C to 200°C.

[0556] Step c)

[0557] Compounds of formula (D) can be prepared by oxidizing compounds of formula (C). Oxidation is usually carried out in a solvent. Preferred are halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid, or water.

[0558] Examples of suitable oxidants are hydrogen peroxide and m-chloroperbenzoic acid.

[0559] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from -20°C to 200°C.

[0560] Step d)

[0561] Compounds of formula (D) can also be prepared in a one-step process by oxidizing compounds of formula (B). Oxidation is usually carried out in a solvent. Preferred are halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; alcohols such as methanol or ethanol; formic acid, acetic acid, propionic acid, or water.

[0562] Examples of suitable oxidants are hydrogen peroxide and m-chloroperbenzoic acid.

[0563] The reaction can be carried out under reduced pressure, standard pressure, or increased pressure, and at temperatures ranging from -20°C to 120°C.

[0564] Step e)

[0565] Compounds of formula (E) can be prepared by hydrolyzing compounds of formula (D) in the presence of a base. Hydrolysis is typically carried out in a solvent. Preferred solvents include alcohols such as methanol or ethanol; water; ethers such as diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butylmethyl ether; nitriles such as acetonitrile or propionitrile; aromatic hydrocarbons such as toluene or xylene; aprotic polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone, or dimethyl sulfoxide; or (if suitable) mixtures of the above solvents.

[0566] Suitable examples of bases are inorganic bases selected from hydroxides, acetates, phosphates, and carbonates of alkali metals or alkaline earth metals. Sodium hydroxide, lithium hydroxide, cesium carbonate, sodium carbonate, and potassium carbonate are preferred in this study.

[0567] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from -20°C to 200°C.

[0568] The compound of formula (B) in which n=0 or the compound of formula (C) in which n=1 can also be hydrolyzed to obtain the corresponding acid, which can then be further transformed after steps f) and g).

[0569] Step f)

[0570] The compound of formula (F) can be prepared by reacting the compound of formula (G) with the carboxylic acid of formula (E) in the presence of a condensing agent or a base.

[0571] The reaction of the compound of formula (G) with the carboxylic acid of formula (E) can be carried out anhydrous or in a solvent, preferably in a solvent selected from conventional solvents that are inert under the reaction conditions. Preferred solvents include ethers, such as diisopropyl ether, dioxane, tetrahydrofuran, and 1,2-dimethoxyethane; halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons, such as toluene or xylene; aprotic polar solvents, such as N,N-dimethylformamide or N-methylpyrrolidone; or nitrogen-containing compounds, such as pyridine.

[0572] The compounds of formula (G) are commercially available or can be prepared by known methods, such as those described in US2003 / 69257, WO2009 / 131237, WO2010 / 125985, WO2011 / 043404, WO2012 / 086848, WO2013 / 018928 or WO2015 / 000715.

[0573] Suitable condensing agents are, for example, carbodiimides, such as 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI), 1,3-dicyclohexylcarbodiimide, thionyl chloride, or oxalyl chloride.

[0574] Suitable bases are inorganic bases commonly used in such reactions. Preferred bases are, for example, acetates, phosphates, carbonates, and bicarbonates selected from alkali metals or alkaline earth metals. Sodium acetate, sodium phosphate, potassium phosphate, cesium carbonate, sodium carbonate, potassium carbonate, sodium bicarbonate, and potassium bicarbonate are particularly preferred herein. Other suitable bases are alkali metal hydrides, such as sodium hydride.

[0575] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at a temperature of 0°C to 180°C; preferably, the reaction is carried out at atmospheric pressure and at a temperature of 20°C to 140°C.

[0576] Step g)

[0577] Compounds of formula (H) can be prepared by condensing compounds of formula (F), for example by methods similar to those described in WO2009 / 131237, WO2010 / 125985, WO2011 / 043404, WO2011 / 040629, WO2012 / 086848, WO2013 / 018928, WO2015 / 000715 or WO 2015 / 121136.

[0578] The conversion of compounds of formula (H) can be carried out anhydrous or in a solvent, preferably in a solvent selected from conventional solvents that are inert under the reaction conditions. Preferred solvents include ethers, such as diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, and tert-butylmethyl ether; halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons, such as toluene or xylene; aprotic polar solvents, such as N,N-dimethylformamide or N-methylpyrrolidone; or nitrogen compounds, such as pyridine.

[0579] The reaction can be carried out in the presence of a condensing agent, acid, base, or chlorinating agent.

[0580] Examples of suitable condensing agents are carbodiimides, such as 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide; acid anhydrides, such as acetic anhydride, trifluoroacetic anhydride; mixtures of triphenylphosphine, base and carbon tetrachloride, or mixtures of triphenylphosphine and azodies (e.g., diethylazodicarboxylic acid).

[0581] Examples of suitable acids that can be used in the reaction are sulfonic acids such as p-toluenesulfonic acid; carboxylic acids such as acetic acid; or polyphosphates.

[0582] Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, methylpyridine, 2,6-dimethylpyridine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; and inorganic bases such as potassium phosphate, potassium carbonate, and sodium hydride.

[0583] An example of a suitable chlorinating agent is phosphorus trichloride.

[0584] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0585] Method B

[0586]

[0587] Groups Aa, Ab, R 1R 2 R 4 R 5 R 14 and R 19 Having the above meaning, X 1 Represents halogens. If Q and Y represent oxygen (O), or if Q represents oxygen (O) and Y represents NH, then R 8 Represents R 19 If Q represents sulfur (S) and Y represents NH, or if Q represents sulfur (S) and Y represents oxygen (O), then R 8 Represents R 14 .

[0588] Step a)

[0589] The compound of formula (J) can be prepared in one step by reacting the compound of formula (I) with the compound of formula (Ia), similar to the methods described in Organic Letters, 2 (2000), 1101-1104 or J. Am. Chem. Soc. 2007, 129, 13001-13007.

[0590] The compound of formula (I) can be prepared by a method similar to that described in method A.

[0591] The compound of formula (Ia) is commercially available.

[0592] The conversion of compounds of formula (J) is typically carried out in a solvent in the presence of a base. Preferred solvents are ethers, such as dioxane or ethylene glycol dimethyl ether; preferred bases are, for example, cesium carbonate, potassium phosphate, or sodium tert-butoxide.

[0593] The conversion of compounds of formula (J) is typically carried out in the presence of a catalyst and a ligand. Suitable catalysts are palladium complexes, such as tris(dibenzylacetone)dipalladium(0) or palladium acetate, and the ligands used are typically organophosphine compounds, such as bis(diphenylphosphine)-9,9-dimethyloxanthracene (xanthphos).

[0594] Step b)

[0595] Compounds of formula (K) can be prepared by amide hydrolysis of compounds of formula (J) in the presence of a base. Hydrolysis is typically carried out in a solvent. Preferred solvents include alcohols such as methanol or ethanol; water; ethers such as diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butylmethyl ether; nitriles such as acetonitrile or propionitrile; aromatic hydrocarbons such as toluene or xylene; aprotic polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone, or dimethyl sulfoxide; or (if suitable) mixtures of the above solvents.

[0596] Suitable examples of bases are inorganic bases selected from hydroxides, acetates, phosphates, and carbonates of alkali metals or alkaline earth metals. Sodium hydroxide, lithium hydroxide, cesium carbonate, sodium carbonate, and potassium carbonate are preferred.

[0597] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0598] Step c)

[0599] The compound of formula (M) may optionally be prepared in the presence of a base by reacting the compound of formula (K) with an alcohol (Y=O) and an amine (Y=NH) of formula (L) and a C1 synthetic equivalent, similar to the methods described in EP1243582 A1, 2002, European Journal of Medicinal Chemistry 46 (2011) 2845-2851 or US2003 / 212111A1.

[0600] The compound of formula (L) is commercially available.

[0601] The conversion of compounds of formula (M) can be carried out anhydrous or in a solvent, preferably in a solvent selected from conventional solvents that are inert under the reaction conditions. Preferably, ethers, such as diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butylmethyl ether; haloalkanes, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; aprotic polar solvents, such as ethyl acetate; or aromatic hydrocarbons, such as toluene or xylene.

[0602] Examples of suitable C1 synthetic equivalents are phosgene, triphosgene, carbonyl diimidazole (CDI), or thiophosgene.

[0603] Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; and inorganic bases such as potassium phosphate, cesium carbonate, potassium carbonate, and sodium hydride.

[0604] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0605] Step d)

[0606] The compound of formula (O) can be prepared by a one-step method in which a compound of formula (K) is reacted with a compound of formula (N) in the presence of a base.

[0607] Compounds of formula (N) are commercially available or can be prepared by known methods, such as those described in Journal of Organic Chemistry, 1976, 41, 4028-4029.

[0608] The conversion of compounds of formula (O) is usually carried out in a solvent. Preferred solvents include ethers, such as tetrahydrofuran, methyl tert-butyl ether, dioxane, and ethylene glycol dimethyl ether; aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as toluene and xylene; halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; aprotic polar solvents, such as N,N-dimethylformamide, N-methylpyrrolidone, and dimethyl sulfoxide; esters, such as ethyl acetate; basic nitrogen-containing compounds, such as pyridine; or nitriles, such as acetonitrile.

[0609] The reaction can be carried out in the presence of a base. Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, dimethylaminopyridine, methylpyridine, 2,6-dimethylpyridine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; or inorganic bases such as potassium carbonate and sodium hydride.

[0610] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from -20°C to 200°C.

[0611] The corresponding compounds with n=0 or n=1 can be prepared similarly.

[0612] Method C

[0613]

[0614] Groups Aa, Ab, R 1 R 2 R 4 R 5 and R 17 Having the above meaning, X 1 Represents halogens. M represents a metal atom (Li, Na, K).

[0615] Step a)

[0616] Compounds of formula (Q) can be prepared, for example, by a method similar to that described in Journal of Organic Chemistry 2005, 70, 2696-2700, starting with compounds of formula (I) in the presence of a copper source, using compounds of formula (P) via halogen / sulfone exchange.

[0617] Compounds of formula (P) are commercially available or can be prepared by known methods, such as those described in Tetrahedron Letters, 2014, 55, 3851-3855.

[0618] The reaction of the compound of formula (I) with the compound of formula (P) and a copper source is typically carried out in a solvent. Polar aprotic solvents, such as dimethyl sulfoxide and N,N-dimethylformamide, are preferred.

[0619] In most cases, the copper source used is CuBr, CuI, or Cu(OAc)2.

[0620] An example of a suitable sulfur reagent is the sodium salt of sulfinic acid.

[0621] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 20°C to 200°C.

[0622] The corresponding compounds with n=0 or n=1 can be prepared similarly.

[0623] Method D

[0624]

[0625] Groups Aa, Ab, R 1 R 2 R 4 and R 5 Having the above meaning, X 1 Represents halogens.

[0626] Step a)

[0627] The compound of formula (S) can be prepared by carbonylating the compound of formula (I) with the aid of a catalyst and a base, and then reacting it with the compound of formula (R), for example, by a method similar to that described in Applied Catalysis A: General, 2014, 481, 54-63.

[0628] The compound of formula (R) is commercially available.

[0629] The transformation of compounds of formula (S) is usually carried out in a solvent. Preferred solvents are ethers, such as tetrahydrofuran, methyl tert-butyl ether, dioxane, and ethylene glycol dimethyl ether; aliphatic hydrocarbons, such as hexane and heptane; aromatic hydrocarbons, such as toluene and xylene; halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; aprotic polar solvents, such as N,N-dimethylformamide, N-methylpyrrolidone, and dimethyl sulfoxide; or esters, such as ethyl acetate.

[0630] The catalyst used can be a palladium complex, such as tris(dibenzylacetone)palladium(0) or [1,1'-bis(diphenylphosphino)ferrocene]palladium(II).

[0631] Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, dimethylaminopyridine, methylpyridine, 2,6-dimethylpyridine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; or inorganic bases such as potassium carbonate and sodium hydride.

[0632] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0633] The corresponding compounds with n=0 or n=1 can be prepared similarly.

[0634] Method E

[0635]

[0636] Groups Aa, Ab, R 1 R 2 R 4 R 5 and R 17 Having the above meaning, X 1 Represents halogens.

[0637] Step a)

[0638] Compounds of formula (T) can be prepared by cyanomethylation of compounds of formula (I) and (Ra) in the presence of a catalyst, a ligand and a base, for example by the methods described in J. Am. Chem. Soc. 2002, 124, 9330, J. Am. Chem. Soc. 2005, 127, 15824 or WO2016 / 041819.

[0639] Compounds of formula (Ra) are commercially available.

[0640] The transformation of compounds of formula (T) is usually carried out in a solvent. Aprotic polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone, or dimethyl sulfoxide are preferred.

[0641] Suitable catalysts are palladium complexes, such as tris(dibenzylideneacetone)dipalladium(0) or [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II), and the ligands used are typically organophosphine compounds, such as xanthphos.

[0642] A suitable alkali is, for example, zinc fluoride.

[0643] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0644] Alternatively, cyanomethylation can also be carried out by Suzuki coupling, for example by the method described in J.Am.Chem.Soc.2011,133,6948-6951.

[0645] Method b)

[0646] The compound of formula (U) can be prepared, for example, by reacting the compound of formula (T) with the compound of formula (V) in the presence of a base, for example by the method described in WO2016 / 041819.

[0647] The compound of formula (V) is commercially available.

[0648] The conversion of compounds of formula (U) is usually carried out in a solvent. Preferred solvents are halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; aprotic polar solvents, such as acetone, N,N-dimethylformamide, N-methylpyrrolidone, or dimethyl sulfoxide; nitriles, such as acetonitrile; or esters, such as ethyl acetate.

[0649] Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; and inorganic bases such as potassium phosphate, cesium carbonate, potassium carbonate, and sodium hydride.

[0650] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0651] The corresponding compounds with n=0 or n=1 can be prepared similarly.

[0652] Method F

[0653] The acid of formula (F2) can be prepared by the following method F:

[0654]

[0655] Group R 1 And n has the above meaning, X 1 Represents halogen, X represents chlorine, bromine or iodine, R 6 It represents (C1-C4)-alkyl and q represents 1 or 2.

[0656] Step a)

[0657] The compound of formula (Y) can be prepared by methods similar to those described in European Journal of Medicinal Chemistry, 29(1994)279-286, WO2006 / 71752, WO2012 / 80232, Journal of Medicinal Chemistry, 57(2014),4196-4212, WO2012 / 143599, WO2015 / 48245 and WO2006 / 18725, by reacting the compound of formula (W) with a suitable carbonyl compound (e.g., a bromopyruvate derivative of formula (X)) in a suitable solvent (e.g., ethanol, tetrahydrofuran, acetonitrile or dimethylformamide) at room temperature or under thermal conditions.

[0658] The bromopyruvate derivative of formula (X) is commercially available. The compound of formula (W) is commercially available or can be prepared by known methods, such as those described in Chemical Communications, 44 (2010), 925-927, Journal of the American Chemical Society, 68 (1946), 453-457, WO2009 / 29625, Journal of the American Chemical Society, 137 (2015), 8388-8391, Journal of Medicinal Chemistry, 57 (2014), 4196-4212, Helvetica Chimica Acta, 55 (1972), 565-568, and Synthesis, 9 (1985), 884-886.

[0659] Step b)

[0660] Compounds of formula (Z) can be prepared from compounds of formula (Y), for example by methods similar to those described in WO2008 / 36216, WO2004 / 22561, WO2006 / 23707, WO2006 / 133006, WO2014 / 60375, US2004 / 23981 or EP3018125.

[0661] The conversion of compounds of formula (Z) can be carried out anhydrous or in a solvent, preferably in a solvent selected from conventional solvents that are inert under the reaction conditions. Preferred solvents include ethers, such as diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, and tert-butylmethyl ether; halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons, such as toluene or xylene; aprotic polar solvents, such as N,N-dimethylformamide or N-methylpyrrolidone; or nitrogen compounds, such as pyridine.

[0662] The reaction can be carried out in the presence of a chlorinating agent and, optionally, a base.

[0663] Examples of suitable chlorinating agents are thionyl chloride, methanesulfonyl chloride, or phosphoryl chloride.

[0664] Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, methylpyridine, 2,6-dimethylpyridine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; and inorganic bases such as potassium phosphate, potassium carbonate, and sodium hydroxide.

[0665] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0666] Step c)

[0667] Compounds of formula (A2) can be prepared by substitution of compounds of formula (Z), for example by methods similar to those described in US2014 / 57914, EP2036905, J.Agric.Food Chem.2017,65,1272-1280, WO2009 / 114180 or Tetrahedron 2005,6115.

[0668] The conversion of compounds of formula (A2) can be carried out anhydrous or in a solvent, preferably in a solvent selected from conventional solvents that are inert under the reaction conditions. Polar solvents, such as dimethyl sulfoxide, N,N-dimethylformamide, or acetonitrile, are preferred.

[0669] The reaction can be carried out in the presence of a cyaniding agent.

[0670] Suitable examples of cyaniding agents are sodium cyanide or potassium cyanide.

[0671] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0672] Step d)

[0673] The compound of formula (B2) can be prepared, for example, by reacting the compound of formula (A2) with the compound of formula (V) in the presence of a base, for example by the method described in WO2016 / 041819.

[0674] The compound of formula (V) is commercially available.

[0675] The conversion of compounds of formula (A2) is usually carried out in a solvent. Preferred solvents are halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; aprotic polar solvents, such as acetone, N,N-dimethylformamide, N-methylpyrrolidone, or dimethyl sulfoxide; nitriles, such as acetonitrile; or esters, such as ethyl acetate.

[0676] Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; and inorganic bases such as potassium phosphate, cesium carbonate, potassium carbonate, and sodium hydride.

[0677] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from 0°C to 200°C.

[0678] Step e)

[0679] The compound of formula (C2) can be prepared by halogenation of the compound of formula (B2) by known methods, similar to those described in WO2009 / 23179, WO2010 / 91411, WO2011 / 41713 and Bioorganic and Medicinal Chemistry Letters, 22 (2012), 3460-3466, for example using N-chlorosuccinimide as the halogenating agent in dimethylformamide as a solvent.

[0680] Step f)

[0681] The compound of formula (D2) can be prepared by reacting the compound of formula (C2) with the compound of formula (Aa) in the presence of a base.

[0682] Thiol derivatives of formula (Aa), such as methanethiol, ethanethiol, or isopropanethiol, are commercially available or can be prepared by known methods, such as those described in US2006 / 25633, US2006 / 111591, US2820062, Chemical Communications, 13(2000), 1163-1164, or Journal of the American Chemical Society, 44(1922), p. 1329.

[0683] The conversion of compounds of formula (C2) can be carried out anhydrously or in a solvent, preferably in a solvent selected from conventional solvents that are inert under the reaction conditions. Preferred solvents include ethers, such as diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, and tert-butylmethyl ether; nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons, such as toluene or xylene; and aprotic polar solvents, such as N,N-dimethylformamide, N-methylpyrrolidone, or dimethyl sulfoxide.

