Heterobicyclic compounds for the control of invertebrate pests

Abstract

The present invention is in the field of agricultural or veterinary applications and relates to compounds of formula (I), wherein the variables have the meanings as defined in the specification, that have pesticidal activity and uses thereof as well as compositions comprising them, methods of use, and seeds comprising such compounds.

Description

[0001] HETEROBICYCLIC COMPOUNDS FOR THE CONTROL OF INVERTEBRATE PESTS

[0002] Field of the invention

[0003] The present invention is in the field of agricultural or veterinary applications and relates to compounds that have pesticidal activity and uses thereof as well as methods of use, as described herein.

[0004] Background of the invention

[0005] Invertebrate pests and in particular insects, arachnids and nematodes destroy growing and harvested crops and attack wooden dwelling and commercial structures, thereby causing large economic loss to the food supply and to property. Accordingly, agents for combating invertebrate pests are widely used in this field.

[0006] Due to the ability of target pests to develop resistance to pesticidally-active agents, there is an ongoing need to identify further compounds, which are suitable for combating invertebrate pests such as insects, arachnids and nematodes. Furthermore, there is a need for new compounds having a high pesticidal activity and showing a broad activity spectrum against a large number of different invertebrate pests, especially against difficult to control insects, arachnids and nematodes.

[0007] International patent publications WO2017 / 192385, WO2019 / 170626, WO2019 / 197468, WO2019 / 206799, WO2021 / 165195 and WO2021 / 224323 describe structurally related compounds which are mentioned to be useful for combating invertebrate pests.

[0008] Nevertheless, there remains a need for highly effective and versatile agents for combating invertebrate pests. It is therefore an object of the invention to provide additional compounds having a good pesticidal activity and showing a broad activity spectrum against a large number of different invertebrate pests, especially against difficult to control pests, such as insects.

[0009] It has been found that these objects can be achieved by compounds of formula I as depicted and defined herein below, and by their N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts thereof.

[0010] Summary of the invention

[0011] It has been found that these objects can be achieved by heterobicyclic compounds of formula I, as depicted and defined below, including their stereoisomers, their salts, in particular their agriculturally or veterinarily acceptable salts, their tautomers and their N-oxides.

[0012] In a first aspect, the present invention relates to the compounds of formula I, 2

[0013] wherein (I)

[0014] R1is H, OR10a, NR12R13, Ci-C6-alkyl, Ci-C6-alkyl-S-Ci-C6-alkyl, C3-C6-cycloalkyl, C3-C6- cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-C6- alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci- Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-Ce- cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, and cycloalkyl moieties are unsubstituted or substituted with R11; C(=N- R13)R12, or C(O)R11a;

[0015] R2is H, Ci-C3-alkyl, C2-C3-alkenyl, C3-C6-cycloalkyl, or C2-C3-alkynyl, wherein the alkyl, alkenyl, alkynyl and cycloalkyl moieties are unsubstituted or substituted with halogen; R3is halogen, CN, NO2, SF5; Ci-Ce-alkyl, Ci-Ce-alkylthio, Ci-Ce-alkoxy, C3-C6-cycloalkyl, C2- Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6-membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11; OR10a, NR12R13, C(O)NR12R13, C(S)NR12R13, C(O)OR10, C(O)R14, OS(O)2-R14, S(O)m-R14, - N=S(O)R12aR13a; or

[0016] two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-C3-alkyl, and / or Ci-C3- haloalkyl;

[0017] R4is a heterocyclic ring which is selected from the group consisting of 8-, 9- or 10- membered saturated or partially unsaturated bicyclic heterocyclyl, and 8- 9- or 10- membered bicyclic hetaryl rings, wherein the heterocyclyl moieties are unsubstituted or substituted by 1, 2, 3 or 4 substituents and the hetaryl moieties are unsubstituted or substituted by 1, 2 or 3 substituents, wherein the substituents are independently selected from the group consisting of halogen, =0 (oxo), -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3- Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6- alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, S(O)m-R14, OR10a, NR12R13, NR12C(O)R14, C(O)NR12R13, C(O)OR10, C(O)R14, -C(=NOCi- C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl or -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl, and alkoxy are unsubstituted or substituted with R11;

[0018] R5is H, halogen, CN, NH2, NO2, CONH2, Ci-Ce-alkyl, or C3-C6-cycloalkyl, C3-C6-cycloalkyl- Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, CH(Ci-C6-alkoxy)2, C2-C6- alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-Ce- cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, OR10a, NR12R13, 3

[0019] C(O)NR12R13, C(O)OR10, C(O)R14, S(O)m-R14, -C(=NOCi-C4-alkyl)H, or -C(=NOC1-C4-alkyl)-C1-C4-alkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with R11;

[0020] R10is H, Ci-C4-alkyl, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, Cs-C4- cycloalkyl-Ci-C2-alkyl, C3-C4-halocycloalkyl-Ci-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4- haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci- C4-haloalkyl, SOm-Cs-Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra;

[0021] R10ais H, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4-cycloalkyl-Ci-C2-alkyl, Cs-C4- halocycloalkyl-Ci-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4- cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci-C4-haloalkyl, SOm-C3- Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra; R11is halogen, CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; 3- to 6- membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the heterocyclyl, hetaryl and phenyl moieties are unsubstituted or substituted with halogen, C1-C3- haloalkyl, and / or CN;

[0022] R11ais NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; Ci-C6-haloalkyl; C2-C6-alkenyl;

[0023] C2-C6-haloalkenyl; C2-Ce-alkynyl; C2-Ce-haloalkynyl; C3-C4-cycloalkyl-Ci-C2-alkyl, wherein the cycloalkyl moiety is unsubstituted or substituted with 1 or 2 halogen; or 3- to 6-membered heterocyclyl, wherein the heterocyclyl moiety is unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN;

[0024] R12, R13are independently from each other H, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4- haloalkoxy, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, C(O)NH-Ci-C4-alkyl, C(O)NH-CI-C4- haloalkyl, C(O)N(Ci-C4-alkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-haloalkyl, C(O)NH-Ci-C4-alkoxy, C(O)NH-CI-C4- haloalkoxy, C(O)NH-Ci-C4-alkoxy-Ci-C4-alkyl, C(O)NH-Ci-C4-alkoxy-Ci-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-Ci-C4-alkyl-phenyl, C(O)NH-Ci-C4-alkyl-3-6-membered heterocyclyl or 5- or 6- membered hetaryl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; S(O)m-Ci-C4- haloalkyl, S(O)m-C3-C4-cycloalkyl, S(O)m-C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or

[0025] R12and R13together with the atom(s) to which they are bound, form a 3-, 4-, 5-, 6-, or 7- membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra;

[0026] R12a, R13aare independently from each other Ci-C4-alkyl, Ci-C4-haloalkyl, C3-C6- cycloalkyl, unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or R12aand R13atogether with the atom to which they are bound, form a 3-, 4-, 5-, 6-, or 7- 4

[0027] membered saturated, partially or fully unsaturated heterocycle, wherein the heterocycle moiety may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra; R14is H, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, wherein the alkyl and cycloalkyl moieties are unsubstituted or partially or fully substituted with R11; or 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with Ra;

[0028] Rais halogen, CN, NO2, OH, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-haloalkyl, Ci-C4-alkoxy-Ci- C4-alkyl, Ci-C4-haloalkoxy, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, S(O)m-Ci-C4-alkyl, S(O)m-Ci-C4-haloalkyl, S(O)m-C3-C4-cycloalkyl, or S(O)m-C3-C4-halocycloalkyl;

[0029] m is 0, 1, or 2;

[0030] n is 0, 1, 2, or 3;

[0031] X is N, CH, or CR3;

[0032] and the N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts thereof.

[0033] In various embodiments, R1is H, Ci-C4-alkyl, Ci-C4-haloalkyl, Ci-C4-alkyl-C3-C6-cycloalkyl, or Ci-C4-alkyl-S-Ci-C4-alkyl.

[0034] In various embodiments, R1is H, methyl, CH2-cyclopropyl, or -(CH2)2-S-CH3.

[0035] In various embodiments, R2is H or Ci-Cs-alkyl, preferably methyl.

[0036] In various embodiments, X is CH. In various other embodiments, X is N.

[0037] In various embodiments, n is 2 and the two R3groups are in positions 3 and 5 of the phenyl ring, i.e. in meta positions relatively to its attachment point to the remainder of the structure.

[0038] In various embodiments, at least one R3group in (R3)nis selected from R3d, wherein each R3dis independently C4-Ce-alkyl, C4-Ce-alkoxy, Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-C6- alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6-membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11; C1-C3 alkyl, C1-C3 alkoxy, C1-C3- alkylthio, wherein alkyl and alkoxy are substituted with R11b; OR10a, NR12R13, C(O)NR12bR13b, C(S)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14, S(O)1-2-R14, - N=S(O)R12aR13a; or

[0039] two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-Cs-alkyl, and / or C1-C3- haloalkyl;

[0040] R10bis Ci-C4-alkyl, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4-cycloalkyl- Ci-C2-alkyl, C3-C4-halocycloalkyl-Ci-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, 5

[0041] C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci-C4- haloalkyl, SOm-Cs-Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra;

[0042] R11bis CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the heterocyclyl, hetaryl and phenyl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN;

[0043] R12b, R13bare independently from each other Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-haloalkoxy, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4- cycloalkyl, C(O)-C3-C4-halocycloalkyl, C(O)NH-Ci-C4-alkyl, C(O)NH-Ci-C4-haloalkyl, C(O)N(Ci-C4-alkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-alkyl, C(O)N(C1-C4-haloalkyl)-C1-C4-haloalkyl, C(O)NH-Ci-C4-alkoxy, C(O)NH-Ci-C4-haloalkoxy, C(O)NH- Ci-C4-alkoxy-Ci-C4-alkyl, C(O)NH-Ci-C4-alkoxy-Ci-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-Ci-C4-alkyl- phenyl, C(O)NH-Ci-C4-alkyl-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; S(O)m-Ci-C4-haloalkyl, S(O)m-C3-C4- cycloalkyl, S(O)m-C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6- membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or

[0044] R12band R13btogether with the atom(s) to which they are bound, form a 3-, 4-, 5-, 6-, or 7-membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra.

[0045] In various embodiments, each R3dis independently Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, wherein alkyl, alkenyl, alkynyl, and cycloalkyl are unsubstituted or substituted independently with halogen, CN, NO2, or OH; Ci-C6-alkyl substituted with CN, NO2, or OH; NR12R13, C(O)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14and S(O)m-R14wherein m is 1 or 2.

[0046] In various embodiments, each R3dis independently NH2, Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, wherein alkyl, alkenyl, alkynyl, and cycloalkyl are unsubstituted or substituted independently with halogen or CN; Ci-Ce-alkyl substituted with CN; OS(O)2-Ci-C4-alkyl, OS(O)2-Ci-C4-haloalkyl; S(O)m-Ci-C4-alkyl, S(O)m-Ci-C4-haloalkyl, wherein m is 1 or 2.

[0047] In various embodiments, R5is H, halogen, OH, CN, NH2, NHC(O)-Ci-C4-alkyl, NO2, C(O)NH2, NH(Ci-C4-alkyl), N(Ci-C4-alkyl)2, Ci-C4-alkyl, Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkyl-C3-C6-cycloalkyl, Ci-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, Ci-C4-alkyl-Ci-C4-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN. In various embodiments, R5is H, halogen, Ci-C4-alkyl, Cs-Ce-cycloalkyl, NH2, NHC(O)-CI-C3-alkyl, NH(Ci-C3-alkyl), NH(Ci-C3-alkyl), C(O)NH2, Ci-C4-haloalkyl, Ci-C3-alkoxy, or S-Ci-C3-alkyl.

[0048] In various embodiments, R5is H, Cl, Br, CH3, CH2CH3, CH(CH3)2, C(CH3)3, cyclopropyl, NH2, NHCH3, N(CH3)2, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, or SCH3.

[0049] In various embodiments, R4is selected from any one of:

[0050]

[0051] (R4-1) (R4-2)

[0052] wherein

[0053] A1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;

[0054] A4, A5 and A6 are independently CR4aor N, provided not more than two of A4, A5 and A6 are N;

[0055] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-C6-alkoxy-C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-C6-alkyl-C3-Ce-cycloalkyl, Ci-C3-haloalkyl, Ci-Ce-alkoxy, Ci-C3-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-Cecycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(C1-C4-alkyl)2, NHCO-Ci-C4-alkyl, -N(Ci-C4-alkyl)CO-Ci-C4-alkyl, -CO2Ci-C4-alkyl, -CONH(CI-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;

[0056] with the provisos that

[0057] not more than four of A1, A2, A3, A4, A5 and A6 are N;

[0058] if in R4-1 A3 and A4 are N, A2 and A5 are not N;

[0059] if in R4-1 A2 and A3 are N, A4 is not N;

[0060] if in R4-1 A4 and A5 are N, A3 and A6 are not N;

[0061] if in R4-2 A1 and A6 are N, A5 is not N; 7

[0062] if in R4-2 A5 and A6 are N, A1 and A4 are not N,

[0063] wherein preferably one of A1 and A2 is N and the other is CH or CCH3.

[0064] In various embodiments, R4is selected from any one of:

[0065]

[0066] (R4-3)

[0067] wherein

[0068] A1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;

[0069] A4, A5, A6 and A7 are independently CR4aor N, provided not more than three of A4, A5, A6 and A7 are N;

[0070] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN; preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-Cecycloalkylsulfanyl, Cs-Cecycloalkylsulfinyl, Cs-Cecycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(C1-C4-alkyl)2, NHCO-Ci-C4-alkyl, -N(Ci-C4-alkyl)CO-Ci-C4-alkyl, -CO2Ci-C4-alkyl, -CONH(CI-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;

[0071] with the provisos that

[0072] not more than five of A1, A2, A3, A4, A5, A6 and A7 are N;

[0073] In various other embodiments, R4is selected from any one of the following groups wherein

[0074] A1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;

[0075] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-C6-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(C1-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl; and

[0076] R4bis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, C1-C3- 9

[0077] haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Ca-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

[0078] In still other embodiments, R4is selected from any one of the following

[0079]

[0080] wherein

[0081] A1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;

[0082] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-C6-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(C1-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;

[0083] R4bis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, C1-C3-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl; and

[0084] R4cand R4dare independently from each other selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHCO-Ci-C4-alkyl, -N(Ci-C4-alkyl)CO-Ci-C4-alkyl, -CO2C1-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, or

[0085] R4cand R4dtogether with the carbon atom to which they are bound, form a 3-, 4-, 5-, or 6-membered saturated or unsaturated carbocyclic ring.

[0086] In still other embodiments, R4is selected from any one of the following: B 19259 WO

[0087]

[0088] 12

[0089] In various embodiments, R4is selected from any one of the following groups:

[0090]

[0091] BC-5 BC-6 BC-7 13

[0092] BC-15

[0093]

[0094] BC-19 BC-20 BC-21 BC-22 BC-24 BC-25

[0095] BC-30

[0096]

[0097] wherein

[0098] each R4m, R4n, R4°, R4pis independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl- Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m- C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, - N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci- C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOC1-C4- alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN,

[0099] preferably each R4m, R4n, R4°, R4pis independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci- Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce- haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, C3-C6- cycloalkylsulfinyl, Ca-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)- Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), - 15

[0100] C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;; and

[0101] R4qis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3- Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce- haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

[0102] In various embodiments, each R4m, R4n, R4°, R4pis independently selected from H, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN.

[0103] In various embodiments, each R4m, R4n, R4°, R4pis independently selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0104] In various embodiments, the compound is any one of the following compounds:

[0105] (1) / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0106] (2) / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0107] (3) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethyl)benzamide;

[0108] (4) 3-chloro- / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-5- (trifluoromethyl)benzamide;

[0109] (5) / V-[1-[2-(4-methylsulfanylimidazo[2,1-f][1,2,4]triazin-2-yl)-1,2,4-triazol-3- yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0110] (6) / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0111] (7) 3-chloro- / V-[1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3- yl]ethyl]-5-(trifluoromethyl)benzamide;

[0112] (8) / V-[1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0113] (9) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethyl)benzamide;

[0114] (10) 3-chloro- / V-methyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3- yl]ethyl]-5-(trifluoromethyl)benzamide;

[0115] (11) / V-[1-[2-([1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5- bis(trifluoromethyl)benzamide; 16

[0116] (12) / \ / -methyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0117] (13) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfonyl)benzamide;

[0118] (14) [3-chloro-5-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethylcarbamoyl]phenyl] trifluoromethanesulfonate;

[0119] (15) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfinyl)benzamide;

[0120] (16) 3-chloro-5-methylsulfonyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0121] (17) 3-bromo-5-(1-cyano-1-methyl-ethyl)- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0122] (18) 3-(1-cyanocyclopropyl)-5-(difluoromethoxy)- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0123] (19) 3-chloro-5-(4-fluorophenyl)sulfonyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0124] (20) / V-[1-[2-(2-oxo-3,4-dihydro-1 / 7-1,6-naphthyridin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0125] (21) / V-[1-[2-(2-oxo-1,3-dihydropyrrolo[3,2-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0126] (22) / V-[1-[2-(1-oxo-2,3-dihydropyrrolo[3,4-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0127] (23) / V-[1-[2-(5-oxo-7,8-dihydro-6 / 7-2,6-naphthyridin-3-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0128] (24) / \ / -methyl- / \ / -[1-[2-(1-methylpyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0129] (25) / \ / -methyl- / \ / -[1-[2-(1 / 7-pyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0130] (26) / V-[1-[2-(1 / 7-pyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0131] (27) / V-[1-(2-imidazo[1,5-c]pyrimidin-7-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0132] (28) / V-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0133] (29) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0134] (30) 3-chloro- / V-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethyl)benzamide;

[0135] (31) A / -[1 -[2-(3-amino-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- / \ / -methyl-3,5-bis(trifluoromethyl)benzamide;

[0136] (32) / \ / -methyl- / \ / -[1-[2-(1-methylpyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide; 17

[0137] (33) / V-[1-[2-(1 / 7-pyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0138] (34) / V-[1-(2-imidazo[1,5-a]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0139] (35) / V-[1-[2-(1 / 7-pyrazolo[5,4-d]pyrimidin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0140] (36) / V-methyl- / V-[1-[2-(1H-pyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0141] (37) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0142] (38) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- / \ / -methyl-3,5-bis(trifluoromethyl)benzamide;

[0143] (39) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- / V, / V-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxamide;

[0144] (40) 6-[5-[(1 S)-1-[[3,5-bis(trifluoromethyl)benzoyl]-methyl-amino]ethyl]-1,2,4-triazol-1 -yl]-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acid;

[0145] (41) ethyl 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1.2.4]triazolo[4,3-a]pyrazine-3-carboxylate;

[0146] (42) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1.2.4]triazolo[4,3-b]pyridazine-8-carboxamide;

[0147] (43) N-methyl-N-[(1S)-1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0148] (44) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]-methyl-amino]ethyl]-1,2,4-triazol-1-yl]-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxamide;

[0149] (45) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1.2.4]triazolo[4,3-a]pyrazine-3-carboxamide;

