Pesticides Pyrazole and Triazole Derivatives

Abstract

The present invention relates to a compound of formula (I): TIFF2022540928000067.tif21151 (where the variables are defined in the specification) and the N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts thereof. The compounds of formula (I) and the N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts thereof are useful for combating or controlling invertebrate pests, particularly arthropod pests and nematodes. The invention also relates to methods for controlling invertebrate pests by using these compounds, and to plant propagation materials, and agricultural and veterinary compositions containing the compounds.

Description

[Technical field]

[0001] Invertebrate pests, especially insects, arachnids and nematodes, destroy growing and harvested crops and attack wooden homes and commercial buildings, thereby causing significant economic losses to the food supply and property. Therefore, there is a continuing need for new agents to control invertebrate pests. [Background technology]

[0002] Carbamoylated and thiocarbamoylated oxime derivatives are known for pesticidal use, for example in patent publication WO 2016 / 156076, and semicarbazone and thiosemicarbazone derivatives are known for pesticidal use in patent publication WO 2016 / 116445.

[0003] There is a continuing need to identify additional compounds suitable for controlling invertebrate pests, such as insects, arachnids and nematodes, because the target pests may develop resistance to the pesticidal active agents. Additionally, new compounds are needed that have high pesticidal activity and a broad spectrum of activity against many different invertebrate pests, especially against difficult to control insects, arachnids and nematodes. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] WO 2016 / 156076 [Patent Document 2] WO 2016 / 116445 Summary of the Invention

[0005] It is therefore an object of the present invention to identify and provide compounds which exhibit high pesticidal activity against invertebrate pests and have a broad spectrum of activity.

[0006] It has now been found that these objects can be achieved by substituted bicyclic compounds of formula I as shown and defined below, including their stereoisomers, their salts, in particular their agriculturally or veterinarily acceptable salts, their tautomers and their N-oxides.

[0007] In a first aspect, the present invention provides a compound of formula I

[0008] [ka] (In the formula, A is N or CR A and; B 1 is N or CR B1 and; B 2 is N or CR B2 and; B 3 is N or CR B3 and; B 4 CR B4 and; R A H, halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6-Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R B1 , R B2 , R B3 and R B4 are independently H, halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e, phenyl, phenoxy, phenylcarbonyl, phenylthio, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; Q is -C(R 4 R 5 )-O-, -C(=O)-O-, -S(=O) m -C(R 7 R 8 )-, -N(R 2 )-S(=O) m -, -N(R 2 )-C(R 9 R 10 )-, -C(=O)-C(R 19 R 20 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=S)-, -C(R 13 R 14 )-C(R 15 R 16 )-, -N=C(X)-, -N(R 2 )-C(=NR)- or -C(R 17 )=C(R 18 )--wherein Ar is attached to either side of Q; m is 0, 1 or 2; X is H, halogen, or SR 7 , OR 8 , or N(R 3 ) 2 and; R is H, CN, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -alkynyl, or C 3 -C 6 -cycloalkyl (wherein the alkyl, alkenyl, and cycloalkyl moieties are unsubstituted or substituted with halogen), OR 8 , N(R 3 ) 2 and; R 3 , H, C 1-C 6 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 - alkyl; R 2 , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R 4 , R 5 , R 7 , R 8 , R 9, R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are the same or different and are H, halogen, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R 6 , H, C 1 -C6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; or R 6 -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; Ar is phenyl or 5- or 6-membered hetaryl or 1,3-benzodioxole, which may be unsubstituted or Ar , where R Ar is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio or -CH 2 -phenyl (wherein the phenyl ring is unsubstituted or f substituted with; R 1 is the formula YZTR 11 or YZTR 12 where Y is -CR ya =N- (N is bonded to Z); -NR yc -C(=O)- (C(=O) is attached to Z); or -NR yc -C(=S)- (C(=S) is bonded to Z); Z is a single bond; -NR zc -C(=O)- (C(=O) is bonded to T); -NR zc -C(=S)- (C(=S) is bonded to T); -N=C(SR za )- (T is attached to a carbon atom); -OC(=O)- (T is attached to a carbon atom); or -NR zc -C(SR za )= (T is attached to a carbon atom); T is O, N or NR T and; R 11 is C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C 1 -C 6 -Alkylene-NR b R c , C 1-C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , aryl, aryl-carbonyl, aryl-C 1 -C 4 -Alkyl, aryloxy-C 1 -C 4 -Alkyl, hetaryl, carbonyl-hetaryl, hetaryl-C 1 -C 4 -Alkyl or hetaryloxy-C 1 -C 4 -alkyl (wherein the phenyl ring is unsubstituted or g where hetaryl is a 5- or 6-membered monocyclic hetaryl or an 8-, 9- or 10-membered bicyclic hetaryl; However, if T is O, then R 11 is C 1 -C 6 - other than alkyl; R 12 is the formula A 1 ; [ka] (wherein # indicates the point of attachment to T) is a group represented by the formula: R 121 , R 122 , R 123 are the same or different and are H, halogen, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyloxy, C 2 -C 6 -Alkynyloxy, C 1-C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 1 -C 6 -Alkylcarbonyloxy, C 1 -C 6 -Alkenylcarbonyloxy, C 3 -C 6 -cycloalkylcarbonyloxy, wherein the alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy and cycloalkyl moieties are unsubstituted or substituted with halogen, or NR b R c or R 121 , R 122 , R 123 one of may be oxo; R 124 , H, C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -alkoxy, or C 2 -C 6 -alkenyloxy, wherein said alkyl, alkoxy, alkenyl and alkenyloxy moieties are unsubstituted or substituted with halogen; where R ya H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -alkoxy, which are unsubstituted or substituted with halogens; Phenyl or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R yc , R zc are the same or different, H, C 1 -C 6 -Alkyl, C 2 -C6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkyl, or C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; R T , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NRb R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R zc If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group (wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety may be substituted with carbonyl or C=N-R' and / or one or two CH 2 The moiety may be substituted with O or S, and / or 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h Optionally, the group may be substituted with R za , H, C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 1 -C 4-Alkyl-C 3 -C 6 -Cycloalkoxy, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , phenyl, phenylcarbonyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R za If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group (wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety may be substituted with carbonyl or C=N-R' and / or one or two CH 2 The moiety may be substituted with O or S, and / or 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h Optionally, the group may be substituted with R a , R b and R c are the same or different, H, C 1 -C6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C 1 -C 6 -Alkylene-CN, phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R d , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4-alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; Phenyl or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R e is C 1 -C 6 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -alkyl, wherein said alkyl, cycloalkyl moieties are unsubstituted or substituted with halogen; Phenyl and -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R f is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6-Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e and; R g is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e and; R h is halogen, OH, C 1 -C 6 -Alkyl, C 3 -C 6 -cycloalkyl, or CN) and the N-oxides, stereoisomers, tautomers and agriculturally and veterinarily acceptable salts thereof.

[0009] Furthermore, the present invention also relates to processes and intermediates for preparing the compounds of formula I, as well as to active compound combinations comprising them.Furthermore, the present invention relates to agricultural or veterinary compositions comprising the compounds of formula I, as well as to the use of the compounds of formula I or compositions comprising them for combating or controlling invertebrate pests and / or for protecting crops, plants, plant propagation material and / or growing plants from attack and / or infestation by invertebrate pests.The present invention also relates to methods of applying the compounds of formula I. The present invention also relates to a method for protecting crops, plants, plant propagation material and / or growing plants from attack and / or infestation by invertebrate pests comprising contacting or treating the crops, plants, plant propagation material and / or growing plants, or the soil, material, surface, space, area or water in which the crops, plants, plant propagation material and / or plants are stored or grown, with a pesticidally effective amount of at least one compound of formula I above or a composition comprising at least one compound of formula I above.

[0010] The present invention further relates to seeds comprising a compound of formula I, including the N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof.

[0011] General steps: With appropriate modification of the starting compounds, compounds of formula I can be prepared by the procedures depicted in the following schemes.

[0012] General steps: Compounds of formula (I) can be prepared by organic chemistry methods, such as those described in the synthetic descriptions of Schemes 1-17 hereinbelow and in the Examples. In Schemes 1-17, the groups Ar, A, B 1 , B 2 , B 3 , B 4 , Q and R 2 , R 3 , R4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R ya , R zc , R yc , R yz , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 and R 20 is as defined above for formula (1), unless otherwise specified.

[0013] Z is a single bond or -NR zc -C(=S)- or -NR zc -C(=O)- and T is O, N or NR T Compounds of formula (I), wherein:

[0014] Scheme 1:

[0015] [ka]

[0016] In one embodiment of Scheme 1, an aldehyde or ketone of formula (II) is reacted with an aldehyde or ketone of formula (II) in the presence or absence of a solvent, wherein Z is -NR zc -C(=S)- or -NR zcThe compound of formula (E1) is reacted with -C(=O)- and T is N. Suitable solvents are polar protic solvents. If the reaction is carried out in the absence of a solvent, the compound of formula (E1) usually also acts as the solvent. Compounds of formula (E1) are commercially available or can be prepared using organic reactions similar to those described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March).

[0017] According to another embodiment of Scheme 1, an aldehyde or ketone compound of formula (IIa) is first reacted with an aldehyde or ketone compound of formula R zc NHNH 2 and then reacting with hydrazine of formula R 11 -NCO isocyanate or isothiocyanate R 11 -NCS to give Z -N(R zc )-C(=O) or -N(R zc )-C(=S) and T is N to obtain a compound of formula (Ia).

[0018] According to another embodiment of Scheme 1, an aldehyde or ketone compound of formula (IIa) is first reacted with hydroxylamine, and then a compound R 12 -L, where L is a suitable leaving group such as a halogen or an activated OH. This gives a compound of formula (Ia) where Z is a single bond and T is O.

[0019] According to another embodiment of the above reaction, the aldehyde or ketone compound of formula (IIa) is first reacted with hydroxylamine and then with a compound of formula R 11 -NCO isocyanate or isothiocyanate R 11 -NCS to give compounds of formula (Ia) where Z is -OC(=O)- or -OC(=S)- and T is N.

[0020] Z is -NR zc -C(=S)- or -NR zcCompounds of formula (Ib) which is -C(=O)-, where C(=S) or C(=O) is bonded to T, and T is O, N or NR T (wherein:) can be prepared similarly to the method described in Synthesis, 2010, 2990-296, or as shown in Scheme 2.

[0021] Scheme 2:

[0022] [ka]

[0023] According to the method shown in scheme 2, an isocyanate compound of formula (IIb) is reacted with a compound of formula (E2) by the method of isocyanate chemistry. The isocyanate of formula (IIb) can be obtained, for example, via Rossen rearrangement of the corresponding hydroxamic acid (IIIb). This hydroxamic acid (IIIb) is reacted with 1-propanephosphonic acid cyclic anhydride (T3P) in the presence of a base. This base is preferably N-methylmorpholine. The isocyanate of formula (IIb) can also be obtained, for example, via Curtius rearrangement of the corresponding azide of formula (IVb), similarly to the method described in WO 2014204622.

[0024] R yz or R zc Compounds of formula (Ia) and (Ib) where R yz or R zc To convert to compound (I) where R is not H, yz or R zc Compounds of formula (Ia) and (Ib) where R yz or R zc is not H and Lg is a leaving group (e.g., a bromine, chlorine or iodine atom, or a tosylate, mesylate or triflate). yz -Lg or R zc -Lg compound to give R yz or R zcis not H. This reaction is preferably carried out in the presence of a base (e.g. sodium hydride or potassium hydride), preferably in a polar aprotic solvent (e.g. N,N-dimethylformamide, tetrahydrofuran, dioxane, acetonitrile, dimethylsulfoxide or pyridine) or in a mixture of these solvents, within a temperature range of 0°C to 100°C.

[0025] A compound of formula (Ic) can be prepared from a compound of formula (IIc) by the reaction shown below.

[0026] Scheme 3:

[0027] [ka]

[0028] R 11 / 12 are the groups R 11 or R 12 The reaction shown above can be carried out analogously to conventional methods for preparing carbamates. According to a first embodiment, an amine of formula (IIc) is converted into either an isocyanate or a p-nitrophenyl carbamate, which is then reacted with an amine of formula R in the presence of an organic or inorganic base. 11 -OH or R 12 According to another embodiment, the compound of formula (IIc) is treated with an alcohol of formula R 11 / 12 This chloroformate reacts with the alcohol R. 11 / 12 It is prepared from -OH by treatment with phosgene or triphosgene in the presence of a base (e.g., pyridine). zc )-C(=O)- or -N(R zc Compounds of formula (Ic) where -C(=S)- can be prepared analogously to the methods described in WO 2013009791 or analogously to the methods described in US 20120202687.

[0029] Compounds of formula (IIa) and (IIc) can be prepared from a compound of formula (IIa) by the reaction shown below.

[0030] Scheme 4:

[0031] [ka] Reaction step (i) can be carried out via SNAr chemistry starting from commercially available p-fluorobenzaldehyde derivatives (1) as described in Chem. Med. Chem, 2013, 8(6), 967-975. Reaction step (ii) can be carried out via Chan-Lam coupling starting from arylboronic acid precursors (2) as described in Chem. A Eur. J., 2017, 23(14), 3285-3290. Reaction step (step-iii) can be carried out analogously to the method described in WO 2015 / 051341. Reaction step (step-iv) can be carried out analogously to the method described in EJ Med. Chem., 2012, 49, 310-323. Compounds of formula (IIc) can be prepared in two steps starting from compounds of formula (IIa-1) via intermediates of formula (llc-1). The first step (step-v) involves the SNAr reaction between pyrazole (IIa-1) and p-fluoronitroarene (3) as described in J. Org. Chem., 2017, 82 (17). The second step (step-vi) involves the SNAr reaction between SnCl in acid medium as described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March). 2 Using this reaction, the nitroarenes (IIc-1) were reduced to their corresponding amines (IIc).

[0032] Compounds of formula (IId), (IIe) and (IIf) can be prepared by the reactions shown below.

[0033] Scheme 5:

[0034] [ka]

[0035] Compounds of formula (IId) can be prepared in two steps from commercially available 3-nitro-1H-pyrazole derivatives (4) and arylboronic acids (2) in the first step (step-vii) as described in WO 2016 / 044666. The second step (step-viii) can be prepared by the addition of SnCl to the arylboronic acid derivatives (4) as described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March). 2 The compound of formula (IIe) can be prepared by the reduction of the nitro group to an amine group using a substituted arylhydrazine (ArNHNH) from the commercially available oxime (5), which is easily derived from a 1,3 diketone derivative, as described in WO 2016 / 044666. 2 , 6). The compound of formula (IIf) can be prepared in three steps via intermediates having formula (llf-1) and formula (IIf-2). In the first step (step-x), the oxadiazole derivative (IIf-1) can be synthesized as described in Synthesis Communications., 2007, 37(24), 5539-4452. The compound of formula (IIf) can be prepared in two steps (x-1 and x-2) from the compound of formula (IIf-1) according to the Boulton-Katritzky rearrangement reaction as described in J. Org. Chem., 2019, 84 (5), 2462-2469.

[0036] Q is -C(R 9 R 10 )-N(R 2 )- or -S(=O) m -N(R 2 )- or -C(=O)-N(R 2 )- or -C(=S)-N(R2 )-, A is N or CR A The compounds of formula (IIg-1), (IIg-2), (IIg-3) and (IIg-4) can be prepared according to the following reactions:

[0037] Scheme 6:

[0038] [ka]

[0039] Compounds of formula (IIg-1) can be prepared by reacting compounds of formula Ar-C(R) with aryl groups of formula Ar-C(R) in a polar protic or aprotic solvent under acidic, basic or neutral conditions, as shown in step (xi-1), as described in WO 2010 / 129053, WO 2007 / 0146824 or Chem. Commun., 2014, 50, 1465. 9 R 10 Compounds of formula (IIg-2) can be prepared by heating a compound of formula (IIg)-Lg, where Lg can be bromine, chlorine, tosylate, mesylate, with a common intermediate compound of formula (IIg). Compounds of formula (IIg-2) can be prepared from compounds of formula (IIg) by the reaction of a suitable Ar-SO 3 in the presence of a base such as pyridine and a coupling reagent such as DMAP, as described in Chemistry - A European Journal, 2014, 20(1), 317-322. 2 The compound of formula (IIg-3) can be prepared from the compound of formula (IIg) by using an amide coupling reaction as shown in step (xi-3) as described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March). The compound of formula (IIg-4) can be prepared by reacting the compound of formula (IIg-3) with P as shown in step (xi-4) as described, for example, by Strong. et al, J. Med. Chem., 2017, 60, 5556-5585.2 S 5 Alternatively, it can be prepared by reaction with Lawesson's reagent.

[0040] Q is -N=C(X)-, X is Cl or F, and A is N or CR A Compounds of formula (IIh-1) and (IIh-2) can be prepared by the reactions shown below.

[0041] Scheme 7:

[0042] [ka]

[0043] In the above reaction, the compound of formula (IIh-1) can be prepared from the compound of formula (IIg-3) using thionyl chloride as described in Angew. Chem. Int. Ed., 2014, 53, 9068-9071. The compound of formula (IIh-2) can be prepared from the compound of formula (IIh-1) by the method described in Aust. J. Chem., 1999, 52, 807-811.

[0044] Q is -C(X)=N- and X is OR 8 or SR 7 or N(R 3 ) 2 or -NHCN, where A is N or CR A The compounds of formula (IIh-3), (IIh-4), (IIh-5) and (IIh-6) can be prepared according to the following reactions:

[0045] Scheme 8:

[0046] [ka]

[0047] Compounds of formulae (IIh-3), (IIh-4), (IIh-5) and (IIh-6) can be prepared by reacting a compound of formula (IIh-1) with a compound of formula NH(R) in a polar protic or aprotic solvent under acidic, basic or neutral conditions, as described in WO2010 / 129053, WO2007 / 146824 or Chem. Commun., 2014, 50, 1465. 3 ) 2 Or NH 2 CN or R 8 -OH or R 7 It can be prepared by heating with a compound of —SH.

[0048] The compounds of formula (IIi), (IIj) and (IIk) can be prepared by the reactions shown below.

[0049] Scheme 9:

[0050] [ka]

[0051] Compounds of formula (IIi) can be prepared from the Chan-Lam coupling between commercially available pyrazole ester derivatives (8) and arylboronic acids (2) as described in WO 2009 / 110520. Compounds of formula (IIj) can be prepared in two steps starting from commercially available beta-ketoester derivatives (9) via intermediates of formula (IIj-1) as described in Synthesis, 2019, 51(6), 1473-1481. The second step (step-xv-2), which required pyrazole synthesis, is described in Angew., Chem., Int. Ed., 2010, 49(42), 7790-7794. Compounds of formula (IIk) can be prepared from the Chan-Am coupling between commercially available triazole ester derivatives (11) and arylboronic acids (2) as described in Chem., Commun., 2019, 55(32), 4603-4606.

[0052] Q is -N(R 2 )-C(=O)- or -NR 2 -C(R 9 R 10 )-or-N(R 2 )-C(=S)- or -OC(=O)- or -OC(R 4 R 5 )-or-SC(R 7 R 8 )-, A is N or CR A The compounds of formula (IIl-2), (IIl-3), (IIl-4), (IIl-5), (IIl-6), (IIl-7) and (IIl-9) can be prepared by the reactions shown below.

[0053] Scheme 10:

[0054] [ka] TIFF0007630490000013.tif115168

[0055] Compounds of formula (IIl-1) can be prepared from ester intermediate (IIl) by hydrolysis with a suitable base such as LiOH, NaOH, etc., as mentioned in WO 2011 / 050245. The common intermediate of formula (IIl-2) can be prepared by coupling compound of formula (IIl-1) with Ar-NH in the presence of a suitable coupling reagent such as HATU and a base such as DIPEA. 2 Compounds of formula (IIl-3) can be prepared via amide formation by reacting with LiAlH from the common intermediate of formula (IIl-2) as described in Tet. Lett., 2015, 56 (16), 2062-2066. 4 Compounds of formula (IIl-4) can be prepared, for example, by the reaction of compounds of formula (IIl-2) with P via amide reduction as described in Strong et al, J. Med. Chem., 2017, 60, 5556-5585. 2 S 5or Lawesson's reagent. Compounds of formula (IIl-5) can be prepared from the common intermediate of formula (IIl-1) via esterification by reacting the compound of formula (IIl-1) with ArOH in the presence of an acid. The common intermediate of formula (IIl-6) can be prepared from the common intermediate of formula (IIl) via LiAlH 4 or DIBAL-H. The common intermediate of formula (IIl-7) can be prepared from formula (IIl-6) via etherification reaction under Mitsunobu reaction conditions. Compounds of formula (IIl-9) can be prepared from compounds of formula (IIl-6) via a two-step sequence involving the intermediate compound of formula (IIl-8), where Hal' is chlorine, bromine, iodine, tosylate, mesylate or triflate. Steps (xvii-1 and xvii-2), (xviii-1), (xviii-2), (xviii-3), (xviii-4), (xviii-5) and (xviii-6), (xviii-7) can be carried out in the same manner as described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March).

[0056] Q is -N=C(X)-, X is Cl or F, and A is N or CR A The compounds of formula (IIm-1) and (IIm-2) can be prepared by the reactions shown below.

[0057] Scheme 11:

[0058] [ka]

[0059] Compounds of formula (IIm-1) and (IIm-2) can be prepared using a method similar to that of Scheme 7. Compounds of formula (IIm-1) can be prepared using thionyl chloride as described in Angew. Chem. Int. Ed., 2014, 53, 9068-9071. Compounds of formula (IIm-2) can be prepared from compounds of formula (IIm-1) by the method described in Australian Journal of Chemistry, 1999, 52, 807-811.

[0060] Q is -N=C(X)- and X is OR 8 or SR 7 or N(R 3 ) 2 or NHCN, where A is N or CR A The compounds of formula (IIm-3), (IIm-4), (IIm-5) and (IIm-6) can be prepared by the reactions shown below.

[0061] Scheme 12:

[0062] [ka]

[0063] Compounds of formulae (IIm-3), (IIm-4), (IIm-5) and (IIm-6) can be prepared by reacting a compound of formula (IIm-1) with a compound of formula R in a polar protic or aprotic solvent under acidic, basic or neutral conditions, as described in WO 2010 / 129053, WO 2007 / 146824 or Chem. Commun., 2014, 50, 1465. 8 -OH or R 7 -SH or NH(R 3 ) 2 or NH 2 It can be prepared by heating with a compound of formula (CN).

[0064] Q is -C(R 19 R 20)-C(=O)- or -C(=O)-C(R 19 R 20 )-, A is N or CR A Compounds of formula (IIn-3) and (IIn-6) can be prepared by the reactions shown below.

[0065] Scheme 13:

[0066] [ka]

[0067] Compounds of formula (IIn-3) can be prepared in two steps from compounds of formula (IIl-1) via intermediates (lln-1) and (lln-2) as described in Org. Lett., 2016, 18(23), 6026-6029. Compounds of formula (IIn-6) can be prepared in three steps starting from compounds of formula (IIn-1) via intermediates (lln-4) and (lln-5). The first step (xxi-4) involves Arndt-Eistert homologation from (IIn-1) followed by Weinreb amide formation (step-xxi-5) and addition of an aryl Grignard reagent (step-xxi-6) as described in Photochemical & Photobiological Sciences, 2014, 13(2), 324-341.

[0068] Q is -C(R 17 )=C(R 18 )-or-C(R 13 R 14 )-C(R 15 R 16 )-, A is N or CR A The compounds of formula (IIo) and (IIo-2) can be prepared according to the following reaction:

[0069] Scheme 14:

[0070] [ka]

[0071] The compound of formula (IIo-1) can be prepared from the compound of formula (IIl-6) as described in WO 2011 / 060217. The two compounds of formula (IIo-2) and (IIo) can be prepared from the compound of formula (Iio-1) as described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March) using Wittig ylide phosphite and 1,2-dichlorophenyl ethyl ether in THF. t They can be prepared by Wittig reaction using a base such as BuOK (step-xxii-2), followed by hydrogenation methods known in organic chemistry (e.g., using hydrogen gas and a suitable metal catalyst) (step-xxii-3).

[0072] The compounds of formula (IIp), (IIq) and (IIr) can be prepared according to the following reactions:

[0073] Scheme 15:

[0074] [ka]

[0075] The compound of formula (IIp) can be prepared from the commercially available 1-bromo-2,3-dione derivative (12), which can be converted to a substituted arylhydrazine (ArNHNH 2, 6). Compounds of formula (IIq) can be prepared similarly from commercially available 1,3 diketone derivatives (13) by reacting them with substituted arylhydrazines (6) as described in Science of Synthesis, 2002, 12, 15 - 225. Compounds of formula (IIr) can be prepared in two steps, including via the intermediate (IIr-1), from commercially available oxime derivatives (14) and the corresponding arylhydrazines (6) as described in Bulletin des Societies Chimique Belges, 1997, 106 (11), 717-728.

[0076] Q is -C(R 4 R 5 )-O- or -C(R 7 R 8 )-S(=O) m - or -C(=O)-O-, A is N or CR A The compounds of formula (IIs-1), (IIs-3) and (IIs-4) can be prepared according to the following reactions:

[0077] Scheme 16:

[0078] [ka]

[0079] The compound of formula (IIs-1) can be produced by the reaction of the compound of formula (IIs) with NaH or K. 2 CO 3 In the presence of a base such as 4 R 5Compounds of formula (IIs-2) can be prepared from compounds of formula (IIs) by reaction with Lawesson's reagent as described in J. Med. Chem., 1992, 35(2), 368-374. Compounds of formula (IIs-3) can be prepared from compounds of formula (IIs-2) by reaction with NaH or K 2 CO 3 and the like, in polar and aprotic solvents, 7 R 8 Compounds of formula (IIs-3) can be prepared by reacting with compounds of formula (IIs-4)-Lg, where Lg is bromine, chlorine, or iodine. Compounds of formula (IIs-3) can be further oxidized with mCPBA to prepare compounds with various oxidation states on sulfur, as described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March). Compounds of formula (IIs-4) can be prepared from the common intermediate of formula (IIs) by an esterification method, as described in March's Advanced Organic Chemistry 6th Edition (Michael B. Smith and Jerry March).

[0080] Q is -N(R 2 )-S(=O) m - and A is N or CR A Compounds of formula (IIt), wherein:

[0081] Scheme 17:

[0082] [ka]

[0083] Compounds of formula (IIt) can be prepared in three steps starting from compounds of formula (IIs-2), including via intermediates (IIt-1) and (IIt-2), using suitable reaction conditions as described in Chemistry Select, 2016, 3, 490-494 (step (xxvii-1), EP1992 / 524634 [step (xxvii-2)], Chemistry - A European Journal, 2014, 20(1), 317-322 (step-xxvii-3).

[0084] Individual compounds of formula I may also be prepared by derivatization of other compounds of formula I or their intermediates.

[0085] If the synthesis gives rise to a mixture of isomers, separation is generally not necessary, since the individual isomers may be interconverted during post-treatment for use or during application (e.g. under the action of light, acid or base). Such conversions may also occur after use (e.g. in the plant treatment of the plants to be treated or in the harmful fungi to be controlled).

[0086] The skilled artisan will readily understand that the preferred examples of substituents given herein for compounds I, in particular the preferred examples given in the table below for each substituent, apply analogously to the intermediates, whereby the substituents in each case, independently of one another or, more preferably, in combination, have the meanings defined herein. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0087] Unless otherwise indicated, the term “compound(s) according to the invention” or “compound(s) of the invention” or “compound(s) of formula (I)” refers to compounds of formula I.

[0088] The term "compound(s) according to the invention" or "compound of formula I" includes the compound(s) as defined herein, as well as stereoisomers, salts, tautomers, or N-oxides thereof. The term "compound(s) of the invention" is equivalent to the term "compound(s) according to the invention" and should therefore be understood to include stereoisomers, salts, tautomers, or N-oxides thereof.

[0089] The term "composition(s) according to the invention" or "composition(s) of the invention" encompasses composition(s) comprising at least one compound of formula I according to the invention as defined above. The compositions of the invention are preferably agricultural or veterinary compositions.

[0090] Depending on the substitution pattern, the compounds according to the invention may have one or more chiral centers, in which case these compounds exist as mixtures of enantiomers or diastereomers. The invention provides both single pure enantiomers or diastereomers of the compounds according to the invention, and mixtures thereof, and the use according to the invention of the pure enantiomers or diastereomers of the compounds according to the invention, or mixtures thereof. Suitable compounds according to the invention also include all possible geometric stereoisomers (cis / trans isomers) and mixtures thereof. Cis / trans isomers may exist with respect to alkenes, carbon-nitrogen double bonds or amide groups. The term "stereoisomer(s)" includes both optical isomers, such as enantiomers or diastereomers (the latter due to two or more chiral centers in the molecule), and geometric isomers (cis / trans isomers). The invention relates to all possible stereoisomers of the compounds of formula I, i.e. single enantiomers or diastereomers, as well as mixtures thereof.

[0091] The compounds according to the invention may be amorphous or may exist in one or more different crystalline states (polymorphs) which may have different macroscopic properties (e.g. stability) or may exhibit different biological properties (e.g. activity).The invention relates to amorphous and crystalline compounds according to the invention, mixtures of the different crystalline states of each compound according to the invention, as well as amorphous or crystalline salts thereof.

[0092] The term "tautomer" includes isomers derived from the compounds of formula I by shifting of H-atoms, including at least one H-atom located at a nitrogen, oxygen, or sulfur atom. Examples of tautomeric forms are keto-enol forms, imine-enamine forms, urea-isourea forms, thiourea-isothiourea forms, (thio)amide-(thio)imidate forms, etc.

[0093] The term "stereoisomer" encompasses both optical isomers, e.g. enantiomers or diastereomers (the latter existing due to two or more chiral centers in the molecule), as well as geometric isomers (cis / trans isomers).

[0094] Depending on the substitution pattern, the compounds of formula I may have one or more chiral centers, in which case the compounds exist as mixtures of enantiomers or diastereomers. One of the chiral centers is the group R 1 is a carbon ring atom of an isothiazolinone ring having the formula: The present invention provides both the pure enantiomers or diastereomers and mixtures thereof, and the use according to the invention of the pure enantiomers or diastereomers of compound I or mixtures thereof. Suitable compounds of formula I also include all possible geometric stereoisomers (cis / trans isomers) and mixtures thereof.

[0095] The term N-oxide relates to forms of the compounds I in which at least one nitrogen atom is present in oxidized form (as NO). More precisely, N-oxide relates to all compounds of the invention which have at least one tertiary nitrogen atom which is oxidized to an N-oxide moiety. The N-oxides of the compounds I are in particular, for example, in N-heterocycles (e.g. Ar or R 11 The N-oxides can be prepared by oxidation of the nitrogen atoms of the rings of the pyridine or pyrimidine rings present in the aryl group or the imino-nitrogens present in the central tricyclic core with a suitable oxidizing agent, such as peroxocarboxylic acids or other peroxides. Those skilled in the art will know whether and at what positions the compounds of the present invention can form N-oxides.

[0096] Salts of compounds of formula I are preferably agriculturally and veterinarily acceptable salts, which may be formed in a conventional manner, for example, if a compound of formula I contains a basic functional group, by reacting the compound with an acid of the anion of said compound, or by reacting an acidic compound of formula I with a suitable base.

[0097] Suitable agriculturally or veterinarily acceptable salts are especially the salts of those cations or acid addition salts of those acids, the cations and anions, respectively, which are known and accepted in the art to form salts for agricultural or veterinary use and which do not have any adverse effect on the action of the compounds according to the invention. Suitable cations are in particular the ions of alkali metals, preferably lithium, sodium and potassium, the ions of alkaline earth metals, preferably calcium, magnesium and barium, and the ions of transition metals, preferably manganese, copper, zinc and iron, and ammonium (NH 4+ ) and substituted ammonium (one to four hydrogen atoms are C 1 -C 4 -Alkyl, C 1 -C 4 -Hydroxyalkyl, C 1 -C 4 -Alkoxy, C 1 -C4 -Alkoxy-C 1 -C 4 -Alkyl, Hydroxy-C 1 -C 4 -Alkoxy-C 1 -C 4 -alkyl, phenyl or -CH 2 -phenyl). Examples of substituted ammonium ions include methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium, 2-(2-hydroxyethoxy)ethylammonium, bis(2-hydroxyethyl)ammonium, benzyltrimethylammonium, and benzyltriethylammonium, as well as phosphonium ions, sulfonium ions, preferably tri(C 1 -C 4 -alkyl)sulfonium and sulfoxonium ions, preferably tri(C 1 -C 4 -alkyl)sulfoxonium. Suitable veterinarily acceptable acid addition salts, for example those formed by compounds of formula I that contain a basic nitrogen atom (e.g. an amino group), include salts with inorganic acids, for example the hydrochloride, sulfate, phosphate and nitrate salts, and salts with organic acids, for example acetic acid, maleic acid, dimaleic acid, fumaric acid, difumaric acid, methanesulfenic acid, methanesulfonic acid and succinic acid.