[0684] Examples of suitable bases are inorganic bases selected from acetates, phosphates, and carbonates of alkali metals or alkaline earth metals. Cesium carbonate, sodium carbonate, and potassium carbonate are preferred. Other suitable bases are alkali metal hydrides, such as sodium hydride.

[0685] Step g)

[0686] Compounds of formula (E2) can be prepared by oxidizing compounds of formula (D2). Oxidation is usually carried out in a solvent. Preferred are halogenated hydrocarbons, such as dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid, or water.

[0687] Examples of suitable oxidants are hydrogen peroxide and m-chloroperbenzoic acid.

[0688] The reaction can be carried out under reduced pressure, standard pressure or high pressure and at temperatures ranging from -20°C to 120°C.

[0689] Step h)

[0690] By standard methods (see DE 2221647 and WO2011 / 41713), for example using an alkali metal hydroxide (such as sodium hydroxide or lithium hydroxide) as a base, an ester of formula (E2) can be converted into an acid of formula (F2) in an alcohol (such as ethanol or a mixture of tetrahydrofuran and water) as a solvent.

[0691] Methods and uses

[0692] The present invention also relates to a method for controlling animal pests, wherein the compound of formula (I) can act on the animal pests and / or their habitats. The control of animal pests is preferably carried out in agriculture and forestry, as well as in the protection of materials. This preferably excludes methods for surgical or therapeutic treatments on humans or animals, and diagnostic methods performed on humans or animals.

[0693] The present invention also relates to the use of compounds of formula (I) as pesticides, and in particular as crop protectants.

[0694] In the context of this application, the term "pesticide" generally also includes the term "crop protection composition" in each case.

[0695] Due to their good plant tolerance, favorable homeothermic animal toxicity, and good environmental compatibility, compounds of formula (I) are suitable for protecting plants and plant organs against biotic and abiotic stresses, increasing yields, improving the quality of harvested materials, and controlling animal pests, especially insects, arachnids, worms, and particularly nematodes and mollusks, encountered in agriculture, horticulture, animal husbandry, aquaculture, forestry, gardens and recreational facilities, protection of stored products and materials, and sanitation.

[0696] In the context of this patent application, the term "hygienic" should be understood to mean any and all measures, precautions, and methods intended to prevent disease, especially infectious disease, and to protect human and animal health and / or protect the environment and / or maintain cleanliness. According to the invention, this particularly includes measures for cleaning, disinfecting, and sterilizing, for example, textiles or hard surfaces, especially those made of glass, wood, cement, porcelain, ceramics, plastic, or metal, to ensure their protection from sanitary pests and / or their secretions. In this respect, the scope of protection of the invention preferably excludes surgical or therapeutic treatments applied to human or animal bodies, as well as diagnostic methods performed on human or animal bodies.

[0697] The term "hygiene field" encompasses all areas, technical fields, and industrial applications in which these hygiene measures, methods, and processes are important, such as hygiene in kitchens, bakeries, airports, bathrooms, swimming pools, department stores, hotels, hospitals, stables, animal husbandry, etc.

[0698] Therefore, the term "sanitary pests" should be understood to refer to one or more animal pests whose presence in the sanitary field is problematic, especially for health reasons. Thus, the primary objective is to avoid the presence of sanitary pests and / or to avoid or minimize exposure to them in the sanitary field. This can be achieved, in particular, by using pesticides that can be used both to prevent infection and to prevent existing infection. Preparations for preventing or reducing exposure to pests may also be used. Sanitary pests include organisms such as those mentioned below.

[0699] Therefore, the term "health protection" encompasses all actions taken to maintain and / or improve these health measures, preventative measures, and methods.

[0700] Compounds of formula (I) are preferably used as pesticides. They are active against species that are generally susceptible and resistant, as well as against all or specific stages of development. The aforementioned pests include:

[0701] Pests belonging to the phylum Arthropoda, especially the class Arachnida, include mites such as *Acarus* spp. (e.g., *Acarus siro*, *Aceria kuko*, *Aceria sheldoni*), *Aculops* spp., *Aculus* spp. (e.g., *Aculus fockeui*, *Aculus schlechtendali*), *Amblyommas* spp., *Amphitetranychus viennensis*, *Argas* spp., *Boophilus* spp., *Brevipalpus* spp. (e.g., *Brevipalpus sphoenicis*), and aphid bryobias. graminum), alfalfa bryobia praetiosa, centruroides spp., chorioptes spp., Dermanyssus gallinae, European house dust mite (Dermatophagoides pteronyssinus), American house dust mite (Dermatophagoides farinae), Dermacentor spp., Eotetranychus spp. (e.g., walnut leaf mite (Eotetranychus hicoriae)), pear gall mite (Epitrimerus pyri), true spider mite (Eutetranychus spp.) (e.g., Eutetranychus banksi), gall mite (Eriophyes spp.) (e.g., pear gall mite (Eriophyes pyri)), Glycyphagus domesticus), red-footed sea chelicerae (Halotydeus destructor), Hemitarsonemus spp. (e.g., Hemitarsonemus latus (=Polyphagotarsonemus latus))), Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp.), *Neutrombicula autumnalis*, *Nuphersa*, *Oligonychus* spp. (e.g., *Oligonychus coffeae*, *Oligonychus coniferarum*, *Oligonychus ilicis*, *Oligonychus indicus*, *Oligonychus mangiferus*, *Oligonychus pratensis*, *Oligonychus punicae*, *Oligonychus syothersi*), *Ornithodorus* spp., *Ornithonyssus* spp., *Panonychus* spp. (e.g., *Panonychus citri* (= *Metatetranychus citri*)), *Panonychus* ulmi (=Metatetranychus ulmi), citrus rust mite (Phyllocoptrutaoleivora), multidigital spider mite (Platytetranychus multidigituli), lateral multiphagotarsonemus latus, itch mite (Psoroptes spp.), fan-shaped tick (Rhipicephalus spp.), root mite (Rhizoglyphus spp.), scabies mite (Sarcoptes spp.), Middle Eastern gold scorpion (Scorpiomaurus), narrow tarsonemus (Stenotarsonemus spp.), rice mite (Steneotarsonemus spinki), tarsonemus (Tarsonemus spp.) (e.g., Tarsonemus confusus, Tarsonemus pallidus), and spider mite (Tetranychus spp.).(For example, the Canadian spider mite (Tetranychuscanadensis), the cinnabarinus spider mite (Tetranychus cinnabarinus), the turkestani spider mite (Tetranychus turkestani), the two-spotted spider mite (Tetranychus urticae), the Trombicula alfreddugesi, the Vaejovis genus, and the tomato gall mite (Vasates lycopersici).

[0702] Pests of the class Chilopoda, such as the genera *Geophilus* and *Scutigera*.

[0703] Pests of the order Collembola or class Collembola, such as the armed springtail (Onychiurus armatus) and the green round springtail (Sminthurus viridis);

[0704] Pests of the class Diplopoda, such as the millipede (Blaniulus guttulatus);

[0705] Pests belonging to the class Insectra, such as those in the order Blattodea, including the Oriental cockroach (Blattaorientalis), Asian cockroach (Blattella asahinai), German cockroach (Blattella germanica), Madeira cockroach (Leucophaea maderae), Loboptera decipiens, and domestic cockroach (Neostylopygarhombifolia), genera such as Panchlora spp., Parcoblatta spp., and Periplaneta spp. (e.g., American cockroach (Periplaneta americana) and Australian cockroach (Periplaneta australisasiae)), sugarcane cockroach (Pycnoscelus surinamensis), and brown-banded cockroach (Supella longipalpa);

[0706] Pests of the order Coleoptera, such as the striped pumpkin beetle (Acalymma vittatum), bean weevil (Acanthoscelides obtectus), beetle (Adoretus spp.), small beetle beetle (Aethinatumida), poplar leaf beetle (Agelastica alni), long beetle beetles (Agrilus spp., including white ash beetle (Agrilus planipennis), Agrilus coxalis, chestnut double-lined beetle (Agrilus bilineatus), birch copper beetle (Agrilus anxius)), click beetles (including straight click beetle (Agriotes linneatus), wheat click beetle (Agriotes mancus)), black fungus beetle (Alphitobius diaperinus), potato horn beetle (Amphimallon solstitialis), and furniture thieving beetle (Anobium). *Punctus*, *Anoplophora* spp. (e.g., *Anoplophora glabripennis*), *Anthonomus* spp. (e.g., *Anthonomus grundis*), *Anthrenus* spp., *Apion* spp., *Apogonia* spp., *Atomaria* spp. (e.g., *Atomaria linearis*), *Attagenus* spp., *Baris caerulescens*, *Bruchidius obtectus*, *Bruchus* spp. (e.g., *Bruchus pisorum*, *Bruchus rufimanus*), *Cassida* spp.), Cerotoma trifurcata, Ceuthorhynchus spp. (e.g., Ceutorrhynchus assimilis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae), Chaetocnema spp.(e.g., sweet potato flea beetle (Chaetocnema confinis), American toothed flea beetle (Chaetocnema denticulata), wasteland corn flea beetle (Chaetocnema ectypa)), Cleonus mendicus, Conoderus spp., Cosmopolites spp. (e.g., banana root-necked weevil (Cosmopolites sordidus)), Brown New Zealand rib-winged horned beetle (Costelytra zealundica), Ctenicera spp., Curculio spp. (e.g., walnut weevil (Curculio caryae), large chestnut weevil (Curculio caryatrypes), American hazel weevil (Curculio obtusus), small chestnut weevil (Curculio sayi)), rusty red flat flour beetle (Cryptolestes ferrugineus), long-horned flat flour beetle (Cryptolestes) *Cryptorhynchus lapathi*, *Cryptorhynchus mangiferae*, *Cylindrocopturus spp.*, *Cylindrocopturus adspersus*, *Cylindrocopturus furnissi*, *Dendroctonus spp.* (e.g., *Dendroctonus ponderosae*), *Dermestes spp.*, *Diabrotica spp.* (e.g., *Diabrotica balteata*, *Diabrotica barberi*, *Diabrotica undecimpunctata howardi*, and *Diabrotica undecimpunctata* subspecies). The genera *Diabrotica virgifera*, *Diabrotica virgifera virgifera*, *Diabrotica virgifera zeae*, and *Dichocrocis spp.* are mentioned.Rice beetle (Dicladispa armigera), *Diloboderus*, *Epicaerus*, *Epilachna* spp. (e.g., *Epilachna borealis*, *Epilachna varivestis*), *Epitrix* spp. (e.g., *Epitrix cucumeris*, *Epitrix fuscula*, *Epitrix hirtipennis*, *Epitrix subcrinita*, *Epitrix tuberis*), borer (*Faustinus* spp.), naked spider beetle (*Gibbium psylloides*), broad-angled grain beetle (*Gnathocerus cornutus*), cabbage leafminer (*Hellulaundalis*), black sugarcane beetle (*Heteronychus arator*), *Heteronyx* Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp. (e.g., coffee berry beetle, apple twig beetle, bamboo beetle), Lachnosterna consanguinea, Lasiodermaserricorne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa ​​decemlineata, Leucoptera spp. (e.g., coffee leafminer) coffeella), Limonius ectypus, rice root weevil (Lissorhoptrusoryzophilus), Listronotus (=Hyperodes), tube-beaked weevil (Lixus spp.), Luperodes, yellow-breasted shriveled flea beetle (Luperomorpha xanthodera), powder beetle (Lyctus spp.).The genera *Megacyllene* pp. (e.g., *Megacyllene robiniae*), *Megascelis* spp., *Melanotus* spp. (e.g., *Melanotus longulus oregonensis*), *Meligethesaeneus*, *Melolontha* spp. (e.g., *Melolontha melolontha*), *Migdolus*, *Monochamus* spp., *Naupactus xanthographus*, *Necrobia* spp., *Neogalerucella*, *Niptus hololeucus*, *Oryctes rhinoceros*, *Oryzaephilus surinamensis*, *Oryzaphagus oryzae*, and *Otiorhynchus* spp. (e.g., apple ear beetle (Otiorhynchus cribricollis), alfalfa ear beetle (Otiorhynchus ligustici), strawberry ear beetle (Otiorhynchus ovatus), rough strawberry ear beetle (Otiorhynchus rugosostriarus), black grape ear beetle (Otiorhynchus sulcatus)), *Oulema* spp. (e.g., orange-footed ear beetle (Oulema melanopus), rice ear beetle (Oulema oryzae)), small green flower beetle (Oxycetonia jucunda), horseradish leaf beetle (Phaedon cochleariae), leaf-eating gill beetle (Phyllophaga spp.), gill beetle (Phyllophaga helleri), yellow striped flea beetle (Phyllotreta spp.) (e.g., horseradish striped flea beetle (Phyllotreta armoraciae), western black flea beetle (Phyllotreta)). The following are genera of flea beetles: *Pusilla*, *Phyllotreta ramosa*, *Phyllotreta striolata*, *Popillia japonica*, *Premnotrypes spp.*, *Prostephanus truncatus*, and *Psylliodes spp.*.(For example, the potato flea beetle (Psylliodes affinis), the rapeseed flea beetle (Psylliodes chrysocephala), the hop flea beetle (Psylliodes punctulata)), spider beetles (Ptinus spp.), ladybugs (Rhizobius ventralis), grain beetles (Rhizopertha dominica), weevils (Rhynchophorus spp.), red-brown weevils (Rhynchophorus ferrugineus), palm weevils (Rhynchophorus palmarum), bark beetles (Scolytus spp.) (For example, the European elm bark beetle (Scolytus multistriatus)), the lateral-spined long-spined beetle (Sinoxylon perforans), grain weevils (Sitophilus spp.) (For example, grain weevils (Sitophilus granarius), tamarind weevils (Sitophilus)) The genera *Sitophilus linearis*, *Sitophilus oryzae*, *Sitophilus zeamais*, *Sphenophorus spp.*, *Stegobium paniceum*, *Sternechus spp.* (e.g., *Sternechus paludatus*), *Symphyletes spp.*, *Tanymecus spp.* (e.g., *Tanymecus dilaticollis*, *Tanymecus indicus*, *Tanymecus palliatus*), *Tenebrio molitor*, *Tenebrioides mauretanicus*, and *Tribolium spp.* (e.g., *Tribolium audax*, *Tribolium*). (Castanium), Tribolium confusa, Trogodermaspp., Tychius spp., Xylotrechus spp., and Zabrus spp. (e.g., Zabrus tenebrioides).

[0707] Pests of the order Dermaptera, such as the maritime marbled earwig (Anisolabis maritime), the auricularia European marbled earwig (Forficula auricularia), and the riparia river earwig (Labidura riparia);

[0708] Pests of the order Diptera, such as those in the genera *Aedes* (e.g., *Aedes aegypti*, *Aedes albopictus*, *Aedes sticticus*, *Aedes vexans*), *Agromyza* (e.g., *Agromyza frontella*, *Agromyza parvicornis*), *Anastrepha* (e.g., *Anopheles* quadrimaculatus*, *Anopheles gambiae*), *Asphondylia* (e.g., *Bactrocera* spp.), and *Bactrocera* (e.g., *Bactrocera cucurbitae*, *Bactrocera cucurbitae*). *Ceratitis dorsalis*, olive fruit fly (Bactrocera oleae), garden hairy fly (Bibio hortulanus), blue-skinned blowfly (Calliphora erythrocephala), red-headed blowfly (Calliphora vicina), Mediterranean fruit fly (Ceratitis capitata), chironomus spp., golden fly (Chrysomya spp.), tiger fly (Chrysops spp.), high-horned horsefly (Chrysozona pluvialis), cone fly (Cochliomya spp.), gall midge (Contarinia spp.) (e.g., grape gall midge (Contarinia johnsoni), cabbage gall midge (Contarinia nasturtii), pear gall midge (Contarinia pyrivora), sunflower gall midge (Contarinia schulzi), sorghum gall midge (Contarinia spp.) The following mosquitoes are listed: *Sorghicola*, *Contarinia tritici*, *Cordylobia anthropophaga*, *Cricotopus sylvestris*, *Culex* spp. (e.g., *Culex pipiens*, *Culex quinquefasciatus*), *Culicoides* spp., and *Culiseta* spp.The genera *Cuterebra* spp., *Dacus oleae*, *Dasineura* spp. (e.g., *Dasineura brassicae*), *Delia* spp. (e.g., *Delia antiqua*, *Delia coarctata*, *Delia florilega*, *Delia platura*, *Delia radicum*), *Dermatobia hominis*, *Drosophila* spp. (e.g., *Drosphila melanogaster*, *Drosophila suzukii*), *Echinocnemus* spp., *Euleia heraclei*, *Fannia* spp., *Gastrophilus* spp., and *Glossina* spp. spp.), *Haematopota* spp., *Hydrellia* spp., *Hydrellia griseola*, *Hylemya* spp., *Hippoboscaspp.*, *Hypoderma* spp., *Liriomyza* spp. (e.g., *Liriomyza brassicae*, *Liriomyza huidobrensis*, *Liriomyza sativae*), *Lucilia* spp. (e.g., *Lucilia cuprina*), *Lutzomyia* spp., *Mansonia* spp., *Musca* spp. (e.g., *Musca domestica*, *Musca domesticica vicina*), *Oestrus* spp.), Swedish straw fly (Oscinella frit.), Paratanytarsus spp., Paraauterborniella subcincta, Pegomya or Pegomyia spp.(e.g., beet fly (Pegomya betae), henbane fly (Pegomya hyoscyami), raspberry fly (Pegomya rubivora)), sandfly (Phlebotomus spp.), grass fly (Phorbia spp.), burrowing fly (Phormia spp.), cheese fly (Piophila casei), Platyparea poeciloptera, Prodiplosis, carrot stem fly (Psila rosae), fruit fly (Rhagoletis spp.) (e.g., eastern cherry fly (Rhagoletis cingulata), walnut fruit fly (Rhagoletis completa), black cherry fly (Rhagoletis fausta), western cherry fly (Rhagoletis indifferens), blueberry fly (Rhagoletis mendax), apple fly (Rhagoletis pomonella)), flesh fly (Sarcophaga) spp.), genus *Simulium* spp. (e.g., *Simulium meridionale*), genus *Stomoxys* spp., genus *Tabanus* spp., genus *Tetanops* spp., genus *Tipula* spp. (e.g., *Tipula paludosa*, *Tipula simplex*), and genus *Toxotrypana curvicauda*.

