BR112019005323B1 - PYRAZOLE [1,5-A]PYRIDINE DERIVATIVES, THEIR AGROCHEMICAL FORMULATION, METHOD TO CONTROL ANIMAL PESTS AND THEIR USE AS PESTICIDES - Google Patents

Abstract

The invention relates to novel compounds of formula (I) in which Aa, Ab, Ac, Ad, R1 and n have the definitions given above, their use as acaricides and/or insecticides to control animal pests, and processes and intermediates for their preparation.

Description

[001] The present invention relates to innovative fused bicyclic heterocycle derivatives of Formula (I), for their use as acaricides and/or insecticides to control animal pests, particularly arthropods and especially insects and arachnids, and for processes and intermediates for your preparation.

[002] Fused bicyclic heterocycle derivatives that have insecticidal properties have already been described in the literature, for example, in WO 2010/125985, WO 2012/074135, WO 2012/086848, WO 2013/018928, WO 2013/191113, WO 2014/142292, WO 2014/148451, WO 2015/000715, WO 2016/124563, WO 2016/124557, WO 2016/162318, WO 2017/093180, EP 16152384.0, EP 16156911.6 , EP16168252.1, WO 2015/121136, WO2016 //107742, WO2016/091731, WO 2016/129684, EP 16180168.3, EP 16180170.9, EP 16184163.0, EP 16200177.0.

[003] However, some of the active ingredients already known from the documents cited above have disadvantages of use, due to the fact that they have only a restricted spectrum of application or that they do not have satisfactory insecticidal or acaricidal activity.

[004] Innovative fused bicyclic heterocycle derivatives have now been found, and these 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 crop plants. Fused bicyclic heterocycle derivatives can be used in combination with additional agents to enhance efficacy, especially against insects that are difficult to control.

[005] Therefore, the innovators of Formula (I) where (configuration 1) Aa Ab Ac Ad is nitrogen or =C(R10)-, is nitrogen or =C(R11)-, is nitrogen or =C(R12)-, is nitrogen or =C(R13)-, wherein no more than two of Aa, Ab, Ac and Ad may be nitrogens, R1 is (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, amino, (C1 -C6)-alkylamino, di-(C1-C6)-alkylamino, (C3-C8)-cycloalkylamino, (C1-C6)-alkylcarbonylamino, (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, (C1-C6)-haloalkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-haloalkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonylamino, aminosulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylaminosulfonyl-(C1-C6)-alkyl, di-(C1-C6)-alkylaminosulfonyl-(C1-C6)-alkyl, or is, in each case, (C1-C6)-optical alkyl, identically or differentially substituted by mono- or polyaryl, hetaryl or heterocyclyl, (C1- C6)-alkoxy, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C8)-cycloalkyl, wherein aryl, hetaryl or heterocyclyl may each be optionally mono- or poly-substituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, aminosulfonyl, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkyl, (C1 -C6)-haloalkoxy, (C1-C6)-alkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfimino, (C1-C6)-(C1-C6)-alkylsulfimino )-alkyl, (C1-C6)-alkylsulfimino-(C2-C6)-alkylcarbonyl, (C1-C6)-alkylsulfoximino, (C1-C6)-alkylsulfoximino-(C1-C6)-alkyl, (C1-C6)- (C2-C6)-alkylsulfoximino-alkylcarbonyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkylcarbonyl, (C3-C6)-trialkylsilyl, or benzyl, or R1 is aryl, hetaryl, or heterocyclyl, each of which is optionally mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, (C1-C6)-alkyl, (C3-C8)-cycloalkyl, (C1-C6)-alkoxy, (C1- C6)-haloalkyl, (C1-C6)-haloalkoxy, (C1-C6)-alkylthio, (C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfimino, (C1-C6) -alkylsulfimino-(C1-C6)-alkyl, (C1-C6)-alkylsulfimino-(C2-C6)-alkylcarbonyl, (C1-C6)-alkylsulfoximino, (C1-C6)-alkylsulfoximino-(C1-C6)-alkyl , (C1-C6)-alkylsulfoximino-(C2-C6)-alkylcarbonyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkylcarbonyl, (C3-C6)-trialalkylsilyl, (=O) (in the case of heterocyclyl only) or (=O)2 (in the case of heterocyclyl only), R10, R11, R12, R13 are independently hydrogen, cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)-alkylsilyl , (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl , (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, hydroxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl -(C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, ( C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C2-C6)-cyanoalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-cyanoalkoxy, (C1- C6)-alkoxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C6)-alkoxy, (C1-C6)-alkylhydroxy-imino, (C1-C6)-alkoxy-imino , (C1-C6)-alkyl-(C1-C6)-alkoxy-imino, (C1-C6)-haloalkyl-(C1-C6)-alkoxy-imino, (C1-C6)-alkylthio, (C1-C6) -haloalkylthio, (C1-C6)-alkoxy-(C1-C6)-alkylthio, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl , (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, ( C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyloxy, (C1-C6)-alkylcarbonyl, (C1- C6)-alkylthiocarbonyl, (C1-C6)-haloalkylcarbonyl, (C1-C6)-alkylcarbonyloxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, (C1- C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C2-C6)-alkenylaminocarbonyl, di-(C2-C6)-alkenylaminocarbonyl, (C3-C8)-cycloalkylaminocarbonyl , (C1-C6)-alkylsulfonylamino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, aminosulfonyl, (C1-C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, (C1- C6)-alkylsulfoximino, aminothiocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C3-C8)-cycloalkylamino, NHCO-(C1-C6)-alkyl((C1-C6)-alkylcarbonylamino ), or are, in each case, optionally, single or multiple, identically or differently substituted aryl or hetaryl, wherein (in the case of hetaryl) at least one carbonyl group may optionally be present and/or wherein possible substituents, in each case are as follows: cyano, carboxyl, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)alkylsilyl, (C3-C8)cycloalkyl, (C3-C8)cycloalkyl-(C3-C8) )cycloalkyl, (C1-C6)alkyl-(C3-C8)cycloalkyl, halo(C3-C8)cycloalkyl, (C1-C6)alkyl, (C1-C6)haloalkyl, (C1-C6)cyanoalkyl, (C1-C6) )hydroxyalkyl, hydroxycarbonyl-(C1-C6)-alkoxy, (C1-C6)alkoxycarbonyl-(C1-C6)alkyl, (C1-C6)alkoxy-(C1-C6)alkyl, (C2-C6)alkenyl, (C2 -C6)haloalkenyl, (C2-C6)cyanoalkenyl, (C2-C6)alkynyl, (C2-C6)haloalkynyl, (C2-C6)cyanoalkynyl, (C1-C6)alkoxy, (C1-C6)haloalkoxy, (C1- C6)cyanoalkoxy, (C1-C6)alkoxycarbonyl-(C1-C6)alkoxy, (C1-C6)alkoxy-(C1-C6)alkoxy, (C1-C6)alkylhydroxyimino, (C1-C6)alkoxy- imino, (C1-C6)alkyl-(C1-C6)alkoxyimino, (C1-C6)haloalkyl-(C1-C6)alkoxyimino, (C1-C6)alkylthio, (C1-C6)haloalkylthio, (C1 -C6)alkoxy-(C1-C6)alkylthio, (C1-C6)alkylthio-(C1-C6)alkyl, (C1-C6)alkylsulfinyl, (C1-C6)haloalkylsulfinyl, (C1-C6)alkoxy-(C1- C6)alkylsulfinyl, (C1-C6)alkylsulfinyl-(C1-C6)alkyl, (C1-C6)alkylsulfonyl, (C1-C6)haloalkylsulfonyl, (C1-C6)alkoxy-(C1-C6)alkylsulfonyl, (C1-C6) )alkylsulfonyl-(C1-C6)alkyl, (C1-C6)alkylsulfonyloxy, (C1-C6)alkylcarbonyl, (C1-C6)haloalkylcarbonyl, (C1-C6)alkylcarbonyloxy, (C1-C6)alkoxycarbonyl, (C1-C6) haloalkoxycarbonyl, aminocarbonyl, (C1-C6)alkylaminocarbonyl, di-(C1-C6)alkylaminocarbonyl, (C2-C6)alkenylaminocarbonyl, di-(C2-C6)alkenylaminocarbonyl, (C3-C8)cycloalkylaminocarbonyl, (C1-C6)alkylsulfonylamino , (C1-C6)alkylamino, di-(C1-C6)alkylamino, aminosulfonyl, (C1-C6)alkylaminosulfonyl, di-(C1-C6)alkylaminosulfonyl, (C1-C6)alkylsulfoximino, aminothiocarbonyl, (C1-C6)alkylaminothiocarbonyl , di-(C1-C6)alkylaminothiocarbonyl, (C3-C8)cycloalkylamino, (C1-C6)alkylcarbonylamino, in which only one or two of the radicals R10, R11, R12, R13 are a substituent other than hydrogen, Q is a system 8-, 9-, 10-, 11- or 12-membered bicyclic or tricyclic ring saturated or partially saturated heterocyclic or heteroaromatic in which at least one carbonyl group may optionally be present and/or in which the ring system is optionally mono- or polysubstituted identically or differently, and wherein the substituents may be independently selected from cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)-alkylsilyl, (C3-C8)-cycloalkyl, (C3-C8)- cycloalkyl-(C3-C8)-cycloalkyl, (C1-C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkyl, (C1-C6)- haloalkyl, (C1-C6)-cyanoalkyl, (C1-C6)-hydroxyalkyl, hydroxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, (C1-C6)- alkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, (C2-C6)-alkynyl, (C2-C6)-alkynyloxy- (C1-C4)-alkyl, (C2-C6)-haloalkynyl, (C2-C6)-cyanoalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)-haloalkoxy-(C1 -C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C1-C6)-cyanoalkoxy, (C1-C6) )-alkoxycarbonyl-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C6)-alkoxy, (C1-C6)-alkylhydroxy-imino, (C1-C6)-alkoxyimino, (C1-C6)-alkyl-(C1-C6)-alkoxy-imino, (C1-C6)-haloalkyl-(C1-C6)-alkoxy-imino, (C1-C6)-alkylthio, (C1-C6)- haloalkylthio, (C1-C6)-alkoxy-(C1-C6)-alkylthio, (C1-C6)-alkylthio-(C1-C6)-alkyl, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl, (C1-C6)-alkylsulfinyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1 -C6)-alkoxy-(C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyloxy, (C1-C6)-alkylcarbonyl, (C1-C6) )-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylthiocarbonyl, (C1-C6)-haloalkylcarbonyl, (C1-C6)-alkylcarbonyloxy, (C1-C6)-alkoxycarbonyl, (C1-C6)- haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkyl-aminocarbonyl, di-(C1-C6)-alkyl-aminothiocarbonyl, (C2-C6)- alkenylaminocarbonyl, di-(C2-C6)-alkenylaminocarbonyl, (C3-C8)-cycloalkylaminocarbonyl, (C1-C6)-alkylsulfonylamino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, aminosulfonyl, (C1 -C6)-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, (C1-C6)-alkylsulfoximino, aminothiocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C3-C8) )-cycloalkylamino, NHCO-(C1-C6)-alkyl((C1-C6)-alkylcarbonylamino), or wherein the substituents may be independently selected from phenyl or a 5- or 6-membered heteroaromatic ring, wherein phenyl or the ring may optionally be mono- or polysubstituted identically or differently by C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C2-C6- haloalkenyl, C2-C6-haloalkynyl, C3-C6-halocycloalkyl, halogen, CN, NO2, C1-C4-alkoxy, C1-C4-haloalkoxy, n is 0, 1 or 2.

[006] It has further been found that the compounds of Formula (I) have very good efficacy as pesticides, preferably as insecticides and/or acaricides, and have in general additionally very good plant compatibility, in particular with regard to crop plants.

[007] The compounds according to the invention are defined in general terms by Formula (I). The preferred radical substituents or ranges given in the Formulas mentioned above and below are illustrated hereinafter: Configuration 2 Aa is preferably nitrogen or =C(R10)-, Ab is preferably nitrogen or =C(R11)-, Ac is preferably nitrogen or =C(R12)-, Ad is preferably nitrogen or =C(R13)-, where not more than two of Aa, Ab, Ac and Ad may be nitrogens, R1 is preferably (C1-C4) alkyl, (C1-C4)hydroxyalkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)haloalkoxy-(C1-C4)alkyl , (C2-C4)alkenyl, (C2-C4)alkenyloxy-(C1-C4)alkyl, (C2-C4)haloalkenyloxy-(C1-C4)alkyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)alkynyloxy-(C1-C4)alkyl, (C2-C4)haloalkynyloxy-(C1-C4)alkyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, ( C3-C6)cycloalkyl, (C3-C6)cycloalkyl(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkylamino, di- (C1-C4)alkylamino, (C3-C6)cycloalkylamino, (C1-C4)alkylcarbonylamino, (C1-C4)alkylthio-(C1-C4)alkyl, (C1-C4)haloalkylthio-(C1-C4)alkyl , (C1-C4)alkylsulfinyl-(C1-C4)alkyl, (C1-C4)haloalkylsulfinyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyl-(C1-C4)alkyl, (C1-C4)alkylcarbonyl- (C1-C4)alkyl, (C1-C4)haloalkylcarbonyl-(C1-C4)alkyl, (C1-C4)alkylsulfonylamino, or is, in each case, (C1-C4)alkyl, (C1-C4)alkoxy, ( C2-C4)alkenyl, (C2-C4)alkynyl, (C3-C6)cycloalkyl optical, identically or differentially substituted by mono- or di-aryl, hetaryl or heterocyclyl, wherein aryl, hetaryl or heterocyclyl may each be optical , identically or differentially mono- or disubstituted by halogen, cyano, carbamoyl, aminosulfonyl, (C1-C4)alkyl, (C3-C4)cycloalkyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C1-C4)haloalkoxy , (C1-C4)alkylthio, (C1-C4)alkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)alkylsulfimino, or R1 is preferably aryl, hetaryl or heterocyclyl, each of which is optionally mono or disubstituted identically or differently by halogen, cyano, carbamoyl, (C1-C4)-alkyl, (C3-C6)-cycloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkyl, (C1-C4)-haloalkoxy , (C1-C4)-alkylthio, (C1-C4)-alkylsulfinyl, (C1-C4)-alkylsulfonyl, (C1-C4)-alkylsulfimino, (C1-C4)-alkylsulfoximino, (C1-C4)-alkylcarbonyl, ( C3-C4)-trialkylsilyl, (=O) (in the case of heterocyclyl only) or (=O)2 (in the case of heterocyclyl only), R10, R11, R12, R13, are preferably independently hydrogen, cyano, halogen, nitro , acetyl, hydroxyl, amino, SCN, tri-(C1-C4)alkylsilyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6) )cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)hydroxyalkyl, (C1-C4)alkoxy-(C1-C4) )alkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4) alkoxy, (C1-C4)haloalkoxy, (C1-C4)cyanoalkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4)alkylhydroxyimino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)haloalkyl-(C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4) )alkylthio-(C1-C4)alkyl, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfinyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyl, (C1-C4) haloalkylsulfonyl, (C1-C4)alkylsulfonyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, aminocarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1) -C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl, di-(C1-C4)alkylaminosulfonyl, aminothiocarbonyl, NHCO- (C1-C4)alkyl ((C1-C4)alkylcarbonylamino), and also preferably are phenyl or hetaryl, each of which is optionally mono- or disubstituted identically or differently, wherein (in the case of hetaryl) at least one carbonyl group may optionally be present and/or where possible substituents are, in each case, as follows: cyano, halogen, nitro, acetyl, amino, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6) )cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4) )hydroxyalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4) haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)cyanoalkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C1-C4)alkyl -hydroxyimino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)haloalkyl-(C1-C4)alkoxyimino, (C1-C4) )alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylthio-(C1-C4)alkyl, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfinyl-(C1-C4) alkyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfonyl-(C1-C4)alkyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl , aminocarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl , di-(C1-C4)alkylaminosulfonyl, NHCO-(C1-C4)alkyl ((C1-C4)alkylcarbonylamino), in which only one or two of the radicals R10, R11, R12, R13 are a substituent other than hydrogen, Q is preferably a bicyclic or tricyclic fused ring system with 8, 9, 10, 11 or 12 heteroaromatic members, wherein the ring system is optionally identically or differently mono- or polysubstituted and wherein the substituents may be independently selected from among cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C1-C6)-alkylsilyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C3-C8)-cycloalkyl, (C1 -C6)-alkyl-(C3-C8)-cycloalkyl, halo-(C3-C8)-cycloalkyl, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-cyanoalkyl, (C1 -C6)-hydroxyalkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-cyanoalkenyl, (C2-C6) )-alkynyl, (C2-C6)-alkynyloxy-(C1-C4)-alkyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C1-C6)- haloalkoxy-(C1-C6)-alkyl, (C2-C6)-alkenyloxy-(C1-C6)-alkyl, (C2-C6)-haloalkenyloxy-(C1-C6)-alkyl, (C1-C6)-cyanoalkoxy, (C1-C6)-alkoxy-(C1-C6)-alkoxy, (C1-C6)-alkylhydroxy-imino, (C1-C6)-alkoxy-imino, (C1-C6)-alkyl-(C1-C6) )-alkoxyimino, (C1-C6)-alkylthio, (C1-C6)-haloalkylthio, (C1-C6)-alkoxy-(C1-C6)-alkylthio, (C1-C6)-(C1-C6)-alkylthio )-alkyl, (C1-C6)-alkylsulfinyl, (C1-C6)-haloalkylsulfinyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfinyl, (C1-C6)-(C1-C6)-alkylsulfinyl- alkyl, (C1-C6)-alkylsulfonyl, (C1-C6)-haloalkylsulfonyl, (C1-C6)-alkoxy-(C1-C6)-alkylsulfonyl, (C1-C6)-alkylsulfonyl-(C1-C6)-alkyl, (C1-C6)-alkylsulfonyloxy, (C1-C6)-alkylcarbonyl, (C1-C6)-alkylcarbonyl-(C1-C6)-alkyl, (C1-C6)-alkylthiocarbonyl, (C1-C6)-haloalkylcarbonyl, (C1 -C6)-alkylcarbonyloxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-haloalkoxycarbonyl, aminocarbonyl, (C1-C6)-alkylaminocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C3-C8)-cycloalkylaminocarbonyl, (C1-C6)-alkylsulfonylamino, (C1-C6)-alkylamino, di-(C1-C6)-alkylamino, aminosulfonyl, (C1-C6) )-alkylaminosulfonyl, di-(C1-C6)-alkylaminosulfonyl, (C1-C6)-alkylsulfoximino, aminothiocarbonyl, (C1-C6)-alkylaminothiocarbonyl, di-(C1-C6)-alkylaminothiocarbonyl, (C3-C8)-cycloalkylamino, NHCO-(C1-C6)-alkyl((C1-C6)-alkylcarbonylamino), or wherein the substituents may be independently selected from phenyl or a 5- or 6-membered heteroaromatic ring, wherein the phenyl or ring may optionally be monoor polysubstituted identically or differently by C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6- haloalkynyl, C3-C6-halocycloalkyl, halogen, CN, C1-C4-alkoxy, C1-C4-haloalkoxy, n is preferably 0, 1 or 2. Configuration 3 Aa is most preferably nitrogen or =C(R10)- , Ab is more preferably nitrogen or =C(R11)-, Ac is more preferably nitrogen or =C(R12)-, Ad is more preferably nitrogen or =C(R13)-, wherein not more than two of Aa, Ab , Ac and Ad can be nitrogens, R1 is more preferably (C1-C4)alkyl, (C1-C4)hydroxyalkyl, (C1-C4)haloalkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)alkynyl, (C2-C4)haloalkynyl, (C3-C6)cycloalkyl, (C1-C4)alkylthio-(C1-C4)alkyl, (C1-C4)alkylsulfinyl-(C1-C4)alkyl or ( C1-C4)alkylsulfonyl-(C1-C4)alkyl, R10, R11, R12, R13 are more preferably independently hydrogen, cyano, halogen, nitro, hydroxyl, amino, SCN, tri-(C1-C4)alkylsilyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, ( C2-C4)alkynyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)cyanoalkoxy, (C1-C4)alkylhydroxy- imino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, (C1-C4)alkylsulfinyl, (C1 -C4)haloalkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, aminocarbonyl, (C1-C4)alkylaminocarbonyl, di -(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl, di-(C1-C4)alkylaminosulfonyl, NHCO -(C1-C4)alkyl ((C1-C4)alkylcarbonylamino), and also more preferably are phenyl or hetaryl, each of which is optionally mono- or di-substituted identically or differently, wherein (in the case of hetaryl) at least one carbonyl group may optionally be present and/or where possible substituents are, in each case, as follows: cyano, halogen, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6)cycloalkyl, halo(C3-C6)cycloalkyl, (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)cyanoalkyl, (C2-C4)alkenyl, (C2-C4)haloalkenyl, (C2-C4)cyanoalkenyl, (C2-C4)alkynyl, (C2-C4)haloalkynyl, (C2-C4)cyanoalkynyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, ( C1-C4)alkylhydroxyimino, (C1-C4)alkoxyimino, (C1-C4)alkyl-(C1-C4)alkoxyimino, (C1-C4)alkylthio, (C1-C4)haloalkylthio, ( C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylsulfonyl, (C1-C4)alkylsulfonyloxy, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, aminocarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4)alkylamino, di-(C1-C4)alkylamino, aminosulfonyl, (C1-C4)alkylaminosulfonyl, C4) alkylaminosulfonyl, NHCO-(C1-C4)alkylC4alkylcarbonylamino), di-(C1- ((C1- where only one or two of the radicals R10, R11, R12, R13 are a substituent other than hydrogen, Q is most preferably a 9- or 12-membered heteroaromatic fused bicyclic or tricyclic ring system from the group Q1 to Q20, R4 is more preferably (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-cyanoalkyl, (C1-C4)-hydroxyalkyl, (C1-C4)-alkoxy-(C1- C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkenyloxy-(C1-C4)-alkyl, (C2-C4) -haloalkenyloxy-(C1-C4)-alkyl, (C2-C4)-haloalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)-alkynyl, (C2-C4)-alkynyloxy-(C1-C4)-alkyl, (C2-C4)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C3-C6)-cycloalkyl, (C1-C4)-alkyl-(C3-C6)-cycloalkyl, halo- (C3-C6)-cycloalkyl, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-alkylsulfinyl-(C1-C4)-alkyl, (C1-C4)-alkylsulfonyl-(C1) - C4)-alkyl or (C1-C4)-alkylcarbonyl-(C1-C4)-alkyl, R5, R6 are independently, more preferably hydrogen, cyano, halogen, (C1-C4)-alkyl, (C1-C4) )-haloalkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C2-C4)-alkynyl, (C2-C4)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)- (C3-C6)-cycloalkyl-cycloalkyl, (C1-C4)-(C3-C6)-alkyl-cycloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkoxy- imino, (C1-C4)-alkylthio, (C1-C4)-haloalkylthio, (C1-C4)-alkylsulfinyl, (C1-C4)-haloalkylsulfinyl, (C1-C4)-alkylsulfonyl, (C1-C4)-haloalkylsulfonyl, (C1-C4)-alkylsulfonyloxy, (C1-C4)-alkylcarbonyl, (C1-C4)-haloalkylcarbonyl, aminocarbonyl, (C1-C4)-alkylaminocarbonyl, di-(C1-C4)-alkylaminocarbonyl, (C1-C4)- alkylsulfonylamino, (C1-C4)-alkylamino, di-(C1-C4)-alkylamino, aminosulfonyl, (C1-C4)-alkylaminosulfonyl or di-(C1-C4)-alkylaminosulfonyl, n is most preferably 0, 1 or 2. Configuration 4-1 Aa is even more preferably nitrogen or =C(R10)-, it is even more preferably nitrogen or =C(R11)-, it is even more preferably nitrogen or =C(R12)-, it is even more preferably nitrogen or =C(R13)-, where not more than two of Aa, Ab, Ac and Ad may be nitrogens, R1 is even more preferably methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl , tert-butyl, cyclobutyl, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl or pentafluoroethyl, R10, R11, R12, R13 are even more preferably independently hydrogen, cyano, halogen, (C1-C4)alkyl , (C1-C4)haloalkyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkylthio, (C1-C4)alkylsulfinyl, (C1-C4)alkylsulfonyl, (C1-C4)haloalkylthio, (C1-C4)haloalkylsulfinyl, (C1-C4)haloalkylsulfonyl or NHCO-(C1-C4)alkyl ((C1-C4)alkylcarbonylamino), in which only one or two of the radicals R10, R11, R12, R13 are a different substituent of hydrogen, Q is even more preferably a 9- or 12-membered heteroaromatic fused bicyclic or tricyclic ring system from the group of Q2, Q3, Q5, Q6, Q8, Q9, Q10, Q11, Q14, Q15, Q16 or Q19, hydrogen, cyano, halogen, (C1-C4)alkyl, (C1-C4)haloalkyl, (C3-C6)cycloalkyl, C6)cycloalkyl-(C3-C6)cycloalkyl, (C1-C4)alkyl-(C3-C6) cycloalkyl, C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkoxyimino, (C1-C4)alkylthio, C4)haloalkylthio, (C1-C4)alkylsulfinyl, (C1-C4)haloalkylsulfinyl, C4)alkylsulfonyl , (C1-C4)haloalkylsulfonyl, (C1-C4)alkylcarbonyl, (C1-C4)haloalkylcarbonyl, (C1-C4)alkylaminocarbonyl, di-(C1-C4)alkylaminocarbonyl, (C1-C4)alkylsulfonylamino, (C1-C4) alkylaminosulfonyl or di-(C1-C4)alkylaminosulfonyl, R6 is even more preferably hydrogen, n is even more preferably 0, 1 or 2. Configuration 4-2 Aa, Ab, Ac, Ad, Q, R1, R4, R5, R6 and n have the definitions given in the 4-1 configuration and R10, R11, R12, R13 are, even more preferably, independently hydrogen, cyano, halogen, (C1-C4)alkyl, (C3-C6)cycloalkyl, aminocarbonyl , (C1-C4)haloalkyl, (C1-C4)alkoxy, (C1-C4)haloalkoxy, (C1-C4)alkylthio, (C1-C4)alkylsulfinyl, (C1-C4)alkylfulfonyl, (C1-C4)haloalkylthio, (C1-C4)haloalkylsulfinyl, (C1-C4)haloalkylsulfonyl or NHCO-(C1-C4)alkyl ((C1-C4)alkylcarbonylamino), in which only one or two of the radicals R10, R11, R12, R13 are a different substituent of hydrogen. Configuration 5-1 Aa is particularly nitrogen or =C(R10)-, Ab is particularly nitrogen or =C(R11)-, Ac is particularly nitrogen or =C(R12)-, Ad is particularly nitrogen or =C(R13) -, where not more than two of Aa, Ab, Ac and Ad may be nitrogens, R1 is particularly methyl, ethyl, n-propyl, i-propyl or cyclopropyl, R10, R11, R12, R13 are particularly independently hydrogen , fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl or methoxy, where only one or two of the radicals R10, R11, R12, R13 are a substituent other than hydrogen, Q is particularly a heteroaromatic 9-membered fused bicyclic ring system from the group of Q2, Q3, Q10, Q14 or Q16, R4 is particularly methyl, ethyl, isopropyl, methoxymethyl or methoxyethyl, R5 is even more preferably 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, R6 is particularly hydrogen, n is particularly 0, 1 or 2. Configuration 5-2 Aa, Ab , Ac, Ad, Q, R1, R4, R5, R6 and n have the definitions given in the 5-1 configuration and R10, R11, R12, R13 are particularly independently hydrogen, fluorine, chlorine, bromine, iodine, cyano, methyl , ethyl, cyclopropyl, aminocarbonyl, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl, trifluoromethylsulfonyl or methoxy, in which only one or two of the radicals R10, R11, R12, R13 are a substituent other than hydrogen. Configuration 6-1 Aa is especially =C(R10)-, Ab is especially =C(R11)-, Ac is especially =C(R12)-, Ad is especially nitrogen or =C(R13)-, R1 is especially ethyl , R10 is especially hydrogen or methyl, R11 is especially hydrogen, chloro or trifluoromethyl, R12 is especially hydrogen or methyl, R13 is especially hydrogen, Q is especially a heteroaromatic 9-membered fused bicyclic ring system from the group of Q2 or Q3, R4 is especially methyl, R5 is especially trifluoromethyl or pentafluoroethyl, R6 is especially hydrogen, n is especially 0 or 2. Configuration 6-2 Aa is especially =C(R10)-, Ab is especially =C(R11)-, Ac is especially =C(R12)-, Ad is especially nitrogen or =C(R13)-, R1 is especially ethyl, R10 is especially hydrogen or methyl, R11 is especially hydrogen, R12 is especially hydrogen or methyl, R13 is especially hydrogen, Q is especially a heteroaromatic 9-membered fused bicyclic ring system from the group of Q3, R4 is especially methyl, R5 is especially trifluoromethyl, R6 is especially hydrogen, n is especially 2. Configuration 6-3 Aa is especially =C (R10)-, Ab is especially =C(R11)-, Ac is especially =C(R12)-, Ad is especially nitrogen or =C(R13)-, R1 is especially ethyl, R10 is especially hydrogen or methyl, R11 is especially hydrogen, chlorine, cyano, aminocarbonyl (-C(O)NH2) or cyclopropyl, R12 is especially hydrogen or methyl, R13 is especially hydrogen, Q is especially a heteroaromatic 9-membered fused bicyclic ring system from group of Q2 or Q3, R4 is especially methyl, R5 is especially trifluoromethyl, R6 is especially hydrogen, n is especially 2.