[0098] The anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and C 1 -C 4- the anions of alkanoic acids, preferably formate, acetate, propionate and butyrate, which can be formed by reacting the compounds of formula I with acids of the corresponding anions, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.

[0099] As used herein, the term "invertebrate pests" includes animal populations such as insects, arachnids and nematodes that attack plants and can cause substantial damage to the attacked plants, as well as ectoparasites that infest animals, particularly warm-blooded animals such as mammals or birds or other higher animals such as reptiles, amphibians or fish, and can cause substantial damage to the infested animals.

[0100] The term "plant propagation material" is understood to mean all the reproductive parts of a plant, such as seeds and vegetative plant material, such as cuttings and tubers (e.g. potatoes), that can be used for the propagation of a plant. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, shoots, and other parts of a plant, including seedlings and young plants, which are to be transplanted after germination or emergence from the soil. These plant propagation materials can be prophylactically treated with a plant protection compound either simultaneously with or before planting or transplanting. The young plants can also be protected before transplanting by total or partial treatment by immersion or injection.

[0101] The term "plant" includes all kinds of plants, including "modified plants" and, in particular, "cultivated plants".

[0102] The term "modified plant" refers to any wild type species, or related species or related genus of cultivated plants.

[0103] The term "cultivated plants" should be understood to include plants that have been modified by breeding, mutagenesis or genetic engineering, including but not limited to agricultural biotechnology products that are on the market or under development (see http: / / www.bio.org / speeches / pubs / er / agri_products.asp). Transgenic plants are plants whose genetic material has been modified by the use of recombinant DNA techniques in such a way that it is not readily obtainable under natural circumstances by cross-breeding, mutation or natural recombination. Usually, one or more genes have been incorporated into the genetic material of transgenic plants to improve certain plant characteristics. Such genetic modifications also include targeted post-translational modification of protein(s), oligopeptides or polypeptides, for example, but not limited to, by glycosylation or by the addition of polymers such as prenylation, acetylation or farnesylation sites or PEG sites.

[0104] Plants that have been modified by breeding, mutagenesis, or genetic engineering have been rendered, for example, tolerant to application of certain classes of herbicides, such as auxin herbicides (such as dicamba or 2,4-D), bleaching herbicides (such as hydroxylphenylpyruvate dioxygenase (HPPD) inhibitors or phytoene desaturase (PDS) inhibitors), acetolactate synthase (ALS) inhibitors (such as sulfonylureas or imidazolinones), enolpyruvylshikimate-3-phosphate synthase (EPSPS) inhibitors (such as glyphosate), glutamine synthetase (GS) inhibitors (such as glufosinate), protoporphyrinogen-IX oxidase inhibitors, lipid biosynthesis inhibitors (such as acetyl-CoA carboxylase (ACCase) inhibitors), or oxynil (i.e., bromoxynil or ioxynil) herbicides, as a result of conventional methods of breeding or genetic engineering. Furthermore, plants have been rendered resistant to more than one class of herbicides through multiple genetic modifications (e.g., resistance to both glyphosate and glufosinate, or resistance to both glyphosate and an herbicide from another class, such as an ALS inhibitor, HPPD inhibitor, auxinic herbicide, or ACCase inhibitor). These herbicide resistance techniques are described, for example, in Pest Managem. Sci. Vol. 61, 2005, p. 246; Vol. 61, 2005, p. 258; Vol. 61, 2005, p. 277; Vol. 61, 2005, p. 269; Vol. 61, 2005, p. 286; Vol. 64, 2008, p. 326; Vol. 64, 2008, p. 332; Weed Sci. Vol. 57, 2009, p. 108; Austral. J. Agricult. Res. Vol. 58, 2007, p. 708; Science Vol. 316, 2007, p. 1185, and references cited therein. Several cultivated plants have been made tolerant to herbicides by conventional breeding methods (mutagenesis), for example Clearfield® summer rape (Canola, BASF SE, Germany) is tolerant to imidazolinones such as imazamox, or ExpressSun® sunflower (DuPont, USA) is tolerant to sulfonylureas such as tribenuron.Genetic engineering methods have been used to render cultivated plants such as soybean, cotton, corn, beet and rapeseed tolerant to herbicides such as glyphosate and glufosinate, and some such plants are commercially available under the trademarks RoundupReady® (glyphosate-tolerant, Monsanto, USA), Cultivance® (imidazolinone-tolerant, BASF SE, Germany), and LibertyLink® (glufosinate-tolerant, Bayer CropScience, Germany).

[0105] Furthermore, by using recombinant DNA techniques, it is possible to obtain one or more insecticidal proteins, in particular those known to be derived from Bacillus bacteria (in particular Bacillus thuringiensis) (δ-endotoxins, such as CryIA(b), CryIA(c), CryIF, CryIF(a2), CryIIA(b), CryIIIA, CryIIIB(b1) or Cry9c), plant insecticidal proteins (VIPs) (e.g. VIP1, VIP2, VIP3 or VIP3A), insecticidal proteins of bacteria that colonize nematodes (e.g. Photorhabdus spp. or Xenorhabdus spp.), and / or insecticidal proteins of bacteria that colonize nematodes (e.g. Photorhabdus spp. or Xenorhabdus spp.). spp.), toxins produced by animals (such as scorpion venom, spider venom, wasp venom, or other insect-specific neurotoxins), toxins produced by fungi (such as Streptomycetes venom, plant lectins (such as pea lectin or barley lectin), agglutinins, proteinase inhibitors (such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, or papain inhibitors), ribosome-inactivating proteins (RIPs) (such as ricin, maize-RIP, abrin, rufin, saporin, or bryodin), steroid metabolic enzymes (such as 3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cofactor-specific venom, glyceryl-transferase ... Also included are plants capable of synthesizing esterol oxidase, ecdysone inhibitors or HMG-CoA-reductase, etc.), ion channel blockers (such as sodium or calcium channel blockers), juvenile hormone esterase, diuretic hormone receptor (helicokinin receptor), stilbene synthase, bibenzyl synthase, chitinase or glucanase. In the context of the present invention, these insecticidal proteins or toxins are also to be clearly understood as pretoxins, hybrid proteins, truncated or modified proteins. Hybrid proteins are characterized by new combinations of protein domains (see, for example, WO 02 / 015701). Further examples of such toxins or of transgenic plants capable of synthesizing such toxins are described, for example, in EP-A 374 753, WO 93 / 007278, WO 95 / 34656, EP-A 427 529, EP-A 451 878, WO 03 / 18810 and WO 03 / 52073. Methods for producing such transgenic plants are generally known to those skilled in the art and are described, for example, in the above publications. These insecticidal proteins contained in transgenic plants confer resistance to harmful pests from all taxonomic groups of arthropods, especially beetles (Coeloptera), dipteran insects (Diptera) and moths (Lepidoptera), as well as nematodes (Nematoda).Transgenic plants capable of synthesizing one or more insecticidal proteins are described, for example, in the publications mentioned above, some of which are YieldGard® (a maize variety producing the Cry1Ab toxin), YieldGard® Plus (a maize variety producing the Cry1Ab and Cry3Bb1 toxins), Starlink® (a maize variety producing the Cry9c toxin), Herculex® RW (a maize variety producing Cry34Ab1, Cry35Ab1 and the enzyme phosphinothricin-N-acetyltransferase [PAT]). cultivar), NuCOTN® 33B (cotton cultivar producing Cry1Ac toxin), Bollgard® I (cotton cultivar producing Cry1Ac toxin), Bollgard® II (cotton cultivar producing Cry1Ac and Cry2Ab2 toxins), VIPCOT® (cotton cultivar producing VIP toxin), NewLeaf® (potato cultivar producing Cry3A toxin); Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Syngenta Commercially available varieties include Bt11 (e.g., Agrisure® CB) and Bt176 (corn varieties that produce Cry1Ab toxins and PAT enzymes) from Syngenta Seeds SAS, France, MIR604 (corn varieties that produce a modified form of Cry3A toxin, see WO 03 / 018810) from Syngenta Seeds SAS, France, MON863 (corn varieties that produce Cry3Bb1 toxins) from Monsanto Europe SA, Belgium, IPC531 (cotton varieties that produce a modified form of Cry1Ac toxin) from Monsanto Europe SA, Belgium, and 1507 (corn varieties that produce Cry1F toxins and PAT enzymes) from Pioneer Overseas Corporation, Belgium.

[0106] Also included are plants which, by the use of recombinant DNA techniques, are able to synthesize one or more proteins that increase the resistance or tolerance of those plants to bacterial, viral or fungal pathogens. Examples of such proteins are so-called "pathogenesis-related proteins" (PR proteins, see for example EP-A 392 225), plant disease resistance genes (for example potato cultivars expressing a resistance gene acting against Phytophthora infestans from the Mexican wild potato Solanum bulbocastanum), or T4-lysozyme (for example potato cultivars capable of synthesizing these proteins with high resistance against bacteria such as Erwinia amylvora). Methods for generating such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above.

[0107] Also included are plants which, through the use of recombinant DNA techniques, are capable of synthesizing one or more proteins which increase productivity (e.g., biomass production, grain yield, starch content, oil content or protein content), increase resistance to drought, salinity or other growth-limiting environmental factors, or increase the resistance of those plants to pests and fungal, bacterial or viral pathogens.

[0108] Also included are plants that contain altered amounts of ingredients or new ingredients, particularly for improving human or animal nutrition, using recombinant DNA technology, such as oil crops that produce health-promoting long-chain omega-3 fatty acids or unsaturated omega-9 fatty acids (e.g., Nexera® rapeseed, DOW Agro Sciences, Canada).

[0109] Further included are plants that contain modified amounts of ingredients or new ingredients, in particular for improving raw material production, using recombinant DNA techniques, such as potatoes that produce high amounts of amylopectin (e.g. Amflora® potato, BASF SE, Germany).

[0110] The organic moieties referred to in the above definitions of the variables are generic terms for individual lists of individual group members, as is the term "halogen". n ~C m indicates in each case the possible number of carbon atoms in the group.

[0111] The term "halogen" in each case denotes F, Br, Cl or I, in particular F, Cl or Br.

[0112] As used herein, and in the alkyl portion of alkoxy, alkylthio, etc., the term "alkyl" refers to an alkyl group having one to two aryl groups ("C 1 -C 2 -alkyl"), 1 to 3 ("C 1 -C 3 -alkyl"), 1 to 4 ("C 1 -C 4 -alkyl"), or 1 to 6 ("C 1 -C 6 C refers to a saturated linear or branched hydrocarbon group having carbon atoms of 1 to 10 carbon atoms. 1 -C 2 -Alkyl is CH 3 Or C 2 H 5 C 1 -C 3 -Alkyl is further propyl and isopropyl. 1 -C 4 -Alkyl can also be butyl, 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl), or 1,1-dimethylethyl (tert-butyl). 1 -C 6-Alkyl can also be, for example, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, or 1-ethyl-2-methylpropyl.

[0113] The term "haloalkyl" as used herein may also be referred to as "alkyl that is partially or fully halogenated" and includes 1 to 2 alkyl groups ("C 1 -C 2 -haloalkyl"), 1 to 3 ("C 1 -C 3 -haloalkyl"), 1 to 4 ("C 1 -C 4 -haloalkyl"), or 1 to 6 ("C 1 -C 6 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl. 1 -C 2 -haloalkyl. 1 -C 3-Haloalkyl further includes, for example, 1-fluoropropyl, 2-fluoropropyl, 3-fluoropropyl, 1,1-difluoropropyl, 2,2-difluoropropyl, 1,2-difluoropropyl, 3,3-difluoropropyl, 3,3,3-trifluoropropyl, heptafluoropropyl, 1,1,1-trifluoroprop-2-yl, 3-chloropropyl, and the like. 1 -C 4 Examples of -haloalkyl include C 1 -C 3 Other examples mentioned for -haloalkyl include 4-chlorobutyl and the like.

[0114] The term "alkylene" (or alkanediyl) as used herein denotes an alkyl group, as defined above, in each case in which one hydrogen atom at any position of the carbon backbone has been replaced with one further bonding site, thus forming a divalent moiety. Alkylene is preferably an alkyl group having 1 to 6 carbon atoms (C 1 -C 6 -alkylene), 2 to 6 carbon atoms (C 2 -C 6 -alkylene), in particular alkylene having 1 to 4 carbon atoms (C 1 -C 4 -alkylene) or 2 to 4 carbon atoms (C 2 -C 4 -alkylene). Examples of alkylene are methylene (CH2), 1,1-ethanediyl, 1,2-ethanediyl, 1,3-propanediyl, 1,2-propanediyl, 2,2-propanediyl, 1,4-butanediyl, 1,2-butanediyl, 1,3-butanediyl, 2,3-butanediyl, 2,2-butanediyl, 1,5-pentanediyl, 2,2-dimethylpropane-1,3-diyl, 1,3-dimethyl-1,3-propanediyl, 1,6-hexanediyl, and the like.

[0115] As used herein, the term "alkenyl" refers to an alkyl group having 2 to 3 carbon atoms ("C 2 -C 3 -alkenyl"), 2 to 4 ("C 2 -C 4-alkenyl"), or 2 to 6 ("C 2 -C 6 -alkenyl"), and a monounsaturated straight-chain or branched hydrocarbon group having a double bond at any position, such as ethenyl, 1-propenyl, 2-propenyl, or 1-methylethenyl. 2 -C 3 -Alkenyl, ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, or 2-methyl-2-propenyl, etc. 2 -C 4-Alkenyl, ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl -3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl, 1-ethyl-2-methyl-2-propenyl, etc.2 -C 6 -refers to alkenyl.

[0116] As used herein, the term "alkynyl" refers to an alkynyl group having 2 to 3 carbon atoms ("C 2 -C 3 -alkynyl"), 2 to 4 ("C 2 -C 4 -alkynyl"), or 2 to 6 ("C 2 -C 6 a straight or branched hydrocarbon group having a carbon atom of 1-1,1-diphenyl ether or 1-1,1-diphenyl ether, 1-propynyl or 2-propynyl, etc. 2 -C 3 -Alkynyl, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, etc. 2 -C 4 -Alkynyl, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, C-butynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl, 1-ethyl-1-methyl-2-propynyl, etc. 2 -C 6 -refers to alkynyl.

[0117] As used herein, the term "cycloalkyl" refers specifically to cycloalkyl groups having 3 to 6 carbon atoms ("C 3 -C 6 -cycloalkyl"), or 3 to 5 ("C 3 -C 5 -cycloalkyl"), or 3 to 4 ("C 3 -C 4 -cycloalkyl" refers to a monocyclic, bicyclic or polycyclic saturated hydrocarbon group having 1 to 4 carbon atoms (1 to 10 carbon atoms). Examples of monocyclic groups having 3 to 4 carbon atoms include cyclopropyl and cyclobutyl. Examples of monocyclic groups having 3 to 5 carbon atoms include cyclopropyl, cyclobutyl and cyclopentyl. Examples of monocyclic groups having 3 to 6 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl. Examples of monocyclic groups having 3 to 8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl. Examples of bicyclic groups having 7 or 8 carbon atoms include bicyclo[2.2.1]heptyl, bicyclo[3.1.1]heptyl, bicyclo[2.2.2]octyl and bicyclo[3.2.1]octyl. Preferably, the term cycloalkyl refers to a monocyclic saturated hydrocarbon group.

[0118] As used herein, the term "cycloalkoxy" refers to an alkoxy group, particularly an alkoxy group, having 3 to 6 oxygen atoms ("C 3 -C 6 -cycloalkoxy") or 3 to 5 ("C 3 -C 5 -cycloalkoxy") or 3 to 4 ("C 3 -C 4 -cycloalkoxy" refers to a cycloalkyl group having carbon atoms of 1 to 5 carbon atoms, particularly a monocyclic cycloalkyl group as defined above.

[0119] "Cycloalkyl-C 1 -C 4 The term "C-alkyl" refers to any of the C 1 -C 4 - a C as defined above which is bonded to the remainder of the molecule via an alkyl group 3 -C8 -Cycloalkyl ("C 3 -C 8 -Cycloalkyl-C 1 -C 4 -alkyl"), preferably C 3 -C 6 -Cycloalkyl ("C 3 -C 6 -Cycloalkyl-C 1 -C 4 -alkyl"), more preferably C 3 -C 4 -Cycloalkyl ("C 3 -C 4 -Cycloalkyl-C 1 -C 4 -alkyl" (preferably a monocyclic cycloalkyl group). 3 -C 4 -Cycloalkyl-C 1 -C 4 Examples of -alkyl are cyclopropylmethyl, cyclopropylethyl, cyclopropylpropyl, cyclobutylmethyl, cyclobutylethyl, and cyclobutylpropyl. 3 -C 6 -Cycloalkyl-C 1 -C 4 An example of an -alkyl is C 3 -C 4 -Cycloalkyl-C 1 -C 4 Apart from those mentioned for -alkyl are cyclopentylmethyl, cyclopentylethyl, cyclopentylpropyl, cyclohexylmethyl, cyclohexylethyl and cyclohexylpropyl.

[0120] "C 1 -C 2 The term "-alkoxy" refers to any of the above defined C-alkoxy groups attached via an oxygen atom. 1 -C 2 -alkyl group. 1 -C 3 The term "-alkoxy" refers to any of the above defined C-alkoxy groups attached via an oxygen atom. 1 -C 3 -alkyl group.1 -C 4 The term "-alkoxy" refers to any of the above defined C-alkoxy groups attached via an oxygen atom. 1 -C 4 -alkyl group. 1 -C 6 The term "-alkoxy" refers to any of the above defined C-alkoxy groups attached via an oxygen atom. 1 -C 6 -alkyl group. 1 -C 10 The term "-alkoxy" refers to any of the above defined C-alkoxy groups attached via an oxygen atom. 1 -C 10 -alkyl group. 1 -C 2 -Alkoxy is OCH 3 Or O.C. 2 H 5 C 1 -C 3 -Alkoxy is further, for example, n-propoxy and 1-methylethoxy (isopropoxy). 1 -C 4 -Alkoxy is further, for example, butoxy, 1-methylpropoxy (sec-butoxy), 2-methylpropoxy (isobutoxy), or 1,1-dimethylethoxy (tert-butoxy). 1 -C 6 -Alkoxy is further, for example, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy, or 1-ethyl-2-methylpropoxy. 1 -C 8-Alkoxy is further, for example, heptyloxy, octyloxy, 2-ethylhexyloxy, and positional isomers thereof. 1 -C 10 -Alkoxy is further, for example, nonyloxy, decyloxy, and positional isomers thereof.

[0121] "C 1 -C 2 The term "haloalkoxy" refers to a C-haloalkoxy group, as defined above, attached via an oxygen atom. 1 -C 2 -haloalkyl group. 1 -C 3 The term "haloalkoxy" refers to a C-haloalkoxy group, as defined above, attached via an oxygen atom. 1 -C 3 -haloalkyl group. 1 -C 4 The term "haloalkoxy" refers to a C-haloalkoxy group, as defined above, attached via an oxygen atom. 1 -C 4 -haloalkyl group. 1 -C 6 The term "haloalkoxy" refers to a C-haloalkoxy group, as defined above, attached via an oxygen atom. 1 -C 6 -haloalkyl group. 1 -C 2 -haloalkoxy is, for example, OCH 2 F, O.C.H.F. 2 , OCF 3 , O.C.H. 2 Cl, OCHCl 2 , O.C.Cl 3 , chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, or OC 2 F 5 C 1 -C3 -Haloalkoxy further includes, for example, 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH 2 -C 2 F 5 , OCF 2 -C 2 F 5 , 1-(CH 2 F)-2-Fluoroethoxy, 1-(CH 2 Cl)-2-chloroethoxy, or 1-(CH 2 Br)-2-bromoethoxy. 1 -C 4 -Haloalkoxy is further, for example, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy, or nonafluorobutoxy. 1 -C 6 -Haloalkoxy is furthermore, for example, 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6-chlorohexoxy, 6-bromohexoxy, 6-iodohexoxy or dodecafluorohexoxy.

[0122] As used herein, "C 1 -C 6 -Alkoxy-C 1 -C 4 The term "-alkyl" refers to a straight or branched alkyl group having 1 to 4 carbon atoms as defined above, in which one hydrogen atom is not substituted with any of the C groups defined above. 1 -C 6-alkoxy groups. Examples are methoxymethyl, ethoxymethyl, propoxymethyl, isopropoxymethyl, n-butoxymethyl, sec-butoxymethyl, isobutoxymethyl, tert-butoxymethyl, 1-methoxyethyl, 1-ethoxyethyl, 1-propoxyethyl, 1-isopropoxyethyl, 1-n-butoxyethyl, 1-sec-butoxyethyl, 1-isobutoxyethyl, 1-tert-butoxyethyl, 2-methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 2-n-butoxyethyl, 2-sec-butoxyethyl, 2-isobutoxyethyl, 2-tert-butoxyethyl, 1-methoxypropyl, 1-ethoxypropyl. Examples of the propyl ether include 1-propoxypropyl, 1-isopropoxypropyl, 1-n-butoxypropyl, 1-sec-butoxypropyl, 1-isobutoxypropyl, 1-tert-butoxypropyl, 2-methoxypropyl, 2-ethoxypropyl, 2-propoxypropyl, 2-isopropoxypropyl, 2-n-butoxypropyl, 2-sec-butoxypropyl, 2-isobutoxypropyl, 2-tert-butoxypropyl, 3-methoxypropyl, 3-ethoxypropyl, 3-propoxypropyl, 3-isopropoxypropyl, 3-n-butoxypropyl, 3-sec-butoxypropyl, 3-isobutoxypropyl, and 3-tert-butoxypropyl.

[0123] The term "alkoxyalkoxy" as used herein refers to an alkoxyalkyl group, particularly C, as defined above, attached to the remainder of the molecule through an oxygen atom. 1 -C 6 -Alkoxy-C 1 -C 4 -alkyl groups. Examples of these are OCH 2 -OCH 3 , O.C.H. 2 -OC 2 H 5 , n-propoxymethoxy, OCH 2 -OCH(CH 3 ) 2, n-butoxymethoxy, (1-methylpropoxy)methoxy, (2-methylpropoxy)methoxy, OCH 2 -OC(CH 3 ) 3 , 2-(methoxy)ethoxy, 2-(ethoxy)ethoxy, 2-(n-propoxy)ethoxy, 2-(1-methylethoxy)ethoxy, 2-(n-butoxy)ethoxy, 2-(1-methylpropoxy)ethoxy, 2-(2-methylpropoxy)ethoxy, 2-(1,1-dimethyl-ethoxy)ethoxy, and the like.

[0124] The substituent "oxo" is CH 2 The group is replaced by a C(=O) group.

[0125] The term "aryl" refers to a bicyclic or polycyclic carbocycle having a phenyl and at least one fused phenylene ring attached to the remainder of the molecule. Examples of bicyclic or polycyclic carbocycles having at least one phenylene ring include naphthyl, tetrahydronaphthyl, indanyl, indenyl, anthracenyl, fluorenyl, and the like.

[0126] "Aryl-C 1 -C 4 The term "-alkyl" refers to a C-alkyl group as defined above in which one hydrogen atom is replaced by an aryl group, in particular a phenyl group. 1 -C 4 -Alkyl. Aryl-C 1 -C 4 Specific examples of -alkyl include -CH 2 -phenyl, 1-phenethyl, 2-phenethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenyl-1-propyl and 2-phenyl-2-propyl.

[0127] "Aryloxy-C 1 -C 4 The term "-alkyl" refers to a C-alkyl group as defined above in which one hydrogen atom is replaced by an aryloxy group, in particular a phenoxy group. 1 -C 4-alkyl. Aryloxy-C 1 -C 4 Specific examples of -alkyl include phenoxymethyl, 1-phenoxyethyl, 2-phenoxyethyl, 1-phenoxypropyl, 2-phenoxypropyl, 3-phenoxy-1-propyl and 2-phenoxy-2-propyl.

[0128] "Aryl-C 1 -C 4 The term "-carbonyl" refers to an aryl, especially a phenyl, group as defined above, attached to the remainder of the molecule by a carbonyl group. Particular examples of arylcarbonyl include benzoyl, 1-naphthoyl and 2-naphthoyl.

[0129] The term hetaryl relates to an aromatic heterocycle, monocyclic with 5 or 6 ring atoms (5- or 6-membered hetaryl) or bicyclic with 8, 9 or 10 ring atoms. Hetaryl will generally have at least one ring atom selected from O, S and N (in the case of N, it may be hydrogen or an imino-nitrogen or amino-nitrogen with a group different from hydrogen). Hetaryl may have 1, 2, 3 or 4 further nitrogen atoms as ring members, which are imino nitrogens. Examples of 5- or 6-membered hetaryl include 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 1-pyrazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 1-imidazolyl, 2-imidazolyl, and 4-imidazolyl. , 1,3,4-triazol-1-yl, 1,3,4-triazol-2-yl, 1,3,4-oxadiazolyl-2-yl, 1,3,4-thiadiazol-2-yl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl and 1,3,5-triazin-2-yl. Examples of 8-, 9- or 10-membered hetaryl include, for example, quinolinyl, isoquinolinyl, cinnolinyl, indolyl, indolizinyl, isoindolyl, indazolyl, benzofuryl, benzothienyl, benzo[b]thiazolyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, imidazo[1,2-a]pyridin-2-yl, thieno[3,2-b]pyridin-5-yl, imidazo-[2,1-b]-thiazol-6-yl and 1,2,4-triazolo[1,5-a]pyridin-2-yl.

[0130] Examples of N-linked 5-, 6-, 7, or 8-membered saturated heterocycles include pyrrolidin-1-yl, pyrazolidin-1-yl, imidazolidin-1-yl, oxazolidin-3-yl, isoxazolidin-2-yl, thiazolidin-3-yl, isothiazolidin-2-yl, piperidin-1-yl, piperazin-1-yl, morpholin-4-yl, thiomorpholin-4-yl, 1-oxothiomorpholin-4-yl, 1,1-dioxothiomorpholin-4-yl, azepan-1-yl, and the like.

[0131] "Hetaryle-C 1 -C 4 The term "-alkyl" refers to a C-alkyl group as defined above in which one hydrogen atom is replaced by a hetaryl group, in particular a pyridyl group. 1 -C 4 -Alkyl. Hetaryl-C 1 -C 4 Specific examples of -alkyl include 2-pyridylmethyl, 3-pyridylmethyl, 4-pyridylmethyl, 1-(2-pyridyl)ethyl, 2-(2-pyridyl)ethyl, 1-(3-pyridyl)ethyl, 2-(3-pyridyl)ethyl, 1-(4-pyridyl)ethyl, 2-(4-pyridyl)ethyl, and the like.

[0132] "Hetaryloxy-C 1 -C 4 The term "-alkyl" refers to a C-alkyl group as defined above, in which one hydrogen atom is replaced by a hetaryloxy group, in particular a pyridyloxy group. 1 -C 4 -alkyl. Hetaryloxy-C 1 -C 4 Specific examples of -alkyl include 2-pyridyloxymethyl, 3-pyridyloxymethyl, 4-pyridyloxymethyl, 1-(2-pyridyloxy)ethyl, 2-(2-pyridyloxy)ethyl, 1-(3-pyridyloxy)ethyl, 2-(3-pyridyloxy)ethyl, 1-(4-pyridyloxy)ethyl, 2-(4-pyridyloxy)ethyl, and the like.

[0133] "Hetaryle-C 1 -C4 The term "-carbonyl" relates to a hetaryl as defined above, in particular a C-linked hetaryl group, which is linked to the remainder of the molecule by a carbonyl group, such as a 2-, 3- or 4-pyridyl, 2- or 3-thienyl, 2- or 3-furyl, 1-, 2- or 3-pyrrolyl, 2- or 4-pyrimidinyl, pyridazinyl, 1-, 3- or 4-pyrazolyl, 1-, 2- or 4-imidazolyl group.

[0134] The term "substituted," unless otherwise specified, refers to substituted with one, two or the maximum possible number of substituents. When there are two or more of the defined substituents in a compound of formula I, they are independently the same or different from one another, unless otherwise stated.

[0135] With respect to the variables, embodiments of the compounds of formula I are as follows:

[0136] In one preferred embodiment, B 1 is CR B1 And B 2 is CR B2 And B 3 is CR B3 And B 4 is CR B4 It is.

[0137] In another preferred embodiment, B 1 is N and B 2 is CR B2 And B 3 is CR B3 And B 4 is CR B4 It is.

[0138] In another preferred embodiment, B 1 is CR B1 And B 2 is N and B 3 is CR B3 And B 4 is CR B4 It is.

[0139] In another preferred embodiment, B 1 is N and B 2 is N and B 3 is CR B3 And B 4 is CR B4 It is.

[0140] In another preferred embodiment, B 1 is N and B 2 is N and B 3 is N and B 4 is CR B4 It is.

[0141] In another preferred embodiment, B 1 and B. 4 are CR B1 and CR B4 And B 3 is N or CR B2 And B 3 is N or CR B3 It is.

[0142] In another preferred embodiment, A is CR A And B 1 is CR B1 And B 2 is CR B2 And B 3 is CR B3 And B 4 is CR B4 It is.

[0143] In another preferred embodiment, A is CR A And B 1 is N and B 2 is CR B2 And B 3 is CR B3 And B 4 is CR B4 It is.

[0144] In another preferred embodiment, A is CR A And B 1 is CR B1 And B 2is N and B 3 is CR B3 And B 4 is CR B4 It is.

[0145] In another preferred embodiment, A is CR A And B 1 is N and B 2 is N and B 3 is CR B3 And B 4 is CR B4 It is.

[0146] In another preferred embodiment, A is CR A And B 1 is N and B 2 is N and B 3 is N and B 4 is CR B4 It is.

[0147] In another preferred embodiment, A is N and B 1 is CR B1 And B 2 is CR B2 And B 3 is CR B3 And B 4 is CR B4 It is.

[0148] In another preferred embodiment, A is N and B 1 is N and B 2 is CR B2 And B 3 is CR B3 And B 4 is CR B4 It is.

[0149] In another preferred embodiment, A is N and B 1 is CR B1 And B 2 is N and B 3 is CR B3 And B 4 is CR B4 It is.

[0150] In another preferred embodiment, A is N and B 1 is N and B 2 is N and B 3 is CR B3 And B 4 is CR B4 It is.

[0151] In another preferred embodiment, A is N and B 1 is N and B 2 is N and B 3 is N and B 4 is CR B4 It is.

[0152] In one preferred embodiment, R A H, halogen, OH, CN, C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, Tri-C 1 -C 6 -Alkylsilyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -cycloalkyl, wherein said alkyl, alkoxy, cycloalkyl moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e It is.

[0153] In another preferred embodiment, R A H, halogen, C 1 -C 6 -Alkyl, C 3 -C6 -cycloalkyl, wherein said alkyl or cycloalkyl moieties are unsubstituted or substituted with halogen.

[0154] In another preferred embodiment, R A are H, Cl, Br, F, and CH 3 , C 2 H 5 , nC 3 H 7 , isopropyl, cyclopropyl, CH 2 F, CHF 2 , or CF 3 It is.

[0155] In one preferred embodiment, R B1 , R B2 , R B3 , and R B4 are each independently H, a halogen or C 1 -C 6 -alkyl.

[0156] In another preferred embodiment, R B1 , R B2 , R B3 , and R B4 are, independently of each other, H, Cl, Br, F, CH 3 , C 2 H 5 , nC 3 H 7 , or isopropyl.

[0157] In one preferred embodiment, Q is -C(R 4 R 5 )-O-, where C is bonded to Ar.