[0150] (46) 3-(1-cyanocyclopropyl)-5-(difluoromethoxy)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0151] (47) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfonyl)benzamide;

[0152] (48) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]imidazo[1,2-b]pyridazine-8-carboxamide;

[0153] (49) N-[1-[2-(2-oxo-1,3,3a,7a-tetrahydroimidazo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0154] (50) N-[1-(2-imidazo[1,2-c]pyrimidin-7-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0155] (51) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfinyl)benzamide;

[0156] (52) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethoxy)benzamide;

[0157] (53) 3-bromo-5-(1-cyano-1-methyl-ethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]benzamide; 18

[0158] (54) [3-chloro-5-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethylcarbamoyl]phenyl] trifluoromethanesulfonate;

[0159] (55) 3-(1-cyanocyclopropyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0160] (56) N-[1-(2-pyrazolo[1,5-c]pyrimidin-5-yl- 1,2,4-triazol-3-yl)ethyl]-3, 5-bis(trifluoromethyl)benzamide;

[0161] (57) N-[1-[2-(3,3-dimethyl-2-oxo-3a,7a-dihydro-1H-pyrrolo[3,2-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0162] (58) N-[1-[2-(triazolo[1,5-c]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0163] (59) N-[1-[2-(3,3-dimethyl-2-oxo-1, 4,4a, 8a-tetrahydro-1,6-naphthyridin-7-yl)-1, 2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0164] (60) N-[1-[2-(2-ethyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0165] (61) N-[1-[2-(3-hydroxyimidazo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0166] (62) N-[1-[2-(2-methyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0167] (63) 2-[5-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]imidazo[1,5-b]pyridazine-4-carboxamide;

[0168] (64) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;

[0169] (65) N-[1-[2-(3-amino-[1,2,4]triazolo[4,3-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide

[0170] (66) N-[1-[2-(3-methyl-[1,2,4]triazolo[4,3-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;

[0171] (67) N-[1-[2-(2-aminopyrazolo[1,5-c]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0172] (68) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0173] (69) N-[1-[2-(2-cyano-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0174] (70) 7-[5-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1,2,4]triazolo[1,5-c]pyrimidine-2-carboxamide;

[0175] (71) N-[1-[2-(2-cyclopropyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0176] (72) 3-chloro-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0177] (73) 3-chloro-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethylsulfonyl)benzamide;

[0178] (74) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide; 19

[0179] (75) N-[(1R)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0180] (76) 3-(1-cyanocyclopropyl)-N-[(1R)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0181] (77) N-[1-[2-(2-methylsulfanyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0182] (78) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0183] (79) (N-[1-[2-(3-methyl-2-oxo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0184] (80) N-[1-[2-(2-ethoxy-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0185] (81) N-[(1S)-1-[2-(2-acetamido-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0186] (82) N-[1-[2-(2-oxo-3H-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;

[0187] (83) 2-amino-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0188] (84) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0189] (85) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethylsulfonyl)benzamide;

[0190] (86) N-[1-[2-(2-methoxy-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;

[0191] (87) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0192] (88) N-[1-[2-[2-(methylamino)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0193] (89) N-[(1S)-1-[2-(2-formamido-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0194] (90) N-[1-[2-(3-aminoisoxazolo[5,4-c]pyridin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0195] (91) N-[1-[2-[2-(dimethylamino)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0196] (92) N-[1-[2-(2,8-dibromo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0197] (93) N-[(1S)-1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0198] (94) N-[1-[2-[2-[formyl(methyl)amino]-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0199] (95) N-[1-[2-(2-bromo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide; 20

[0200] (96) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0201] (97) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0202] (98) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(trifluoromethylsulfonyl)benzamide;

[0203] (99) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-bromo-5-(1-cyano-1-methyl-ethyl)benzamide;

[0204] (100) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;

[0205] (101) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(2,2-dichlorocyclopropyl)benzamide;

[0206] (102) [3-[[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]carbamoyl]-5-(trifluoromethyl)phenyl] trifluoromethanesulfonate;

[0207] (103) N-[1-[2-(3-aminoisoxazolo[4,5-d]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0208] (104) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0209] (105) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-bromo-5-(1-cyano-1-methyl-ethyl)benzamide;

[0210] (106) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;

[0211] (107) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(trifluoromethylsulfonyl)benzamide;

[0212] (108) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(2,2-dichlorocyclopropyl)benzamide;

[0213] (109) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0214] (110) N-[1-[2-(3-aminoisoxazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0215] (111) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-5-methyl-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0216] (112) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-cyclopropyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0217] (113) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0218] (114) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0219] (115) N-[(1S)-1-[5-amino-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0220] (116) N-[(1S)-1-(2-pyrido[2,3-d]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide; 21

[0221] (117) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methyl-2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0222] (118) N-[(1S)-1-[5-bromo-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0223] (119) N-[(1S)-1-[5-acetamido-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0224] (120) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-cyclopropyl-2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0225] (121) N-[1-[2-(3-aminoisoxazolo[5,4-d]pyrimidin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0226] (122) N-(cyclopropylmethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0227] (123) N-methyl-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0228] (124) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methylsulfonyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0229] (125) 3,5-bis(trifluoromethyl)-N-[(1S)-1-[2-[2-(trifluoromethyl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]benzamide;

[0230] (126) N-[(1S)-1-[2-[2-(difluoromethyl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0231] (127) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-(dimethylamino)-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0232] (128) N-(2-methylsulfanylethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0233] (129) N-[(1S)-1-(2-pyrido[3,2-d]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0234] (130) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-(methylamino)-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0235] (131) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0236] (132) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;

[0237] (133) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0238] (134) 3-chloro-N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethylsulfonyl)benzamide;

[0239] (135) 2-amino-N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0240] (136) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methoxy-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0241] (137) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-2,6-bis(trifluoromethyl)pyridine-4-carboxamide; 22

[0242] (138) N-[(1S)-1-(2-pyrazolo[1,5-a]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide; or

[0243] the N-oxide, stereoisomer, tautomer, agriculturally or veterinarily acceptable salt of any one of compounds (1) to (138).

[0244] In another embodiment the present invention relates to the following compounds of formula Int-1a, Int-2a, Int-3a, Int-3h, Int-5a, Int-6a, Int-3hCl, Int-3hN, Int-8a, Int-9a, Int-7a, Int-8h, Int-8hCl and Int-8hN.

[0245]

[0246]

[0247]

[0248]

[0249] 23

[0250] Also encompassed are the N-oxides, stereoisomers, tautomers, agriculturally or veterinarily acceptable salts of these compounds.

[0251] In another aspect, the invention is directed to a composition, comprising at least one compound of formula (I) as disclosed herein and any one of a further active substance, an excipient or solvent. The compositions may be agricultural or veterinary compositions.

[0252] In still another aspect, the present invention is directed to a method for combating or controlling invertebrate pests, which method comprises contacting said pest or its food supply, habitat or breeding grounds with a pesticidal ly effective amount of at least one compound or at least one composition according to the invention.

[0253] In a still further aspect, the invention relates to a method for protecting growing crops, plants, plant propagation material, growing plants or an animal from attack or infestation by invertebrate pests, which method may comprise contacting a plant, or soil or water wherein the plant is growing, or an animal with a pesticidally effective amount of at least one compound or at least one composition according to the invention or applying such.

[0254] In still another aspect, the invention relates to a seed comprising a compound or a composition according to the invention, preferably in an amount of from 0.1 g to 10 kg per 100 kg of seed.

[0255] In still another aspect, the invention relates to the use of a compound or of the compositions according to the invention, for protecting growing plants from attack or infestation by invertebrate pests.

[0256] In all embodiments and aspects described above, the compounds of formula (I) and / or the N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof may be used.

[0257] Detailed description

[0258] Unless otherwise indicated, all terms used therein have their common and scientifically accepted meaning.

[0259] Unless explicitly indicated otherwise, the term “compound(s) according to the invention” or “compound(s) of the invention” or “compound(s) of formula (I)”, refers to the compounds of formula I.

[0260] The term “compound(s) according to the invention”, or “compounds of formula I” comprises the compound(s) as defined herein as well as a stereoisomer, salt, tautomer or N-oxide thereof. The term “compound(s) of the present invention” is to be understood as equivalent to the term “compound(s) according to the invention”, therefore also comprising a stereoisomer, salt, tautomer or N-oxide thereof. 24

[0261] The term "composition(s) according to the invention" or "composition(s) of the present 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.

[0262] Depending on the substitution pattern, the compounds according to the invention may have one or more centers of chirality, in which case they can be present as mixtures of enantiomers or diastereomers. The invention provides both the single pure enantiomers or pure diastereomers of the compounds according to the invention, and their mixtures and the use according to the invention of the pure enantiomers or pure diastereomers of the compounds according to the invention or their mixtures. Suitable compounds according to the invention also include all possible geometrical stereoisomers (cis / trans isomers) and mixtures thereof. Cis / trans isomers may be present with respect to an alkene, carbon-nitrogen double-bond or amide group. The term "stereoisomer(s)" encompasses both optical isomers, such as enantiomers or diastereomers, the latter existing due to more than one center of chirality in the molecule, as well as geometrical isomers (cis / trans isomers). The present invention relates to every possible stereoisomer of the compounds of formula I, i.e. to single enantiomers or diastereomers, as well as to mixtures thereof.

[0263] 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 such as stability or show different biological properties such as activities. The present invention relates to amorphous and crystalline compounds according to the invention, mixtures of different crystalline states of the respective compounds according to the invention, as well as amorphous or crystalline salts thereof.

[0264] The term "tautomers" encompasses isomers, which are derived from the compounds of formula I by the shift of an H-atom involving at least one H-atom located at a nitrogen, oxygen or sulphur atom. Examples of tautomeric forms are keto-enol forms, imine-enamine forms, urea-isourea forms, thiourea-isothiourea forms, (thio)amide-(thio)imidate forms etc.

[0265] The term "stereoisomers" encompasses both optical isomers, such as enantiomers or diastereomers, the latter existing due to more than one center of chirality in the molecule, as well as geometrical isomers (cis / trans isomers).

[0266] Depending on the substitution pattern, the compounds of the formula I may have one or more centers of chirality, in which case they are present as mixtures of enantiomers or diastereomers. The invention provides both the pure enantiomers or diastereomers and their mixtures and the use according to the invention of the pure enantiomers or diastereomers of the compound I or its mixtures. Suitable compounds of the formula I also include all possible geometrical stereoisomers (cis / trans isomers) and mixtures thereof. 25

[0267] The term N-oxides relates to a form of compounds I in which at least one nitrogen atom is present in oxidized form (as NO). To be more precise, it relates to any compound of the present invention which has at least one tertiary nitrogen atom that is oxidized to an N-oxide moiety. N-oxides of compounds I can in particular be prepared by oxidizing e.g. the ring nitrogen atom of an N-heterocycle or an imino-nitrogen with a suitable oxidizing agent, such as peroxo carboxylic acids or other peroxides. The person skilled in the art knows if and in which positions compounds of the present invention may form N-oxides.

[0268] Salts of the compounds of the formula I are preferably agriculturally and veterinarily acceptable salts. They can be formed in a customary method, e.g. by reacting the compound with an acid of the anion in question if the compound of formula I has a basic functionality or by reacting an acidic compound of formula I with a suitable base.

[0269] Suitable agriculturally or veterinarily acceptable salts are especially the salts of those cations or the acid addition salts of those acids whose cations and anions, which are known and accepted in the art for the formation of salts for agricultural or veterinary use respectively, and do not have any adverse effect on the action of the compounds according to the present invention. Suitable cations are in particular the ions of the alkali metals, preferably lithium, sodium and potassium, of the alkaline earth metals, preferably calcium, magnesium and barium, and of the transition metals, preferably manganese, copper, zinc and iron, and also ammonium (NH4+) and substituted ammonium in which one to four of the hydrogen atoms are replaced by Ci-C4-alkyl, Ci-C4-hydroxyalkyl, Ci-C4-alkoxy, Ci-C4-alkoxy-Ci-C4-alkyl, hydroxy-Ci-C4-alkoxy-Ci-C4-alkyl, phenyl or -CH2-phenyl. Examples of substituted ammonium ions comprise methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium, 2-(2-hydroxyethoxy)ethylammonium, bis(2-hydroxyethyl)ammonium, benzyltrimethylammonium and benzyl-triethylammonium. Suitable anions include, but are not limited to, phosphonium ions, sulfonium ions, preferably tri(C1-C4-alkyl)sulfonium, and sulfoxonium ions, preferably tri(C1-C4-alkyl)sulfoxonium. Suitable acid addition salts, e.g. formed by compounds of formula I containing a basic nitrogen atom, e.g. an amino group, include salts with inorganic acids, for example hydrochlorides, sulphates, phosphates, and nitrates and salts of organic acids for example acetic acid, maleic acid, dimaleic acid, fumaric acid, difumaric acid, methane sulfenic acid, methane sulfonic acid, and succinic acid.

[0270] Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, nitrate, hydrogen carbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of C1-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting a compound of formulae I with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid. 26

[0271] The term "invertebrate pest" as used herein encompasses animal populations, such as insects, arachnids and nematodes, which may attack plants, thereby causing substantial damage to the plants attacked, as well as ectoparasites which may infest animals, in particular warm blooded animals such as e.g. mammals or birds, or other higher animals such as reptiles, amphibians or fish, thereby causing substantial damage to the animals infested.

[0272] The term "plant propagation material" is to be understood to denote all the generative parts of the plant such as seeds and vegetative plant material such as cuttings and tubers (e. g. potatoes), which can be used for the multiplication of the plant. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants, including seedlings and young plants, which are to be transplanted after germination or after emergence from soil. The plant propagation materials may be treated prophylactical ly with a plant protection compound either at or before planting or transplanting. Said young plants may also be protected before transplantation by a total or partial treatment by immersion or pouring.

[0273] The term "plants" comprises any types of plants including "modified plants" and in particular "cultivated plants".

[0274] The term "modified plants" refers to any wild type species or related species or related genera of a cultivated plant.

[0275] The term "cultivated plants" is to be understood as including plants which have been modified by breeding, mutagenesis or genetic engineering including but not limiting to agricultural biotech products on the market or in development (cf. http: / / www.bio.org / speeches / pubs / er / agri_products.asp). Genetically modified plants are plants, which genetic material has been so modified by the use of recombinant DNA techniques that under natural circumstances cannot readily be obtained by cross breeding, mutations or natural recombination. Typically, one or more genes have been integrated into the genetic material of a genetically modified plant in order to improve certain properties of the plant. Such genetic modifications also include but are not limited to targeted post-translational modification of protein(s), oligo- or polypeptides e. g. by glycosylation or polymer additions such as prenylated, acetylated or farnesylated moieties or PEG moieties.

[0276] Plants that have been modified by breeding, mutagenesis or genetic engineering, e. g. have been rendered tolerant to applications of specific classes of herbicides, such as auxin herbicides such as dicamba or 2,4-D; bleacher herbicides such as hydroxylphenylpyruvate dioxygenase (HPPD) inhibitors or phytoene desaturase (PDS) inhibittors; acetolactate synthase (ALS) inhibitors such as sulfonyl ureas 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 made resistant to multiple classes of herbicides through 27

[0277] multiple genetic modifications, such as resistance to both glyphosate and glufosinate or to both glyphosate and a herbicide from another class such as ALS inhibitors, HPPD inhibitors, auxin herbicides, or ACCase inhibitors. These herbicide resistance technologies are e. g. described in Pest Managem. Sci. 61, 2005, 246; 61, 2005, 258; 61, 2005, 277; 61, 2005, 269; 61, 2005, 286; 64, 2008, 326; 64, 2008, 332; Weed Sci. 57, 2009, 108; Austral. J. Agricult. Res. 58, 2007, 708; Science 316, 2007, 1185; and references quoted therein. Several cultivated plants have been rendered tolerant to herbicides by conventional methods of breeding (mutagenesis), e. g. Clearfield® summer rape (Canola, BASF SE, Germany) being tolerant to imidazolinones, e. g. imazamox, or ExpressSun® sunflowers (DuPont, USA) being tolerant to sulfonyl ureas, e. g. tribenuron. Genetic engineering methods have been used to render cultivated plants such as soybean, cotton, corn, beets and rape, tolerant to herbicides such as glyphosate and glufosinate, some of which are commercially available under the trade names RoundupReady® (glyphosate-tolerant, Monsanto, U. S. A.), Cultivance® (imidazolinone tolerant, BASF SE, Germany) and LibertyLink® (glufosinate-tolerant, Bayer CropScience, Germany).

[0278] Furthermore, plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more insecticidal proteins, especially those known from the bacterial genus Bacillus, particularly from Bacillus thuringiensis, such as b-endotoxins, e. g. CrylA(b), CrylA(c), CrylF, CrylF(a2), CryllA(b), CrylllA, CrylllB(bl) or Cry9c; vegetative insecticidal proteins (VIP), e. g. VIP1, VIP2, VIP3 or VIP3A; insecticidal proteins of bacteria colonizing nematodes, e. g. Photorhabdus spp. or Xenorhabdus spp.; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins, or other insect-specific neurotoxins; toxins produced by fungi, such Streptomycetes toxins, plant lectins, such as pea or barley lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin or papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase; ion channel blockers, such as blockers of sodium or calcium channels; juvenile hormone esterase; diuretic hormone receptors (helicokinin receptors); stilben synthase, bibenzyl synthase, chitinases or glucanases. In the context of the present invention these insecticidal proteins or toxins are to be understood expressly also as pre-toxins, hybrid proteins, truncated or otherwise modified proteins. Hybrid proteins are characterized by a new combination of protein domains, (see, e. g. WO 02 / 015701). Further examples of such toxins or genetically modified plants capable of synthesizing such toxins are disclosed, e. g., in EP-A 374753, WO 93 / 007278, WO 95 / 34656, EP-A 427529, EP-A 451 878, WO 03 / 18810 und WO 03 / 52073. The methods for producing such genetically modified plants are generally known to the person skilled in the art and are described, e. g. in the publications mentioned above. These insecticidal proteins contained in the genetically modified plants impart to the plants producing these proteins tolerance to harmful pests from all taxonomic groups of athropods, especially to beetles (Coeloptera), two-winged insects (Diptera), and moths (Lepidoptera) and to nematodes (Nematoda). Genetically modified plants capable to synthesize one or more insecticidal proteins are, e. g., described in the publications mentioned above, and some of which are commercially available such as YieldGard® (corn 28

[0279] cultivars producing the CrylAb toxin), YieldGard® Plus (corn cultivars producing CrylAb and Cry3Bb1 toxins), Starlink® (corn cultivars producing the Cry9c toxin), Herculex® RW (corn cultivars producing Cry34Ab1, Cry35Ab1 and the enzyme Phosphinothricin-N-Acetyltransferase [PAT]); NuCOTN® 33B (cotton cultivars producing the CrylAc toxin), Bollgard® I (cotton cultivars producing the CrylAc toxin), Bollgard® II (cotton cultivars producing CrylAc and Cry2Ab2 toxins); VIPCOT® (cotton cultivars producing a VIP-toxin); NewLeaf® (potato cultivars producing the Cry3A toxin); Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Bt11 (e. g. Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivars producing the CrylAb toxin and PAT enyzme), MIR604 from Syngenta Seeds SAS, France (corn cultivars producing a modified version of the Cry3A toxin, c.f. WO 03 / 018810), MON 863 from Monsanto Europe S. A., Belgium (corn cultivars producing the Cry3Bb1 toxin), IPC 531 from Monsanto Europe S. A., Belgium (cotton cultivars producing a modified version of the CrylAc toxin) and 1507 from Pioneer Overseas Corporation, Belgium (corn cultivars producing the Cry1F toxin and PAT enzyme).