[008] The Aa substituent is identical to the Aa substituent; the substituent Ab is identical to the substituent Ab, the substituent Ac is identical to the substituent Ac, the substituent Ad is identical to the substituent Ad.

[009] In a preferred embodiment, the invention relates to compounds of Formula (I) in which Q is and Aa, Ab, Ac, Ad, R1, R10, R11, R12, R13 and n have the settings described in configuration (1) or configuration (2) or configuration (3) or configuration (4-1) or configuration (4- 2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2) or configuration (6-3). In a preferred embodiment, the invention relates to compounds of Formula (I) in which Q is and Aa, Ab, Ac, Ad, R1, R10, R11, R12, R13 and n have the settings described in configuration (1) or configuration (2) or configuration (3) or configuration (4-1) or configuration (4- 2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0010] In a preferred embodiment, the invention relates to compounds of Formula (I) in which Aa is =C(R10)- Ab is =C(R11)-, Ac is =C(R12)-, Ad is = C(R13)-, and Q, R1, R10, R11, R12, R13 and n have the settings described in configuration (1) or configuration (2) or configuration (3) or configuration (4-1) or configuration (4- 2) or configuration (5-1) or configuration (5-2) or configuration (6-1) or configuration (6-2) or configuration (6-3).

[0011] In a preferred embodiment, the invention relates to compounds of Formula (I) in which Aa is =C(R10)-, Ab is =C(R11)-, Ac is =C(R12)-, Ad is nitrogen, and Q, R1, R10, R11, R12 and n have the settings described in configuration (1) or configuration (2) or configuration (3) or configuration (4-1) or configuration (4-2) or configuration (5 -1) or setting (5-2) or setting (6-1) or setting (6-2) or setting (6-3).

[0012] In the preferred definitions, unless otherwise stated, halogen is selected from the group of fluorine, chlorine, bromine and iodine, preferably, in turn, from the group of fluorine, chlorine and bromine.

[0013] The aryl (including as part of a larger unit, e.g. arylalkyl) is selected from the group of phenyl, benzyl, naphthyl, anthryl, phenanthrenyl and is preferably in turn phenyl,

[0014] hetaryl (synonymous with heteroaryl, including as part of a larger unit, eg hetarylalkyl) is selected from the group of furyl, thienyl, 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, tetrazolyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, 1,2,3-triazinyl, 1,2,4-triazinyl, 1,3,5-triazinyl, benzofuryl, benzisofuryl , benzothienyl, benzisothienyl, indolyl, isoindolyl, indazolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, benzimidazolyl, 2,1,3-benzoxadiazole, quinolinyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, benzotriazinyl , purinyl, pteridinyl and indolizinil ,

[0015] Heterocyclyl is a 4-, 5-, or 6-membered saturated ring containing 1 or 2 nitrogen atoms and/or an oxygen atom and/or a sulfur atom, for example, azetidinyl, pyrrolidinyl, piperidinyl, oxetanyl, tetra -hydrofuranoyl, tetrahydrothiopyranyl, dioxanyl, thietanyl, tetrahydrothiophenyl, tetrahydrothiopyranyl, piperazinyl, morpholinyl and thiomorpholinyl.

[0016] In particularly preferred settings, unless otherwise determined,

[0017] Halogen is selected from the group of fluorine, chlorine, bromine and iodine, preferably, in turn, from the group of fluorine, chlorine and bromine.

[0018] The aryl (including as part of a larger unit, e.g. arylalkyl) is selected from the group of phenyl, benzyl, naphthyl, anthryl, phenanthrenyl and is preferably in turn phenyl,

[0019] hetaryl (including as part of a larger unit, e.g. hetarylalkyl) is selected from the group consisting of pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, pyrazolyl, imidazolyl, triazolyl, thiazolyl and tetrazolyl,

[0020] Heterocyclyl is selected from the group consisting of oxetanyl, tetrahydrofuryl and piperazinyl.

[0021] In the context of the present invention, unless defined elsewhere herein, the term "alkyl", by itself or in combination with additional terms, for example, haloalkyl, is understood to mean a radical from a group saturated aliphatic hydrocarbon that has 1 to 12 carbon atoms and may be branched or unbranched. Examples of C1-C12-alkyl radicals are 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 radicals, particular preference is given to C1-C6-alkyl radicals. Special preference is given to C1-C4-alkyl radicals.

[0022] According to the invention, unless defined elsewhere herein, the term "alkenyl", by itself or even in combination with additional terms, is understood to mean a straight-chain C2-C12-alkenyl radical or branched which has at least one double bond, e.g. 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. Among these, preference is given to C2-C6-alkenyl radicals and particular preference is given to C2-C4-alkenyl radicals.

[0023] According to the invention, unless defined elsewhere herein, the term "alkynyl", by itself or even in combination with additional terms, is understood to mean a straight-chain C2-C12-alkynyl radical or branched which has at least one triple bond, for example ethynyl, 1-propynyl and propargyl. Among these, preference is given to C3-C6-alkynyl radicals and particular preference is given to C3-C4-alkynyl radicals. The alkynyl radical can also contain at least one double bond.

[0024] According to the invention, unless defined elsewhere herein, the term "cycloalkyl", by itself or even in combination with additional terms, is understood to mean a C3-C8-cycloalkyl radical, for example , cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl. Among these, preference is given to C3-C6-cycloalkyl radicals.

[0025] The term "alkoxy", by itself or even in combination with additional terms, for example, haloalkoxy, is understood herein to mean an O-alkyl radical, where the term "alkyl" is as defined above .

[0026] Radicals substituted by halogen, eg haloalkyl, are mono- or polyhalogenated, up to the maximum number of substituents possible. In the case of polyhalogenation, the halogen atoms can be identical or different. Halogen herein is fluorine, chlorine, bromine or iodine, especially fluorine, chlorine or bromine.

[0027] Unless otherwise stated, the optionally substituted radicals may be mono- or polysubstituted, wherein the substituents in the case of polysubstitutions may be the same or different.

[0028] Radical definitions or illustrations given in general terms or listed within preferred ranges apply correspondingly to final products and to starting materials and intermediates. These radical definitions may be combined with one another as desired, i.e., including combinations within their respective ranges of preference.

[0029] Preference according to the invention is given to the use of compounds of Formula (I) which contain a combination of the meanings listed above as being preferred.

[0030] Particular preference according to the invention is given to the use of compounds of Formula (I) which contain a combination of the meanings listed above as being particularly preferred.

[0031] Very particular preference is given, according to the invention, to the use of compounds of Formula (I) which contain a combination of the definitions listed above as very particularly preferred.

[0032] Particular utmost preference according to the invention is given to the use of compounds of Formula (I) which contain a combination of the meanings listed above as being most preferred.

[0033] Especially used, in accordance with the invention, are those compounds of Formula (I) which contain a combination of the meanings listed above as being specially emphasized.

[0034] Depending on the nature of the substituents, the compounds of Formula (I) may take the form of geometric and/or optically active isomers or mixtures of corresponding isomers in different compositions. Such stereoisomers are, for example, enantiomers, diastereomers, atropisomers or geometric isomers. The invention therefore encompasses pure stereoisomers and any desired mixtures of these isomers.

[0035] The inventive compounds of Formula (I) can be obtained by the processes shown in the following schemes: Process A

[0036] The compounds of Formula (I) in which Q is Q1 to Q9 and Q19 can be prepared by known methods, for example analogously to the processes described in WO2009/131237, WO2010/125985, WO2011/043404, WO2011 /040629, WO2012/086848, WO2013/018928, WO2015/000715, WO2015/121136, WO 2016/124563 or WO 2016/124557.

[0037] The radicals R1, R4, R5, R6, Aa, Ab, Ac, Ad and n have the definitions described above, A2 and A3 are CH or N (wherein A2 and A3 cannot simultaneously be N), A4 is O , S or N-R4 and X1 is halogen. step a)

[0038] The compounds of Formula (VI) can be prepared in analogy to the process described in document US5576335 by reacting compounds of Formula (II) with carboxylic acids of Formula (III) in the presence of a condensing agent or a base .

[0039] The compounds of Formula (II) are commercially available or can be prepared by known methods, for example, analogously to the processes described in documents US2003/69257, WO2006/65703, WO2009/131237, WO2010/125985, WO2011/ 043404, WO2011/040629, WO2012/086848, WO2013/018928 or WO2015/000715.

[0040] The carboxylic acids of Formula (III) are commercially available or can be prepared by known methods. Possible preparation routes are described in processes G to H.

[0041] The reaction of the compounds of Formula (II) with the carboxylic acids of Formula (III) can be carried out neat or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under prevailing reaction conditions. Preference is given to ethers, for example diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane; halogenated hydrocarbons, for example dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; nitriles, for example acetonitrile or propionitrile; aromatic hydrocarbons, for example toluene or xylene; aprotic polar solvents, for example N,N-dimethylformamide or N-methylpyrrolidone, or nitrogen compounds, for example pyridine.

[0042] Suitable condensing agents are, for example, carbodiimides such as 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide.

[0043] Suitable bases are inorganic bases that are typically used in such reactions. Preference is given to the use of bases selected by way of example from the group consisting of acetates, phosphates, carbonates and hydrogencarbonates of alkali metals or alkaline earth metals. Particular preference is given here to sodium acetate, sodium phosphate, potassium phosphate, cesium carbonate, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate.

[0044] The reaction can be performed under reduced pressure, standard pressure or elevated pressure, and at temperatures from 0 °C to 180 °C; preferably, the reaction is carried out at standard pressure and at temperatures from 20 to 140 °C. step b)

[0045] The compounds of Formula (V) can be prepared by condensing the compounds of Formula (IV), for example, analogously to the processes described in WO2009/131237, WO2010/125985, WO2011/043404, WO2011/040629, WO2012/086848, WO2013/018928, WO2015/000715 or WO 2015/121136.

[0046] Conversion to compounds of Formula (V) may be carried out neat or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under prevailing reaction conditions. Preference is given to ethers, for example, diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butyl methyl ether; halogenated hydrocarbons, for example dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; nitriles, for example acetonitrile or propionitrile; aromatic hydrocarbons, for example toluene or xylene; aprotic polar solvents, for example N,N-dimethylformamide or N-methylpyrrolidone, or nitrogen compounds, for example pyridine.

[0047] The reaction can be performed in the presence of a condensing agent, an acid, a base or a chlorinating agent.

[0048] Examples of suitable condensing agents are carbodiimides such as 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide chloride (EDCI) or 1,3-dicyclohexylcarbodiimide; anhydrides such as acetic anhydride, trifluoroacetic anhydride; a mixture of triphenylphosphine, a base and carbon tetrachloride, or a mixture of triphenylphosphine and an azo diester, for example diethylazodicarboxylic acid.

[0049] Examples of suitable acids that can be used in the described reaction are sulfonic acids such as para-toluenesulfonic acid; carboxylic acids such as acetic acid or polyphosphoric acids.

[0050] Examples of suitable bases are nitrogen heterocycles such as pyridine, picoline, 2,6-lutidine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU); tertiary amines such as triethylamine and N,N-diisopropylethylamine; inorganic bases such as potassium phosphate, potassium carbonate and sodium hydride.

[0051] An example of a suitable chlorinating agent is phosphorus oxychloride.

[0052] The reaction can be conducted under reduced pressure, at standard pressure or under elevated pressure, and at temperatures from 0 °C to 200 °C. step c)

[0053] Compounds of Formula (I) wherein n is 0 can be prepared by reacting compounds of Formula (V) with compounds of Formula (VIa) in the presence of a base.

[0054] Mercaptan derivatives of Formula (VIa), for example methyl mercaptan, ethyl mercaptan or isopropyl mercaptan, are commercially available or can be prepared by known methods, for example analogously to the processes described in US2006/25633, US2006/111591, US2820062, Chemical Communications, 13 (2000), 1163-1164 or Journal of the American Chemical Society, 44 (1922), 1329.

[0055] The conversion into compounds of Formula (I) in which n is 0 can be carried out neat or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under reaction conditions prevailing. Preference is given to ethers, for example diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butyl methyl ether; nitriles, for example acetonitrile or propionitrile; aromatic hydrocarbons, for example toluene or xylene; aprotic polar solvents, for example N,N-dimethylformamide, N-methylpyrrolidone or dimethyl sulfoxide.

[0056] Examples of suitable bases are inorganic bases from the group consisting of acetates, phosphates, hydrogencarbonates and carbonates of alkali metals or alkaline earth metals. Preference is given here to cesium carbonate, sodium carbonate, potassium carbonate and sodium hydrogen carbonate. Additional suitable bases are alkali metal hydrides, for example sodium hydride.

[0057] The reaction can be conducted under reduced pressure, at standard pressure or under elevated pressure, and at temperatures from 0 °C to 200 °C.

[0058] In the described reaction, X1 is preferably a fluorine or chlorine atom.

[0059] Alternatively, if X1 is bromine, another option is transmetallation with a suitable lithium base, followed by reaction with the appropriate commercially available disulfide. In this sense, consult Bioorganic and Medicinal Chemistry Letters, 20 (2010), 2770 - 2775.

[0060] Suitable lithium bases are, for example, n-butyllithium.

[0061] The conversion to compound of Formula (I) wherein n is 0 may be conducted in pure form or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under conditions prevailing reactions. Preference is given to ethers, for example diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butyl methyl ether.

[0062] The reaction can be conducted under reduced pressure, standard pressure or elevated pressure, at temperatures from 0 °C to 200 °C.

[0063] The reaction can be conducted in a microwave. step d)

[0064] The compounds of Formula (I) in which n is 1 can be prepared by oxidizing the compounds of Formula (I) in which n is 0. The oxidation is generally carried out in a solvent selected from common solvents which are inert under the prevailing reaction conditions. Preference is given to halogenated hydrocarbons, for example dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid or water.

[0065] Examples of suitable oxidizing agents are hydrogen peroxide, meta-chloroperbenzoic acid or sodium periodate.

[0066] The reaction can be conducted under reduced pressure, standard pressure or elevated pressure, and at temperatures from -20 °C to 120 °C. step e)

[0067] The compounds of Formula (I) in which n is 2 can be prepared by oxidizing the compounds of Formula (I) in which n is 1. The oxidation is generally carried out in a solvent. Preference is given to halogenated hydrocarbons, for example dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid or water.

[0068] Examples of suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.

[0069] The reaction can be conducted under reduced pressure, standard pressure or elevated pressure, and at temperatures from -20 °C to 120 °C. Step f)

[0070] The compounds of Formula (I) in which n is 2 can also be prepared in a single step process by oxidizing the compounds of Formula (I) in which n is 0. The oxidation is generally carried out in a solvent. Preference is given to halogenated hydrocarbons, for example dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid or water.

[0071] Examples of suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.

[0072] The reaction can be conducted under reduced pressure, at standard pressure or under elevated pressure, and at temperatures from -20 °C to 120 °C. Process B

[0073] The compounds of Formula (I) in which Q represents Q10, Q11, Q14 or Q15 can be prepared by known methods, for example, analogously to the processes described in US2009/203705, US2012/258951, WO2013 /3298 or J. Med. Chem. 31, (1988), 1590.