[0158] In another preferred embodiment, Q is -C(R 4 R 5 )-O-, where O is attached to Ar.

[0159] In another preferred embodiment, Q is -C(=O)-O-, where C is bonded to Ar.

[0160] In another preferred embodiment, Q is -C(=O)-O-, where O is attached to Ar.

[0161] In another preferred embodiment, Q is -S(=O). m -C(R 7 R 8 )-, where S is bonded to Ar.

[0162] In another preferred embodiment, Q is -S(=O). m -C(R 7 R 8 )-, where C is bonded to Ar.

[0163] In another preferred embodiment, Q is -N(R 2 )-S(=O) m -, where N is bonded to Ar.

[0164] In another preferred embodiment, Q is -N(R 2 )-S(=O) m -, where S is bonded to Ar.

[0165] In another preferred embodiment, Q is -N(R 2 )-C(R 9 R 10 )-, where N is bonded to Ar.

[0166] In another preferred embodiment, Q is -N(R 2 )-C(R 9 R 10 )-, where C is bonded to Ar.

[0167] In another preferred embodiment, Q is -C(=O)-C(R 19 R 20 )-, where C(=O) is bonded to Ar.

[0168] In another preferred embodiment, Q is -C(=O)-C(R19 R 20 )-, where C(R 19 R 20 ) is bonded to Ar.

[0169] In another preferred embodiment, Q is -N(R 2 )-C(=O)-, where N is bonded to Ar.

[0170] In another preferred embodiment, Q is -N(R 2 )-C(=O)-, where C is bonded to Ar.

[0171] In another preferred embodiment, Q is -N(R 2 )-C(=S)-, where N is bonded to Ar.

[0172] In another preferred embodiment, Q is -N(R 2 )-C(=S)-, where C is bonded to Ar.

[0173] In another preferred embodiment, Q is -N=C(X)-, where N is attached to Ar.

[0174] In another preferred embodiment, Q is -N=C(X)-, where C is bonded to Ar.

[0175] In another preferred embodiment, Q is -N(R 2 )-C(=NR)-, where N is bonded to Ar.

[0176] In another preferred embodiment, Q is -N(R 2 )-C(=NR)-, where C is bonded to Ar.

[0177] In another preferred embodiment, Q is -C(R 13 R 14 )-C(R 15 R 16 )-.

[0178] In another preferred embodiment, Q is -C(R 17 )=C(R 18 )-.

[0179] In another preferred embodiment, Q is -C(R 4 R 5 )-O-, -N(R 2 )-S(=O) m -, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=S)-, -N=C(X)-, or -N(R 2 )-C(=NR)-, where Ar is attached to either side of Q.

[0180] In another preferred embodiment, Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-, where Ar is attached to either side of Q.

[0181] In one preferred embodiment, X is H or N(R 3 ) 2 It is.

[0182] In another preferred embodiment, X is H.

[0183] In another preferred embodiment, X is N(R 3 ) 2 It is.

[0184] In one preferred embodiment, R 3 , H, C 1 -C 6 -alkyl, or C 1 -C 6 -Alkoxy-C 1 -C4 -alkyl.

[0185] In another preferred embodiment, R 3 is H or C 1 -C 6 -alkyl.

[0186] In another preferred embodiment, R 3 is C 1 -C 6 -alkyl.

[0187] In another preferred embodiment, R 3 is H.

[0188] In one preferred embodiment, R is H, CN, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Haloalkenyl, C 2 -C 6 -Alkynyl, C 2 -C 6 -Haloalkynyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -halocycloalkyl, OR 8 , or N(R 3 ) 2 It is.

[0189] In another preferred embodiment, R is H, CN, C 1 -C 6 -alkyl or OR 8 It is.

[0190] In another preferred embodiment, R is H or C 1 -C 6 -alkyl.

[0191] In another preferred embodiment, R is H, CH 3 , C 2 H 5 , nC 3 H 7 , or isopropyl.

[0192] In one preferred embodiment, R 6 , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen.

[0193] In another preferred embodiment, R 6 is -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with .

[0194] In another preferred embodiment, R 6 , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4-Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen.

[0195] In another preferred embodiment, R 6 , H, C 1 -C 6 -Alkyl, C 3 -C 6 -Cycloalkyl, C 1 -C 6 -haloalkyl, or -CH 2 -phenyl.

[0196] In another preferred embodiment, R 6 , H, C 1 -C 6 -alkyl, or C 1 -C 6 -haloalkyl.

[0197] In another preferred embodiment, R 6 is H.

[0198] In another preferred embodiment, R 6 is C 1 -C 6 -alkyl.

[0199] In another preferred embodiment, R 6 is unsubstituted or halogen-substituted C 3 -C 6 -cycloalkyl.

[0200] In another preferred embodiment, R6 is C 1 -C 6 -haloalkyl.

[0201] In another preferred embodiment, R 6 , H, CH 3 , C 2 H 5 , C 3 H 5 , C.H. 2 CF 3 or CHF 2 It is.

[0202] In another preferred embodiment, R 6 , H, CH 3 , C 2 H 5 , C 3 H 5 , or C.H. 2 CF 3 It is.

[0203] In one preferred embodiment, R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are the same or different and are H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkylalkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C6 -Halocycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -Alkyl, C(=O)-OR a , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f (which is replaced by ).

[0204] In another preferred embodiment, R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are the same or different and are H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkylalkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Halocycloalkyl, C(=O)-OR a , C(=O)-NR b R c , C(=O)-R d , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f (which is replaced by ).

[0205] In another preferred embodiment, R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are the same or different and are H, halogen, C 1 -C 6 -alkyl, or C 1 -C 6 -haloalkylalkyl.

[0206] In another preferred embodiment, R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are the same or different and are H, halogen or C 1 -C 6 -alkyl.

[0207] In another preferred embodiment, R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are the same or different and are H or C 1 -C 6-alkyl.

[0208] In one preferred embodiment, Ar is unsubstituted or R Ar It is phenyl substituted with

[0209] In another preferred embodiment, Ar is unsubstituted or R Ar is a 5- or 6-membered hetaryl substituted with

[0210] In a more preferred embodiment, Ar is unsubstituted or R Ar phenyl, pyrimidinyl, pyridazinyl or pyridyl substituted by

[0211] In one preferred embodiment, R Ar are halogens, OH, CN, NO 2 , S.C.N., C. 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 1 -C 6 -Alkoxy, C 1 -C 6 -haloalkoxy or SR e It is.

[0212] In another preferred embodiment, R Ar is halogen, OH, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 1 -C 6 -Alkoxy, C 1 -C 6 -haloalkoxy or SR e It is.

[0213] In a more preferred embodiment, R Ar are F, Cl, Br, OH, CN, and NO 2 , SCN, CH 3 , C 2 H 5 , nC3 H 7 , isopropyl, CH 2 F, CHF 2 , C.F. 3 , C.H. 2 CF 3 , C.F. 2 CHF 2 , C 2 F 5 , C.H. 2 CH 2 CF 3 , C.H. 2 CF 2 CHF 2 , C.H. 2 CF 2 CF 3 , O.C.H. 3 , O.C. 2 H 5 , n-propyloxy, isopropyloxy, OCH 2 F, O.C.H.F. 2 , OCF 3 , O.C.H. 2 CF 3 , OCF 2 CHF 2 , O.C. 2 F 5 , O.C.H. 2 CH 2 CF 3 , O.C.H. 2 CF 2 CHF 2 , O.C.H. 2 CF 2 CF 3 , or S.R. e (where R e is C 1 -C 6 -Alkyl, especially C 1 -C 3 -Alkyl, e.g. CH 3 , C 2 H 5 , nC 3 H 7 or isopropyl, or C 1 -C 6 -Haloalkyl, especially fluorinated C 1 -C 3 -Alkyl, e.g. CH 2 F, CHF 2 , C.F.3 , C.H. 2 CF 3 , C.F. 2 CHF 2 , C 2 F 5 , C.H. 2 CH 2 CF 3 , C.H. 2 CF 2 CHF 2 or CH 2 CF 2 CF 3 (That is.)

[0214] Particularly preferred Ar are listed in Table A below.

[0215] [Table 1] TIFF0007630490000022.tif236165TIFF0007630490000023.tif237165TIFF0007630490000024.tif29148

[0216] Particularly preferred Ar is selected from Ar1 to Ar67; Similarly, particularly preferred Ar is selected from Ar1 to Ar20; Similarly, particularly preferred Ar is selected from Ar1 to Ar13; Similarly, particularly preferred Ar is selected from Ar1 to Ar13 and Ar17 to Ar18; Likewise particularly preferred Ar is selected from Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, and Ar18; Likewise particularly preferred Ar is selected from Ar17 and Ar18; Similarly, particularly preferred Ar is selected from Ar1, Ar2, Ar5, Ar21, and Ar22; Likewise particularly preferred Ar is Ar17; Similarly, particularly preferred Ar is Ar18.

[0217] In one preferred embodiment, R 1is YZTR 11 It is.

[0218] In another preferred embodiment, R 1 is YZTR 12 It is.

[0219] In one preferred embodiment, Y is -CR ya =N-, where N is attached to Z.

[0220] In another preferred embodiment, Y is -NR yc -C(=S)-, where C(=S) is bonded to Z.

[0221] In another preferred embodiment, Y is -NR yc -C(=O)-, where C(=O) is attached to Z.

[0222] In one preferred embodiment, Z is a single bond; -NR zc -C(=O)- (C(=O) is bonded to T); -NR zc -C(=S)- (C(=S) is bonded to T); -N=C(SR za )- (T is attached to a carbon atom); or -NR zc -C(SR za ) = (T is attached to a carbon atom).

[0223] In another preferred embodiment, Z is -NR zc -C(=S)-, where C(=S) is bonded to T.

[0224] In another preferred embodiment, Z is -NR zc -C(=O)-, where C(=O) is bonded to T.

[0225] In another preferred embodiment, Z is -N=C(SR za)-, where T is attached to a carbon atom.

[0226] In another preferred embodiment, Z is -NR zc -C(SR za )=, where T is attached to a carbon atom.

[0227] In another preferred embodiment, Z is -OC(=O)-, where T is attached to a carbon atom.

[0228] In another preferred embodiment, Z is a single bond.

[0229] In one preferred embodiment, T is O.

[0230] In another preferred embodiment, T is NR T It is.

[0231] In another preferred embodiment, T is N.

[0232] In one preferred embodiment, R ya H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -alkoxy, which are unsubstituted or substituted by halogen; Phenyl or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f (which is replaced by ).

[0233] In a more preferred embodiment, R ya H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -alkoxy, which are unsubstituted or substituted by halogen; or unsubstituted or R f It is phenyl substituted with

[0234] In the most preferred embodiment, R ya are H, F, Cl, Br, and CH 3 , C 2 H 5 , nC 3 H 7 , isopropyl, CH 2 F, CHF 2 , C.F. 3 , C.H. 2 CF 3 , C.F. 2 CHF 2 , C 2 F 5 , C.H. 2 CH 2 CF 3 , C.H. 2 CF 2 CHF 2 , C.H. 2 CF 2 CF 3 , O.C.H. 3 , O.C. 2 H 5 , n-propyloxy, isopropyloxy, OCH 2 F, O.C.H.F. 2 , OCF 3 , O.C.H. 2 CF 3 , OCF 2 CHF 2 , O.C. 2 F 5 , O.C.H. 2 CH 2 CF 3 , O.C.H. 2 CF 2 CHF 2 , O.C.H. 2 CF 2 CF 3 or unsubstituted or R f It is phenyl substituted with

[0235] In a further most preferred embodiment, R ya is H or CH 3 It is.

[0236] In one embodiment, R yc , R zc, H, C 1 -C 6 -Alkyl, C 3 -C 6 -cycloalkyl, which are unsubstituted or substituted by halogen; Phenyl or -CH 2 -phenyl, wherein the ring is unsubstituted or R f substituted with .

[0237] In a more preferred embodiment, R yc and R zc , H, C 1 -C 6 -Alkyl, C 1 -C 6 -haloalkyl, or unsubstituted or R f It is phenyl substituted with

[0238] In the most preferred embodiment, R yc and R zc H, CH 3 , C 2 H 5 , nC 3 H 7 , isopropyl, CH 2 F, CHF 2 , C.F. 3 , C.H. 2 CF 3 , C.F. 2 CHF 2 , C 2 F 5 , C.H. 2 CH 2 CF 3 , C.H. 2 CF 2 CHF 2 , C.H. 2 CF 2 CF 3 or unsubstituted or R f It is phenyl substituted with

[0239] In a further most preferred embodiment, R yc and R zc is H or CH 3 It is.

[0240] In one preferred embodiment, R T , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with .

[0241] In another preferred embodiment, R T , H, C 1 -C 6 -Alkyl, C 2 -C 6-Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -alkoxy, which are unsubstituted or substituted by halogen; C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with .

[0242] In a more preferred embodiment, R T , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -alkoxy, which are unsubstituted or substituted with halogen.

[0243] In the most preferred embodiment, R T is H or C 1 -C 6 -alkyl.

[0244] In another preferred embodiment, R zc If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C6 -Alkenylene, CH 2 The moiety may be substituted with carbonyl or C=N-R' and / or one or two CH 2 The moiety may be substituted with O or S and / or may be a linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h may be substituted with.

[0245] In a more preferred embodiment, R zc If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety is substituted with a carbonyl group.

[0246] In another more preferred embodiment, R zc If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety is substituted with C=N-R' and has one or two CH 2 The moiety may be substituted with O or S and / or may be a linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R hmay be substituted with.

[0247] In another more preferred embodiment, R zc If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, 1 or 2 CH 2 The moiety is substituted with O or S and / or 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h may be substituted with.

[0248] In one preferred embodiment, R za , H, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -C(=O)-R d , phenyl, phenylcarbonyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f (which is replaced by ).

[0249] In a more preferred embodiment, R za , H, C 1 -C 6 -alkyl, or C 1 -C 6 -haloalkyl.

[0250] In the most preferred embodiment, Rza , H, C 1 -C 6 -alkyl.

[0251] In another preferred embodiment, R za If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety may be substituted with carbonyl or C=N-R' and / or one or two CH 2 The moiety may be substituted with O or S and / or may be a linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h may be substituted with.

[0252] In a more preferred embodiment, R za If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety is substituted with a carbonyl group.

[0253] In another more preferred embodiment, R za If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6-alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety is substituted with C=N-R' and has one or two CH 2 The moiety may be substituted with O or S and / or may be a linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h may be substituted with.

[0254] In another more preferred embodiment, R za If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group, wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, 1 or 2 CH 2 The moiety is substituted with O or S and / or 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h may be substituted with.

[0255] In a preferred embodiment, R a , R b and R c , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -alkynyl, which is unsubstituted or substituted by halogen; C 1 -C6 -Alkylene-CN, phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with .

[0256] In a more preferred embodiment, R a , R b and R c , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -alkynyl, which is unsubstituted or substituted by halogen; Phenyl or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with .

[0257] In a preferred embodiment, R d , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -alkynyl, which is unsubstituted or substituted by halogen; Phenyl or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with .

[0258] In a more preferred embodiment, R d , H, C 1 -C 6 -Alkyl, C 1 -C 6 -haloalkyl, or unsubstituted or R f It is phenyl substituted with

[0259] In one preferred embodiment, R e is C 1 -C6 -Alkyl, C 1 -C 6 -Haloalkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -halocycloalkyl, phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with .

[0260] In a more preferred embodiment, R e , H, C 1 -C 6 -Alkyl, C 1 -C 6 -haloalkyl, or unsubstituted or R f It is phenyl substituted with

[0261] In one preferred embodiment, R f is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -cycloalkoxy, which are unsubstituted or substituted by halogens; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-Rd , S.O. 2 NR b R c , or S(=O) m R e It is.

[0262] In a more preferred embodiment, R f is halogen, N 3 , OH, CN, C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -cycloalkoxy, which are unsubstituted or substituted by halogens; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e It is.

[0263] In a preferred embodiment, R g is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, C 2-C 6 -Alkynyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -cycloalkoxy, which are unsubstituted or substituted by halogens; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , N.H.-C. 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e It is.

[0264] In a more preferred embodiment, R g is halogen, N 3 , OH, CN, NO 2 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -cycloalkoxy, which are unsubstituted or substituted by halogens; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NRb R c , or S(=O) m R e It is.

[0265] In one embodiment, m is 0.

[0266] In another embodiment, m is 1.

[0267] In another embodiment, m is 2.

[0268] In another embodiment, m is 0 or 1.

[0269] In another embodiment, m is 1 or 2.

[0270] In a more preferred embodiment, R 1 are represented by the following formulae Y-1 to Y-9,

[0271] [ka] represents the bond to the remainder of the compound, and D represents R 11 or R 12 where R T , R 11 , R 12 , R ya , R yc , R za and R ZC is as defined in compounds of formula I.

[0272] [ka]

[0273] In a more preferred embodiment, R 1 are represented by formulae Y-1 to Y-8,

[0274] [ka] represents the bond to the remainder of the compound, and D represents R 11 or R 12 where R T , R 11 , R 12 , R ya , R yc , R za and R ZC is as defined in compounds of formula I.

[0275] In an equally preferred embodiment, R 1 is of formula Y-1, Y-5, or Y-6, 、 [ka] represents the bond to the remainder of the compound, and D represents R 11 or R 12 where R T , R 11 , R 12 , R ya , R yc , R za and R ZC is as defined in compounds of formula I.

[0276] In another more preferred embodiment, R 1 are the following formulae YZT-1 to YZT-9,

[0277] [ka] represents the bond to the rest of the compound, and R 11 , R 12 , R T , R ya , R za and R ZC is as defined in compounds of formula I.

[0278] [ka]

[0279] In another more preferred embodiment, R 1 are represented by the formulae YZT-1 to YZT-8,

[0280] [ka] represents the bond to the rest of the compound, and R 11 , R 12 , R T , R ya , R za and R ZC is as defined in compounds of formula I.

[0281] In the most preferred embodiment, R 1 are represented by the following formulae Y-1A to Y-9A,

[0282] [ka] represents the bond to the remainder of the compound, and D represents R 11 or R 12 It is.

[0283] [ka] TIFF0007630490000034.tif20160

[0284] In the most preferred embodiment, R 1 are represented by formulae Y-1A to Y-8B,

[0285] [ka] represents the bond to the remainder of the compound, and D represents R 11 or R 12 It is.

[0286] In one preferred embodiment, R 11 is C 1 -C 6 -Alkyl, C 2 -C6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, which are unsubstituted or substituted by halogens; Aryl, arylcarbonyl, aryl-C 1 -C 4 -Alkyl, aryloxy-C 1 -C 4 -Alkyl, hetaryl, carbonylhetaryl, C 1 -C 4 -Alkyl-hetaryl and C 1 -C 4 -alkyl-hetaryloxy, where the aryl or hetaryl ring is unsubstituted or g and wherein said hetaryl is a 5- or 6-membered monocyclic hetaryl or an 8-, 9- or 10-membered bicyclic hetaryl.

[0287] In a more preferred embodiment, R 11 is C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 3 -C 6 -cycloalkyl, which are unsubstituted or substituted by halogen; Aryl, arylcarbonyl, aryl-C 1 -C 4 -Alkyl, aryloxy-C 1 -C4 -Alkyl, hetaryl, carbonylhetaryl, C 1 -C 4 -Alkyl-hetaryl and C 1 -C 4 -alkyl-hetaryloxy, where the ring is unsubstituted or g and wherein said hetaryl is a 5- or 6-membered monocyclic hetaryl or an 8-, 9- or 10-membered bicyclic hetaryl.

[0288] In the most preferred embodiment, R 11 aryl, aryl-C 1 -C 4 -Alkyl, hetaryl, or hetaryl-C 1 -C 4 -alkyl (wherein the ring is unsubstituted or g and wherein hetaryl or hetaryl-C 1 -C 4 Hetaryl in -alkyl is preferably a 5- or 6-membered monocyclic hetaryl, such as pyridyl, pyrimidinyl, pyridazinyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, isoxazolyl or isothiazolyl, which may be unsubstituted or may be selected from the group consisting of R g is replaced by ).

[0289] Also in the most preferred embodiment, R 11 is aryl, preferably unsubstituted or R g It is phenyl substituted with

[0290] Particularly preferred groups R 11 Examples of the groups R are summarized in Table A-1 below. 11 -1~R 11 It is -29.

[0291] [Table 2] TIFF0007630490000037.tif132170

[0292] In another preferred embodiment of the present invention, R 11 is R 11 -1, R 11 -10, R 11 -29, or R 11 It is -30.

[0293] In another preferred embodiment of the present invention, R 11 is R 11 -1, R 11 -10, or R 11 It is -29.

[0294] In one embodiment, R 12 is the formula (A 1 ) is a group represented by

[0295] [ka] where # indicates the point of attachment to T and R 121 , R 122 , R 123 and R 124 is as defined above, and where R 121 , R 122 , R 123 and R 124 preferably have the following meanings, independently of one another and especially in combination: R 121 is C 1 -C 4 -Alkoxy, especially OCH 3 , O.C. 2 H 5 and; R 122 is C 1 -C 4 -Alkoxy (e.g. OCH 3 , O.C. 2 H 5 , n-propoxy or isopropoxy), or C 3 -C 4 -alkenyloxy (e.g., allyloxy), and R 122 Especially OCH 3 , O.C. 2 H5 or n-propoxy; R 123 OH, C 1 -C 4 -Alkoxy (e.g. OCH 3 , O.C. 2 H 5 ), or C 3 -C 4 -alkenyloxy (e.g., allyloxy), and R 123 Especially OCH 3 , O.C. 2 H 5 and; R 124 is C 1 -C 4 -Alkyl (e.g. CH 3 Or C 2 H 5 ), or C 1 -C 4 -Alkoxy-C 1 -C 4 -alkyl (e.g. methoxymethyl, ethoxymethyl, 2-methoxyethyl or 2-ethoxyethyl), R 124 is in particular methyl, has.

[0296] In a more preferred embodiment, R 12 In particular, the formula (A 11 )(For example, (A 11 -a) or (A 11 -b)) is a group represented by

[0297] [ka] where # indicates the point of attachment to T and R 121 , R 122 , R 123 and R 124 is as defined above, and where R 121 , R 122 , R 123 and R 124 preferably have the following meanings, independently of one another and especially in combination: R 121 is C1 -C 4 -Alkoxy, especially OCH 3 Or O.C. 2 H 5 and; R 122 is C 1 -C 4 -Alkoxy (e.g. OCH 3 , O.C. 2 H 5 , n-propoxy or isopropoxy), or C 3 -C 4 -alkenyloxy (e.g., allyloxy), and R 122 Especially OCH 3 , O.C. 2 H 5 or n-propoxy; R 123 OH, C 1 -C 4 -Alkoxy (e.g. OCH 3 Or O.C. 2 H 5 ), or C 3 -C 4 -alkenyloxy (e.g., allyloxy), and R 123 Especially OCH 3 Or O.C. 2 H 5 and; R 124 is C 1 -C 4 -Alkyl (e.g. CH 3 Or C 2 H 5 ), or C 1 -C 4 -Alkoxy-C 1 -C 4 -alkyl (e.g. methoxymethyl, ethoxymethyl, 2-methoxyethyl or 2-ethoxyethyl), R 124 is in particular methyl, has.

[0298] base R 12 Particular examples of the group A 11 -1, A 11 -1a, A 11 -1b, A 11-2, A 11 -2a, A 11 -2b, A 11 -3, A 11 -3a and A 11 -3b:

[0299] [ka]

[0300] In a more preferred embodiment, the compound of formula I is selected from the compounds of formulae A.1 to A.10:

[0301] [ka] During the ceremony, Ar is R Ar is a phenyl or 5- or 6-membered hetaryl ring substituted with; R Ar are halogens, OH, CN, NO 2 , S.C.N., C. 1 -C 6 -Alkyl, C 1 -C 6 -alkoxy or SR e wherein said alkyl and alkoxy are unsubstituted or substituted with halogen; R A H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 3 -C 6 -cycloalkyl, or C 3 -C 6 -halocycloalkyl; R B1 , R B2 , R B3 , and R B4 are each independently H, a halogen or C 1 -C 6 - alkyl; Q is -C(R 4 R 5)-O-, -N(R 2 )-S(=O) m -, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=S)-, -N=C(X)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; X is N(R 3 ) 2 and; R 1 is defined in formula I 11 or YZTR 12 It is.

[0302] Further preferred compounds of formula I are the compounds of formulae I.1 to I.24:

[0303] [ka] TIFF0007630490000043.tif151168 formula, R 1 is selected from Y-1A, Y-1B, Y-2A, Y-2B, Y-3A, Y-3B, Y-3C, Y-3D, Y-4A, Y-4B, Y-4C, Y-4D, Y-5A, Y-5B, Y-6A, Y-6B, Y-7A, Y-7B, Y-8A, and Y-8B; where D is R 11 or R 12 and other variables are as defined herein.

[0304] Also more preferred are compounds of formula I, in which A is N or CR A and; B 1 CR B1 And B 2 CR B2 And B 3 CR B3 And B 4 CR B4 and; RB1 , R B2 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R is H, CN or C 1 -C 6 - alkyl; R 2 But H or C 1 -C 6 - alkyl; R 4 , R 5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But H or C 1 -C 6 - alkyl; R 9 , R 10 are independently H or C 1 -C 6 - alkyl; R A is H or C 1 -C 6 - alkyl; Ar is phenyl, pyrimidinyl, pyridazinyl, or pyridyl (which may be unsubstituted or Ar substituted with; R Ar are halogens, OH, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 1 -C6 -Alkoxy, C 1 -C 6 -haloalkoxy, or SR e and; R 1 is Y-1A, Y-2A, Y-5A, Y-6A, or Y-7A; D is R 11 or R 12 and; R 11 But R 11 -1~R 11 -30 to choose from; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0305] Also more preferred are compounds of formula I, in which A is N or CR A and; B 1 CR B1 And B 2 CR B2 And B 3 CR B3 And B 4 CR B4 and; R B1 , R B2 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R is H, CN or C 1 -C 6 - alkyl; R 2But H or C 1 -C 6 - alkyl; R 4 , R 5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But H or C 1 -C 6 - alkyl; Ar is selected from Ar1 to Ar67; R 1 is Y-1A, Y-2A, Y-5A, Y-6A, or Y-7A; D is R 11 or R 12 and; R 11 But R 11 -1~R 11 -30 to choose from; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0306] Also more preferred are compounds of formula I, in which A is CR A and; B 1 CR B1 And B 2 CR B2 And B 3 CR B3 And B 4 CR B4 and; R B1 , R B2 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R is H, CN or C 1 -C 6 - alkyl; R 2 But H or C 1 -C 6 - alkyl; R 4 , R 5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But, H, C 1 -C 6 -Alkyl, C 1 -C 6 -haloalkyl, or -CH 2 -phenyl; Ar is Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, or Ar18; R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A, or Y-9A; D is R 11 or R 12 and; R 11 But R 11 -1 or R 11 -10; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0307] Also more preferred are compounds of formula I, in which A is N; B 1 CR B1 And B 2 CR B2 And B3 CR B3 And B 4 CR B4 and; R B1 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R is H, CN or C 1 -C 6 - alkyl; R 2 But H or C 1 -C 6 - alkyl; R 4 , R 5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But, H, C 1 -C 6 -Alkyl, C 1 -C 6 -haloalkyl, or -CH 2 -phenyl; Ar is Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, or Ar18; R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A, or Y-9A; D is R 11 or R 12 and; R 11 But R 11 -1 or R 11 -10; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0308] Also more preferred are compounds of formula I, in which A is N or CR A and; B 1 CR B1 And B 2 CR B2 And B 3 CR B3 And B 4 CR B4 and; R A H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 3 -C 6 -cycloalkyl, or C 3 -C 6 -halocycloalkyl; R B1 , C.R. B2 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R is H, CN or C 1 -C 6 - alkyl; R 2 But H or C 1 -C 6 - alkyl; R 4 , R5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But, H, CH 3 , CH(CH 3 ) 2 , C.H. 2 (C 6 H 5 ), C.H. 2 CHF 2 , or C 2 H 5 and; Ar is Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, or Ar18; R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A, or Y-9A; D is R 11 or R 12 and; R 11 But R 11 -1 or R 11 -10; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0309] Also more preferred are compounds of formula I, in which A is N or CR A and; B 1 CR B1 And B 2 is N and B 3 CR B3 And B 4 CR B4 and R A H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 3 -C 6-cycloalkyl, or C 3 -C 6 -halocycloalkyl; R B1 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R is H, CN or C 1 -C 6 - alkyl; R 2 But H or C 1 -C 6 - alkyl; R 4 , R 5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But, H, CH 3 , CH(CH 3 ) 2 , C.H. 2 (C 6 H 5 ), C.H. 2 CHF 2 , or C 2 H 5 and; Ar is Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, or Ar18; R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A, or Y-9A; D is R 11 or R 12 and; R 11But R 11 -1 or R 11 -10; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0310] Also more preferred are compounds of formula I, in which A is N or CR A and; B 1 CR B1 And B 2 is N and B 3 is N and B 4 CR B4 and R A H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 3 -C 6 -cycloalkyl, or C 3 -C 6 -halocycloalkyl; R B1 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R is H, CN or C 1 -C 6 - alkyl; R 2 But H or C 1 -C 6 - alkyl; R 4, R 5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But, H, CH 3 , CH(CH 3 ) 2 , C.H. 2 (C 6 H 5 ), C.H. 2 CHF 2 , or C 2 H 5 and; Ar is Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, or Ar18; R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A, or Y-9A; D is R 11 or R 12 and; R 11 But R 11 -1 or R 11 -10; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0311] Also more preferred are compounds of formula I, in which A is N or R A and; B 1 is N and B 2 is N and B 3 R B3 And B 4 CR B4 and R A H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 3 -C 6 -cycloalkyl, or C3 -C 6 -halocycloalkyl; R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -C(R 4 R 5 )-O-, -N(R 2 )-C(R 9 R 10 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=NR)-; where Ar is attached to either side of Q; R 2 But H or C 1 -C 6 - alkyl; R is H, CN or C 1 -C 6 - alkyl; R 4 , R 5 , R 9 , R 10 are the same or different and are H or C 1 -C 6 - alkyl; R 6 But, H, CH 3 , CH(CH 3 ) 2 , C.H. 2 (C 6 H 5 ), C.H. 2 CHF 2 , or C 2 H 5 and; Ar is Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, or Ar18; R 1 is Y-1A, Y-3C, Y-5A, Y-6A, Y-7A, Y-8A, or Y-9A; D is R 11 or R 12 and; R 11 But R 11 -1 or R11 -10; R 12 But, A 11 -1b or A 11 -3b, The above compound.

[0312] In another preferred embodiment, the compound of formula I is a compound of formulae I.1 to I.24, wherein Ar is phenyl, pyrimidinyl, pyridazinyl, or pyridyl (which may be unsubstituted or Ar substituted with; R Ar are halogens, OH, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 1 -C 6 -Alkoxy, C 1 -C 6 -haloalkoxy or SR e and; B 1 is N or CH; B 2 is N or CH; B 3 is N or CH; R 1 where D is R 11 or R 12 and; R 11 But R 11 -1, R 11 -2, R 11 -3, R 11 -5, R 11 -6, R 11 -7, R 11 -8, R 11 -9, R 11 -10, R 11 -11, R 11 -12, R 11-13, R 11 -14, R 11 -15, R 11 -16, R 11 -17, R 11 -18, R 11 -19, R 11 -20, R 11 -21, R 11 -22, R 11 -23, R 11 -25, R 11 -26, R 11 -27, R 11 -28, or R 11 -29; R 12 However, (A 11 -1), (A 11 -2) or (A 11 -3), R 4 and R 5 are independently H or CH 3 and R 6 But, H, CH 3 , CH(CH 3 ) 2 , or C 2 H 5 and; R 9 and R 10 are independently H or CH 3 and R 2 But, H, CH 3 , or cC 3 H 5 and R is H, CH 3 , or CN, The above compound.