[0280] Furthermore, plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more proteins to increase the resistance or tolerance of those plants to bacterial, viral or fungal pathogens. Examples of such proteins are the so-called “pathogenesis-related proteins” (PR proteins, see, e. g. EP-A 392225), plant disease resistance genes (e. g. potato cultivars, which express resistance genes acting against Phytophthora infestans derived from the mexican wild potato Solanum bulbocastanum) or T4-lysozym (e. g. potato cultivars capable of synthesizing these proteins with increased resistance against bacteria such as Erwinia amylvora). The methods for producing such genetically modified plants are generally known to the person skilled in the art and are described, e. g. in the publications mentioned above.

[0281] Furthermore, plants are also covered that are by the use of recombinant DNA techniques capable to synthesize one or more proteins to increase the productivity (e. g. bio mass production, grain yield, starch content, oil content or protein content), tolerance to drought, salinity or other growth-limiting environmental factors or tolerance to pests and fungal, bacterial or viral pathogens of those plants.

[0282] Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of substances of content or new substances of content, specifically to improve human or animal nutrition, e. g. oil crops that produce health-promoting long-chain omega-3 fatty acids or unsaturated omega-9 fatty acids (e. g. Nexera® rape, DOW Agro Sciences, Canada).

[0283] Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of substances of content or new substances of content, specifically to improve raw material production, e. g. potatoes that produce increased amounts of amylopectin (e. g. Amflora® potato, BASF SE, Germany). 29

[0284] The organic moieties mentioned in the above definitions of the variables are - like the term halogen - collective terms for individual listings of the individual members. The prefix Cn-Cmindicates in each case the possible number of carbon atoms in the group.

[0285] The term “partially or fully substituted” by a radical means that in general the group is substituted with same or different radicals.

[0286] The term “halogen” denotes in each case fluorine, bromine, chlorine, or iodine, in particular fluorine, chlorine, or bromine.

[0287] The term "alkyl" as used herein and in the alkyl moieties of alkylamino, alkylcarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl and alkoxyalkyl denotes in each case a straight-chain or branched alkyl group having usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, more preferably from 1 to 3 carbon atoms. Examples of an alkyl group are methyl (Me), ethyl (Et), n-propyl (n-Pr), iso-propyl, n-butyl, 2-butyl, iso-butyl, tert-butyl, n-pentyl, 1 -methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1 -ethylpropyl, n-hexyl, 1,1 -dimethylpropyl, 1,2-dimethylpropyl, 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, and 1-ethyl-2-methylpropyl.

[0288] The term "haloalkyl" as used herein and in the haloalkyl moieties of haloalkylcarbonyl, haloalkoxycarbonyl, haloalkylthio, haloalkylsulfonyl, haloalkylsulfinyl, haloalkoxy and haloalkoxyalkyl, denotes in each case a straight-chain or branched alkyl group having usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, wherein the hydrogen atoms of this group are partially or totally replaced with halogen atoms. Preferred haloalkyl moieties are selected from C1-C4-haloalkyl, more preferably from C1-C3-haloalkyl or C1-C2-haloalkyl, in particular from C1-C2-fluoroalkyl such as fluoromethyl, difluoromethyl, trifluoromethyl, 1 -fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, and the like.

[0289] The term "alkoxy" as used herein denotes in each case a straight-chain or branched alkyl group which is bonded via an oxygen atom and has usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms. Examples of an alkoxy group are methoxy, ethoxy, n-propoxy, iso-propoxy, n-butyloxy, 2-butyloxy, iso-butyloxy, tert.-butyloxy, and the like.

[0290] The term "alkoxyalkyl" as used herein refers to alkyl usually comprising 1 to 10, frequently 1 to 4, preferably 1 to 2 carbon atoms, wherein 1 carbon atom carries an alkoxy radical usually comprising 1 to 4, preferably 1 or 2 carbon atoms as defined above. Examples are CH2OCH3, CH2-OC2H5, 2-(methoxy)ethyl, and 2-(ethoxy)ethyl. 30

[0291] The term "haloalkoxy" as used herein denotes in each case a straight-chain or branched alkoxy group having from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, wherein the hydrogen atoms of this group are partially or totally replaced with halogen atoms, in particular fluorine atoms. Preferred haloalkoxy moieties include C1-C4-haloalkoxy, in particular C1-C2-fluoroalkoxy, such as fluoromethoxy, difluoromethoxy, trifluoromethoxy, 1 -fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoro-ethoxy, 2,2dichloro-2-fluorethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy and the like.

[0292] The term "alkylthio" (alkylsulfanyl: S-alkyl) as used herein refers to a straight-chain or branched saturated alkyl group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms (= C1-C4-alkylthio), more preferably 1 to 3 carbon atoms, which is attached via a sulfur atom.

[0293] The term "haloalkylthio" as used herein refers to an alkylthio group as mentioned above wherein the hydrogen atoms are partially or fully substituted by fluorine, chlorine, bromine and / or iodine.

[0294] The term "alkylsulfinyl" (alkylsulfoxyl: S(=O)-alkyl), as used herein refers to a straight-chain or branched saturated alkyl group (as mentioned above) having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms (= C1-C4-alkylsulfinyl), more preferably 1 to 3 carbon atoms bonded through the sulfur atom of the sulfinyl group at any position in the alkyl group.

[0295] The term "haloalkylsulfinyl" as used herein refers to an alkylsulfinyl group as mentioned above wherein the hydrogen atoms are partially or fully substituted by fluorine, chlorine, bromine and / or iodine.

[0296] The term "alkylsulfonyl" (S(=O)2-alkyl) as used herein refers to a straight-chain or branched saturated alkyl group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms (= C1-C4-alkylsulfonyl), preferably 1 to 3 carbon atoms, which is bonded via the sulfur atom of the sulfonyl group at any position in the alkyl group.

[0297] The term "haloalkylsulfonyl" as used herein refers to an alkylsulfonyl group as mentioned above wherein the hydrogen atoms are partially or fully substituted by fluorine, chlorine, bromine and / or iodine.

[0298] The term "alkylcarbonyl" refers to an alkyl group as defined above, which is bonded via the carbon atom of a carbonyl group (C=O) to the remainder of the molecule.

[0299] The term "haloalkylcarbonyl" refers to an alkylcarbonyl group as mentioned above, wherein the hydrogen atoms are partially or fully substituted by fluorine, chlorine, bromine and / or iodine.

[0300] The term "alkoxycarbonyl" refers to an alkylcarbonyl group as defined above, which is bonded via an oxygen atom to the remainder of the molecule. 31

[0301] The term "haloalkoxycarbonyl” refers to an alkoxycarbonyl group as mentioned above, wherein the hydrogen atoms are partially or fully substituted by fluorine, chlorine, bromine and / or iodine.

[0302] The term "alkenyl" as used herein denotes in each case a singly unsaturated hydrocarbon radical having usually 2 to 10, frequently 2 to 6, preferably 2 to 4 carbon atoms, e.g. vinyl, allyl (2-propen-1-yl), 1 -propen-1 -yl, 2-propen-2-yl, methallyl (2-methylprop-2-en-1-yl), 2-buten-1-yl, 3-buten-1-yl, 2-penten-1-yl, 3-penten-1-yl, 4-penten-1-yl, 1-methylbut-2-en-1-yl, 2-ethylprop-2-en-1-yl and the like.

[0303] The term "haloalkenyl" as used herein refers to an alkenyl group as defined above, wherein the hydrogen atoms are partially or totally replaced with halogen atoms.

[0304] The term "alkynyl" as used herein denotes in each case a singly unsaturated hydrocarbon radical having usually 2 to 10, frequently 2 to 6, preferably 2 to 4 carbon atoms, e.g. ethynyl, propargyl (2-propyn-1-yl), 1-propyn-1-yl, 1-methylprop-2-yn-1-yl), 2-butyn-1-yl, 3-butyn-1-yl, 1-pentyn-1-yl, 3-pentyn-1-yl, 4-pentyn-1-yl, 1-methylbut-2-yn-1-yl, 1-ethylprop-2-yn-1-yl and the like.

[0305] The term "haloalkynyl" as used herein refers to an alkynyl group as defined above, wherein the hydrogen atoms are partially or totally replaced with halogen atoms.

[0306] The term "cycloalkyl" as used herein and in the cycloalkyl moieties of cycloalkoxy and cycloalkylthio denotes in each case a monocyclic cycloaliphatic radical having usually from 3 to 10 or from 3 to 6 carbon atoms, such as cyclopropyl (CC3H5), cyclobutyl (CC4H7), cyclopentyl (CC5H9), cyclohexyl (cC₆H₁₁), cycloheptyl, cyclooctyl, cyclononyl and cyclodecyl or cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

[0307] The term "cycloalkylalkyl" refers to a cycloalkyl group as defined above which is bonded via an alkylene group, such as a Ci-Cs-alkyl group or a Ci-C4-alkyl group, in particular a methylene group CH2 (=cycloalkylmethyl), to the remainder of the molecule. Generally, the expression “Cs-Ce-cycloalkyl-Ci-Ce-alkyl” refers to a group, where the alkyl group is connected to the rest of the molecule. Similarly, a term such as “Ci-Ce-alkyl-Cs-Ce-cycloalkyl” refers to a group, where the cycloalkyl group is connected to the rest of the molecule.

[0308] The term "halocycloalkyl" as used herein and in the halocycloalkyl moieties of halocycloalkoxy and halocycloalkylthio denotes in each case a monocyclic cycloaliphatic radical having usually from 3 to 10 C atoms or 3 to 6 C atoms, wherein at least one, e.g. 1, 2, 3, 4 or 5 of the hydrogen atoms, are replaced by halogen, in particular by fluorine or chlorine. Examples are 1- and 2-fluorocyclopropyl, 1,2-, 2,2- and 2,3-difluorocyclopropyl, 1,2,2-trifluorocyclopropyl, 2, 2,3,3-tetrafluorocyclpropyl, 1- and 2-chlorocyclopropyl, 1,2-, 2,2- and 2,3-dichlorocyclopropyl, 1,2,2-trichlorocyclopropyl, 2,2,3,3-tetrachlorocyclpropyl, 1-,2- and 3-fluorocyclopentyl, 1,2-, 2,2-, 2,3- 32

[0309] , 3,3-, 3,4-, 2,5-difluorocyclopentyl, 1-,2- and 3-chlorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-, 2,5-dichlorocyclopentyl and the like.

[0310] The term “halocycloalkenyl” as used herein and in the halocycloalkenyl moieties of halocycloalkenyloxy and halocycloalkenylthio denotes in each case a monocyclic singly unsaturated non-aromatic radical having usually from 3 to 10, e.g. 3 or 4 or from 5 to 10 carbon atoms, preferably from 3- to 8 carbon atoms, wherein at least one, e.g. 1, 2, 3, 4 or 5 of the hydrogen atoms, are replaced by halogen, in particular by fluorine or chlorine. Examples are 3,3-difluorocyclopropen-1-yl and 3,3-dichlorocyclopropen-1-yl.

[0311] The term "cycloalkenylalkyl" refers to a cycloalkenyl group as defined above which is bonded via an alkyl group, such as a Ci-Cs-alkyl group ora Ci-C4-alkyl group, in particular a methylene group (= cycloalkenylmethyl), to the remainder of the molecule.

[0312] The term “carbocycle” or “carbocyclyl” includes in general a 3- to 12-membered, preferably a 3- to 8-membered or a 5- to 8-membered, more preferably a 5- or 6-membered mono-cyclic, non-aromatic ring comprising 3 to 12, preferably 3 to 8 or 5 to 8, more preferably 5 or 6 carbon atoms. Preferably, the term “carbocycle” covers cycloalkyl and cycloalkenyl groups as defined above.

[0313] The term “heterocycle” or "heterocyclyl" includes in general 3- to 12-membered, preferably 3-to 6-membered, in particular 6-membered monocyclic heterocyclic non-aromatic radicals. The heterocyclic non-aromatic radicals usually comprise 1, 2, 3, 4 or 5, preferably 1, 2 or 3 heteroatoms selected from N, O, and S, wherein S-atoms as ring members may be present as S, SO, or SO2, and optionally one or two groups C(O) as ring members. Examples of 5- or 6-membered heterocyclic radicals comprise saturated or unsaturated, non-aromatic heterocyclic rings, such as oxiranyl, oxetanyl, thietanyl, thietanyl-S-oxid (S-oxothietanyl), thietanyl-S-dioxid (S-dioxothiethanyl), pyrrolidinyl, pyrrolinyl, pyrazolinyl, tetrahydrofuranyl, dihydrofuranyl, 1,3-dioxolanyl, thiolanyl, S-oxothiolanyl, S-dioxothiolanyl, dihydrothienyl, S-oxodihydrothienyl, S-dioxodihydrothienyl, oxazolidinyl, oxazolinyl, thiazolinyl, oxathiolanyl, piperidinyl, piperazinyl, pyranyl, dihydropyranyl, tetrahydropyranyl, 1,3- and 1,4-dioxanyl, thiopyranyl, S. oxothiopyranyl, S-dioxothiopyranyl, dihydrothiopyranyl, S-oxodihydrothiopyranyl, S-dioxodihydrothiopyranyl, tetrahydrothiopyranyl, S-oxotetrahydrothiopyranyl, S-dioxotetrahydrothiopyranyl, morpholinyl, thiomorpholinyl, S-oxothiomorpholinyl, S-dioxothiomorpholinyl, thiazinyl and the like. Examples for heterocyclic ring also comprising 1 or 2 carbonyl groups as ring members comprise pyrrolidin-2-onyl, pyrrolidin-2,5-dionyl, imidazolidin-2-onyl, oxazolidin-2-onyl, thiazolidin-2-onyl, and the like.

[0314] The term "hetaryl" includes monocyclic 5- or 6-membered heteroaromatic radicals comprising as ring members 1, 2, 3 or 4 heteroatoms selected from N, O, and S. Examples of 5- or 6-mem-bered heteroaromatic radicals include pyridyl, i.e. 2-, 3-, or 4-pyridyl, pyrimidinyl, i.e. 2-, 4- or 5-pyrimidinyl, pyrazinyl, pyridazinyl, i.e. 3- or4-pyridazinyl, thienyl, i.e. 2- or3-thienyl, furyl, i.e.

[0315] 2-or 3-furyl, pyrrolyl, i.e. 2- or 3-pyrrolyl, oxazolyl, i.e. 2-, 3- or 5-oxazolyl, isoxazolyl, i.e. 3-, 4- 33

[0316] or 5-isoxazolyl, thiazolyl, i.e. 2-, 3- or 5-thiazolyl, isothiazolyl, i.e. 3-, 4- or 5-isothiazolyl, pyrazolyl, i.e. 1-, 3-, 4- or 5-pyrazolyl, i.e. 1-, 2-, 4- or 5-imidazolyl, oxadiazolyl, e.g. 2- or 5-[1,3,4]oxadiazolyl, 4- or 5-(1,2,3-oxadiazol)yl, 3- or 5-(1,2,4-oxadiazol)yl, 2- or 5-(1,3,4-thiadiazol)yl, thiadiazolyl, e.g. 2- or 5-(1,3,4-thiadiazol)yl, 4- or 5-(1,2,3-thiadiazol)yl, 3- or 5-(1,2,4-thiadiazol)yl, triazolyl, e.g. 1H-, 2H- or 3H-1,2,3-triazol-4-yl, 2H-triazol-3-yl, 1H-, 2H-, or 4H-1,2,4-triazolyl and tetrazolyl, i.e. 1H- or 2H-tetrazolyl. The term "hetaryl" also includes bicyclic 8 to 10-membered heteroaromatic radicals comprising as ring members 1, 2 or 3 heteroatoms selected from N, O, and S, wherein a 5- or 6-membered heteroaromatic ring is fused to a phenyl ring or to a 5- or 6-membered heteroaromatic radical. Examples of a 5- or 6-membered heteroaromatic ring fused to a phenyl ring or to a 5- or 6-membered heteroaromatic radical include benzofuranyl, benzothienyl, indolyl, indazolyl, benzimidazolyl, benzoxathiazolyl, benzoxadiazolyl, benzothiadiazolyl, benzoxazinyl, chinolinyl, isochinolinyl, purinyl, 1,8-naphthyridyl, pteridyl, pyrido[3,2-d]pyrimidyl or pyridoimidazolyl and the like. These fused hetaryl radicals may be bonded to the remainder of the molecule via any ring atom of 5-or 6-membered heteroaromatic ring or via a carbon atom of the fused phenyl moiety.

[0317] The terms "heterocyclylalkyl" and "hetarylalkyl" refer to heterocyclyl or hetaryl, respectively, as defined above which are bonded via a Ci-Cs-alkyl group or a Ci-C4-alkyl group, in particular a methylene group (= heterocyclylmethyl or hetarylmethyl, resp.), to the remainder of the molecule.

[0318] The term “arylalkyl” and "phenylalkyl" refer to aryl as defined above and phenyl, respectively, which are bonded via Ci-Cs-alkyl group or a Ci-C4-alkyl group, in particular a methyl group (= arylmethyl or phenylmethyl), to the remainder of the molecule, examples including benzyl, 1-phenylethyl, 2-phenylethyl, 2-phenoxyethyl etc.

[0319] The terms “alkylene”, “cycloalkylene”, “heterocycloalkylene”, “alkenylene”, “cycloalkenylene”, “heterocycloalkenylene” and “alkynylene” refer to alkyl, cycloalkyl, heterocycloalkyl, alkenyl, cycloalkenyl, heterocycloalkenyl and alkynyl as defined above, resp., which are bonded to the remainder of the molecule, via two atoms, preferably via two carbon atoms, of the respective group, so that they represent a linker between two moieties of the molecule.