[0709] Pests of the order Hemiptera, such as *Acizzia acaciaebaileyanae*, *Acizzia dodonaeae*, psyllids (*Acizzia uncatoides*), long-headed grasshoppers (*Acrida turrita*), aphids of the genus *Acyrthosiphon* (e.g., pea aphid *Acyrthosiphon pisum*), *Acrogonia*, *Aeneolamia*, *Agonoscena*, whiteflies (*Aleurocanthus*), European cabbage whiteflies (*Aleyrodes proletella*), sugarcane whiteflies (*Aleurolobus barodensis*), cotton whiteflies (*Aleurothrixus floccosus*), malayensis whiteflies (*Allocaridara malayensis*), and leafhoppers of the genus *Amrasca* (e.g., small green leafhopper *Amrasca bigutulla*, small leafhopper *Amrasca*). The following aphids are listed: *Aphis devastans*, *Anuraphis cardui*, *Aonidiella* spp. (e.g., *Aonidiella aurantii*, *Aonidiella citrina*, *Aonidiella inornata*), *Aphanostigma piri*, and *Aphis* spp. (e.g., *Aphis citricola*, *Aphis craccivora*, *Aphis fabae*, *Aphis forbesi*, *Aphis glycines*, *Aphis gossypii*, *Aphis hederae*, *Aphisillinoisensis*, *Aphis middletoni*, *Aphis nasturtii*, *Aphis nerii*, and *Aphis*. pomi, leaf roller aphid (Aphis spiraecola), viburnum aphid (Aphis viburniphila), grape leaf beetle (Arboridia apicalis), Arytainilla, Aspidiotus spp., and round shield scale (Aspidiotus spp.).(e.g., *Aspidiotusnerii*), *Atanus* genus, *Aulacorthum solani*, whitefly (*Bemisia tabaci*), Australian psyllid (*Blastopsylla occidentalis*), *Boreioglycaspis melaleucae*, plum short-tailed aphid (*Brachycaudus helichrysi*), *Brachycolus* spp., cabbage aphid (*Brevicorynebrassicae*), *Cacopsylla* spp. (e.g., pear psyllid (*Cacopsylla pyricola*), small brown rice flyhopper (*Calligypona marginata*), *Capulinia* genus, *Carneocephala fulgida*, sugarcane woolly aphid (*Ceratovacuna lanigera*), Cercopidae family, *Ceroplastes* spp., strawberry aphid (*Chaetosiphon*) *Chionaspis tegalensis*, *Chlorita onukii*, *Chondracris rosea*, *Chromaphis juglandicola*, *Chrysomphalus aonidum*, *Chrysomphalus ficus*, *Cicadulina mbila*, *Coccomytilus halli*, *Coccus spp.* (e.g., *Coccus hesperidum*, *Coccus longulus*, *Coccus pseudoomagnoliarum*, *Coccus viridis*), *Cryptomyzus ribis*, *Cryptoneossa*, *Ctenarytaina* spp.), Dalbulus spp., Dialeurodes chittendeni, Dialeurodes citri, Diaphorinacitri, Diaspis spp., Diuraphis spp., Doralis, and Droicha spp.The genera *Dysaphis* spp. (e.g., *Dysaphis apiifolia*, *Dysaphis plantaginea*, *Dysaphis tulipae*), *Dysmicoccus* spp., *Empoasca* spp. (e.g., *Empoasca abrupta*, *Empoasca fabae*, *Empoasca maligna*, *Empoasca solana*, *Empoasca stevensi*), *Eriosoma* spp. (e.g., *Eriosoma americanum*, *Eriosoma lanigerum*, *Eriosoma pyricola*), and *Erythroneura* *Eucalyptolyma* spp., *Euphylluras* spp., *Euscelis bilobatus*, *Ferrisia* spp., *Fiorinia* spp., *Furcaspis oceanica*, *Geococcus coffeae*, *Glycaspis* spp., *Heteropsylla cubana*, *Heteropsyllaspinulosa*, *Homalodisca coagulata*, *Hyalopterus arundinis*, *Hyalopterus pruni*, *Icerya* spp. (e.g., *Icerya purchasi*), *Idiocerus* spp., *Idioscopus* spp.), planthopper (Laodelphax striatellus), scale insect (Lecanium spp.) (e.g., soil-hardy scale insect (Lecanium corni)), and shield scale (Lepidosaphes spp.).(e.g., *Lepidosaphes ulmi*), *Lipaphis erysimi*, *Lopholeucaspis japonica*, *Lycorma delicatula*, *Macrosiphum* spp. (e.g., *Macrosiphum euphorbiae*, *Macrosiphum lilii*, *Macrosiphum rosae*), *Macrosteles facifrons*, *Mahanarva* spp., *Melanaphis sacchari*, *Metcalfiella*, *Metcalfa pruinosa*, *Metopolophium dirhodum*, *Monellia costalis*, *Monelliopsis pecanis*, *Myzus* spp. (e.g., *Myzus*) The following aphids are listed: *Ascalonicus*, *Myzus cerasi*, *Myzus ligustri*, *Myzus ornatus*, *Myzus persicae*, *Myzus nicotianae*, *Nasonovia ribisnigri*, *Neomaskellia* spp., *Nephotettix* spp. (e.g., *Nephotettix cincticeps*, *Nephotettix nigropictus*), *Nettigoniclla spectra*, *Nilaparvata lugens*, *Oncometopia*, *Orthezia praelonga*, *Oxyachinensis*, *Pachypsylla* spp., *Parabemisia myricae*, and *Paratrioza*. (e.g., the potato psyllid (Paratrioza cockerelli)), the scale insect (Parlatoria spp.), and the gall aphid (Pemphigus spp.).(e.g., *Pemphigus bursarius*, *Pemphigus populivenae*), *Peregrinus maidis*, *Perkinsiella* spp., *Phenacoccus* spp. (e.g., *Phenacoccus madeirensis*), *Phloeomyzus passerinii*, *Phorodon humuli*, *Phylloxera* spp. (e.g., *Phylloxera devastatrix*, *Phylloxera notabilis*), *Pinnaspis aspidistrae*, *Planococcus* spp. (e.g., *Planococcus citri*), *Prosopidopsylla* * *Plataniae flava*, *Protopulvinaria pyriformis*, *Pseudaulacaspis pentagona*, *Pseudococcus* spp. (e.g., *Pseudococcus calceolariae*, *Pseudococcus comstocki*, *Pseudococcus longispinus*, *Pseudococcus maritimus*, *Pseudococcus viburni*), *Psyllopsis* spp., *Psylla* spp. (e.g., *Psylla buxi*, *Psylla mali*, *Psylla pyri*), *Pteromalus* spp., *Pulvinaria* The genera *Pyrilla*, *Quadraspidiotus* (e.g., *Quadraspidiotus juglansregiae*, *Quadraspidiotus ostreaeformis*, *Quadraspidiotus perniciosus*), *Quesada gigas*, *Rastrococcus*, and *Rhopalosiphum* are all species of aphids.(Examples include the corn aphid (Rhopalosiphum maidis), apple grass aphid (Rhopalosiphum oxyacanthae), rice and wheat aphid (Rhopalosiphum padi), red-bellied aphid (Rhopalosiphum rufiabdominale)), black helmet scale (Saissetia spp.) (Examples include the coffee black helmet scale (Saissetia coffeae), Saissetia miranda, Saissetia neglecta, black wax scale (Saissetia oleae)), grape leafhopper (Scaphoideus titanus), wheat two-pronged aphid (Schizaphis graminum), cycad spiny shield scale (Selenaspidus articulatus), sugarcane false hairy aphid (Sipha flava), wheat long-tubed aphid (Sitobion avenae), long-lipped planthopper (Sogata spp.), white-backed planthopper (Sogatella furcifera), rice flyhopper (Sogatodes) spp.), *Stictocephala festina*, tree whitefly (*Siphoninus phillyreae*), *Tenalaphara malayensis*, *Tetragonocephelas* pp., *Tinocallis caryaefoliae*, *Tomaspis* spp., *Toxoptera* spp. (e.g., *Toxoptera aurantii*, *Toxoptera citricidus*), greenhouse whitefly (*Trialeurodes vaporariorum*), *Trioza* spp. (e.g., *Trioza diospyri*), leafhopper (*Typhlocyba* spp.), scale insect (*Unaspis* spp.), grape phylloxera (*Viteus vitifolii*), leafhopper (*Zygina* spp.);

[0710] Pests belonging to the suborder Heteroptera, such as the genera *Aelia*, *Anasatristis*, *Antestiopsis*, *Boisea*, *Blissus*, *Calocoris*, *Campylomma livida*, *Cavelerius*, *Cimex* (e.g., *Cimex adjunctus*, *Cimex hemipterus*, *Cimex lectularius*, *Cimex pilosellus*), *Collaria*, *Creontiades dilutus*, *Dasynus piperis*, and *Dichelops*. *Furcatus*, *Diconocoris hewetti*, *Dysdercus* spp., *Euschistus* spp. (e.g., *Euschistus heros*, *Euschistus servus*, *Euschistus tristigmus*, *Euschistus variolarius*), *Eurydemas* spp., *Eurygaster* spp., *Halyomorpha halys*, *Heliopeltis* spp., *Horcias nobilellus*, *Leptocorisa* spp., *Leptocorisa varicornis*, *Leptoglossus* occidentalis), leaf-margined bug (Leptoglossus phyllopus), lygocoris spp. (e.g., Lygocoris pabulinus), and grass bug (Lygus spp.).(e.g., Lygus elisus, Lygus hesperus, Lygus lineolaris), Macropes excavatus, Megacoptacribraria, Miridae, Monalonion atratum, Nezara spp. (e.g., Nezara viridula), Nysius spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp. (e.g., Piezodorus guildinii), Psallus spp., Pseudacysta *Persea*, *Rhodnius* spp., *Sahlbergella singularis*, *Scaptocoris castanea*, *Scotinophora* spp., *Stephanitis nashi*, *Tibraca*, *Triatomas* pp.;

[0711] Pests of the order Hymenoptera, such as those in the genera *Acromyrmex*, *Athalia* (e.g., the yellow-winged cabbage bee *Athalia rosae*), *Atta*, *Camponotus*, *Dolichovespula*, *Diprion* (e.g., the European pine sawfly *Diprion similis*), *Hoplocampa* (e.g., the cherry leaf bee *Hoplocampa cookei*, the apple leaf bee *Hoplocampa testudinea*), *Lasius*, *Linepithema (Iridiomyrmex) humile*, *Monomorium pharaonis*, *Paratrechina*, *Paravespula*, *Plagiolepis*, and *Sirex*. (e.g., the blue spruce bee (Sirexnoctilio)), red imported fire ant (Solenopsis invicta), stink ant (Tapinoma spp.), white-legged stink ant (Technomyrmex albipes), large tree bee (Urocerus spp.), wasp (e.g., the yellow-edged wasp (Vespa crabro)), small fire ant (Wasmannia auropunctata), black tree bee (Xeris spp.);

[0712] Pests of the order Isopoda, such as woodlice (Armadillidium vulgare), comb beetles (Oniscus asellus), and ball beetles (Porcellio scaber);

[0713] Pests of the order Isoptera, such as those belonging to the genera *Coptotermes* (e.g., *Coptotermes formosanus*), *Cornitermes cumulans*, *Cryptotermes*, *Incisitermes*, *Kalotermes*, *Microtermes obesi*, *Nasutitermes*, *Odontotermes*, *Porotermes*, and *Reticulitermes* (e.g., *Reticulitermes flavipes*, *Reticulitermes hesperus*).

[0714] Pests of the order Lepidoptera, such as the small wax moth (Achroia grisella), the mulberry sword-striped cutworm (Acronicta major), the brown-banded leafroller (Adoxophyes spp.) (e.g., the cotton brown-banded leafroller (Adoxophyesorana)), the weeping cutworm (Aedia leucomelas), the cutworm (Agrotis spp.) (e.g., the yellow cutworm (Agrotissegetum) and the small cutworm (Agrotis ipsilon)), the wavy-leaved cutworm (Alabama spp.) (e.g., the cotton leaf wavy-leaved cutworm (Alabama argillacea)), the navel orange borer (Amyelois transitella), the wheat moth (Anarsia spp.), the dry-weather cutworm (Anticarsia spp.) (e.g., the soybean cutworm (Anticarsia gemmatalis)), the striped leafroller (Argyroploce spp.), and the alfalfa silver-striped cutworm (Autographa spp.). spp.), cabbage moth (Barathrabrassicae), apple spiny moth (Blastodacna atra), indica skipper (Borbo cinnara), cotton leafminer (Bucculatrix thurberiella), pine looper (Bupalus piniarius), brown borer (Busseola spp.), leaf roller (Cacoecia spp.), tea leafminer (Caloptilia theivora), tobacco roller (Capuareticulana), apple leafroller (Carpocapsa pomonella), peach fruit borer (Carposina niponensis), winter geometrid moth (Cheimatobia brumata), grass moth (Chilo spp.) (e.g., Chilo plejadellus, Chilo suppressalis)), Choreutis pariana, color roller (Choristoneura spp.), Chrysodeixis chalcites, grape fruit borer (Clysia) The genera *Ambigula*, *Cnaphalocerus* spp., *Cnaphalocrocis medinalis*, *Cnephasia* spp., *Conopomorpha* spp., *Conotrachelus* spp., *Copitarsia*, and *Cydia* spp.(e.g., Bean Pod Roller (Cydia nigricana), Codling Moth (Cydia pomonella)), Dalaca noctuides, *Diaphania* spp., *Diparopsis*, Small Sugarcane Stalk Moth (Diatraea saccharalis), *Dioryctria* spp. (e.g., *Dioryctriazimmermani*), *Earias* spp., *Ecdytolopha* aurantium, South American Maize Seedling Moth (Elasmopalpus lignosellus), Sweet Potato Stalk Moth (Eldana saccharina), *Ephestia* spp. (e.g., Tobacco White Moth (Ephestia elutella), Mediterranean Moth (Ephestia kuehniella)), Leaf Roller (Epinotia spp.), Apple Brown Roller (Epiphyas) *Postvittana*, *Erannis*, *Erschoviella musculana*, *Etiella* spp., *Eudocima*, *Eulia* spp., *Eupoecilia ambiguella*, *Euproctis* spp. (e.g., *Euproctis chrysorrhoea*), *Euxoa* spp., *Feltia* spp., *Galleria mellonella*, *Gracillaria* spp., *Grapholitha* spp. (e.g., *Grapholita molesta*, *Grapholita prunivora*), *Hedylepta* spp., *Helicoverpa* (e.g., cotton bollworm (Helicoverpa armigera), corn noctuid moth (Helicoverpa zea)), spp. (e.g., tobacco bud noctuid moth (Heliothis virescens)), brown weaver moth (Hofmannophila pseudospretella), spp. (Homoeosoma), spp. (Homona)Apple leafminer (Hyponomeuta padella), persimmon leafminer (Kakivoria flavofasciata), *Lampides* spp., *Laphygma* spp., codling moth (Laspeyresia molesta), eggplant leafminer (Leucinodes orbonalis), leafminer (*Leucoptera* spp.) (e.g., coffee leafminer (*Leucoptera coffeella*), leafminer (*Lithocolletis* spp.) (e.g., apple leafminer (*Lithocolletis blancardella*), green fruit leafminer (*Lithophane antennata*), flower-winged moth (*Lobesia* spp.) (e.g., grape leafroller (*Lobesia botrana*), bean root borer (*Loxagrotis albicosta*), tussock moth (*Lymantria* spp.) (e.g., gypsy moth (*Lymantria*)). dispar), *Lyonetia* spp. (e.g., peach leafminer *Lyonetia clerkella*), *Malacosoma neustria*, *Maruca testulalis*, *Mamestra brassicae*, *Melanitis leda*, *Mocis* spp., *Monopis obviella*, *Mythimna separata*, *Nemapogon cloacellus*, *Nymphula* spp., *Oiketicus*, *Omphisa* spp., *Operophtera*, *Oria* spp., *Orthaga* spp., *Ostrinia* spp. (e.g., European corn borer *Ostrinia nubilalis*), *Panolis* The genera *Pectinophora* include: *flammea*, *Parnara* spp., *Pectinophora* spp. (e.g., *Pectinophora gossypiella*), *Perileucoptera* spp., and *Phthorimaea* spp.(e.g., Potato leafminer (Phthorimaeaoperculella)), Orange leafminer (Phyllocnistis citrella), Small leafminer (Phyllonorycter spp.) (e.g., Golden-striped leafminer (Phyllonorycter blancardella), Hawthorn leafminer (Phyllonoryctercrataegella)), Butterfly (Pieris spp.) (e.g., Cabbage white butterfly (Pieris rapae)), Dutch carnation leafroller (Platynota stultana), Indian grain borer (Plodia interpunctella), Goldwing moth (Plusia spp.), Diamondback moth (Plutella xylostella) (= Diamondback moth (Plutella maculipennis)), Podesia spp. (e.g., Podesia syringae), Small white nest moth (Prays spp.), Spodoptera litura (Prodenia spp.), Tobacco hawk moth (Protoparce) spp.), *Pseudaletia* spp. (e.g., *Pseudaletia unipuncta*), *Pseudoplusia includens*, *Pyrausta nubilalis*, *Rachiplusia nu*, *Schoenobius* spp. (e.g., *Schoenobius bipunctifer*), *Scirpophaga* spp. (e.g., *Scirpophaga innotata*), *Scotia segetum*, *Sesamia* spp. (e.g., *Sesamia inferens*), *Sparganothis* spp., *Spodoptera* spp. (e.g., *Spodopteraeradiana*, *Spodoptera exigua*), *Spodoptera* (frugiperda), Spodoptera praefica), Stathmopoda spp., Stenoma, Stomopteryx subsecivella, Synanthedon spp., Tecia solanivora, Thaumetopoea spp.), Soybean armyworm (Thermesiagemmatalis), Cork moth (Tinea cloacella), Bag moth (Tinea pellionella), Tineola bisselliella, Tortrix spp., Felt clothes moth (Trichophaga tapetzella), Trichoplusia spp. (e.g., Trichoplusia ni), Rice stem borer (Tryporyza incertulas), Tomato leafminer (Tuta absoluta), and Blue butterfly (Virachola spp.);

[0715] Pests of the order Orthoptera or Saltatoria, such as house crickets (Achetadomesticus), genus Dichroplus, genus Gryllotalpa spp. (e.g., European mole cricket (Gryllotalpa gryllotalpa)), genus Hierodlyphus spp., genus Locusta spp. (e.g., migratory locust (Locustamigratoria)), genus Melanoplus spp. (e.g., migratory locust (Melanoplus devastator), Paratlanticus ussuriensis), and desert locust (Schistocerca gregaria);

[0716] Pests of the order Phthiraptera, such as those in the genera *Damalinia*, *Haematopinus*, *Linognathus*, *Pediculus*, *Phylloxera vastatrix*, *Ptirus pubis*, and *Trichodectes*.

[0717] Pests of the order Psocoptera, such as the genera *Lepinotus* and *Liposcelis*.