[0074] The radicals R1, R5, R6, Aa, Ab, Ac, Ad and n have the definitions described above. A2, A3, A4 and A5 are CH or N (wherein A2, A3, A4 and A5 are not all N) and X1 is halogen. step a)

[0075] The carboxylic acids of Formula (III) are converted in analogy to the process described in WO2011/75643 or EP2671582 in the presence of O,N-dimethylhydroxylamine hydrochloride into Weinreb amides of Formula (VI).

[0076] The carboxylic acids of Formula (III) are commercially available or can be prepared by known methods. Possible preparation routes are described in processes G to H. Steps b, c)

[0077] The compounds of Formula (VI) can then be converted by known methods, for example, in analogy to the process described in WO2011/75643, with the use of a Grignard reagent, for example, sodium bromide methyl magnesium into ketones of Formula (VII). The compounds of Formula (VIII) are obtainable by means of subsequent halogenation analogously, for example, to the known method described in document US2012/302573. step d)

[0078] Compounds of Formula (X) can be prepared by cyclizing compounds of Formula (VIII) with amines of Formula (IX). The cyclization is carried out, for example, in ethanol, acetonitrile or N,N-dimethylformamide by known methods in analogy to the processes described, for example, in WO2005/66177, WO2012/88411, WO2013/3298, US2009/203705, US2012/ 258951, WO2012/168733, WO2014/187762 or J. Med. Chem. 31 (1988) 1590-1595.

[0079] The compounds of Formula (IX) are commercially available. step e)

[0080] Compounds of Formula (I) wherein n is 0 can be prepared by reacting compounds of Formula (V) with compounds of Formula (VIa) in the presence of a base.

[0081] Mercaptan derivatives of Formula (VIa), for example methyl mercaptan, ethyl mercaptan or isopropyl mercaptan, are commercially available or can be prepared by known methods, for example analogously to the processes described in US2006/25633, US2006/111591, US2820062, Chemical Communications, 13 (2000), 1163 or Journal of the American Chemical Society, 44 (1922), 1329.

[0082] The conversion to compound of Formula (I) wherein n is 0 may be conducted in pure form or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under conditions prevailing reactions. Preference is given to ethers, for example diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butyl methyl ether; nitriles, for example acetonitrile or propionitrile; aromatic hydrocarbons, for example toluene or xylene; aprotic polar solvents, for example N,N-dimethylformamide, N-methylpyrrolidone or dimethyl sulfoxide.

[0083] Examples of suitable bases are inorganic bases from the group consisting of acetates, phosphates, hydrogencarbonates and carbonates of alkali metals or alkaline earth metals. Preference is given here to cesium carbonate, sodium carbonate, potassium carbonate and sodium hydrogen carbonate. Additional suitable bases are alkali metal hydrides, for example sodium hydride.

[0084] The reaction can be conducted under reduced pressure, standard pressure or elevated pressure and at temperatures from 0 °C to 200 °C.

[0085] In the described reaction, X1 is preferably a fluorine or chlorine atom.

[0086] Alternatively, if X1 is bromine, another option is transmetallation with a suitable lithium base, followed by reaction with the appropriate commercially available disulfide. In this sense, consult Bioorganic and Medicinal Chemistry Letters, 20 (2010), 2770 - 2775.

[0087] Suitable lithium bases are, for example, n-butyllithium.

[0088] The conversion to compound of Formula (I) wherein n is 0 may be conducted in pure form or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under conditions prevailing reactions. Preference is given to ethers, for example diisopropyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, tert-butyl methyl ether.

[0089] The reaction can be conducted under reduced pressure, standard pressure or elevated pressure, and at temperatures from 0 °C to 200 °C.

[0090] The reaction can be conducted in a microwave. Steps f, g)

[0091] The compounds of Formula (I) in which n is 1 can be prepared by oxidizing the compounds of Formula (I) in which n is 0. The oxidation is carried out by known methods with the use of a suitable hydrogen peroxide, for example, hydrogen peroxide, meta-chloroperbenzoic acid, or sodium periodate.

[0092] The compounds of Formula (I) in which n is 2 can be prepared by oxidizing the compounds of Formula (I) in which n is 1.

[0093] The oxidation is generally performed in a solvent. Preference is given to halogenated hydrocarbons, for example dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid or water. Examples of suitable oxidizing agents are hydrogen peroxide and metachloroperbenzoic acid. Step h)

[0094] The compounds of Formula (I) in which n is 2 can also be prepared in a single step process by oxidizing the compounds of Formula (I) in which n is 0. The oxidation is generally carried out in a solvent. Preference is given to halogenated hydrocarbons, for example dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; alcohols, such as methanol or ethanol; formic acid, acetic acid, propionic acid or water. Examples of suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid. Process C

[0095] The compounds of Formula (I) in which Q is Q16 can be prepared by known methods, for example analogously to the processes described in WO2014/142292.

[0096] The radicals R4, R5, R6, Aa, Ab, Ac and Ad have the definitions described above. X1 is halogen. step a)

[0097] The compounds of Formula (XI) can be prepared in analogy to the process described in US5374646 or Bioorganic and Medicinal Chemistry Letters 2003, 13, 1093 by reacting the compounds of Formula (III) with an ammonia source in the presence of a condensation agent.

[0098] The carboxylic acids of Formula (III) are commercially available or can be prepared by known methods. Possible preparation routes are described in processes G to H.

[0099] In most cases, the source of ammonia used is ammonium hydroxide.

[00100] The reaction of the compounds of Formula (III) with the ammonia source is preferably carried out in a solvent selected from common solvents that are inert under the prevailing reaction conditions. Preference is given to ethers, for example, dioxane or tetrahydrofuran.

[00101] A suitable condensing agent is, for example, carbonyldiimidazole.

[00102] The reaction can be performed under reduced pressure, atmospheric pressure or elevated pressure. Preferably, the reaction is carried out at atmospheric pressure and temperatures from 20 to 70 °C. step b)

[00103] The compounds of Formula (XIII) can be prepared in analogy to the process described in WO2014/142292 by reacting the compounds of Formula (XI) with compounds of Formula (XII) in the presence of a palladium catalyst in basic media.

[00104] The compounds of Formula (XII) can be prepared, for example, analogously to the processes described in WO2014/142292. A palladium catalyst used can be, for example, [1,1'-bis-(diphenylphosphino)ferrocene]dichloropalladium(II). Often, the bases used are inorganic bases such as potassium tert-butoxide.

[00105] The reaction is run in a solvent. Often, toluene is used.

[00106] The reaction can be performed under reduced pressure, atmospheric pressure or elevated pressure. Preferably, the reaction is carried out at atmospheric pressure and temperatures from 20 to 110 °C.

[00107] The further conversion of compounds of Formula (XIII) into compounds of Formula (I) is carried out analogously to Process A. Process D

[00108] The compounds of Formula (I) in which Q represents Q12, Q13, Q17 and Q18 can be prepared by known methods, for example, analogously to the processes described in WO2010/091310, WO 2012/66061 or WO2013/099041.

[00109] The radicals R5, R6, Aa, Ab, Ac and Ad have the definitions described above. A2, and A3 are CH or N. X1 and X2 are halogen. step a)

[00110] Compounds of Formula (XIX) can be prepared by reacting compounds of Formula (XVII) with compounds of Formula (XVIII) under basic conditions, for example, analogously to the processes described in WO2010/091310, WO 2012 /66061 or WO2013/099041.

[00111] The compounds of Formula (XVII) are commercially available or can be prepared by known methods, for example, analogously to the processes described in WO2005/100353, WO 2012/66061 or in European Journal of Medicinal Chemistry 45 (2010), 2214.

[00112] Compounds of Formula (XVIII) are commercially available or can be prepared by known methods, for example, by synthesis of compounds of Formula (XVIII) in which X2 is halogen and hydrogen is initially in the X1 position, analogously to processes described in Synthesis 47 (2015), 3221-3230, Chemical & Pharmaceutical Bulletin 34 (1986), 1023-1031 or WO2013/43521, and then, the hydrogen is exchanged for a halogen in the X1 position with, for example, N- bromosuccinimide analogously to the method described in WO2009/70567.

[00113] The bases used are usually inorganic bases such as sodium hydride, potassium carbonate or cesium carbonate.

[00114] The conversion to the compounds of Formula (XIX) is usually carried out in a solvent, preferably in a nitrile, for example, acetonitrile or propionitrile, or in a polar aprotic solvent, for example, N,N-dimethylformamide or N -methylpyrrolidone.

[00115] The reaction can be conducted under reduced pressure, standard pressure or elevated pressure, and at temperatures from 0 °C to 200 °C.

[00116] Alternatively, the reaction of compounds of Formula (XVII) with compounds of Formula (XVIII) to generate compounds of Formula (XIX) can also be carried out by palladium-catalyzed N-arylation, for example, analogously to the processes described in Angewandte Chemie Int. Ed. (2011), 50, 8944.

[00117] The further conversion of compounds of Formula (XIX) into compounds of Formula (I) is carried out analogously to Process A. Process E

[00118] As an alternative to process D, the compounds of Formula (I) in which Q is Q17, Q18 and Q20 can be prepared as follows:

[00119] The radicals R5, R6, Aa, Ab, Ac and Ad have the definitions described above, X1 is halogen, A2, A3 are nitrogen or CH. step a)

[00120] Compounds of Formula (XXII) can be prepared by condensing compounds of Formula (XX) with compounds of Formula (XXI), as described in Chemical Communications, 2011, 47, 10133, document WO2012/66061 A1, 2012 , Tetrahedron, (1992), 48, 3091.

[00121] The compounds of Formula (XX) are commercially available or can be prepared by known methods; see, for example, methods analogous to WO2012/66061 or Australian Journal of Chemistry, (1980), 33, 91.

[00122] The compounds of Formula (XXI) are commercially available or can be prepared by known methods, for example, analogously to the methods described in US2007/82902, US2012/122888 or Chemical and Pharmaceutical Bulletin 21 (1973), 2146-2160 .

[00123] The condensation can be carried out in pure form or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under the prevailing reaction conditions. Preference is given to alcohols such as ethanol or methanol or ethers such as THF.

[00124] The reaction is catalyzed by the use of Bronsted or Lewis acids, particular preference being given to the use of acetic acid and titanium salts such as titanium tetrachloride or titanium tetraethoxide. step b)

[00125] Analogously to WO2012/66061, or Organic Letters, (2011), 13, 3542, compounds of Formula (XXII) can be cyclized to generate compounds of Formula (XXIII). The cyclization can be carried out in pure form or in a solvent, preference being given to conducting the reaction in a solvent selected from common solvents that are inert under the prevailing reaction conditions. Particular preference is given to solvents with a high boiling point such as toluene or DMSO.

[00126] The reaction can be conducted under reduced pressure, standard pressure or elevated pressure, and at temperatures from 0 °C to 200 °C. Preference is given to a temperature greater than 100 °C.

[00127] The reaction can be catalyzed by adding a copper(I) salt.

[00128] The further conversion of compounds of Formula (XXIII) into compounds of Formula (I) is carried out analogously to Process A. Process F

[00129] The compounds of Formula (I) in which n is 2 can alternatively be prepared in a one-stage process from compounds of Formula (V), (X), (XIII), (XIX) or (XXIII) . The process is described with reference to the conversion of compounds of Formula (V) to compounds of Formula (I) of Process A.

[00130] The radicals R1, R4, R5, R6, Aa, Ab, Ac, and Ad have the definitions described above, A2 and A3 are CH or N (wherein A2 and A3 cannot simultaneously be N), A4 is O , S or N-R4 and X1 is halogen (preferably bromine or iodine). M is an alkali metal (preferably sodium or potassium).

[00131] Compounds of Formula (I), where n is 2, can be prepared in a one-stage process from compounds of Formula (V), for example, in analogy to processes described in Journal of Organic Chemistry 70 (2005) 2696-2700, by a halogen-sulfone exchange for a compound of Formula (VIb). The exchange is usually conducted in a solvent. Preference is given to the use of polar aprotic solvents, for example, dimethyl sulfoxide and N,N-dimethylformamide.

[00132] The reaction is usually catalyzed by the addition of a copper(I) salt, for example, copper(I) iodide.

[00133] Compounds of Formula (VIb) are commercially available or can be prepared by known methods, for example, analogously to the processes described in Organic Synthesis 57 (1977) 88-92; Tetrahedron Letters 9 (1979) 821-824 and Bulletin de la Societe Chimique de France 4 (1958) 447-450.

[00134] Examples of suitable sulfur reagents are sulfinic acid salts.

[00135] The reaction can be conducted under reduced pressure, under standard pressure or under elevated pressure and at temperatures from -20 °C to 120 °C. Process G

[00136] The carboxylic acids of Formula (III) are commercially available or can be prepared by known methods, for example, from pyridines of Formula (XXIV) analogously to the processes described in WO2011/15343, WO2014/ 14874 or WO2010/34738.

[00137] The radicals Aa, Ab, Ac and Ad have the definitions described above, X- is a halide ion, preferably iodide, X1 is halogen and R14 is (C1-C4)alkyl. step a)

[00138] The compounds of Formula (XXV) can be converted into an N-iminopyridinium intermediate in analogy to the processes described in WO2011/15343, WO2014/14874 or WO2010/34738, by reacting compounds of Formula (XXIV) with acid hydroxylamine-O-sulphonic acid in the presence of a base, e.g. potassium carbonate, and said intermediate is converted in a second step to the 1-amino-pyridinium derivative of Formula (XXV) in the presence of an acid, e.g. hydroiodic acid (HI), in a suitable solvent, e.g. ethanol. Pyridine derivatives of Formula (XXIV) are commercially available. Steps b) and c)

[00139] The compounds of Formula (XXVII) can be prepared in analogy to the processes described in WO2011/15343, WO2014/14874 or WO2010/34738 from compounds of Formula (XXV) in a 1,3-dipolar cycloaddition with a alkyne of Formula (XXVI). If isomers form, these can be separated into the individual isomers by chromatographic methods. In this way, the diester of Formula (XXVII) can be obtained in isomerically pure form. Upon heating in a suitable acid, for example aqueous sulfuric acid, it is possible to convert compounds of Formula (XXVII) to acids of Formula (XXVIII) by simultaneous decarboxylation and hydrolysis of the ester function. step d)

[00140] The compounds of Formula (III) can be prepared by standard processes by means of halogenation, for example, in analogy to the processes described in WO2011/50284 or WO2016/12896, for example with N-chlorosuccinimide or N- bromosuccinimide, as a halogenating agent in a suitable solvent, for example dichloromethane or 1,2-dichloroethane.

Process H

[00141] In an additional process, it is possible to prepare carboxylic acids of Formula (III) from 2-formylpyridine derivatives of Formula (XXIX), analogously to the processes described in Journal of Medicinal Chemistry 56 (2013), 9635-9645, Synthesis 16 (2005), 2751-2757 or WO2009/29625 .

[00142] The radicals Aa, Ab, Ac and Ad have the definitions described above, X1 is halogen and R14 is (C1-C4)alkyl. step a)

[00143] The compounds of Formula (XXXI) can be prepared in analogy to the processes described in Journal of Medicinal Chemistry 56 (2013), 9635-9645, Synthesis 16 (2005), 2751-2757 or document WO2009/29625, by reaction of compounds of Formula (XXIX) with an alkyl azidoacetate derivative of Formula (XXX) in the presence of a suitable base, for example sodium methoxide, in a suitable solvent, for example methanol. Compounds of Formula (XXIX) are commercially available or can be prepared by standard procedures. step b)

[00144] Compounds of Formula (XXXII) can be prepared in analogy to the processes described in Journal of Medicinal Chemistry 56 (2013), 9635-9645, Synthesis 16 (2005), 2751-2757 or document WO2009/29625, by cyclization of compounds of Formula (XXXI) in a suitable solvent, for example xylene. The reaction can be carried out under reduced pressure, standard pressure or elevated pressure, and at elevated temperatures. Preference is given to a temperature greater than 100 °C. Steps c, d)

[00145] The ester of Formula (XXXII) can be converted to the acid of Formula (XXVIII) using standard methods, for example, with an alkali metal hydroxide base such as sodium hydroxide or lithium hydroxide in an alcohol as a solvent, for example, ethanol or a mixture of tetrahydrofuran and water.

[00146] Further conversion into compounds of Formula (III) is carried out by standard methods by means of a halogenation analogously to the manner described in process G.

Methods and Uses

[00147] The invention also relates to methods for controlling animal pests, in which the compounds of Formula (I) are allowed to act on animal pests and/or their habitat. Animal pest control is preferably carried out in agriculture and forestry, and in material protection. This preferably excludes methods for surgical or therapeutic treatment of the human or animal body and diagnostic methods performed on the human or animal body.

[00148] The invention further relates to the use of the compounds of Formula (I) as pesticides, especially crop protection compositions.

[00149] In the context of this application, the term "pesticide", in each case, also always covers the term "crop protection composition".

[00150] The compounds of Formula (I), in view of good plant tolerance, favorable endothermic toxicity and good environmental compatibility, are suitable for protecting plants and plant organs against biotic and abiotic stress factors, for increasing harvest productivity, to improve the quality of harvested material and to control animal pests, especially insects, arachnids, helminths, especially nematodes and molluscs, which are found in agriculture, horticulture, animal husbandry, aquaculture, forestry, gardens and garden facilities. leisure, in the protection of stored products and materials, and in the hygiene sector.

[00151] In the context of this patent application, the term "hygiene" shall be understood as any one of and all measures, provisions and procedures that have the objective of preventing diseases, especially infectious diseases, and that serve to protect health of humans and animals and/or protecting the environment and/or maintaining cleanliness. According to the invention, this especially includes measures for cleaning, disinfecting and sterilizing, for example, textile products or hard surfaces, especially made of glass, wood, cement, porcelain, ceramics, plastic or even metal(s), in order to to ensure that these are free of hygiene pests and/or their secretions. The scope of protection of the invention in this sense preferably excludes surgical or therapeutic treatment procedures to be applied to the human body or the bodies of animals, and diagnostic procedures that are carried out on the human body or the bodies of animals.

[00152] The term "hygiene sector" covers all areas, technical fields and industrial applications in which these hygiene measures, provisions and procedures are important, for example in relation to hygiene in kitchens, bakeries, airports, bathrooms, swimming pools , department stores, hotels, hospitals, stables, animal husbandry facilities, etc.

[00153] The term “hygiene pest” is therefore understood to mean one or more animal pests whose presence in the hygiene sector is problematic, especially for health reasons. A main objective is therefore to avoid or limit to a minimum degree the presence of hygiene pests and/or their exposure in the hygiene sector. This can be achieved especially through the use of a pesticide that can be used for infestation prevention and for preventing an existing infestation. It is also possible to use formulations that prevent or reduce exposure to pests. Hygiene pests include, for example, the organisms mentioned below.

[00154] The term "hygiene protection" thus covers all acts through which these hygiene measures, provisions and procedures are maintained and/or improved.