[0320] The compounds of the invention are compounds of formula (I)

[0321] wherein

[0322]

[0323] (I)

[0324] R1is H, OR10, NR12R13, Ci-C6-alkyl, Ci-C6-alkyl-S-Ci-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C3-haloalkyl, C1-C6-alkoxy, C1-C3-haloalkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkyl-Ci- 34

[0325] Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-Ce-alkenyl- Cs-Ce-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6- cycloalkyl-C2-C6-alkynyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, and cycloalkyl moieties are unsubstituted or substituted with R11; C(=N-R13)R12, or C(O)R11a;

[0326] R2is H, Ci-Cs-alkyl, C2-C3-alkenyl, Cs-Ce-cycloalkyl, or C2-C3-alkynyl, wherein the alkyl, alkenyl, alkynyl and cycloalkyl moieties are unsubstituted or substituted with halogen; R3is halogen, CN, NO2, SF5; Ci-Ce-alkyl, Ci-Ce-alkylthio, Cs-Ce-cycloalkyl, Ci-Ce-alkenyl, Ci-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6- membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with Ra; OR10, NR12R13, C(O)NR12R13, C(O)OR10, C(S)NR12R13, C(O)R14, OS(O)2-R14, S(O)m-R14, -N=S(O)R12aR13a; or two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-Cs-alkyl, and / or C1-C3- haloalkyl;

[0327] R4is a heterocyclic ring which is selected from the group consisting of 8-, 9- or 10- membered saturated or partially unsaturated bicyclic heterocyclyl, and 8- 9- or 10- membered bicyclic hetaryl rings, wherein the heterocyclyl moieties are unsubstituted or substituted by 1, 2, 3 or 4 substituents and the hetaryl moieties are unsubstituted or substituted by 1, 2 or 3 substituents, wherein the substituents are independently selected from the group consisting of halogen, =0 (oxo), -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, C2-Ce-alkenyl, C2-C6- alkynyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce- cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-Ce-alkynyl- Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, S(O)m- R14, OR10, NR12R13, NR12C(O)R14, C(O)NR12R13, C(O)OR10, C(O)R14, -C(=NOC1-C4-alkyl)H, -C(=NOC1-C4-alkyl)-C1-C4-alkyl or -C(=NOC1-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl, and alkoxy are unsubstituted or substituted with R11;

[0328] R5is H, halogen, CN, NH2, NO2, CONH2, Ci-Ce-alkyl, Ci-Ce-haloalkyl, or Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, Ci-Ce- haloalkoxy, CH(Ci-Ce-alkoxy)2, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-Ce- alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, OR10, NR12R13, C(O)NR12R13, C(O)OR10, C(O)R14, S(O)m-R14, -C(=NOCi-C4-alkyl)H, or -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with R11; R10is H, Ci-C4-alkyl, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4- cycloalkyl-Ci-C2-alkyl, C3-C4-halocycloalkyl-Ci-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4- haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci- C4-haloalkyl, SOm-Cs-Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra; R11is halogen, CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, 35

[0329] OR10, Si(CH3)3; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the heterocyclyl, hetaryl and phenyl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN;

[0330] R11ais NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; Ci-C6-haloalkyl; C2-C6-alkenyl;

[0331] C2-Ce-haloalkenyl; C2-Ce-alkynyl; C2-Ce-haloalkynyl; C3-C4-cycloalkyl-Ci-C2-alkyl, wherein the cycloalkyl moiety is unsubstituted or substituted with 1 or 2 halogen; or 3- to 6-membered heterocyclyl, wherein the heterocyclyl moiety is unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN;

[0332] R12, R13are independently from each other H, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-halo- alkoxy, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)- C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, C(O)NH-Ci-C4-alkyl, C(O)NH-CI-C4- haloalkyl, C(O)N(Ci-C4-alkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-haloalkyl, C(O)NH-Ci-C4-alkoxy, C(O)NH-Ci-C4-halo- alkoxy, C(O)NH-Ci-C4-alkoxy-Ci-C4-alkyl, C(O)NH-Ci-C4-alkoxy-Ci-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-Ci-C4-alkyl-phenyl, C(O)NH-Ci-C4-alkyl-3-6-membered heterocyclyl or 5- or 6- membered hetaryl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; S(O)m-Ci-C4- haloalkyl, S(O)m-C3-C4-cycloalkyl, S(O)m-C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or

[0333] R12and R13together with the atom(s) to which they are bound, form a 3-, 4-, 5-, 6-, or 7- membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra;

[0334] R12a, R13aare independently from each other Ci-C4-alkyl, Ci-C4-haloalkyl, C3-C6- cycloalkyl, unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or R12aand R13atogether with the atom to which they are bound, form a 3-, 4-, 5-, 6-, or 7- membered saturated, partially or fully unsaturated heterocycle, wherein the heterocycle moiety may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra; R14is H, Ci-Ce-alkyl (such as Ci-C4-alkyl), Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C3-C6- halocycloalkyl, wherein the alkyl and cycloalkyl moieties are unsubstituted or partially or fully substituted with R11; or 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with Ra;

[0335] Rais halogen, CN, NO2, OH, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-haloalkyl, Ci-C4-alkoxy-Ci- C4-alkyl, Ci-C4-haloalkoxy, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, S(O)m-Ci-C4-alkyl, S(O)m-Ci-C4-haloalkyl, S(O)m-C3-C4-cycloalkyl, or S(O)m-C3-C4-halocycloalkyl;

[0336] m is 0, 1, or 2; n is 0, 1, 2, or 3;

[0337] X is N, CH, or CR3.

[0338] In another aspect, the compounds of the invention are compounds of formula (I)

[0339]

[0340] wherein

[0341] R1is H, OR10a, NR12R13, Ci-C6-alkyl, Ci-C6-alkyl-S-Ci-C6-alkyl, C3-C6-cycloalkyl, C3-C6- cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-C6- alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci- Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-Ce- cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, and cycloalkyl moieties are unsubstituted or substituted with R11; C(=N- R13)R12, or C(O)R11a;

[0342] R2is H, Ci-C3-alkyl, C2-C3-alkenyl, C3-C6-cycloalkyl, or C2-C3-alkynyl, wherein the alkyl, alkenyl, alkynyl and cycloalkyl moieties are unsubstituted or substituted with halogen; R3is halogen, CN, NO2, SF5; Ci-Ce-alkyl, Ci-Ce-alkylthio, Ci-Ce-alkoxy, C3-C6-cycloalkyl, C2- Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6-membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11; OR10a, NR12R13, C(O)NR12R13, C(S)NR12R13, C(O)OR10, C(O)R14, OS(O)2-R14, S(O)m-R14, - N=S(O)R12aR13a; or

[0343] two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-C3-alkyl, and / or Ci-C3- haloalkyl;

[0344] R4is a heterocyclic ring which is selected from the group consisting of 8-, 9- or 10- membered saturated or partially unsaturated bicyclic heterocyclyl, and 8- 9- or 10- membered bicyclic hetaryl rings, wherein the heterocyclyl moieties are unsubstituted or substituted by 1, 2, 3 or 4 substituents and the hetaryl moieties are unsubstituted or substituted by 1, 2 or 3 substituents, wherein the substituents are independently selected from the group consisting of halogen, =0 (oxo), -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3- Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6- alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, S(O)m-R14, OR10a, NR12R13, NR12C(O)R14, C(O)NR12R13, C(O)OR10, C(O)R14, -C(=NOCi- C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl or -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, 37

[0345] wherein alkyl, alkenyl, alkynyl, cycloalkyl, and alkoxy are unsubstituted or substituted with R11;

[0346] R5is H, halogen, CN, NH2, NO2, CONH2, Ci-Ce-alkyl, or Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl- Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, CH(Ci-C6-alkoxy)2, C2-C6- alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6- cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, OR10a, NR12R13, C(O)NR12R13, C(O)OR10, C(O)R14, S(O)m-R14, -C(=NOCi-C4-alkyl)H, or -C(=NOC1-C4-alkyl)-C1-C4-alkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with R11;

[0347] R10is H, Ci-C4-alkyl, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4-cycloalkyl-C1-C2-alkyl, C3-C4-halocycloalkyl-Ci-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4- haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci- C4-haloalkyl, SOm-Cs-Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra;

[0348] R10ais H, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4-cycloalkyl-Ci-C2-alkyl, C3-C4-halocycloalkyl-C1-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4- cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci-C4-haloalkyl, SOm-C3- Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra; R11is halogen, CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; 3- to 6- membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the heterocyclyl, hetaryl and phenyl moieties are unsubstituted or substituted with halogen, C1-C3- haloalkyl, and / or CN;

[0349] R11ais NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; Ci-C6-haloalkyl; C2-C6-alkenyl;

[0350] C2-Ce-haloalkenyl; C2-Ce-alkynyl; C2-Ce-haloalkynyl; C3-C4-cycloalkyl-Ci-C2-alkyl, wherein the cycloalkyl moiety is unsubstituted or substituted with 1 or 2 halogen; or 3- to 6-membered heterocyclyl, wherein the heterocyclyl moiety is unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN;

[0351] R12, R13are independently from each other H, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4- haloalkoxy, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, C(O)NH-Ci-C4-alkyl, C(O)NH-CI-C4- haloalkyl, C(O)N(Ci-C4-alkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-haloalkyl, C(O)NH-Ci-C4-alkoxy, C(O)NH-Ci-C4-halo- alkoxy, C(O)NH-Ci-C4-alkoxy-Ci-C4-alkyl, C(O)NH-Ci-C4-alkoxy-Ci-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-Ci-C4-alkyl-phenyl, C(O)NH-Ci-C4-alkyl-3-6-membered heterocyclyl or 5- or 6- membered hetaryl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; S(O)m-Ci-C4- haloalkyl, S(O)m-C3-C4-cycloalkyl, S(O)m-C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or 38

[0352] R12and R13together with the atom(s) to which they are bound, form a 3-, 4-, 5-, 6-, or 7- membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra;

[0353] R12a, R13aare independently from each other Ci-C4-alkyl, Ci-C4-haloalkyl, C3-C6- cycloalkyl, unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or R12aand R13atogether with the atom to which they are bound, form a 3-, 4-, 5-, 6-, or 7- membered saturated, partially or fully unsaturated heterocycle, wherein the heterocycle moiety may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra; R14is H, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, wherein the alkyl and cycloalkyl moieties are unsubstituted or partially or fully substituted with R11; or 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with Ra;

[0354] Rais halogen, CN, NO2, OH, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-haloalkyl, Ci-C4-alkoxy-Ci- C4-alkyl, Ci-C4-haloalkoxy, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, S(O)m-Ci-C4-alkyl, S(O)m-Ci-C4-haloalkyl, S(O)m-C3-C4-cycloalkyl, or S(O)m-C3-C4-halocycloalkyl;

[0355] m is 0, 1, or 2;

[0356] n is 0, 1, 2, or 3;

[0357] X is N, CH, or CR3;

[0358] and the N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts thereof.

[0359] Also encompassed are the N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts of the compounds of formula (I).

[0360] In various embodiments, the compound of formula (I) is or essentially consists of the S isomer

[0361]

[0362] (l)S

[0363] In all embodiments of the compounds of formula (I) described herein, the compound of formula (I) may be the S isomer according to formula (l)S. If a compound of formula (I) is described to “essentially consist of’ the S isomer, this means that it is not enantiomerically pure but also comprises the R isomer but that the S isomer is present in amounts of >50%, preferably at least 60, at least 65, at least 70, at least 75, at least 80, at least 85 or at least 90%, relative to the sum of both S and R isomer. 39

[0364] R1is H, OR10, NR12R13, Ci-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-Ci-C6-alkyl, Ci-C6-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, C2-Ce-alkenyl, C2-C6-alkynyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl,, C(=N-R13)R12, or C(O)R11a. In these groups, alkyl, alkoxy, alkenyl, alkynyl, and cycloalkyl moieties are unsubstituted or substituted with R11. In various embodiments, R1is H, Ci-Ce-alkyl or Ci-C4-alkyl, for example methyl, Ci-Ce-haloalkyl or Ci-C4-haloalkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, for example -CH2-cyclopropyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-C4-alkyl-S-Ci-C4-alkyl, for example -(CH2)2-S-CH3.

[0365] In various embodiments, R1is H, OR10a, NR12R13, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-C6-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-Ce-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, and cycloalkyl moieties are unsubstituted or substituted with R11; C(=N-R13)R12, or C(O)R11a. In these groups, alkyl, alkoxy, alkenyl, alkynyl, and cycloalkyl moieties are unsubstituted or substituted with R11. In various embodiments, R1is H, Ci-Ce-alkyl or Ci-C4-alkyl, for example methyl, Ci-Ce-haloalkyl or Ci-C4-haloalkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, for example -CH2-cyclopropyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-C4-alkyl-S-Ci-C4-alkyl, for example -(CH2)2-S-CH3..

[0366] R3is halogen, CN, NO2, SF5, Ci-Ce-alkyl, Ci-Ce-alkylthio, Cs-Ce-cycloalkyl, Ci-Ce-alkenyl, Ci-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6-membered heterocyclyl, OR10, NR12R13, C(O)NR12R13, C(S)NR12R13, C(O)OR10, C(O)R14, OS(O)2-R14, S(O)m-R14, -N=S(O)R12aR13a. In these groups, the alkyl, alkenyl, alkynyl, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with Ra. Alternatively or additionally, two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-Cs-alkyl, and / or Ci-Cs-haloalkyl.

[0367] In various embodiments, R3is halogen, CN, NO2, SF5; Ci-Ce-alkyl, Ci-Ce-alkylthio, Ci-Ce-alkoxy, Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6-membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11; OR10a, NR12R13, C(O)NR12R13, C(S)NR12R13, C(O)OR10, C(O)R14, OS(O)2-R14, S(O)m-R14, -N=S(O)R12aR13a; or two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-Cs-alkyl, and / or C1-C3-haloalkyl. 40

[0368] R4is a heterocyclic ring which is selected from the group consisting of 8-, 9- or 10-membered saturated or partially unsaturated bicyclic heterocyclyl, and 8- 9- or 10- membered bicyclic hetaryl rings. The heterocyclyl rings may be unsubstituted or substituted by one to four substituents, for example 1, 2, 3, or 4 substituents, such as 1, 2 or 3 substituents. The hetaryl rings may be unsubstituted or substituted by one to three substituents, for example 1, 2, or 3 substituents, such as 1 or 2 substituents. The substituents may be independently selected from the group consisting of halogen, =0 (oxo), -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, C1-C3-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-Ce-cycloalkyl-C2-Ce-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, S(O)m-R14, OR10, NR12R13, NR12C(O)R14, C(O)NR12R13, C(O)OR10, C(O)R14, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl or -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl, and alkoxy are unsubstituted or substituted with R11. In various embodiments, the substituents may be independently selected from the group consisting of halogen, =0 (oxo), -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-alkylsulfonate, Ci-Ce-cycloalkylsulfonate, Cs-Ce-cycloalkylsulfanyl, C3-C6-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHCO-CI-C4-alkyl, -N(Ci-C4-alkyl)CO-Ci-C4-alkyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(CI-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl or -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl. In these groups, alkyl, cycloalkyl and alkoxy are optionally substituted with halogen and / or CN. Accordingly, said list of possible substituents also comprises groups, such as C1-Cs-haloalkyl, Ci-Cs-haloalkoxy, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Ci-Ce-haloalkylsulfonate. Herein, the alkyl groups may additionally be substituted with CN.

[0369] With respect to the variables, embodiments of the compounds of the formula I are the following:

[0370] In various embodiments, R1is H or Ci-Ce-alkyl or C3-C6-cycloalkyl-Ci-C4-alkyl or Ci-C4-alkyl-Cs-Ce-cycloalkyl, preferably H, methyl or CH2-cyclopropyl. R1is H, Ci-C4-alkyl, for example methyl, Ci-C4-haloalkyl, Ci-C4-alkyl-C3-C6-cycloalkyl, for example -CH2-cyclopropyl, Ci-C4-alkyl-S-Ci-C4-alkyl, for example -CH2-CH2-S-CH3.

[0371] In various embodiments, R2is H or Ci-Cs-alkyl or Ci-Cs-haloalkyl, preferably methyl.

[0372] In various embodiments, R1is H or Ci-Ce-alkyl or C3-C6-cycloalkyl-Ci-C4-alkyl or Ci-C4-alkyl-Cs-Ce-cycloalkyl, preferably H, methyl or CH2-cyclopropyl or -CH2-CH2-S-CH3, and R2is H or Ci-Cs-alkyl, preferably methyl.

[0373] In various embodiments, X is CR3, preferably CH. In various other embodiments, X is N. 41

[0374] In various embodiments, n is at least 1, preferably 2. The R3substituents on the phenyl ring are preferably in the meta positions relative to the attachment point, i.e. in the 3- and / or 5-position. Particularly preferred is a di-substituted phenyl ring, in which the two substituents are in the 3- and 5-positions.

[0375] In various embodiments at least one R3group in (R3)nmay be selected from R3d, wherein each R3dis independently C4-C6-alkyl, C4-C6-alkoxy, Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6-membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11; C1-C3 alkyl, C1-C3 alkoxy, Ci-Cs-alkylthio, wherein alkyl and alkoxy are substituted with R11b; OR10a, NR12R13, C(O)NR12bR13b, C(S)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14, S(O)1-2-R14, -N=S(O)R12aR13a; or

[0376] two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-Cs-alkyl, and / or Ci-Cs-haloalkyl;

[0377] R10bis Ci-C4-alkyl, Ci-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C4-cycloalkyl-C1-C2-alkyl, C3-C4-halocycloalkyl-C1-C2-alkyl, C(O)-C1-C4-alkyl, C(O)-C1-C4-haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-C1-C4-alkyl, SOm-C1-C4-haloalkyl, SOm-C3-C6-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra;

[0378] R11bis CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the heterocyclyl, hetaryl and phenyl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN;

[0379] R12b, R13bare independently from each other Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-haloalkoxy, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4- cycloalkyl, C(O)-C3-C4-halocycloalkyl, C(O)NH-Ci-C4-alkyl, C(O)NH-Ci-C4-haloalkyl, C(O)N(Ci-C4-alkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-alkyl, C(O)N(C1-C4-haloalkyl)-C1-C4-haloalkyl, C(O)NH-Ci-C4-alkoxy, C(O)NH-Ci-C4-haloalkoxy, C(O)NH- Ci-C4-alkoxy-Ci-C4-alkyl, C(O)NH-Ci-C4-alkoxy-Ci-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-Ci-C4-alkyl- phenyl, C(O)NH-Ci-C4-alkyl-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; S(O)m-Ci-C4-haloalkyl, S(O)m-C3-C4- cycloalkyl, S(O)m-C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6- membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or

[0380] R12band R13btogether with the atom(s) to which they are bound, form a 3-, 4-, 5-, 6-, or 7-membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra. 42

[0381] In various embodiments, at least one R3group in (R3)nmay be selected from R3d, wherein each R3dis independently Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, wherein alkyl, alkenyl, alkynyl, and cycloalkyl are unsubstituted or substituted independently with halogen, CN, NO2, or OH; Ci-Ce-alkyl substituted with CN, NO2, or OH; NR12R13, C(O)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14and S(O)1-2-R14.

[0382] In various embodiments, at least one R3group in (R3)nmay be selected from R3d, wherein each R3dis independently NH2, Cs-Ce-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, wherein alkyl, alkenyl, alkynyl, and cycloalkyl are unsubstituted or substituted independently with halogen or CN; Ci-Ce-alkyl substituted with CN; OS(O)2-Ci-C4-alkyl, OS(O)2-Ci-C4-haloalkyl; S(O)m-Ci-C4-alkyl, S(O)m-Ci-C4-haloalkyl, wherein m is 1 or 2.

[0383] In various embodiments where X is CR3, the R3substituents on the phenyl ring may, be selected from R3d, wherein each R3dis defined as above.

[0384] In various embodiments where X is N, the R3substituents on the hetaryl ring may, be selected from R3d, wherein each R3dis defined as above.