[0718] Pests of the order Siphonaptera, such as the genera *Ceratophyllus* spp., *Ctenocephalides* spp. (e.g., *Ctenocephalides canis*, *Ctenocephalides felis*), fleas (*Pulex irritans*), *Tunga penetrans*, and *Xenopsylla cheopis*;

[0719] Pests of the order Thysanoptera, such as the corn thrips (Anaphothrips obscurus), rice thrips (Baliothrips biformis), Chaetanaphothrips leeuweni, grape thrips (Drepanothrips reuteri), Enneothrips flavens, the genus *Frankliniella* (e.g., brown thrips (Frankliniella fusca), western flower thrips (Frankliniella occidentalis), jasmine thrips (Frankliniella schultzei), wheat flower thrips (Frankliniella tritici), blueberry flower thrips (Frankliniella vaccinii), William's flower thrips (Frankliniella williamsi), the genera *Haplothrips*, and the genus *Heliothrips*. spp.), greenhouse thrips (Hercinothrips femoralis), Kakothrips spp., grape thrips (Rhipiphorothrips cruentatus), hard thrips (Scirtothrips spp.), small bean thrips (Taeniothrips cardamomi), thrips spp. (e.g., palm thrips, tobacco thrips));

[0720] Pests of the order Zygentoma (=Thysanura) such as the genus Ctenolepisma spp., silverfish (Lepisma saccharina), fire worm (Lepismodes inquilinus), and domestic silverfish (Thermobia domestica);

[0721] Pests of the Symphyla class, for example, the genus Scutigerella (e.g., Scutigerella immaculata);

[0722] Pests of the phylum Mollusca, such as pests of the class Bivalvia, such as those of the genus Dreissena spp.;

[0723] And pests of the class Gastropoda, such as Arion spp. (e.g., Arion ater rufus), Biomphalaria spp., Bulinus spp., Deroceras spp. (e.g., Deroceras laeve), Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., and Succinea spp.;

[0724] Plant pests belonging to the class Nematoda, i.e., plant-parasitic nematodes, especially those genus *Aglenchus* (e.g., *Aglenchus agricola*), *Anguinas* (e.g., wheat nematode *Anguina tritici*), *Aphelenchoides* (e.g., peanut nematode *Aphelenchoides arachidis*, strawberry nematode *Aphelenchoides fragariae*), *Belonolaimus* (e.g., small nematode *Belonolaimus gracilis*, long-tailed nematode *Belonolaimus longicaudatus*, Norton's nematode *Belonolaimus nortoni*), and *Bursaphelenchus* (e.g., coconut red ring nematode *Bursaphelenchus*). *Cocophilus*, *Bursaphelenchus eremus*, *Bursaphelenchus xylophilus*, *Cacopaurus* spp. (e.g., *Cacopaurus pestis*), *Criconemella* spp. (e.g., *Criconemella curvata*, *Criconemella onoensis*, *Criconemella ornata*, *Criconemella rusium*, *Criconemella xenoplax* (= *Mesocriconema xenoplax*), *Criconemoides* spp. (e.g., *Criconemoides ferniae*, *Criconemoides onoense*, *Criconemoides*) genus *Ditylenchusapp.* (e.g., *Ditylenchus dipsaci*), genus *Dolichodorus* spp., and genus *Globodera* spp.(e.g., *Globodera pallida*, *Globodera rostochiensis*), *Helicotylenchus* spp. (e.g., *Helicotylenchus dihystera*), *Hemicriconemoides* spp., *Hemicycliophora* spp., *Heterodera* spp. (e.g., *Heterodera avenae*, *Heterodera glycines*, *Heteroderaschachtii*), *Hirschmaniella*, *Hoplolaimus* spp., *Longidorus* spp. (e.g., *Longidorus africanus*), *Meloidogyne* spp. (e.g., *Meloidogyne chitwoodi*, *Meloidogyne fallax*, *Meloidogyne hapla*, *Meloidogyne incognita*), *Meloinema* spp., *Nacobbus* spp., *Neotylenchus* spp., *Paralongidorus* spp., *Paraphelenchus* spp., *Paratrichodorus* spp. (e.g., *Paratrichodorus minor*), *Paratylenchus* spp., *Pratylenchus* spp. (e.g., *Pratylenchus* spp.) The genera *Pseudohalenchus*, *Psilenchus* spp., *Punctodera* spp., *Quinisulcius* spp., *Radopholus* spp. (e.g., *Radopholus citrophilus*, *Radopholus similis*), and *Rotylenchulus* spp.The genera *Rotylenchus*, *Scutellonema*, *Subanguina*, *Trichodorus* (e.g., *Trichodorus obtusus*, *Trichodorus primitivus*), *Tylenchorhynchus* (e.g., *Tylenchorhynchus annulatus*), *Tylenchulus* (e.g., *Tylenchulus semipenetrans*), and *Xiphinema* (e.g., *Xiphinema index*) are all nematodes in the genus *Trichodorus*.

[0725] At certain concentrations or application rates, and depending on the circumstances, compounds of formula (I) may also be used as herbicides, safeners, growth regulators, or agents for improving plant characteristics; as microbial agents or gametoxins, such as fungicides, antifungal agents, bactericides, antivirals (including agents resistant to viroids), or agents resistant to MLO (mycoplasma-like organisms) and RLO (rickettsia-like organisms). Depending on the circumstances, compounds of formula (I) may also be used as intermediates or precursors for the synthesis of other active compounds.

[0726] preparation

[0727] The present invention also relates to formulations comprising at least one compound of formula (I) and application forms prepared therefrom as pesticides, such as irrigation, drip, and spray liquids. Optionally, the application form comprises other pesticides and / or adjuvants that enhance action, such as penetrants, such as vegetable oils (e.g., rapeseed oil, sunflower oil), mineral oils (e.g., paraffin oil), alkyl esters of vegetable fatty acids (e.g., rapeseed oil methyl ester or soybean oil methyl ester), or alkanol alkoxylates; and / or spreaders, such as alkylsiloxanes and / or salts (e.g., organic or inorganic ammonium salts or phosphonium salts, such as ammonium sulfate or diammonium hydrogen phosphate); and / or retention promoters, such as dioctyl sulfosuccinate or hydroxypropyl guar gum polymers; and / or wetting agents, such as glycerin; and / or fertilizers, such as ammonium-, potassium-, or phosphorus-containing fertilizers.

[0728] Conventional formulations include, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsion-in-water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR), and capsule concentrates (CS); these formulations and other possible formulation types are documented, for example, by Crop Life International and in the following documents: Pesticide Standards, FAO / WHO Manual for the Development and Use of Pesticide Standards, and FAO Document on Plant Production and Protection-173 (prepared by the FAO / WHO Joint Conference on Pesticide Standards, 2004, ISBN: 9251048576). In addition to one or more compounds of formula (I), the formulation may optionally contain other agrochemically active compounds.

[0729] Preferred formulations or application forms include adjuvants such as extenders, solvents, spontaneous growth promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners, and / or other adjuvants, such as adjuvants. In the context of this invention, an adjuvant is a component that enhances the biological efficacy of the formulation, while the component itself does not possess any biological efficacy. Examples of adjuvants are agents that promote retention, spreading, adhesion to leaf surfaces, or penetration.

[0730] These formulations are prepared in a known manner, for example by mixing a compound of formula (I) with an adjuvant (such as a extender, solvent, and / or solid carrier and / or other adjuvants such as a surfactant). The formulation is prepared in a suitable facility or before or during application.

[0731] The adjuvant used may be a substance that imparts specific properties (e.g., certain physical, technical and / or biological properties) to a formulation suitable for use with a compound of formula (I) or to an application form prepared from said formulation (e.g., ready-to-use pesticides, such as spray liquids or seed dressing products).

[0732] Suitable extenders are, for example, water, polar and nonpolar organic chemical liquids, such as those selected from aromatic and non-aromatic hydrocarbons (e.g., alkanes, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified if appropriate), ketones (e.g., acetone, cyclohexanone), esters (including fats and oils) and (poly)ethers, simple and substituted amines, amides, lactams (e.g., N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (e.g., dimethyl sulfoxide).

[0733] If the extender used is water, organic solvents, for example, can also be used as co-solvents. Useful liquid solvents include: aromatic compounds such as xylene, toluene, or alkylnaphthalene; chlorinated aromatic compounds or chlorinated aliphatic hydrocarbons such as chlorobenzene, vinyl chloride, or dichloromethane; aliphatic hydrocarbons such as cyclohexane or alkanes such as petroleum fractions, mineral oils, and vegetable oils; alcohols such as butanol or ethylene glycol and their ethers and esters; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone; highly polar solvents such as dimethylformamide and dimethyl sulfoxide; and water.

[0734] In principle, all suitable solvents may be used. Examples of suitable solvents include: aromatic hydrocarbons such as xylene, toluene, or alkylnaphthalene; chlorinated aromatic or chlorinated aliphatic hydrocarbons such as chlorobenzene, vinyl chloride, or dichloromethane; aliphatic hydrocarbons such as cyclohexane, alkanes, petroleum fractions, mineral oils, and vegetable oils; alcohols such as methanol, ethanol, isopropanol, butanol, or ethylene glycol and their ethers and esters; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone; strongly polar solvents such as dimethyl sulfoxide; and water.

[0735] In principle, all suitable carriers may be used. More specifically, useful carriers include: for example, ammonium salts; and finely ground natural rocks such as kaolin, alumina, talc, chalk, quartz, palygorskite, montmorillonite, or diatomaceous earth; and finely ground synthetic rocks such as highly dispersed silica, alumina, and natural or synthetic silicates; resins; waxes; and / or solid fertilizers. Mixtures of these carriers may also be used. Useful carriers for granules include, for example, crushed and graded natural rocks such as calcite, marble, pumice, sepiolite, and dolomite; and synthetic granules of inorganic and organic powders; and granules of organic materials such as sawdust, paper, coconut husks, corn cobs, and tobacco stems.

[0736] Liquefied gaseous extenders or solvents can also be used. Particularly suitable extenders or carriers are those that are gaseous at standard temperature and atmospheric pressure, such as aerosol propellants, including halogenated hydrocarbons, as well as butane, propane, nitrogen, and carbon dioxide.

[0737] Examples of emulsifiers and / or foam formers, dispersants, or wetting agents, or mixtures of these surfactants, having ionic or nonionic properties, include: salts of polyacrylic acid; salts of lignin sulfonic acid; salts of phenol sulfonic acid or naphthalene sulfonic acid; condensates of ethylene oxide with fatty alcohols or fatty acids or fatty amines, or with substituted phenols (preferably alkylphenols or arylphenols); salts of sulfosuccinates; taurine derivatives (preferably alkyl taurine esters); phosphate esters of polyethoxylated alcohols or phenols; fatty acid esters of polyols; and derivatives of compounds containing sulfate, sulfonate, and phosphate groups, such as alkylaryl polyethylene glycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates, protein hydrolysates, lignin sulfite waste, and methylcellulose. The presence of a surfactant is advantageous if one of the compounds of formula (I) and / or one of the inert carriers is insoluble in water and if the application is carried out in water.

[0738] Other adjuvants that may be present in formulations and the application forms obtained therefrom include: dyes, such as inorganic pigments like iron oxide, titanium dioxide and Prussian blue; and organic dyes, such as alizarin dyes, azo dyes and metal phthalocyanine dyes; as well as nutrients and micronutrients, such as iron salts, manganese salts, boron salts, copper salts, cobalt salts, molybdenum salts and zinc salts.

[0739] Other components that may be present include stabilizers, such as low-temperature stabilizers, preservatives, antioxidants, light stabilizers, or other agents that improve chemical and / or physical stability. Foam generators and defoamers may also be present.

[0740] In addition, the formulation and the resulting form of application may contain the following substances as additional adjuvants: adhesives, such as carboxymethyl cellulose; and natural and synthetic polymers in powder, granule or latex form, such as gum arabic, polyvinyl alcohol and polyvinyl acetate; and natural phospholipids, such as cephalin and lecithin; and synthetic phospholipids. Other adjuvants may be mineral oils and vegetable oils.

[0741] Other adjuvants may also be present in the formulation and the resulting form of application, if appropriate. Examples of such additives include fragrances, protective colloids, adhesives, glues, thickeners, thixotropic agents, penetrants, retention enhancers, stabilizers, chelating agents, complexing compositions, wetting agents, and spreading agents. Generally, compounds of formula (I) may be combined with any solid or liquid additive commonly used for formulation purposes.

[0742] Useful retention promoters include all those substances that reduce dynamic surface tension (such as dioctyl sulfosuccinate) or increase viscoelasticity (such as hydroxypropyl guar gum polymer).

[0743] In the context of this invention, a useful penetrant is any substance commonly used to improve the penetration of agrochemically active compounds into plants. In the context of this invention, a penetrant is defined as its ability to penetrate from (usually aqueous) application liquids and / or from spray coatings into the plant epidermis, thereby enhancing the mobility of the active compound within the epidermis. Methods described in the literature (Baur et al., 1997, Pesticide Science 51, 131-152) can be used to determine this property. Examples include: alcohol alkoxylates, such as coconut fat ethoxylate (10) or isotrimethylene ethoxylate (12); fatty acid esters, such as rapeseed oil methyl ester or soybean oil methyl ester; fatty amine alkoxylates, such as tallow amine ethoxylate (15); or ammonium salts and / or phosphonium salts, such as ammonium sulfate or diammonium hydrogen phosphate.

[0744] The formulation preferably comprises 0.00000001% by weight to 98% by weight of a compound of formula (I), more preferably 0.01% by weight to 95% by weight of a compound of formula (I), and most preferably 0.5% by weight to 90% by weight of a compound of formula (I), based on the weight of the formulation.

[0745] In application forms prepared from formulations (especially pesticides), the content of compounds of formula (I) can vary over a wide range. The concentration of compounds of formula (I) in application forms is typically from 0.00000001% by weight to 95% by weight, preferably from 0.00001% by weight to 1% by weight, based on the weight of the application form. Application is carried out in a conventional manner suitable for the application form.

[0746] mixture

[0747] The compounds of formula (I) can also be mixed with one or more suitable substances, such as fungicides, bactericides, acaricides, molluscicides, nematicides, insecticides, microbial agents, beneficial organisms, herbicides, fertilizers, bird repellents, phytotonics, propagation inhibitors, safety agents, chemical pheromones, and / or plant growth regulators, thereby, for example, broadening the spectrum of action, prolonging the duration of action, increasing the rate of action, preventing rejection, or preventing the development of resistance. Furthermore, such combinations of active compounds can improve plant growth and / or tolerance to abiotic factors, such as high or low temperatures, drought, or high water content or soil salinity. They can also improve flowering and fruiting performance, optimize germination capacity and root development, promote harvesting and increase yield, influence ripening, improve the quality and / or nutritional value of harvested products, prolong shelf life, and / or improve the processability of harvested products.

[0748] Furthermore, compounds of formula (I) can be mixed with other active compounds or chemical pheromones (such as attractants) and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers. Similarly, compounds of formula (I) can be used to improve plant performance such as the growth, yield, and quality of harvested material.

[0749] In one specific embodiment of the invention, the compound of formula (I) is present in a formulation or in an administration form prepared from such formulation as a mixture of other compounds (preferably those described below).

[0750] If one of the compounds mentioned below can exist in different tautomeric forms, those forms are also included, even if not explicitly mentioned in various cases. Depending on the circumstances, if all the mentioned mixed components are capable of forming salts based on their functional groups, they may also form salts with suitable bases or acids.

[0751] Insecticides / Acaricides / Nematicides

[0752] The active compounds referred to herein by their common names are known and described, for example, in "The Pesticide Manual" (16th edition, British Crop Protection Council 2012), or can be found on the Internet (e.g., http: / / www.alanwood.net / pesticides). This classification is based on the IRAC Mode of Action Classification Scheme applicable at the time of filing this patent application.

[0753] (1) Acetylcholinesterase (AChE) inhibitors, such as carbamates, including alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, and furathiocarb. ), isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and xylylcarb; or organophosphates, such as acephate, azamethiphos, and azinphos-methyl. hos-ethyl, azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chloropyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, didicophos, dimethoate hoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, O-(methoxyaminothiophosphoryl)salicylic acid isopropyl ester, isoxathion.Malathion, mecarbam, methamidophos, methidathion, mevinphos, monocotophos, naled, omethoate, oxydemeton-methyl, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pyridoxine The following are listed: miphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, and vamidothion.

[0754] (2) GABA-gated chloride channel blockers, such as cyclopentadiene organochlorines, such as chlordane and endosulfan; or phenylpyrazoles, such as ethiprole and fipronil.

[0755] (3) Sodium channel modulators, such as pyrethroids, including acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, and bioallethrin S-cyclopentenyl isomer. S-cyclopentenylisomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin[(1R)-trans isomer] isomers]), deltamethrin, empenthrin[(EZ)-(1R)isomers], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, momfluorothrin, permethrin, phenothrin[(1R)-trans isomers][isomer]), prallethrin, pyrethrins, pyrethrum, resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R)isomers], tralomethrin, and transfluthrin, or DDT or methoxychloride.

[0756] (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators, such as neonicotinoids, such as acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine or sulfoxaflor or flupyradifurone.

[0757] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators, such as spinosides, such as spintoram and spinosad.

[0758] (6) Glutamate-gated chloride channel (GluCl) allosteric modulators, such as avermectins / milbemycins, including abamectin, emamectin benzoate, lepimectin, and milbemectin.

[0759] (7) Juvenile hormone mimics, such as hydroprene, kinoprene and methoprene or fenoxycarb or pyriproxyfen.

[0760] (8) Other non-specific (multi-site) inhibitors, such as alkyl halides, like methyl bromide and other alkyl halides; or chloropicrin or thiofluoride or borax or tartar emetic or methyl isocyanate generating agents, such as diazomet and metam.

[0761] (9) String organ modulators, such as pymetrozine or flonicamid.

[0762] (10) Mite growth inhibitors, such as clofentezine, hexythiazox, diflovidazin, or etoxazole.

[0763] (11) Microbial disruptors of insect intestinal membranes, such as Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and Bt plant proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, VIP3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / 35Ab1.

[0764] (12) Inhibitors of mitochondrial ATP synthase, such as ATP interfering agents, such as bufenozide or organotin compounds, such as triazole tin, tricyclic tin and fenbutatin oxide, or propargite or tetradifon.

[0765] (13) By uncoupling agents that block the oxidative phosphorylation of the proton gradient, such as chlorfenapyr, dinitrocresol (DNOC) and sulfluramid.

[0766] (14) Nicotinic acetylcholine receptor channel blockers, such as bensultap, cartap hydrochloride, thiocyclam and thiosultap-sodium.

[0767] (15) Chitin biosynthesis inhibitors, type 0, such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, and triflumuron.

[0768] (16) Chitin biosynthesis inhibitors, type 1, such as buprofezin.

[0769] (17) Molting disruptors (especially for Diptera), such as cyromazine.

[0770] (18) Ecdysone receptor agonists, such as chromafenozide, halofenozide, methoxyfenozide and tebufenozide.

[0771] (19) Octopus amine receptor agonists, such as amitraz.

[0772] (20) Inhibitors of electron transport in mitochondrial complex III, such as hydramethylnon, acequinocyl, or fluacrypyrim.

[0773] (21) Inhibitors of electron transport in mitochondrial complex I, such as METI acaricides, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, and tolfenpyrad; or rotenone (Derris).

[0774] (22) Voltage-dependent sodium channel blockers, such as indoxacarb or metaflumizone.