[00155] The compounds of Formula (I) can preferably be used as pesticides. They are active against normally sensitive and resistant species and also against all or specific developmental stages. The pests mentioned above include:

[00156] Pests of the phylum Arthropoda, especially of the class Arachnida, eg Acarus spp., eg Acarus siro, Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp., eg Aculus fockeui, Aculus schlechtendali, Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., for example, Brevipalpus phoenicis, Bryobia graminum, Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp. , Eotetranychus spp., eg Eotetranychus hicoriae, Epitrimerus pyri, Eutetranychus spp., eg Eutetranychus banksi, Eriophyes spp., eg Eriophyes pyri, Glycyphagus domesticus, Halotydeus destructor, Hemitarsonemus spp., eg Hemitarsonemus latus ( =Polyphagotarsonemus latus), Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp., Neutrombicula autumnalis, Nuphersa spp., Oligonychus spp., e.g. Oligonychus coffeae, Oligonychus coniferarum, Oligonychus ilicis, Oligonychus indicus, Oligony chus mangiferus, Oligonychus pratensis, Oligonychus punicae, Oligonychus yothersi, Ornithodorus spp., Ornithonyssus spp., Panonychus spp., eg Panonychus citri (=Metatetranychus citri), Panonychus ulmi (=Metatetranychus ulmi), Phyllocoptruta oleivora, Platytetranychus multi digituli, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus, Steneotarsonemus spp., Steneotarsonemus spinki, Tarsonemus spp., eg Tarsonemus confusus, Tarsonemus pallidus, Tetranychus spp., eg Tetranychus canadensis, Tetranychus cinnabarinus , Tetranychus turkestani, Tetranychus urticae, Trombicula alfreddugesi, Vaejovis spp., Vasates lycopersici;

[00157] from the class of Chilopoda, for example, Geophilus spp., Scutigera spp.;

[00158] of the order or class of Collembola, for example, Onychiurus armatus; Sminthurus viridis;

[00159] from the class of Diplopoda, for example, Blaniulus guttulatus;

[00160] of the class Insecta, for example, of the order Blattodea, for example, Blatta orientalis, Blattella asahinai, Blattella germanica, Leucophaea maderae, Loboptera decipiens, Neostylopyga rhombifolia, Panchlora spp., Parcoblatta spp., Periplaneta spp., for example, Periplaneta americana, Periplaneta australasiae, Pycnoscelus surinamensis, Supella longipalpa;

[00161] from the order Coleoptera, eg Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Aethina tumida, Agelastica alni, Agriotes spp., eg Agriotes linneatus, Agriotes mancus, Alphitobius diaperinus, Amphitobius solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., eg Anthonomus grandis, Anthrenus spp., Apion spp., Apogonia spp., Atomaria spp., eg Atomaria linearis, Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., eg eg Bruchus pisorum, Bruchus rufimanus, Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., eg Ceutorrhynchus assimilalis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae, Chaetocnema spp., eg Chaetocnema confinis, Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus, Conoderus spp., Cosmopolites spp., eg Cosmopolites sordidus, Costelytra zealundica, Ctenicera spp., Curculio spp., eg Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes ferrugineus, Cryptolestes pusillus, Cryptorhynchus lapathi, Cryptorhynch us mangiferae, Cylindrocopturus spp., Cylindrocopturus adspersus, Cylindrocopturus furnissi, Dermestes spp., Diabrotica spp., eg Diabrotica balteata, Diabrotica barberi, Diabrotica undecimpunctata howardi, Diabrotica undecimpunctata undecimpunctata, Diabrotica virgifera virgifera, Diabrotica virgifera zeae, Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., eg Epilachna borealis, Epilachna varivestis, Epitrix spp., eg Epitrix cucumeris, Epitrix fuscula, Epitrix hirtipennis, Epitrix subcrinita, Epitrix tuberis, Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Hellula undalis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., e.g. Hypothenemus hampei, Hypothenemus obscurus, Hypothenemus pubescens, Lachnosterna consanguinea, Lasioderma serrico rne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa decemlineata, Leucoptera spp., eg Leucoptera coffeella, Lissorhoptrus oryzophilus, Listronotus (= Hyperodes) spp., Lixus spp., Luperodes spp., Luperomorpha xanthodera, Lyctus spp., Megascelis spp., Melanotus spp., eg Melanotus longulus oregonensis, Meligethes aeneus, Melolontha spp., eg Melolontha melolontha, Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorhynchus spp., eg Otiorhynchus cribricollis, Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus, Otiorhynchus sulcatus, Oulema spp., eg Oulema melanopus, Oulema oryzae, Oxy ketonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyllotreta spp., eg Phyllotreta armoraciae, Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnotrypes spp., Prostephanus truncatus, Psylliodes spp., eg Psylliodes affinis, Psylliodes chrysocephala, Psylliodes punctulata , Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp., Rhynchophorus ferrugineus, Rhynchophorus palmarum, Sinoxylon perforans, Sitophilus spp., eg Sitophilus granarius, Sitophilus linearis, Sitophilus oryzae, Sitophilus zeamais, Sphenophorus spp., Stegobium panice one, Sternechus spp., eg Sternechus paludatus, Symphyletes spp., Tanymecus spp., eg Tanymecus dilaticollis, Tanymecus indicus, Tanymecus palliatus, Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp., eg Tribolium audax, Tribolium castaneum, Tribolium confusum, Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp., for example, Zabrus tenebrioides;

[00162] from the order of Dermaptera, for example, Anisolabis maritime, Forficula auricularia, Labidura riparia;

[00163] of the order Diptera, eg Aedes spp., eg Aedes aegypti, Aedes albopictus, Aedes sticticus, Aedes vexans, Agromyza spp., eg Agromyza frontella, Agromyza parvicornis, Anastrepha spp., Anopheles spp., eg Anopheles quadrimaculatus, Anopheles gambiae, Asphondylia spp., Bactrocera spp., eg Bactrocera cucurbitae, Bactrocera dorsalis, Bactrocera oleae, Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp., Chrysomya spp., Chrysops spp., Chrysozona pluvialis, Cochliomya spp., Contarinia spp., eg Contarinia johnsoni, Contarinia nasturtii, Contarinia pyrivora, Contarinia schulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp., eg Culex pipiens , Culex quinquefasciatus, Culicoides spp., Culiseta spp., Cuterebra spp., Dacus oleae, Dasineura spp., eg Dasineura brassicae, Delia spp., eg Delia antiqua, Delia coarctata, Delia florilega, Delia platura, Delia radicum , Dermatobia hominis, Drosophila spp., for example, Drosphila melanogaster, Drosophila suzukii, Echinocnemus spp., Euleia heraclei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrellia griseola, Hylemya spp. , Hippobosca spp., Hypoderma spp., Liriomyza spp., for example, Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Lucilia spp., for example, Lucilia cuprina, Lutzomyia spp., Mansonia spp., Musca spp., for example, Musca domestica, Musca domestica vicina, Oestrus spp., Oscinella frit, Paratanytarsus spp., Paralauterborniella subcincta, Pegomya or Pegomyia spp., for example, Pegomya betae, Pegomya hyoscyami, Pegomya rubivora, Phlebotomus spp., Phorbia spp., Phormia spp. , Piophila casei, Platyparea poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp., for example, Rhagoletis cingulata, Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., for example, Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., for example, Tipula paludosa, Tipula simplex, Toxotrypana curvicauda;

[00164] of the order Hemiptera, eg Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., eg Acyrthosiphon pisum, Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurocanthus spp., Aleyrodes proletella , Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp., eg Amrasca bigutulla, Amrasca devastans, Anuraphis cardui, Aonidiella spp., eg Aonidiella aurantii, Aonidiella citrina, Aonidiella inornata, Aphanostigma piri, Aphis spp., eg example, Aphis citricola, Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis glycines, Aphis gossypii, Aphis hederae, Aphis illinoisensis, Aphis middletoni, Aphis nasturtii, Aphis nerii, Aphis pomi, Aphis spiraecola, Aphis viburniphila, Arboridia apicalis, Arytainilla s pp. , Aspidiella spp., Aspidiotus spp., e.g. Aspidiotus nerii, Atanus spp., Aulacorthum solani, Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysi, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., e.g. Cacopsylla pyri glue , Calligypona marginata, Capulinia spp., Carneocephala fulgida, Ceratovacuna lanigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea, Chromaphis juglandicola, Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp. , for example, Coccus hesperidum, Coccus longulus, Coccus pseudomagnoliarum, Coccus viridis, Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dialeurodes chittendeni, Dialeurodes citri, Diaphorina citri, Diaspis spp., Diuraphis spp., Doralis spp. ., Drosicha spp., DYsaphis spp., eg Dysaphis apiifolia, Dysaphis plantaginea, Dysaphis tulipae, Dysmicoccus spp., Empoasca spp., eg Empoasca abrupta, Empoasca fabae, Empoasca malignant, Empoasca solana, Empoasca stevensi, Eriosoma spp ., for example, Eriosoma americanum, Eriosoma lanigerum, Eriosoma pyricola, Erythroneura spp., Eucalyptolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp., Fiorinia spp., Furcaspis oceanica, Geococcus coffeae, Glycaspis spp., Heteropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, Icerya spp., eg Icerya purchasi, Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., eg Lecanium corni (=Parthenolecanium corni), 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 spp., Metcalfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., eg Myzus ascalonicus, Myzus cerasi, Myzus ligustri, Myzus ornatus, Myzus persicae, Myzus nicotianae, Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., eg Nephotettix cincticeps ,, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, oxia chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., eg Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., eg Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., eg Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., eg Phylloxera devastatrix, Phylloxera notabilis, Pinnaspis aspidistrae, Planococcus spp., eg , Planococcus citri, Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., e.g. Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp ., for example, Psylla buxi, Psylla mali, Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., eg Quadraspidiotus juglansregiae, Quadraspidiotus ostreaeformis, Quadraspidiotus perniciosus, Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., eg Rhopalosiphum maidis, Rhopalosiphum oxicanthae, Rhopalosiphum padi, Rhopalosiphum rufiabdominale, Saissetia spp., for example, Saissetia coffeae, Saissetia miranda, Saissetia neglecta, Saissetia oleae, Scaphoideus titanus, Schizaphis graminum, Selenaspidus articulatus, Siphaflava, Sitobion avenae, Sogata spp., Sogatella furcifera, So gatodes spp., Stictocephala festina, Siphoninus phillyreae, Tenalaphara malayensis, Tetragonocephela spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., e.g. Toxoptera aurantii, Toxoptera citricidus, Trialeurodes vaporariorum, Trioza spp., e.g. Trioza diospyri, Typhlo cyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.;

[00165] of the suborder Heteroptera, eg Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., eg Cimex adjunctus, Cimex hemipterus, Cimex lectularius, Cimex pilosellus, Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., eg Euschistus heros, Euschistus servus, Euschistus tristigmus, Euschistus variolarius, Eurydema spp ., Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp., e.g. Lygocoris pabulinus, Lygus spp., e.g. Lygus elisus, Lygus hesperus, Lygus lineolaris, Macropes excavatus, Megacopta cribraria, Myridae, Monalonion atratum, Nezara spp., eg Nezara viridula, Nysius spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., eg Piezodorus guildinii, Psallus spp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp.;

[00166] from the order Hymenoptera, eg Acromyrmex spp., Athalia spp., eg Athalia rosae, Atta spp., Camponotus spp., Dolichovespula spp., Diprion spp., eg Diprion similis, Hoplocampa spp., eg Hoplocampa cookei, Hoplocampa testudinea, Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp ., Vespa spp., for example Vespa crabro, Wasmannia auropunctata, Xeris spp.;

[00167] from the order of Isopoda, for example Armadillidium vulgare, Oniscus asellus, Porcellio scaber;

[00168] of the order Isoptera, eg Coptotermes spp., eg Coptotermes formosanus, Cornitermes cumulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obesi, Nasutitermes spp., Odontotermes spp., Porotermes spp., Reticulitermes spp., for example, Reticulitermes flavipes, Reticulitermes hesperus;

[00169] from the order Lepidoptera, eg Achroia grisella, Acronicta major, Adoxophyes spp., eg Adoxophyes orana, Aedia leucomelas, Agrotis spp., eg Agrotis segetum, Agrotis ipsilon, Alabama spp., eg Alabama argillacea, Amyelois transitella, Anarsia spp., Anticarsia spp., e.g. Anticarsia gemmatalis, Argyroploce spp., Autographa spp., Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia Theivora, Capua Retulana, Carpocapsa Pomonella, Carposina niplinnsis, cheimatobia brumata, chilo spp., For example, chilo plejadellus, chilo suppressal, choristonura spp. NALIS, CNEPHASIA spp ., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., eg Cydia nigricana, Cydia pomonella, Dalaca noctuides, Diaphania spp., Diparopsis spp., Diatraea saccharalis, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus , Eldana saccharina, Ephestia spp., for example, Ephestia elutella, Ephestia kuehniella, Epinotia spp., Epiphyas postvittana, Erannis spp., Erschoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., eg Euproctis chrysorrhoea, Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., eg Grapholita molesta, Grapholita prunivora, Hedylepta spp., Helicoverpa spp., eg Helicoverpa armigera, Helicoverpa zea , Heliothis spp., e.g. Heliothis virescens, Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis, Leucoptera spp., e.g. Leucoptera coffeella, Lithocolletis spp., eg Lithocolletis blancardella, Lithophane antennata, Lobesia spp., eg Lobesia botrana, Loxagrotis albicosta, Lymantria spp., eg Lymantria dispar, Lyonetia spp., eg Lyonetia clerkella, Malacosoma neustria , Maruca testulalis, Mamestra brassicae, Melanitis leda, Mocis spp., Monopis obviella, Mythimna separata, Nemapogon cloacellus, Nymphula spp., Oiketicus spp., Omphisa spp., Operophtera spp., Oria spp., Orthaga spp., Ostrinia spp. , eg Ostrinia nubilalis, Panolis flammea, Parnara spp., Pectinophora spp., eg Pectinophora gossypiella, Perileucoptera spp., Phthorimaea spp., eg Phthorimaea operculella, Phyllocnistis citrella, Phyllonorycter spp., eg Phyllonorycter blancardella , Phyllonorycter crataegella, Pieris spp., for example, Pieris rapae, Platynota stultana, Plodia interpunctella, Plusia spp., Plutella xylostella (= Plutella maculipennis), Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., for example , Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp., eg Schoenobius bipunctifer, Scirpophaga spp., eg Scirpophaga innotata, Scotia segetum, Sesamia spp., eg Sesamia inferens, Sparganothis spp., Spodoptera spp., for example, Spodoptera eradiana, Spodoptera exigua, Spodoptera frugiperda, Spodoptera praefica, Stathmopoda spp., Stenoma spp., Stomopteryx subsecivella, Synanthedon spp., Tecia solanivora, Thaumetopoea spp., Thermesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., for example Trichoplusia ni, Tryporyza incertulas, Tuta absoluta, Virachola spp.;

[00170] from the order Orthoptera or Saltatoria, eg Acheta domesticus, Dichroplus spp., Gryllotalpa spp., eg Gryllotalpa gryllotalpa, Hieroglyphus spp., Locusta spp., eg Locusta migratoria, Melanoplus spp., eg Melanoplus devastator, Paratlanticus ussuriensis, Schistocerca gregaria;

[00171] from the order Phthiraptera, for example, Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Phylloxera Vastatrix, Phthirus pubis, Trichodectes spp.;

[00172] from the order Psocoptera, for example, Lepinotus spp., Liposcelis spp.;

[00173] from the order Siphonaptera, e.g. Ceratophyllus spp., Ctenocephalides spp., e.g. Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis;

[00174] of the Thysanoptera Order, for example, Anaphothrips Obscurus, Balothrips Biformis, Chaetanaphothrips Leeuweni, Drepanothrips Reuteri, Enneothrips Flavetos, Frankliniella spp. Zei, Frankliniella tritici, Frankliniella Vaccinii, Frankliniella Williamsi, Haplothrips spp., Heliothrips spp., Hercinothrips femoralis, Kakothrips spp., Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamomi, Thrips spp., for example Thrips palmi, Thrips tabaci;

[00175] of the order Zygentoma (= Thysanura), for example, Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus, Thermobia domestica;

[00176] from the Symphyla class, for example, Scutigerella spp., for example, Scutigerella immaculata;

[00177] pests of the phylum Mollusca, for example, of the class Bivalvia, for example, Dreissena spp.;

[00178] and also from the class Gastropoda, eg Arion spp., eg Arion ater rufus, Biomphalaria spp., Bulinus spp., Deroceras spp., eg Deroceras laeve, Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp.;

[00179] Plant pests of the phylum Nematoda, i.e. plant parasitic nematodes, in particular Aglenchus spp., e.g. Aglenchus agricola, Anguina spp., e.g. Anguina tritici, Aphelenchoides spp., e.g. Aphelenchoides arachidis, Aphelenchoides fragariae, Belonolaimus spp., eg Belonolaimus gracilis, Belonolaimus longicaudatus, Belonolaimus nortoni, Bursaphelenchus spp., eg Bursaphelenchus cocophilus, Bursaphelenchus eremus, Bursaphelenchus xylophilus, Cacopaurus spp., eg Cacopaurus pestis, Criconemella spp. , eg Criconemella curvata, Criconemella onoensis, Criconemella ornata, Criconemella rusium, Criconemella xenoplax (= Mesocriconema xenoplax), Criconemoides spp., eg Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum, Ditylenchus spp., eg Ditylenchus dipsaci, Dolichodorus spp., Globodera spp., eg Globodera pallida, Globodera ventochiensis, Helicotylenchus spp., eg Helicotylenchus dihystera, Hemicriconemoides spp., Hemicycliophora spp., Heterodera spp., eg Heterodera avenae, Heterodera glycines, Heterodera schachtii , Hirschmaniella spp., Hoplolaimus spp., Longidorus spp., eg Longidorus africanus, Meloidogyne spp., eg Meloidogyne chitwoodi, Meloidogyne fallax, Meloidogyne hapla, Meloidogyne incognita, Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp., eg Paratrichodorus minor, Paratylenchus spp., Pratylenchus spp., eg Pratylenchus penetrans, Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus spp ., e.g. Radopholus citrophilus, Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., e.g. Trichodorus obtusus, Trichodorus primitivus, Tylenchorhynchus spp., e.g. Tylenchorhynchus annulatus, Tylenchulus spp., eg Tylenchulus semipenetrans, Xiphinema spp., eg Xiphinema index.

[00180] The compounds of Formula (I) may, as the case may be, at certain concentrations or application rates, also be used as herbicides, protectants, regulators or growth agents to improve plant properties, as microbicides or gametocides , for example, as fungicides, antimycotics, bactericides, virucides (including agents against viroids) or as agents against MLO (mycoplasma-like organisms) and RLO (rickettsia-like organisms). They can also, as the case may be, be used as intermediates or precursors for the synthesis of other active ingredients.

Formulations

[00181] The present invention additionally relates to formulations and use forms prepared therefrom as pesticides, for example, spray, drip and syrup liquors, comprising at least one compound of Formula (I). Optionally, use forms additionally comprise pesticides and/or action-enhancing adjuvants such as penetrating materials, e.g. vegetable oils, e.g. rapeseed oil, sunflower oil, mineral oils, e.g. paraffin oils, esters vegetable fatty acid alkyls, e.g. rapeseed oil methyl ester or soybean oil methyl ester, or alkanol alkoxylates and/or seeders, e.g. alkyl siloxanes, and/or salts, e.g. inorganic phosphonium and ammonium salts or organics, e.g. ammonium sulphate or diammonium hydrogen phosphate and/or retention promoters, e.g. dioctyl sulfosuccinate or hydroxypropyl guar polymers and/or humectants, e.g. glycerol and/or fertilizers, e.g. fertilizers containing ammonia, potassium or phosphorus.

[00182] Common formulations are, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR) and capsule concentrates (CS); these and possible additional formulation types are described, for example, by Crop Life International and in Pesticide Specification, Manual on development and use of FAO and WHO specifications for pesticides, FAO Plant Production and Protection Papers - 173, prepared by the FAO/WHO Joint Meeting on Pesticide Specifications, 2004, ISBN: 9251048576. The formulations, in addition to one or more compounds of Formula (I), optionally comprise further active agrochemical ingredients.

[00183] Preference is given to formulations or forms of use that comprise auxiliaries, for example, extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze protection agents, biocides, thickeners and/or additional auxiliaries, for example, adjuvants. An adjuvant in this context is a component that enhances the biological effect of the formulation, without the component itself having any biological effect. Examples of adjuvants are agents that promote retention, spreading, attachment to the sheet surface, or penetration.

[00184] These formulations are produced in a known manner, for example by mixing the compounds of Formula (I) with auxiliaries, for example extenders, solvents and/or solid carriers and/or other auxiliaries, for example surfactants. Formulations are produced in suitable facilities or else before or during application.

[00185] The auxiliaries used may be substances suitable for conferring special properties, such as certain physical, technical and/or biological properties, to the formulation of the compounds of Formula (I), or to the use forms prepared from these formulations (for (e.g., ready-to-use pesticides such as spray liquors or seed coating products).

[00186] Suitable extenders are, for example, water, polar and non-polar organic chemical liquids, for example, from the aromatic and non-aromatic hydrocarbon classes (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which, if appropriate, may also be substituted, etherified and/or esterified), the ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly)ethers, the amines, amides, lactams (such as N-alkylpyrrolidones ) and substituted and simple lactones, sulphones and sulfoxides (such as dimethyl sulfoxide).

[00187] If the extender used is water, it is also possible to use, for example, organic solvents as auxiliary solvents. Useful liquid solvents are essentially: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aliphatic hydrocarbons or chlorinated aromatics such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example, petroleum fractions, vegetable and mineral oils , alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and also water.

[00188] In principle, it is possible to use all suitable solvents. Examples of suitable solvents are aromatic hydrocarbons, for example xylene, toluene or alkylnaphthalenes, chlorinated aliphatic hydrocarbons or chlorinated aromatics, for example chlorobenzene, chloroethylene or methylene chloride, aliphatic hydrocarbons, for example cyclohexane, paraffins, fractions of petroleum, vegetable and mineral oils, alcohols, e.g. methanol, ethanol, isopropanol, butanol or glycol and their ethers and esters, ketones, e.g. acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, for example, dimethyl sulfoxide, and water.

[00189] In principle, it is possible to use all suitable carriers. Suitable carriers more particularly include the following: for example ammonium salts and finely ground rocks such as kaolins, aluminas, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and finely ground rocks such as highly dispersed silica, aluminum oxide and natural or synthetic silicates, resins, waxes and/or solid fertilizers. It is also possible to use mixtures of such carriers. Useful carriers for granules include: for example, crushed and crushed natural rocks such as calcite, marble, pumice, sepiolite, dolomite, and also synthetic granules of inorganic and organic bran, and granules of organic material such as sawdust, paper, coconut, corn cobs and tobacco stalks.

[00190] It is also possible to use extenders or liquefied gaseous solvents. Especially suitable are those extenders or carriers which are gaseous at standard temperature and atmospheric pressure, for example, aerosol propellants such as halogenated hydrocarbons, and also butane, propane, nitrogen and carbon dioxide.

[00191] Examples of emulsifiers and/or foamers, dispersants or wetting agents that have ionic or non-ionic properties or mixtures of these surface-active substances are polyacrylic acid salts, lignosulfonic acid salts, phenolsulfonic acid or naphthalenesulfonic acid salts, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinic esters, taurine derivatives (preferably alkyl taurates), phosphoric esters of alcohols or polyethoxylated phenols, fatty acid esters of polyols, and derivatives of compounds containing sulfates, sulfonates and phosphates, for example, alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydrolysates, lignosulfite residual liquors 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 takes place in water.

[00192] Additional auxiliaries that may be present in the formulations and in the forms of use derived therefrom include dyes such as inorganic pigments, for example, iron oxide, titanium oxide and Prussian blue, and organic dyes such as alizarin dyes, azo dyes and metallic phthalocyanine dyes, and nutrients and trace nutrients such as iron, manganese, boron, copper, cobalt, molybdenum, and zinc salts.

[00193] Additional components that may be present are stabilizers such as cold stabilizers, preservatives, antioxidants, light stabilizers, or other agents that enhance chemical and/or physical stability. Foamers or antifoamers may also be present.

[00194] In addition, the formulations and forms of use derived therefrom may also comprise, as additional auxiliaries, sticking agents such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latex, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or even natural phospholipids such as cephalins and lecithins and synthetic phospholipids. Other auxiliaries can be mineral and vegetable oils.

[00195] It is possible, if appropriate, that still other auxiliaries are present in the formulations and in the forms of use derived from them. Examples of such additives are fragrances, protective colloids, binders, adhesives, thickeners, thixotropic agents, penetrants, retention enhancers, stabilizers, sequestrants, complexing agents, wetting agents, dispersants. In general, the compounds of Formula (I) can be combined with any solid or liquid additive commonly used for formulation purposes.

[00196] Useful retention enhancers include all those substances that reduce dynamic surface tension, for example, dioctyl sulfosuccinate, or increase viscoelasticity, for example, hydroxypropylguar polymers.

[00197] Useful penetrants, in the present context, are all those substances that are typically used to enhance the penetration of active agrochemical ingredients into plants. Penetrants are defined, in this context, by their ability to penetrate from the application liquor (in general, aqueous) and/or from the spray coating, into the plant cuticle and, therefore, increase the mobility of the active ingredients. in the cuticle. The method 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 (10) fatty ethoxylate or isotridecyl (12) ethoxylate, fatty acid esters, for example soybean oil methyl ester or rapeseed methyl ester, fatty amine alkoxylates, for example tallow amine ethoxylate (15), or ammonium and/or phosphonium salts, for example ammonium sulphate or diammonium hydrogen phosphate.