[0385] In various embodiments R3dis independently C4-Ce-alkyl, C4-Ce-alkoxy, Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl or 3- to 6-membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11.

[0386] In various embodiments R3dis independently, Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, wherein alkyl, alkenyl, alkynyl, and cycloalkyl are unsubstituted or substituted independently with halogen, CN, NO2, or OH.

[0387] In various embodiments R3dis independently, C1-C3 alkyl, C1-C3 alkoxy, Ci-Cs-alkylthio, wherein alkyl and alkoxy are substituted with R11b.

[0388] In various embodiments R3dis independently, Ci-Ce-alkyl substituted with CN, NO2, or OH.

[0389] In various embodiments R3dis independently, OR10a, NR12R13, C(O)NR12bR13b, C(S)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14, S(O)1-2-R14, -N=S(O)R12aR13a.

[0390] In various embodiments R3dis independently, NR12R13, C(O)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14and S(O)1-2-R14.

[0391] In various embodiments two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring 43

[0392] members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-Cs-alkyl, and / or Ci-Cs-haloalkyl.

[0393] In various embodiments, each R3is independently selected from CF3, Cl, Br, SO2-CF3, O-SO2- CF3, SO-CF3, SO-CH3, C(CH3)2CN, I-CN-CC3H4 (CN-substituted cyclopropyl), OCHF2, and SO2-(4-F-phenyl). These R3substituents may be in the 3- and / or 5-positions. In various embodiments, n is 2 and one R3is CF3and the other is also CF3, or any one of Cl, Br, SO2- CF3, O-SO2-CF3, SO-CF3, SO-CH3, C(CH3)2CN, I-CN-CC3H4 (CN-substituted cyclopropyl), OCHF2, and SC>2-(4-F-phenyl). In various embodiments, n is 2 and one R3is SO-CH3, SO-CF3, SO2-CF3 or SO2-(4-F-phenyl) and the other R3is Cl or Br. In one embodiment, one R3is 1-CN- CC3H4 (CN-substituted cyclopropyl) and the other is OCHF2. In one embodiment, one R3is C(CH3)2CN and the other is Br.

[0394] In various embodiments, R4is a heterocyclic ring which is selected from the group consisting of 8-, 9- or 10-membered saturated or partially unsaturated bicyclic heterocyclyl, and 8-, 9- or 10- membered bicyclic hetaryl rings, wherein the heterocyclyl and hetaryl moieties are unsubstituted or substituted by one to three substituents, and wherein the bicyclic heterocyclyl and hetaryl moieties comprise at least one N ring atom, preferably at least two N ring atoms. In various embodiments, the bicyclic heterocyclyl and hetaryl moieties comprise at least one N and at least one O as heteroatoms. In various embodiments, the bicyclic heterocyclyl and hetaryl moieties comprise only N as the heteroatom in the ring, i.e. consist of C and N ring atoms. In various embodiments, the bicyclic heterocyclyl and hetaryl moieties comprise only N and O as the heteroatoms in the ring, i.e. consist of C, O and N ring atoms.

[0395] In various embodiments, R4is a heterocyclic ring which is selected from the group consisting of 9- or 10-membered saturated or partially unsaturated bicyclic heterocyclyl, and 9- or 10- membered bicyclic hetaryl rings, wherein the heterocyclyl and hetaryl moieties are unsubstituted or substituted by one to three substituents, and wherein the bicyclic heterocyclyl and hetaryl moieties comprise at least one N ring atom, preferably at least two N ring atoms. In various embodiments, the bicyclic heterocyclyl and hetaryl moieties comprise only N as the heteroatom in the ring, i.e. consist of C and N ring atoms.

[0396] In various embodiments, at least one ring of the bicyclic ring structure is an aromatic ring.

[0397] In various embodiments, R4is selected from the following structures:

[0398]

[0399] 44

[0400] In these structures,

[0401] A1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;

[0402] A4, A5 and A6 are independently CR4aor N, provided not more than two of A4, A5 and A6 are N;

[0403] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN; with the provisos that

[0404] not more than four of A1, A2, A3, A4, A5 and A6 are N;

[0405] if in R4-1 A3 and A4 are N, A2 and A5 are not N;

[0406] if in R4-1 A2 and A3 are N, A4 is not N;

[0407] if in R4-1 A4 and A5 are N, A3 and A6 are not N;

[0408] if in R4-2 A1 and A6 are N, A5 is not N; and

[0409] if in R4-2 A5 and A6 are N, A1 and A4 are not N.

[0410] In various embodiments, one of A1 and A2 is N and the other is CH or CCH3.

[0411] In various embodiments R4is R4-1, A2 and A5 are N and the remaining A1, A3, A4 and A6 are CR4a.

[0412] In various embodiments R4is R4-1, A2, A4 and A6 are N and the remaining A1, A3 and A5 are CR4a.

[0413] In various embodiments R4is R4-1, A1 and A5 are N and the remaining A2, A3, A4 and A6 are CR4a.

[0414] In various embodiments R4is R4-2, A1, A4 and A5 are N and the remaining A2, A3 and A6 are CR4a.

[0415] In various embodiments R4is R4-2, A1 and A4 are N and the remaining A2, A3, A5 and A6 are CR4a.

[0416] In various embodiments R4is R4-2, A1, A2 and A4 are N and the remaining A3, A5 and A6 are CR4a.

[0417] In various embodiments R4is R4-2, A2, A4 and A5 are N and the remaining A1, A3 and A6 are CR4a.

[0418] In various embodiments R4is R4-2, A2, A4 and A6 are N and the remaining A1, A3 and A5 are CR4a. 45

[0419] In various embodiments, each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

[0420] In various embodiments R4is selected from any one of:

[0421] A5

[0422]

[0423] wherein

[0424] A1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;

[0425] A4, A5, A6 and A7 are independently CR4aor N, provided not more than three of A4, A5, A6 and A7 are N;

[0426] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN; with the provisos that

[0427] not more than five of A1, A2, A3, A4, A5, A6 and A7 are N.

[0428] In various embodiments, each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl. Alternatively, R4may be any one of the following:

[0429] R4-5 R4-6 R4-7

[0430] O— N

[0431]

[0432] R4-12 R4-12a

[0433] In these structures, A1, A2 and A3 are as defined above;

[0434] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN; and R4bis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, C1-C3-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

[0435] In various embodiments of these structures: 47

[0436] (1) A1 is N and A2 and A3 are CR4a

[0437] (2) A2 is N and A1 and A3 are CR4a, or

[0438] (3) A1 and A2 are N and A3 is CR4a.

[0439] In various embodiments R4is R4-7, A1 is N and A2 and A3 are CR4a.

[0440] In various embodiments R4is R4-7, A2 is N and A1 and A3 are CR4a.

[0441] In various embodiments R4is R4-7, A1 and A2 are N and A3 is CR4a.

[0442] In various embodiments R4is R4-12, A2 is N and A1 and A3 are CR4a.

[0443] In various embodiments, each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

[0444] In still other embodiments, R4is selected from

[0445]

[0446] R4-17 R4-18 R4-19 R4-20

[0447]

[0448] R4-29 R4-30 R4-31.

[0449] In these structures, A1, A2 and A3 are as defined above;

[0450] each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN; R4bis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, C1-C3-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl; and 49

[0451] R4cand R4dare independently from each other selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-C3-haloalkyl, Ci-C4-alkoxy, Ci-C3-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-Ce-cycloalkylsulfanyl, C3-Ce-cycloalkylsulfinyl, C3-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHCO-Ci-C4-alkyl, -N(Ci-C4-alkyl)CO-Ci-C4-alkyl, -CO2C1-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, or

[0452] R4cand R4dtogether with the carbon atom to which they are bound, form a 3-, 4-, 5-, or 6-membered saturated or unsaturated carbocyclic ring.

[0453] Since R4cand R4dcan combine to form together with the carbon atom to which they are bound a carbocyclic ring, the structures also cover the resulting spiro compounds, where the bicyclic ring shares one common atom with a third ring.

[0454] In various embodiments, R4is R4-13 or R4-14 wherein A2 is N and A1 and A3 are CR4a. In these embodiments, A3 may be CH. In these embodiments, R4cand R4dmay be H. In these embodiments, R4bmay be H.

[0455] In various embodiments, R4is R4-21 or R4-22 wherein A2 is N and A1 and A3 are CR4a. In these embodiments, A3 may be CH. In these embodiments, R4cmay be H. In these embodiments, R4bmay be H.

[0456] In various embodiments, R4is R4-28 wherein A2 is N and A1 and A3 are CR4a. In these embodiments, A3 may be CH. In these embodiments, R4bmay be H. In these embodiments, R4bmay be CH3.

[0457] In various embodiments, R4ais selected from H, -COOH, -CONH2, -NH2, Ci-Ce-alkyl, -CO2C1-C4-alkyl, -CONH(Ci-C4-alkyl), and -CON(Ci-C4-alkyl)2, for example H, -COOH, -CONH2, -NH2, -CH3, -CO2ethyl, - and -CON(CH3)2.

[0458] In various embodiments, R4bis H or methyl.

[0459] In various embodiments, R4cand R4dare H.

[0460] In various embodiments, each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-C6-alkyl-C3-C6-cycloalkyl, Ci-C3-haloalkyl, Ci-Ce-alkoxy, Ci-C3-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-C6-cycloalkylsulfanyl, C3-C6-cycloalkylsulfinyl, C3-C6-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl. 50

[0461] In various embodiments of all definitions of R4above, each R4ais independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN. In various such embodiments, each R4ais independently selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0462] In various embodiments, R4is selected from the following structures:

[0463] BC-2

[0464] BC-8

[0465]

[0466] BC-14 51

[0467] BC-15

[0468] BC-20 BC-21 BC-23 BC-24 BC-27 BC-28

[0469]

[0470] wherein, in various embodiments, R4m, R4n, R4o, R4p are defined as R4aabove and R4q is defined as R4babove. 52

[0471] In various embodiments, each R4m, R4n, R4°, R4pis independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-CI-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-Ce-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN.

[0472] In various embodiments, each R4m, R4n, R4°, R4pis independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-C3-haloalkyl, Ci-Ce-alkoxy, Ci-C3-haloalkoxy, C1-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-C6-cycloalkylsulfanyl, C3-C6-cycloalkylsulfinyl, C3-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(CI-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

[0473] In various embodiments, R4qis selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-C3-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN. Preferably, R4qmaybe selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-C3-haloalkyl, Ci-Ce-alkoxy, Ci-C3-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-Ce-cycloalkylsulfanyl, C3-Ce-cycloalkylsulfinyl, C3-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-Ce-cycloalkyl.

[0474] In various embodiments, each R4m, R4n, R4°, R4pis independently selected from H, Ci-Ce-alkyl, C3-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-C3-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN. 53

[0475] In various embodiments, each R4m, R4n, R4°, R4pis independently selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0476] In various embodiments, each R4mis independently selected from H, Ci-Ce-alkyl, C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0477] In various embodiments, each R4nis independently selected from H, Ci-Ce-alkyl, C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0478] In various embodiments, each R4° is independently selected from H, Ci-Ce-alkyl, C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0479] In various embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0480] In various embodiments, R4is BC-1. In various such embodiments, each R4mis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-C6-alkyl-C3-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, 54

[0481] each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0482] In various embodiments, R4is BC-2. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0483] In various embodiments, R4is BC-3. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6- 55

[0484] alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0485] In various embodiments, R4is BC-4. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0486] In various embodiments, R4is BC-5. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0487] In various embodiments, R4is BC-6. In various such embodiments, each R4mis independently selected from H, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- 56

[0488] cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0489] In various embodiments, R4is BC-7. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0490] In various embodiments, R4is BC-8. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0491] In various embodiments, R4is BC-9. In various such embodiments, each R4mis independently selected from H, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- 57

[0492] cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0493] In various embodiments, R4is BC-10. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0494] In various embodiments, R4is BC-11. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0495] In various embodiments, R4is BC-12. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0496] In various embodiments, R4is BC-13. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, 58

[0497] each R4pis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0498] In various embodiments, R4is BC-14. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0499] In various embodiments, R4is BC-15. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0500] In various embodiments, R4is BC-16. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6- 59

[0501] cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0502] In various embodiments, R4is BC-17. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0503] In various embodiments, R4is BC-18. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0504] In various embodiments, R4is BC-19. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, 60

[0505] each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0506] In various embodiments, R4is BC-20. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0507] In various embodiments, R4is BC-21. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0508] In various embodiments, R4is BC-22. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, 61

[0509] each R4pis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0510] In various embodiments, R4is BC-23. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0511] In various embodiments, R4is BC-24. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0512] In various embodiments, R4is BC-25. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0513] In various embodiments, R4is BC-26. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with 62

[0514] halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0515] In various embodiments, R4is BC-27. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0516] In various embodiments, R4is BC-28. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0517] In various embodiments, R4is BC-29. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, 63

[0518] CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, Ci-Ce-alkyl, C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-C6-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-C3-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0519] In various embodiments, R4is BC-30. In various such embodiments, each R4mis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-C3-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0520] In various embodiments, R4is BC-31. In various such embodiments, each R4mis independently selected from H, Ci-Ce-alkyl, C3-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-C3-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. 64

[0521] In various embodiments, R4is BC-32. In various such embodiments, each R4mis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0522] In various embodiments, R4is BC-33. In various such embodiments, each R4nis independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4° is independently selected from H, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkyl-C1-C6-alkoxy, C1-C6-alkoxy-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkoxy, S(O)m-C1-C3-alkyl, S(O)m-C1-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3. In various such embodiments, each R4pis independently selected from H, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-C6-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6- 65

[0523] cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN, preferably selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

[0524] In all above embodiments, R4qis preferably selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

[0525] R5is selected from H, halogen, CN, NH2, NO2, CONH2, Ci-Ce-alkyl, Ci-Ce-haloalkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy, CH(Ci-Ce-alkoxy)2, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-Ce-alkenyl-Cs-Ce-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, OR10orOR10a, NR12R13, C(O)NR12R13, C(O)OR10, C(O)R14, S(O)m-R14, -C(=NOCi-C4-alkyl)H, or -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with R11.

[0526] In various embodiments, R5is H, halogen, OH, CN, NH2, NO2, CONH2, Ci-Cs-alkyl, C1-C3-haloalkyl, or Cs-Ce-cycloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkoxy, -C(O)Ci-C3alkoxy, CH(C C3alkoxy)2, -CO2Ci-C4alkyl, CONH(Ci-C4alkyl), -CON(Ci-C4alkyl)2, NH(Ci-C4-alkyl), -N(CI-C4-alkyl)2, -NHCO-Ci-C4alkyl, -N(Ci-C4alkyl)CO-Ci-C4alkyl, C(=NOCi-C4alkyl)H, or -C(=NOCi-C4alkyl)-Ci-C4alkyl.

[0527] In various embodiments, R5is H, halogen, OH, CN, NH2, NHC(O)-Ci-C4-alkyl, NO2, C(O)NH2, NH(Ci-C4-alkyl), N(Ci-C4-alkyl)2, Ci-C4-alkyl, Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkyl-C3-C6-cycloalkyl, Ci-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, Ci-C4-alkyl-Ci-C4-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3-haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN.

[0528] In various embodiments, R5is H, halogen, Ci-C4-alkyl, Cs-Cs-cycloalkyl, NH2, NHC(O)-CI-C3-alkyl, NH(Ci-C3-alkyl), NH(Ci-C3-alkyl), C(O)NH2, Ci-C4-haloalkyl, Ci-C3-alkoxy, or S-C1-C3-alkyl.

[0529] In various embodiments, R5is H, Cl, Br, CH3, CH2CHs, CH(CHs)2, C(CHs)3, cyclopropyl, NH2, NHCH3, N(CH3)2, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, or SCH3.

[0530] In various embodiments, R5is H. 66

[0531] Exemplary compounds of formula I are the following:

[0532] In various embodiments, the compound is any one of the following compounds:

[0533] (1) / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0534] (2) / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0535] (3) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethyl)benzamide;

[0536] (4) 3-chloro- / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-5- (trifluoromethyl)benzamide;

[0537] (5) / V-[1-[2-(4-methylsulfanylimidazo[2,1-f][1,2,4]triazin-2-yl)-1,2,4-triazol-3- yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0538] (6) / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0539] (7) 3-chloro- / V-[1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3- yl]ethyl]-5-(trifluoromethyl)benzamide;

[0540] (8) / V-[1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0541] (9) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethyl)benzamide;

[0542] (10) 3-chloro- / V-methyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3- yl]ethyl]-5-(trifluoromethyl)benzamide;

[0543] (11) / V-[1-[2-([1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0544] (12) / V-methyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0545] (13) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfonyl)benzamide;

[0546] (14) [3-chloro-5-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3- yl]ethylcarbamoyl]phenyl] trifluoromethanesulfonate;

[0547] (15) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfinyl)benzamide;

[0548] (16) 3-chloro-5-methylsulfonyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4- triazol-3-yl]ethyl]benzamide;

[0549] (17) 3-bromo-5-(1-cyano-1-methyl-ethyl)- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6- yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0550] (18) 3-(1-cyanocyclopropyl)-5-(difluoromethoxy)- / \ / -[1-[2-([1,2,4]triazolo[4,3- b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0551] (19) 3-chloro-5-(4-fluorophenyl)sulfonyl- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)- 1,2,4-triazol-3-yl]ethyl]benzamide;

[0552] (20) / V-[1-[2-(2-oxo-3,4-dihydro-1 / 7-1,6-naphthyridin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide; 67

[0553] (21) / V-[1-[2-(2-oxo-1,3-dihydropyrrolo[3,2-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0554] (22) / V-[1-[2-(1-oxo-2,3-dihydropyrrolo[3,4-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0555] (23) / V-[1-[2-(5-oxo-7,8-dihydro-6 / 7-2,6-naphthyridin-3-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0556] (24) / \ / -methyl- / \ / -[1-[2-(1-methylpyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0557] (25) / \ / -methyl- / \ / -[1-[2-(1 / 7-pyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0558] (26) / V-[1-[2-(1 / 7-pyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0559] (27) / V-[1-(2-imidazo[1,5-c]pyrimidin-7-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0560] (28) / V-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0561] (29) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0562] (30) 3-chloro- / V-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethyl)benzamide;

[0563] (31) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- / \ / -methyl-3,5-bis(trifluoromethyl)benzamide;

[0564] (32) / V-methyl- / V-[1-[2-(1-methylpyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0565] (33) / V-[1-[2-(1 / 7-pyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0566] (34) / V-[1-(2-imidazo[1,5-a]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0567] (35) / V-[1-[2-(1 / 7-pyrazolo[5,4-d]pyrimidin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0568] (36) / V-methyl- / V-[1-[2-(1H-pyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0569] (37) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0570] (38) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- / \ / -methyl-3,5-bis(trifluoromethyl)benzamide;

[0571] (39) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- / V, / V-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxamide;

[0572] (40) 6-[5-[(1 S)-1-[[3,5-bis(trifluoromethyl)benzoyl]-methyl-amino]ethyl]-1,2,4-triazol-1 -yl]-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acid;