[0775] (23) Inhibitors of acetyl-CoA carboxylase, such as tetronic acid and tetramic acid derivatives, such as spirodiclofen, spiromesifen and spirotetramat.

[0776] (24) Inhibitors of electron transport in mitochondrial complex IV, such as phosphine, such as aluminum phosphide, calcium phosphide, phosphine and zinc phosphide; or cyanides, such as calcium cyanide, potassium cyanide and sodium cyanide.

[0777] (25) Inhibitors of electron transport in mitochondrial complex II, such as β-ketonitrogen derivatives, such as cyenopyrafen and cyflumetofen, and formamides, such as pyflubumide.

[0778] (28) Ryedin receptor modulators, such as diamides, including chlorantraniliprole, cyantraniliprole, and flubendiamide.

[0779] Other active compounds include afidopyropen, afoxolaner, azadirachtin, benclothiaz, benzoximate, bifenazate, broflanilide, bromopropylate, chinomethionat, chloroprallethrin, cryolite, cyclaniliprole, cycloxaprid, cyhalodiamide, dicloomezotiaz, dicofol, epsilonmetofluthrin, and epsilon. momfluthrin, frometoquin, fluazaindolizine, fluensulfone, flufenerim, flufenoxystrobin, flufiprole, fluhexafon, fluopyram, fluralaner, fluxametamide, fufenozide, guadipyr, heptafluthrin, imidaclothiz, iprodione, kappabifenthrin, kappa tefluthrin), lotilaner, meperfluthrin, paichongding, pyridalyl, pyrifluquinazon, pyriminostrobin, spirobudiclofen, tetramethylfluthrin, tetraliprole, tetrachlorantraniliprole, tigolaner, tioxazafen, thiofluoximate, triflumezopyrim, and iodomethane; and formulations based on Bacillus firmus (I-1582, BioNeem, Votivo), and the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-Trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine (known from WO2006 / 043635) (CAS 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-3,4'-piperidin]-1(2H)-yl}(2-chloropyridin-4-yl)methyl ketone (known from WO2003 / 106457) (CAS637360-23-7), 2-chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WO2006 / 003494) (CAS 872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010052161) (CAS1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-ylethyl carbonate (known from EP 2647626) (CAS-1440516-42-6), 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine (known from WO2004 / 099160) (CAS 792914-58-0), PF1364 (known from JP2010 / 018586) (CAS Registry No. 1204776-60-2), N-[(2E)-1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide (known from WO2012 / 029672) (CAS1363400-41-2), (3E)-3-[1-[(6-chloro-3-pyridinyl)methyl]-2-pyridinyl]-1,1,1-trifluoroprop-2-one (known from WO2013 / 144213) (CAS1 461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (known from WO2010 / 051926) (CAS1226889-14-0), 5-bromo-4-chloro-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (known from CN103232431) (CAS1449220-44-3), 4-[5-(3,5-dichlorophenyl)-4,[5-Dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxo-3-thiocyclobutyl)benzamide, 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxo-3-thiocyclobutyl)benzamide and 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxo-3-thiocyclobutyl)benzamide (known from WO 2013 / 050317 A1) (CAS) 1332628-83-7), N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide, (+)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide and (-)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide (from WO 2013 / 162715A2, WO 2013 / 162716A2, US2014 / 0213448A1 (known) (CAS1477923-37-7), 5-[[(2E)-3-chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carboxylonitrile (known from CN 101337937A) (CAS1105672-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)thiomethyl]phenyl]-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide, (Liudaibenjiaxuanan, from CN 103109816) A (known))(CAS1232543-85-9); N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (known from WO 2012 / 034403 A1))(CAS1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide (known from WO2011 / 085575 A1))(CAS1233882-22-8), 4-[3-[2,6-dichloro-4-[(3,3-Dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)pyrimidine (known from CN 101337940 A) (CAS1108184-52-6); (2E)- and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]hydrazine carboxamide (known from CN 101715774A) (CAS1232543-85-9); cyclopropanecarboxylic acid 3-(2,2-dichlorovinyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl ester (known from CN 103524422) A (known) (CAS1542271-46-4); (4aS)-7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid methyl ester (from CN 102391261 A known) (CAS1370358-69-2); 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 (from US2014 / 0275503 A1 (known) (CAS1181213-14-8); 8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS1253850-56-4), (8-trans)-8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS933798-27-7), (8-cis)-8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (from WO 2007040280 A1, WO 2007040282) A1 (known) (CAS934001-66-8), N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)thio]propionamide (known from WO 2015 / 058021 A1, WO 2015 / 058028 A1) (CAS1477919-27-9) and N-[4-(aminothiomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-carboxamide (known from CN 103265527A) (CAS1452877-50-7), 5-(1,3-Dioxane-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]pyrimidine (known from WO 2013 / 115391 A1) (CAS 1449021-97-9), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010 / 066780 A1, WO 2011 / 151146A1) (CAS1229023-34-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8-diazaspiro[4.5]decane-2,4-dione (known from WO 2014 / 187846) A1 (known) (CAS1638765-58-8), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl-carboxylic acid ethyl ester (from WO 2010 / 066780 A1, WO 2011151146A1 known) (CAS1229023-00-0), N-[1-[(6-chloro-3-pyridyl)methyl]-2(1H)-pyridylylene]-2,2,2-trifluoroacetamide (from DE 3639877 A1, WO 2012029672A1 (known))(CAS1363400-41-2), [N(E)]-N-[1-[(6-chloro-3-pyridyl)methyl]-2(1H)-pyridylylene]-2,2,2-trifluoroacetamide (from WO 2016005276 A1 known))(CAS1689566-03-7), [N(Z)]-N-[1-[(6-chloro-3-pyridyl)methyl]-2(1H)-pyridylylene]-2,2,2-trifluoroacetamide (CAS1702305-40-5), 3-endo-3-[2-propoxy-4-(trifluoromethyl)phenoxy]-9-[[5-(trifluoromethyl)-2-pyridyl]oxy]-9-azabicyclo[3.3.1]nonane (from WO 2011 / 105506 A1, WO 2016 / 133011A1 (Known) (CAS 1332838-17-1).

[0780] fungicides

[0781] The active compounds mentioned in this article by their common names are known and can be found, for example, in the Pesticide Handbook (16th edition, British Crop Protection Council) or on the Internet (e.g., http: / / www.alanwood.net / pesticides).

[0782] Where appropriate, all the mixed components mentioned in categories (1) to (15) may also form salts with suitable bases or acids if their functional groups are capable of forming salts. Where appropriate, all the fungicidal mixed components mentioned in categories (1) to (15) may include tautomer forms.

[0783] 1) Ergosterol biosynthesis inhibitors, such as (1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxiconazole, (1.004) fenhexamid, (1.005) fenpropidin, (1.006) fenpropimorph, (1.007) fenpyrazamine, (1.008) fluquinconazole, (1.009) flutriafol, (1.010) iazalil, (1.011) iazalil sulfate. (1.012) ipconazole, (1.013) metconazole, (1.014) myclobutanil, (1.015) paclobutrazol, (1.016) prochloraz, (1.017) propiconazole, (1.018) prothioconazole, (1.019) pyrisoxazole, (1.020) spiroxamine, (1.021) tebuconazole, (1.022) tetraconazole, (1.023) triadimenol, (1.024) tridmorph, (1.025) tebuconazole riticonazole), (1.026)(1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-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]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.029)(2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.030)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.031)(2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.032)(2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.033)(2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.034)(R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl]( (1.035)(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.036)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.037)1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolane-2-yl}methyl)-1H-1,2,4-triazole, (1.038)1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl) (1.039)1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.040)1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.041)1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)epoxyethylene-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, 1,042)2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.044)2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.045)2-[(2R,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.046)2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.047)2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.048)2-[ (2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.049)2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.050)2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.051)2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-thione]-2-chloro-4-(2,4-dichlorophenoxy)phenyl ]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (1.052)2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.053)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (1.054)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pent-2-ol, (1.055)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol- 1-yl)prop-2-ol, (1.056)2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.057)2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.058)2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.059) 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.060) 5-(allylsulfanyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (1.061) 5-(allylsulfanyl)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethylene oxide-2-yl]methyl}-1H-1,2,4-triazole, (1.062) 5-(allylsulfanyl)-1-{[rel(2R ,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)ethyleneoxy-2-yl]methyl}-1H-1,2,4-triazole, (1.063)N'-(2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]thioalkyl}phenyl)-N-ethyl-N-methyliminocarbamate, (1.064)N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]thioalkyl}phenyl)-N-ethyl-N-methyliminocarbamate, (1.065)N'-(2,5-dimethyl-4-{[3-(2,2,3,3-tetrafluoropropoxy)phenyl]thioalkyl}phenyl)-N-ethyl-N-methyl Iminocarbamate, (1.066)N'-(2,5-dimethyl-4-{[3-(pentafluoroethoxy)phenyl]thioalkyl}phenyl)-N-ethyl-N-methyliminocarbamate, (1.067)N'-(2,5-dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)thioalkyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarbamate, (1.068)N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)thioalkyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarbamate, (1.069)N'-(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoropropyl)thioalkyl]phenoxy)phenoxy (1.070)N'-(2,5-dimethyl-4-{3-[(pentafluoroethyl)thioalkyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.071)N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methyliminocarboxamide, (1.072)N'-(4-{[3-(difluoromethoxy)phenyl]thioalkyl}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, (1.073)N'-(4-{3-[(difluoromethyl)thioalkyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, (1.074) N'-[5-bromo-6-(2,3-dihydro-1H-indene-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methyliminocarboxamide, (1.075) N'-{4-[(4,5-dichloro-1,3-thiazolyl-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methyliminocarboxamide, (1.076) N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.077) N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide Aminocarbamate, (1.078)N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarbamate, (1.079)N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarbamate, (1.080)N'-{5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarbamate, (1.081) mefentrifluconazole, (1.082) ipfentrifluconazole.

[0784] 2) Inhibitors of respiratory chain complex I or II, such as (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscalid, (2.004) carboxin, (2.005) fluopyram, (2.006) flutolanil, (2.007) fluxapyroxad, (2.008) furamepyr, (2.009) isofetamid, and (2.010) pyrazophthalamide. (2.011) pyrazole-naphthylamine (trans-episomeric enantiomers 1R, 4S, 9S), (2.012) pyrazole-naphthylamine (trans-episomeric racemic mixtures 1RS, 4SR, 9SR), (2.013) pyrazole-naphthylamine (a mixture of cis-episomeric racemic mixtures 1RS, 4SR, 9RS and trans-episomeric racemic mixtures 1RS, 4SR, 9SR), (2.014) pyrazole-naphthylamine (cis-episomeric enantiomers 1R, 4S, 9R), (2.015) pyrazole-naphthylamine (cis-episomeric enantiomers 1S, 4R, 9S), (2.016) pyrazole-naphthylamine (cis-episomeric enantiomers 1S, 4R, 9S), The diastereomers of racemic compounds are 1RS, 4SR, and 9RS; (2.017) penflufen; (2.018) penthiopyrad; (2.019) pydiflumetofen; (2.020) pyraziflumid; (2.021) sedaxane; (2.022) 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide; and (2.023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-[[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-[[(3R)-1,1,3-di ... [2.024] 1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.025) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (2.026) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)benzamide, (2.027) 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide, (2.028) 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.029) 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, (2.030) 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, (2.031) 3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro- 1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032)3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.033)5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.034)N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.035)N-(2-tert-butyl-5-methylbenzyl-)-N- Cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.036)N-(2-tert-butylbenzyl-)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.037)N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.038)N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.039)N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro] -1,4-methylenenaphthyl-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.040)N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methylenenaphthyl-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.041)N-[1-(2,4-dichlorophenyl)-1-methoxypropyl-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.042)N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.043) N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.044) N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (2.046) N-cyclopropyl-3-(difluoromethyl)benzyl]-1H-pyrazole-4-carboxamide (2.047)N-Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.048)N-Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-thiocarboxamide, (2.049)N-Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4- Formamide, (2.050)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.051)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.052)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.053)N-cyclopropyl-3-(difluoromethyl)-N-( (2-Ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.054)N-cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.055)N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.056)N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide.

[0785] 3) Inhibitors of respiratory chain complex III, such as (3.001) ametoctradin, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) coumethoxystrobin, (3.005) coumoxystrobin, (3.006) cyazofamid, (3.007) dimoxystrobin, (3.008) enoxastrobin, and (3.009) fazoclofen. (3.010) fenamidon, (3.011) flufenoxystrobin, (3.012) fluoxastrobin, (3.013) kresoxim-methyl, (3.014) metominostrobin, (3.015) orysastrobin, (3.016) picoxystrobin, (3.017) piraclostrobin, (3.018) piraclostrobin rametostrobin), (3.019) pyraoxystrobin, (3.020) trifloxystrobin, (3.021) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.022) (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.023) (2R )-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.024) (2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.025) (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxane-7-yl 2-methylpropionate, (3.026)2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.027) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-carboxamido-2-hydroxybenzamide, (3.028) (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.029) methyl 5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl}carbamate.

[0786] 4) Inhibitors of mitosis and cell division, such as (4.001) carbendazim, (4.002) diethofencarb, (4.003) ethaboxam, (4.004) fluopicolid, (4.005) pencycuron, (4.006) thiabendazole, (4.007) thiophanate-methyl, (4.008) zoxamide, and (4.009) 3-chloro-4-(2,6-difluorophenyl)-6-methyl- 5-Phenyridazine, (4.010)3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methylpyridazine, (4.011)3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, (4.012)4-(2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.013)4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.014)4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.015) 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.016) 4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.017) 4-(2-bromo-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.018) 4-(2-chloro-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.019) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H- Pyrazole-5-amine, (4.020)4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.021)4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.022)4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine, (4.023)N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.024)N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (4.025)N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine.

[0787] 5) Compounds possessing multi-site activity, such as (5.001) Bordeaux mixture, (5.002) captafol, (5.003) captan, (5.004) chlorthalonil, (5.005) copper hydroxide, (5.006) copper naphthenate, (5.007) copper oxide, and (5.008) copper oxychloride. (5.009) Copper(2+)sulfate, (5.010) Dithianon, (5.011) Dodin, (5.012) Folpet, (5.013) Mancozeb, (5.014) Mancozeb, (5.015) Metiram, (5.016) ZincMetiram, (5.017) Copper(2+)sulfate (5.018) Propineb, (5.019) Sulfur and sulfur preparations (including calcium polysulfides), (5.020) Thiram, (5.021) Zineb, (5.022) Ziram, (5.023) 6-Ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3',4':5,6][1,4]dithiainro[2,3-c][1,2]thiazolyl-3-carboxylonitrile.

[0788] 6) Compounds that can trigger host defense, such as (6.001) acibenzolar-S-methyl, (6.002) isothiazine, (6.003) probenazole, and (6.004) tiadinil.

[0789] 7) Inhibitors of amino acid and / or protein biosynthesis, such as (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloride hydrate, (7.004) oxytetracycline, (7.005) pyrimethanil, and (7.006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinoline.

[0790] 8) ATP production inhibitors, such as (8.001) silthiofam.

[0791] 9) Cell wall synthesis inhibitors, such as (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mandipropamid, (9.006) pyrimorph, (9.007) valifenalate, (9.008) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, and (9.009) (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one.

[0792] 10) Inhibitors of lipid and membrane synthesis, such as (10.001) propamocarb, (10.002) propamocarb hydrochloride, and (10.003) tolclofos-methyl.

[0793] 11) Inhibitors of melanin biosynthesis, such as (11.001) tricyclazole and (11.002) 2,2,2-trifluoroethyl 3-methyl-1-[(4-methylbenzoyl)amino]but-2-yl}carbamate.

[0794] 12) Nucleic acid synthesis inhibitors, such as (12.001) benalaxyl, (12.002) benalaxyl-M (kiralaxyl), (12.003) metalaxyl, and (12.004) metalaxyl-M (mefenoxam).

[0795] 13) Signal transduction inhibitors, such as (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazid, (13.005) quinoxyfen, and (13.006) vinclozolin.

[0796] 14) Compounds that can act as uncoupling agents, such as (14.001) fluazinam and (14.002) meptyldinocap.

[0797] 15) Other compounds, such as (15.001) abscisic acid, (15.002) bethoxazin, (15.003) bethoxazin, (15.004) capsimycin, (15.005) carvone, (15.006) chinomethionat, (15.007) cufraneb, (15.008) cyflufenamid, (15.009) ciflufenamid, (15.0 ... 009) Cymoxanil, (15.010) Cyprosulfamide, (15.011) Flutianil, (15.012) Fosetyl-aluminium, (15.013) Calcium fosetyl-aluminum, (15.014) Sodium fosetyl-aluminum, (15.015) Methyl isothiocyanate (15.016) isothiocyanate, (15.017) metrafenon, (15.018) mildiomycin, (15.019) natamycin, (15.020) nickel dimethyl dithiocarbamate, (15.021) nitrothal-isopropyl, (15.022) oxamocarb, (15.023) oxathiapiprolin, (15.024) oxyfenthiin, (15.025) pentachlorophenol and Salts, (15.025) Phosphate and its salts, (15.026) Propamocarb-fosetylate, (15.027) Pyriofenone (chlazafenone), (15.028) Tebufloquin, (15.029) Tecloftalam, (15.030) Tolnifanide, (15.031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] acetone, (15.032)1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetone, (15.033)2-(6-benzylpyridin-2-yl)quinazolin, (15.034)2,6-dimethyl-1H,5H-[1,4]dithiacino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone, (15.035)2-[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[ [2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazo-2-yl)piperidin-1-yl] acetone, (15.036)2-[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazo-2-yl)piperidin-1-yl] acetone, (15.037)2-[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4, 5-Dihydro-1,2-oxazol-3-yl}-1,3-thiazolyl)piperidin-1-yl]acetone, (15.038)2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazolin, (15.039)2-{(5R)-3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate, (15.040)2-{(5S)-3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4- (15.041)2-{2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]-6-fluorophenyl}prop-2-ol, (15.042)2-{2-fluoro-6-[(8-fluoro-2-methylquinoline-3-yl)oxy]phenyl}prop-2-ol, (15.043)2-{3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate ...[7,8-difluoro-2-methylquinoline-3-yl)oxy]acetyl}044)2-{3-[2-(1-{[3,5-di(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenylmethanesulfonate, (15.045)2-phenylphenol and its salts, (15.046)3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)quinoline, (15.047)3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)quinoline Quinoline, (15.048) 4-amino-5-fluoropyrimidin-2-ol (tautomer form: 4-amino-5-fluoropyrimidin-2(1H)-one), (15.049) 4-oxo-4-[(2-phenylethyl)amino]butyric acid, (15.050) 5-amino-1,3,4-thiadiazol-2-thiol, (15.051) 5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene 2-sulfonylhydrazine, (15.052) 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, (15.05) 3) 5-Fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, (15.054) 9-Fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazheptanine, (15.055) {6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate butyl-3-yn-1-yl ester, (15.056) (2Z)-3-amino-2-cyano-3-phenyl acrylate ethyl ester, (15.05) 7) Phenazine-1-carboxylic acid, (15.058) propyl 3,4,5-trihydroxybenzoate, (15.059) quinoline-8-ol, (15.060) quinoline-8-ol sulfate (2:1), (15.061) {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl} tert-butyl carbamate, (15.062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one.