[0313] In another preferred embodiment, the compound of formula I is a compound of formulae I.1 to I.24, wherein Ar is selected from Ar1 to Ar67; B 1 is N or CH; B 2 is N or CH; B 3is N or CH; R 1 where D is R 11 or R 12 and; R 11 But R 11 -1, R 11 -2, R 11 -3, R 11 -5, R 11 -6, R 11 -7, R 11 -8, R 11 -9, R 11 -10, R 11 -11, R 11 -12, R 11 -13, R 11 -14, R 11 -15, R 11 -16, R 11 -17, R 11 -18, R 11 -19, R 11 -20, R 11 -21, R 11 -22, R 11 -23, R 11 -25, R 11 -26, R 11 -27, R 11 -28, or R 11 -29; R 12 However, (A 11 -1), (A 11 -2) or (A 11 -3), R 4 and R 5 are independently H or CH 3 and R 6 But, H, CH 3 , CH(CH 3 ) 2 , or C 2 H 5 and; R 9and R 10 are independently H or CH 3 and R 2 But, H, CH 3 , or cC 3 H 5 and R is H, CH 3 , or CN, The above compound.

[0314] In another preferred embodiment, the compound of formula I is a compound of formulae I.1 to I.24, wherein Ar is phenyl, pyrimidinyl, pyridazinyl, or pyridyl (which may be unsubstituted or Ar substituted with; R Ar are halogens, OH, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 1 -C 6 -Alkoxy, C 1 -C 6 -haloalkoxy, or SR e and; B 1 But, CR B1 and; B 2 But, CR B2 and; B 3 But, CR B3 and; R 1 where D is R 11 or R 12 and; R 11 But R 11 -1, R 11 -2, R 11 -3, R 11 -5, R 11 -6, R11 -7, R 11 -8, R 11 -9, R 11 -10, R 11 -11, R 11 -12, R 11 -13, R 11 -14, R 11 -15, R 11 -16, R 11 -17, R 11 -18, R 11 -19, R 11 -20, R 11 -21, R 11 -22, R 11 -23, R 11 -25, R 11 -26, R 11 -27, R 11 -28, or R 11 -29; R 12 However, (A 11 -1), (A 11 -2) or (A 11 -3), R 4 and R 5 are independently H or CH 3 and R 6 But, H, CH 3 , CH(CH 3 ) 2 , or C 2 H 5 and; R 9 and R 10 are independently H or CH 3 and R 2 But, H, CH 3 , or cC 3 H 5 and R is H, CH 3 , or CN, The above compound.

[0315] In another preferred embodiment, the compound of formula I is a compound of formulae I.1 to I.24, wherein Ar is selected from Ar1 to Ar67; B 1 is CH; B 2 is CH; B 3 is CH; R 1 where D is R 11 or R 12 and; R 11 But R 11 -1, R 11 -2, R 11 -3, R 11 -5, R 11 -6, R 11 -7, R 11 -8, R 11 -9, R 11 -10, R 11 -11, R 11 -12, R 11 -13, R 11 -14, R 11 -15, R 11 -16, R 11 -17, R 11 -18, R 11 -19, R 11 -20, R 11 -21, R 11 -22, R 11 -23, R 11 -25, R 11 -26, R 11 -27, R 11 -28, or R 11 -29; R 12 However, (A 11 -1), (A 11 -2) or (A 11 -3), R 4 and R 5 are independently H or CH 3 and R 6But, H, CH 3 , CH(CH 3 ) 2 , or C 2 H 5 and; R 9 and R 10 are independently H or CH 3 and R 2 But, H, CH 3 , or cC 3 H 5 and R is H, CH 3 , or CN, The above compound.

[0316] In another preferred embodiment, the compound of formula I is a compound of formulae I.1 to I.24, wherein Ar is Ar1, Ar2, Ar3, Ar4, Ar10, Ar17, or Ar18; B 1 is N or CH; B 2 is N or CH; B 3 is N or CH; R 1 where D is R 11 or R 12 and; R 11 But R 11 -1, R 11 -2, R 11 -3, R 11 -5, R 11 -6, R 11 -7, R 11 -8, R 11 -9, R 11 -10, R 11 -11, R 11 -12, R 11 -13, R 11 -14, R 11-15, R 11 -16, R 11 -17, R 11 -18, R 11 -19, R 11 -20, R 11 -21, R 11 -22, R 11 -23, R 11 -25, R 11 -26, R 11 -27, R 11 -28, or R 11 -29; R 12 However, (A 11 -1), (A 11 -2) or (A 11 -3), R 4 and R 5 are independently H or CH 3 and R 6 But, H, CH 3 , CH(CH 3 ) 2 , or C 2 H 5 and; R 9 and R 10 are independently H or CH 3 and R 2 But, H, CH 3 , or cC 3 H 5 and R is H, CH 3 , or CN, The above compound.

[0317] In another preferred embodiment, the compound of formula I is a compound of formula I, wherein A is CH; B 1 CR B1 And B 2 CR B2 And B 3 CR B3 And B 4 CR B4 and; RB1 , C.R. B2 , R B3 , and R B4 are, independently of each other, H, halogens, C 1 -C 6 - alkyl; Q is -N(R 2 )-C(=O)-; where Ar is attached to either side of Q; R 2 But H or C 1 -C 6 - alkyl; R 6 But H or C 1 -C 6 - alkyl; Ar is selected from Ar1, Ar2, Ar5, Ar21, and Ar22; R 1 is Y-1A, Y-5A, or Y-7A; D is R 11 -1 or A 11 -1b, The above compound.

[0318] Specific compounds of formula I are those of formula I.1-I.24 summarized in Tables 1-812 below, where the variable R 6 , B 1 , B 2 , B 3 The combinations of Ar and D correspond to the individual rows of Table B. Each of the groups mentioned as substituents in this table is also itself a particularly preferred embodiment of that substituent, independently of the combination in which it is mentioned.

[0319] Table 1. R 1 is Y-1A, and R 4 is H and R 5 is H.

[0320] Table 2. R 1 is Y-2A, and R 4 is H and R 5 is H.

[0321] Table 3. R 1 is Y-5A, and R 4 is H and R 5 is H.

[0322] Table 4. R 1 is Y-6A, and R 4 is H and R 5 is H.

[0323] Table 5. R 1 is Y-7A, and R 4 is H and R 5 is H.

[0324] Table 6. R 1 is Y-1A, and R 4 CH 3 and R 5 is H.

[0325] Table 7. R 1 is Y-2A, and R 4 CH 3 and R 5 is H.

[0326] Table 8. R 1 is Y-5A, and R 4 CH 3 and R 5 is H.

[0327] Table 9. R 1 is Y-6A, and R 4 CH 3 and R 5 is H.

[0328] Table 10. R 1 is Y-7A, and R 4 CH 3 and R 5 is H.

[0329] Table 11. R 1 is Y-1A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.1,

[0330] Table 12. R 1 is Y-2A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.1,

[0331] Table 13. R 1 is Y-5A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.1,

[0332] Table 14. R 1 is Y-6A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.1,

[0333] Table 15. R 1 is Y-7A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.1,

[0334] Table 16. R 1 is Y-1A, and R 4 is H and R 5 is H.

[0335] Table 17. R 1 is Y-2A, and R 4 is H and R 5 is H.

[0336] Table 18. R 1 is Y-5A, and R4 is H and R 5 is H.

[0337] Table 19. R 1 is Y-6A, and R 4 is H and R 5 is H.

[0338] Table 20. R 1 is Y-7A, and R 4 is H and R 5 is H.

[0339] Table 21. R 1 is Y-1A, and R 4 CH 3 and R 5 is H.

[0340] Table 22. R 1 is Y-2A, and R 4 CH 3 and R 5 is H.

[0341] Table 23. R 1 is Y-5A, and R 4 CH 3 and R 5 is H.

[0342] Table 24. R 1 is Y-6A, and R 4 CH 3 and R 5 is H.

[0343] Table 25. R 1 is Y-7A, and R 4 CH 3 and R 5 is H.

[0344] Table 26. R 1 is Y-1A, and R4 CH 3 and R 5 CH 3 The compound of formula I.2,

[0345] Table 27. R 1 is Y-2A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.2,

[0346] Table 28. R 1 is Y-5A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.2,

[0347] Table 29. R 1 is Y-6A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.2,

[0348] Table 30. R 1 is Y-7A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.2,

[0349] Table 31. R 1 is Y-1A, and R 4 is H and R 5 is H.

[0350] Table 32. R 1 is Y-2A, and R 4 is H and R 5 is H.

[0351] Table 33. R 1 is Y-5A, and R 4 is H and R 5 is H.

[0352] Table 34. R 1 is Y-6A, and R 4 is H and R 5 is H.

[0353] Table 35. R 1 is Y-7A, and R 4 is H and R 5 is H.

[0354] Table 36. R 1 is Y-1A, and R 4 CH 3 and R 5 is H.

[0355] Table 37. R 1 is Y-2A, and R 4 CH 3 and R 5 is H.

[0356] Table 38. R 1 is Y-5A, and R 4 CH 3 and R 5 is H.

[0357] Table 39. R 1 is Y-6A, and R 4 CH 3 and R 5 is H.

[0358] Table 40. R 1 is Y-7A, and R 4 CH 3 and R 5 is H.

[0359] Table 41. R 1 is Y-1A, and R 4 CH 3 and R 5 CH3 The compound of formula I.3,

[0360] Table 42. R 1 is Y-2A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.3,

[0361] Table 43. R 1 is Y-5A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.3,

[0362] Table 44. R 1 is Y-6A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.3,

[0363] Table 45. R 1 is Y-7A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.3,

[0364] Table 46. R 1 is Y-1A, and R 4 is H and R 5 is H.

[0365] Table 47. R 1 is Y-2A, and R 4 is H and R 5 is H.

[0366] Table 48. R 1 is Y-5A, and R 4 is H and R 5 is H.

[0367] Table 49. R1 is Y-6A, and R 4 is H and R 5 is H.

[0368] Table 50. R 1 is Y-7A, and R 4 is H and R 5 is H.

[0369] Table 51. R 1 is Y-1A, and R 4 CH 3 and R 5 is H.

[0370] Table 52. R 1 is Y-2A, and R 4 CH 3 and R 5 is H.

[0371] Table 53. R 1 is Y-5A, and R 4 CH 3 and R 5 is H.

[0372] Table 54. R 1 is Y-6A, and R 4 CH 3 and R 5 is H.

[0373] Table 55. R 1 is Y-7A, and R 4 CH 3 and R 5 is H.

[0374] Table 56. R 1 is Y-1A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.4,

[0375] Table 57. R 1 is Y-2A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.4,

[0376] Table 58. R 1 is Y-5A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.4,

[0377] Table 59. R 1 is Y-6A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.4,

[0378] Table 60. R 1 is Y-7A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.4,

[0379] Table 61. R 1 is Y-1A, and R 4 is H and R 5 is H.

[0380] Table 62. R 1 is Y-2A, and R 4 is H and R 5 is H.

[0381] Table 63. R 1 is Y-5A, and R 4 is H and R 5 is H.

[0382] Table 64. R 1 is Y-6A, and R 4 is H and R5 is H.

[0383] Table 65. R 1 is Y-7A, and R 4 is H and R 5 is H.

[0384] Table 66. R 1 is Y-1A, and R 4 CH 3 and R 5 is H.

[0385] Table 67. R 1 is Y-2A, and R 4 CH 3 and R 5 is H.

[0386] Table 68. R 1 is Y-5A, and R 4 CH 3 and R 5 is H.

[0387] Table 69. R 1 is Y-6A, and R 4 CH 3 and R 5 is H.

[0388] Table 70.R 1 is Y-7A, and R 4 CH 3 and R 5 is H.

[0389] Table 71. R 1 is Y-1A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.5,

[0390] Table 72. R 1is Y-2A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.5,

[0391] Table 73.R 1 is Y-5A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.5,

[0392] Table 74. R 1 is Y-6A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.5,

[0393] Table 75. R 1 is Y-7A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.5,

[0394] Table 76. R 1 is Y-1A, and R 4 is H and R 5 is H.

[0395] Table 77. R 1 is Y-2A, and R 4 is H and R 5 is H.

[0396] Table 78. R 1 is Y-5A, and R 4 is H and R 5 is H.

[0397] Table 79. R 1 is Y-6A, and R 4 is H and R 5 is H.

[0398] Table 80. R 1 is Y-7A, and R 4 is H and R 5 is H.

[0399] Table 81. R 1 is Y-1A, and R 4 CH 3 and R 5 is H.

[0400] Table 82. R 1 is Y-2A, and R 4 CH 3 and R 5 is H.

[0401] Table 83. R 1 is Y-5A, and R 4 CH 3 and R 5 is H.

[0402] Table 84. R 1 is Y-6A, and R 4 CH 3 and R 5 is H.

[0403] Table 85. R 1 is Y-7A, and R 4 CH 3 and R 5 is H.

[0404] Table 86. R 1 is Y-1A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.6,

[0405] Table 87. R 1 is Y-2A, and R 4 CH 3 and R5 CH 3 The compound of formula I.6,

[0406] Table 88. R 1 is Y-5A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.6,

[0407] Table 89. R 1 is Y-6A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.6,

[0408] Table 90.R 1 is Y-7A, and R 4 CH 3 and R 5 CH 3 The compound of formula I.6,

[0409] Table 91. R 1 is Y-1A, and R 2 is H and R 9 is H and R 10 is H.

[0410] Table 92. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0411] Table 93. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0412] Table 94. R 1 is Y-2A, and R 2is H and R 9 is H and R 10 is H.

[0413] Table 95.R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0414] Table 96. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0415] Table 97.R 1 is Y-5A, and R 2 is H and R 9 is H and R 10 is H.

[0416] Table 98.R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0417] Table 99.R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0418] Table 100. R 1 is Y-6A, and R 2 is H and R 9 is H and R 10 is H.

[0419] Table 101. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0420] Table 102. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0421] Table 103. R 1 is Y-7A, and R 2 is H and R 9 is H and R 10 is H.

[0422] Table 104.R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0423] Table 105. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0424] Table 106. R 1 is Y-1A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0425] Table 107. R 1 is Y-1A, and R 2 CH 3 and R 9 CH3 and R 10 is H.

[0426] Table 108. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0427] Table 109.R 1 is Y-2A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0428] Table 110. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0429] Table 111. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0430] Table 112. R 1 is Y-5A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0431] Table 113. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3and R 10 is H.

[0432] Table 114. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0433] Table 115. R 1 is Y-6A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0434] Table 116. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0435] Table 117. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0436] Table 118. R 1 is Y-7A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0437] Table 119. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R10 is H.

[0438] Table 120. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0439] Table 121. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0440] Table 122. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0441] Table 123. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0442] Table 124. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0443] Table 125. R 1 is Y-2A, and R 2 C 2 H5 and R 9 CH 3 and R 10 is H.

[0444] Table 126. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0445] Table 127. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0446] Table 128. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0447] Table 129. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0448] Table 130. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0449] Table 131. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0450] Table 132. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0451] Table 133. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0452] Table 134. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0453] Table 135. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0454] Table 136. R 1 is Y-1A, and R 2 cc 3 H 5 and R9 is H and R 10 is H.

[0455] Table 137. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0456] Table 138. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0457] Table 139. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0458] Table 140. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0459] Table 141. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0460] Table 142. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0461] Table 143. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0462] Table 144. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0463] Table 145. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0464] Table 146. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0465] Table 147. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R10 CH 3 The compound of formula I.7,

[0466] Table 148. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0467] Table 149. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0468] Table 150. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.7,

[0469] Table 151. R 1 is Y-1A, and R 2 is H and R 9 is H and R 10 is H.

[0470] Table 152. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0471] Table 153. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R10 CH 3 The compound of formula I.8,

[0472] Table 154. R 1 is Y-2A, and R 2 is H and R 9 is H and R 10 is H.

[0473] Table 155. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0474] Table 156. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0475] Table 157. R 1 is Y-5A, and R 2 is H and R 9 is H and R 10 is H.

[0476] Table 158. R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0477] Table 159. R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0478] Table 160.R1 is Y-6A, and R 2 is H and R 9 is H and R 10 is H.

[0479] Table 161. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0480] Table 162. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0481] Table 163. R 1 is Y-7A, and R 2 is H and R 9 is H and R 10 is H.

[0482] Table 164. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0483] Table 165. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0484] Table 166. R 1 is Y-1A, and R 2 CH 3 and R 9 is H and R 10is H.

[0485] Table 167. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0486] Table 168. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0487] Table 169. R 1 is Y-2A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0488] Table 170. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0489] Table 171. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0490] Table 172. R 1 is Y-5A, and R 2 CH 3 and R 9 is H and R 10is H.

[0491] Table 173. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0492] Table 174. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0493] Table 175. R 1 is Y-6A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0494] Table 176. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0495] Table 177. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0496] Table 178. R 1 is Y-7A, and R 2 CH 3 and R 9 is H and R 10is H.

[0497] Table 179. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0498] Table 180.R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0499] Table 181. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0500] Table 182. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0501] Table 183. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0502] Table 184.R 1 is Y-2A, and R 2 C 2 H5 and R 9 is H and R 10 is H.

[0503] Table 185.R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0504] Table 186. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0505] Table 187. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0506] Table 188.R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0507] Table 189.R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0508] Table 190.R 1 is Y-6A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0509] Table 191.R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0510] Table 192. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0511] Table 193.R 1 is Y-7A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0512] Table 194.R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0513] Table 195.R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R10 CH 3 The compound of formula I.8,

[0514] Table 196. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0515] Table 197.R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0516] Table 198.R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0517] Table 199.R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0518] Table 200. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0519] Table 201. R 1 is Y-2A, and R2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0520] Table 202. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0521] Table 203. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0522] Table 204. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0523] Table 205. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0524] Table 206. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10is H.

[0525] Table 207. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0526] Table 208. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0527] Table 209. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0528] Table 210. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.8,

[0529] Table 211. R 1 is Y-1A, and R 2 is H and R 9 is H and R 10 is H.

[0530] Table 212. R 1 is Y-1A, and R 2 is H and R 9 CH3 and R 10 is H.

[0531] Table 213. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0532] Table 214. R 1 is Y-2A, and R 2 is H and R 9 is H and R 10 is H.

[0533] Table 215. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0534] Table 216. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0535] Table 217. R 1 is Y-5A, and R 2 is H and R 9 is H and R 10 is H.

[0536] Table 218. R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0537] Table 219. R1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0538] Table 220. R 1 is Y-6A, and R 2 is H and R 9 is H and R 10 is H.

[0539] Table 221. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0540] Table 222. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0541] Table 223. R 1 is Y-7A, and R 2 is H and R 9 is H and R 10 is H.

[0542] Table 224. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0543] Table 225. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 CH3 The compound of formula I.9,

[0544] Table 226. R 1 is Y-1A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0545] Table 227. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0546] Table 228. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0547] Table 229. R 1 is Y-2A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0548] Table 230. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0549] Table 231. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3The compound of formula I.9,

[0550] Table 232. R 1 is Y-5A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0551] Table 233. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0552] Table 234. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0553] Table 235. R 1 is Y-6A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0554] Table 236. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0555] Table 237. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3The compound of formula I.9,

[0556] Table 238. R 1 is Y-7A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0557] Table 239. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0558] Table 240. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0559] Table 241. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0560] Table 242. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0561] Table 243. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R10 CH 3 The compound of formula I.9,

[0562] Table 244. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0563] Table 245. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0564] Table 246. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0565] Table 247. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0566] Table 248. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0567] Table 249. R 1 is Y-5A, and R 2 C2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0568] Table 250. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0569] Table 251. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0570] Table 252. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0571] Table 253. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0572] Table 254. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0573] Table 255. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0574] Table 256. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0575] Table 257. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0576] Table 258. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0577] Table 259. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0578] Table 260. R 1 is Y-2A, and R 2 cc 3 H 5 and R9 CH 3 and R 10 is H.

[0579] Table 261. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0580] Table 262.C

[0581] Table 263. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0582] Table 264. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0583] Table 265. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0584] Table 266. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 is H and R 10is H.

[0585] Table 267. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0586] Table 268. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0587] Table 269. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0588] Table 270. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0589] Table 271. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.9,

[0590] Table 272. R 1 is Y-1A, and R2 is H and R 9 is H and R 10 is H.

[0591] Table 273. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0592] Table 274. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0593] Table 275. R 1 is Y-2A, and R 2 is H and R 9 is H and R 10 is H.

[0594] Table 276. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0595] Table 277. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0596] Table 278. R 1 is Y-5A, and R 2 is H and R 9 is H and R 10 is H.

[0597] Table 279. R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0598] Table 280. R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0599] Table 281. R 1 is Y-6A, and R 2 is H and R 9 is H and R 10 is H.

[0600] Table 282. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0601] Table 283. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0602] Table 284. R 1 is Y-7A, and R 2 is H and R 9 is H and R 10 is H.

[0603] Table 285. R 1 is Y-7A, and R 2 is H and R 9CH 3 and R 10 is H.

[0604] Table 286. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0605] Table 287. R 1 is Y-1A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0606] Table 288. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0607] Table 289.R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0608] Table 290. R 1 is Y-2A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0609] Table 291. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3and R 10 is H.

[0610] Table 292. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0611] Table 293. R 1 is Y-5A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0612] Table 294.R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0613] Table 295. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0614] Table 296. R 1 is Y-6A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0615] Table 297.R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R10 is H.

[0616] Table 298.R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0617] Table 299.R 1 is Y-7A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0618] Table 300.R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0619] Table 301. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0620] Table 302. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0621] Table 303.R 1 is Y-1A, and R 2 C 2 H 5 and R 9CH 3 and R 10 is H.

[0622] Table 304.R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0623] Table 305. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0624] Table 306. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0625] Table 307.R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0626] Table 308. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0627] Table 309.R1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0628] Table 310. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0629] Table 311. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0630] Table 312. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0631] Table 313. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0632] Table 314. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 is H and R10 is H.

[0633] Table 315. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0634] Table 316. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0635] Table 317. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0636] Table 318. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0637] Table 319. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0638] Table 320. R 1is Y-2A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0639] Table 321. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0640] Table 322. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0641] Table 323.C

[0642] Table 324. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0643] Table 325. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0644] Table 326. R 1 is Y-5A, and R 2 cc 3 H 5 and R9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0645] Table 327. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0646] Table 328. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0647] Table 329. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0648] Table 330. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0649] Table 331. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0650] Table 332. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.10,

[0651] Table 333. R 1 is Y-1A, and R 2 is H and R 9 is H and R 10 is H.

[0652] Table 334. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0653] Table 335. R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0654] Table 336. R 1 is Y-2A, and R 2 is H and R 9 is H and R 10 is H.

[0655] Table 337. R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0656] Table 338. R 1 is Y-2A, and R 2is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0657] Table 339. R 1 is Y-5A, and R 2 is H and R 9 is H and R 10 is H.

[0658] Table 340.R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0659] Table 341. R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0660] Table 342. R 1 is Y-6A, and R 2 is H and R 9 is H and R 10 is H.

[0661] Table 343. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0662] Table 344. R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0663] Table 345. R 1 is Y-7A, and R 2 is H and R 9 is H and R 10 is H.

[0664] Table 346. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0665] Table 347. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0666] Table 348. R 1 is Y-1A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0667] Table 349.R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0668] Table 350. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0669] Table 351. R1 is Y-2A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0670] Table 352. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0671] Table 353. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0672] Table 354. R 1 is Y-5A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0673] Table 355. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0674] Table 356. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0675] Table 357. R1 is Y-6A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0676] Table 358. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0677] Table 359.R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0678] Table 360.R 1 is Y-7A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0679] Table 361. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0680] Table 362. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0681] Table 363. R1 is Y-1A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0682] Table 364. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0683] Table 365. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0684] Table 366. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0685] Table 367. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0686] Table 368. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH3 The compound of formula I.11,

[0687] Table 369.R 1 is Y-5A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0688] Table 370.R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0689] Table 371. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0690] Table 372. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0691] Table 373. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0692] Table 374. R 1 is Y-6A, and R 2 C 2H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0693] Table 375.R 1 is Y-7A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0694] Table 376. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0695] Table 377. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0696] Table 378.R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0697] Table 379.R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0698] Table 380.R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0699] Table 381. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0700] Table 382. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0701] Table 383.R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0702] Table 384.R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0703] Table 385.R 1 is Y-5A, and R 2 cc 3 H 5and R 9 CH 3 and R 10 is H.

[0704] Table 386. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0705] Table 387.R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0706] Table 388.R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0707] Table 389.R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0708] Table 390.R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0709] Table 391.R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0710] Table 392.R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.11,

[0711] Table 393.R 1 is Y-1A, and R 2 is H and R 9 is H and R 10 is H.

[0712] Table 394.R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0713] Table 395.R 1 is Y-1A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0714] Table 396.R 1 is Y-2A, and R 2 is H and R 9 is H and R 10 is H.

[0715] Table 397.R 1is Y-2A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0716] Table 398.R 1 is Y-2A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0717] Table 399.R 1 is Y-5A, and R 2 is H and R 9 is H and R 10 is H.

[0718] Table 400.R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0719] Table 401.R 1 is Y-5A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0720] Table 402.R 1 is Y-6A, and R 2 is H and R 9 is H and R 10 is H.

[0721] Table 403.R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10is H.

[0722] Table 404.R 1 is Y-6A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0723] Table 405.R 1 is Y-7A, and R 2 is H and R 9 is H and R 10 is H.

[0724] Table 406. R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 is H.

[0725] Table 407.R 1 is Y-7A, and R 2 is H and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0726] Table 408.R 1 is Y-1A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0727] Table 409.R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0728] Table 410. R 1 is Y-1A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0729] Table 411. R 1 is Y-2A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0730] Table 412. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0731] Table 413. R 1 is Y-2A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0732] Table 414. R 1 is Y-5A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0733] Table 415. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0734] Table 416. R 1 is Y-5A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0735] Table 417. R 1 is Y-6A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0736] Table 418. R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0737] Table 419.R 1 is Y-6A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0738] Table 420. R 1 is Y-7A, and R 2 CH 3 and R 9 is H and R 10 is H.

[0739] Table 421. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 is H.

[0740] Table 422. R 1 is Y-7A, and R 2 CH 3 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0741] Table 423. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0742] Table 424. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0743] Table 425. R 1 is Y-1A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0744] Table 426. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0745] Table 427. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R10 is H.

[0746] Table 428. R 1 is Y-2A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0747] Table 429.R 1 is Y-5A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0748] Table 430. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0749] Table 431. R 1 is Y-5A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0750] Table 432. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0751] Table 433. R 1 is Y-6A, and R2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0752] Table 434. R 1 is Y-6A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0753] Table 435. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 is H and R 10 is H.

[0754] Table 436. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 is H.

[0755] Table 437. R 1 is Y-7A, and R 2 C 2 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0756] Table 438. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 is H and R 10is H.

[0757] Table 439. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0758] Table 440. R 1 is Y-1A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0759] Table 441. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0760] Table 442. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0761] Table 443. R 1 is Y-2A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0762] Table 444. R 1is Y-5A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0763] Table 445. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0764] Table 446. R 1 is Y-5A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0765] Table 447. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0766] Table 448. R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0767] Table 449.R 1 is Y-6A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH3 The compound of formula I.12,

[0768] Table 450.R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 is H and R 10 is H.

[0769] Table 451. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 is H.

[0770] Table 452. R 1 is Y-7A, and R 2 cc 3 H 5 and R 9 CH 3 and R 10 CH 3 The compound of formula I.12,

[0771] Table 453. R 1 is Y-1A, and R 2 is H.

[0772] Table 454. R 1 is Y-2A, and R 2 is H.

[0773] Table 455. R 1 is Y-5A, and R 2 is H.

[0774] Table 456. R 1 is Y-6A, and R 2 is H.

[0775] Table 457. R 1 is Y-7A, and R 2 is H.

[0776] Table 458.R 1 is Y-1A, and R 2 CH 3 The compound of formula I.13,

[0777] Table 459.R 1 is Y-2A, and R 2 CH 3 The compound of formula I.13,

[0778] Table 460.R 1 is Y-5A, and R 2 CH 3 The compound of formula I.13,

[0779] Table 461. R 1 is Y-6A, and R 2 CH 3 The compound of formula I.13,

[0780] Table 462. R 1 is Y-7A, and R 2 CH 3 The compound of formula I.13,

[0781] Table 463.R 1 is Y-1A, and R 2 cc 3 H 5 The compound of formula I.13,

[0782] Table 464. R 1 is Y-2A, and R 2 cc 3 H 5 The compound of formula I.13,

[0783] Table 465. R 1 is Y-5A, and R 2 cc 3 H 5 The compound of formula I.13,

[0784] Table 466. R 1 is Y-6A, and R 2 cc 3 H 5 The compound of formula I.13,

[0785] Table 467. R 1 is Y-7A, and R 2 cc 3 H 5 The compound of formula I.13,

[0786] Table 468. R 1 is Y-1A, and R 2 is H.

[0787] Table 469.R 1 is Y-2A, and R 2 is H.

[0788] Table 470.R 1 is Y-5A, and R 2 is H.

[0789] Table 471. R 1 is Y-6A, and R 2 is H.

[0790] Table 472. R 1 is Y-7A, and R 2 is H.

[0791] Table 473. R 1 is Y-1A, and R 2 CH 3 The compound of formula I.14,

[0792] Table 474.R 1 is Y-2A, and R 2 CH 3 The compound of formula I.14,

[0793] Table 475.R 1 is Y-5A, and R 2 CH 3 The compound of formula I.14,

[0794] Table 476. R 1 is Y-6A, and R 2 CH 3 The compound of formula I.14,

[0795] Table 477. R 1 is Y-7A, and R 2 CH 3 The compound of formula I.14,

[0796] Table 478.R 1 is Y-1A, and R 2 cc 3 H 5 The compound of formula I.14,

[0797] Table 479.R 1 is Y-2A, and R 2 cc 3 H 5 The compound of formula I.14,

[0798] Table 480.R 1 is Y-5A, and R 2 cc 3 H 5 The compound of formula I.14,

[0799] Table 481. R 1 is Y-6A, and R 2 cc 3 H 5 The compound of formula I.14,

[0800] Table 482.R 1 is Y-7A, and R 2 cc 3 H 5 The compound of formula I.14,

[0801] Table 483.R 1is Y-1A, and R 2 is H.

[0802] Table 484.R 1 is Y-2A, and R 2 is H.

[0803] Table 485.R 1 is Y-5A, and R 2 is H.

[0804] Table 486.R 1 is Y-6A, and R 2 is H.

[0805] Table 487.R 1 is Y-7A, and R 2 is H.

[0806] Table 488.R 1 is Y-1A, and R 2 CH 3 The compound of formula I.15,

[0807] Table 489.R 1 is Y-2A, and R 2 CH 3 The compound of formula I.15,

[0808] Table 490.R 1 is Y-5A, and R 2 CH 3 The compound of formula I.15,

[0809] Table 491.R 1 is Y-6A, and R 2 CH 3 The compound of formula I.15,

[0810] Table 492.R 1 is Y-7A, and R 2 CH 3 The compound of formula I.15,

[0811] Table 493.R 1 is Y-1A, and R 2 cc 3 H 5 The compound of formula I.15,

[0812] Table 494.R 1 is Y-2A, and R 2 cc 3 H 5 The compound of formula I.15,

[0813] Table 495.R 1 is Y-5A, and R 2 cc 3 H 5 The compound of formula I.15,

[0814] Table 496.R 1 is Y-6A, and R 2 cc 3 H 5 The compound of formula I.15,

[0815] Table 497.R 1 is Y-7A, and R 2 cc 3 H 5 The compound of formula I.15,

[0816] Table 498.R 1 is Y-1A, and R 2 is H.

[0817] Table 499.R 1 is Y-2A, and R 2 is H.

[0818] Table 500.R 1 is Y-5A, and R 2 is H.

[0819] Table 501. R 1 is Y-6A, and R2 is H.

[0820] Table 502. R 1 is Y-7A, and R 2 is H.

[0821] Table 503.R 1 is Y-1A, and R 2 CH 3 The compound of formula I.16,

[0822] Table 504.R 1 is Y-2A, and R 2 CH 3 The compound of formula I.16,

[0823] Table 505.R 1 is Y-5A, and R 2 CH 3 The compound of formula I.16,

[0824] Table 506.R 1 is Y-6A, and R 2 CH 3 The compound of formula I.16,

[0825] Table 507.R 1 is Y-7A, and R 2 CH 3 The compound of formula I.16,

[0826] Table 508.R 1 is Y-1A, and R 2 cc 3 H 5 The compound of formula I.16,

[0827] Table 509.R 1 is Y-2A, and R 2 cc 3 H 5 The compound of formula I.16,

[0828] Table 510. R 1is Y-5A, and R 2 cc 3 H 5 The compound of formula I.16,

[0829] Table 511. R 1 is Y-6A, and R 2 cc 3 H 5 The compound of formula I.16,

[0830] Table 512. R 1 is Y-7A, and R 2 cc 3 H 5 The compound of formula I.16,

[0831] Table 513. R 1 is Y-1A, and R 2 is H.