[00198] The formulations preferably comprise between 0.00000001% and 98% by weight of the compound of Formula (I), more preferably between 0.01% and 95% by weight of the compound of Formula (I), most preferably between 0.5% and 90% by weight of the compound of Formula (I), based on the weight of the formulation.

[00199] The content of the compound of Formula (I) in the use forms prepared from the formulations (in particular, pesticides) can vary within wide ranges. The concentration of the compound of Formula (I) in the use forms can typically be between 0.00000001% and 95% by weight of the compound of Formula (I), preferably between 0.00001% and 1% by weight, based on in the weight of the form of use. The application is carried out in a common way appropriate for the forms of use.

mixtures

[00200] The compounds of Formula (I) can also be used in a mixture with one or more fungicides, bactericides, acaricides, molluscicides, nematicides, insecticides, microbiological agents, beneficial organisms, herbicides, fertilizers, bird repellents, phytotonics, sterilants , protective, semiochemical and/or suitable plant growth regulators, in order to, in this way, for example, broaden the spectrum of action, prolong the period of action, improve the rate of action, prevent repellency or prevent the evolution of resistance. Furthermore, active ingredient combinations of this type can improve plant growth and/or tolerance to abiotic factors, for example high or low temperatures, aridity or high water content or soil salinity. It is also possible to improve flower and fruit appearance performance, optimize germination capacity and root development, facilitate harvesting and improve yields, influence maturation, improve the quality and/or nutritional value of harvested products, prolong storage life and/or improve the processability of harvested products.

[00201] Furthermore, the compounds of Formula (I) may be present in a mixture with other active ingredients or semiochemicals such as attractants and/or bird repellents and/or plant activators and/or growth regulators and/or fertilizers. Similarly, the compounds of Formula (I) can be used to improve plant properties, e.g. growth, productivity and quality of harvested material.

[00202] In a particular embodiment according to the invention, the compounds of Formula (I) are present in formulations or in use forms prepared from these formulations in a mixture with additional compounds, preferably those as described below.

[00203] If one of the compounds mentioned below can occur in different tautomeric forms, these forms are also included even if they are not explicitly mentioned in each case. All of the mentioned mixing components, as the case may be, can also form salts with suitable bases or acids if they are able to do so on the basis of their functional groups. Insecticides/Acaricides/Nematicides

[00204] The active ingredients specified here with their common names are known and are described, for example, in "The Pesticide Manual", 16th edition, British Crop Protection Council 2012, or they can be searched for on the Internet (for example, http:// /www.alanwood.net/pesticides). Classification is based on the IRAC Mode of Action Classification Scheme applicable at the time of filing this patent application. (1) Acetylcholinesterase (AChE) inhibitors, e.g. carbamates, e.g. alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxym, butoxycarboxym, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, tiophanox, triazamate, trimetacarb, XMC and xylylcarb; or organophosphates, for example acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusaphos, chloridexyphos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprofos, fanfur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenofos, imiciaphos, isofenphos, isopropyl O-(methoxyaminothiophosphoryl) salicylate), isoxation, malathion, mecarbam, methamidophos, metidation, mevinphos, monocrotophos, naled , omethoate, oxydemeton-methyl, parathion-methyl, fenthoate, phorate, phosalone, phosmet, phosphamidon, foxim, pirimiphos-methyl, profenophos, propetanphos, prothiophos, pyraclophos, pyridafenthion, quinalphos, sulfotep, tebupyrinphos, temephos, terbufos, tetrachlorvinphos, thiometon , triazophos, trichlorfon and vamidotion. (2) GABA-gated chloride channel blockers, for example, cyclodiene organochlorines, for example, chlordane and endosulfan, or phenylpyrazoles (fiprols), for example, ethiprol and fipronil. (3) Sodium channel modulators, e.g. pyrethroids, e.g. acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, S-cyclopentenyl isomer of bioallethrin, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(1R)-trans isomer], deltamethrin, empentrin [(EZ) isomer -(1R)], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucitrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, cadethrin, monfluorothrin, permethrin, phenothrin [(1R)-trans isomer], pralethrin, pyrethrins (pyrethrum), resmethrin , silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R) isomer], tralomethrin and transfluthrin or DDT or methoxychlor. (4) Competitive nicotinic acetylcholine receptor (nAChR) modulators, eg neonicotinoids, eg acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine or sulfoxaflor or flupyradifurone. (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators, eg spinosyns eg spinetoram and spinosad. (6) Glutamate (GluCl)-gated chloride channel allosteric modulators, e.g., avermectins/milbemycins, e.g., abamectin, emamectin benzoate, lepimectin, and milbemectin. (7) Juvenile hormone mimics, for example, juvenile hormone analogues, for example hydroprene, quinoprene and methoprene or fenoxycarb or pyriproxyfen. (8) Mixed non-specific (multi-site) inhibitors, eg alkyl halides, eg methyl bromide and other alkyl halides; or chloropicrin or sulfuryl fluoride or borax or tartrate emetic or methyl isocyanate generator, for example diazomet and metam. (9) Cordotonal organ modulators, eg pymetrozine or flonicamid. (10) Mite growth inhibitors, eg clofentezine, hexythiazox and diflovidazine or etoxazole. (11) Insect midgut membrane microbial disruptors, e.g., Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and B.t. plant proteins: Cry1Ab, Cry1Ac, Cry1Fa , Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34 Ab1/35Ab1. (12) Mitochondrial ATP synthase inhibitors such as ATP disruptors eg diafenthiuron or organotin compounds eg azocyclotin, cyhexatin and fenbutatin oxide or propargite or tetradiphone. (13) Oxidative phosphorylation uncouplers via proton gradient disruption, eg chlorfenapyr, DNOC, and sulfluramid. (14) Nicotinic acetylcholine receptor channel blockers, eg Bensultap, Cartap hydrochloride, Thiocyclam and Thiosultap-sodium. (15) Chitin biosynthesis inhibitors, type 0, eg bistriflurone, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron. (16) Chitin biosynthesis inhibitors, type 1, eg buprofezin. (17) Molting disruptors (especially in the case of Diptera), eg cyromazine. (18) Ecdysone receptor agonists, eg chromafenozide, halofenozide, methoxyfenozide and tebufenozide. (19) Octopamine receptor agonists, eg amitraz. (20) Mitochondrial complex III electron transport inhibitors, eg hydramethylnone or acequinocyl or fluacripyrim. (21) Mitochondrial complex I electron transport inhibitors, eg METI acaricides eg phenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad or rotenone (Derris). (22) Voltage-gated sodium channel blockers, eg indoxacarb or metaflumizone. (23) Acetyl CoA carboxylase inhibitors, eg tetronic and tetramic acid derivatives, eg spirodiclofen, spiromesifen and spirotetramate. (24) Mitochondrial complex IV electron transport inhibitors, eg phosphines, eg aluminum phosphide, calcium phosphide, phosphine and zinc phosphide or cyanides, calcium cyanide, potassium cyanide and sodium cyanide. (25) Mitochondrial complex II electron transport inhibitors, eg beta-keto nitrile derivatives eg cyenopyraphene and cyflumethophene and carboxanilides eg piflubumide. (28) Ryanodine receptor modulators, e.g., diamides, e.g., chlorantraniliprole, cyantraniliprole, and flubendiamide, additional active ingredients, e.g., afidopyropene, afoxolaner, azadirachtin, benclothiaz, benzoximate, bifenazate, broflanilide, bromopropylatp, chinomethionate, chlorpralethrin, cryolite, cyclaniliprol, cycloxapride, cyaladiamide, dichloromezothiaz, dicofol, epsilon metofluthrin, epsilon monfluthrin, flometoquine, fluazaindolizine, fluensulfone, flufenerim, flufenoxystrobin, flufiprol, fluexafone, fluopyram, fluralaner, fluxametamide, fufenozide, guadipyr, heptafluthrin, imidaclo tiz, iprodione, cape bifenthrin , kappa tefluthrin, lotilaner, meperfluthrin, paichongding, pyridalyl, pyrifluquinazone, pyriminostrobin, spirobudiclofen, tetramethylfluthrin, tetraniliprol, tetrachlorantraniliprol, thioxazaphene, thiofluoximate, triflumezoporin and iodomethane; additionally, preparations 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)methanone (known to from WO2003/106457) (CAS 637360-23-7), 2-chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl] piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WO2006/003494) (CAS 872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy -8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010052161) (CAS 1225292-17-0), 3-(4-chloro-2-ethylcarbonate) ,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl (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 Reg. No. 1204776-60-2), N-[(2E)-1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H )-ylidene]-2,2,2-trifluoroacetamide (known from WO2012/029672) (CAS 136340041-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl] -2-pyridylidene]-1,1,1-trifluoropropan-2-one (known from WO2013/144213) (CAS 1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]- 1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (known from WO2010/051926) (CAS 1226889-14-0), 5-bromo-4-chloro- N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (known from CN103232431) (CAS 1449220-443), 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxido-3-thiethanyl)benzamide , 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxido-3-thiethanyl) benzamide and 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxide -3-thiethanyl)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]propanamide, (+)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N -ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propanamide and (-)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl -3-[(3,3,3-trifluoropropyl)sulfinyl]propanamide (known from WO 2013/162715 A2, WO 2013/162716 A2, US 2014/0213448 A1) (CAS 1477923-37-7), 5 -[[(2E)-3-chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H- pyrazole-3-carbonitrile (known from CN 101337937 A) (CAS 1105672-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)thioxomethyl]phenyl]- 1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide, (Liudaibenjiaxuanan, known from CN 103109816 A) (CAS 1232543-85-9); N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole- 5-carboxamide (known from WO 2012/034403 A1) (CAS 1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro -6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide (known from WO 2011/085575 A1) (CAS 1233882-22-8), 4-[3-[2,6-dichloro-4-[(3,3-dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)pyrimidine (known to from document CN 101337940 A) (CAS 110818452-6); (2E)- and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]hydrazinecarboxamide (known from the document CN 101715774 A) (CAS 1232543-85-9); Cyclopropanecarboxylic acid 3-(2,2-dichloroethenyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl ester (known from CN 103524422 A) (CAS 1542271-46-4) ; (4aS)-7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]indene] acid methyl ester [1,3,4]oxadiazine-4a(3H)-carboxylic acid (known from CN 102391261 A) (CAS 1370358-69-2); 6-deoxy-3-O-ethyl-2,4-di-O-methyl-1-[N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]- 1H-1,2,4-triazol-3-yl]phenyl]carbamate]-α-L-mannopyranose (known from US 2014/0275503 A1) (CAS 1181213-14-8); 8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS 1253850-56-4), (8-anti)-8- (2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS 93379827-7), (8-syn)-8-(2-cyclopropylmethoxy) -4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (known from WO 2007040280 A1, WO 2007040282 A1) (CAS 934001-66-8) and N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)thio]propanamide (known from WO 2015/058021 A1, WO 2015/058028 A1) (CAS 1477919-27-9).

fungicides

[00205] The active ingredients specified herein by their common name are known and described, for example, in "Pesticide Manual" (16th Edition British Crop Protection Council) or searchable on the internet (for example: http://www.alanwood .net/pesticides).

[00206] All the mixing components mentioned in classes (1) to (15), as the case may be, can form salts with suitable bases or acids if they were able to do so based on their functional groups. All fungicidal mixture components mentioned in classes (1) to (15), as the case may be, may include tautomeric forms. 1) ergosterol biosynthesis inhibitors, for example, (1,001) cipoconazole, (1,002) differential, (1,003) epoxiconazole, (1,004) fenehexamide, (1,005) phenpropidine, (1,006) fenpropyomorfe, (1,007) phenipirazamine, (1,008) fluchconzole , (1,009) flutriafol, (1,010) imazalil, (1,011) imazalyl sulfate, (1,012) ipconazole, (1,013) metconazole, (1,014) myclobutanil, (1,015) paclobutrazol, (1,016) prochloraz, (1,017) propiconazole, (1,018) ) prothioconazole, (1019) pyrisoxazole, (1020) spiroxamine, (1021) tebuconazole, (1022) tetraconazole, (1023) triadimenol, (1024) tridemorph, (1025) triticonazole, (1026) (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)butan-2-ol (1,029) (2R)-2-(1-chlorocyclopropyl)- 4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1,030) (2R)-2-[4-( 4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1,031)(2S)-2-(1-chlorocyclopropyl) -4- [(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.032) (2S)-2-(1- chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.033) (2S)-2-[ 4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1,034) (R)-[3- ( 4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.035) (S)-[3-(4 -chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-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-dioxolan-2-yl}methyl)-1H-1,2,4-triazole, (1.038) 1-({(2S,4S )-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole, (1039)thiocyanate of 1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl, (1,040) sodium thiocyanate 1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl , (1,041) 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4 thiocyanate -triazol-5-yl, (1.042) 2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethyl-heptan-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-Trimethylheptan-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-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3- Thion, (1,045) 2-[(2R,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-di -hydro-3H-1,2,4-triazol-3-thione, (1,046) 2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6 -trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1,047) 2-[(2S,4R,5S)-1-(2 ,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1,048) 2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H- 1,2,4-triazol-3-thione, (1,049) 2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan- 4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1,050) 2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6 ,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1,051) 2-[2-chloro-4-(2,4 -dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.052) 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1 -(1H-1,2,4-triazol-1-yl)butan-2-ol, (1,053) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1 ,2,4-triazol-1-yl)butan-2-ol, (1,054) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4- triazol-1-yl)pentan-2-ol, (1.055) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl) )propan-2-ol, (1.056) 2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-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)oxiran-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)oxiran-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)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.061) 5-(allylsulfanyl)-1-{[rel(2R,3R)-3-(2- chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1,062) 5-(allylsulfanyl)-1-{[rel(2R,3S) -3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1,063) N'-(2,5-dimethyl- 4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1,064) N'-(2,5-dimethyl-4-{[3 -(2,2,2-trifluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1,065) N'-(2,5-dimethyl-4-{[3-(2,2,3) ,3-tetrafluoropropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1,066) N'-(2,5-dimethyl-4-{[3-(pentafluoroethoxy)phenyl]sulfanyl}phenyl)-N -ethyl-N-methylimidoformamide, (1.067) N'-(2,5-dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N- methylimidoformamide, (1,068) N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamide, (1,069) N' -(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoropropyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamide, (1,070) N'-(2,5 -dimethyl-4-{3-[(pentafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamide, (1.071) N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N -methylimidoformamide, (1,072) N'-(4-{[3-(difluoromethoxy)phenyl]sulfanyl}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, (1,073) N'-(4-{3 -[(difluoromethyl)sulfanyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, (1,074) N'-[5-bromo-6-(2,3-dihydro-1H-inden -2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylimidoformamide, (1,075) N'-{4-[(4,5-dichloro-1,3-thiazol-2-yl) oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimidoformamide, (1,076) N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2- methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.077) N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3 -yl}-N-ethyl-N-methylimidoformamide, (1.078) N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl -N-methylimidoformamide, (1,079) N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1,080 ) N'-{5-Bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide. 2) Respiratory chain inhibitors in complex I or II, e.g. (2001) benzovindiflupyr, (2002) bixaphene, (2003) boscalid, (2004) carboxin, (2005) fluopyram, (2006) flutolanil, (2007) fluxapyroxad, (2008) Furametpyr, (2009) Isofetamide, (2010) Isopyrazam (1R,4S,9S antiepimeric enantiomer), (2011) Isopyrazam (1S,4R,9R antiepimeric enantiomer), (2012) Isopyrazam (1RS,4SR,9SR antiepimeric racemate) ), (2013) isopirazam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR), (2014) isopirazam (syn-epimeric enantiomer 1R,4S,9R), (2015) isopirazam ( 1S,4R,9S syn-epimeric enantiomer), (2016) isopirazam (1RS,4SR,9RS syn-epimeric racemate), (2017) penflufen, (2018) pentiopyrad, (2019) pidiflumethophene, (2020) pyraziflumide, (2021) Sedaxane, (2022) 1,3-Dimethyl-N-(1,1,3-Trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (2023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2024) 1 ,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2025) 1- methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (2.026) 2-fluoro-6-(trifluoromethyl)-N-(1, 1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)benzamide, (2027) 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2, 3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (2028) 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl -2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2029) 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1, 3-Trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2030) 3-(difluoromethyl)-N-(7-fluoro-1,1,3 -trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, (2031) 3-(difluoromethyl)-N-[(3R)-7- fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2032) 3-(difluoromethyl)-N- [(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2033) 5 ,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2034) 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, (2036) 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, (2038) N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2039) N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H- pyrazole-4-carboxamide, (2040) N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-( difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2041) N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl- 1H-pyrazole-4-carboxamide, (2.042) N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4- carboxamide, (2043) 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, (2046)N-cyclopropyl-3-(difluoromethyl) -5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2047) 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 - pyrazol-4-carbothioamide, (2049) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2050) 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, (2052) N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5- fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2053) 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 , (2055) N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2056) N-cyclopropyl-N -(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide. 3) Respiratory chain inhibitors in complex III, e.g. (3001) ametoctradine, (3002) amisulbrom, (3003) azoxystrobin, (3004) coumetoxystrobin, (3005) coumoxystrobin, (3006) cyazofamid, (3007) dimoxystrobin, (3008) ) enoxastrobin, (3,009) famoxadone, (3,010) phenamidone, (3,011) flufenoxystrobin, (3,012) fluoxastrobin, (3,013) kresoxim-methyl, (3,014) metominostrobin, (3,015) orysastrobin, (3,016) picoxystrobin, (3,017) pyraclostrum bina, (3018) pyramethostrobin, (3019) pyraoxystrobin, (3020) trifloxystrobin (3021) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2) - phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.022)(2E,3Z)-5-{[1-(4-chlorophenyl) -1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3023)(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) 2 - (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4, 9-dioxo-1,5-dioxonan-7-yl, (3.026) 2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.027) N-(3 -ethyl-3,5,5-trimethylcyclohexyl)-3-formamido-2-hydroxybenzamide, (3,028)(2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazole -3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide. 4) Inhibitors of mitosis and cell division, e.g. (4001) carbendazim, (4002) diethofencarb, (4003) ethaboxam, (4004) fluopicolide, (4005) pencycuron, (4006) thiabendazole, (4007) thiophanate-methyl, ( 4.008) Zoxamide, (4.009) 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridazine, (4.010) 3-chloro-5-(4-chlorophenyl)-4-(2,6) - difluorophenyl)-6-methylpyridazine, (4.011) 3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, (4.012) 4-( 2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.013) 4-(2-bromo-4-fluorophenyl)-N- (2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.014) 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3 -dimethyl-1H-pyrazol-5-amine, (4.015) 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5- amine, (4.016) 4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.017) 4-(2-bromo-4 -fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.018) 4-(2-chloro-4-fluorophenyl)-N-(2,6-difluorophenyl) -1,3-dimethyl-1H-pyrazol-5-amine, (4.019) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H- pyrazol-5-amine, (4.020) 4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.021) 4-(2 - chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazol-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-pyrazol-5-amine, (4.024 ) N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.025) N-(4-chloro-2,6-difluorophenyl) )-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine. 5) Compounds that have the capacity for activity at multiple sites, e.g., (5,001) Bordeaux mixture, (5,002) Captafol, (5,003) Captan, (5,004) Chlorthalonyl, (5,005) Copper hydroxide, (5,006) Copper naphthenate , (5,007) copper oxide, (5,008) copper oxychloride, (5,009) copper(2+) sulfate, (5,010) dithianone, (5,011) dodine, (5,012) folpet, (5,013) mancozeb, (5,014) maneb , (5,015) Methyram, (5,016) Zinc Methyram, (5,017) Copper Oxine, (5,018) Propineb, (5,019) Sulfur and Sulfur Preparations Including Calcium Polysulfite, (5,020) Tyram, (5,021) Zineb, (5,022) ) ziram. 6) Compounds capable of inducing a host defense, for example, (6001) acibenzolar-S-methyl, (6002) isothianyl, (6003) probenazole, (6004) tiadinyl. 7) Amino acid and/or protein biosynthesis inhibitors, e.g. (7001) cyprodinil, (7002) kasugamycin, (7003) kasugamycin hydrochloride hydrate, (7004) oxytetracycline, (7005) pyrimethanil, (7006) 3-( 5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinoline. 8) ATP production inhibitors, eg (8001)silthiofam. 9) Cell wall synthesis inhibitors, e.g. (9001) benthiavalicarb, (9002) dimethomorph, (9003) flumorph, (9004) iprovalicarb, (9005) mandipropamide, (9006) polymorph, (9007) valifenalate, (9008) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (9.009) (2Z )-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one. 10) Inhibitors of lipid and membrane synthesis, eg (10,001) propamocarb, (10,002) propamocarb hydrochloride, (10,003) tolclophos-methyl. 11) Inhibitors of melanin biosynthesis, e.g. (11001) tricyclazole, (11002) 2,2,2-trifluoroethyl {3-methyl-1-[(4-methylbenzoyl)amino]butan-2-yl}carbamate. 12) Nucleic acid synthesis inhibitors, eg (12001) benalaxyl, (12002) benalaxyl-M (cyralaxyl), (12003) metalaxyl, (12004) metalaxyl-M (mefenoxam). 13) Signal transduction inhibitors, e.g. (13001) fludioxonil, (13002) iprodione, (13003) procymidone, (13004) proquinazid, (13005) quinoxyfen, (13006) vinclozoline. 14) Compounds capable of acting as uncouplers, eg (14,001) fluazinam, (14,002) meptyldinocap. 15) Other compounds, for example, (15,001) abscisic acid, (15,002) benthiazole, (15,003) betoxazine, (15,004) capsimycin, (15,005) carvone, (15,006) quinomethionat, (15,007) cufraneb, (15,008) cyflufenamide, ( 15.009) cymoxanil, (15.010) cyprosulfamide, (15.011) flutianil, (15.012) fosetyl aluminum, (15.013) fosetyl calcium, (15.014) fosetyl sodium, (15.015) methyl isothiocyanate, (15.016) metraphenone, (15.0) 17) mildiomycin, (15,018) natamycin, (15,019) nickel dimethyldithiocarbamate, (15,020) nitrothalisopropyl, (15,021) oxamocarb, (15,022) oxathiapiproline, (15,023) oxyphenthiin, (15,024) pentachlorophenol and salts, (15,025) ) phosphonic acid and salts thereof, (15,026) propamocarb fosetylate, (15,027) pyriophenone (clazafenone), (15,028) tebufloquine, (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-thiazol-2-yl}piperidin-1-yl)-2-[5- methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, (15,032) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-di- hydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl ]ethanone, (15,033) 2-(6-benzylpyridin-2-yl)quinazoline, (15,034) 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c ']dipyrrole-1,3,5,7(2H,6H)-tetron, (15,035) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4 -{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl) piperidin-1-yl]ethanone, (15,036) 2-[3,5-bis(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-thiazol-2-yl)piperidin-1-yl]ethanone , (15,037) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn- 1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15,038) 2-[ 6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline, (15,039) 2-{(5R)-3-[2-(1-{[3,5-bis( difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}- 2-{(5S)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl) 3-chlorophenyl, (15,040) methanesulfonate )-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl, (15,041) 2-{2-[(7,8- difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol, (15.042) 2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy ]phenyl}propan-2-ol, (15,043) 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-methanesulfonate) yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl, (15,044) 2-{3-[2- (1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro- 1,2-oxazol-5-yl}phenyl, (15,045) 2-phenylphenol and salts, (15,046) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1 -yl)quinoline, (15,047) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (15,048) 4-amino-5-fluoropyrimidin-2- ol (tautomeric form: 4-amino-5-fluoropyrimidin-2(1H)-one), (15,049) 4-oxo-4-[(2-phenylethyl)amino]butyric acid, (15,050) 5-amino-1, 3,4-thiadiazol-2-thiol, (15.051) 5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene2-sulfohydrazide, (15.052) 5-fluoro-2-[ (4-fluorobenzyl)oxy]pyrimidin-4-amine, (15.053) 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-benzoxazepine, (15.055) {6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl) But-3-yn-1-yl (phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (15.056)(2Z)-3-amino-2-cyano-3-phenylacrylate, (15057) phenazine-1-carboxylic acid, (15058) propyl 3,4,5-trihydroxybenzoate, (15059) quinolin-8-ol, (15060) quinolin-8-ol sulfate (2:1), (15061) ) Tert-butyl {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate. Biological pesticides as blending components

[00207] The compounds of Formula (I) can be combined with biological pesticides.