[0798] Biopesticides as a mixture

[0799] The compounds of formula (I) can be combined with biopesticides.

[0800] Biopesticides include, in particular, bacteria, fungi, yeasts, plant extracts, and products formed by microorganisms, including proteins and secondary metabolites.

[0801] Biopesticides include bacteria, such as spore-forming bacteria, root-colonizing bacteria, and bacteria that act as biopesticides, fungicides, or nematicides.

[0802] Examples of said bacteria used or potentially used as biopesticides include:

[0803] Bacillus amyloliquefaciens, strain FZB42 (DSM 231179); or Bacillus cereus, especially strain CNCM I-1562; or Bacillus firmus, strain I-1582 (accession number CNCMI-1582); or Bacillus pumilus, especially strain GB34 (accession number ATCC 700814) and strain QST2808 (accession number NRRL B-30087); or Bacillus subtilis, especially strain GB03 (accession number ATCC SD-1397), or Bacillus subtilis strain QST713 (accession number NRRL B-21661) or Bacillus subtilis strain OST 30002 (accession number NRRL). B-50421); Bacillus thuringiensis, especially B. thuringiensis subspecies israelensis (serotype H-14), strain AM65-52 (accession number ATCC1276), or B. thuringiensis subsp. aizawai, especially strain ABTS-1857 (SD-1372), or B. thuringiensis subsp. kurstaki strain HD-1, or B. thuringiensis subsp. tenebrionis strain NB 176 (SD-5428); invading Pasteuria penetrans, Pasteuria spp. (Rotylenchulus reniformis) nematode))-PR3 (accession number ATCC SD-5834); Streptomyces microflavus strain AQ6121 (=QRD 31.013, NRRL B-50550); Streptomyces galbus strain AQ 6047 (accession number NRRL 30232).

[0804] Examples of fungi and yeasts used or potentially used as biopesticides include:

[0805] Beauveria bassiana, especially strain ATCC 74040; Coniothyrium minitans, especially strain CON / M / 91-8 (accession number DSM-9660); Lecanicillium spp., especially strain HRO LEC 12; Lecanicillium lecanii (formerly known as Verticillium lecanii), especially strain KV01; Metarhizium anisopliae, especially strain F52 (DSM3884 / ATCC 90448); Metschnikowia fructicola, especially strain NRRL Y-30752; Paecilomyces fumosoroseus (now Isaria fumosorosea), especially strain IFPC. 200613, or strain Apopka 97 (accession number ATCC 20874); Paecilomyces lilacinus, especially strain 251 (AGAL 89 / 030550); Talaromyces flavus, especially strain V117b; Trichoderma atroviride, especially strain SC1 (accession number CBS 122089); Trichoderma harzianum, especially T39 (accession number CNCM I-952).

[0806] Examples of viruses used or potentially used as biopesticides include:

[0807] The following viruses are listed: Adoxophyes orana (summer fruit tortrix) particulate virus (GV), Cydia pomonella (codling moth) particulate virus (GV), Helicoverpa armigera (cotton bollworm) nucleopolyhedrovirus (NPV), Spodoptera exigua (beet armyworm) mNPV, Spodoptera frugiperda (fall armyworm) mNPV, and Spodoptera littoralis (African cotton leafworm) NPV.

[0808] This also includes bacteria and fungi added as "inoculants" to plants, plant parts, or plant organs, which promote plant growth and health through their specific properties. Examples include:

[0809] *Agrobacterium* spp., *Azorhizobium caulinodans*, *Azospirillum* spp., *Azotobacters* spp., *Bradyrhizobium* spp., *Burkholderia* spp., especially *Burkholderia cepacia* (formerly *Pseudomonas cepacia*), *Gigaspora* spp., or *Gigaspora monosporum*, *Glomus* spp., *Laccaria* spp., *Lactobacillus buchneri*, *Paraglomus* spp., *Pisolithus tinctorus*, *Pseudomonas* Rhizobium spp., especially Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., and Streptomyces spp.

[0810] Examples of plant extracts and microbial products (including proteins and secondary metabolites) used or potentially used as biopesticides include:

[0811] Garlic (Allium sativum), Artemisia absinthium, azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum, chitin, Armour-Zen, Dryopteris filix-mas, Equisetum arvense, Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa saponin extract), pyrethrum / pyrethroids, Quassia amara, Quercus, Quillaja, Regalia, Requiem TM Insecticides, rotenone, ryanodine / rennetine, comfrey (Symphytum officinale), tansy (Tanacetum vulgare), thymol, Triact 70, TriCon, nasturtium (Tropaeulum majus), nettle (Urtica dioica), Veratrin, mistletoe (Viscum album), and extracts from the Brassicaceae family, especially rapeseed powder or mustard powder.

[0812] As a safety agent for mixed components

[0813] The compound of formula (I) may be combined with a safener, such as benoxacor, cloquintocet(-mexyl)), cyometrinil, cyprosulfamide, dichlormid, fenchlorazole(-ethyl)), fenclorim, flurazole, fluxofenim, furilazole, or bis(benoxacoric acid). Ethyl ester (isoxadifen(-ethyl)), mefenpyr(-diethyl)), naphthalic anhydride, oxabetrinil, 2-methoxy-N-{4-[(methylcarbamoyl)amino]phenyl}sulfonyl)benzamide (CAS129531-12-0), 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (CAS71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (CAS 52836-31-4).

[0814] Plants and plant parts

[0815] All plants and plant parts can be processed according to this invention. In this document, "plant" should be understood to mean all plants and plant populations, such as desired and undesired wild or crop plants (including naturally occurring crop plants), such as cereals (wheat, rice, rye, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugarcane, tomatoes, bell peppers, cucumbers, melons, carrots, watermelons, onions, lettuce, spinach, leeks, legumes, cabbage (Brassica oleracea) (e.g., head cabbage) and other vegetable varieties, cotton, tobacco, rapeseed, and fruit plants (fruits include apples, pears, citrus fruits, and grapes). Crop plants can be plants that can be obtained through conventional breeding and optimization methods or through biotechnological and genetic engineering methods or a combination of these methods, including transgenic plants and plant cultivars that may or may not be protected by plant breeders' rights. "Plant" should be understood to mean all developmental stages, such as seeds, seedlings, and early (immature) plants up to and including mature plants. Plant parts should be understood to refer to all above-ground and underground parts and organs of a plant, such as buds, leaves, flowers, and roots. Examples include leaves, needles, stems, branches, flowers, fruiting bodies, fruits, and seeds, as well as roots, tubers, and rhizomes. Plant parts also include harvested plants or harvested plant parts, as well as materials for asexual and sexual reproduction, such as cuttings, tubers, rhizomes, grafts, and seeds.

[0816] The treatment of plants and plant parts using the compound of formula (I) of the present invention is carried out directly by conventional treatment methods or by applying the compound to its environment, habitat or storage space, for example by impregnation, spraying, evaporation, atomization, dispersal, application, injection, and in the case of propagation materials, especially seeds, by applying one or more coating layers.

[0817] As mentioned above, all plants and their parts can be processed according to the present invention. In one preferred embodiment, wild plant species and cultivars, or those obtained by conventional biological breeding methods (such as hybridization or protoplast fusion), and their parts are processed. In another preferred embodiment, transgenic plants and cultivars (genetically modified organisms) obtained by genetic engineering methods—if appropriate, in combination with conventional methods—and their parts are processed. The terms “part” or “plant part” or “plant component” have been explained above. According to the present invention, it is particularly preferred to process plants of commercially available conventional cultivars or those currently in use. Cultivars should be understood to mean plants with novel characteristics (“traits”) and obtained by conventional breeding, mutagenesis, or recombinant DNA techniques. They can be cultivars, varieties, biotypes, or genotypes.

[0818] Transgenic plants, seed treatment, and integration events.

[0819] Preferred transgenic plants or plant cultivars (obtained through genetic engineering) processed according to the present invention include all plants whose genetic material has been genetically modified to confer particularly advantageous and useful characteristics (“traits”). Examples of such traits include: better plant growth, enhanced tolerance to high or low temperatures, enhanced tolerance to drought or water or soil salinity levels, improved flowering performance, easier harvesting, accelerated ripening, higher yield, higher quality and / or higher nutritional value of the harvested product, and better storage capacity and / or processability of the harvested product. Other, and particularly emphasized, examples of these properties include: enhanced plant resistance to animal and microbial pests, such as insects, arachnids, nematodes, mites, slugs, and snails, attributable to, for example, toxins formed in the plant, particularly those formed through the genetic material of Bacillus thuringiensis (e.g., through genes CryIA(a), CryIA(b), CryIA(c), CryIIA, CryIIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb, and CryIF and combinations thereof); enhanced plant resistance to plant pathogenic fungi, bacteria, and / or viruses, caused, for example, by systemically acquired resistance (SAR), systemins, phytoalexins, elicitors, and resistance genes and their corresponding expressed proteins and toxins; and enhanced plant tolerance to certain herbicidal active compounds, such as imidazolinones, sulfonylureas, glyphosate, or glufosinate (e.g., the “PAT” gene). Genes that impart the desired trait (“phenotype”) can also coexist in combination within transgenic plants. Examples of transgenic plants mentioned include important crop plants such as cereals (wheat, rice, rye, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugarcane, tomatoes, peas, and other vegetable types; cotton, tobacco, rapeseed; and fruit plants (fruits such as apples, pears, citrus fruits, and grapes), with particular emphasis on corn, soybeans, wheat, rice, potatoes, cotton, sugarcane, tobacco, and rapeseed. The particularly emphasized trait (“phenotype”) is enhanced plant resistance to insects, arachnids, nematodes, slugs, and snails.

[0820] Plant protection – types of treatment

[0821] Conventional treatment methods involve directly treating plants and plant parts with compounds of formula (I) or by applying them to their environment, habitat, or storage space. These conventional methods include, for example, soaking, spraying, atomizing, irrigating, evaporating, dusting, atomizing, sowing, foaming, smearing, spreading, injecting, watering (irrigating), drip irrigation, and, in the case of propagation materials, particularly seeds, treatments such as dry seed treatment, wet seed treatment, slurry treatment, crusting, or coating with one or more layers. Compounds of formula (I) can also be applied using ultra-low volume methods or injected into the soil in their application form or the compound of formula (I) itself.

[0822] The preferred direct treatment of the plant is foliar application, that is, applying the compound of formula (I) to the leaves. In this case, the treatment frequency and application rate should be adjusted according to the level of infection of the pest.

[0823] In the case of systemically active compounds, the compounds of formula (I) also enter the plant via the root system. The plant is then treated by applying the compound of formula (I) to its habitat. This can be done, for example, by irrigation; or by mixing it into the soil or nutrient solution, i.e., by impregnating the plant's growing site (e.g., soil or hydroponic system) with the liquid form of the compound of formula (I); or by soil application, which introduces the compound of formula (I) of the present invention into the plant's growing site in solid form (e.g., in granule form). In the case of rice crops, this can also be accomplished by metering the compound of formula (I) into the rice paddy in solid application form (e.g., as granules).

[0824] Seed treatment

[0825] The use of seed treatment to control animal pests is well-established and a subject of ongoing improvement. However, seed treatment involves a number of problems that cannot always be solved satisfactorily. Therefore, there is a need to develop methods for protecting seeds and germinating plants that require little or no additional pesticide application during storage, after sowing, or after emergence. Furthermore, it is necessary to optimize the amount of active compounds used to provide optimal protection for seeds and germinating plants against animal pests without harming the plants themselves. In particular, seed treatment methods should also take into account the inherent insecticidal or nematicidal properties of pest-resistant or pest-tolerant transgenic plants to achieve optimal protection for seeds and germinating plants with minimal pesticide consumption.

[0826] Therefore, in particular, the present invention also relates to a method for protecting seeds and germinating plants from pest infestation by treating seeds with one of the compounds of formula (I). The method for protecting seeds and germinating plants from pest infestation of the present invention further includes a method of treating seeds simultaneously or sequentially with the compound of formula (I) and the mixed component in one operation. It also includes a method of treating seeds with the compound of formula (I) and the mixed component at different times.

[0827] The present invention also relates to the use of the compound of formula (I) for treating seeds to protect the seeds and the resulting plants from animal pests.

[0828] The present invention also relates to seeds treated with the compound of formula (I) of the present invention to protect them from animal pests. The present invention also relates to seeds treated simultaneously with the compound of formula (I) and a mixed component. The present invention also relates to seeds treated with the compound of formula (I) and a mixed component at different times. In the case of seeds treated with the compound of formula (I) and a mixed component at different times, the substances may exist on the seed in different layers. In this case, the layer containing the compound of formula (I) and the mixed component may optionally be separated by an intermediate layer. The present invention also relates to seeds in which the applied compound of formula (I) and the mixed component are part of a coating layer or as another layer or several layers besides the coating layer.

[0829] The present invention also relates to seeds that, after treatment with a compound of formula (I), undergo a film coating process to prevent the seeds from being abraded by dust.

[0830] When the compounds of formula (I) work systematically, one of the advantages is that the seed treatment not only protects the seeds themselves but also protects the resulting plants from animal pests after emergence. In this way, immediate treatment of the crop at or shortly thereafter is unnecessary.

[0831] Another advantage is that treating seeds with the compound of formula (I) can promote the germination and emergence of the treated seeds.

[0832] Also considered advantageous is that the compounds of formula (I) can be used, in particular, for genetically modified seeds.

[0833] The compounds of formula (I) can also be used in combination with signaling technology compositions to result in better colonization of symbionts (e.g., rhizobia, mycorrhizae, and / or endophytic bacteria or fungi) and / or optimized nitrogen fixation.

[0834] The compound of formula (I) is suitable for protecting the seeds of any plant variety used in agriculture, greenhouses, forestry, or horticulture. More specifically, it is suitable for protecting the seeds of the following plants: cereals (e.g., wheat, barley, rye, millet, and oats), corn, cotton, soybeans, rice, potatoes, sunflowers, coffee, tobacco, canola, rapeseed, sugar beets (e.g., sugar beets and forage beets), peanuts, vegetables (e.g., tomatoes, cucumbers, beans, cruciferous vegetables, onions, and lettuce), fruit plants, turfgrass, and ornamental plants. Particularly important are the seeds of cereals (e.g., wheat, barley, rye, and oats), corn, soybeans, cotton, canola, rapeseed, vegetables, and rice.

[0835] As mentioned above, treatment of transgenic seeds with compounds of formula (I) is also particularly important. This includes seeds of plants that typically contain at least one heterologous gene, which controls the expression of polypeptides, particularly those with insecticidal and / or nematicidal properties. The heterologous gene in the transgenic seed may be derived from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus, or Gliocladium. This invention is particularly suitable for treating transgenic seeds containing at least one heterologous gene derived from the genus Bacillus. More preferably, the heterologous gene is derived from Bacillus thuringiensis.

[0836] In the context of this invention, the compound of formula (I) is applied to seeds. It is preferable to treat the seeds in a state that is sufficiently stable so that no damage occurs during treatment. Generally, the seeds can be treated at any time between harvesting and sowing. Seeds that have been separated from the plant and whose rachis, husk, stem, pod, hairs, or pulp have been removed are typically used. For example, seeds that have been harvested, cleaned, and dried to a moisture content suitable for storage can be used. Alternatively, seeds that have been dried, for example, treated with water and then dried again (e.g., priming) can also be used. In the case of rice seeds, seeds that have been soaked (e.g., in water) until they reach a certain stage of the rice embryo (“endosperm stage”) can also be used, which promotes germination and more uniform emergence.

[0837] When treating seeds, it is generally essential to ensure that the amount of compound of formula (I) and / or other additives applied to the seeds is chosen in such a way that it does not adversely affect seed germination or harm the resulting plants. This is especially important for active compounds that may exhibit phytotoxic effects at certain application rates.

[0838] Typically, the compound of formula (I) is applied to seeds in a suitable formulation. Suitable formulations and methods for seed treatment are known to those skilled in the art.

[0839] The compounds of formula (I) can be converted into conventional seed dressing formulations, such as solutions, emulsions, suspensions, powders, foams, slurries or other seed coating compositions, as well as ULV formulations.

[0840] These formulations are prepared in a known manner by mixing a compound of formula (I) with conventional additives (e.g., conventional extenders and solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, gibberellins, and water).

[0841] Suitable dyes that can be present in seed dressing formulations that can be used according to the invention are all dyes commonly used for this purpose. Pigments that are slightly soluble in water or water-soluble dyes can be used. Examples include dyes known by the names Rhodamine B, CI Pigment Red 112, and CI Solvent Red 1.

[0842] The useful wetting components that may be present in the seed dressing formulations that can be used according to the present invention are all substances that promote wetting and are commonly used in the formulation of agrochemically active compounds. Alkyl naphthalene sulfonates, such as diisopropyl naphthalene sulfonate or diisobutyl naphthalene sulfonate, are preferred.

[0843] Suitable dispersants and / or emulsifiers that may be present in seed dressing formulations usable according to the present invention are all nonionic, anionic, and cationic dispersants commonly used in the formulation of agrochemically active compounds. Nonionic or anionic dispersants, or mixtures of nonionic or anionic dispersants, may be preferred. Suitable nonionic dispersants particularly include ethylene oxide / propylene oxide block polymers, alkylphenol polyethylene glycol ethers, and tristyrylphenol polyethylene glycol ethers, as well as their phosphorylated or sulfated derivatives. Suitable anionic dispersants particularly include lignin sulfonates, polyacrylates, and aryl sulfonate-formaldehyde condensates.

[0844] The defoamer that may be present in the seed dressing formulations used according to the present invention is any foam-inhibiting substance commonly used in the formulation of agrochemically active compounds. Silicone defoamers and magnesium stearate are preferred.

[0845] Preservatives that may be present in seed dressing formulations that can be used according to the present invention are all substances that can be used for this purpose in agricultural chemical compositions. Examples include dichlorophenol and benzyl alcohol hemiacetal.

[0846] Useful secondary thickeners that can be present in seed dressing formulations usable according to the present invention are all substances that can be used for this purpose in agrochemical compositions. Preferred examples include cellulose derivatives, acrylic acid derivatives, xanthan gum, modified clay, and finely dispersed silica.

[0847] Useful adhesives that can be present in seed dressing formulations that can be used according to the invention are all conventional adhesives that can be used in seed dressing products. Preferred examples include polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, and tylose.

[0848] Useful gibberellins that can be present in seed dressing formulations usable according to the present invention are preferably gibberellins A1, A3 (=gibberellic acid), A4, and A7; gibberellic acid is particularly preferred. The gibberellins are known (see R. Wegler, “Chemieder Pflanzenschutz-and…”). (Volume 2, Springer Verlag, 1970, pp. 401-412).