[0832] Table 514. R 1 is Y-2A, and R 2 is H.

[0833] Table 515. R 1 is Y-5A, and R 2 is H.

[0834] Table 516. R 1 is Y-6A, and R 2 is H.

[0835] Table 517. R 1 is Y-7A, and R 2 is H.

[0836] Table 518. R 1 is Y-1A, and R 2 CH 3 The compound of formula I.17,

[0837] Table 519.R 1 is Y-2A, and R2 CH 3 The compound of formula I.17,

[0838] Table 520. R 1 is Y-5A, and R 2 CH 3 The compound of formula I.17,

[0839] Table 521. R 1 is Y-6A, and R 2 CH 3 The compound of formula I.17,

[0840] Table 522. R 1 is Y-7A, and R 2 CH 3 The compound of formula I.17,

[0841] Table 523. R 1 is Y-1A, and R 2 cc 3 H 5 The compound of formula I.17,

[0842] Table 524. R 1 is Y-2A, and R 2 cc 3 H 5 The compound of formula I.17,

[0843] Table 525. R 1 is Y-5A, and R 2 cc 3 H 5 The compound of formula I.17,

[0844] Table 526. R 1 is Y-6A, and R 2 cc 3 H 5 The compound of formula I.17,

[0845] Table 527. R 1 is Y-7A, and R 2 cc 3 H 5The compound of formula I.17,

[0846] Table 528. R 1 is Y-1A, and R 2 is H.

[0847] Table 529. R 1 is Y-2A, and R 2 is H.

[0848] Table 530. R 1 is Y-5A, and R 2 is H.

[0849] Table 531. R 1 is Y-6A, and R 2 is H.

[0850] Table 532. R 1 is Y-7A, and R 2 is H.

[0851] Table 533. R 1 is Y-1A, and R 2 CH 3 The compound of formula I.18,

[0852] Table 534. R 1 is Y-2A, and R 2 CH 3 The compound of formula I.18,

[0853] Table 535. R 1 is Y-5A, and R 2 CH 3 The compound of formula I.18,

[0854] Table 536. R 1 is Y-6A, and R 2 CH 3 The compound of formula I.18,

[0855] Table 537. R1 is Y-7A, and R 2 CH 3 The compound of formula I.18,

[0856] Table 538. R 1 is Y-1A, and R 2 cc 3 H 5 The compound of formula I.18,

[0857] Table 539.R 1 is Y-2A, and R 2 cc 3 H 5 The compound of formula I.18,

[0858] Table 540. R 1 is Y-5A, and R 2 cc 3 H 5 The compound of formula I.18,

[0859] Table 541. R 1 is Y-6A, and R 2 cc 3 H 5 The compound of formula I.18,

[0860] Table 542. R 1 is Y-7A, and R 2 cc 3 H 5 The compound of formula I.18,

[0861] Table 543. R 1 is Y-1A, R is NH, and R 2 is H.

[0862] Table 544. R 1 is Y-2A, R is NH, and R 2 is H.

[0863] Table 545. R 1 is Y-5A, R is NH, and R 2is H.

[0864] Table 546. R 1 is Y-6A, R is NH, and R 2 is H.

[0865] Table 547. R 1 is Y-7A, R is NH, and R 2 is H.

[0866] Table 548. R 1 is Y-1A, R is NH, and R 2 CH 3 The compound of formula I.19,

[0867] Table 549.R 1 is Y-2A, R is NH, and R 2 CH 3 The compound of formula I.19,

[0868] Table 550.R 1 is Y-5A, R is NH, and R 2 CH 3 The compound of formula I.19,

[0869] Table 551. R 1 is Y-6A, R is NH, and R 2 CH 3 The compound of formula I.19,

[0870] Table 552. R 1 is Y-7A, R is NH, and R 2 CH 3 The compound of formula I.19,

[0871] Table 553. R 1 is Y-1A, R is NH, and R 2 cc 3 H 5 The compound of formula I.19,

[0872] Table 554. R 1 is Y-2A, R is NH, and R 2 cc 3 H 5 The compound of formula I.19,

[0873] Table 555. R 1 is Y-5A, R is NH, and R 2 cc 3 H 5 The compound of formula I.19,

[0874] Table 556. R 1 is Y-6A, R is NH, and R 2 cc 3 H 5 The compound of formula I.19,

[0875] Table 557. R 1 is Y-7A, R is NH, and R 2 cc 3 H 5 The compound of formula I.19,

[0876] Table 558. R 1 is Y-1A and R is NCH 3 and R 2 is H.

[0877] Table 559. R 1 is Y-2A and R is NCH 3 and R 2 is H.

[0878] Table 560.R 1 is Y-5A and R is NCH 3 and R 2 is H.

[0879] Table 561. R 1 is Y-6A and R is NCH 3 and R 2 is H.

[0880] Table 562. R 1 is Y-7A and R is NCH 3 and R 2 is H.

[0881] Table 563. R 1 is Y-1A and R is NCH 3 and R 2 CH 3 The compound of formula I.19,

[0882] Table 564. R 1 is Y-2A and R is NCH 3 and R 2 CH 3 The compound of formula I.19,

[0883] Table 565. R 1 is Y-5A and R is NCH 3 and R 2 CH 3 The compound of formula I.19,

[0884] Table 566. R 1 is Y-6A and R is NCH 3 and R 2 CH 3 The compound of formula I.19,

[0885] Table 567. R 1 is Y-7A and R is NCH 3 and R 2 CH 3 The compound of formula I.19,

[0886] Table 568.R 1 is Y-1A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.19,

[0887] Table 569.R 1 is Y-2A and R is NCH3 and R 2 cc 3 H 5 The compound of formula I.19,

[0888] Table 570.R 1 is Y-5A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.19,

[0889] Table 571. R 1 is Y-6A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.19,

[0890] Table 572. R 1 is Y-7A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.19,

[0891] Table 573. R 1 is Y-1A, R is NCN, and R 2 is H.

[0892] Table 574. R 1 is Y-2A, R is NCN, and R 2 is H.

[0893] Table 575. R 1 is Y-5A, R is NCN, and R 2 is H.

[0894] Table 576. R 1 is Y-6A, R is NCN, and R 2 is H.

[0895] Table 577. R1 is Y-7A, R is NCN, and R 2 is H.

[0896] Table 578.R 1 is Y-1A, R is NCN, and R 2 CH 3 The compound of formula I.19,

[0897] Table 579.R 1 is Y-2A, R is NCN, and R 2 CH 3 The compound of formula I.19,

[0898] Table 580.R 1 is Y-5A, R is NCN, and R 2 CH 3 The compound of formula I.19,

[0899] Table 581. R 1 is Y-6A, R is NCN, and R 2 CH 3 The compound of formula I.19,

[0900] Table 582.R 1 is Y-7A, R is NCN, and R 2 CH 3 The compound of formula I.19,

[0901] Table 583. R 1 is Y-1A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.19,

[0902] Table 584.R 1 is Y-2A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.19,

[0903] Table 585.R 1is Y-5A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.19,

[0904] Table 586. R 1 is Y-6A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.19,

[0905] Table 587.R 1 is Y-7A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.19,

[0906] Table 588.R 1 is Y-1A, R is NH, and R 2 is H.

[0907] Table 589.R 1 is Y-2A, R is NH, and R 2 is H.

[0908] Table 590.R 1 is Y-5A, R is NH, and R 2 is H.

[0909] Table 591.R 1 is Y-6A, R is NH, and R 2 is H.

[0910] Table 592.R 1 is Y-7A, R is NH, and R 2 is H.

[0911] Table 593.R 1 is Y-1A, R is NH, and R 2 CH 3 The compound of formula I.20,

[0912] Table 594.R 1 is Y-2A, R is NH, and R 2 CH 3 The compound of formula I.20,

[0913] Table 595.R 1 is Y-5A, R is NH, and R 2 CH 3 The compound of formula I.20,

[0914] Table 596.R 1 is Y-6A, R is NH, and R 2 CH 3 The compound of formula I.20,

[0915] Table 597.R 1 is Y-7A, R is NH, and R 2 CH 3 The compound of formula I.20,

[0916] Table 598.R 1 is Y-1A, R is NH, and R 2 cc 3 H 5 The compound of formula I.20,

[0917] Table 599.R 1 is Y-2A, R is NH, and R 2 cc 3 H 5 The compound of formula I.20,

[0918] Table 600.R 1 is Y-5A, R is NH, and R 2 cc 3 H 5 The compound of formula I.20,

[0919] Table 601.R 1 is Y-6A, R is NH, and R 2 cc 3 H5 The compound of formula I.20,

[0920] Table 602.R 1 is Y-7A, R is NH, and R 2 cc 3 H 5 The compound of formula I.20,

[0921] Table 603.R 1 is Y-1A and R is NCH 3 and R 2 is H.

[0922] Table 604.R 1 is Y-2A and R is NCH 3 and R 2 is H.

[0923] Table 605.R 1 is Y-5A and R is NCH 3 and R 2 is H.

[0924] Table 606.R 1 is Y-6A and R is NCH 3 and R 2 is H.

[0925] Table 607.R 1 is Y-7A and R is NCH 3 and R 2 is H.

[0926] Table 608.R 1 is Y-1A and R is NCH 3 and R 2 CH 3 The compound of formula I.20,

[0927] Table 609.R 1 is Y-2A and R is NCH 3 and R 2 CH3 The compound of formula I.20,

[0928] Table 610. R 1 is Y-5A and R is NCH 3 and R 2 CH 3 The compound of formula I.20,

[0929] Table 611. R 1 is Y-6A and R is NCH 3 and R 2 CH 3 The compound of formula I.20,

[0930] Table 612. R 1 is Y-7A and R is NCH 3 and R 2 CH 3 The compound of formula I.20,

[0931] Table 613. R 1 is Y-1A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.20,

[0932] Table 614. R 1 is Y-2A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.20,

[0933] Table 615. R 1 is Y-5A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.20,

[0934] Table 616. R 1 is Y-6A and R is NCH 3 and R 2 cc 3 H5 The compound of formula I.20,

[0935] Table 617. R 1 is Y-7A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.20,

[0936] Table 618. R 1 is Y-1A, R is NCN, and R 2 is H.

[0937] Table 619.R 1 is Y-2A, R is NCN, and R 2 is H.

[0938] Table 620.R 1 is Y-5A, R is NCN, and R 2 is H.

[0939] Table 621. R 1 is Y-6A, R is NCN, and R 2 is H.

[0940] Table 622. R 1 is Y-7A, R is NCN, and R 2 is H.

[0941] Table 623. R 1 is Y-1A, R is NCN, and R 2 CH 3 The compound of formula I.20,

[0942] Table 624. R 1 is Y-2A, R is NCN, and R 2 CH 3 The compound of formula I.20,

[0943] Table 625. R1 is Y-5A, R is NCN, and R 2 CH 3 The compound of formula I.20,

[0944] Table 626. R 1 is Y-6A, R is NCN, and R 2 CH 3 The compound of formula I.20,

[0945] Table 627. R 1 is Y-7A, R is NCN, and R 2 CH 3 The compound of formula I.20,

[0946] Table 628. R 1 is Y-1A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.20,

[0947] Table 629.R 1 is Y-2A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.20,

[0948] Table 630.R 1 is Y-5A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.20,

[0949] Table 631. R 1 is Y-6A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.20,

[0950] Table 632. R 1 is Y-7A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.20,

[0951] Table 633. R 1 is Y-1A, R is NH, and R 2 is H.

[0952] Table 634. R 1 is Y-2A, R is NH, and R 2 is H.

[0953] Table 635. R 1 is Y-5A, R is NH, and R 2 is H.

[0954] Table 636. R 1 is Y-6A, R is NH, and R 2 is H.

[0955] Table 637. R 1 is Y-7A, R is NH, and R 2 is H.

[0956] Table 638. R 1 is Y-1A, R is NH, and R 2 CH 3 The compound of formula I.21,

[0957] Table 639.R 1 is Y-2A, R is NH, and R 2 CH 3 The compound of formula I.21,

[0958] Table 640.R 1 is Y-5A, R is NH, and R 2 CH 3 The compound of formula I.21,

[0959] Table 641. R 1 is Y-6A, R is NH, and R 2 CH 3The compound of formula I.21,

[0960] Table 642. R 1 is Y-7A, R is NH, and R 2 CH 3 The compound of formula I.21,

[0961] Table 643. R 1 is Y-1A, R is NH, and R 2 cc 3 H 5 The compound of formula I.21,

[0962] Table 644. R 1 is Y-2A, R is NH, and R 2 cc 3 H 5 The compound of formula I.21,

[0963] Table 645. R 1 is Y-5A, R is NH, and R 2 cc 3 H 5 The compound of formula I.21,

[0964] Table 646. R 1 is Y-6A, R is NH, and R 2 cc 3 H 5 The compound of formula I.21,

[0965] Table 647. R 1 is Y-7A, R is NH, and R 2 cc 3 H 5 The compound of formula I.21,

[0966] Table 648. R 1 is Y-1A and R is NCH 3 and R 2 is H.

[0967] Table 649.R 1is Y-2A and R is NCH 3 and R 2 is H.

[0968] Table 650.R 1 is Y-5A and R is NCH 3 and R 2 is H.

[0969] Table 651. R 1 is Y-6A and R is NCH 3 and R 2 is H.

[0970] Table 652. R 1 is Y-7A and R is NCH 3 and R 2 is H.

[0971] Table 653. R 1 is Y-1A and R is NCH 3 and R 2 CH 3 The compound of formula I.21,

[0972] Table 654. R 1 is Y-2A and R is NCH 3 and R 2 CH 3 The compound of formula I.21,

[0973] Table 655. R 1 is Y-5A and R is NCH 3 and R 2 CH 3 The compound of formula I.21,

[0974] Table 656. R 1 is Y-6A and R is NCH 3 and R 2 CH 3 The compound of formula I.21,

[0975] Table 657. R 1 is Y-7A and R is NCH 3 and R 2 CH 3 The compound of formula I.21,

[0976] Table 658. R 1 is Y-1A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.21,

[0977] Table 659.R 1 is Y-2A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.21,

[0978] Table 660.R 1 is Y-5A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.21,

[0979] Table 661. R 1 is Y-6A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.21,

[0980] Table 662. R 1 is Y-7A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.21,

[0981] Table 663. R 1 is Y-1A, R is NCN, and R 2 is H.

[0982] Table 664. R1 is Y-2A, R is NCN, and R 2 is H.

[0983] Table 665. R 1 is Y-5A, R is NCN, and R 2 is H.

[0984] Table 666. R 1 is Y-6A, R is NCN, and R 2 is H.

[0985] Table 667. R 1 is Y-7A, R is NCN, and R 2 is H.

[0986] Table 668.R 1 is Y-1A, R is NCN, and R 2 CH 3 The compound of formula I.21,

[0987] Table 669.R 1 is Y-2A, R is NCN, and R 2 CH 3 The compound of formula I.21,

[0988] Table 670.R 1 is Y-5A, R is NCN, and R 2 CH 3 The compound of formula I.21,

[0989] Table 671. R 1 is Y-6A, R is NCN, and R 2 CH 3 The compound of formula I.21,

[0990] Table 672.R 1 is Y-7A, R is NCN, and R 2 CH 3 The compound of formula I.21,

[0991] Table 673.R 1 is Y-1A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.21,

[0992] Table 674.R 1 is Y-2A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.21,

[0993] Table 675.R 1 is Y-5A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.21,

[0994] Table 676. R 1 is Y-6A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.21,

[0995] Table 677.R 1 is Y-7A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.21,

[0996] Table 678.R 1 is Y-1A, R is NH, and R 2 is H.

[0997] Table 679.R 1 is Y-2A, R is NH, and R 2 is H.

[0998] Table 680.R 1 is Y-5A, R is NH, and R 2 is H.

[0999] Table 681. R 1 is Y-6A, R is NH, and R 2 is H.

[1000] Table 682.R 1 is Y-7A, R is NH, and R 2 is H.

[1001] Table 683.R 1 is Y-1A, R is NH, and R 2 CH 3 The compound of formula I.22,

[1002] Table 684.R 1 is Y-2A, R is NH, and R 2 CH 3 The compound of formula I.22,

[1003] Table 685.R 1 is Y-5A, R is NH, and R 2 CH 3 The compound of formula I.22,

[1004] Table 686.R 1 is Y-6A, R is NH, and R 2 CH 3 The compound of formula I.22,

[1005] Table 687.R 1 is Y-7A, R is NH, and R 2 CH 3 The compound of formula I.22,

[1006] Table 688.R 1 is Y-1A, R is NH, and R 2 cc 3 H 5 The compound of formula I.22,

[1007] Table 689.R 1is Y-2A, R is NH, and R 2 cc 3 H 5 The compound of formula I.22,

[1008] Table 690.R 1 is Y-5A, R is NH, and R 2 cc 3 H 5 The compound of formula I.22,

[1009] Table 691.R 1 is Y-6A, R is NH, and R 2 cc 3 H 5 The compound of formula I.22,

[1010] Table 692.R 1 is Y-7A, R is NH, and R 2 cc 3 H 5 The compound of formula I.22,

[1011] Table 693.R 1 is Y-1A and R is NCH 3 and R 2 is H.

[1012] Table 694.R 1 is Y-2A and R is NCH 3 and R 2 is H.

[1013] Table 695.R 1 is Y-5A and R is NCH 3 and R 2 is H.

[1014] Table 696.R 1 is Y-6A and R is NCH 3 and R 2 is H.

[1015] Table 697.R 1 is Y-7A and R is NCH 3 and R 2 is H.

[1016] Table 698.R 1 is Y-1A and R is NCH 3 and R 2 CH 3 The compound of formula I.22,

[1017] Table 699.R 1 is Y-2A and R is NCH 3 and R 2 CH 3 The compound of formula I.22,

[1018] Table 700.R 1 is Y-5A and R is NCH 3 and R 2 CH 3 The compound of formula I.22,

[1019] Table 701.R 1 is Y-6A and R is NCH 3 and R 2 CH 3 The compound of formula I.22,

[1020] Table 702.R 1 is Y-7A and R is NCH 3 and R 2 CH 3 The compound of formula I.22,

[1021] Table 703.R 1 is Y-1A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.22,

[1022] Table 704.R 1 is Y-2A and R is NCH 3 and R2 cc 3 H 5 The compound of formula I.22,

[1023] Table 705.R 1 is Y-5A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.22,

[1024] Table 706.R 1 is Y-6A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.22,

[1025] Table 707.R 1 is Y-7A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.22,

[1026] Table 708.R 1 is Y-1A, R is NCN, and R 2 is H.

[1027] Table 709.R 1 is Y-2A, R is NCN, and R 2 is H.

[1028] Table 710.R 1 is Y-5A, R is NCN, and R 2 is H.

[1029] Table 711.R 1 is Y-6A, R is NCN, and R 2 is H.

[1030] Table 712.R 1is Y-7A, R is NCN, and R 2 is H.

[1031] Table 713.R 1 is Y-1A, R is NCN, and R 2 CH 3 The compound of formula I.22,

[1032] Table 714.R 1 is Y-2A, R is NCN, and R 2 CH 3 The compound of formula I.22,

[1033] Table 715.R 1 is Y-5A, R is NCN, and R 2 CH 3 The compound of formula I.22,

[1034] Table 716. R 1 is Y-6A, R is NCN, and R 2 CH 3 The compound of formula I.22,

[1035] Table 717. R 1 is Y-7A, R is NCN, and R 2 CH 3 The compound of formula I.22,

[1036] Table 718.R 1 is Y-1A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.22,

[1037] Table 719.R 1 is Y-2A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.22,

[1038] Table 720.R 1is Y-5A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.22,

[1039] Table 721.R 1 is Y-6A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.22,

[1040] Table 722.R 1 is Y-7A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.22,

[1041] Table 723.R 1 is Y-1A, R is NH, and R 2 is H.

[1042] Table 724.R 1 is Y-2A, R is NH, and R 2 is H.

[1043] Table 725.R 1 is Y-5A, R is NH, and R 2 is H.

[1044] Table 726.R 1 is Y-6A, R is NH, and R 2 is H.

[1045] Table 727.R 1 is Y-7A, R is NH, and R 2 is H.

[1046] Table 728.R 1 is Y-1A, R is NH, and R 2 CH 3 The compound of formula I.23,

[1047] Table 729.R 1 is Y-2A, R is NH, and R 2 CH 3 The compound of formula I.23,

[1048] Table 730.R 1 is Y-5A, R is NH, and R 2 CH 3 The compound of formula I.23,

[1049] Table 731.R 1 is Y-6A, R is NH, and R 2 CH 3 The compound of formula I.23,

[1050] Table 732. R 1 is Y-7A, R is NH, and R 2 CH 3 The compound of formula I.23,

[1051] Table 733.R 1 is Y-1A, R is NH, and R 2 cc 3 H 5 The compound of formula I.23,

[1052] Table 734.R 1 is Y-2A, R is NH, and R 2 cc 3 H 5 The compound of formula I.23,

[1053] Table 735.R 1 is Y-5A, R is NH, and R 2 cc 3 H 5 The compound of formula I.23,

[1054] Table 736. R 1 is Y-6A, R is NH, and R 2 cc 3 H5 The compound of formula I.23,

[1055] Table 737.R 1 is Y-7A, R is NH, and R 2 cc 3 H 5 The compound of formula I.23,

[1056] Table 738.R 1 is Y-1A and R is NCH 3 and R 2 is H.

[1057] Table 739.R 1 is Y-2A and R is NCH 3 and R 2 is H.

[1058] Table 740.R 1 is Y-5A and R is NCH 3 and R 2 is H.

[1059] Table 741.R 1 is Y-6A and R is NCH 3 and R 2 is H.

[1060] Table 742.R 1 is Y-7A and R is NCH 3 and R 2 is H.

[1061] Table 743.R 1 is Y-1A and R is NCH 3 and R 2 CH 3 The compound of formula I.23,

[1062] Table 744.R 1 is Y-2A and R is NCH 3 and R 2 CH3 The compound of formula I.23,

[1063] Table 745.R 1 is Y-5A and R is NCH 3 and R 2 CH 3 The compound of formula I.23,

[1064] Table 746.R 1 is Y-6A and R is NCH 3 and R 2 CH 3 The compound of formula I.23,

[1065] Table 747.R 1 is Y-7A and R is NCH 3 and R 2 CH 3 The compound of formula I.23,

[1066] Table 748.R 1 is Y-1A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.23,

[1067] Table 749.R 1 is Y-2A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.23,

[1068] Table 750.R 1 is Y-5A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.23,

[1069] Table 751.R 1 is Y-6A and R is NCH 3 and R 2 cc 3 H5 The compound of formula I.23,

[1070] Table 752. R 1 is Y-7A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.23,

[1071] Table 753.R 1 is Y-1A, R is NCN, and R 2 is H.

[1072] Table 754.R 1 is Y-2A, R is NCN, and R 2 is H.

[1073] Table 755.R 1 is Y-5A, R is NCN, and R 2 is H.

[1074] Table 756. R 1 is Y-6A, R is NCN, and R 2 is H.

[1075] Table 757.R 1 is Y-7A, R is NCN, and R 2 is H.

[1076] Table 758.R 1 is Y-1A, R is NCN, and R 2 CH 3 The compound of formula I.23,

[1077] Table 759.R 1 is Y-2A, R is NCN, and R 2 CH 3 The compound of formula I.23,

[1078] Table 760.R1 is Y-5A, R is NCN, and R 2 CH 3 The compound of formula I.23,

[1079] Table 761.R 1 is Y-6A, R is NCN, and R 2 CH 3 The compound of formula I.23,

[1080] Table 762.R 1 is Y-7A, R is NCN, and R 2 CH 3 The compound of formula I.23,

[1081] Table 763.R 1 is Y-1A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.23,

[1082] Table 764.R 1 is Y-2A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.23,

[1083] Table 765.R 1 is Y-5A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.23,

[1084] Table 766.R 1 is Y-6A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.23,

[1085] Table 767.R 1 is Y-7A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.23,

[1086] Table 768.R 1 is Y-1A, R is NH, and R 2 is H.

[1087] Table 769.R 1 is Y-2A, R is NH, and R 2 is H.

[1088] Table 770.R 1 is Y-5A, R is NH, and R 2 is H.

[1089] Table 771.R 1 is Y-6A, R is NH, and R 2 is H.

[1090] Table 772.R 1 is Y-7A, R is NH, and R 2 is H.

[1091] Table 773.R 1 is Y-1A, R is NH, and R 2 CH 3 The compound of formula I.24,

[1092] Table 774.R 1 is Y-2A, R is NH, and R 2 CH 3 The compound of formula I.24,

[1093] Table 775.R 1 is Y-5A, R is NH, and R 2 CH 3 The compound of formula I.24,

[1094] Table 776.R 1 is Y-6A, R is NH, and R 2 CH 3The compound of formula I.24,

[1095] Table 777.R 1 is Y-7A, R is NH, and R 2 CH 3 The compound of formula I.24,

[1096] Table 778.R 1 is Y-1A, R is NH, and R 2 cc 3 H 5 The compound of formula I.24,

[1097] Table 779.R 1 is Y-2A, R is NH, and R 2 cc 3 H 5 The compound of formula I.24,

[1098] Table 780.R 1 is Y-5A, R is NH, and R 2 cc 3 H 5 The compound of formula I.24,

[1099] Table 781.R 1 is Y-6A, R is NH, and R 2 cc 3 H 5 The compound of formula I.24,

[1100] Table 782.R 1 is Y-7A, R is NH, and R 2 cc 3 H 5 The compound of formula I.24,

[1101] Table 783.R 1 is Y-1A and R is NCH 3 and R 2 is H.

[1102] Table 784.R 1is Y-2A and R is NCH 3 and R 2 is H.

[1103] Table 785.R 1 is Y-5A and R is NCH 3 and R 2 is H.

[1104] Table 786.R 1 is Y-6A and R is NCH 3 and R 2 is H.

[1105] Table 787.R 1 is Y-7A and R is NCH 3 and R 2 is H.

[1106] Table 788.R 1 is Y-1A and R is NCH 3 and R 2 CH 3 The compound of formula I.24,

[1107] Table 789.R 1 is Y-2A and R is NCH 3 and R 2 CH 3 The compound of formula I.24,

[1108] Table 790.R 1 is Y-5A and R is NCH 3 and R 2 CH 3 The compound of formula I.24,

[1109] Table 791.R 1 is Y-6A and R is NCH 3 and R 2 CH 3 The compound of formula I.24,

[1110] Table 792.R 1 is Y-7A and R is NCH 3 and R 2 CH 3 The compound of formula I.24,

[1111] Table 793.R 1 is Y-1A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.24,

[1112] Table 794.R 1 is Y-2A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.24,

[1113] Table 795.R 1 is Y-5A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.24,

[1114] Table 796.R 1 is Y-6A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.24,

[1115] Table 797.R 1 is Y-7A and R is NCH 3 and R 2 cc 3 H 5 The compound of formula I.24,

[1116] Table 798.R 1 is Y-1A, R is NCN, and R 2 is H.

[1117] Table 799.R1 is Y-2A, R is NCN, and R 2 is H.

[1118] Table 800.R 1 is Y-5A, R is NCN, and R 2 is H.

[1119] Table 801.R 1 is Y-6A, R is NCN, and R 2 is H.

[1120] Table 802.R 1 is Y-7A, R is NCN, and R 2 is H.

[1121] Table 803.R 1 is Y-1A, R is NCN, and R 2 CH 3 The compound of formula I.24,

[1122] Table 804.R 1 is Y-2A, R is NCN, and R 2 CH 3 The compound of formula I.24,

[1123] Table 805.R 1 is Y-5A, R is NCN, and R 2 CH 3 The compound of formula I.24,

[1124] Table 806.R 1 is Y-6A, R is NCN, and R 2 CH 3 The compound of formula I.24,

[1125] Table 807.R 1 is Y-7A, R is NCN, and R 2 CH 3 The compound of formula I.24,

[1126] Table 808.R 1 is Y-1A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.24,

[1127] Table 809.R 1 is Y-2A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.24,

[1128] Table 810.R 1 is Y-5A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.24,

[1129] Table 811.R 1 is Y-6A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.24,

[1130] Table 812.R 1 is Y-7A, R is NCN, and R 2 cc 3 H 5 The compound of formula I.24,

[1131] [Table 3] TIFF0007630490000045.tif176170

[1132] Also more preferred are compounds disclosed in Tables 813 to 54404 that are similar to the compounds in Tables 1 to 812 but have different Ar groups.

[1133] Tables 813 to 1624: Contains all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar2.

[1134] Tables 1625 to 2436: Includes all compounds disclosed in Tables 1 to 812, respectively, where Ar1 is replaced with Ar3.

[1135] Tables 2437 to 3248: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar4.

[1136] Tables 3249 to 4060: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar5.

[1137] Tables 4061 to 4872: Includes all compounds disclosed in Tables 1 to 812, respectively, where Ar1 is replaced with Ar6.

[1138] Tables 4873 to 5684: include all compounds disclosed in Tables 1 to 812, respectively, where Ar1 is replaced with Ar7.

[1139] Tables 5685 to 6496: Contains all compounds disclosed in Tables 1 to 812, respectively, where Ar1 is replaced with Ar8.

[1140] Tables 6, 4, 97 to 7, 3, 08: include all compounds disclosed in Tables 1 to 8, 12, respectively, in which Ar1 is replaced with Ar9.

[1141] Tables 7309 to 8120: Includes all compounds disclosed in Tables 1 to 812, respectively, where Ar1 is replaced with Ar10.

[1142] Tables 8121 to 8932: Includes all compounds disclosed in Tables 1 to 812, respectively, where Ar1 is replaced with Ar11.

[1143] Tables 8933 to 9744: Includes all compounds disclosed in Tables 1 to 812, respectively, where Ar1 is replaced with Ar12.

[1144] Tables 9745 to 10556: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar13.

[1145] Tables 10557 to 11368: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar14.

[1146] Tables 11369 to 12180: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar15.

[1147] Tables 12181 to 12992: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar16.

[1148] Tables 12993 to 13804: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar17.

[1149] Tables 13805 to 14616: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar18.

[1150] Tables 14617 to 15428: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar19.

[1151] Tables 15429 to 16240: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar20.

[1152] Tables 16241 to 17052: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar21.

[1153] Tables 17053 to 17864: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar22.

[1154] Tables 17865 to 18676: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar23.

[1155] Tables 18677 to 19488: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar24.

[1156] Tables 19489 to 20300: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar25.

[1157] Tables 20301 to 21112: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar26.

[1158] Tables 21113 to 21924: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar27.

[1159] Tables 21925 to 22736: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar28.

[1160] Tables 22737 to 23548: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar29.

[1161] Tables 23549 to 24360: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar30.

[1162] Tables 24361 to 25172: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar31.

[1163] Tables 25173 to 25984: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar32.

[1164] Tables 25985 to 26796: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar33.

[1165] Tables 26797 to 27608: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar34.

[1166] Tables 27609 to 28420: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar45.

[1167] Tables 28421 to 29232: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar36.

[1168] Tables 29233 to 30044: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar37.

[1169] Tables 30045 to 30856: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar38.

[1170] Tables 30857 to 31668: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar39.

[1171] Tables 31669 to 32480: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar40.

[1172] Tables 32481 to 33292: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar41.

[1173] Tables 33293 to 34104: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar42.

[1174] Tables 34105 to 34916: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar43.

[1175] Tables 34917 to 35728: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar44.

[1176] Tables 35729 to 36540: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar45.

[1177] Tables 36541 to 37352: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar46.

[1178] Tables 37353 to 38164: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar47.

[1179] Tables 38165 to 38976: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar48.