[00208] Biological pesticides especially include bacteria, fungi, yeasts, plant extracts and products formed by microorganisms, including proteins and secondary metabolites.

[00209] Biological pesticides include bacteria such as spore-forming bacteria, root colonizing bacteria, and bacteria that act as biological insecticides, fungicides, or nematicides.

[00210] Examples of such bacteria that are used or can be used as biological pesticides are:

[00211] Bacillus amyloliquefaciens, strain FZB42 (DSM 231179), or Bacillus cereus, especially B. cereus strain CNCM I-1562 or Bacillus firmus, strain I-1582 (CNCM Accession No. I-1582) or Bacillus pumilus, especially strain GB34 (ATCC Accession No. 700814) and strain QST2808 (NRRL Accession No. B-30087), or Bacillus subtilis, especially strain GB03 (ATCC Accession No. SD-1397), or Bacillus subtilis strain QST713 (ATCC Accession No. NRRL Accession B-21661) or Bacillus subtilis strain OST 30002 (NRRL Accession No. B-50421) Bacillus thuringiensis, especially B. thuringiensis subspecies israelensis (serotype H-14), strain AM65-52 (ATCC Accession No. 1276) , 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), Pasteuria penetrans, Pasteuria spp. (Rotylenchulus reniformis nematode)-PR3 (ATCC Accession No. SD-5834), Streptomyces microflavus strain AQ6121 (= QRD 31.013, NRRL B-50550), Streptomyces galbus cepa AQ 6047 (Accession No. NRRL 30232).

[00212] Examples of fungi and yeasts that are used or can be used as biological pesticides are:

[00213] Beauveria bassiana, in particular, strain ATCC 74040, Coniothyrium minitans, in particular, strain CON/M/91-8 (Accession No. DSM-9660), Lecanicillium spp., in particular, strain HRO LEC 12, Lecanicillium lecanii (formerly known as Verticillium lecanii), in particular strain KV01, Metarhizium anisopliae, in particular strain F52 (DSM3884/ ATCC 90448), Metschnikowia fructicola, in particular strain NRRL Y-30752, Paecilomyces fumosoroseus (nova: Isaria fumosorosea) , in particular, strain IFPC 200613, or strain Apopka 97 (ATCC Accession No. 20874), Paecilomyces lilacinus, in particular, P. lilacinus strain 251 (AGAL 89/030550), Talaromyces flavus, in particular, strain V117b, Trichoderma atroviride , in particular strain SC1 (CBS Accession number 122089), Trichoderma harzianum, in particular T. harzianum rifai T39 (CNCM Accession number I-952).

[00214] Examples of viruses that are used or can be used as biological pesticides are:

[00215] granulose virus (VG) from Adoxophyes orana (summer fruit tortrix moth), granulose virus (VG) from Cydia pomonella (apple moth), nuclear polyhedrosis virus (NPV) from Helicoverpa armigera (earworm), Spodoptera exigua (beetworm) mNPV, Spodoptera frugiperda (fall armyworm) mNPV, Spodoptera littoralis (African cottonworm) NPV.

[00216] Also included are bacteria and fungi that are added as "inoculants" to plants or plant parts or plant organs and which, by virtue of their particular properties, promote plant growth and plant health. Examples include:

[00217] Agrobacterium spp., Azorhizobium caulinodans, Azospirillum spp., Azotobacter spp., Bradyrhizobium spp., Burkholderia spp., especially Burkholderia cepacia (formerly known as Pseudomonas cepacia), Gigaspora spp., or Gigaspora monosporum, Glomus spp., Laccaria spp., Lactobacillus buchneri, Paraglomus spp., Pisolithus tinctorus, Pseudomonas spp., Rhizobium spp., especially Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., Streptomyces spp.

[00218] Examples of plant extracts and products formed by microorganisms, including proteins and secondary metabolites, which are used or can be used as biological pesticides are:

[00219] 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 ), pyretrum/pyrethrins, Quassia amara, Quercus, Quillaja, Regalia, "Requiem™ Insecticide", rotenone, ryania/ryanodine, Symphytum officinale, Tanacetum vulgare, thymol, Triact 70, TriCon, Tropaeulum majus, Urtica dioica, Veratrin, Viscum album , Brassicaceae extract, especially rape seed oil powder or mustard powder. Protective agent as mixing components

[00220] The compounds of Formula (I) can be combined with protective agents, for example, benoxacor, cloquintocet (-mexyl), cyomethrinil, cyprosulfamide, dichlormid, fenchlorazole (-ethyl), fenchlorim, flurazole, fluxfenime, furilazole, isoxadiphene (-ethyl), mefenpyr (-diethyl), naphthalic anhydride, oxabetrinyl, 2-methoxy-N-({4-[(methylcarbamoyl)amino]phenyl}sulfonyl)benzamide (CAS 129531-12-0), 4-(dichloroacetyl )-1-oxa-4-azaspiro[4.5]decane (CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (CAS 52836-31-4).

Plants and plant parts

[00221] All plants and plant parts can be treated according to the invention. Plants are understood herein to mean all plants and populations of plants, such as unwanted and desired wild plants or crop plants (including naturally occurring crop plants), e.g. cereals (wheat, rice, triticale, barley , rye, oats), maize, soybeans, potatoes, beets, sugar cane, tomatoes, peppers, cucumbers, melons, carrots, watermelons, onions, lettuce, spinach, leeks, beans, Brassica oleracea (e.g. cabbage) and other vegetable species, cotton, tobacco, rapeseed and also fruit plants (the fruits being apples, pears, citrus fruits and grapes). Cultivation plants can be plants that can be obtained through conventional optimization and breeding methods or through genetic and biotechnological engineering methods or combinations of these methods, which include transgenic plants and which include plant cultivars that are protected or not protected by the rights of plant breeders. Plants should be understood as all stages of development, such as seed, seedlings, young (immature) plants, up to and including mature plants. Plant parts are to be understood to mean all parts and organs of plants above and below ground, such as bud, leaf, flower and root, specific examples being leaves, needles, stems, stalks, flowers, fruiting bodies , fruits and seeds, as well as roots, tubers and rhizomes. Plant parts also include harvested plants or harvested plant parts and generative or vegetative propagation material, for example cuttings, tubers, rhizomes, seedlings and seeds.

[00222] The inventive treatment of plants and plant parts with the compounds of Formula (I) is carried out directly or by allowing the compounds to act in the surroundings, habitat or storage spaces thereof by common treatment methods, for for example by immersion, spraying, evaporation, vaporization, dispersion, painting, injection and, in the case of material propagation, especially in the case of seeds, also by the application of one or more coatings.

[00223] As already mentioned above, it is possible to treat all plants and their parts according to the invention. In a preferred embodiment, wild plant species and plant cultivars, or those obtained through conventional biological breeding methods such as protoplastic fusion or crossbreeding, and parts thereof, are treated. In a further preferred embodiment, transgenic plants and plant cultivars obtained through genetic engineering methods, if appropriate in combination with conventional methods (genetically modified organisms), and parts thereof are treated. The term “parts” or “parts of plants” has been explained above. Particular preference is given according to the invention to the treatment of plants of the respective commercially customary plant cultivars or those in use. Plant cultivars are understood as plants with new properties ("traits") and obtained by conventional reproduction, by mutagenesis or by recombinant DNA techniques. They can be cultivars, varieties, biotypes or genotypes. Transgenic plants, seed treatment and integration events

[00224] Preferred transgenic plants or plant cultivars (those obtained by genetic engineering) that must be treated according to the invention include all plants that, through genetic modification, received genetic material that confers particular advantageous useful properties ("traits ") to these plants. Examples of such properties are improved plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or salinity levels in the soil or water, improved flowering performance, easier harvesting, accelerated ripening, increased crop yields, higher quality and/or higher nutritional value of harvested products, better storage capacity and/or processability of harvested products. Further and particularly emphasized examples of such properties are increased resistance of plants to microbial and animal pests such as insects, arachnids, nematodes, mites, snails and snails related, for example, to toxins formed in plants, in particular those formed in plants by the genetic material of Bacillus thuringiensis (for example, by the genes CryIA(a), CryIA(b), CryIA(c), CryIIA, CryIIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb and CryIF and also combinations thereof), and also resistance increased resistance of plants to phytopathogenic fungi, bacteria and/or viruses caused, for example, by systemic acquired resistance (SAR), sistemin, phytoalexins, elicitators and resistance genes and correspondingly expressed toxins and proteins, and also increased tolerance of plants to certain compounds active herbicides, e.g. imidazolinones, sulfonylureas, glyphosate or phosphinothricin (e.g. the "PAT" gene). The genes conferring the desired properties (“traits”) in question may also be present in combinations with each other in the transgenic plants. Examples of transgenic plants include important crop plants such as cereals (wheat, rice, triticale, barley, rye, oats), maize, soybeans, potatoes, sugar beets, sugar cane, tomatoes, peas and other types of vegetables. , cotton, tobacco, oilseed rape and also fruit trees (fruits being apples, pears, citrus fruits and vines), with particular emphasis being placed on maize, soybeans, wheat, rice, potatoes, cotton, cane - sugar, tobacco and oilseed rape. Properties (“traits”) that are particularly emphasized are the increased resistance of plants to insects, arachnids, nematodes and snails and snails. Crop protection - types of treatment

[00225] Plants and plant parts are treated with the compounds of Formula (I) directly or by action in their storage space, habitat or surroundings using common treatment methods, for example by immersion, sprinkling , atomization, irrigation, evaporation, spraying, vaporization, diffusion, foaming, painting, spreading, injection, water feeding (soaking), drip irrigation and, in the case of material propagation, in particular, in the case of seed, additionally by dry seed treatment, liquid seed treatment, aqueous paste treatment, by encrusting, by coating with one or more coatings, etc. Furthermore, it is possible to apply the compounds of Formula (I) by the ultra-low volume method or to inject the application form or the compound of Formula (I) itself into the soil.

[00226] A preferred direct treatment of plants is foliar application, which means that the compounds of Formula (I) are applied to the foliage, in which case the frequency of treatment and the rate of application must be adjusted accordingly with the level of infestation with the pest in question.

[00227] In the case of systemically active ingredients, the compounds of Formula (I) also access the plants through the root system. The plants are then treated by the action of the compounds of Formula (I) on the plant habitat. This can be accomplished, for example, by soaking, or by mixing it into the soil or nutrient solution, which means that the plant locus (e.g., hydroponic systems or soil) is impregnated with a liquid form of the Formula compounds ( I), or by soil application, which means that the compounds of Formula (I) according to the present invention are introduced in solid form (for example in the form of granules) into the locus of the plants. In the case of paddy rice crops, this can also be accomplished by metering the compound of Formula (I) in a solid application form (eg as granules) into a flooded paddy field.

seed treatment

[00228] The control of animal pests by treating the seed of plants has been known for a long time and is the target of constant improvements. However, seed treatment involves a series of problems that cannot always be satisfactorily solved. Thus, it is desirable to develop methods to protect the seed and the plant from germination that dispense with, or at least considerably reduce, the additional application of pesticides during storage, after sowing or after the emergence of the plants. It is additionally desirable to optimize the amount of active ingredient used so that it provides optimal protection for the seed and germinating plant from attack by biological pests, yet without damaging the plant itself by the active ingredient used. In particular, seed treatment methods must also take into account the intrinsic nematicidal or insecticidal properties of pest-tolerant or resistant transgenic plants in order to achieve optimal seed and germination plant protection with minimal expenditure on pesticides.

[00229] Therefore, the present invention, in particular, also relates to a method for protecting seed and germinating plants from pest attack by treating the Seed with one of the compounds of Formula (I). The method according to the invention for protecting seed and germinating plants against attack by pests further comprises a method in which the seed is treated simultaneously in one operation or sequentially with a compound of Formula (I) and a component of mixing. It also further comprises a method wherein the seed is treated at different times with a compound of Formula (I) and a mixing component.

[00230] The invention also relates to the use of the compounds of Formula (I) for seed treatment to protect the seed and the resulting plant against animal pests.

[00231] The invention further relates to seed that has been treated with a compound of Formula (I) according to the invention for protection against animal pests. The invention also relates to seed which has been treated simultaneously with a compound of Formula (I) and a mixing component. The invention further relates to seed which has been treated at different times with a compound of Formula (I) and a mixing component. In the case of seed which has been treated at different times with a compound of Formula (I) and a blending component, the individual substances may be present in the seed in different layers. In that case, the layers comprising a compound of Formula (I) and blending components can optionally be separated by an intermediate layer. The invention also relates to seed to which a compound of Formula (I) and the blending component have been applied as part of a coating or as an additional layer or additional layers in addition to a coating.

[00232] The invention further relates to seed which, after treatment with a compound of Formula (I), is subjected to a film coating process to prevent dust abrasion on the seed.

[00233] One of the advantages that occur when a compound of Formula (I) acts systemically is that the seed treatment protects not only the seed itself, but also the resulting plants, after emergence, against animal pests. In this way, the immediate treatment of the crop at sowing time or soon after can be abolished.

[00234] An additional advantage is that treating the seed with a compound of Formula (I) can improve germination and emergence of the treated seed.

[00235] It is considered as advantageous, likewise, that compounds of Formula (I) can also be especially used for transgenic seed.

[00236] In addition, the compounds of Formula (I) can be used in combination with signaling technology compositions, leading to better colonization by symbionts such as, for example, endophytic, mycorrhizal and/or rhizobial fungi or bacteria and/ or to optimal nitrogen fixation.

[00237] The compounds of Formula (I) are suitable for seed protection of any variety of plant that is used in agriculture, in the greenhouse, in forestry or in horticulture. More particularly, these are seeds of cereals (for example wheat, barley, rye, millet and oats), maize, cotton, soybeans, rice, potatoes, sunflowers, coffee, tobacco, canola, oilseed rape, tubers (for example , sugar beet and fodder beet), groundnuts, vegetables (e.g. tomatoes, cucumbers, beans, cruciferous vegetables, onions and lettuce), fruit trees, grasses and ornamentals. Of particular significance is seed treatment of cereals (such as wheat, barley, rye and oats), maize, soybeans, cotton, canola, oilseed rape, vegetables and rice.

[00238] As already mentioned above, treatment of transgenic seed with a compound of Formula (I) is also of particular importance. This involves the seed of plants that generally contain at least one heterologous gene that controls the expression of a polypeptide that has particular insecticidal and/or nematicidal properties. The heterologous genes in transgenic seed can originate from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium. The present invention is particularly suitable for treating transgenic seed that contains at least one heterologous gene originating from Bacillus sp. The heterologous gene is most preferably derived from Bacillus thuringiensis.

[00239] In the context of the present invention, the compound of Formula (I) is applied to the seed. The seed is preferably treated in a state where it is stable enough that no damage occurs during the treatment. In general, seed can be treated any time between harvest and sowing. It is customary to use seed that has been separated from the plant and freed of ears, husks, stems, coatings, hairs or fruit pulp. For example, you can use seed that has been harvested, cleaned and dried to a moisture content that allows for storage. Alternatively, it is also possible to use seed which, after drying, has been treated with, for example, water and then dried again, for example, priming. In the case of rice seed, it is also possible to use seed that has been soaked, for example, and water, until reaching a certain stage of the rice embryo ("pigeon breast stage") which results in stimulation of germination and more uniform emergence. .

[00240] When treating the seed, care must generally be taken that the amount of the compound of Formula (I) applied to the seed and/or the amount of additional additives are chosen in such a way that seed germination is not adversely affected , or that the resulting plant is not damaged. This must be ensured particularly in the case of active ingredients that may exhibit phytotoxic effects at certain application rates.

[00241] In general, the compounds of Formula (I) are applied to the seed in the form of a suitable formulation. Suitable formulations and processes for seed treatment are known to the person skilled in the art.

[00242] The compounds of Formula (I) can be converted into common seed coating formulations such as solutions, emulsions, suspensions, powders, foams, aqueous pastes or other seed coating compositions, and also ULV formulations.

[00243] These formulations are prepared in a known manner, by mixing the compounds of Formula (I) with common additives, for example, common extenders and solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, antifoams, preservatives, secondary thickeners , adhesives, gibberellins, and also water.

[00244] The dyes that may be present in the seed film formulations usable according to the invention are all dyes that are common for such purposes. It is possible to use pigments, which are sparingly soluble in water, or dyes, which are soluble in water. Examples include the dyes known by the names Rhodamine B, C.I. Pigment Red 112 and C.I. Solvent Red 1.

[00245] The usable wetting agents that may be present in the usable seed film formulations according to the invention are all wetting promoting substances that are common for the formulation of active agrochemical ingredients. Preference is given to using alkylnaphthalenesulfonates, such as diisopropyl or diisobutylnaphthalenesulfonates.

[00246] Suitable dispersants and/or emulsifiers that may be present in seed film formulations useful according to the invention are all nonionic, anionic and cationic dispersants common for the formulation of active agrochemical ingredients. Anionic or nonionic dispersants or mixtures of nonionic or anionic dispersants can be used with preference. Suitable nonionic dispersants include, in particular, ethylene oxide/propylene oxide blocking polymers, alkylphenol polyglycol ethers and tristyrylphenol polyglycol ethers, and the sulfated or phosphated derivatives thereof. Suitable anionic dispersants are especially lignosulfonates, polyacrylic acid salts and arylsulfonate-formaldehyde condensates.

[00247] The defoamers that may be present in the seed film formulations usable according to the invention are all common foam inhibitory substances for the formulation of active agrochemical ingredients. Silicone defoamers and magnesium stearate can be used preferably.

[00248] The preservatives that may be present in the seed film formulations usable according to the invention are all substances usable for such purposes in agrochemical compositions. Examples include dichlorophene and benzyl alcohol hemiformal.

[00249] Secondary thickeners that can be present in seed film formulations usable according to the invention are all substances that can be used for such purposes in agrochemical compositions. Preferred examples include cellulose derivatives, acrylic acid derivatives, xanthan, modified clays and finely divided silica.

[00250] Usable adhesives that may be present in usable seed film formulations according to the invention are all common binders usable in seed film products. Preferred examples include polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose.

[00251] The gibberellins that can be present in the seed film formulations usable according to the invention are preferably gibberellins A1, A3 (= gibberellic acid), A4 and A7; Particular preference is given to the use of gibberellic acid. Gibberellins are known (see R. Wegler "Chemie der Pflanzenschutz- und Schadlingsbekampfungsmittel", vol. 2, Springer Verlag, 1970, pages 401 to 412).

[00252] The seed film formulations usable according to the invention can be used to treat a wide variety of different types of seed directly or after previous dilution with water. For example, the concentrates or preparations obtained therefrom by dilution with water can be used to treat the seed of cereals, such as wheat, barley, rye, oats, and triticale, and also the seed of maize, rice, oilseed rape , peas, beans, cotton, sunflowers, soybeans and tubers, plus a wide variety of different vegetable seeds. Seed film formulations usable according to the invention, or diluted use forms thereof, can also be used to film seed of transgenic plants.

[00253] For the treatment of seed with the seed coating formulations useful according to the invention, or the use forms prepared therefrom by adding water, all commonly useful mixing units for seed film coating are Useful. Specifically, the procedure in seed film coating is to place the seed in a mixer in continuous or batch operation, add the particular desired amount of seed film formulations, as such or after previous dilution with water, and mix until the formulation is distributed. homogeneously in the seed. If appropriate, this is followed by a drying operation.

[00254] The application rate of the seed film formulations useful according to the invention can be varied without a relatively wide range. It is guided by the particular content of the compounds of Formula (I) in the formulations and by the seed. Application rates for the compound of Formula (I) are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 15 g per kilogram of seed.