[0849] Seed dressing formulations applicable according to the present invention can be used directly or after prior dilution with water to treat various types of seeds. For example, concentrates or formulations thereof, obtained by dilution with water, can be used to treat seeds of the following plants: cereals (e.g., wheat, barley, rye, oats, and triticale), as well as corn, rice, rapeseed, peas, beans, cotton, sunflowers, soybeans, and sugar beets, or various different vegetables. Seed dressing formulations applicable according to the present invention, or their diluted application forms, can also be used to treat seeds of genetically modified plants.

[0850] For seed treatment using seed dressing formulations applicable according to the present invention, or in application forms prepared by adding water, all commonly used mixing devices for seed dressing are useful. Specifically, the seed dressing method involves placing seeds in a batch-operated or continuous mixer; adding a specific required amount of seed dressing formulation (as is or after prior dilution with water); and mixing until the formulation is evenly distributed on the seeds. If appropriate, a drying process is then performed.

[0851] The application rate of the seed dressing formulations that can be used according to the present invention can vary over a wide range. This is determined by the specific content of the compound of formula (I) in the formulation and the seeds. The application rate of the compound of formula (I) is typically from 0.001 to 50 g / kg of seeds, preferably from 0.01 to 15 g / kg of seeds.

[0852] Animal health

[0853] In the field of animal health, i.e., veterinary medicine, compounds of formula (I) are active against animal parasites, particularly ectoparasites or endoparasites. The term "endoparasite" specifically includes worms and protozoa, such as coccidia. Ectoparasites are usually and preferably arthropods, especially insects or mites.

[0854] In the field of veterinary medicine, compounds of formula (I) with favorable homeothermic animal toxicity are suitable for the prevention and control of parasites present in livestock, breeding animals, zoo animals, laboratory animals, experimental animals, and domesticated animals in animal husbandry and animal husbandry. They are active against all or specific developmental stages of parasites.

[0855] Agricultural livestock include, for example, mammals such as sheep, goats, horses, donkeys, camels, buffalo, rabbits, reindeer, deer and especially cattle and pigs; or poultry such as turkeys, ducks, geese and especially chickens; or fish or crustaceans, for example in aquaculture; or, depending on the circumstances, insects such as bees.

[0856] Domestic animals include, for example, mammals such as hamsters, guinea pigs, rats, mice, chinchillas, ferrets, and especially dogs, cats, caged birds; reptiles, amphibians, or ornamental fish.

[0857] In one specific implementation, the compound of formula (I) is administered to a mammal.

[0858] In another specific embodiment, the compound of formula (I) is administered to poultry, i.e., caged birds or, in particular, domestic poultry.

[0859] The use of compounds of formula (I) to control animal parasites aims to reduce or prevent disease, mortality, and performance decline (in the case of meat, milk, hair, fur, eggs, honey, etc.), thereby making animal husbandry more economical and simpler, and achieving better animal health.

[0860] In the context of this paper, concerning the field of animal health, the term "control" or "controlling" means that the compound of formula (I) effectively reduces the incidence of a specific parasite in an animal infected with a parasite to a harmless level. More specifically, in the context of this paper, "control" means that the compound of formula (I) kills the parasite, inhibits its growth, or inhibits its proliferation.

[0861] Arthropods include, for example, but not limited to:

[0862] The order Anoplurida includes genera such as Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus, and Solenopotes spp.;

[0863] The orders Mallophagida and suborders Amblycerina and Ischnocerina include genera such as Bovicola spp., Damalina spp., Felicola spp., Lepikentron, Menopon spp., Trichodectes spp., Trimenopon spp., Trinoton spp., and Werneckiella.

[0864] Diptera and the suborders Nematocerina and Brachycerina, including genera such as Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., and Haematopota. spp.), *Hippobosca* spp., *Hybomitra* spp., *Hydrotaea* spp., *Hypoderma* spp., *Lipoptena* spp., *Lucilia* spp., *Lutzomyia* spp., *Melophagus* spp., *Morellia* spp., *Musca* spp., *Odagmias* spp., *Oestrus* spp., *Philipomyia*, *Phlebotomus* spp., *Rhinoestrus* spp., *Sarcophaga* spp., *Simulium* spp., *Stomoxys* spp.), Tabanus spp., Tipula spp., Wilhelmia spp., Wohlfahrtia spp.;

[0865] Siphonapterida, including genera such as Ceratophyllus spp., Ctenocephalides spp., Pulex spp., Tunga spp., and Xenopsyllaspp.;

[0866] Heteropterida, including genera such as Cimex spp., Panstrongylus spp., Rhodnius spp., and Triatoma spp.; as well as nuisance and sanitary pests from Blattida.

[0867] In addition, in the case of arthropods, the following subclass Acari should be mentioned, for example but not limited to:

[0868] The subclass Acari (order Acarina) and order Metastigmata include species such as Argasidae (e.g., Argas spp., Ornithodorus spp., Otobius spp.), Ixodidae (e.g., Amblyomma spp., Dermacentor spp., Haemaphysalis spp., Hyalomma spp., Ixodes spp., Rhipicephalus (Boophilus spp.), and Rhipicephalus spp. (the primitive genus of multi-host ticks); and Mesostigmata (e.g., Dermanyssus). Species include: *Ornithonyssus* spp., *Pneumonyssus* spp., *Raillietia* spp., *Sternostoma* spp., *Tropilaelaps* spp., and *Varroa* spp.; Actinedida (Prostigmata), such as *Acarapis* spp., *Cheyletiella* spp., *Demodex* spp., *Listrophorus*, *Myobias* spp., *Neotrombicula* spp., *Ornithocheyletia* spp., *Psorergates* spp., and *Trombicula* spp. spp.); and the order Acaridida (without spirillata), such as the genera *Acarus* spp., *Caloglyphus* spp., *Chorioptes* spp., *Cytodites* spp., *Hypodectes* spp., *Knemidocoptes* spp., *Laminosioptes* spp., *Notoedres* spp., *Otodectes* spp., *Psoroptes* spp., and *Pterolichus* spp.The genera *Sarcoptes*, *Trixacarus*, and *Tyrophagus* are all species of mites.

[0869] Examples of parasitic protozoa include, but are not limited to:

[0870] Flagella (Mastigophora) (Flagellata), for example:

[0871] Metamonada: Diplomonadida, such as the genera *Giardia* and *Spironucleus*.

[0872] Parabasala: Trichomonadida, including genera such as Histomonas spp., Pentarichomonas spp., Tetratrichomonas spp., Trichomonas spp., and Tritrichomonas spp.

[0873] Euglenozoa: Trypanosomatida, such as the genera *Leishmania* and *Trypanosoma*.

[0874] Sarcomastigophora (Rhizopoda) includes subphylums such as Entamoebidae (e.g., Entamoeba spp.), Centramoebidae (e.g., Acanthamoeba sp.), and Euamoebidae (e.g., Hartmanella sp.).

[0875] Alveolata, such as those in the subphylum Apicomplexa (and Sporozoa): *Cryptosporidium* spp.; Eimeriida, such as those in the genera *Besnoitia*, *Cystoisospora*, *Eimeria*, *Hammondia*, *Isospora*, *Neospora*, *Sarcocystis*, and *Toxoplasma*; and Adeleida, such as those in the genera *Hepatozoon* and *Klossiella*. (spp.); Haemosporida, such as Leucocytozoon spp., Plasmodium spp.; Piroplasmida, such as Babesia spp., Ciliophora spp., Echinozoon, Theileria spp.; Vesibuliferida, such as Balantidium spp., Buxtonella spp.

[0876] Microspora, including genera such as Encephalitozoon spp., Enterocytozoon spp., Globidium spp., Nosema spp., and Myxozoa spp.

[0877] Worms that cause disease in humans or animals include, for example, Acanthocephala, Nematodes, Pentastoma, and Platyhelminthes (e.g., Monogenea, Cestode, and Trematodes).

[0878] Exemplary worms include, but are not limited to:

[0879] Monogenea: such as the genera *Dactylogyrus* spp., *Gyrodactylus* spp., *Microbothrium*, *Polystoma* spp., and *Troglecephalus*.

[0880] Tapeworms: Order Pseudophyllidea, including genera such as Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp., Ichthyobothrium, Ligula spp., Schistocephalus, and Spirometra spp.

[0881] Cyclophyllida, including genera such as Andyra, Anoplocephala spp., Avitellina spp., Bertiella spp., Cittotaenia spp., Davainea spp., Diorchis spp., Diplopylidium spp., Dipylidium spp., Echinococcus spp., Echinocotyle spp., Echinolepis spp., Hydatigera spp., and Hymenolepis. The genera include: *Joyeuxiella*, *Mesocestoides*, *Moniezia*, *Paranoplocephala*, *Raillietina*, *Stilesia*, *Taenia*, *Thysaniezia*, and *Thysanosoma*.

[0882] Trematodes: Class Digenea, including genera such as *Austrobilharzia* spp., *Brachylaima* spp., *Calicophoron* spp., *Catatropis* spp., *Clonorchis* spp., *Collyriclum* spp., *Cotylophoron* spp., *Cyclocoelum* spp., *Dicrocoelium* spp., *Diplostomum* spp., *Echinochasmus* spp., *Echinoparyphium* spp., and *Echinostoma*. spp.), Eurytremas spp., Fasciola spp., Fasciolides spp., Fasciolopsis spp., Fischoederius spp., Gastrothylacus spp., Gigantobilharzia spp., Gigantocotyle spp., Heterophyes spp., Hypoderaeum spp., Leucochloridium spp., Metagonimus spp., Metarchis spp., Nanophyetus spp., Notocotylus spp.), Opisthorchis spp., Ornithobilharzia spp., Paragonimus spp., Paramphistomum spp., Plagiorchis spp., Posthodiplostomum spp., Prosthogonimus spp., Schistosoma spp., Trichobilharzia spp., Troglotremas spp., Typhlocoelum spp.

[0883] Nematodes: Order Trichinellida, such as the genera Capillaria, Trichinella, Trichimosoides, and Trichuris.

[0884] Tylenchida, for example: genera such as Micronema spp., Parastrangyloides, and Strongyloides spp.

[0885] The order Rhabditina includes genera such as: *Aelurostrongylus* spp., *Amidostomum* spp., *Ancylostoma* spp., *Angiostrongylus* spp., *Bronchonema*, *Bunostomum* spp., *Chabertia* spp., *Cooperia* spp., *Cooperioides*, *Crenosoma* spp., *Cyathostomum* spp., *Cyclococercus*, *Cyclodontostomum*, *Cylicocyclus* spp., *Cylicostephanus* spp., *Cylindropharynx* spp., and *Cystocaulus*. spp.), *Dictyocaulus* spp., *Elaphostrongylus* spp., *Filaroides* spp., *Globocephalus* spp., *Graphidium* spp., *Gyalocephalus* spp., *Haemonchus* spp., *Heligmosomoides* spp., *Hyostrongylus* spp., *Marshallagia* spp., *Metastrongylus* spp., *Muellerius* spp., *Necator* spp., *Nematodirus* spp., *Neostrongylus* The genera *Nippostrongylus*, *Obeliscoides*, *Oesophagodontus*, *Oesophagostomum*, *Ollulanus*, *Ornithostrongylus*, *Oslerus*, *Ostertagia*, and *Paracooperia* are listed as spp.The genera *Paracrenosoma*, *Parafilaroides* spp., *Parelaphostrongylus* spp., *Pneumocaulus* spp., *Pneumostrongylus* spp., *Poteriostomum* spp., *Protostrongylus* spp., *Spicocaulus*, *Stephanurus* spp., *Strongylus* spp., *Syngamus* spp., *Teladorsagia* spp., *Trichonema* spp., *Trichostrongylus* spp., *Triodontophorus* spp., *Troglostrongylus* spp., and *Uncinaria* spp. are listed. .

[0886] Spirurida, including genera such as *Acanthocheilonema* spp., *Anisakis* spp., *Ascaridia* spp., *Ascaris* spp., *Ascarops* spp., *Aspiculuris* spp., *Baylisascaris* spp., *Brugia* spp., *Cercopithifilaria*, *Crassicauda*, *Dipetalonema* spp., *Dirofilaria* spp., *Dracunculus* spp., *Draschia* spp., *Enterobius* spp., and *Filaria*. spp.), Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp., Parabronemas spp., Parafilaria spp., Parascaris spp., Passalurus spp., Physaloptera spp., Probstmayria spp., Pseudofilaria, Setaria The genera *Skjrabinema*, *Spirocerca*, *Stephanofilaria*, *Strongyluris*, *Syphacia*, *Thelazia*, *Toxascaris*, *Toxocara*, and *Wuchereria* are all nematodes.

[0887] Acanthocephala: Oligoacanthorhynchida, such as the genera Macrocanthorhynchus and Prosthenorchis; Moniliformida, such as the genus Moniliformis.

[0888] Polymorphida, for example, the genus *Filicollis*; Echinorhynchida, for example, the genera *Acanthocephalus*, *Echinorhynchus*, and *Leptorhynchoides*.

[0889] Phylum Pentastoma: Order Porocephalida, such as the genus Linguatula spp.

[0890] In the field of veterinary medicine and animal husbandry, compounds of formula (I) are administered in suitable formulations by methods commonly known in the art, such as enteric, parenteral, dermal, or nasal routes. Administration may be prophylactic, metaphylactic, or therapeutic.

[0891] Therefore, one embodiment of the present invention relates to a compound of formula (I) used as a medicament.

[0892] On the other hand, it involves compounds of formula (I) used as antiparasitic agents.

[0893] Another specific aspect of the invention relates to compounds of formula (I) used as antihelmintic agents, and in particular as nematicides, flatworm culprits, acanthocephalans, or lingulat culprits.

[0894] Another specific aspect of the invention relates to compounds of formula (I) used as antigenic agents.

[0895] On the other hand, it relates to compounds of formula (I) used as antiparasitic agents, especially arthropod scavengers, and very particularly insecticides or acaricides.

[0896] Other aspects of the invention are veterinary drug formulations comprising an effective amount of at least one compound of formula (I) and at least one of the following substances: pharmaceutically acceptable excipients (e.g., solid or liquid diluents), pharmaceutically acceptable adjuvants (e.g., surfactants), particularly pharmaceutically acceptable excipients and / or pharmaceutically acceptable adjuvants conventionally used in veterinary drug formulations.

[0897] A related aspect of the present invention is a method for preparing a veterinary drug formulation as described herein, comprising the steps of: mixing at least one compound of formula (I) with a pharmaceutically acceptable excipient and / or adjuvant, particularly with a pharmaceutically acceptable excipient and / or adjuvant conventionally used in veterinary drug formulations.

[0898] Another specific aspect of the present invention is a veterinary drug preparation and a method for preparing the same, wherein the veterinary drug preparation is selected from preparations for killing external parasites and preparations for killing internal parasites, particularly from the above-mentioned anthelmintic, antiparasitic, and arthropod-killing preparations, and very particularly from preparations for killing nematodes, flatworms, acanthocephalans, lingula, insecticides, and acaricides.

[0899] On the other hand, it relates to a method for treating parasitic infections by using an effective amount of a compound of formula (I) in animals in need, particularly non-human animals, especially methods for treating infections caused by parasites selected from the ectoparasites and endoparasites mentioned herein.

[0900] On the other hand, it relates to a method for treating parasitic infections by using veterinary preparations as defined herein in animals in need, particularly non-human animals, especially methods for treating infections caused by parasites selected from the ectoparasites and endoparasites mentioned herein.

[0901] On the other hand, the use of compounds of formula (I) in treating parasitic infections in animals, especially non-human animals, particularly infections caused by parasites selected from the ectoparasites and endoparasites mentioned herein.

[0902] In the context of animal health or veterinary medicine of this invention, the term "treatment" includes preventative, remedial, or therapeutic treatment.

[0903] In one specific embodiment, in this manner, at least one compound of formula (I) for use in the veterinary field is provided as a mixture with other active compounds, particularly with endoparasitic and ectoparasitic agents.

[0904] In the field of animal health, "mixture" refers not only to the formulation of two (or more) different active compounds in conventional formulations and their corresponding use, but also to products comprising separate formulations for each active compound. Therefore, when using two or more active compounds, all active compounds may be formulated in conventional formulations or all active compounds may be formulated as separate formulations; they may also be in a mixture form, where some active compounds are formulated together and some are formulated separately. Separate formulations allow for the administration of the active compounds individually or sequentially.

[0905] The active compounds mentioned in this article by their common names are known and described in, for example, the Pesticide Manual (see above), or can be found on the Internet (e.g., http: / / www.alanwood.net / pesticides).

[0906] Exemplary active compounds in ectoparasitic agents as a component of a mixture include, but are not intended to be limited to, the insecticides and acaricides detailed above. Other usable active compounds are listed below according to the classification based on the current IRAC mechanism of action as described above:

[0907] (1) Acetylcholinesterase (AChE) inhibitors; (2) GABA-gated chloride channel blockers; (3) Sodium channel modulators; (4) Competitive modulators of nicotinic acetylcholine receptors (nAChR); (5) Allosteric modulators of nicotinic acetylcholine receptors (nAChR); (6) Allosteric modulators of glutamate-gated chloride channels (GluCl); (7) Juvenile hormone mimics; (8) Other non-specific (multi-site) inhibitors; (9) String organ modulators; (10) Mite growth inhibitors; (12) Mitochondrial ATP synthase inhibitors, such as ATP interfering agents; (13) Dextromethorphanase inhibitors by blocking oxidative phosphorylation of the proton gradient. Coupling agents; (14) Nicotinic acetylcholine receptor channel blockers; (15) Chitin biosynthesis inhibitors, type 0; (16) Chitin biosynthesis inhibitors, type 1; (17) Ecdyskin disruptors (especially for Diptera); (18) Ecdyskin hormone receptor agonists; (19) Octopus amine receptor agonists; (21) Mitochondrial complex I electron transport inhibitors; (25) Mitochondrial complex II electron transport inhibitors; (20) Mitochondrial complex III electron transport inhibitors; (22) Voltage-dependent sodium channel blockers; (23) Acetyl-CoA carboxylase inhibitors; (28) Rhododendron receptor modulators;

[0908] Active compounds with unknown or nonspecific mechanisms of action, such as fentrifanil, fenoxacrim, cycloprene, chlorobenzilate, chlordimeform, flubenzimin, dicyclanil, amidoflumet, quinomethionat, triarathene, clothiazoben, tetrasul, potassium oleate, petroleum, metoxadiazone, gossyplur, flutenzine, brompropylate, and cryolite;

[0909] Other types of compounds, such as butacarb, dimetilan, cloethocarb, phosphocarb, pirimiphos (-ethyl), parathion (-ethyl), methacrifos, isopropylo-salicylate, trichlorfon, tigolaner, sulprofos, propaphos, sebufos, pyridathion, prothoate, dichlofenthion, and demeton-S-methyl sulfone), chlorazofophos, cyanofenphos, dialifos, carbophenothion, autathiofos, aromfenvinfos (-methyl), azinphos (-ethyl), chlorpyrifos (-ethyl), fosmethilan, iodofenphos, dioxabenzofos, formothion, fonofos, flupyrazofos, fensulfothion, etrimfos;

[0910] Organochlorinated compounds, such as camphechlor, lindane, and heptachlor; or phenylpyrazoles, such as acetoprole, pyrafluprole, pyriprole, vaniliprole, and sisapronil; or isoxazoline compounds, such as sarolaner, afoxolaner, lotilaner, and fluralaner.