[0573] (41) ethyl 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate; 68

[0574] (42) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1.2.4]triazolo[4,3-b]pyridazine-8-carboxamide;

[0575] (43) N-methyl-N-[(1S)-1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0576] (44) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]-methyl-amino]ethyl]-1,2,4-triazol-1-yl]-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxamide;

[0577] (45) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1.2.4]triazolo[4,3-a]pyrazine-3-carboxamide;

[0578] (46) 3-(1-cyanocyclopropyl)-5-(difluoromethoxy)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0579] (47) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfonyl)benzamide;

[0580] (48) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]imidazo[1,2-b]pyridazine-8-carboxamide;

[0581] (49) N-[1-[2-(2-oxo-1,3,3a,7a-tetrahydroimidazo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0582] (50) N-[1-(2-imidazo[1,2-c]pyrimidin-7-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0583] (51) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfinyl)benzamide;

[0584] (52) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethoxy)benzamide;

[0585] (53) 3-bromo-5-(1-cyano-1-methyl-ethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;

[0586] (54) [3-chloro-5-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethylcarbamoyl]phenyl] trifluoromethanesulfonate;

[0587] (55) 3-(1-cyanocyclopropyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0588] (56) N-[1-(2-pyrazolo[1,5-c]pyrimidin-5-yl- 1,2,4-triazol-3-yl)ethyl]-3, 5-bis(trifluoromethyl)benzamide;

[0589] (57) N-[1-[2-(3,3-dimethyl-2-oxo-3a,7a-dihydro-1H-pyrrolo[3,2-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0590] (58) N-[1-[2-(triazolo[1,5-c]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0591] (59) N-[1-[2-(3,3-dimethyl-2-oxo-1, 4,4a, 8a-tetrahydro-1,6-naphthyridin-7-yl)-1, 2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0592] (60) N-[1-[2-(2-ethyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0593] (61) N-[1-[2-(3-hydroxyimidazo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0594] (62) N-[1-[2-(2-methyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide; 69

[0595] (63) 2-[5-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]imidazo[1,5-b]pyridazine-4-carboxamide;

[0596] (64) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;

[0597] (65) N-[1-[2-(3-amino-[1,2,4]triazolo[4,3-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide

[0598] (66) N-[1-[2-(3-methyl-[1,2,4]triazolo[4,3-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;

[0599] (67) N-[1-[2-(2-aminopyrazolo[1,5-c]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0600] (68) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0601] (69) N-[1-[2-(2-cyano-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0602] (70) 7-[5-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]-[1,2,4]triazolo[1,5-c]pyrimidine-2-carboxamide;

[0603] (71) N-[1-[2-(2-cyclopropyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0604] (72) 3-chloro-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0605] (73) 3-chloro-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethylsulfonyl)benzamide;

[0606] (74) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0607] (75) N-[(1R)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0608] (76) 3-(1-cyanocyclopropyl)-N-[(1R)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0609] (77) N-[1-[2-(2-methylsulfanyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0610] (78) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0611] (79) (N-[1-[2-(3-methyl-2-oxo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0612] (80) N-[1-[2-(2-ethoxy-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0613] (81) N-[(1S)-1-[2-(2-acetamido-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0614] (82) N-[1-[2-(2-oxo-3H-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0615] (83) 2-amino-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide; 70

[0616] (84) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3- (1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0617] (85) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethylsulfonyl)benzamide;

[0618] (86) N-[1-[2-(2-methoxy-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;

[0619] (87) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0620] (88) N-[1-[2-[2-(methylamino)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0621] (89) N-[(1S)-1-[2-(2-formamido-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0622] (90) N-[1-[2-(3-aminoisoxazolo[5,4-c]pyridin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0623] (91) N-[1-[2-[2-(dimethylamino)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0624] (92) N-[1-[2-(2,8-dibromo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0625] (93) N-[(1S)-1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0626] (94) N-[1-[2-[2-[formyl(methyl)amino]-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0627] (95) N-[1-[2-(2-bromo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0628] (96) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;

[0629] (97) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0630] (98) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(trifluoromethylsulfonyl)benzamide;

[0631] (99) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-bromo-5-(1-cyano-1-methyl-ethyl)benzamide;

[0632] (100) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;

[0633] (101) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(2,2-dichlorocyclopropyl)benzamide;

[0634] (102) [3-[[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]carbamoyl]-5-(trifluoromethyl)phenyl] trifluoromethanesulfonate;

[0635] (103) N-[1-[2-(3-aminoisoxazolo[4,5-d]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0636] (104) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide; 71

[0637] (105) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-bromo-5-(1-cyano-1-methyl-ethyl)benzamide;

[0638] (106) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;

[0639] (107) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(trifluoromethylsulfonyl)benzamide;

[0640] (108) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(2,2-dichlorocyclopropyl)benzamide;

[0641] (109) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0642] (110) N-[1-[2-(3-aminoisoxazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0643] (111) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-5-methyl-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0644] (112) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-cyclopropyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0645] (113) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0646] (114) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0647] (115) N-[(1S)-1-[5-amino-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0648] (116) N-[(1S)-1-(2-pyrido[2,3-d]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0649] (117) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methyl-2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0650] (118) N-[(1S)-1-[5-bromo-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0651] (119) N-[(1S)-1-[5-acetamido-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0652] (120) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-cyclopropyl-2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0653] (121) N-[1-[2-(3-aminoisoxazolo[5,4-d]pyrimidin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0654] (122) N-(cyclopropylmethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0655] (123) N-methyl-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0656] (124) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methylsulfonyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0657] (125) 3,5-bis(trifluoromethyl)-N-[(1S)-1-[2-[2-(trifluoromethyl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]benzamide; 72

[0658] (126) N-[(1S)-1-[2-[2-(difluoromethyl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4- triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0659] (127) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-(dimethylamino)-2-([1,2,4]triazolo[1,5- c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0660] (128) N-(2-methylsulfanylethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4- triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0661] (129) N-[(1S)-1-(2-pyrido[3,2-d]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5- bis(trifluoromethyl)benzamide;

[0662] (130) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-(methylamino)-2-([1,2,4]triazolo[1,5- c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0663] (131) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-5-cyclopropyl-1,2,4- triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0664] (132) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3- yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;

[0665] (133) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;

[0666] (134) 3-chloro-N-[(1 S)-1 -[2-(2-chloro-[1,2, 4]triazol o[ 1,5-a]pyrazin-6-yl)-1,2, 4-triazol- 3-yl]ethyl]-5-(trifluoromethylsulfonyl)benzamide;

[0667] (135) 2-amino-N-[(1 S)-1 -[2-(2-chloro-[1,2, 4]triazol o[ 1,5-a]pyrazin-6-yl)-1,2, 4-triazol- 3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0668] (136) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methoxy-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;

[0669] (137) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-2,6-bis(trifluoromethyl)pyridine-4-carboxamide;

[0670] (138) N-[(1S)-1-(2-pyrazolo[1,5-a]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;

[0671] All these compounds are specific embodiments of the compounds of formula I of the present invention. Also encompassed are the N-oxides, stereoisomers, tautomers, agriculturally or veterinarily acceptable salts of these compounds.

[0672] In another embodiment the present invention relates to the following compounds of formula Int-1a, Int-2a, Int-3a, Int-3h, Int-5a, Int-6a, Int-3hCl, Int-3hN, Int-8a, Int-9a, Int-7a, Int-8h, Int-8hCl and Int-8hN.

[0673]

[0674] 73

[0675]

[0676]

[0677]

[0678] Also encompassed are the N-oxides, stereoisomers, tautomers, agriculturally or veterinarily acceptable salts of these compounds.

[0679] The compounds disclosed herein can be obtained using synthesis procedures known to those skilled in the art. The starting materials required for preparing the compounds of formula I are commercially available or known from literature. Exemplary synthesis schemes are given in the examples below. It is understood that additional compounds may be synthesized by adapting these synthesis procedures accordingly, which is well within the routine capability of those skilled in the art.

[0680] The reaction mixtures obtained can be worked up in a customary manner, for example by mixing with water, extracting with an appropriate organic solvent, separating the phases and, if appropriate, chromatographic purification of the crude products. Some of the intermediates and end products are obtained in the form of colourless or slightly brownish viscous oils which are purified or freed from volatile components under reduced pressure and at moderately 74

[0681] elevated temperature. If the intermediates and end products are obtained as solids, purification can also be carried out by recrystallization or digestion.

[0682] If individual compounds of formula I cannot be obtained by the routes described herein below, they can be prepared by derivatization of other compounds of formula I. If the synthesis yields mixtures of isomers, a separation is generally not strictly necessarily since in some cases the individual isomers can be interconverted during work-up for use or during application (for example under the action of light, acids or bases). Such conversions may also take place after use, for example in the treatment of plants in the treated plant, or in the pest to be controlled.

[0683] Mixtures

[0684] The invention also relates to a mixture of at least one compound of the invention with at least one mixing partner. Preferred are binary mixtures of one compound of the invention as component I with one mixing partner herein as component II. Preferred weight ratios for such binary mixtures are from 5000:1 to 1:5000, preferably from 1000:1 to 1:1000, more preferably from 100:1 to 1:100, particularly from 10:1 to 1:10. In such binary mixtures, components I and II may be used in equal amounts, or an excess of component I, or an excess of component II may be used.

[0685] Mixing partners can be selected from pesticides, in particular insecticides, nematicides, and acaricides, fungicides, herbicides, plant growth regulators, fertilizers. Preferred mixing partners are insecticides, nematicides, and fungicides.

[0686] The following list M of pesticides, grouped according the Mode of Action Classification of the Insecticide Resistance Action Committee (IRAC), together with which the compounds of the invention can be used and with which potential synergistic effects might be produced, illustrates the possible combinations:

[0687] M.1 AChE inhibitors: aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate; acephate, azamethiphos, azinphos-ethyl, azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifosmethyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, isopropyl O-(methoxyaminothio-phosphoryl) salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamidothion; 75

[0688] M.2. GABA-gated chloride channel antagonists: cyclodiene organochlorine compounds: endosulfan, chlordane; phenylpyrazoles: ethiprole, fipronil, flufiprole, pyrafluprole, pyriprole;

[0689] M.3 Sodium channel modulators: pyrethroids: acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, bioallethrin S-cylclopentenyl, bio-resmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fen propath rin, 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, transfluthrin; sodium channel modulators, e.g.: DDT, methoxychlor;

[0690] M.4 nAChR agonists: neonicotinoids: acetamiprid, clothianidin, cycloxaprid, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam; 4,5-dihydro-N-nitro-1-(2-oxiranylmethyl)-1H-imidazol-2-amine, (2E-)-1-[(6-Chloropyridin-3-yl)methyl]-N'-nitro-2-pentylidenehydrazinecarboximidamide; 1-[(6-Chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine; nicotine; sulfoxaflor; flupyradifurone; triflumezopyrim, fenmezoditiaz, flupyrimin, 1-[(2-chlorothiazol-5-yl)methyl]-3-(3,5-dimethylisoxazol-4-yl)pyrido[1,2-a]pyrimidine-2, 4-dione;

[0691] M.5 Nicotinic acetylcholine receptor allosteric activators:spinosyns, e.g. spinosad or spineto-ram;

[0692] M.6 Chloride channel activators from the class of avermectins and milbemycins, e.g. abamectin, emamectin benzoate, ivermectin, lepimectin, or milbemectin;

[0693] M.7 Juvenile hormone mimics, such as hydroprene, kino-prene, methoprene; fenoxycarb, or pyriproxyfen;

[0694] M.8 miscellaneous multi-site inhibitors: CHaBr, other alkyl halides, chloropicrin, sulfuryl fluoride, borax, tartar emetic;

[0695] M.9 Chordotonal organ TRPV channel modulators: afidopyropen, pymetrozine; pyrifluquinazon;

[0696] M.10 Mite growth inhibitors: clofentezine, hexythiazox, diflovidazin, etoxazole;

[0697] M.11 Microbial disruptors of insect midgut membranes: bacillus thuringiensis, bacillus sphaericus, and insecticdal proteins they produce e.g.: bacillus thuringiensis subsp. israelensis, bacillus sphaericus, bacillus thuringiensis subsp. aizawai, bacillus thuringiensis 76

[0698] subsp. kurstaki, bacillus thuringiensis subsp. tenebrionis, Bt crop proteins: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1;

[0699] M.12 Inhibitors of mitochondrial ATP synthase: diafenthiuron, organotin miticides, e.g.: azocyclotin, cyhexatin, fenbutatin oxide, propargite, tetradifon;

[0700] M.13 Uncouplers of oxidative phosphorylation via disruption of the proton gradient: chlorfenapyr, DNOC, sulfluramid;

[0701] M.14 nAChR channel blockers: nereistoxin analogues bensultap, cartap hydrochloride, thio-cyclam, thiosultap-sodium;

[0702] M.15 Inhibitors of the chitin biosynthesis type 0, e.g.: bistrifluron, chlorfluazuron, difluben-zuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron;

[0703] M.16 Inhibitors of the chitin biosynthesis type 1: buprofezin;

[0704] M.17 Moulting disruptors: Dipteran, cyromazine;

[0705] M.18 Ecdyson receptor agonists, e.g.: methoxyfenozide, tebufenozide, halofenozide, fufeno-zide, chromafenozide;

[0706] M.19 Octopamin receptor agonists: amitraz;

[0707] M.20 Mitochondrial complex III electron transport inhibitors: hydramethylnon, acequinocyl, fluacrypyrim; bifenazate;

[0708] M.21 METI acaricides and insecticides, e.g.: fenazaquin, fen pyroxi mate, pyrimidifen, pyrida-ben, tebufenpyrad, tolfenpyrad, rotenone;

[0709] M.22 Voltage-dependent sodium channel blockers: indoxacarb, metaflumizone, 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]-hydrazine carboxamide, N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide, N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide, 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide;

[0710] M.23 Inhibitors of the of acetyl CoA carboxylase, e.g.: spirodiclofen, spiromesifen, spirotetramat; spiropidion; spirobudifen, 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-one, spidoxamat; 77

[0711] M.24 Mitochondrial complex IV electron transport inhibitors: e.g. aluminium phosphide, calcium phosphide, zinc phosphide, cyanide;

[0712] M.25 Mitochondrial complex II electron transport inhibitors, e.g.: cyenopyrafen, cyflumetofen, cyetpyrafen, pyflubumide;

[0713] M.26 Ryanodine receptor-modulators: chlorantraniliprole, cyantraniliprole, cyclaniliprole, flubendiamide, fluchlordi niliprole, (R)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamid, (S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamide, methyl-2-[3,5-dibromo-2-({[3-bromo-1-(3-chlorpyridin-2-yl)-1 H-pyrazol-5-yl]carbonyl}amino)benzoyl]-1,2-dimethylhydrazine-carboxylate; 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; 3-chloro-1-(3-chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1 -cyano- 1-methylethyl)amino]carbonyl]phenyl]-1H-pyrazole-5-carboxamide; tetrachlorantraniliprole; tetraniliprole; tiorantraniliprole; N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methyl-phenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide; cyhalodiamide; N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1 H-pyrazole-5-carboxamide, pixoaniliprole;

[0714] M.27: Chordotonal organ Modulators: flonicamid;

[0715] M.28: broflanilide; fluxametamide, isocycloseram, piperflanilide;

[0716] M.29 acynonapyr;

[0717] M. IIN. Unknown mode of action: afoxolaner, azadirachtin, amidoflumet, ben-zoximate, bromopropylate, chinomethionat, cryolite, cyproflanilid, dicloromezotiaz, dicofol, dimpropyridaz, flufenerim, flometoquin, fluensulfone, fluhexafon, fluopyram, fluralaner, metaldehyde, metoxadiazone, mivorilaner, modoflaner, piperonyl butoxide, pyridalyl, tioxazafen, trifluenfuronate, umifoxolaner, 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one, 3-(4’-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one, 4-cyano-N-[2-cyano-5-[[[2,6-dibromo-4-[1,2, 2,3,3, 3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]amino]carbonyl]phenyl]-2-methyl-benzamide, 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, N-[5-[[[2-chloro-6-cyano-4-[1,2, 2,3,3, 3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]amino]carbonyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide, N-[5-[[[2-bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoro-methyl)ethyl]phenyl]amino]carbonyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide, N-[5-[[[2-bromo-6-chloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]amino]carbonyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide, 4-cyano-N-[2-cyano-5-[[[2,6-dichloro-4-[1,2, 2,3,3, 3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]amino]carbonyl]phenyl]-2-methyl-benzamide, 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoro-ethyl)sulfinyl]phenyl]-3-(trifluoromethyl)- 78

[0718] 1 H-1,2,4-triazole-5-amine, N-[5-[[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro-1- (trifluoromethyl)ethyl]phenyl]amino]carbonyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide, 4-cyano-N-[2-cyano-5-[[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]amino]carbonyl]phenyl]-2-methyl-benzamide, actives on basis of bacillus firmus (Votivo, 1-1582); fluazaindolizine; 5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)-phenoxy]propoxy]-1 H-pyrazole; 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; 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; 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide; 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;

[0719] 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridinyl)-5-thiazolyl]-pyridine; 2-[6-[2-(5-fluoro-3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine; 2-[6-[2-(3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine; N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide; N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide; 1-[(6-chloro-3-pyridinyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine; 1 -[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol; N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide; 1-[(6-chloro-3-pyridinyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine; 2-(3-pyridinyl)-N-(2-pyrimidinylmethyl )-2H-indazole-5-carboxamide; tyclopyrazoflor; sarolaner, lotilaner; N-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1, 1,2,2, 2-pentafluoroethyl)-4-(trifluoromethyl)-l H-pyrazole-5-carboxamide; N-[4-chloro-3- [[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1, 1,2,2, 2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide; 2-(3-ethylsulfonyl-2-pyridyl)-3-methyl-6-(tri-fluoromethyl)imidazo[4,5-b]pyridine, 2-[3-ethylsulfonyl-5-(trifluoromethyl)-2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine; N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide, N-[4-chloro- 3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; benzpyrimoxan; tigolaner; oxazosulfyl;

[0720] [(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; [(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; [(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;

[0721] [(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; (2Z)-3-(2-isopropylphenyl)-2-[(E)-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylenehydrazono]thiazolidin-4-one, (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, (2Z)-3-(2-isopropylphenyl)-2-[(E)-[4-[1-[4-(1, 1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3- 79 yl]phenyl]methylenehydrazono]thiazolidin-4-one; 2-(6-chloro-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(6-bromo-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(3-ethylsulfonyl-6-iodo-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(7-chloro-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6- (trifluoromethyl)imidazo[4,5-b]pyridine, 2-(7-chloro-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(3-ethylsulfonyl-7-iodo-imidazo[1,2-a]pyridin-2-yl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 3-ethylsulfonyl-6-iodo-2-[3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridin-2-yl]imidazo[1,2-a]pyridine-8-carbonitrile, 2-[3-ethylsulfonyl-8-fluoro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-[3-ethylsulfonyl-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethylsulfinyl)imidazo[4,5-b]pyridine, 2-[3-ethylsulfonyl-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine, 2-(6-bromo-3-ethylsulfonyl-imidazo[1,2-a]pyridin-2-yl)-6-(trifluoromethyl)pyrazolo[4,3-c]pyridine; N-[[2-fluoro-4-[(2S,3S)-2-hydroxy-3-(3,4,5-trichlorophenyl)-3- (trifluoromethyl)pyrrolidin-1-yl]phenyl]methyl]cyclopropanecarboxamide; sulfiflumin; flupentiofenox, N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-2-methylsulfonyl-propanamide, cyclobutrifluram; N-[4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-4-methylsulfonyl-5-(1,1,2,2,2-pentafluoroethyl)pyrazole-3-carboxamide, cyproflanilide, nicofluprole; 1,4-dimethyl-2-[2-(pyridin-3-yl)-2h-indazol-5-yl]-1, 2, 4-triazolidine-3, 5-dione, indazapyroxamet, N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-3-methylsulfonyl-propanamide, N-cyclopropyl-5-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]isoquinoline-8-carboxamide, 5-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5- (trifluoromethyl)-4H-isoxazol-3-yl]-N-(pyrimidin-2-ylmethyl)isoquinoline-8-carboxamide, N-[1-(2,6-difluorophenyl)pyrazol-3-yl]-2-(trifluoromethyl)benzamide, 5-((1R,3R)-3-(3,5- Bis(trifluoromethyl)phenyl)-2,2-dichlorocyclopropane-1-carboxamido)-2-chloro-N-(3-(2,2-difluoroacetamido)-2,4-difluorophenyl)benzamide, 1-[6-(2,2-difluoro-7-methyl- [1,3]dioxolo[4,5-f]benzimidazol-6-yl)-5-ethylsulfonyl-3-pyridyl]cyclopropanecarbonitrile, 6-(5-cyclopropyl-3-ethylsulfonyl-2-pyridyl)-2,2-difluoro-7-methyl-[1,3]dioxolo[4,5-f]benzimidazole, Ledprona. Flupyroxystrobin, 3,5-bis(trifluoromethyl)-N-[(1S)-1-[1-[6-(trifluoromethyl)-4-pyrimidinyl]-1H-1,2,4-triazol-5-yl]ethyl]-benzamide, 2-(3-ethylsulfonyl-2-pyridyl)-5-(2,2,3,3,3-pentafluoropropoxy)pyrazine, 2-[3-ethylsulfonyl-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]- 3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 9-(methoxymethyl)-5-(3-pyridyl)-2-oxa- 5,6,9,14-tetrazatricyclo[8.4.0.0A{3,7}]tetradeca-1(10),3,6,11,13-pentaen-8-one, bisulfufen, 2-[5-[(E)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-1-methyl-imidazol-2-yl]-5-cyclopropyl-3-ethylsulfonyl-pyridine, 2-(5-cyclopropyl-3-ethylsulfonyl-2-pyridyl)-5-(trifluoromethylsulfinyl)-1,3-benzoxazole, isoflualanam.