Animal health

[00255] In the field of animal health, i.e. in the field of veterinary medicine, the compounds of Formula (I) are active against animal parasites, in particular ectoparasites or endoparasites. The term "endoparasite" especially includes helminths and protozoa such as coccidia. Ectoparasites are typically and preferably arthropods, especially insects or acarids.

[00256] In the field of veterinary medicine, the compounds of Formula (I) which have favorable endothermic toxicity are suitable for controlling parasites occurring in animal reproduction and livestock in livestock, breeding animals, zoo animals, laboratory animals, experimental animals and domestic animals. They are active against all or specific stages of parasite development.

[00257] Agricultural animals include, for example, mammals such as sheep, goats, horses, donkeys, camels, buffalo, rabbits, reindeer, fallow deer, and especially cattle and pigs; poultry such as turkeys, ducks, goose and especially chickens; or fish or crustaceans, for example in aquaculture; or, depending on the case, insects such as bees.

[00258] Domestic animals include, for example, mammals such as hamsters, guinea pigs, rats, mice, chinchillas, ferrets, and particularly dogs, cats, cage birds; reptiles, amphibians or aquarium fish.

[00259] In a specific embodiment, the compounds of Formula (I) are administered to mammals.

[00260] In another specific embodiment, the compounds of Formula (I) are administered to birds, namely cage birds or particularly birds.

[00261] The use of the compounds of Formula (I) for the control of animal parasites is intended to reduce or prevent diseases, cases of death and reductions in performance (in the case of meat, milk, wool, skins, eggs, honey and the like ), so that more economical and simpler livestock farming is possible and better animal welfare is achievable.

[00262] In relation to the field of animal health, the term "control" or "control" in the present context means that the compounds of Formula (I) are effective in reducing the incidence of the particular parasite in an animal infected with such parasites to a innocuous degree. More specifically, "control" in the present context means that the compounds of Formula (I) kill the respective parasite, inhibit its growth or inhibit its proliferation.

[00263] Arthropods include, for example, but not limitation,

[00264] of the order Anoplurida, for example, Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp. and Solenopotes spp.;

[00265] of the order Mallophagida and the suborders Amblycerina and Ischnocerina, for example, Bovicola spp., Damalina spp., Felicola spp.; Lepikentron spp., Menopon spp., Trichodectes spp., Trimenopon spp., Trinoton spp., Werneckiella spp.;

[00266] of the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp. ., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilia spp., Lutzomyia spp., Melophagus spp., Morellia spp., Musca spp., Odagmia spp., Oestrus spp., Philipomyia spp., Phlebotomus spp., Rhinoestrus spp., Sarcophaga spp., Simulium spp., Stomoxis spp., Tabanus spp ., Tipula spp., Wilhelmia spp., Wohlfahrtia spp.;

[00267] of the order Siphonapterida, for example, Ceratophyllus spp., Ctenocephalides spp., Pulex spp., Tunga spp., Xenopsylla spp.;

[00268] from the order Heteropterida, for example, Cimex spp., Panstrongylus spp., Rhodnius spp., Triatoma spp.; and also harmful and hygienic pests of the order Blattarida.

[00269] In addition, in the case of arthropods, the following mites should be mentioned for illustrative purposes, without limitation:

[00270] from the subclass Acari (Acarina) and the order Metastigmata, for example, from the family Argasidae, such as Argas spp., Ornithodorus spp., Otobius spp., from the family Ixodidae such as Amblyomma spp., Dermacentor spp., Haemaphysalis spp. , Hyalomma spp., Ixodes spp., Rhipicephalus (Boophilus) spp., Rhipicephalus spp. (the original genus of multihost ticks); from the order Mesostigmata, such as Dermanyssus spp., Ornithonyssus spp., Pneumonyssus spp., Raillietia spp., Sternostoma spp., Tropilaelaps spp., Varroa spp.; from the order Actinedida (Prostigmata), for example, Acarapis spp., Cheyletiella spp., Demodex spp., Listrophorus spp., Myobia spp., Neotrombicula spp., Ornithocheyletia spp., Psorergates spp., Trombicula spp.; and from the order Acaridida (Astigmata), for example, Acarus spp., Caloglyphus spp., Chorioptes spp., Cytodites spp., Hypodectes spp., Knemidocoptes spp., Laminosioptes spp., Notoedres spp., Otodectes spp., Psoroptes spp. , Pterolichus spp., Sarcoptes spp., Trixacarus spp., Tyrophagus spp.

[00271] Examples of parasitic protozoa include, but are not limited to:

[00272] Mastigophora (Flagellata), such as:

[00273] Metamonad: from the order Diplomonadida, eg Giardia spp., Spironucleus spp.

[00274] Parabasala: from the order Trichomonadida, for example, Histomonas spp., Pentatrichomonas spp., Tetratrichomonas spp., Trichomonas spp., Tritrichomonas spp.

[00275] Euglenozoa: from the order Trypanosomatida, for example, Leishmania spp., Trypanosoma spp.

[00276] Sarcomastigophora (Rhizopoda), such as Entamoebidae, eg Entamoeba spp., Centramoebidae, eg Acanthamoeba sp., Euamoebidae, eg Hartmanella sp.

[00277] Alveolata, such as Apicomplexa (Sporozoa): for example, Cryptosporidium spp.; from the order Eimeriida, for example, Besnoitia spp., Cystoisospora spp., Eimeria spp., Hammondia spp., Isospora spp., Neospora spp., Sarcocystis spp., Toxoplasma spp.; from the order Adeleida, for example, Hepatozoon spp., Klossiella spp.; from the order Haemosporida, for example, Leucocytozoon spp., Plasmodium spp.; from the order Piroplasmida, for example Babesia spp., Ciliophora spp., Echinozoon spp., Theileria spp.; from the order Vesibuliferida, eg Balantidium spp., Buxtonella spp.

[00278] Microspora, such as Encephalitozoon spp., Enterocytozoon spp., Globidium spp., Nosema spp., and also, for example, Myxozoa spp.

[00279] Helminths that are pathogenic to humans or animals include, for example, Acanthocephala, Nematodes, Pentastoma, and Platyhelminthes (eg, Monogenea, Cestodes, and Trematodes).

[00280] Illustrative helminths include, but are not limited to:

[00281] Monogenea: for example, Dactylogyrus spp., Gyrodactylus spp., Microbothrium spp., Polystoma spp., Troglecephalus spp.;

[00282] Cestodes: from the order Pseudophyllidea, for example: Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp., Ichthyobothrium spp., Ligula spp., Schistocephalus spp., Spirometra spp.

[00283] Of the cyclophyllida order, for example: Andyra spp., Anoplocephala spp., Avitellina spp., Bertiella spp., Cittotaenia spp., Davainea spp., Diorchis spp., Diplopylidium spp., Dipylidium spp., Echinococcus spp., Echinocotyle spp., Echinolepis spp., Hydatigera spp., Hymenolepis spp., Joyeuxiella spp., Mesocestoides spp., Moniezia spp., Paranoplocephala spp., Raillietina spp., Stilesia spp., Taenia spp., Thysaniezia spp., Thysanosoma spp .

[00284] Trematodes: from the Digenea class, for example: Austrobilharzia spp., Brachylaima spp., Calicophoron spp., Catatropis spp., Clonorchis spp. Collyriclum spp., Cotylophoron spp., Cyclocoelum spp., Dicrocoelium spp., Diplostomum spp., Echinochasmus spp., Echinoparyphium spp., Echinostoma spp., Eurytrema spp., Fasciola spp., Fasciolides spp., Fasciolopsis spp., Fischoed erius spp ., Gastrothylacus spp., Gigantobilharzia spp., Gigantocotyle spp., Heterophyes spp., Hypoderaeum spp., Leucochloridium spp., Metagonimus spp., Metorchis spp., Nanophyetus spp., Notocotylus spp., Opisthorchis spp., Ornithobilharzia spp., Paragonimus spp., Paramphistomum spp., Plagiorchis spp., Posthodiplostomum spp., Prosthogonimus spp., Schistosoma spp., Trichobilharzia spp., Troglotrema spp., Typhlocoelum spp.

[00285] Nematodes: from the order Trichinellida, for example: Capillaria spp., Trichinella spp., Trichomosoides spp., Trichuris spp.

[00286] From the order Tylenchida, for example: Micronema spp., Parastrangyloides spp., Strongyloides spp.

[00287] From the order Rhabditina, for example: Aelurostrongylus spp., Amidostomum spp., Ancylostoma spp., Angiostrongylus spp., Bronchonema spp., Bunostomum spp., Chabertia spp., Cooperia spp., Cooperioides spp., Crenosoma spp., Cyathostomum spp., Cyclococercus spp., Cyclodontostomum spp., Cylicocyclus spp., Cylicostephanus spp., Cylindropharynx spp., Cystocaulus spp., Dictyocaulus spp., Elaphostrongylus spp., Filaroides spp., Globocephalus spp., Graphidium spp., Gyalocephalus spp ., Haemonchus spp., Heligmosomoides spp., Hyostrongylus spp., Marshallagia spp., Metastrongylus spp., Muellerius spp., Necator spp., Nematodirus spp., Neostrongylus spp., Nippostrongylus spp., Obeliscoides spp., Oesophagodontus spp., Oesophagostomum spp., Ollulanus spp.; Ornithostrongylus spp., Oslerus spp., Ostertagia spp., Paracooperia spp., Paracrenosoma spp., Parafilaroides spp., Parelaphostrongylus spp., Pneumocaulus spp., Pneumostrongylus spp., Poteriostomum spp., Protostrongylus spp., Spicocaulus spp., Stephanurus s pp ., Strongylus spp., Syngamus spp., Teladorsagia spp., Trichonema spp., Trichostrongylus spp., Triodontophorus spp., Troglostrongylus spp., Uncinaria spp.

[00288] From the order Spirurida, for example: Acanthocheilonema spp., Anisakis spp., Ascaridia spp.; Ascaris spp., Ascarops spp., Aspiculuris spp., Baylisascaris spp., Brugia spp., Cercopithifilaria spp., Crassicauda spp., Dipetalonema spp., Dirofilaria spp., Dracunculus spp.; Draschia spp., Enterobius spp., Filaria spp., Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp., Parabronema spp., Parafilaria spp., Parascaris spp., Passalurus spp., Physaloptera spp., Probstmayria spp., Pseudofilaria spp., Setaria spp., Skjrabinema spp ., Spirocerca spp., Stephanofilaria spp., Strongyluris spp., Syphacia spp., Thelazia spp., Toxascaris spp., Toxocara spp., Wuchereria spp.

[00289] Acanthocephala: from the order Oligacanthorhynchida, for example: Macracanthorhynchus spp., Prosthenorchis spp.; of the order Moniliformida, for example: Moniliformis spp.

[00290] Of the order Polymorphida, for example: Filicollis spp.; from the order Echinorhynchida, eg Acanthocephalus spp., Echinorhynchus spp., Leptorhynchoides spp.

[00291] Pentastoma: of the order Porocephalida, eg Linguatula spp.

[00292] In the veterinary field and in animal husbandry, the compounds of Formula (I) are administered by methods generally known in the art, such as by enteral, parenteral, dermal or nasal means in the form of suitable preparations. Administration may be prophylactic, metaphylactic or therapeutic.

[00293] Accordingly, an embodiment of the present invention relates to the compounds of Formula (I) for use as a medicine.

[00294] A further aspect relates to the compounds of Formula (I) for use as an anti-endoparasitic agent.

[00295] A further specific aspect of the invention relates to the compounds of Formula (I) for use as an anthelmintic agent, especially for use as a nematicide, platyhelminticide, acanthocephalicide or pentastomicide.

[00296] A further specific aspect of the invention relates to compounds of Formula (I) for use as an antiprotozoal agent.

[00297] A further aspect relates to the compounds of Formula (I) for use as an anti-ectoparasitic agent, especially an arthropodicidal, very particular.

[00298] Further aspects of the invention are veterinary medicine formulations comprising an effective amount of at least one compound of Formula (I) and at least one of the following: a pharmaceutically acceptable excipient (e.g., solid or liquid diluents), an auxiliary pharmaceutically acceptable excipient (e.g. surfactants), especially a pharmaceutically acceptable excipient conventionally used in veterinary medicine formulations and/or a pharmaceutically acceptable auxiliary conventionally used in veterinary medicine formulations.

[00299] A related aspect of the invention is a method for producing a veterinary medicine formulation as described herein, which comprises the step of mixing at least one compound of Formula (I) with pharmaceutically acceptable excipients and auxiliaries, especially with pharmaceutically acceptable excipients conventionally used in veterinary medicine formulations and/or auxiliaries conventionally used in veterinary medicine formulations.

[00300] Another specific aspect of the invention refers to veterinary medicine formulations selected from the group of ectoparasiticide and endoparasiticide formulations, especially selected from the group of anthelmintic, antiprotozoic and arthropodicidal formulations, very particularly selected from the group of nematicidal formulations , platyhelminticides, acanthocephalidides, pentastomicides, insecticides and acaricides, according to the mentioned aspects, and methods for their production.

[00301] Another aspect relates to a method for treating a parasitic infection, especially an infection caused by a parasite selected from the group of ectoparasites and endoparasites mentioned herein, using an effective amount of a compound of Formula (I) in an animal, especially a non-human animal, that needs it.

[00302] Another aspect refers to a method for treating a parasitic infection, especially an infection caused by a parasite selected from the group of ectoparasites and endoparasites mentioned in the present document, with the use of a veterinary medicine formulation, as defined herein, on an animal, especially a non-human animal, that needs it.

[00303] Another aspect relates to the use of the compounds of Formula (I) in the treatment of a parasite infection, especially an infection caused by a parasite selected from the group of ectoparasites and endoparasites mentioned herein, in an animal, especially a non-human animal.

[00304] In the present context of animal health or veterinary medicine, the term "treatment" includes prophylactic, metaphylactic and therapeutic treatment.

[00305] In a particular embodiment, therefore, mixtures of at least one compound of Formula (I) with active ingredients, especially with endo- and ectoparasiticides, are provided for the field of veterinary medicine.

[00306] In the field of animal health, "mixture" means not only that two (or more) different active ingredients are formulated in a common formulation and are used together correspondingly, but also refers to products comprising separate formulations for each active ingredient. Consequently, when more than two active ingredients are employed, all active ingredients can be formulated in a common formulation or all active ingredients can be formulated in separate formulations; Mixed forms are also conceivable in which some of the active ingredients are formulated together and some of the active ingredients are formulated separately. Separate formulations allow separate or successive application of the active ingredients in question.

[00307] The active ingredients specified here by their "common names" are known and are described, for example, in "Pesticide Manual” (see above) or may be searched on the Internet (for example: http://www.alanwood. net/pesticides).

[00308] Illustrative active ingredients from the group of ectoparasiticides as blend components include, without any intention that this constitutes a restriction, the insecticides and acaricides listed in detail above. Additional useful active ingredients are listed below according to the classification mentioned above based on the current IRAC Mode of Action Classification Scheme: (1) acetylcholinesterase (AChE) inhibitors; (2) GABA-linked chloride channel blockers; (3) sodium channel modulators; (4) competitive nicotinic acetylcholine (nAChR) modulators; (5) nicotinic acetylcholine allosteric modulators (nAChR); (6) glutamate gate chloride (GluCl) channel allosteric modulators; (7) juvenile hormone mimics; (8) mixed non-specific inhibitors (multiple sites); (9) chordotone organ modulators; (10) dust mite growth inhibitors; (12) mitochondrial ATP synthase inhibitors, such as ATP disruptors; (13) uncouplers of oxidative phosphorylation through disruption of the proton gradient; (14) nicotinic acetylcholine channel blockers; (15) chitin biosynthesis inhibitors, type 0; (16) chitin biosynthesis inhibitors, type 1; (17) molt disruptors (especially in Diptera); (18) ecdysone receptor agonists; (19) octopamine receptor agonists; (21) mitochondrial complex I electron transport inhibitors; (25) mitochondrial complex II electron transport inhibitors; (20) mitochondrial complex III electron transport inhibitors; (22) voltage-gated sodium channel blockers; (23) acetyl CoA carboxylase inhibitors; (28) ryanodine receptor modulators;

[00309] Active ingredients that have unknown or non-specific mechanisms of action, for example, fentrifanil, phenoxacrim, cycloprene, chlorobenzylate, chlordimeform, flubenzimine, diciclanil, amidoflumet, quinomethionat, triaratene, clothiazoben, tetrasul, potassium oleate, petroleum, methoxadiazone, gossiplur, flutenzine, brompropylate, cryolite;

[00310] compounds from other classes, for example, butacarb, dimethylane, cloethocarb, phosphocarb, pirimiphos(-ethyl), parathion(-ethyl), methacryphos, isopropyl o-salicylate, trichlorfon, sulprofos, propaphos, sebufos, pyridathione, protoate , diclofenthion, demeton-S-methyl sulfone, isazophos, cyanophenphos, dialyphos, carbophenothione, autathiophos, aromfenvinphos(-methyl), azinphos(-ethyl), chlorpyrifos(-ethyl), phosmethylan, iodofenphos, dioxabenzophos, formotiona, phonophos, flupyrazophos , fensulfothione, etriphos;

[00311] organochlorine compounds, e.g. camphechlor, lindane, heptachlor; or phenylpyrazoles, for example acetoprole, pyrafluprol, pyriprol, vaniliprole, sisapronil; or isoxazolines, for example sarolaner, afoxolaner, lotilaner, fluralaner;

[00312] Pyrethroids, e.g. (cis-, trans-)metofluthrin, profluthrin, flufenprox, flubrocitrinate, fubfenprox, fenfluthrin, protrifenbut, pyresmethrin, RU15525, teralethrin, cis-resmethrin, heptafluthrin, bioethanometryn, biopermethrin, fenpyrithrin, cis-cypermethrin , cis-permethrin, clocithrin, cyhalothrin (lambda-), clovaportrine or halogenated hydrocarbon compounds (HCHs),

[00313] neonicotinoids, eg nithiazine,

[00314] dichloromezothiaz, triflumezopyrim,

[00315] macrocyclic lactones, for example nemadectin, ivermectin, latidectin, moxidectin, selamectin, eprinomectin, doramectin, emamectin benzoate; milbemycin oxime,

[00316] triprene, epofenonan, diofenolan;

[00317] Biological products, hormones or pheromones, e.g. natural products, e.g. thuringiensin, codlemon or neem components,

[00318] dinitrophenols, eg dinocap, dinobutone, binapacryl;

[00319] Benzoylureas, eg fluazuron, penflurone,

[00320] Amidine derivatives, eg chlormebuform, cimiazole, demiditraz,

[00321] Beehive varroa acaricides, eg organic acids, eg formic acid, oxalic acid.

[00322] Illustrative active ingredients from the group of endoparasiticides, as blend components, include, but are not limited to, anthelmintic active ingredients and antiprotozoal active ingredients.

[00323] The anthelmintic active ingredients include, but are not limited to, the following nematicidal, trematicidal and/or cestocidal active compounds:

[00324] from the class of macrocyclic lactones, for example: eprinomectin, abamectin, nemadectin, moxidectin, doramectin, selamectin, lepimectin, latidectin, milbemectin, ivermectin, emamectin, milbemycin;

[00325] from the class of benzimidazoles and probenzimidazoles, for example: oxibendazole, mebendazole, triclabendazole, thiophanate, parbendazole, oxfendazole, netobimine, fenbendazole, febantel, thiabendazole, cyclobendazole, cambendazole, albendazole sulfoxide, albendazole, flubendazole;

[00326] from the class of depsipeptides, preferably cyclic depsipeptides, especially 24-membered cyclic depsipeptides, for example: emodepside, PF1022A;

[00327] from the class of tetrahydropyrimidines, for example: morantel, pyrantel, oxantel;

[00328] from the class of imidazothiazoles, for example: butamisol, levamisole, tetramisol;

[00329] from the class of aminophenylamidines, for example: amidantel, deacylated amidantel (dAMD), tribendimidine;

[00330] from the class of aminoacetonitriles, for example: monepantel;

[00331] from the class of paraherquamides, for example: paraherquamide, derquantel;

[00332] from the class of salicylanilides, for example: tribromsalan, bromoxanide, brotianide, clioxanide, closantel, niclosamide, oxyclozanide, rafoxanide;

[00333] from the class of substituted phenols, for example: nitroxynil, bithionol, disophenol, hexachlorophene, niclofolane, meniclofolane;

[00334] from the class of organophosphates, for example: trichlorfon, naphthalophos, dichlorvos/DDVP, crufomate, coumaphos, haloxone;

[00335] from the class of piperazinones/quinolines, for example: praziquantel, epsiprantel;

[00336] from the class of piperazines, for example: piperazine, hydroxyzine;

[00337] from the class of tetracyclines, for example: tetracycline, chlorotetracycline, doxycycline, oxytetracycline, rolitetracycline;

[00338] of the various other classes, for example: bunamidine, niridazole, resorantel, omphalotin, oltipraz, nitroscanate, nitroxynil, oxamniquine, mirasane, miracil, lucantone, hycantone, hetoline, emetine, diethylcarbamazine, dichlorophene, diamphenetide, clonazepam, bephenium, amoscanate , clorsulone.

[00339] Antiprotozoal active ingredients include, but are not limited to, the following active ingredients:

[00340] from the triazine class, for example: diclazuril, ponazuril, letterazuril, toltrazuril;

[00341] from the class of polyether ionophores, for example: monensin, salinomycin, maturemycin, narasin;

[00342] from the class of macrocyclic lactones, for example: milbemycin, erythromycin;

[00343] from the quinolone class, for example: enrofloxacin, pradofloxacin;

[00344] from the class of quinines, for example: chloroquine;

[00345] from the class of pyrimidines, for example: pyrimethamine;

[00346] from the sulfonamide class, for example: sulfaquinoxaline, trimethoprim, sulfaclozine;

[00347] from the class of thiamines, for example: amprolium;

[00348] from the class of lincosamides, for example: clindamycin;

[00349] from the class of carbanilides, for example: imidocarb;

[00350] from the class of nitrofurans, for example: nifurtimox;

[00351] from the class of quinazolinone alkaloids, for example: halofuginone;

[00352] of various other classes, for example: oxamniquine, paromomycin;

[00353] from the class of vaccines or antigens of microorganisms, for example: Babesia canis rossi, Eimeria tenella, Eimeria praecox, Eimeria necatrix, Eimeria mitis, Eimeria maxima, Eimeria brunetti, Eimeria acervulina, Babesia canis vogeli, Leishmania infantum, Babesia canis canis , Dictyocaulus viviparus.