[1180] Tables 38977 to 39788: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar49.

[1181] Tables 39789 to 40600: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar50.

[1182] Tables 40601 to 41412: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar51.

[1183] Tables 41413 to 42224: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar52.

[1184] Tables 42225 to 43036: Includes all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar53.

[1185] Tables 43037 to 43848: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar54.

[1186] Tables 43849 to 44660: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar55.

[1187] Tables 44661 to 45472: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar56.

[1188] Tables 45473 to 46284: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar57.

[1189] Tables 46285 to 47096: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar58.

[1190] Tables 47097 to 47908: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar59.

[1191] Tables 47909 to 48720: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar60.

[1192] Tables 48721 to 49532: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar61.

[1193] Tables 49533 to 50344: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar62.

[1194] Tables 50345 to 51156: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar63.

[1195] Tables 51157 to 51968: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar64.

[1196] Tables 51968 to 52780: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar65.

[1197] Tables 52781 to 53592: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar66.

[1198] Tables 53593 to 54404: include all compounds disclosed in Tables 1 to 812, respectively, in which Ar1 is replaced with Ar67.

[1199] As used herein, the term "compound(s) of the invention" or "compound(s) according to the invention" refers to compound(s) of formula (I) as defined above, which may also be referred to as "compound(s) of formula I" or "compound(s) I" or "formula I compound(s)", including salts, tautomers, stereoisomers and N-oxides thereof.

[1200] The present invention also relates to mixtures of at least one compound of the invention with at least one mixing partner as defined herein. Binary mixtures of one compound of the invention as component I and one mixing partner as defined herein as component II are preferred. The preferred weight ratio of such binary mixtures is 5000:1 to 1:5000, preferably 1000:1 to 1:1000, more preferably 100:1 to 1:100, in particular 10:1 to 1:10. In such binary mixtures, components I and II can be used in equal amounts or an excess of component I or an excess of component II can be used.

[1201] The mixing partners may be selected from pesticides, especially insecticides, nematicides and acaricides, fungicides, herbicides, plant growth regulators, fertilizers, etc. Preferred mixing partners are insecticides, nematicides and fungicides.

[1202] The following list M of pesticides, grouped and numbered according to the Insecticide Resistance Committee (IRAC) Mode of Action classification, which may be used with the compounds of the invention and with which synergistic effects may be produced, is intended to illustrate possible combinations but is not intended to impose any limitations:

[1203] M.1 Acetylcholinesterase (AChE) inhibitors: M.1A Carbamates, such as aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanates. etanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, and triazamate; or M.1BOrganophosphates, such as acephate, azamethiphos, azinphos-ethyl, azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon ), dichlorvos / DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyaphos, isofenphos, isopropyl O-(methoxyaminothio-phosphoryl) salicylateO-(methoxyaminothio-phosphoryl)salicylate), isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon hosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon and vamidothion;

[1204] M.2. GABA-gated chloride channel antagonists: M.2A cyclodiene organochlorine compounds such as endosulfan or chlordane; or M.2B fiproles (phenylpyrazoles) such as ethiprole, fipronil, flufiprole, pyrafluprole and pyriprole;

[1205] M.3 Sodium channel modulators, M.3A From the class of pyrethroids, e.g. acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl S-cyclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin othrin), deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, heptafluthrin, imiprothrin, meperfluthrin, metofluthrin, momfluorothrin,epsilon-momfluorothrin, permethrin, phenothrin, prallethrin, profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin, kappa-tefluthrin, tetramethylfluthrin, tetramethrin, tralomethrin and transfluthrin; or M.3B sodium channel modulators, such as DDT or methoxychlor;

[1206] M.4 Nicotinic acetylcholine receptor agonists (nAChR): M.4A Neonicotinoids, such as acetamiprid, clothianidin, cycloxaprid, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam; or compounds M.4A.1 4,5-dihydro-N-nitro-1-(2-oxiranylmethyl)-1H-imidazol-2-amine, M.4A.2: (2E-)-1-[(6-chloropyridin-3-yl)methyl]-N'-nitro-2-pentylidenehydrazinecarboximidamide; or M4.A.3: 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine; or M.4B nicotine; M.4C sulfoxaflor; M.4D flupyradifurone; M.4E triflumezopyrim; M.4E.1a (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate, M.4E.1b) (3S)-3-(6-chloro-3-pyridyl)-8-methyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate, M.4E.1c) (3S)-8-methyl-5-oxo-6-phenyl-3-pyrimidin-5-yl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate, M.4E.1d) (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-[3-(trifluoromethyl)phenyl]-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate; M.4E.1e) (3R)-3-(2-chlorothiazol-5-yl)-6-(3,5-dichlorophenyl)-8-methyl-5-oxo-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate, M.4E.1f) (3R)-3-(2-chlorothiazol-5-yl)-8-ethyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-8-ium-7-olate;.

[1207] M.5 Nicotinic acetylcholine receptor allosteric activators: spinosyns, such as spinosad or spinetoram;

[1208] M.6 Chloride channel activators, from the class of the avermectins and milbemycins, for example, abamectin, emamectin benzoate, ivermectin, lepimectin or milbemectin;

[1209] M.7 Juvenile hormone mimics, such as M.7A juvenile hormone analogues, hydroprene, kinoprene and methoprene; or M.7B fenoxycarb, or M.7C pyriproxyfen;

[1210] M.8 Miscellaneous non-specific (multi-site) inhibitors, such as M.8A alkyl halides, e.g., methyl bromide and other alkyl halides, M.8B chloropicrin, or M.8C sulfuryl fluoride, M.8D borax, or M.8E tartar emetic;

[1211] M.9 Chordotonal organ TRPV channel modulators, for example, M.9B pymetrozine; pyrifluquinazon;

[1212] M.10 Mite growth inhibitors, such as M.10A clofentezine, hexythiazox, and diflovidazin, or M.10B etoxazole;

[1213] M.11 Microbial disruptors of the midgut membrane of insects, such as Bacillus thuringiensis or Bacillus sphaericus and the insecticidal proteins they produce, such as Bacillus thuringiensis subsp. israelensis, Bacillus sphaericus, Bacillus thuringiensis subsp. aizawai, Bacillus thuringiensis subsp. kurstaki and Bacillus thuringiensis subsp. tenebrionis, or Bt crop proteins. proteins): Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb and Cry34 / 35Ab1;

[1214] M.12 Mitochondrial ATP synthase inhibitors, such as M.12A diafenthiuron, or M.12B organotin acaricides, such as azocyclotin, cyhexatin or fenbutatin oxide, M.12C propargite, or M.12D tetradifon;

[1215] M.13 Uncouplers of oxidative phosphorylation by disruption of the proton gradient, such as chlorfenapyr, DNOC or sulfluramid;

[1216] M.14 Nicotinic acetylcholine receptor (nAChR) channel blockers, such as nereistoxin analogues, bensultap, cartap hydrochloride, thiocyclam or thiosultap sodium;

[1217] M.15 Chitin biosynthesis inhibitors type 0, for example benzoylureas, such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron or triflumuron;

[1218] M.16 Chitin biosynthesis inhibitors type 1, e.g. buprofezin;

[1219] M.17 Moulting disruptors, Dipteran, e.g., cyromazine;

[1220] M.18 Ecdysone receptor agonists, such as diacylhydrazines, for example methoxyfenozide, tebufenozide, halofenozide, fufenozide or chromafenozide;

[1221] M.19 Octopamine receptor agonists, for example, amitraz;

[1222] M.20 Mitochondrial complex III electron transport inhibitors, such as M.20A hydramethylnon, M.20B acequinocyl, M.20C fluacrypyrim; or M.20D bifenazate;

[1223] M.21 Mitochondrial complex I electron transport inhibitors, for example M.21A METI acaricides and insecticides, for example fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad or tolfenpyrad, or M.21B rotenone;

[1224] M.22 Voltage-dependent sodium channel blockers, such as M.22A indoxacarb, M.22B metaflumizone, or M.22B.1: 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide or M.22B.2: N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide;

[1225] M.23 Inhibitors of acetyl-CoA carboxylase, such as derivatives of tetronic and tetramic acids, for example spirodiclofen, spiromesifen or spirotetramat; M.23.1 spiropidione;

[1226] M.24 Mitochondrial complex IV electron transport inhibitors, such as M.24A phosphine, such as aluminium phosphide, calcium phosphide, phosphine or zinc phosphide, or M.24B cyanide;

[1227] M.25 Mitochondrial complex II electron transport inhibitors, such as beta-ketonitrile derivatives, such as cyenopyrafen or cyflumetofen;

[1228] M.28) Ryanodine receptor modulators, from the class of the diamides, for example, flubendiamide, chlorantraniliprole, cyantraniliprole, tetraniliprole, M.28.1: (R)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalate. amide, M.28.2: (S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamide, M.28.3: cyclaniliprole, or M.28.4: methyl-2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl]-1,2-dimethylhydrazinecarboxylate; M.28.5i. 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; M.28.5j) 3-chloro-1-(3-chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl]-1H-pyrazole-5-carboxamide; M.28.5k) tetrachlorantraniliprole; M.28.5l) N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide; or

[1229] M.28.6: cyhalodiamide; or

[1230] M.29: Chordotonal organ modulators - undefined target site, e.g. flonicamid;

[1231] M.UN. Insecticidally active compounds with unknown or unclear mechanism of action, such as afidopyropen, afoxolaner, azadirachtin, amidoflumet, benzoximate, broflanilide, bromopropylate, chinomethionate, cryolite ), diclomezotiaz, dicofol, flufenerim, flometoquin, fluensulfone, fluhexafon, fluopyram, fluralaner, metaldehyde, metoxadiazone, piperonyl butoxide, pyflubumide, pyridalyl, tioxazafen,

[1232] M.UN.3: 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one,

[1233] M.UN.4: 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one,

[1234] M.UN.5: 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine, or bacillus firmus-based active substance (Votivo, I-1582);

[1235] M.UN.6: flupyrimin;

[1236] M.UN.8: fluazaindolizine;

[1237] M.UN.9.a): 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide; M.UN.9.b): fluxametamide;

[1238] M.UN.10: 5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyrazole;

[1239] M.UN.11.i) 4-cyano-N-[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide;M.UN.11.j) 4-cyano-3-[(4-cyano-2-methyl-benzoyl)amino]-N-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2-fluoro-benzamide;M.UN.11.k) N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide;M.UN.11.l) N-[5-[[2-bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide;M.UN.11.m) N-[5-[[2-bromo-6-chloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide;M.UN.11.n) 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide; M.UN.11.o) 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide; M.UN.11.p) N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide; or

[1240] M.UN.12.a) 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridinyl)-5-thiazolyl]-pyridine;M.UN.12.b) 2-[6-[2-(5-fluoro-3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine;M.UN.12.c) 2-[6-[2-(3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine;M.UN.12.d) N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide;M.UN.12.e) N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide;

[1241] M.UN.14a) 1-[(6-chloro-3-pyridinyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine; or M.UN.14b) 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol;

[1242] M.UN.16a) 1-isopropyl-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide; or M.UN.16b) 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide; M.UN.16c) N,5-dimethyl-N-pyridazin-4-yl-1-(2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide; M.UN.16d) 1-[1-(1-cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide; M.UN.16e) N-Ethyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;M.UN.16f) 1-(1,2-dimethylpropyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;M.UN.16g) 1-[1-(1-cyanocyclopropyl)ethyl]-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;M.UN.16h) N-Methyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide;M.UN.16i) 1-(4,4-difluorocyclohexyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide; or M.UN.16j) 1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide,

[1243] M.UN.17a) N-(1-methylethyl)-2-(3-pyridinyl)-2H-indazole-4-carboxamide;M.UN.17b) N-cyclopropyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide;M.UN.17c) N-cyclohexyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide;M.UN.17d) 2-(3-pyridinyl)-N-(2,2,2-trifluoroethyl)-2H-indazole-4-carboxamide;M.UN.17e) 2-(3-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]-2H-indazole-5-carboxamide;M.UN.17f) Methyl 2-[[2-(3-pyridinyl)-2H-indazol-5-yl]carbonyl]hydrazinecarboxylate; M.UN.17g) N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide; M.UN.17h) N-(2,2-difluoropropyl)-2-(3-pyridinyl)-2H-indazole-5-carboxamide; M.UN.17i) 2-(3-pyridinyl)-N-(2-pyrimidinylmethyl)-2H-indazole-5-carboxamide; M.UN.17j) N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide,

[1244] M.UN.18. Tyclopyrazoflor;

[1245] M.UN.19 sarolaner, M.UN.20 lotilaner;

[1246] M.UN.21 N-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide; M.UN.22a 2-(3-ethylsulfonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, or M.UN.22b 2-[3-ethylsulfonyl-5-(trifluoromethyl)-2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine;

[1247] M.UN.23 Isocycloseram;

[1248] M.UN.24a) N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide or M.UN.24b) N-[4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide;M.UN.25 acinonapyr;M.UN.26 benzpyrimoxan;M.UN.27 tigolaner;M.UN.28 oxazosulfyl;

[1249] M.UN.29a) [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6-methyl-4-propoxy-tetrahydropyran-2-yl] N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate;M.UN.29b) [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2-yl] N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate;M.UN.29c) [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6-methyl-4-propoxy-tetrahydropyran-2-yl] N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate; M.UN.29d) [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2-yl] N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate; M.UN.29.e) (2Z)-3-(2-isopropylphenyl)-2-[(E)-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylenehydrazono]thiazolidin-4-one or M.UN.29f) (2Z)-3-(2-isopropylphenyl)-2-[(E)-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylenehydrazono]thiazolidin-4-one;

[1250] M.UN.30a) 2-(6-chloro-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, M.UN.30b) 2-(6-bromo-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, M.UN.30c) 2-(3-ethylsulfonyl-6-iodo-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, M.UN.30d) 2-[3-Ethylsulfonyl-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, M.UN.30e) 2-(7-Chloro-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, M.UN.30f) 2-(3-Ethylsulfonyl-7-iodo-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, M.UN.30g) 3-Ethylsulfonyl-6-iodo-2-[3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridine-8-carbonitrile, M.UN.30h) 2-[3-Ethylsulfonyl-8-fluoro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, M.UN.30i) 2-[3-Ethylsulfonyl-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethylsulfinyl)imidazo[4,5-b]pyridine, M.UN.30j) 2-[3-Ethylsulfonyl-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine, M.UN.30k) 2-(6-Bromo-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-6-(trifluoromethyl)pyrazolo[4,3-c]pyridine.

[1251] The commercially available compounds of Group M listed above can be found, among other publications, in The Pesticide Manual, 17th Edition, C. MacBean, British Crop Protection Council (2015). The online Pesticide Manual is regularly updated and can be accessed via http: / / bcpcdata.com / pesticide-manual.html.

[1252] Another online database for pesticides that provides ISO common names is http: / / www.alanwood.net / pesticides.

[1253] M.4 cycloxaprid is known from WO 2010 / 069266 and WO 2011 / 069456. M.4A.1 is known from CN 103814937; CN105367557, CN 105481839. M.4A.2 guadipyr is known from WO 2013 / 003977, and M.4A.3 (licensed in China as paichongding) is known from WO 2007 / 101369. M.4E.1a) to M.4E.1f) are known from WO2018177970. M.22B.1 is described in CN10171577 and M.22B.2 is described in CN102126994. Spiropidion M.23.1 is known from WO 2014 / 191271. M.28.1 and M.28.2 are known from WO 2007 / 101540. M.28.3 is described in WO 2005 / 077934. M.28.4 is described in WO 2007 / 043677. M.28.5a) to M.28.5d) and M.28.5h) are described in WO 2007 / 006670, WO 2013 / 024009 and WO 2013 / 024010, M.28.5i) in WO 2011 / 085575, M.28.5j) in WO 2008 / 134969, M.28.5k) in US 2011 / 046186 and M.28.5l) in WO 2012 / 034403. M.28.6 can be found in WO2012 / 034472. M.UN.3 is known from WO 2006 / 089633, M.UN.4 is known from WO 2008 / 067911. M.UN.5 is described in WO 2006 / 043635, and biological control agents based on Bacillus firmus are described in WO 2009 / 124707. Flupyrimin is described in WO 2012 / 029672. M.UN.8 is known from WO 2013 / 055584. M.UN.9.a) is described in WO 2013 / 050317. M.UN.9.b) is described in WO 2014 / 126208.M.UN.10 is known from WO 2010 / 060379. Broflanilide and M.UN.11.b) to M.UN.11.h) are described in WO 2010 / 018714, and M.UN.11i) to M.UN.11.p) are described in WO 2010 / 127926. M.UN.12.a) to M.UN.12.c) are known from WO 2010 / 006713, and M.UN.12.d) and M.UN.12.e) are known from WO 2012 / 000896. M.UN.14a) and M.UN.14b) are known from WO 2007 / 101369. M.UN.16.a) to M.UN.16h) are described in WO2010 / 034737, WO2012 / 084670, and WO2012 / 143317, respectively, and M.UN.16i) and M.UN.16j) are described in WO2015 / 055497. M.UN.17a) to M.UN.17.j) are described in WO2015 / 038503. M.UN.18 Tycloprazoflor is described in US2014 / 0213448. M.UN.19 is described in WO2014 / 036056. M.UN.20 is known from WO2014 / 090918. M.UN.21 is known from EP2910126. M.UN.22a and M.UN.22b are known from WO2015 / 059039 and WO2015 / 190316. M.UN.23a and M.UN.23b are known from WO2013 / 050302. M.UN.24a) and M.UN.24b) are known from WO2012 / 126766. Acynonapyr M.UN.25 is known from WO 2011 / 105506. Benzpyrimoxan M.UN.26 is known from WO2016 / 104516. M.UN.27 is known from WO2016 / 174049. M.UN.28 Oxazosulfyl is known from WO2017 / 104592. M.UN.29a) to M.UN.29f) are known from WO2009 / 102736 or WO2013116053. M.UN.30 is known from WO2013 / 050302.M.UN.30a) to M.UN.30k) are known from WO2018 / 052136.

[1254] The following list of fungicides which may be used in conjunction with the compounds of the present invention is intended to illustrate, but not limit, the possible combinations:

[1255] A) Respiratory Inhibitors - Complex III inhibitors at the Qo site: azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6), fenoxystrobin (A.1.7), in) / flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.1 3), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)-2-methoxyimino-N-methyl-acetamide (A.1.18), pyribencarb (pyr ibencarb (A.1.19), triclopyricarb / chlorodincarb (A.1.20), famoxadone (A.1.21), fenamidone (A.1.21), methyl-N-[2-[(1,4-dimethyl-5-phenyl-pyrazol-3-yl)oxylmethyl]phenyl]-N-methoxy-carbamate (A.1.22), methyltetrapole (A.1.25), (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.34), (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.35), pyriminostrobin (A.1.36), bifujunzhi (A.1.37), 2-(ortho-((2,5-dimethylphenyl-oxymethylene)phenyl)-3-methoxy-acrylic acid methyl ester (A.1.38);.

[1256] - Complex III inhibitors at the Qi site: cyazofamid (A.2.1), amisulbrom (A.2.2), [(6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] 2-methylpropanoate (A.2.3), fenpicoxamid (A.2.4); florylpicoxamid (A.2.5);

[1257] - complex II inhibitors: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluxapyroxad (A.3.9), Furamethpyr (A.3.10), isofetamide (A.3.11), isopyrazam (A.3.12), mepronil (A.3.13), oxycarboxin (A.3.14), penflufen (A.3.15), penthiopyrad (A.3.16), pydiflumetofen (A.3.17), pyraziflumid (A.3.18), mid (A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide (A.3.21), inpyrfluxam (A.3.22), pyrapropoyne (A.3.23), fluindapyr (A.3.28), N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-5-fluoro-1-methyl Lupyrazole-4-carboxamide (A.3.29), methyl (E)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-enoate (A.3.30), isoflucipram (A.3.31), 2-(difluoromethyl)-N-(1,1,3-trimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.32), 2-(difluoromethyl)-N-[(3R)-1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide (A.3.33), 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.34), 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35), 2-(difluoromethyl)-N-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2-( 2-(difluoromethyl)-N-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2-(difluoromethyl)-N-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl)-N-[(3R)-3-isobutyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.39);.

[1258] - other respiratory inhibitors: diflumetorim (A.4.1); nitrophenyl derivatives: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometallic compounds: fentin salts, e.g. fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10). hydroxide)(A.4.10);ametoctradin(A.4.11);silthiofam(A.4.12);

[1259] B) Sterol biosynthesis inhibitors (SBI fungicides) - C14 demethylase inhibitors: triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromuconazole (B.1.3), cyproconazole (B.1.4), difenoconazole (B.1.5), diniconazole (B.1.6), diniconazole-M ole-M) (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusilazole (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1 .14), ipconazole (B.1.15), metconazole (B.1.17), myclobutanil (B.1.18), oxpoconazole (B.1.19), paclobutrazole (B.1.20), penconazole (B.1.21), propiconazole (B.1.22), prothioconazole (B.1.23), othioconazole (B.1.23), simeconazole (B.1.24), tebuconazole (B.1.25), tetraconazole (B.1.26), triadimefon (B.1.27), triadimenol (B.1.28), triticonazole (B.1.29), uniconazole (B.1.30), 2-(2,4-difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.31), 2-(2,4-difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(trifluoromethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.32), ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), 2-(chloromethyl)-2-methyl-5-(p-tolylmethyl)-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43); imidazoles: imazalil (B.1.44), pefurazoate (B.1.45), prochloraz (B.1.46), triflumizol (B.1.47); pyrimidines, pyridines, piperazines: fenarimol (B.1.49), pyrifenox (B.1.50), triforine (B.1.51), [3-(4-chloro-2-fluoro-phenyl)-5-(2,4-difluorophenyl)isoxazol-4-yl]-(3-pyridyl)methanol (B.1.52);.

[1260] - delta 14-reductase inhibitors: aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropimorph (B.2.4), tridemorph (B.2.5), fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8);

[1261] - 3-ketoreductase inhibitors: fenhexamid (B.3.1);

[1262] -Other sterol biosynthesis inhibitors: chlorphenomizole (B.4.1);

[1263] C) Nucleic acid synthesis inhibitors - phenylamides or acyl amino acid fungicides: benalaxyl (C.1.1), benalaxyl-M (C.1.2), kiralaxyl (C.1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofurace (C.1.6), oxadixyl (C.1.7);

[1264] - other inhibitors of nucleic acid synthesis: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin-4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro-2-(4-chlorophenylmethoxy)pyrimidin-4-amine (C.2.8);

[1265] D) Cell division and cytoskeleton inhibitors - Tubulin inhibitors: benomyl (D1.1), carbendazim (D1.2), fuberidazole (D1.3), thiabendazole (D1.4), thiophanate-methyl (D1.5), pyridachlometyl (D1.6), 3-chloro-6-methyl N-ethyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine (D.1.7), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]butanamide (D.1.8), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)butane amide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methoxy-acetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-propyl-butanamide (D.1.12), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methoxy-N-propyl-acetamide (D.1.13), 2-[(3-ethynyl -8-Methyl-6-quinolyl)oxy]-2-methylsulfanyl-N-propyl-acetamide (D.1.14), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methylsulfanyl-acetamide (D.1.15), 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine (D.1.16);

[1266] - other cytostatics: diethofencarb (D2.1), ethaboxam (D2.2), pencycuron (D2.3), fluopicolide (D2.4), zoxamide (D2.5), metrafenone (D2.6), pyriophenone (D2.7);

[1267] E) Amino Acid and Protein Synthesis Inhibitors - methionine synthesis inhibitors: cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3);

[1268] - Protein synthesis inhibitors: blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycin hydrochloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracycline (E.2.6);

[1269] F) Signal transduction inhibitors - MAP / histidine kinase inhibitors: fluoroimid (F.1.1), iprodione (F.1.2), procymidone (F.1.3), vinclozolin (F.1.4), fludioxonil (F.1.5);

[1270] - G protein inhibitors: quinoxyfen (F.2.1);

[1271] G) Lipid and membrane synthesis inhibitors - phospholipid biosynthesis inhibitors: edifenphos (G.1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (G.1.4);

[1272] - lipid peroxidation: dicloran (G.2.1), quintozene (G.2.2), tecnazene (G.2.3), tolclofos-methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7);

[1273] - phospholipid biosynthesis and cell wall deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.4), benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7);

[1274] - Compounds acting on cell membrane permeability and fatty acids: propamocarb (G.4.1);

[1275] -Oxysterol binding protein inhibitors: oxathiapiprolin (G.5.1), fluoxapiprolin (G.5.3); 4-[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl-3-(difluoromethyl)pyrazol-1-yl]acetyl]-4- piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.7), 4-[1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl- Pyridine-2-carboxamide (G.5.9), 4-[1-[2-[3,5-bis(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.10), (4-[1-[2-[5-cyclopropyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.11);

[1276] H) Multisite-acting inhibitors - inorganic active substances: Bordeaux mixture (H.1.1), copper (H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), copper oxychloride (H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7);

[1277] - thio- and dithiocarbamates: ferbam (H.2.1), mancozeb (H.2.2), maneb (H.2.3), metam (H.2.4), metiram (H.2.5), propineb (H.2.6), thiram (H.2.7), zineb (H.2.8), ziram (H.2.9);

[1278] - Organic chlorine compounds: anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorophenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11);

[1279] - Guanidines and others: Guanidine (H.4.1), dodine (H.4.2), dodine free base base (H.4.3), guazatine (H.4.4), guazatine-acetate (H.4.5), iminoctadine (H.4.6), iminoctadine-triacetate (H.4.7), iminoctadine-tris(albesilate) (H.4.8), dithianon (H.4.9), 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone (H.4.10);

[1280] I) Cell wall synthesis inhibitors - Glucan synthesis inhibitors: validamycin (I.1.1), polyoxin B (I.1.2);

[1281] - Melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2), carpropamid (I.2.3), dicyclomet (I.2.4), fenoxanil (I.2.5);

[1282] J) Plant defense inducers - acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), prohexadione-calcium (J.1.5); phosphonates: fosetyl (J.1.6), fosetyl-aluminum (J.1.7), phosphorous acid) and its salts (J.1.8), calcium phosphonate (J.1.11), potassium phosphonate (J.1.12), potassium or sodium bicarbonate (J.1.9), 4-cyclopropyl-N-(2,4-dimethoxyphenyl)thiadiazole-5-carboxamide (J.1.10);

[1283] K) Unknown mechanism of action -Bronopol (K.1.1), chinomethionat (K.1.2), cyflufenamid (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclocymet (K.1.7), diclomezine (K.1.8), difenzoquat (K.1.9), difenzoquat - Difenzoquat-methylsulfate (K.1.10), diphenylamine (K.1.11), fenitropan (K.1.12), fenpyrazamine (K.1.13), flumetover (K.1.14), flusulfamide (K.1.15), flutianil (K.1.16), harpin (K.1.17), methasulfocarb (K.1.18), methasulfuramide (K.1.19), methasulfuramide (K.20), methasulfuramide (K.21), methasulfuramide (K.22), methasulfuramide (K.23), methasulfuramide (K.24), methasulfuramide (K.25), methasulfuramide (K.26), methasulfuramide (K.27), methasulfuramide (K.28), methasulfuramide (K.29), methasulfuramide (K.30), methasulfuramide (K.31), methasulfuramide (K.32), methasulfuramide (K.33), methasulfuramide (K.34), methasulfuramide (K.35), methasulfuramide (K.36), methasulfuramide (K.37), methasulfuramide (K.38), methasulfuramide (K.39 ... thasulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), tolprocarb (K.1.21), oxin-copper (K.1.22), proquinazid (K.1.23), tebufloquin (K.1.24), tecloftalam (K.1.25), triazoxide e) (K.1.26), N'-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine (K.1.27), N'-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine (K.1.28), N'-[4-[[3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl]oxy]-2,5-dimethyl-phenyl]-N-ethyl-N-methylformamidine (K.1.29), N'-(5-bromo-6-indan-2-yloxy-2-methyl-3-pyridyl)-N-ethyl-N-methyl-formamidine (K.1.30), N'-[5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.31), N'-[5-bromo-6-(4-isopropylcyclohexoxy)-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.32), N'-[5-bromo-2-methyl-6-(1-phenyl (K.1.33), N'-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K.1.34), N'-(5-difluoromethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K.1.35), 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazol-5-yl] -2-prop-2-ynyloxy-acetamide (K.1.36), 3-[5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (pyrisoxazole) (K.1.37), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (K.1.38), 5-chloro-1-(4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzimidazole (K.1.39), ethyl (Z)-3-amino-2-cyano-3-phenyl Nyl-prop-2-enoate (K.1.40), picarbutrazox (K.1.41), pentyl N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.42), but-3-ynyl N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.43), ipflufenoquin (K.1.44), quinofumelin (K.1.47), 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phenyl]propan-2-ol (K.1.45), quinofumelin (K.1.47), 9-fluoro-2,2-dimethyl-5-(3-quinolyl)-3H-1,4-benzoxazepine (K.1.49), 2-(6-benzyl-2-pyridyl)- 2-[6-(3-fluoro-4-methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline (K.1.50), 2-[6-(3-fluoro-4-methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline (K.1.51), dichlobentiazox (K.1.52), N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine (K.1.53), pyrifenamine (K.1.54).

[1284] The fungicides described by their common names, their preparation and, for example, their activity against harmful fungi are known (see http: / / www.alanwood.net / pesticides / ); these substances are commercially available.

[1285] The active substances designated component 2, their preparation and, for example, their activity against harmful fungi are known (see http: / / www.alanwood.net / pesticides / ); these substances are commercially available. The compounds described according to the IUPAC nomenclature, their preparation and their pesticidal activity are also known (Can. J. Plant Sci. 48(6), 587-94, 1968; EP-A 141 317; EP-A 152 031; EP-A 226 917; EP-A 243 970; EP-A 256 503; EP-A 428 941; EP-A 532 022; EP-A 1 028 125; EP-A 1 035 122; EP-A 1 201 648; EP-A 1 122 244, JP 2002316902; DE 19650197; DE 10021412; DE 102005009458; US WO 99 / 27783;WO 00 / 29404;WO 00 / 46148;WO 00 / 65913;WO 01 / 54501;WO 01 / 56358;WO 02 / 22583;WO 02 / 40431;WO 03 / 10149;WO 03 / 11853;WO 03 / 14103;WO 03 / 16286;WO 03 / 53145;WO 03 / 61388;WO 03 / 66609;WO 03 / 74491;WO 04 / 49804;WO 04 / 83193;WO 05 / 120234;WO 05 / 123689;WO 05 / 123690;WO 05 / 63721;WO 05 / 87772;WO 05 / 87773;WO 06 / 15866;WO 06 / 87325;WO 06 / 87343;WO 07 / 82098;WO 07 / 90624, WO 10 / 139271, WO 11 / 028657, WO 12 / 168188, WO 07 / 006670, WO 11 / 77514;WO 13 / 047749, WO 10 / 069882, WO 13 / 047441, WO 03 / 16303, WO 09 / 90181, WO 13 / 007767, WO 13 / 010862, WO 13 / 127704, WO 13 / 024009, WO 13 / 240 10, WO 13 / 047441, WO 13 / 162072, WO 13 / 092224, WO 11 / 135833, CN 1907024, CN 1456054, CN 103387541, CN 1309897, WO 12 / 84812, CN 1907024, WO 09094442, WO 14 / 60177, WO 13 / 116251, WO 08 / 013622, WO 15 / 65922, WO 94 / 01546, EP 2865265, WO 07 / 129454, WO 12 / 165511, WO 11 / 081174, WO Some compounds are identified by their CAS Registry Number, which is divided into three parts by hyphens: a first part consisting of 2 to 7 digits, a second part consisting of 2 digits, and a third part consisting of 1 digit.

[1286] Biopesticides Suitable mixing partners for the compounds of the present invention also include biopesticides.

[1287] Biopesticides are defined as a form of pesticide based on microorganisms (bacteria, fungi, viruses, nematodes, etc.) or natural products (compounds such as metabolites, proteins, or extracts derived from biological or other natural sources) (US Environmental Protection Agency: http: / / www.epa.gov / pesticides / biopesticides / ). Biopesticides are divided into two main classes: microbial pesticides and biochemical pesticides.