[0722] The commercially available compounds M listed above may be found in The Pesticide Manual, 18th Edition, C. MacBean, British Crop Protection Council (2018), or http: / / bcpcdata.com / pesticide-manual.html, http: / / www.alanwood.net / pesticides. 80

[0723] The active compounds described by IIIPAC nomenclature are known from CN103814937; WO2013 / 003977, W02007 / 101369, WO2018 / 177970, CN10171577, CN 102126994, W02007 / 101540, W02007 / 043677, WO2011 / 085575, W02008 / 134969, WO2012 / 034403, W02006 / 089633, W02008 / 067911, W02006 / 043635, W02009 / 124707, WO2013 / 050317, WO2010 / 060379, WO2010 / 127926, WO2010 / 006713, WO2012 / 000896, W02007 / 101369, WO2012 / 143317, WO2015 / 038503, EP2910126, WO2015 / 059039, W02015 / 190316, WO2012 / 126766, W02009 / 102736, WO2013 / 116053, WO2018 / 052136, WO2015150252, W02020055955, WO2021158455, WO2013092350, WO201811111, EP3608311, WO2019236274, WO2013092350, WO 2018052136, W02009102736, WO2016174049, WO2012126766, CN 106554335, WO2017054524, CN105153113, W02022072650; WO2018071327, W02022101502, WO2012158396, W02007079162, W02020013147, W02020097414, EP242081, WO2023058748, WO2017065228, EP3428166, WO2021029308, W02022009058, WO2017067500, W02020090585, WO2017146226, W02021043115, WO2023016278.

[0724] The following list of fungicides, in conjunction with which the compounds of the invention can be used, illustrates the possible combinations:

[0725] A) Respiration (C)

[0726] complex III at Qosite (Qol, C3): azoxystrobin (A.1.1), bifujunzhi (A.1.37), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), famoxadone (A.1.21), fenamidone (A.1.21), fenaminstrobin (A.1.6), flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin (A.1.11), metyltetraprole (A.1.25; member of MoA subgroup A), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), pyribencarb (A.1.19), pyriminostrobin (A.1.36), triclopyricarb (A.1.20), trifloxystrobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1 -methyl-allylideneaminooxymethyl)-phenyl)-2-methoxyimino- / \ / -methyl-acetamide (A.1.18), methyl- / V-[2-[(1,4-dimethyl-5-phenyl-pyrazol-3-yl)oxylmethyl]phenyl]- / \ / -methoxy-carbamate (A.1.22), (Z,2E)-5-[1-(2,4-di-chlorophenyl)pyrazol-3-yl]-oxy-2-methoxyimino- / \ / ,3-dimethyl-pent-3-enamide (A.1.34), (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino- / \ / ,3-dimethyl-pent-3-enamide (A.1.35), 2-(ortho-((2,5-dimethylphenyl-oxymethylen)phenyl)-3-methoxy-acrylic acid methylester (A.1.38), methyl (Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazol- 1 -yl)phenoxy]prop-2-enoate, methyl (Z)-2-[5-(3-isopropylpyrazol-1-yl)-2-methyl-phenoxy]-3-methoxy-prop-2-enoate, methyl (Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazol-1 -yl]phenoxy]prop-2-enoate, methyl (Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazol-2-yl)phenoxy]prop-2-enoate, methyl (Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazol- 2-yl]phenoxy]prop-2-enoate, methyl (Z)-2-[5-(4-isopropyltriazol-2-yl)-2-methyl-phenoxy]- 3-methoxy-prop-2-enoate, methyl (Z)-2-(5-cyclobutyl-2-methyl-phenoxy)-3-methoxy-prop- 2-enoate, methyl (Z)-2-(5-cyclopentyl-2-methyl-phenoxy)-3-methoxy-prop-2-enoate, methyl (Z)-2-(5-cyclopropyl-2-methyl-phenoxy)-3-methoxy-prop-2-enoate, methyl (Z)-2-(5-cyclohexyl-2-methyl-phenoxy)-3-methoxy-prop-2-enoate, methyl (E)-3-methoxy-2-[(2-methyl-5-phenyl-phenyl)methyl]prop-2-enoate, methyl (E)-3-methoxy-2-[(2-methyl- 81

[0727] 5-phenyl-phenyl)methyl]prop-2-enoate; methyl (E)-3-methoxy-2-[[5-[(E)- / V-methoxy-C-methyl-carbonimidoyl]-2,4-dimethyl-phenyl]methyl]prop-2-enoate; methyl (E)-2-[[5-(2-cyclopropylethynyl)-2,4-dimethyl-phenyl]methyl]-3-methoxy-prop-2-enoate; methyl (E)-3-methoxy-2-(2-phenyl-1,3-benzoxazol-4-yl)prop-2-enoate; methyl (E)-3-methoxy- 2-(2-phenyl-1,3-benzothiazol-4-yl)prop-2-enoate; methyl (E)-3-methoxy-2-(2-phenyl- 1,3-benzoxazol-7-yl)prop-2-enoate; methyl (Z)-2-[6-(2-cyclopropylethynyl)benzimidazol-1-yl]- 3-methoxy-prop-2-enoate; methyl (Z)-3-methoxy-2-(6-phenylbenzimidazol-1-yl)prop- 2-enoate; methyl (Z)-2-(3-chloro-6-phenyl-indol-1-yl)-3-methoxy-prop-2-enoate; methyl (Z)-2-(2,3-dichloro-6-phenyl-indol-1-yl)-3-methoxy-prop-2-enoate; methyl (Z)-3-methoxy-2-[6-[(E)-methoxyiminomethyl]indol-1-yl]prop-2-enoate; methyl (Z)-3-methoxy-2-[6-[(E)- / V-methoxy-C-methyl-carbonimidoyl]indol-1-yl]prop-2-enoate, methyl (E)-2-[4-chloro-2-(4-methylpent-1-ynyl)phenyl]-3-methoxy-prop-2-enoate, methyl (E)-3-methoxy- 2-[4-methoxy-2-(4-methylpent-1-ynyl)phenyl]prop-2-enoate, methyl (E)-2-(4-chloro-2-hex-1 -ynyl-phenyl)-3-methoxy-prop-2-enoate, methyl (E)-2-(2-hex-1 -ynyl-4-methoxy-phenyl)- 3-methoxy-prop-2-enoate, methyl (E)-2-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]- 6-methyl-phenyl]-3-methoxy-prop-2-enoate, methyl (2E)-2-[2-[[1 -(4-chlorophenyl)pyrazol- 3-yl]oxymethyl]-6-methyl-phenyl]-2-methoxyimino-actate,

[0728] (2E)-2-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-6-methyl-phenyl]-2-methoxyimino- / V-methyl-acetamide, methyl (E)-2-[2-[[(E)-1-(4-chlorophenyl)ethylideneamino]oxymethyl]-6-methyl-phenyl]-3-methoxy-prop-2-enoate, methyl (E)-3-methoxy-2-[2-methyl-6-[[(E)-1-[4-(trifluoromethyl)phenyl]ethylideneamino]oxymethyl]phenyl]prop-2-enoate, methyl (E)-2-[4-chloro-2-[[(E)-1-(4-chlorophenyl)ethylideneamino]oxymethyl]phenyl]-3-methoxy-prop-2-enoate, methyl (E)-2-[2-chloro- 6-[[(E)-1-(4-chlorophenyl)ethylideneamino]oxymethyl]phenyl]-3-methoxy-prop-2-enoate, methyl / V-[[5-[1-(2,6-difluoro-4-isopropyl-phenyl)pyrazol-3-yl]-2-methyl-phenyl]methyl]carbamate, methyl / V-[[5-[1-(4-cyclopropyl-2,6-difluoro-phenyl)pyrazol-3-yl]- 2-methyl-phenyl]methyl]carbamate;

[0729] complex III at Qi site (Qil, C4): 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), metarylpicoxamid (A.2.6);

[0730] complex II (SDHI, C2): benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), cyclobutrifluram (A.3.24), fenfuram (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluxapyroxad (A.3.9), furametpyr (A.3.10), inpyrfluxam (A.3.22), isofetamid (A.3.11), isoflucypram (A.3.31), isopyrazam (A.3.12), mepronil (A.3.13), oxycarboxin (A.3.14), penflufen (A.3.15), penthiopyrad (A.3.16), pydiflumetofen (A.3.17), pyrapropoyne (A.3.23), pyraziflumid (A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide (A.3.21), fluindapyr (A.3.28), / V-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]- 3-(difluoromethyl)-5-fluoro-1-methyl-pyrazole-4-carboxamide (A.3.29), methyl (E)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-enoate (A.3.30), 2-(difluoromethyl)- / V-(1,1,3-trimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.32), 2-(difluoromethyl)- / V-[(3 / ?)-1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide (A.3.33), 2-(difluoromethyl)- / V-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.34), 82

[0731] 2-(difluoromethyl)- / V-[(3 / ?)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35), 2-(difluoromethyl)- / V-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2-(difluoromethyl)- / V-[(3 / ?)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2-(difluoromethyl)- / V-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl)- / V-[(3R)-3-isobutyl-1, 1 -dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.39);

[0732] complex I NADH oxido-reductase (C1): diflumetorim (A.4.1);

[0733] uncouplers (C5): binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7);

[0734] inhibitors of ox. phosphorylation (C6): fentin salts, e.g. fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10);

[0735] ATP transport: silthiofam (A.4.11);

[0736] quinone inside and outside inhibitor stigmatellin binding type (QioSI; C8): ametoctradin (A.5.1);

[0737] B) Sterol biosynthesis (G)

[0738] C14 demethylase (DMI, G1): 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 (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluoxytioconazole (B.1.33), fluquinconazole (B.1.10), flusilazole (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.15), ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), 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), 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), 2-(chloromethyl)-2-methyl-5-(p-tolylmethyl)-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43), 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]- 3-pyridyl]oxy]benzonitrile (B.1.53), 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (B.1.54), 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]- 1-(1,2,4-triazol-1-yl)propan-2-ol (B.1.55), (2R)-2-[4-(4-chlorophenoxy)-2-(trifluoro-methyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, (2S)-2-[4-(4-chlorophenoxy)- 2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, methyl 2-[2-chloro- 4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate (B.1.56), 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid (B.1.57); imidazoles: imazalil (B.1.44), pefurazoate (B.1.45), prochloraz (B.1.46), triflumizole (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);

[0739] delta 14-reductase (G2): aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropidin (B.2.6), fenpropimorph (B.2.4), piperalin (B.2.7), spiroxamine (B.2.8), tridemorph (B.2.5); 83

[0740] 3-keto reductase (G3): fenhexamid (B.3.1), fenpyrazamine (B.3.2);

[0741] other: chlorphenomizole (B.4.1);

[0742] C) Nucleic acids metabolism (A)

[0743] RNA polymerase I (A1): 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);

[0744] adenosine deaminase (A2): bupirimate (C.2.4), 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);

[0745] DNA / RNA synthesis (A3): 5-fluorocytosine (C.2.5), hymexazole (C.2.1), octhilinone (C.2.2),

[0746] gyrase (A4): oxolinic acid (C.2.3);

[0747] dihydroorotate dehydrogenase (DHODH; A5): ipflufenoquin (C.5.1), quinofumelin (C.5.2), fenaptamidoquin (C.5.3);

[0748] D) Cytoskeleton and motor protein (B)

[0749] tubulin polymerization (MBC; B1): benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D.1.3), pyridachlometyl (D.1.6), thiabendazole (D.1.4), thiophanate-methyl (D.1.5), / V-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]butanamide (D.1.8), / \ / -ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]- / \ / -(2-fluoroethyl)butanamide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]- / \ / -(2-fluoroethyl)-2-methoxy-acetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]- / \ / -propyl-butanamide (D.1.12), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methoxy- / \ / -propyl-acetamide (D.1.13), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl- / \ / -propyl-acetamide (D.1.14), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]- / \ / -(2-fluoroethyl)-2-methylsulfanyl-acetamide (D.1.15), 4-(2-bromo-4-fluoro-phenyl)- / V-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine (D.1.16), 4-(2-bromo-4-fluorophenyl)- / V-(2-fluoro-6-nitrophenyl)-1,3-dimethyl-1 / 7-pyrazol- 5-amine, 4-(2-chloro-4,6-difluorophenyl)- / V-(2-fluoro-6-nitrophenyl)-1,3-dimethyl-1 / 7-pyrazol- 5-amine, 4-(2-chloro-4-fluorophenyl)- / V-(2-fluoro-6-nitrophenyl)-3-ethyl-1-methyl-1 / 7-pyrazol-5-amine, 4-(2-chloro-4-fluorophenyl)- / V-(2-fluoro-4-methyl-6-nitrophenyl)-1,3-dimethyl-1 / 7-pyrazol-5-amine, 4-(2-chloro-4-fluorophenyl)- / V-(2-fluoro-6-nitrophenyl)-1,3-dimethyl-1 / 7-pyrazol-5-amine, 4-(2,4-difluorophenyl)- / V-(2-fluoro-6-nitrophenyl)-1,3-dimethyl- 1 / 7-pyrazol-5-amine;

[0750] tubulin polymerization (B2): diethofencarb (D.2.1),

[0751] tubulin polymersation (B3): ethaboxam (D.2.2), zoxamide (D.2.5);

[0752] cell division (B4): pencycuron (D.2.3);

[0753] spectrin-like proteins (B5): fluopicolide (D.2.4), fluopimomide (D.2.9); actin / myosin / fimbrin function (B6): metrafenone (D.2.6), phenamacril (D.2.8), pyriofenone (D.2.7);

[0754] E) Amino acids and protein synthesis (D)

[0755] methionine synthesis (D1): cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3); 84

[0756] ribosome, termination step (D2): blasticidin-S (E.2.1);

[0757] ribosome initiation step (D3): kasugamycin (E.2.2), kasugamycin hydrochloride-hydrate (E.2.3);

[0758] ribosome initiation step (D4): streptomycin (E.2.5);

[0759] ribosome elongation step (D5): mildiomycin (E.2.4), oxytetracyclin (E.2.6);

[0760] F) Signal transduction

[0761] mechanism unknown (E1): proquinazid (F.2.2), quinoxyfen (F.2.1);

[0762] MAP / histidine kinase os-2 (E2): fludioxonil (F.1.5);

[0763] MAP / histidine kinase os-1 (E3): iprodione (F.1.2), procymidone (F.1.3), vinclozolin (F.1.4);

[0764] G) Lipid synthesis or transport I membrane (F)

[0765] methyl transferase (F2): edifenphos (G.1.1), iprobenfos (G.1.2), isoprothiolane (G.1.4); pyrazophos (G.1.3);

[0766] cell peroxidation (F3): biphenyl (G.2.5), chloroneb (G.2.6), dicloran (G.2.1), etridiazole (G.2.7), quintozene (G.2.2), tecnazene (G.2.3), tolclofos-methyl (G.2.4);

[0767] cell membrane permeability (F4): propamocarb (G.4.1);

[0768] ergosterol binding (F8): natamycin;

[0769] oxysterol binding protein (F9): fluoxapiprolin (G.5.3), oxathiapiprolin (G.5.1), 4-[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]- / \ / -tetralin-1-yl-pyridine- 2-carboxamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]- / V-tetralin-1-yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)- 5-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]- / \ / -tetralin-1-yl-pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl-3-(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]- / \ / -tetralin- 1-yl-pyridine-2-carboxamide (G.5.7), 4-[1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]- / V-tetralin-1-yl-pyridine-2-carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)- 3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]- / \ / -tetralin-1-yl-pyridine-2-carboxamide (G.5.9), 4-[1 -[2-[3,5-bis(trifluoromethyl)pyrazol-1 -yl]acetyl]-4-piperidyl]-A / -tetralin-1 -yl-pyridine- 2-carboxamide (G.5.10), (4-[1-[2-[5-cyclopropyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]- 4-piperidyl]- / V-tetralin-1-yl-pyridine-2-carboxamide (G.5.11), (1-(4-(4-(5-(2,6-dichlorophenyl)- 4.5-dihydroisoxazol-3-yl)thiazol-2-yl)piperidin-1-yl)-2-((3-trifluoromethyl)pyrazin- 2-yl)oxy)ethan-1-one, 1-(4-(4-(5-(2-chloro-6-fluorophenyl)-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)piperidin-1-yl)-2-((3-trifluoromethyl)pyridin-2-yl)oxy)ethan-1-one, tert-butyl 4-(4-(5-(2-bromo-6-fluorophenyl)-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)piperidin-1-carboxylate, ((2-(3-(2-(1-(2-(3,5-bis(trifluoromethyl)-1 / 7-pyrazol-1-yl)acetyl)piperidin-4-yl)thiazol-4-yl)- 4.5-dihydroisoxazo-5-yl)-3-fluorophenyl)imino)dimethyl-A6-sulfanone,