[0911] Pyrethroids, such as (cis-, trans-)metofluthrin, profluthrin, flufenprox, flubrocythrinate, fubfenprox, fenfluthrin, protrifenbut, pyresmethrin, RU15525, terallethrin, and cis-benzylfuran. (cis-resmethrin), heptafluthrin, bioethanomethrin, biopermethrin, fenpyrithrin, cis-cypermethrin, cis-permethrin, clocythrin, cyhalothrin (lambda-), chlovaporthrin, or halogenated hydrocarbons (HCH),

[0912] Neonicotinic alkaloids, such as nithiazine;

[0913] dicloromezotiaz, triflumezopyrim;

[0914] Macrolides, such as nemadectin, ivermectin, latidectin, moxidectin, selamectin, eprinomectin, doramectin, emamectin benzoate; and milbemycin oxime.

[0915] Triperene, epofenonane, and diofenolan;

[0916] Biological agents, hormones, or pheromones, such as natural products like thuringiensin, codlemone, or neem components;

[0917] Dinitrophenols, such as dinocap, dinobuton, and binapacryl;

[0918] Benzoylurea derivatives, such as fluazuron and penfluron.

[0919] Amidrine derivatives, such as chlormebuform, cymiazole, and demiditraz.

[0920] Beehive varroa acaricides, such as organic acids like formic acid and oxalic acid.

[0921] Exemplary active compounds in endoparasitic agents that are components of a mixture include, but are not limited to, anthelmintic active compounds and antiprotozoan active compounds.

[0922] The anthelmintic active ingredients include, but are not limited to, the following nematode-killing, trematicidal, and / or cestocidal active ingredients:

[0923] Macrolides, such as: eprinomectin, abamectin, nemadectin, moxidectin, doramectin, selamectin, lepimectin, latidectin, milbemectin, ivermectin, emamectin, milbemycin;

[0924] Benzimidazoles and probenzimidazoles, such as: oxibendazole, mebendazole, trichlorobenzyl ...

[0925] Peptides, preferably cyclic peptides, especially 24-membered cyclic peptides, such as emodepside and PF1022A;

[0926] Tetrahydropyrimidines, such as: morantel, pyrantel, oxantel;

[0927] Imidazothiazoles, such as butamisole, levamisole, and tetramisole;

[0928] Aminophenylamidine derivatives, such as: amidantel, deacylated amidantel (dAMD), tribendimidine;

[0929] Aminoacetonitrs, such as monepantel;

[0930] Paraherquamide class, such as paraherquamide and derquantel;

[0931] Salicylaniline derivatives, such as: tribromsalan, bromoxanide, brotianide, clioxanide, closantel, niclosamide, oxyclozanide, and rafoxanide;

[0932] Substituted phenols, such as: nitroxynil, bithionol, disophenol, hexachlorophene, niclofolan, and meniclopholan;

[0933] Organophosphates, such as: trichlorfon, naphthalofos, dichlorvos / DDVP, crufomate, coumaphos, and haloxon;

[0934] Piperazinone / quinoline derivatives, such as praziquantel and epsiprantel;

[0935] Piperazine derivatives, such as piperazine and hydroxyzine;

[0936] Tetracyclines, such as tetracycline, chlorotetracycline, doxycycline, oxytetracycline, and rolitetracycline;

[0937] Various other types, such as: bunamidine, niridazole, resorantel, omphalotin, oltipraz, nitroscanate, nitroxynil, oxamniquin, mirasan, miracil, lucanhon, hycanthon, hetolin, emetin, diethylcarbamazine, dichlorophen, diamfenetide, clonazepam, bephenium, amoscanate, and clorsulon.

[0938] Antibiotic active compounds include, but are not limited to, the following active compounds:

[0939] Triazine derivatives, such as diclazuril, ponazuril, letrazuril, and toltrazuril;

[0940] Polyether ion carriers, such as: monensin, salinomycin, maduramicin, and narasin;

[0941] Macrolides, such as milbemycin and erythromycin;

[0942] Quinolones, such as enrofloxacin and pradofloxacin;

[0943] Quinine derivatives, such as chloroquine;

[0944] Pyrimidines, such as pyrimethamine;

[0945] Sulfonamides, such as sulfaquinoxaline, trimethoprim, and sulfaclozin;

[0946] Thiamines, such as amprolium;

[0947] Lincosamides, such as clindamycin;

[0948] Carbonyl aniline derivatives, such as imidocarb;

[0949] Nitrofurans, such as nifurtimox;

[0950] Quinazolinone alkaloids, such as halofuginone;

[0951] Various other types, such as oxamniquin and paromomycin;

[0952] Vaccines or antigens derived from microorganisms, such as: Babesia canis rossi, Eimeria tenella, Eimeria praecox, Eimeria necatrix, Eimeria mitis, Eimeria maxima, Eimeria brunetti, Eimeria acervulina, Babesia canis vogeli, Leishmania infantum, Babesia canis canis, and Dictyocaulus viviparus.

[0953] Depending on the circumstances, if all the mentioned mixed components are capable of forming salts based on their functional groups, they may also form salts with suitable bases or acids.

[0954] Vector control

[0955] Compounds of formula (I) can also be used for vector control. In the context of this invention, vectors are arthropods, particularly insects or arachnids, capable of transmitting pathogens (e.g., viruses, worms, single-celled organisms, and bacteria) from a reservoir (plant, animal, human, etc.) to a host. Pathogens can be transmitted to the host mechanically (e.g., trachoma transmitted by non-stinging flies) or post-injection (e.g., malaria parasites transmitted by mosquitoes).

[0956] Examples of disease vectors and the diseases or pathogens they transmit include:

[0957] 1)Mosquito

[0958] - Anopheles genus: Malaria, filariasis;

[0959] - Culex mosquitoes: transmission of Japanese encephalitis, filariasis, other viral diseases, and other worms;

[0960] - Aedes mosquitoes: yellow fever, dengue fever, other viral diseases, filariasis;

[0961] - Flyflies: Spread of worms, especially Onchocerca volvulus;

[0962] - Psychodidae: The spread of leishmaniasis;

[0963] 2) Lice: skin infections, epidemic typhus;

[0964] 3) Fleas: plague, endemic typhus, tapeworms;

[0965] 4) Flies: Sleeping sickness (trypanosomiasis); cholera, other bacterial diseases;

[0966] 5) Mites: acariasis, epidemic typhus, rickettsial pox, tularemia, Saint Louis encephalitis, tick-borne encephalitis (TBE), Crimean-Congo hemorrhagic fever, borreliosis;

[0967] 6) Ticks: borelliosis, such as Borrelia bungdorferi sensu lato., Borrelia duttoni, tick-borne encephalitis, Q fever (Coxiella burnetii), babesia (Babesia canis canis), erythrozoonosis.

[0968] In the context of this invention, examples of disease vectors are insects, such as aphids, flies, leafhoppers, or thrips, which can transmit plant viruses to plants. Other disease vectors capable of transmitting plant viruses include spider mites, lice, beetles, and nematodes.

[0969] In the context of this invention, other examples of vectors are insects and arachnids, such as mosquitoes, especially the genera *Aedes*, *Anopheles* such as *Anopheles gambiae*, *Anopheles arbiensis*, *Anopheles funestus*, *Anopheles dirus* (malaria), and the genera *Culex*, the family Trichophyton, such as the genera *Sandflies*, *Lutzomyia*, lice, fleas, flies, mites, and ticks, which can transmit pathogens to animals and / or humans.

[0970] If the compound of formula (I) is resistance-breaking, then vector control can also be carried out.

[0971] The compounds of formula (I) are suitable for the prevention of vector-borne diseases and / or pathogens. Therefore, another aspect of the invention is the use of the compounds of formula (I) for vector control, for example in agriculture, horticulture, forestry, landscaping and recreational facilities, and in the protection of materials and storage products.

[0972] Protection of industrial materials

[0973] The compounds of formula (I) are suitable for protecting industrial materials from insect infestation or damage, such as insects from the orders Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psittacosae, and Silverfish.

[0974] In the context of this invention, industrial materials are to be understood as inanimate materials, such as, preferably, plastics, adhesives, glues, paper and cards, leather, wood, processed wood products, and coating compositions. The use of this invention for the protection of wood is particularly preferred.

[0975] In another embodiment, the compound of formula (I) is used in conjunction with at least one other insecticide and / or at least one fungicide.

[0976] In another embodiment, the compound of formula (I) is in the form of a ready-to-use pesticide, meaning that it can be applied to the material without further modification. Other useful insecticides or fungicides include, in particular, those mentioned above.

[0977] Surprisingly, compounds of formula (I) have also been found to protect objects in contact with saltwater or brackish water from contamination, particularly ship hulls, bulkheads, nets, structures, mooring equipment, and signaling systems. Compounds of formula (I) can also be used as antifouling agents, alone or in combination with other active compounds.

[0978] Control of animal pests in the health field

[0979] The compounds of formula (I) are suitable for controlling animal pests in the field of hygiene. More specifically, the present invention can be used in the fields of indoor protection, hygiene protection, and the protection of stored products, particularly for controlling insects, arachnids, ticks, and mites encountered in enclosed spaces such as residences, factory lobbies, offices, vehicle cabins, and animal breeding facilities. For controlling animal pests, the compounds of formula (I) can be used alone or in combination with other active compounds and / or adjuvants. They are preferably used in indoor insecticide products. The compounds of formula (I) are effective against both susceptible and resistant species and all developmental stages.

[0980] These pests include, for example, the following: Arachnida, Scorpiones, Araneae, and Opiliones; Chilopoda and Diplopoda; Insecta, Blattodea, Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera, Isoptera, Lepidoptera, Psciformes, Jumping insects or Orthoptera, Siphonaptera, and Silverfish; Malacostraca, Isopoda.

[0981] Applications include, for example, aerosols, unpressurized spray products such as pump sprays and atomizer sprays, automatic atomization systems, atomizers, foams, gels, evaporator products with evaporator plates made of cellulose or plastic, liquid evaporators, gel and film evaporators, propeller-driven evaporators, energy-free or passive evaporation systems, moth paper, moth bags and moth glue, as granules or powders, for use as bait or bait stations. Detailed Implementation

[0982] Preparation Examples

[0983] 1-Methylcyclopropyl-{3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-yl}carbamate (I-08)

[0984]

[0985] First, 42.5 mg (0.1 mmol) of 3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-amine was added to ethyl acetate (5 mL). 29.7 mg (0.1 mmol) of bis(trichloromethyl) carbonate was added with stirring, and the mixture was stirred at 80 °C for 5 minutes. The solvent was removed under reduced pressure, and the residue was added to a solution of 144 mg (2 mmol) of 1-methylcyclopropanol in acetonitrile. Subsequently, 80 mg (2 mmol) of sodium hydride was added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using preparative HPLC.

[0986] logP (acidity): 3.14; MH + :523; 1 H-NMR(300MHz,D6-DMSO)δppm:10.37(s,1H),8.94(d,1H),8.88(s,1H),8.66(s,1H),8.00(s,1H),7.3 7(dd,1H),3.98(s,3H),3.85(q,2H),1.58(s,3H),1.27(t,3H),0.89-0.99(m,2H),0.79-0.86(m,2H).

[0987] 1-Cyclopropyl-3-{3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-yl}thiourea (I-05)

[0988]

[0989] First, 200 mg (0.47 mmol) of 3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-amine was added to ethyl acetate (5 mL). 54.7 mg (0.47 mmol) of phosgene was added with stirring, and the mixture was stirred at 80 °C for another 5 minutes. The reaction mixture was cooled to room temperature using an ice bath, and 268 mg (4.70 mmol) of cyclopropylamine was added dropwise, with the mixture stirred at room temperature for another 10 minutes. The solvent was removed under reduced pressure, and the crude product was purified by column chromatography using preparative HPLC.

[0990] logP (acidity): 2.71; MH +:524; 1 H-NMR(300MHz,D6-DMSO)δppm:10.09(br s,1H),8.93(d,1H),8.89(s,1H),8.66(s,1H),8.50(s,1H),7.40(br s,1H),3.99(s,3H),3.88(q,2H),2.90-3.07(m,1H),1.29(t,3H),0.75-0.85(m,2H),0.58-0.69(m,2H).

[0991] N-Cyclopropyl-N'-{3-(Ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-yl}thiodiamide (I-07)

[0992]

[0993] First, 150 mg (0.35 mmol) of 3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridine-7-amine was added to pyridine (10 mL). Then, 129 mg (1.06 mmol) of DMAP and 274 mg (1.77 mmol) of cyclopropylaminosulfonyl chloride were added with stirring, and the mixture was stirred at room temperature for 5 hours. The solvent was removed under reduced pressure, and the crude product was purified by column chromatography using preparative HPLC.

[0994] logP (acidity): 2.55; MH + :544; 1 H-NMR(300MHz,D6-DMSO)δppm:10.81(s,1H),8.94(d,1H),8.88(s,1H),8.66(s,1H),8.44(s,1H),7.45( d,1H),7.09-7.18(m,1H),3.99(s,3H),3.86(q,2H),2.25-2.39(m,1H),1.28(t,3H),0.40-0.64(m,4H).

[0995] O-(cyclopropylmethyl){3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-yl}thiocarbamate (I-06)

[0996]

[0997] First, 50 mg (0.118 mmol) of 3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-amine was added to ethyl acetate (5 mL), and 41.0 mg (0.354 mmol) of phosgene was added with stirring. The mixture was stirred at 80 °C for 5 minutes. The solvent was then removed under reduced pressure. The residue was first added to acetonitrile (15 mL). 170 mg (2.36 mmol) of cyclopropylmethanol and 115 mg (0.354 mmol) of Cs₂CO₃ were added with stirring. The mixture was then stirred at room temperature for another 1 hour. The reaction mixture was filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using preparative HPLC.

[0998] logP (acidity): 3.76; MH + :539; 1 H-NMR(300MHz,D6-DMSO)δppm:11.76(s,1H),8.97(d,1H),8.88(s,1H),8.66(s,1H),8.35(br s,1H),7.53(d,1H),4.35-4.45(m,2H),3.99(s,3H),3.88(q,2H),1.28(t,3H),1.22-1.40(m,1H),0.55-0.70(m,2H),0.35-0.48(m,2H).

[0999] 3-(Ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-amine

[1000]

[1001] First, 3.6 g (7.72 mmol) of N-{3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-yl}acetamide was added to acetonitrile (50 mL) and water (25 mL). 13 mL of hydrochloric acid (6 M, 77.2 mmol) was added with stirring. The reaction was stirred at 60 °C for 2 hours. After cooling, acetic acid was removed under reduced pressure, and the residue was adjusted to pH 7-8 with potassium hydroxide at 0 °C. The mixture was then extracted with ethyl acetate (75 mL, 3x). The organic phase was dried over sodium sulfate, filtered, and the solvent was removed under reduced pressure.

[1002] logP (acidity): 2.13; MH + :425; 1H-NMR (300MHz, D6-DMSO) δppm: 8.86 (s, 1H), 8.60-8.68 (m, 2H), 7.78 (dd, 1H), 8.63 (s, 1H), 6.46 (s, 2H), 3.94 (s, 3H), 3.75 (q, 2H), 1.24 (t, 3H).

[1003] N-{3-(ethylsulfonyl)-2-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridin-7-yl}acetamide

[1004]

[1005] First, 250 mg (0.51 mmol) of 2-[7-bromo-3-(ethylsulfonyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridine was added to dioxane (10 ml). While stirring, 52.7 mg (0.051 mmol) of Pd2(dba)3, 29.5 mg (0.051 mmol) of 4,5-bis(diphenylphosphine)-9,9-dimethyloxanthracene (xantphos), 501 mg (1.54 mmol) of Cs2CO3, and 292 mg (5.13 mmol) of acetamide were added. The reaction mixture was degassed with nitrogen and stirred in a microwave at 100 °C for 2 hours. The catalyst was removed by filtration through diatomaceous earth (Celite), and the filter cake was washed with ethyl acetate. The organic phase was dried over Na2CO3, filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using preparative HPLC.

[1006] logP (acidity): 2.28; MH + :467; 1 H-NMR(300MHz,D6-DMSO)δppm:8.97(d,1H),8.88(s,1H),8.66(s,1H),8.33 (s,1H),7.35(dd,1H),3.99(s,3H),3.87(q,2H),2.16(s,3H),1.28(t,3H).

[1007] 2-[7-(cyclopropylsulfonyl)-3-(ethylsulfonyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridine (I-09)

[1008]

[1009] First, 97.4 mg (0.20 mmol) of 2-[7-bromo-3-(ethylsulfonyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-b]pyridine was added to DMSO (8 mL). 7.6 mg (0.04 mmol) of copper iodide and 102 mg (0.8 mmol) of sodium cyclopropane sulfinate were added with stirring. The mixture was degassed with nitrogen and stirred in a microwave at 120 °C for 2 hours. The catalyst was removed by diatomaceous earth filtration, and the filtrate was diluted with ethyl acetate (50 mL) and washed with water (50 mL, x 3) and saturated sodium chloride aqueous solution (50 mL). The organic phase was dried over Na₂SO₄, filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using preparative HPLC.

[1010] logP (acidity): 2.89; MH + :514; 1 H-NMR(300MHz,D6-DMSO)δppm:9.28(d,1H),8.91(s,1H),8.71(s,1H),8.50(s,1H),7.7 9(dd,1H),4.00...

Claims

1. Compounds of formula (I) in Aa represents N (nitrogen) or =C(H)-. Ab represents N (nitrogen) or =C(H)-. R 1 Represents ethyl, R 2 Represents hydrogen, R 3 represent -S(=O)2-R 17 , where R 17 Represents cyclopropyl, or -S(=O) m -NR 18 R 19 Where m represents 2, R 18 Represents hydrogen and R 19 Represents cyclopropyl, R 4 Represents methyl, R 5 Represents trifluoromethyl, trifluoromethylthio, or trifluoromethylsulfonyl. n represents 2.

2. An agricultural chemical preparation comprising a compound of formula (I) according to claim 1, as well as an extender and / or a surfactant.

3. The agricultural chemical preparation according to claim 2, further comprising other agricultural chemical active ingredients.

4. A method for controlling animal pests for non-therapeutic purposes, characterized in that... Apply the compound of formula (I) according to claim 1 or the agricultural chemical agent according to claim 2 or 3 to animal pests and / or their habitats.

5. The use of the compound of formula (I) according to claim 1 or the agricultural chemical agent according to claim 2 or 3 for the control of animal pests for non-therapeutic purposes.

6. The compound of formula (I) according to claim 1, wherein the compound has the following structure: structural

Citation Information

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