[1288] (1) Microbial pesticides consist of bacteria, fungi, or viruses (and often contain metabolites produced by bacteria and fungi). Entomopathogenic nematodes, although multicellular, are also classified as microbial pesticides.

[1289] (2) Biochemical pesticides are substances of natural origin, or substances that are structurally similar and functionally identical to substances of natural origin, and extracts from biological sources, that control pests or provide other crop protection uses, as defined below, but that have a non-toxic mode of action (such as growth or development regulation, attractants, repellents, or defense enhancers (e.g., induced resistance)) and are relatively non-toxic to mammals.

[1290] Biopesticides for use against crop diseases have already been established for a variety of crops. For example, biopesticides already play an important role in controlling downy mildew. These advantages include, for example, a zero-day pre-harvest interval, the ability to be used under moderate to severe disease pressure, and the ability to be used in mixtures or in rotation programs with other registered pesticides.

[1291] The main growth area of ​​biopesticides is in the field of seed treatments and soil conditioners. Biopesticidal seed treatments are used to control soil-borne pathogenic fungi that cause, for example, seed rot, wilt, root rot and seedling blights. These biopesticides can also be used to control in-seed borne pathogenic fungi as well as pathogenic fungi on the surface of seeds. Many biopesticide products also show the ability to stimulate plant host defenses and other physiological processes that can make the treated crop more resistant to various biotic and abiotic stresses or regulate plant growth. Many biopesticide products also show the ability to stimulate plant health, plant growth and / or yield promotion activities.

[1292] The following list of biopesticides that may be used in combination with the compounds of the present invention illustrates possible combinations, but is not intended to limit them.

[1293] L) Biopesticides L1) Microbial pesticides with fungicidal, bactericidal, virucidal and / or plant defense activator activity: Ampelomyces quisqualis, Aspergillus flavus, Aureobasidium pullulans, Bacillus altitudinis, B. amyloliquefaciens, B. amyloliquefaciens ssp. plantarum (also called B. velezensis), B. megaterium, B. mojavensis, B. mycoides, B. pumilus. pumilus, B. simplex, B. solisalsi, B. subtilis, B. subtilis var. amyloliquefaciens, B. velezensis, Candida oleophila, C. saitoana, Clavibacter michiganensis (bacteriophages), Coniothyrium minitans, Cryphonectria parasitica, Cryptococcus albidus, Dilophosphora alopecuri, Fusarium oxysporum, Clonostachys rosea F. catenulatacatenulate (also called Gliocladium catenulatum), Gliocladium roseum, Lysobacter antibioticus, L. enzymogenes, Metschnikowia fructicola, Microdochium dimerum, Microsphaeropsis ochracea, Muscodor albus, Paenibacillus alvei, Paenibacillus epiphyticus, P. polymyxa, Pantoea bagans, vagans, Penicillium bilaiae, Phlebiopsis gigantea, Pseudomonas sp., Pseudomonas chloraphis, Pseudozyma flocculosa, Pichia anomala, Pythium oligandrum, Sphaerodes mycoparasitica, Streptomyces griseoviridis, S. lydicus, S. violaceusniger, Talaromyces flavus flavus, Trichoderma asperelloides, T. asperellum, T. atroviride, T. fertile, T. gamsii, T. harmatum, T.T. harzianum, T. polysporum, T. stromaticum, T. virens, T. viride, Typhula phacorrhiza, Ulocladium oudemansii, Verticillium dahlia, zucchini yellow mosaic virus (non-virulent strain);.

[1294] L2) Biochemical pesticides with fungicidal, bactericidal, virucidal and / or plant defense activator activity: harpin protein, Reynoutria sachalinensis extract;

[1295] L3) Microbial pesticides with insecticidal, acaricidal, molluscicidal and / or nematocidal activity: Agrobacterium radiobacter, Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp. tenebrionis, Beauveria bassiana bassiana, B. brongniartii, Burkholderia spp., Chromobacterium subtsugae, Cydia pomonella granulosis virus (CpGV), Cryptophlebia leucotreta granulosis virus (CrleGV), Flavobacterium spp., Helicoverpa armigera nuclear polyhedrosis virus (HearNPV), Helicoverpa zea nuclear polyhedrosis virus (HzNPV), Helicoverpa zea single-capsid nuclear polyhedrosis virus (HzSNPV), Heterorhabditis bacteriophora, Isaria fumosorosea, Lecanicillium longisporum, L. muscarium, Metarhizium anisopliae, M. anisopliae var.anisopliae, M. anisopliae var. acridum, Nomuraea rileyi, Paecilomyces fumosoroseus, P. lilacinus, Paenibacillus popilliae, Pasteuria spp., P. nishizawae, P. penetrans, P. ramosa, P. thornea, P. usgae, Pseudomonas fluorescens, Spodoptera litoralis littoralis nuclear polyhedrosis virus (SpliNPV), Steinernema carpocapsae, S. feltiae, S. kraussei, Streptomyces galbus, S. microflavus;.

[1296] L4) Biochemical pesticides with insecticidal, acaricidal, molluscicidal, pheromone and / or nematocidal activity, L-carvone, citral, (E,Z)-7,9-dodecadien-1-yl acetate, ethyl formate, (E,Z)-2,4-ethyldecadienoate (pear ester), (Z,Z,E)-7,11,13-hexadecatrienal, heptyl butyrate, isopropyl myristate, lavanulyl senecioate senecioate), cis-jasmone, 2-methyl-1-butanol, methyl eugenol, methyl jasmonate, (E,Z)-2,13-octadecadien-1-ol, (E,Z)-2,13-octadecadien-1-ol acetate, (E,Z)-3,13-octadecadien-1-ol, (R)-1-octen-3-ol, pentatemanone, (E,Z,Z)-3,8,11-tetradecatrienyl acetate, (Z,E)-9,12-tetradecadien-1-yl acetate, (Z)-7-tetradecen-2-one, (Z)-9-tetradecen-1-yl acetate, (Z)-11-tetradecenal, (Z)-11-tetradecen-1-ol, Chenopodium ambrosiodes ambrosiodes) extract, neem oil, quillaja extract;

[1297] L5) Microbial pesticides having plant stress reducing activity, plant growth regulator activity, plant growth promoting activity and / or yield enhancing activity: Azospirillum amazonense, A. brasilense, A. lipoferum, A. irakense, A. halopraeferens, Bradyrhizobium spp., B. elkanii, B. japonicum, B. liaoningense, B. lupini, Delftia acidovorans, Glomus intraradices, intraradices, Mesorhizobium spp., Rhizobium leguminosarum bv. phaseoli, R. l. bv. trifolii, R. l. bv. viciae, R. tropici, Sinorhizobium meliloti.

[1298] Biopesticides belonging to groups L1) and / or L2) may also have insecticidal, acaricidal, molluscicidal, pheromone, nematocidal, plant stress reducing, plant growth regulator, plant growth promoting and / or yield increasing activity. Biopesticides belonging to groups L3) and / or L4) may also have fungicidal, bactericidal, virucidal, plant defense activator, plant stress reducing, plant growth regulator, plant growth promoting and / or yield increasing activity. Biopesticides belonging to group L5) may also have fungicidal, bactericidal, virucidal, plant defense activator, insecticidal, acaricidal, molluscicidal, pheromone and / or nematocidal activity.

[1299] Many of these biopesticides have been deposited under the accession numbers mentioned herein (the prefixes such as ATCC or DSM refer to the acronyms of the respective strain collections, see for example http: / / www.wfcc.info / ccinfo / collection / by_acronym / for details), are mentioned in the literature, registered and / or are commercially available: Aureobasidium pullulans DSM 14940 and DSM 14941 mixture (e.g. blastospores in BlossomProtect® from bio-ferm GmbH, Austria), isolated in 1989 in Konstanz, Germany, Azospirillum brasilense Sp245 (BR 11005; e.g. BASF Agricultural Specialties), originally isolated at least before 1980 in the wheat belt (Paso Fundo) of southern Brazil ... Azospirillum brasilense Sp245 (BR 11005; e.g. BASF Agricultural Specialties), Azospirillum brasilense Sp245 (BR 11005; e.g. BASF Agricultural Specialties), originally isolated at least before 1980 in the Ltd. (Brazil) in GELFIX® Gramineas), A. brasilense strains Ab-V5 and Ab-V6 (e.g. in AzoMax from Novozymes BioAg Produtos papra Agricultura Ltda. (Cuatro Barras, Brazil) or in Simbiose-Maiz® from Simbiose-Agro (Brazil); Plant Soil 331, 413-425, 2010), Bacillus amyloliquefaciens strain AP-188 (NRRL B-50615 and B-50331; US ​​8,445,255); B. bezerensis, formerly sometimes referred to as B. subtilis and more recently together with B. methylotrophicus. The strain B. amyloliquefaciens spp. plantarum, classified as B. velezensis (Int. J. Syst. Evol. Microbiol.66, 1212-1217, 2016); B. amyloliquefaciens spp. plantarum D747 isolated from the air of Kikugawa City, Japan (US 20130236522 A1; FERM BP-8234; e.g., Double Nickel™ 55 WDG from Certis LLC, USA), B. a. spp. plantarum or B. velezensis FZB24 isolated from soil in Brandenburg, Germany (SB3615; also referred to as DSM 96-2; J. Plant Dis. Prot. 105, 181-197, 1998; e.g., Novozyme Biologicals, plantarum or B. velezensis FZB42 isolated from soil in Brandenburg, Germany (DSM 23117; J. Plant Dis. Prot. 105, 181-197, 1998; e.g. RhizoVital 42 from AbiTEP GmbH, Germany); B. a. sp. plantarum or B. velezensis MBI600 (1430; also referred to as NRRL B-50595; US 2012 / 0149571 A1; e.g. BASF Integral® from Bayer Crop Science LP, USA), B. a. spp. plantarum or B. velezensis (B. amyloliquefaciens spp. plantarum) QST-713 (NRRL B-21661; e.g., Serenade® MAX from Bayer Crop Science LP, USA), B. a. spp. plantarum isolated in 1992 from a peach orchard in California, USA (NRRL B-21661; e.g., Serenade® MAX from Bayer Crop Science LP, USA), B. a. spp. plantarum isolated in 1992 from a peach orchard in South Dakota, USA (NRRL B-21661; e.g., Serenade® MAX from Bayer Crop Science LP, USA),plantarum or B. velezensis TJ1000 (1BE; also referred to as ATCC BAA-390; CA 2471555 A1; e.g. QuickRoots® from TJ Technologies, Watertown, South Dakota, USA), B. firmus CNCM I-1582 (a mutant of the parent strain EIP-N1 (CNCM I-1556) isolated from soil in the central plains of Israel) (WO 2009 / 126473, US 6,406,690; e.g. Votivo® from Bayer CropScience LP, USA), B. pumilus GHA 180 isolated from the rhizosphere of apple trees in Mexico (IDAC 260707-01; e.g. Premier Horticulture (Quebec, Canada)), B. pumilus INR-7 (also called BU-F22 and BU-F33), isolated at least before 1993 from cucumber infested with Erwinia tracheiphila (NRRL B-50185, NRRL B-50153; US 8,445,255), B. pumilus KFP9F, isolated at least before 2008 from the rhizosphere of grasses in South Africa (NRRL B-50754; WO 2014 / 029697; e.g., BAC-UP or FUSION-P, BASF Agricultural Specialities (Pty) Ltd. (South Africa), B. pumilus QST 2808, isolated from soil collected in Pohnpei, Federated States of Micronesia in 1998 (NRRL B-30087; e.g., Sonata® or Ballad® Plus, manufactured by Bayer Crop Science LP, USA), B. simplex ABU 288 (NRRL B-50304; US 8,445,255), B. subtilis (B.subtilis FB17 (also referred to as UD 1022 or UD10-22) (ATCC PTA-11857; System. Appl. Microbiol. 27, 372-379, 2004; US 2010 / 0260735; WO 2011 / 109395); B. thuringiensis ssp. aizawai ABTS-1857 (ABG-6346; also referred to as ATCC SD-1372; e.g., XenTari® from BioFa AG, Münsingen, Germany), isolated in 1987 from soil collected from a lawn in Ephraim, Wisconsin, USA; Bt subspecies kurstakii (B. t. ssp. kurstaki ABTS-351 (ATCC SD-1275; e.g., Dipel® DF from Valent BioSciences, Illinois, USA), Bt subsp. kurstaki SB4 (NRRL B-50753; e.g., Beta Pro® from BASF Agricultural Specialties (Pty) Ltd., South Africa), isolated from the larval carcasses of the sugarcane borer (E. saccharina), Bt subsp. tenebrionis NB-176-1, a mutant of strain NB-125, a wild-type strain isolated in 1982 from dead pupae of the beetle Tenebrio molitor (DSM 5480; EP 585 215 B1; e.g., Novodor® from Valent BioSciences (Switzerland), Beauveria bassiana GHA (ATCC 74250; e.g., BotaniGard® 22WGP from Laverlam Int. Corp. (USA), B. bassiana JW-1 (ATCC 74040; e.g., CBC (Europe) Srl(Italy), B. bassiana PPRI 5339 (NRRL 50757; e.g., BroadBand®, BASF Agricultural Specialties (Pty) Ltd. (South Africa), Bradyrhizobium elkanii strain SEMIA 5019 (also designated 29W), isolated in Rio de Janeiro, Brazil, and SEMIA 587 (Appl. Environ. Microbiol. 73(8), 2635, 2007; e.g., BASF Agricultural Specialties Ltd. (Brazil)), B. japonicum 532c isolated in the United States from a field in Wisconsin (Nitragin 61A152; Can. J. Plant. Sci. 70, 661-666, 1990; e.g. in Rhizoflo®, Histick®, Hicoat® Super from BASF Agricultural Specialties Ltd. (Canada), B. japonicum E-109 mutant of strain USDA138 (INTA E109, SEMIA 5085; Eur. J. Soil Biol. 45, 28-35, 2009; Biol. Fertil. Soils 47, 81-89, 2011); deposited at SEMIA and published in Appl. Environ. Microbiol. 73(8), 2635, 2007. Known B. japonicum strains from: SEMIA 5079, isolated from soil in the Cerrados region of Brazil by Embrapa-Cerrados and used in commercial inoculants since 1992 (CPAC 15; see e.g. BASF Agricultural Specialties Ltd.(GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil), B. japonicum SEMIA 5080, obtained under laboratory conditions by Embrapa-Cerrados in Brazil and used in commercial inoculants since 1992, a natural variant of SEMIA 586 (CB1809) originally isolated in the United States (CPAC 7; e.g., GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil), Burkholderia sp. A396, isolated in 2008 from soil in Nikko, Japan (NRRL B-50319; WO 2013 / 032693; Marrone Bio Innovations, Inc., USA), Coniothyrium minitans CON / M / 91-08, isolated from rapeseed (WO 1996 / 021358; DSM 9660; e.g. Contans® WG, Intercept® WG from Bayer CropScience AG, Germany), harpin (alpha-beta) protein (Science 257, 85-88, 1992; e.g. Messenger® or HARP-N-Tek from Plant Health Care plc, UK), cotton bollworm (Helicoverpa armigera) nuclear polyhedrosis virus (HearNPV) (J. Invertebrate Pathol. 107, 112-126, 2011; e.g. Helicovex® from Adermatt Biocontrol, Switzerland; Diplomata® from Koppert, Brazil; Vivus® Max from AgBiTech Pty Ltd., Queensland, Australia), Helicoverpa zea zea single-capsid nuclear polyhedrosis virus (HzSNPV) (e.g., Gemstar® manufactured by Certis LLC, USA), Helicoverpa zea nuclear polyhedrosis virus ABA-NPV-U (e.g., AgBiTech Pty Ltd.Heligen® from Biocontrol Biotechnology Co., Ltd. (Queensland, Australia), Heterorhabditis bacteriophora (e.g. Nemasys® G from BASF Agricultural Specialities Limited (UK)), Isaria fumosorosea Apopka-97 (ATCC 20874; Biocontrol Science Technol. 22(7), 747-761, 2012; e.g. PFR-97™ or PreFeRal® from Certis LLC (USA)) isolated from mealy bugs on gynura in Apopka, Florida, USA, Metarhizium anisopliae var.anisopliae F52 (also called 275 or V275) (DSM 3884, ATCC 90448; e.g. Met52® from Novozymes Biologicals BioAg Group, Canada), Metschnikowia fructicola 277 isolated from grapevine in central Israel (US 6,994,849; NRRL Y-30752; e.g. Shemer® from former Agrogreen, Israel), Paecilomyces ilacinus 251 isolated from infected nematode eggs in the Philippines (AGAL 89 / 030550; WO 1991 / 02051; Crop Protection 27, 352-361, 2008; e.g. Bayer CropScience AG (Germany) and MeloCon (USA), Paenibacillus alvei NAS6G6 isolated at least before 2008 from the rhizosphere of grasses in South Africa (WO 2014 / 029697; NRRL B-50755; e.g., BAC-UP from BASF Agricultural Specialities (Pty) Ltd. (South Africa), Paenibacillus strains isolated from soil samples from various European locations including Germany: P. epiphyticus Lu17015 (WO 2016 / 020371; DSM 26971), P. polymyxa ssp. plantarum. Lu16774 (WO 2016 / 020371; DSM 26969), P. p. ssp. plantarum strain Lu17007 (WO 2016 / 020371; DSM 26970); Pasteuria nishizawae Pn1 (ATCC SD-5833; Federal Register 76(22), 5808, February 2, 2011; e.g., Clariva™ PN from Syngenta Crop Protection, LLC, USA), isolated in the mid-2000s from a soybean field in Illinois, USA; Penicillium bilaiae (also called P. bilaii) strain ATCC 61161 (ATCC SD-5833; Federal Register 76(22), 5808, February 2, 2011), originally isolated from soil in Alberta, Canada; 18309 (=ATCC 74319), ATCC 20851 and / or ATCC 22348 (=ATCC 74318) (Fertilizer Res. 39, 97-103, 1994; Can. J. Plant Sci. 78(1), 91-102, 1998; US 5,026,417, WO 1995 / 017806; e.g. Jump Start®, Provide® from Novozymes Biologicals BioAg Group, Canada), Reynoutria sachalinensis extract (EP 0307510 B1; e.g. Regalia® SC from Marrone BioInnovations, Davis, Calif., USA, or BioFa AG (Germany) as Milsana®), Steinernema carpocapsae (e.g., Millenium® from BASF Agricultural Specialities Limited (UK)), S. feltiae (e.g., BioWorks, Inc.(USA) Nemashield®; BASF Agricultural Specialities Limited (UK) Nemasys®), Streptomyces microflavus NRRL B-50550 (WO 2014 / 124369; Bayer CropScience, Germany), Trichoderma asperelloides JM41R isolated in South Africa (NRRL 50759; also referred to as T. fertile; e.g. Trichoplus® from BASF Agricultural Specialities (Pty) Ltd. (South Africa), T. harzianum T-22 (also referred to as KRL-AG2) (ATCC 20847; BioControl 57, 687-696, 2012; e.g. BioWorks Plantshield® from Plant Science, Inc., USA, or SabrEx® from Advanced Biological Marketing Inc., Van Wert, Ohio, USA.

[1300] According to the present invention, the solid (dry matter) of the biopesticide (excluding oils such as neem oil) is considered as the active ingredient (e.g. obtained after drying or evaporation of the extraction or suspension medium in the case of liquid formulations of microbial pesticides).

[1301] According to the present invention, the weight ratios and percentages used herein for biological extracts, such as Quillaja extract, are based on the total weight of the dry contents (solid matter) of each extract(s).

[1302] The total weight ratio of a composition containing at least one microbial pesticide in the form of live microbial cells, including dormant forms, is 1x10 using the amount of CFU of each microorganism. 10It can be determined by calculating the total weight of each active ingredient by the equation that CFU is equal to 1 g of the total weight of each active ingredient. Colony forming units are a measure of live microbial cells (especially fungal and bacterial cells). Furthermore, here "CFU" can also be understood as the number of (juvenile) individual nematodes in the case of (entomopathogenic) nematode biopesticides such as Steinernema feltiae.

[1303] When mixtures containing microbial pesticides are used in crop protection, the application rate is preferably about 1x10 6 ~5x10 15 (or more) CFU / ha, preferably about 1x10 8 ~ approx. 1x10 13 CFU / ha, and even more preferably about 1x10 9 ~ approx. 1x10 12 In the case of (entomopathogenic) nematodes (e.g. Steinernema feltiae) as microbial pesticides, the application rate is preferably in the range of about 1x10 CFU / ha. 5 ~1x10 12 (or higher), more preferably 1x10 8 ~1x10 11 , and even more preferably 5x10 8 ~1x10 10 Within an individual (eg, in the form of an egg, juvenile or any other life stage, preferably the infective juvenile stage).

[1304] When a mixture containing a microbial pesticide is used in seed treatment, the application rate for plant propagation material is preferably about 1x10 6 ~1x10 12 (or more) CFU / seed. Preferably, this concentration is in the range of about 1x10 6 ~ approx. 1x10 9 In the case of microbial pesticide II, the application rate for plant propagation material is likewise preferably about 1x10 CFU per 100 kg of seeds. 7 ~1x10 14(or more) CFU, preferably 1x10 per 100 kg of seeds 9 ~ approx. 1x10 12 CFU range.

[1305] The present invention also relates to an agrochemical composition comprising an adjuvant and at least one compound of the invention or a mixture thereof.

[1306] The pesticidal compositions contain a pesticidally effective amount of a compound of the present invention or a mixture thereof. The term "pesticidally effective amount" is defined below.

[1307] The compounds of the present invention or mixtures thereof can be converted into conventional types of agrochemical compositions, such as, for example, solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules and mixtures thereof. Examples of types of compositions are suspension concentrates (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or wettable dusts (e.g. WP, SP, WS, DP, DS), compacts (e.g. BR, TB, DT), granules (e.g. WG, SG, GR, FG, GG, MG), insecticidal articles (e.g. LN), and gel formulations for the treatment of plant propagation materials, e.g. seeds (e.g. GF). These and further types of compositions are defined in the "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6th edition May 2008, CropLife International.

[1308] The compositions are prepared in a known manner, for example as described in Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001, or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.

[1309] Examples of suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, moisturizing agents, repellents, attractants, feeding promoters, compatibilizers, bactericides, antifreeze agents, antifoaming agents, colorants, adhesives and binders.

[1310] Suitable solvents and liquid carriers are water and organic solvents, for example medium to high boiling mineral oil fractions such as kerosene, diesel oil, oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons such as toluene, paraffin, tetrahydronaphthalene, alkylated naphthalenes, alcohols such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol, glycols, ketones such as DMSO, cyclohexanone, esters such as lactate esters, carbonate esters, fatty acid esters, gamma-butyrolactone, fatty acids, phosphonates, amines, amides such as N-methylpyrrolidone, fatty acid dimethylamide, and mixtures thereof.

[1311] Suitable solid carriers or fillers are, for example, silicates, silica gels, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, mineral earths such as calcium sulfate, magnesium sulfate, magnesium oxide, polysaccharide powders such as cellulose, starch, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, plant-derived products such as grain flour, bark flour, wood flour, nut shell flour, and mixtures thereof.

[1312] Suitable surfactants are surface-active compounds such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids or adjuvants. Examples of surfactants are listed in McCutcheon's, Vol.1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).

[1313] Suitable anionic surfactants are the alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefinsulfonates, ligninsulfonates, sulfonates of fatty acids and fatty oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are sulfates of fatty acids and fatty oils, sulfates of ethoxylated alkylphenols, sulfates of alcohols, sulfates of ethoxylated alcohols or sulfates of fatty acid esters. Examples of phosphates are phosphoric acid esters. Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.

[1314] Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters alkoxylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide, preferably ethylene oxide, can be used for alkoxylation. Examples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar-based surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters, or alkyl polyglucosides. Examples of polymeric surfactants are homo- or copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate.

[1315] Suitable cationic surfactants are, for example, quaternary surfactants, such as quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.Suitable amphoteric surfactants are alkylbetaines and imidazolines.Suitable block polymers are block polymers of the AB or ABA type, including blocks of polyethylene oxide and polypropylene oxide, or block polymers of the ABC type, including blocks of alkanol, polyethylene oxide and polypropylene oxide.Suitable polyelectrolytes are polyacids or polybases.Examples of polyacids are polyacrylic acid or alkali salts of polyacid comb polymers.Examples of polybases are polyvinylamines or polyethyleneamines.

[1316] Suitable adjuvants are compounds that have little or no pesticidal activity themselves, but improve the biological action of the compounds of the present invention on the target. Examples are surfactants, mineral or vegetable oils, and other adjuvants. Further examples are listed in Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.

[1317] Suitable thickening agents are polysaccharides (eg, xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified clays), polycarboxylates, and silicates.

[1318] Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.

[1319] Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.

[1320] Suitable antifoaming agents are silicones, long chain alcohols and salts of fatty acids.

[1321] Suitable colorants (e.g. red, blue or green) are low water-soluble pigments and water-soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin-, azo- and phthalocyanine colorants).

[1322] Suitable adhesives or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes, and cellulose ethers.

[1323] Examples of types of compositions and their preparation follow.

[1324] i) Water-soluble concentrate (SL, LS) 10-60% by weight of the compound I according to the invention and 5-15% by weight of a wetting agent (e.g. an alcohol alkoxylate) are dissolved in water and / or a water-soluble solvent (e.g. an alcohol) to make up to 100% by weight. The active substance dissolves upon dilution with water.

[1325] ii) Dispersible concentrate (DC) 5-25% by weight of the compound I according to the present invention and 1-10% by weight of a dispersing agent (e.g., polyvinylpyrrolidone) are dissolved in an organic solvent (e.g., cyclohexanone) to make up to 100% by weight. Dilution with water gives a dispersion.

[1326] iii) Emulsifiable concentrate (EC) 15-70% by weight of the compound I according to the present invention and 5-10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in a water-insoluble organic solvent (e.g., aromatic hydrocarbon) to make 100% by weight. An emulsion is obtained by diluting with water.

[1327] iv) Emulsions (EW, EO, ES) 5-40% by weight of the compound I according to the present invention and 1-10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40% by weight of a non-water-soluble organic solvent (e.g., aromatic hydrocarbon). This mixture is introduced into water by an emulsifier to make it 100% by weight and make it into a uniform emulsion. The emulsion is obtained by diluting with water.

[1328] v) Suspension (SC, OD, FS) In an agitated ball mill, 20-60% by weight of the compound I according to the invention is milled with the addition of 2-10% by weight of dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylates), 0.1-2% by weight of thickeners (e.g. xanthan gum) and up to 100% by weight of water, resulting in a fine suspension of the active substance. Dilution with water results in a stable suspension of the active substance. For compositions of the FS type, up to 40% by weight of a binder (e.g. polyvinyl alcohol) is added.

[1329] vi) Water-dispersible granules and water-soluble granules (WG, SG) 50-80% by weight of the compound I according to the invention is milled with the addition of up to 100% by weight of dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylates) and prepared in special equipment (e.g. extruders, spray towers, fluidized beds) as water-dispersible or water-soluble granules. Dilution with water gives a stable dispersion or solution of the active substance.

[1330] vii) Water-dispersible powder and water-soluble powder (WP, SP, WS) In a rotor-stator mill, 50-80% by weight of the compound I according to the invention is milled with 1-5% by weight of a dispersant (e.g. sodium lignosulfonate), 1-3% by weight of a wetting agent (e.g. alcohol ethoxylate) and up to 100% by weight of a solid carrier (e.g. silica gel).Dilution with water gives a stable dispersion or solution of the active substance.

[1331] viii) Gel (GW, GF) When 5-25% by weight of the compound I according to the invention is milled in a stirred ball mill with the addition of 3-10% by weight of a dispersant (e.g. sodium lignosulfonate), 1-5% by weight of a thickener (e.g. carboxymethylcellulose) and up to 100% by weight of water, a fine suspension of the active substance is obtained. Dilution with water gives a stable suspension of the active substance.

[1332] ix) Microemulsions (ME) 5-20% by weight of compound I according to the invention is added to 5-30% by weight of an organic solvent blend (e.g., fatty acid dimethylamides and cyclohexanone), 10-25% by weight of a surfactant blend (e.g., alcohol ethoxylates and arylphenol ethoxylates), and up to 100% by weight of water. The mixture is stirred for 1 hour, spontaneously forming a thermodynamically stable microemulsion.

[1333] x) Microcapsules (CS) An oil phase containing 5-50% by weight of the compound I according to the present invention, 0-40% by weight of a non-water-soluble organic solvent (e.g., aromatic hydrocarbon), and 2-15% by weight of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, and di- or triacrylate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Microcapsules of poly(meth)acrylate are formed by radical polymerization initiated by a radical initiator. Alternatively, an oil phase containing 5-50% by weight of the compound I according to the present invention, 0-40% by weight of a non-water-soluble organic solvent (e.g., aromatic hydrocarbon), and an isocyanate monomer (e.g., diphenylmethene-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Polyamine (e.g., hexamethylenediamine) is added to form microcapsules of polyurea. The monomers total 1-10% by weight. The weight percentage relates to the total amount of the CS composition.

[1334] xi) Dustable powder (DP, DS) 1-10% by weight of a compound I according to the invention is finely ground and thoroughly mixed with up to 100% by weight of a solid carrier, for example finely ground kaolin.

[1335] xii) Granule (GR, FG) 0.5 to 30% by weight of the compound I according to the invention is finely ground and combined with up to 100% by weight of a solid carrier, for example a silicate. Granulation is obtained by extrusion, spray drying or in the fluidized bed.

[1336] xiii) Ultra-low volume liquid (UL) 1 to 50% by weight of compound I according to the present invention is dissolved in an organic solvent (eg, aromatic hydrocarbon) to make up to 100% by weight.

[1337] Compositions types i) to xi) may optionally contain further auxiliaries such as 0.1 to 1% by weight of bactericides, 5 to 15% by weight of antifreeze agents, 0.1 to 1% by weight of antifoam agents and 0.1 to 1% by weight of colorants.

[1338] The agrochemical compositions generally contain 0.01 to 95% by weight of the active substance, preferably 0.1 to 90% by weight, most preferably 0.5 to 75% by weight. The active substance is used with a purity of 90% to 100%, preferably 95% to 100% (according to NMR spectroscopy).

[1339] Various kinds of oils, wetting agents, adjuvants, fertilizers or micronutrients, and other pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) can be added to the active substances or compositions containing them, either as a premix or, if appropriate, immediately before use (tank mix). These agents can be mixed with the compositions according to the invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

[1340] The user usually applies the composition according to the invention from a pre-dosing device, a backpack sprayer, a spray tank, a spray plane or an irrigation system. Usually, the agrochemical composition is prepared to the desired application concentration with water, buffers and / or further auxiliaries, and the ready-to-use spray solution or agrochemical composition according to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of ready-to-use spray solution are applied per hectare of agricultural land.

[1341] According to one embodiment, the individual components of the composition according to the invention, for example parts of a kit or parts of a binary or ternary mixture, may be mixed by the user himself in a spray tank, with the addition of further auxiliaries if appropriate.

[1342] In a further embodiment, the individual components of the composition according to the invention, or partially premixed components, e.g. components comprising the compound of the invention and / or the mixing partners defined above, may be mixed in a spray tank by the user, and further auxiliaries and additives may be added, if appropriate.

[1343] In a further embodiment, each component of the composition according to the invention, or partially premixed components, e.g. components comprising a compound of the invention and / or a mixing partner as defined above, may be applied together (e.g. after tank mixing) or sequentially.

[1344] The compounds of the present invention are suitable for use in protecting crops, plants, plant propagation materials, such as seeds, or the soil or water in which the plants are growing, from attack or infestation by animal pests. Thus, the present invention also relates to a method for protecting plants, comprising the step of contacting the crops, plants, plant propagation materials, such as seeds, or the soil or water in which the plants are growing, to be protected from attack or infestation by animal pests, with a pesticidal amount of a compound of the present invention.

[1345] The compounds of the present invention are also suitable for use in combating or controlling animal pests.Therefore, the present invention also relates to a method for combating or controlling animal pests, comprising contacting animal pests, their habitats, breeding places or food sources, or crops, plants, plant propagation materials, such as seeds, or soil, or areas, materials or environments in which animal pests grow or can grow, with a pesticidal amount of the compounds of the present invention.