[00354] All the mentioned mixing components, as the case may be, can also form salts with suitable bases or acids if they were able to do so based on their functional groups. vector control

[00355] The compounds of Formula (I) can also be used in vector control. In the context of the present invention, a vector is an arthropod, especially an insect or arachnid, capable of transmitting pathogens, for example viruses, worms, unicellular organisms and bacteria, from a reservoir (plant, animal, human, etc.) to a host. Pathogens can be transmitted mechanically (eg, trachoma by non-stinging flies) to a host or following injection into a host (eg, malarial parasites by mosquitoes).

[00356] Examples of vectors and the diseases or pathogens they transmit are: 1) Mosquitoes - Anopheles: malaria, filariasis; - Culex: Japanese encephalitis, filariasis, other viral diseases, transmission of other worms; - Aedes: yellow fever, dengue fever, other viral disorders, filariasis; - Simuliidae: transmission of worms, especially Onchocerca volvulus; - Psychodidae: transmission of leishmaniasis 2) Lice: skin infections, epidemic typhus; 3) Fleas: plague, endemic typhus, tapeworms; 4) Fly: sleeping sickness (trypanosomiasis); cholera, other bacterial diseases; 5) Mites: acariosis, epidemic typhus, rickettsial chickenpox, tularemia, Saint Louis encephalitis, tick-borne encephalitis (TBE), Crimean-Congo hemorrhagic fever, borreliosis; 6) Ticks: borreliosis such as Borrelia bungdorferi sensu lato., Borrelia duttoni, tick-borne encephalitis, Q fever (Coxiella burnetii), babesiosis (Babesia canis canis), ehrlichiosis.

[00357] Examples of vectors in the context of the present invention are insects, for example aphids, flies, leafhoppers or thrips, which can transmit viruses from plant to plant. Other vectors capable of transmitting plant viruses are mites, lice, beetles and nematodes.

[00358] Additional examples of vectors in the context of the present invention are insects and arachnids such as mosquitoes, especially of the genera Aedes, Anopheles, for example, A. gambiae, A. arabiensis, A. funestus, A. dirus (malaria) and Culex , Psychodidae such as Phlebotomus, Lutzomyia, lice, fleas, flies, mites and ticks, which can transmit pathogens to animals and/or humans.

[00359] Vector control is also possible if the compounds of Formula (I) promote resistance breakdown.

[00360] The compounds of Formula (I) are suitable for use in the prevention of vector-borne diseases and/or pathogens. Thus, a further aspect of the present invention is the use of compounds of Formula (I) for vector control, for example in agriculture, in horticulture, in forests, in gardens and in leisure facilities, and also in the protection of materials and stored products. Protection of industrial materials

[00361] The compounds of Formula (I) are suitable for protecting industrial materials against attack or destruction by insects, for example, from the orders Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psocoptera and Zygentoma.

[00362] Industrial materials in the present context are understood to mean inanimate materials, such as, preferably, plastics, adhesives, starches, papers and boards, leather, wool, processed wool products and coating compositions. The use of the invention for protecting wood is particularly preferred.

[00363] In a further embodiment, the compounds of Formula (I) are used together with at least one additional insecticide and/or at least one fungicide.

[00364] In an additional embodiment, the compounds of Formula (I) take the form of a ready-to-use pesticide, that is, they can be applied to the material in question without further modifications. Additional useful insecticides or fungicides especially include those mentioned above.

[00365] Surprisingly, it was also found that the compounds of Formula (I) can be used to protect objects that come into contact with salt water or brackish water, in particular, hulls, screens, nets, buildings, moorings and signaling systems, against fouling. It is also possible to use the compounds of Formula (I), alone or in combination with other active ingredients, as antifouling agents. Control of animal pests in the hygiene sector

[00366] The compounds of Formula (I) are suitable for controlling animal pests in the hygiene sector. More particularly, the invention can be used in the domestic protection sector, in the hygiene protection sector and in the protection of stored products, particularly for the control of insects, arachnids, ticks and mites found in closed spaces, for example, dwellings, environments from factories, workshops, vehicle cabins, animal husbandry facilities. To control animal pests, the compounds of Formula (I) are used alone or in combination with other active ingredients and/or auxiliaries. They are preferably used in household insecticide products. The compounds of Formula (I) are effective against sensitive and resistant species and against all developmental stages.

[00367] These pests include, for example, pests of the class Arachnida, of the orders Scorpiones, Araneae and Opiliones, of the classes Chilopoda and Diplopoda, of the class Insecta, of the order Blattodea, of the orders Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera, Isoptera , Lepidoptera, Phthiraptera, Psocoptera, Saltatoria or Orthoptera, Siphonaptera and Zygentoma and of the class Malacostraca, of the order Isopoda.

[00368] The application is carried out, for example, in aerosols, non-pressurized spray products, for example, pump and atomizer sprays, automatic vaporization systems, sprinklers, foams, gels, evaporation products with evaporation tablets produced from cellulose or plastic evaporators, liquid, gel, and membrane evaporators, propellant-driven, energy-free, or passive evaporators, evaporation systems, moth papers, moth pouches, and moth gels, such as granules or dust, in baits for spreading or bait stations. Preparation Example: 2-(3-Ethylsulfonylpyrazolo[1,5-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine (Ex. 1-1)

[00369] 100 mg (0.25 mmol) of 2-(3-bromopyrazolo[1,5-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)-imidazo[4,5-c] pyridine, 146.6 mg (1.26 mmol) of sodium ethanesulfinate and 7.2 mg (0.03 mmol) of copper(I) iodide were stirred in 10 ml of N,N-dimethylformamide in a synthesis unit microwave oven (Anton Paar, Monowave 400) at 120 °C for four hours. Subsequently, a sodium chloride solution was added to the reaction mixture, which was extracted with ethyl acetate. The organic phase was dried over sodium sulfate and then the solvent was distilled off under reduced pressure. The residue was purified by column chromatography purification via preparative HPLC with a water/acetonitrile gradient as eluent.

[00370] (logP (neutral): 2.26; MH+: 410; 1H NMR(600 MHz, D6-DMSO) δ ppm: 1.23 (t, 3H), 3.74 (q, 2H), 4, 10 (s, 3H), 7.39-7.41 (m, 1H), 7.77-7.80 (m, 1H), 8.17 (d, 1H), 8.32 (s, 1H) , 9.07 (d, 1H), 9.30 (s, 1H). 2-(3-Bromopyrazolo[1,5-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[ 4,5-c]pyridine

[00371] 320 mg (1.67 mmol) of N3-methyl-6-(trifluoromethyl)pyridine-3,4-diamine, 504 mg (2.09 mmol) of 3-bromopyrazolo[1,5-a]pyridine acid -2-carboxylic acid and 321 mg (1.67 mmol) of 1-(3-dimethylamino-propyl)-3-ethylcarbodiimide hydrochloride (EDCI) were stirred in 10 ml of pyridine under argon at room temperature for 16 h. The reaction mixture was freed from the solvent under reduced pressure, water was added to the residue, and extraction was performed with ethyl acetate. The organic phase was dried over sodium sulfate and then the solvent was distilled off under reduced pressure. The residue was then stirred in 10 ml of toluene in the presence of 159 mg (83 mmol) of para-toluenesulfonic acid under reflux for 6 h. The mixture was mixed by addition with sodium hydrogencarbonate solution and extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and then the solvent was distilled off under reduced pressure.

[00372] (logP (neutral): 2.86; MH+: 396; 1H NMR(400 MHz, D6-DMSO) δ ppm: 4.29 (s, 3H), 7.21 (t, 1H), 7, 53 (t, 1H), 7.78 (d, 1H), 8.32 (s, 1H), 8.92 (d, 1H), 9.27 (s, 1H).

[00373] In analogy to the examples and according to the preparation processes described above, it is possible to prepare the following compounds of Formula (I): 2-(3-Ethylsulfonylpyrazolo[1,5-a]pyrimidin-2-yl)- 3-methyl-6-(trifluoromethyl)imidazo[4,5-c]-pyridine (Ex. I-2)

[00374] (logP (neutral): 1.58; MH+: 411; 1H NMR(400 MHz, D6-DMSO) δ ppm: 1.20 (t, 3H), 3.55 (q, 2H), 3, 97 (s, 3H), 7.56-7.59 (m, 1H), 8.32 (s, 1H), 9.03-9.06 (m, 1H), 9.29 (s, 1H) , 9.51 (d, 1H) 3-Ethylsulfonyl-5,7-dimethyl-2-[3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridin-2-yl]-pyrazolo[1 ,5-a]pyrimidine (Ex. I-3)

[00375] (logP (neutral): 2.00; MH+: 439; 1H NMR(400 MHz, D6-DMSO) δ ppm: 1.17 (t, 3H), 2.69 (s, 3H), 2, 80 (s, 3H), 3.53 (q, 2H), 3.95 (s, 3H), 7.42 (s, 1H), 8.30 (s, 1H), 9.27 (s, 1H ).

[00376] In analogy to the examples and according to the preparation processes described above, the following compounds of Formula (I) can be obtained:

[00377] LogP values are measured according to the Directive of EEC 79/831 Annex V.A8 by HPLC (high performance liquid chromatography) on a reversed phase column (C 18). Temperature: 55°C.

[00378] The LC-MS determination in the acid range is performed at pH 2.7 with 0.1% aqueous formic acid and acetonitrile (which contains 0.1% formic acid) as eluents; linear gradient from 10% acetonitrile to 95% acetonitrile. Called logP(HCOOH) in the table.

[00379] The determination by LC-MS in the neutral range is carried out at pH 7.8 with aqueous solution of ammonium hydrogen carbonate 0.001 molar and acetonitrile as eluents; linear gradient from 10% acetonitrile to 95% acetonitrile. Called logP (neutral) in the table.

[00380] Calibration is performed using unbranched alkan-2-ones (with 3 to 16 carbon atoms) with known logP values (logP values determined based on retention times by linear interpolation between two successive alkanones ).

[00381] The NMR data of the selected examples are listed in conventional form (δ values, multiplet division, number of hydrogen atoms) or as NMR peak lists.

[00382] In each case, the solvent in which the NMR spectrum is recorded was established.

[00383] NMR peak list method

[00384] The 1H-NMR data of selected examples are indicated in the form of 1H-NMR peak lists. For each signal peak, first the δ value in ppm and then the signal strength in parentheses are listed. Pairs of δ-signal strength numbers for different signal peaks are listed separated from each other by semicolons.

[00385] The peak list for an example therefore takes the form: δi (intensityi); δ2 (intensity2); ; δi (intensityi); ; δn (intensity)

[00386] The intensity of sharp signals correlates to the height of the signals on a printed example of an NMR spectrum in cm and shows the true ratios of the signal intensities. In the case of wide signals, several peaks or the middle of the signal and the relative strength of the signal can be shown compared to the strongest signal in the spectrum.

[00387] For calibration of the chemical shift of iH NMR spectra, tetramethylsilane and/or the chemical shift of the solvent are used, particularly in the case of spectra measured in DMSO. Therefore, the tetramethylsilane peak can, but need not, occur in NMR peak lists.

[00388] 1H NMR peak lists are similar to conventional 1H NMR printouts, and thus usually contain all peaks listed in a conventional NMR interpretation.

[00389] Furthermore, like conventional 1H NMR printouts, they may show solvent signals, stereoisomeric signals of the target compounds, which also form part of the subject matter of the invention, and/or impurity peaks.

[00390] In the report of compound signals within the delta range of solvents and/or water, the present 1H NMR peak lists show the standard solvent peaks, for example, DMSO peaks in DMSO-D6 and the peak of water, which usually have a high average intensity.

[00391] The peaks of stereoisomers of the target compounds and/or peaks of impurities usually have a lower intensity on average than the peaks of the target compounds (for example, with a purity of > 90 %).

[00392] Such stereoisomers and/or impurities may be typical of the particular preparation process. Their peaks can then aid in identifying the reproduction of our preparation process with reference to "by-product chromatographic profiles".

[00393] An expert who calculates the peaks of the addressed compounds through known methods (CMaster, ACD simulation, but also with empirically evaluated expected values) can, if required, isolate the peaks of the addressed compounds, optionally with the use of filters of additional intensity. This isolation would be similar to relevant peak selection in classic 1H NMR interpretation.

[00394] Additional details of 1H NMR peak lists can be found in Research Description Database Number 564025. Usage examples Tetranychus urticae - spray test, OP resistant Solvent: 78.0 parts by weight acetone 1.5 parts by weight dimethylformamide Emulsifier: alkylaryl polyglycol ether

[00395] To produce a suitable active ingredient formulation, 1 part by weight of active ingredient is dissolved with the specified parts by weight of solvent and brought up to the desired concentration with water containing an emulsifier concentration of 1000 ppm. To produce additional test concentrations, the formulation is diluted with water containing an emulsifier.

[00396] Bean disks (Phaseolus vulgaris) infested with all stages of the spider mite (Tetranychus urticae) are sprayed with an active ingredient formulation of the desired concentration.

[00397] After 6 days, the efficiency in % is determined. 100% means that all spider mites were killed; 0% means that no spider mites were killed.

[00398] In this test, for example, the following compounds from the preparation examples show an effectiveness of 90% at an application rate of 20 g/ha: I-2. Myzus persicae - spray test Solvent: 78

[00399] For proper, 1 part by weight of active ingredient is dissolved with the specified parts by weight of solvent and brought up to the desired concentration with water containing an emulsifier concentration of 1000 ppm. To produce additional test concentrations, the formulation is diluted with water containing an emulsifier.

[00400] Chinese cabbage (Brassica pekinensis) leaf discs infested with all stages of the green aphid (Myzus persicae) are sprayed with an active ingredient formulation of the desired concentration.

[00401] After 5 days, the efficiency in % is determined. 100% means that all aphids were killed; 0% means that no aphids were killed.

[00402] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 100 g/ha: I-1, I-3

[00403] In this test, for example, the following compounds from the preparation examples show an effectiveness of 90% at an application rate of 100 g/ha: I-2, I-4, I-6 Myzus persicae - oral test Solvent : 100 parts by weight of acetone

[00404] To produce a suitable ingredient formulation, 1 part by weight of active ingredient is dissolved with the defined parts by weight of solvent and made up to the desired concentration with water.

[00405] 50 μl of the active ingredient preparation is transferred into microtiter plates and made up to a final volume of 200 μl with 150 μl of insect medium IPL41 (33% + 15% sugar). Subsequently, the plates are sealed with parafilm, which a mixed population of green aphids (Myzus persicae) in a second microtiter plate is able to pierce and absorb the solution.

[00406] After 5 days, the efficiency in % is determined. 100% means that all aphids were killed; 0% means that no aphids were killed.

[00407] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 20 ppm: I-1, I-2, I-3

[00408] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 4 ppm: I-1, I-2, I-3, I-4, I-5 , I-6 Phaedon cochleariae - spray test Solvent: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: alkylaryl polyglycol ether

[00409] To produce a suitable active ingredient formulation, 1 part by weight of active ingredient is dissolved with the specified parts by weight of solvent and brought up to the desired concentration with water containing an emulsifier concentration of 1000 ppm. To produce additional test concentrations, the formulation is diluted with water containing an emulsifier.

[00410] Chinese cabbage leaf discs (Brassica pekinensis) are sprayed with an active ingredient formulation of the desired concentration and, after drying, populated with larvae of the mustard leaf beetle (Phaedon cochleariae).

[00411] After 7 days, the efficiency in % is determined. 100% means that all beetle larvae have been killed; 0% means that no beetle larvae were killed.

[00412] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 100 g/ha: I-4, I-5, I-6 Spodoptera frugiperda - spray test Solvent: 78.0 parts by weight of acetone 1.6 parts by weight of dimethylformamide Emulsifier: alkylaryl polyglycol ether

[00413] To produce a suitable active ingredient formulation, 1 part by weight of active ingredient is dissolved with the specified parts by weight of solvent and brought up to the desired concentration with water containing an emulsifier concentration of 1000 ppm. To produce additional test concentrations, the formulation is diluted with water containing an emulsifier.

[00414] Maize leaf discs (Zea mays) are sprayed with an active ingredient formulation of the desired concentration and, after drying, populated with fall armyworm caterpillars (Spodoptera frugiperda).

[00415] After 7 days, the efficiency in % is determined. 100% means that all caterpillars were killed; 0% means that no caterpillars were killed.

[00416] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 100 g/ha: I-4, I-5, I-6 Ctenocephalides felis - patch tests in vitro with adult cat fleas

[00417] For coating the test tubes, 9 mg of active ingredient are first dissolved in 1 ml of acetone p.a. and then diluted to the desired concentration with acetone p.a. 250 μl of the solution is homogeneously distributed on the inner walls and at the base of a test tube of a 25 ml glass tube by rotating and oscillating on an orbital shaker (rotating by oscillating at 30 rpm for 2 hours). With 900 ppm active ingredient solution and internal surface area of 44.7 cm2, given homogeneous distribution, an area-based dose of 5 μg/cm2 is obtained.

[00418] After the solvent has evaporated, the tubes are populated with 5 to 10 adult cat fleas (Ctenocephalides felis), sealed with a perforated plastic lid, and incubated in a horizontal position at room temperature and ambient humidity. After 48 h, the efficacy is determined. For this purpose, the tubes are held vertically and the fleas are pushed to the bottom of the tube. Fleas that remain motionless on the base or move in an uncoordinated manner are considered dead or dying.

[00419] A substance shows satisfactory efficacy against Ctenocephalides felis if at least 80% efficacy has been achieved in that test at an application rate of 5 μg/cm2. 100% effectiveness means all fleas were dead or dying. 0% effectiveness means that no fleas were harmed.

[00420] In this test, for example, the following compounds from the preparation examples show 100% effectiveness at an application rate of 5 μg/cm2 (500 g/ha): I-1, I-4 Boophilus microplus - test for injection Solvent: dimethyl sulfoxide

[00421] To produce a suitable active ingredient formulation, 10 mg of active ingredient is mixed with 0.5 ml of solvent and the concentrate is diluted to the desired concentration with water.

[00422] 1 μl of the active ingredient solution is injected into the abdomen of 5 female adult bull ticks (Boophilus microplus). The animals were transferred onto plates and kept in a climate-controlled environment.

[00423] Efficacy is evaluated after 7 days by laying fertile eggs. Eggs that are not visibly fertile are stored in a climate-controlled cabin until the larvae hatch after about 42 days. An efficacy of 100% means that none of the ticks laid fertile eggs; 0% means that all eggs are fertile.

[00424] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 20 μg/animal: I-3 Ctenocephalides felis - oral test Solvent: dimethyl sulfoxide

[00425] To produce a suitable active ingredient formulation, 10 mg of active ingredient is mixed with 0.5 ml of dimethyl sulfoxide. Dilution with citrated cattle blood determines the desired concentration.

[00426] About 20 adult unfed cat fleas (Ctenocephalides felis) are placed in a chamber which is closed at the top and bottom with gauze. A metal cylinder whose bottom end is closed with parafilm is placed over the chamber. The cylinder contains the blood/active ingredient formulation, which can be absorbed by fleas through the parafilm membrane.

[00427] After 2 days, the kill in % is determined. 100% means that all fleas were killed; 0% means that none of the caterpillars were killed.

[00428] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 100 ppm: I-1, I-3 Lucilia cuprina test Solvent: dimethyl sulfoxide

[00429] To produce a suitable active ingredient formulation, 10 mg of active ingredient is mixed with 0.5 ml of dimethyl sulfoxide and the concentrate is diluted with water to the desired concentration.

[00430] About 20 L1 larvae of the Australian sheep blowfly (Lucilia cuprina) are transferred into a test vessel containing ground horse meat and the active ingredient formulation of the desired concentration.

[00431] After 2 days, the kill in % is determined. 100% means that all larvae were killed; 0% means that no larvae were killed.

[00432] In this test, for example, the following compounds from the preparation examples show an effectiveness of 100% at an application rate of 100 ppm: I-1, I-4

[00433] In this test, for example, the following compounds from the preparation examples show an effectiveness of 97% at an application rate of 100 ppm: I-3 Musca domestica test Solvent: dimethyl sulfoxide

[00434] To produce a suitable active ingredient formulation, 10 mg of active ingredient is mixed with 0.5 ml of dimethyl sulfoxide and the concentrate is diluted with water to the desired concentration.

[00435] The vessels containing a sponge treated with sugar solution and the active ingredient formulation of the desired concentration are populated with 10 adult houseflies (Musca domestica).

[00436] After 2 days, the kill in % is determined. 100% means that all flies were killed; 0% means that none of the flies were killed.

[00437] In this test, for example, the following compounds from the preparation examples show an effectiveness of 90% at an application rate of 100 ppm: I-4

Claims (5)

1. Compounds, characterized by the fact that they have Formula (I), where Aa is =C(R10)‒, Ab is =C(R11)‒, Ac is =C(R12)‒, Ad is nitrogen, R1 is ethyl, R10 is hydrogen or methyl, R11 is hydrogen, chlorine, cyano , aminocarbonyl or cyclopropyl, R12 is hydrogen or methyl, where only one or two of the radicals R10, R11, R12 are a substituent other than hydrogen, Q is a heteroaromatic 9-membered fused bicyclic ring system from the group of Q2 or Q3, R4 is methyl, R5 is trifluoromethyl, R6 is hydrogen, n is 2. 2. Agrochemical formulation, characterized by the fact that it comprises compounds of Formula (I), as defined in claim 1, and also extenders and/or surfactants. 3. Agrochemical formulation according to claim 2, characterized in that it further comprises an additional agrochemically active ingredient. 4. Method for controlling animal pests, characterized by allowing a compound of Formula (I), as defined in claim 1, or an agrochemical formulation, as defined in claim 2 or 3, to act on animal pests and/or in their habitat, wherein the method excludes methods for the surgical or therapeutic treatment of the human or animal body and diagnostic methods performed on the human or animal body. 5. Use of compounds of Formula (I), as defined in claim 1, or agrochemical formulations, as defined in claim 2 or 3, characterized in that it is to control animal pests, in which the use excludes surgical treatment or treatment of the human or animal body and the diagnosis performed on the human or animal body.