[1346] The compounds of the present invention are effective by both contact and ingestion. Additionally, the compounds of the present invention may be applied to any and all developmental stages, including eggs, larvae, pupae, and adults.

[1347] The compounds of the present invention can be applied by themselves or in the form of compositions containing them as defined above.Furthermore, the compounds of the present invention can be applied together with the mixing partners defined above or in the form of compositions containing said mixtures defined above.The components of said mixtures can be applied simultaneously, together or separately, or sequentially (which is applied immediately one after the other to produce a mixture at the desired location, for example "in situ" in the plant), and the order of separate applications generally has no effect on the outcome of the control measures.

[1348] Application can be carried out both before and after infestation by pests of the crop, the plant, the plant propagation material, such as the seed, the soil, or the area, material or the environment.

[1349] Suitable application methods include, in particular, soil treatment, seed treatment, in-furrow application, and foliar application. Soil treatment methods include soil drench, drip irrigation (drip application onto the soil), dipping of roots, tubers or bulbs, or soil injection. Seed treatment techniques include seed dressing, seed coating, seed dusting, seed soaking, and seed pelleting. In-furrow application usually includes the steps of making furrows in cultivated land, sowing seeds in the furrows, applying a pesticidal active compound to the furrows, and closing the furrows. Foliar application refers to the application of a pesticidal active compound to the leaves of a plant, for example by a spray device. In foliar application, it may be advantageous to use pheromones in combination with the compounds of the present invention to modify the behavior of pests. Suitable pheromones for particular crops and pests are known to those of skill in the art and are publicly available from pheromone and semiochemical databases (eg, http: / / www.pherobase.com).

[1350] As used herein, the term "contact" includes both direct contact (applying a compound / composition directly to the animal pest or plant (typically the foliage, stem or roots of the plant)) and indirect contact (applying a compound / composition to the locus of the animal pest or plant, i.e., the habitat, breeding site, plant, seed, soil, area, material or environment in which the pest is growing or may grow).

[1351] The term "animal pests" includes arthropods, gastropods, and nematodes. Preferred animal pests according to the invention are arthropods, preferably insects and arachnids, especially insects. Insects, especially insects associated with crops, are usually referred to as crop insect pests.

[1352] The term "crop" refers to both growing and harvested crops.

[1353] The term "plant" includes cereals, such as durum and other wheat, rye, barley, triticale, oats, rice, or maize (fod and sugar maize / sweet and field corn); beets, such as sugar beet or fodder beet; fruits, such as pome fruits, stone fruits, or soft fruits, such as apple, pear, plum, peach, nectarine, almond, cherry, papaya, strawberry, raspberry, blackberry, or gooseberry; legumes, such as beans, lentils, peas, alfalfa, or soybeans; oil plants, such as rapeseed (oilseed rape), turnip, rapeseed, or other oilseed crops. rape), mustard, olive, sunflower, palm, cocoa bean, castor bean, oil palm, groundnut, or soybean; cucurbits, for example, pumpkin, pumpkin, cucumber, or melon; fibre plants, for example, cotton, flax, hemp, or jute; citrus fruits, for example, orange, lemon, grapefruit, or mandarin; vegetables, for example, eggplant, spinach, lettuce (for example, head lettuce), chicory, cabbage, asparagus, cabbage, carrot, onion, garlic, leek, tomato, potato, gourd, or sweet pepper; lauraceae, for example, avocado, cinnamon, or camphor; energy plants, and Source plants include, for example, corn, soybean, rapeseed, sugarcane, or oil palm; tobacco; nuts, for example, walnuts; pistachios; coffee; tea; bananas; vines (table grapes and grape juice grapes); hops; sweet leaf (also called stevia); natural rubber plants; or ornamental and forest plants, for example, flowers (for example, carnation, petunia, geranium / pelargonium, pansy and impatiens), shrubs, broadleaf trees (for example, poplar), or evergreen trees, for example, conifers; eucalyptus; turf; lawns; grasses, for example, grasses for animal feed or ornamental use.Preferred plants include potato, sugar beet, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybean, rapeseed, legumes, sunflower, coffee or sugarcane; fruits; vines; ornamental plants; or vegetables, such as cucumber, tomato, bean or pumpkin.

[1354] The term "cultivated plants" is understood to include plants that have been modified by mutagenesis or genetic engineering to give the plant new traits or to modify traits that are already present.

[1355] "Mutagenesis" encompasses not only random mutagenesis techniques using X-rays or mutagenic chemicals to generate mutations at specific loci in the plant genome, but also targeted mutagenesis techniques, which often use oligonucleotides or proteins such as CRISPR / Cas, zinc finger nucleases, TALENs or meganucleases to achieve a targeted effect.

[1356] Genetic engineering techniques usually use recombinant DNA techniques to produce modifications in plant genomes that are not readily obtainable by cross-breeding, mutagenesis, or natural recombination in natural environments. Typically, one or more genes are integrated into the genome of a plant to add or improve a trait. These integrated genes are also called transgenes in the art, while plants containing such transgenes are called transgenic plants. The process of plant transformation usually produces several transformation events that differ in the genomic loci at which the transgenes are integrated. Plants that contain a particular transgene at a particular genomic locus are usually described as containing a particular "event," referred to by the name of the particular event. Traits introduced or modified in plants include herbicide resistance, insect resistance, increased yield, and tolerance to abiotic conditions such as drought, among others.

[1357] Herbicide resistance has been produced by using mutagenesis and by using genetic engineering methods. Plants that have been made tolerant to acetolactate synthase (ALS) inhibitor herbicides by traditional mutagenesis and breeding methods include plant varieties marketed under the name Clearfield®. However, the majority of herbicide resistance traits have been produced by using transgenes.

[1358] Herbicide resistance has been generated to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides (such as bromoxynil and ioxynil), sulfonylurea herbicides, ALS inhibitor herbicides, and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors (such as isoxaflutole and mesotrione).

[1359] Transgenes used to confer herbicide tolerance traits include: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, and goxv247 for tolerance to glyphosate, pat and bar for tolerance to glufosinate, aad-1 and aad-12 for tolerance to 2,4-D, dmo for tolerance to dicamba, bxn for tolerance to oxynil herbicides, zm-hra, csr1-2, gm-hra, S4-HrA for tolerance to sulfonylurea herbicides, csr1-2 for tolerance to ALS inhibitor herbicides, hppdPF, W336, and avhppd-03 for tolerance to HPPD inhibitor herbicides.

[1360] Transgenic corn events containing herbicide resistance genes include, but are not limited to, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-O1981-5 (where the O in the middle "O1981" is written as a stroked O in the original), 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507, and TC6275.

[1361] Transgenic soybean events containing herbicide tolerance genes include, but are not limited to, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHTOH2 (where the O is written with a stroked O in the original text), W62, W98, FG72, and CV127.

[1362] Transgenic cotton events containing herbicide resistance genes include, but are not limited to, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCotton25, T303-3, and T304-40.

[1363] Transgenic canola events containing herbicide tolerance genes include, but are not limited to, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2 and RF3.

[1364] Insect resistance has been mainly generated by transferring bacterial genes for insecticidal proteins into plants. The most frequently used transgenes are the toxin genes of Bacillus spec., such as cry1A, cry1Ab, cry1Ab-Ac, cry1Ac, cry1A.105, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), vip3Aa20, and their synthetic variants. However, genes from plants have been transferred to other plants as well, in particular genes encoding protease inhibitors such as CpTI and pinII. A further approach uses transgenes to generate double-stranded RNA that targets and downregulates insect genes in plants. An example of such a transgene is dvsnf7.

[1365] Transgenic corn events containing genes for insecticidal proteins or double-stranded RNA include, but are not limited to, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418, and MZIR098.

[1366] Transgenic soybean events containing genes for insecticidal proteins are for example, but not exclusive of, MON87701, MON87751 and DAS-81419.

[1367] Transgenic cotton events containing genes for insecticidal proteins include, but are not limited to, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event1, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119, and SGK321.

[1368] Increased yield was produced by increasing ear biomass using the transgene athb17 present in corn event MON87403 or by increasing photosynthesis using the transgene bbx32 present in soybean event MON87712.

[1369] Cultivated plants containing altered oil content were produced by using the transgenes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A, and fatb1-A. Soybean events containing at least one of these genes are: 260-05, MON87705, and MON87769.

[1370] Tolerance to abiotic conditions, particularly drought, was generated by using the transgene cspB contained in the maize event MON87460 and by using the transgene Hahb-4 contained in the soybean event IND-OO41O-5 (the three O's are written as stroked O's in the original text).

[1371] Traits are often combined by combining genes in a transformation event or by combining different events during the breeding process. Preferred trait combinations are herbicide resistance to different groups of herbicides, insect resistance to different types of insects (especially lepidopteran resistance and coleopteran resistance), herbicide resistance and one or several types of insect resistance, herbicide resistance and increased yield, and herbicide resistance and tolerance to abiotic conditions.

[1372] Plants containing single or stacked traits, as well as the genes and events that confer these traits, are well known in the art. For example, detailed information about mutated or integrated genes and events is available from the websites of the organizations "International Service for the Acquisition of Agri-biotech Applications (ISAAA)" (http: / / www.isaaa.org / gmapprovaldatabase) and "Center for Environmental Risk Assessment (CERA)" (http: / / cera-gmc.org / GMCropDatabase). Further information on specific events and methods for detecting them can be found in WO01 / 031042, WO01 / 041558, WO01 / 041558, WO02 / 036831, WO11 / 153186, WO13 / 003558 for canola events MS1, MS8, RF3, GT73, MON88302, KK179; For cotton events MON1445, MON15985, MON531 (MON15985), LLCotton25, MON88913, COT102, 281-24-236, 3006-210-23, COT67B, GHB614, T304-40, GHB119, MON88701, and 81910, see WO02 / 034946, WO02 / 100163, W WO02 / 100163, WO03 / 013224, WO04 / 072235, WO04 / 039986, WO05 / 103266, WO05 / 103266, WO06 / 128573, WO07 / 017186, WO08 / 122406, WO08 / 151780, WO12 / 134808, WO13 / 112527, and corn Events GA21, MON810, DLL25, TC1507, MON863, MIR604, LY038, MON88017, 3272, 59122, NK603, MIR162, MON89034, 98140, 32138, MON87460, 5307, 4114, MON87427, DAS40278, MON87411, 33121, MON87403,For MON87419, see WO98 / 044140, US02 / 102582, US03 / 126634, WO04 / 099447, WO04 / 011601, WO05 / 103301, WO05 / 061720, WO05 / 059103, WO06 / 098952, WO06 / 039376, US2007 / 292854, WO07 / 142840, WO07 / 14025 6, WO08 / 112019, WO09 / 103049, WO09 / 111263, WO10 / 077816, WO11 / 084621, WO11 / 062904, WO11 / 022469, WO13 / 169923, WO14 / 116854, WO15 / 053998, WO15 / 142571, and potato events E12, F10, J3, J55, V For the rice events LLRICE06, LLRICE601, and LLRICE62, see WO00 / 026345, WO00 / 026345, WO00 / 026346, WO00 / 026354, WO00 / 026365, WO00 / 026375, WO00 / 026385, WO00 / 026396, WO00 / 026397, WO00 / 026398, WO00 / 02639 ... 56, WO00 / 026345, and the soybean events H7-1, MON89788, A2704-12, A5547-127, DP305423, DP356043, MON87701, MON87769, CV127, MON87705, DAS68416-4, MON87708, MON87712, SYHT0H2, DAS81419, DAS81419 x DAS44406-6, MON87751 can be found in WO04 / 074492, WO06 / 130436, WO06 / 108674, WO06 / 108675, WO08 / 054747, WO08 / 002872, WO09 / 064652, WO09 / 102873, WO10 / 080829, WO10 / 037016, WO11 / 066384, WO11 / 034704, WO12 / 051199, WO12 / 082548, WO13 / 016527, WO13 / 016516, WO14 / 201235.

[1373] The use of the compositions according to the invention on cultivated plants can result in specific effects on the cultivated plants containing a particular gene or event. These effects can include changes in growth behavior or changes in resistance to biotic or abiotic stress factors. Such effects can include, in particular, increased yield, increased resistance or tolerance to insect, nematode, fungal, bacterial, mycoplasmal, viral or viroid pathogens, as well as early vigour, early or delayed ripening, cold or heat tolerance, and changes in the spectrum or content of amino acids or fatty acids.

[1374] Surprisingly, it has been found that the pesticidal activity of the compounds of the present invention can be increased by the insecticidal traits of modified plants.Furthermore, it has been found that the compounds of the present invention are suitable for preventing insects from becoming resistant to the insecticidal traits or for controlling pests that are already resistant to the insecticidal traits of modified plants.Furthermore, the compounds of the present invention are suitable for controlling pests for which the insecticidal traits are not effective, and therefore can advantageously use complementary insecticidal activity.

[1375] The term "plant propagation material" refers to all plant propagation parts that can be used for plant propagation, such as seeds and vegetative plant material, such as cuttings and tubers (e.g., potatoes). It includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other plant parts. It can also include seedlings and young plants that are transplanted after germination or emergence from the soil. These plant propagation materials can be prophylactically treated with a plant protection compound at or before planting or transplanting.

[1376] The term "seed" includes all types of seeds and plant propagation materials (e.g., but not limited to, true seeds, seed pieces, suckers, corms, bulbs, fruits, tubers, grains, cuttings, cut shoots, etc.), and in a preferred embodiment refers to true seeds.

[1377] Generally, "pesticidally effective amount" refers to the amount of active ingredient required to achieve an observable effect on growth (such as necrosis, killing, delaying, preventing, and removing, destroying, or reducing the appearance and activity of the target organism). Pesticidal effective amount may vary for different compounds / compositions used in the present invention. Pesticidal effective amount of the composition will also vary according to the prevailing conditions (such as desired pesticidal effect and duration, weather, target species, location, application mode, etc.).

[1378] For soil treatment in furrow applications or application to pest habitats or nests, the amount of active ingredient is 2 0.0001 to 500g per 100ml 2 The range is from 0.001 to 20g per serving.

[1379] When used in the treatment of crop plants, for example by foliar application, the application rate of the active ingredient of the present invention may be in the range of from 0.0001 g to 4000 g per hectare, for example from 1 g to 2 kg per hectare, or from 1 g to 750 g per hectare, desirably from 1 g to 100 g per hectare, more desirably from 10 g to 50 g per hectare, for example from 10 to 20 g per hectare, from 20 to 30 g per hectare, from 30 to 40 g per hectare, or from 40 to 50 g per hectare.

[1380] The compounds of the present invention are particularly suitable for use in seed treatment to protect seeds from insect pests, particularly from soil-dwelling insect pests, and to protect the resulting seedling roots and shoots from soil pests and foliar insects.Therefore, the present invention also relates to a method for protecting seeds from insects, particularly from soil insects, and seedling roots and shoots from insects, particularly from soil and foliar insects, comprising treating the seeds after pre-sowing and / or pre-emergence treatment with the compounds of the present invention.Protection of seedling roots and shoots is preferred.Protection of seedling shoots from piercing and sucking insects, chewing insects and nematodes is more preferred.

[1381] The term "seed treatment" includes any suitable seed treatment technique known in the art, such as seed dressing, seed coating, seed dusting, seed soaking, seed pelleting, and furrow application.Preferably, the seed treatment application of the active compound is carried out by spraying or dusting the seed before sowing the plant and before the emergence of the plant.

[1382] The present invention also includes seeds coated with or containing active compounds. The term "coated with and / or containing" generally means that the majority of the active ingredient is on the surface of the propagation product when applied, although depending on the application method, some of the ingredient may be more or less penetrating the propagation product. When said propagation product is (re)planted, it may take up the active ingredient.

[1383] Suitable seeds include, for example, seeds of cereals, root crops, oil crops, vegetables, spices, ornamental plants, such as durum and other wheat, barley, oats, rye, maize (fodder maize and sugar maize / sweet corn and field corn), soybean, oil crops, cruciferous plants, cotton, sunflower, banana, rice, rapeseed, oilseed rape, sugar beet, fodder beet, eggplant, potato, grasses, turf, grass, forage grasses, tomatoes, leeks, pumpkins, cabbage, lettuce heads, peppers, cucumbers, melons, Brassica spp. species), melon, bean, pea, garlic, onion, carrot, tuberous plants (e.g. potato), sugarcane, tobacco, grapes, petunia, geranium / pelargonium, pansy and Impatiens seeds.

[1384] In addition, the active compounds can also be used for the treatment of seeds from plants that have been modified by mutagenesis or genetic engineering and are, for example, resistant to the action of herbicides or fungicides or insecticides. Such modified plants are described in detail above.

[1385] Conventional seed treatment formulations include, for example, flowable concentrates FS, solutions LS, suspoemulsions (SE), powders for dry treatment DS, water dispersible powders for slurry treatment WS, water-soluble powders SS, emulsions ES and EC, and gel formulations GF. These formulations can be applied to the seeds diluted or undiluted. Application to the seeds is carried out before sowing, either directly on the seeds or after pre-germination of the seeds. Preferably, the formulations are applied in a germination-free manner.

[1386] The active substance concentration of the ready-to-use formulation, which may be obtained after 2- to 10-fold dilution, is preferably 0.01-60% by weight, more preferably 0.1-40% by weight.

[1387] In a preferred embodiment, the FS formulation is used for seed treatment. Typically, the FS formulation may contain 1-800 g / l of active ingredient, 1-200 g / l of surfactant, 0-200 g / l of antifreeze agent, 0-400 g / l of binder, 0-200 g / l of pigment, and up to 1 liter of solvent, preferably water.

[1388] Particularly preferred FS formulations of the compounds of the invention for seed treatment usually contain 0.1-80% by weight (1-800 g / l) of active ingredient, 0.1-20% by weight (1-200 g / l) of at least one surfactant, for example 0.05-5% by weight of a wetting agent and 0.5-15% by weight of a dispersing agent, up to 20% by weight, for example 5-20% by weight of an antifreeze agent, 0-15% by weight, for example 1-15% by weight of a pigment and / or dye, 0-40% by weight, for example 1-40% by weight of a binder (spreading agent / binding agent), optionally up to 5% by weight, for example 0.1-5% by weight of a thickener, optionally 0.1-2% of an antifoaming agent and optionally a preservative, for example a biocide, an antioxidant, etc., for example in an amount of 0.01-1% by weight, and a filler / vehicle up to 100% by weight.

[1389] In the treatment of seeds, the application rate of the compound of the present invention is generally from 0.1 g to 10 kg per 100 kg of seeds, preferably from 1 g to 5 kg per 100 kg of seeds, more preferably from 1 g to 1000 g per 100 kg of seeds, in particular from 1 g to 200 g per 100 kg of seeds, for example from 1 g to 100 g or from 5 g to 100 g per 100 kg of seeds.

[1390] Therefore, the present invention also relates to seeds comprising the compounds of the invention as defined herein or their agriculturally useful salts. The amount of the compounds of the invention or their agriculturally useful salts will generally vary from 0.1 g to 10 kg per 100 kg of seeds, preferably from 1 g to 5 kg per 100 kg of seeds, in particular from 1 g to 1000 g per 100 kg of seeds. In certain crops, such as lettuce, the amount may be higher.

[1391] The compounds of the present invention can also be used to improve plant health. Thus, the present invention also relates to a method of improving plant health by treating a plant, plant propagation material, and / or a locus in which a plant is growing or will grow with an effective, non-phytotoxic amount of a compound of the present invention.

[1392] As used herein, "effective and non-phytotoxic amount" means that a compound is used in an amount that allows the desired effect to be obtained but does not cause any symptoms of phytotoxicity in treated plants or plants grown from treated vegetative propagules or treated soil.

[1393] The terms "plant" and "plant propagation material" are defined above.

[1394] "Plant health" is defined as the condition of a plant and / or its products, as determined by several aspects, such as yield (e.g., increased biomass and / or increased content of useful components), quality (e.g., improved content or composition of a particular component, or shelf life), plant vigor (e.g., improved plant growth and / or greener leaves ("greening effect")), resistance to abiotic stresses (e.g., drought) and / or biotic stresses (e.g., disease), and production efficiency (e.g., harvest efficiency, processability), either alone or in combination with each other.

[1395] The above identified plant health indicators are interdependent and may arise from one another. Each indicator is defined in the art and may be determined by methods known to those skilled in the art.

[1396] The compounds of the present invention are also suitable for use against non-crop insect pests.In the use against said non-crop insect pests, the compounds of the present invention can be used as bait compositions, gels, general insect sprays, aerosols, ultra-low-volume applications and mosquito nets (impregnation or surface application).In addition, drench and lodge methods can be used.

[1397] As used herein, the term "non-crop insect pest" refers specifically to pests associated with non-crop targets, such as ants, termites, wasps, flies, ticks, mosquitoes, bed bugs, crickets, or cockroaches.

[1398] The bait can be a liquid, solid or semi-solid preparation (e.g. gel). The bait used in the composition is a product that is sufficiently attractive to stimulate insects (e.g. ants, termites, wasps, flies, mosquitoes, crickets, etc. or cockroaches) to eat it. The attractiveness can be manipulated by using feeding stimulants or sex pheromones. The food stimulants are, for example, selected from animal and / or plant proteins (meat meal, fish meal or blood meal, insect parts, egg yolk), from fats and oils of animal and / or plant origin, or from mono-, oligo- or polyorganic sugars, especially but not limited to sucrose, lactose, fructose, dextrose, glucose, starch, pectin, or even molasses or honey. Fresh or decaying parts of fruits, crops, plants, animals, insects or specific parts thereof can also serve as feeding stimulants. Sex pheromones are known to be more insect specific, and specific pheromones are described in the literature (e.g., http: / / www.pherobase.com) and are known to those skilled in the art.

[1399] For use in bait compositions, the typical content of active ingredient is from 0.001% to 15% by weight, preferably from 0.001% to 5% by weight of active compound.

[1400] The formulation of the compounds of the invention as aerosols (e.g. in spray cans), oil sprays or pump sprays is highly suitable for professional or non-professional users to control pests (e.g. flies, fleas, mites, bedbugs, mosquitoes or cockroaches). Aerosol formulations are preferably composed of the active compound, a solvent, further auxiliaries such as emulsifiers, perfume oils, stabilizers if appropriate and, if necessary, a propellant.

[1401] Oil spray formulations differ from aerosol formulations in that no propellants are used.

[1402] For use in a spray composition, the content of the active ingredient is 0.001-80% by weight, preferably 0.01-50% by weight, most preferably 0.01-15% by weight.

[1403] The compounds of the present invention and their respective compositions can also be used in mosquito coils and fumigation coils, smoke cartridges, vaporizer plates or long-term vaporizers, as well as in moth papers, moth pads or other heat-independent vaporizer systems.

[1404] The method of controlling infectious diseases transmitted by insects (e.g. malaria, dengue and yellow fever, lymphatic filariasis, and leishmaniasis) with the compounds of the present invention and their respective compositions also includes treating surfaces of sheds and houses, aerial spraying and impregnation of curtains, tents, clothing, mosquito nets, tsetse fly traps, etc. Insecticidal compositions for application to fibers, wovens, knitted goods, nonwovens, netting materials or foils and tarpaulins preferably comprise a mixture containing an insecticide, optionally a repellent and at least one binder.

[1405] The compounds of the present invention and compositions thereof can be used to protect wooden materials (e.g., trees, fences, sleepers, framing, artistic artifacts, etc.) and buildings, as well as construction materials, furniture, leather, textiles, vinyl products, electrical wires and cables, from ants, termites and / or wood or textile destroying beetles, and to control ant and termite damage to crops or humans (e.g., when the pests invade homes and public buildings or nest in yards, orchards, parks, etc.).

[1406] The customary application rates for the protection of materials are, for example, 1 m of material to be treated. 2 The amount of active compound per unit area is 0.001 g to 2000 g, or 0.01 g to 1000 g, preferably 1 m 2 Each serving weighs 0.1g to 50g.

[1407] An insecticidal composition for use in ...

Claims

1. Compounds of Formula I 【Chemistry 1】 (In the formula, A is N or CR A and B 1 is N or CR B1 and B 2 is CR B2; B 3 is CR B3; B 4 CR B4 and R A H, halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R B1 , R B2 , R B3 and R B4 are independently H, halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; Q is -C(R 4 R 5 )-O-, -C(=O)-O-, -S(=O) m -C(R 7 R 8 )-, -N(R 2 )-S(=O) m -, -N(R 2 )-C(R 9 R 10 )-, -C(=O)-C(R 19 R 20 )-, -N(R 2 )-C(=O)-, -N(R 2 )-C(=S)-, -C(R 13 R 14 )-C(R 15 R 16 )-, -N=C(X)-, -N(R 2 )-C(=NR)- or -C(R 17 )=C(R 18 )--, where Ar is attached to either side of Q; m is 0, 1 or 2; X is H, halogen, or SR 7 , OR 8 , or N(R 3 ) 2 and R is H, CN, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -alkynyl, or C 3 -C 6 -cycloalkyl (wherein the alkyl, alkenyl, and cycloalkyl moieties are unsubstituted or substituted with halogen), OR 8 , N(R 3 ) 2 and R 3 , H, C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 - alkyl; R 2 , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are the same or different and are H, halogen, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R 6 , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; or R 6 is -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; Ar is phenyl or 5- or 6-membered hetaryl or 1,3-benzodioxole, which may be unsubstituted or Ar , where R Ar is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio or -CH 2 -phenyl (wherein the phenyl ring is unsubstituted or f substituted with; R 1 is expressed as follows: YZT-1 to YZT-9 【Chemistry 2】 wherein 【Chemistry 3】 represents the bond to the remainder of the compound; R11 is C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , aryl, aryl-carbonyl, aryl-C 1 -C 4 -Alkyl, aryloxy-C 1 -C 4 -Alkyl, hetaryl, carbonyl-hetaryl, hetaryl-C 1 -C 4 -Alkyl or hetaryloxy-C 1 -C 4 -alkyl (wherein when the aryl is phenyl, the phenyl ring is unsubstituted or g where hetaryl is a 5- or 6-membered monocyclic hetaryl or an 8-, 9- or 10-membered bicyclic hetaryl; R 12 is a group represented by the formula A 1 ; 【Chemistry 4】 (wherein # indicates the point of attachment) is a group represented by R 121 , R 122 , R 123 are the same or different and are H, halogen, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyloxy, C 2 -C 6 -Alkynyloxy, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 1 -C 6 -Alkylcarbonyloxy, C 1 -C 6 -Alkenylcarbonyloxy, C 3 -C 6 -cycloalkylcarbonyloxy, wherein the alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy and cycloalkyl moieties are unsubstituted or substituted with halogen, or NR b R c or R 121 , R 122 , R 123 may be oxo; R 124 , H, C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -alkoxy, or C 2 -C 6 -alkenyloxy, wherein the alkyl, alkoxy, alkenyl and alkenyloxy moieties are unsubstituted or substituted with halogen; where R ya H, halogen, C 1 -C 6 -Alkyl, C 1 -C 6 -alkoxy, which are unsubstituted or substituted with halogens; Phenyl or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R yc , R zc are the same or different, H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkyl, or C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkoxy, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; R T , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , S(=O) m R e , phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R zc If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group (wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety may be substituted with carbonyl or C=N-R' and / or one or two CH 2 The moiety may be substituted with O or S, and / or 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h Optionally, the compound may form a ring structure, which may be substituted with R za , H, C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 4 -Alkyl-C 1 -C 6 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 1 -C 4 -Alkyl-C 3 -C 6 -Cycloalkoxy, C 1 -C 4 -Alkyl-C 3 -C 6 -cycloalkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, C(=O)-NR b R c , C(=O)-R d , phenyl, phenylcarbonyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R za If exists, R T Together with C 1 -C 6 -Alkylene or linear C 2 -C 6 -alkenylene group (wherein the linear C 1 -C 6 -Alkylene and linear C 2 -C 6 -Alkenylene, CH 2 The moiety may be substituted with carbonyl or C=N-R' and / or one or two CH 2 The moiety may be substituted with O or S, and / or 1 -C 6 -Alkylene and linear C 2 -C 6 -alkenylene may be unsubstituted or R h Optionally, the compound may form a ring structure, which may be substituted with R a , R b and R c are the same or different, H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C 1 -C 6 -Alkylene-CN, phenyl, or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R d , H, C 1 -C 6 -Alkyl, C 2 -C 6 -Alkenyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; Phenyl or -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R e is C 1 -C 6 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -alkyl, wherein said alkyl, cycloalkyl moieties are unsubstituted or substituted with halogen; Phenyl and -CH 2 -phenyl, wherein the phenyl ring is unsubstituted or R f substituted with; R f is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e and R g is halogen, N 3 , OH, CN, NO 2 , -SCN, -SF 5 , C 1 -C 6 -Alkyl, C 1 -C 6 -Alkoxy, C 2 -C 6 -Alkenyl, Tri-C 1 -C 6 -Alkylsilyl, C 2 -C 6 -Alkynyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkyl, C 1 -C 6 -Alkoxy-C 1 -C 4 -Alkoxy, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkoxy, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -Alkyl, C 3 -C 6 -Cycloalkoxy-C 1 -C 4 -alkyl, wherein said alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen; C(=O)-OR a , N.R. b R c , C 1 -C 6 -Alkylene-NR b R c , O.C. 1 -C 6 -Alkylene-NR b R c , C 1 -C 6 -Alkylene-CN, NH-C 1 -C 6 -Alkylene-NR b R c , C(=O)-NR b R c , C(=O)-R d , S.O. 2 NR b R c , or S(=O) m R e and R h is halogen, OH, C 1 -C 6 -Alkyl, C 3 -C 6 -cycloalkyl, or CN) or an N-oxide, stereoisomer, tautomer, or agriculturally or veterinarily acceptable salt thereof.

2. A is CR A And B 1 CR B1 And B 2 CR B2 And B 3 CR B3 And B 4 CR B4 2. The compound of formula I according to claim 1, wherein

3. A is N and B is 1 CR B1 And B 2 CR B2 And B 3 CR B3 And B 4 CR B4 2. The compound of formula I according to claim 1, wherein

4. A is N and B is 1 is N and B 2 CR B2 And B 3 CR B3 And B 4 CR B4 2. The compound of formula I according to claim 1, wherein

5. A compound of formula I according to any one of claims 1 to 4, Ar is phenyl, pyrimidinyl, pyridazinyl, or pyridyl (which may be unsubstituted or R Ar substituted with; R Ar is halogen, OH, C 1 -C 6 -Alkyl, C 1 -C 6 -Haloalkyl, C 1 -C 6 -Alkoxy, C 1 -C 6 -haloalkoxy or SR e and R e is C 1 -C 6 -Alkyl, C 3 -C 6 -Cycloalkyl, C 3 -C 6 -Cycloalkyl-C 1 -C 4 -alkyl (wherein the alkyl, cycloalkyl portion is unsubstituted or substituted with halogen).

6. A composition comprising one of the compounds of formula I according to any one of claims 1 to 5, an N-oxide or an agriculturally acceptable salt thereof, and a further active substance.

7. A method for combating or controlling an invertebrate pest, excluding methods of treating humans, comprising contacting the pest or its food source, habitat or breeding grounds with a pesticidally effective amount of at least one compound according to any one of claims 1 to 5 or a composition according to claim 6.

8. 13. A method for protecting growing plants from attack or infestation by invertebrate pests, the method comprising contacting the plants, or the soil or water in which the plants are growing, with a pesticidally effective amount of at least one compound according to any one of claims 1 to 5 or a composition according to claim 6.

9. Seeds comprising a compound according to any one of claims 1 to 5 or an enantiomer, diastereomer or salt thereof, or a composition according to claim 6, in an amount of 0.1 g to 10 kg per 100 kg of seeds.

10. Use of the compounds of formula I as defined in any one of claims 1 to 5 and their agriculturally acceptable salts, or the compositions as defined in claim 6, for the protection of growing plants against attack or infestation by invertebrate pests.

11. A method for treating or protecting an animal (excluding humans) from infestation or infection by an invertebrate pest, which comprises contacting the animal with a pesticidally effective amount of at least one compound of formula I as defined in any one of claims 1 to 5, its stereoisomers, and / or at least one veterinarily acceptable salt thereof.

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