[0770] ((2-(3-(2-(1-(2-(3,5-bis(difluoromethyl)-1 / 7-pyrazol-1-yl)acetyl)piperidin-4-yl)thiazol-4-yl)- 4.5-dihydroisoxazo-5-yl)-3-fluorophenyl)imino)dimethyl-A6-sulfanone,

[0771] ((2-(3-(2-(1-(2-(3,5-bis(difluoromethyl)-1 / 7-pyrazol-1-yl)acetyl)piperidin-4-yl)thiazol-4-yl)- 4.5-dihydroisoxazo-5-yl)-3-chorophenyl)imino)(isopropyl)(methyl)-A6-sulfanone,

[0772] ((2-(3-(2-(1-(2-(3,5-bis(trifluoromethyl)-1 / 7-pyrazol-1-yl)acetyl)piperidin-4-yl)thiazol-4-yl)- 4.5-dihydroisoxazo-5-yl)-3-fluorophenyl)imino)(isopropyl)(methyl)-A6-sulfanone, 85

[0773] ((2-(3-(2-(1-(2-(3,5-bis(difluoromethyl)-1 / 7-pyrazol-1-yl)acetyl)piperidin-4-yl)thiazol-4-yl)- 4.5-dihydroisoxazo-5-yl)-3-(trifluoromethyl)phenyl)imino)dimethyl-A6-sulfanone, ((3-fluoro- 2-(3-(2-(1-(2-(5-methyl-3-(trifluoromethyl)-1 / 7-pyrazol-1-yl)acetyl)piperidin-4-yl)thiazol-4-yl)- 4.5-dihydroisoxazo-5-yl)-phenyl)imino)dimethyl-A6-sulfanone;

[0774] H) Multi Site Activity (M)

[0775] inorganics (M01): 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);

[0776] dithiocarbamates and relatives: 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), zinc thiazole (H.2.10);

[0777] organochlorine compounds (M04, M05, M06, M08): anilazine (H.3.1), captafol (H.3.3), captan (H.3.4), chlorothalonil (H.3.2), dichlofluanid (H.3.6), dichlorophen (H.3.7), folpet (H.3.5), hexachlorobenzene (H.3.8), pentachlorphenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11);

[0778] guanidines, quinones, quinoxalines, maleimides, thiocarbamates (M07, M09, M10, M11, M12): chinomethionat (H.4.13), dithianon (H.4.9), fluoroimide (H.4.11), guanidine (H.4.1), guazatine (H.4.4), guazatine-acetate (H.4.5), iminoctadine (H.4.6), iminoctadine-triacetate (H.4.7), iminoctadine-tris(albesilate) (H.4.8), methasulfocarb (H.4.12), 2,6-dimethyl-1 / 7,5 / 7-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2 / 7,6 / 7)-tetraone (H.4.10),

[0779] I) Cell wall biosynthesis (H) and melanin synthesis in cell wall (I)

[0780] chitin synthase (H4): polyoxin B (1.1.2);

[0781] cellulose synthase (H5): benthiavalicarb (1.3.5), dimethomorph (1.3.1), flumorph (1.3.2), iprovalicarb (1.3.6), mandipropamid (1.3.3), pyrimorph (1.3.4), valifenalate (1.3.7);

[0782] reductase in melanin synthesis (MBI-R; 11) pyroquilon (1.2.1), tricyclazole (1.2.2); dehydratase in melanin synthesis (MBI-D, I2); carpropamid (1.2.3), dicyclomet (1.2.4), fenoxanil (1.2.5);

[0783] polyketide synthase in melanin synthesis (MBI-P, I3): tolprocarb (1.2.6);

[0784] J) Plant defence induction (P1 to P8)

[0785] salicylate-related (P01-P03, P08): acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), dichlobentiazox (J.1.13); phosphonates (P07): 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); others: potassium or sodium bicarbonate (J.1.9), 4-cyclopropyl- / V-(2,4-dimethoxyphenyl)thiadiazole-5-carboxamide (J.1.10);

[0786] K) Unknown mode of action (U)

[0787] aminopyrifen (K.1.54), benziothiazolinone (K.1.48), bromothalonil (K.1.49), bronopol (K.1.1), cyflufenamid (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclomezine (K.1.8), difenzoquat (K.1.9), difenzoquat-methylsulfate (K.1.10), diphenylamin (K.1.11), dodine, dodine free base (K.1.18), fenitropan (K.1.12), flufenoxadiazam (K.1.58) 86

[0788] [MoA proposed: class II histone deacetylase inhibitor], flumetover (K.1.14), flumetylsulforim (K.1.60), flusulfamide (K.1.15), flutianil (K.1.16), harpin (K.1.17), nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), oxine-copper (K.1.22), picarbutrazox (K.1.41), pyrisoxazole (K.1.37), seboctylamine (K.1.61), tebufloquin (K.1.24), tecloftalam (K.1.25), triazoxide (K.1.26), validamycin (K.1.2); / V -(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)- / \ / -ethyl- / V-methyl formamidine (K.1.27), / V-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)- / V-ethyl- / \ / -methyl formamidine (K.1.28), / V-[4-[[3-[(4-chlorophenyl)methyl]- 1.2.4-thiadiazol-5-yl]-oxy]-2,5-dimethyl-phenyl]- / V-ethyl- / V-methyl-formamidine (K.1.29), / V-(5-bromo-6-indan-2-yloxy-2-methyl-3-pyridyl)- / \ / -ethyl- / \ / -methyl-formamidine (K.1.30), / V-[5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]- / \ / -ethyl- / \ / -methyl-formamidine (K.1.31), / V-[5-bromo-6-(4-isopropylcyclohexoxy)-2-methyl-3-pyridyl]- / \ / -ethyl- / V-methyl-formamidine (K.1.32), / V-[5-bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]- / \ / -ethyl- / V-methyl-formamidine (K.1.33), / V -(2-methyl-5-trifluoromethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)- / V-ethyl- / \ / -methyl formamidine (K.1.34), / V-(5-difluoromethyl-2-methyl- 4-(3-trimethylsilanyl-propoxy)-phenyl)- / \ / -ethyl- / \ / -methyl formamidine (K.1.35), 2-(4-chloro-phenyl)- / V-[4-(3,4-dimethoxy-phenyl)-isoxazol-5-yl]-2-prop-2-ynyloxy-acetamide (K.1.36), 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-1 / 7-benzoimidazole (K.1.39), ethyl (Z)-3-amino- 2-cyano-3-phenyl-prop-2-enoate (K.1.40), pentyl / \ / -[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.42), but-3-ynyl / V-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.43), 2-(6-benzyl-2-pyridyl)quinazoline (K.1.50), 2-[6-(3-fluoro-4-methoxy-phenyl)- 5-methyl-2-pyridyl]-quinazoline (K.1.51 ), / V-(2,5-dimethyl-4-phenoxy-phenyl)- / V-ethyl- / V-methyl-formamidine (K.1.53), / V'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)- 3-pyridyl]- / V-ethyl- / V-methyl-formamidine (K.1.56), A / -[4-(4,5-dichlorothiazol-2-yl)oxy- 2,5-dimethyl-phenyl]- / V-ethyl- / V-methyl-formamidine (K.1.57), / V-methyl-4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]benzenecarbothioamide (K.1.59), / V-methoxy- / V-[[4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]phenyl]methyl]cyclopropane-carboxamide (K.1.61), / V-((4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl)methyl)propanamide (K.1.62), 3.3.3-trifluoro- / V-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]methyl]propanamide (K.1.63), 3,3,3-trifluoro- / V-[[2-fluoro-4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]phenyl]methyl] propanamide (K.1.64), / V-[2,3-difluoro- 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl]-butanamide (K.1.65), / V-[[2,3-difluoro- 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide (K.1.66), 1-methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea

[0789] (K.1.67), 1, 1 -diethyl-3-[[4-[5-[trifluoromethyl]-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.68), / V,2-dimethoxy- / V-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide (K.1.69), / V-ethyl-2-methyl- / V-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]methyl]propanamide (K.1.70), 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.71), 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one (K.1.72), 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (K.1.73), 4-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]morpholin-3-one (K.1.74), 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)- 87

[0790] 1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (K.1.75), 2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (K.1.76), 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (K.1.77), 3.3-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (K.1.78), 2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazinan-3-one (K.1.79), 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]azepan-2-one (K.1.80), 4.4-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one (K.1.81), 5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin- 2-one (K.1.82), ethyl 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole- 4-carboxylate (K.1.83), / V-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]methyl]pyrazole-4-carboxamide (K.1.84), / V, / V-dimethyl-1-[4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]benzyl]-1 / 7-1,2,4-triazol-3-amine (K.1.85), / V-methoxy-ZV-methyl- 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide (K.1.86), propyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide (K.1.87), / V-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole- 4-carboxamide (K.1.88), / V-allyl- / V-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]methyl]propanamide (K.1.89), 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.90), 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.91), A / -allyl-A / -[[4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]phenyl]methyl]acetamide (K.1.92), / V-[4-[5-(trifluoromethyl)- 1.2.4-oxadiazol-3-yl]benzyl]cyclopropanecarboxamide (K.1.93), 1-methyl-3-[[4-[5-(trifluoro-methyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.94), / \ / '-[2-chloro-4-(2-fluorophenoxy)- 5-methyl-phenyl]- / V-ethyl- / V-methyl-formamidine (K.1.95), / V-[2-chloro-4-[(4-methoxy-phenyl)methyl]-5-methyl-phenyl]- / V-ethyl- / V-methyl-formamidine (K.1.96), / V'-[2-chloro- 4-[(4-cyano-phenyl)methyl]-5-methyl-phenyl]- / V-ethyl- / V-methyl-formamidine (K.1.97), / V'-[2,5-dimethyl-4-(o-tolylmethyl)phenyl]- / \ / -ethyl-N-methyl-formamidine (K.1.98), 6-chloro- 3-(3-cyclopropyl-2-fluoro-phenoxy)- / V-[2-(2,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (K.1.99), 3-(3-bromo-2-fluoro-phenoxy)-6-chloro- / V-[2-(2-chloro- 4-methyl-phenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (K.1.100), 6-chloro- / \ / -[2-(2-chloro-4-methyl-phenyl)-2,2-difluoro-ethyl]-3-(3-cyclopropyl-2-fluoro-phenoxy)- 5-methyl-pyridazine-4-carboxamide (K.1.101 ), 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)- / V-[2-(3,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (K.1.102), 6-chloro-3-(3-chloro-2-fluoro-phenoxy)- / V-[2-(2,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (K.1.103), / V-[2-(2-bromo-4-methyl-phenyl)-2,2-difluoro-ethyl]-6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-5-methyl-pyridazine-4-carboxamide (K.1.104), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl- / \ / -spiro[3.4]octan-3-yl-thiazole- 4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]- / V-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]- / V-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro- 4-pyridyl)amino]- / V-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide,

[0791] / V-[1-[[3-[2-(5-fluoro-2-methoxy-phenyl)-2-hydroxy-ethyl]-5-[(Z)- / V-isopropoxy-C-methyl-carbonimidoyl]-2,6-dioxo-pyrimidin-1-yl]methyl]-2-methyl-propyl]-2-methyl-propanamide, / V-[1-[[3-[2-(5-fluoro-2-methoxy-phenyl)-2-hydroxy-ethyl]-5-[(Z)- / V-isopropoxy-C-methyl- 88

[0792] carbonimidoyl]-2,6-dioxo-pyrimidin-1-yl]methyl]-2-methyl-propyl]-2,2-dimethyl-propanamide, / \ / -[2-[3-[2-(5-fluoro-2-methoxy-phenyl)-2-hydroxy-ethyl]-5-[(Z)- / \ / -isopropoxy-C-methyl-carbonimidoyl]-2,6-dioxo-pyrimidin-1-yl]-1-methyl-ethyl]-2-methyl-propanamide,

[0793] / \ / -[2-[3-[2-hydroxy-2-(2-methoxyphenyl)ethyl]-5-[(Z)- / \ / -isopropoxy-C-methyl-carbonimidoyl]- 2,6-dioxo-pyrimidin-1-yl]-1-methyl-ethyl]-2-methyl-propanamide, / \ / -[2-[3-[2-(2-cyanoethoxy)- 2-(5-fluoro-2-methoxy-phenyl)ethyl]-5-[(Z)- / \ / -isopropoxy-C-methyl-carbonimidoyl]-2,6-dioxo-pyrimidin-1-yl]-1-methyl-ethyl]-2-methyl-propanamide, rac-3-[3-(3-chloro-2-fluoro-phenoxy)-6-methyl-pyridazin-4-yl]-5-[(2-chloro-4-methyl-phenyl)methyl]-5,6-dihydro- 4 / 7-1,2,4-oxadiazine, (5S)-3-[3-(3-chloro-2-fluoro-phenoxy)-6-methyl-pyridazin-4-yl]- 5-[(2-chloro-4-methyl-phenyl)methyl]-5,6-dihydro-4 / 7-1,2,4-oxadiazine, (5 / ?)-3-[3-(3-chloro- 2-fluoro-phenoxy)-6-methyl-pyridazin-4-yl]-5-[(2-chloro-4-methyl-phenyl)methyl]-5,6-dihydro- 4 / 7-1,2,4-oxadiazine, 2-(4-fluorophenoxy)-1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]ethanone, 2-[(6-fluoro-3-pyridyl)oxy]-1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]ethanone, 2-(4-fluoroanilino)-1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl]phenyl]ethenone, ethyl 1-[[4-[[2-(trifluoromethyl)-1,3-dioxolan- 2-yl]methoxy]phenyl]methyl]-1 / 7-pyrazole-4-carboxylate, ethyl 1-[[4-[[(1Z)-2-ethoxy-3,3,3-trifluoro-1-propen-1-yl]oxy]phenyl]methyl]-1 / 7-pyrazole-4-carboxylate.

[0794] The fungicides described by common names, their preparation and their activity e.g. against harmful fungi is known (cf.: http: / / www.alanwood.net / pesticides / ); these substances are commercially available.

[0795] The active substances referred to as component 2) or 3) herein, their preparation and their activity e.g. against fungi is known (www.bcpcpesticidecompendium.bcpc.org / ); many of them are commercially available. Compounds defined by IIIPAC nomenclature, their preparation and pesticidal activity are also known (e.g. Can. J. Plant Sci. 48(6), 587-94, 1968; EP-141 317; EP-152031; EP-226917; EP-243970; EP-256503; EP-428941; EP-532 022; EP-1 028 125; EP-1 035 122; EP-1 201 648; EP-1 122244, JP2002316902; DE19650197; DE10021412; DE102005009458; US 3,296,272; US 3,325,503; WO 98 / 46608; WO 99 / 14187; WO 99 / 24413; 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 / 24010, 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 13 / 47441, WO 16 / 156241, WO 16 / 162265, WO 23 / 99460, WO 21 / 244950, WO 21 / 244951, WO 22 / 130188, WO 22 / 243810, WO 21 / 255070, WO 21 / 176057, WO 21 / 153754, JP2023064110, JP2022153603, 89

[0796] JP2022046550, JP2022031355, WO 22 / 249074, WO 23 / 046861, WO 18 / 177894, WO 20 / 212513, WO 20 / 097012, US 2023 / 0069915. Some compounds are identified by their CAS Registry Number.

[0797]

[0798] Suitable mixing partners for the compounds of the invention also include biopesticides.

[0799] Biopesticides have been defined as a form of pesticides based on micro-organisms (bacteria, fungi, viruses, nematodes, etc.) or natural products (compounds, e.g. metabolites, proteins, or extracts from biological or other natural sources) (U. S. Environmental Protection Agency: http: / / www.epa.gov / pesticides / biopesticides / ). Biopesticides fall into two major classes, microbial and biochemical pesticides:

[0800] (1) Microbial pesticides consist of bacteria, fungi or viruses (and often include the metabolites that bacteria and fungi produce). Entomopathogenic nematodes are also classified as microbial pesticides, even though they are multi-cellular.

[0801] (2) Biochemical pesticides are naturally occurring substances or or structurally-similar and functionally identical to a naturally-occurring substance and extracts from biological sources that control pests or provide other crop protection uses as defined below, but have non-toxic mode of actions (e.g. growth or developmental regulation, attractants, repellents or defence activators (e.g. induced resistance) and are relatively non-toxic to mammals.

[0802] The following list of biopesticides, in conjunction with which the compounds of the invention can be used, illustrates the possible combinations:

[0803] L) Biopesticides

[0804] L1) Microbial pesticides with fungicidal, bactericidal, viricidal and / or plant defense activator activity: Ampelomyces quisqualis, Aspergillus flavus, Aureobasidium pullulans, Bacillus altitudinis, B. amyloliquefaciens, B. amyloliquefaciens ssp. plantarum (also referred to as B. velezensis), B. megaterium, B. mojavensis, B. mycoides, B. 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. catenulate (also named Gliocladium cate nu latum), Gliocladium roseum, Lysobacter antibioticus, L. enzymogenes, Metschnikowia fructicola, Microdochium dimerum, Microsphaeropsis ochracea, Muscodor albus, Paenibacillus alvei, Paenibacillus epiphyticus, P. polymyxa, Pantoea 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, Trichoderma asperelloides, T. asperellum, T. atroviride, T. fertile, T. gamsii, T. harmatum, T. harzianum, T. polysporum, T. stromaticum, T. virens, T. viride, Typhula phacorrhiza, Ulocladium oudemansii, Verticillium dahliae, zucchini yellow mosaic virus (avirulent strain); 90

[0805] L2) Biochemical pesticides with fungicidal, bactericidal, viricidal and / or plant defense activator activity: harpin protein, plant oils (BM3): tea tree oil, orange oil (L.2.1), eugenol, limonene (L.2.2), geraniol (L.2.3), thymol (L.2.4); Reynoutria sachalinensis extract, aureobasidin (in particular aureobasidin A (L.2.5)), ambruticin (L.2.6), bafilomycin (L.2.7) (in particular bafilomycin A1, B1 and C1), chlorflavonin (L.2.8), cinnamaldehyde (L.2.9), natamycin (L.2.10; F8);

[0806] L3) Microbial pesticides with insecticidal, acaricidal, molluscidal and / or nematicidal 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, B. brongniartii, Burkholderia spp., Chromo bacterium subtsugae, Cydia pomonella granulovirus (CpGV), Cryptophlebia leucotreta granulovirus (CrleGV), Flavobacterium spp., Helicoverpa armigera nucleopolyhedrovirus (HearNPV), Helicoverpa zea nucleopolyhedrovirus (HzNPV), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV), Heterorhabditis bacteriophora, Isariafumosorosea, 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 littoralis nucleopolyhedrovirus (SpliNPV), Steinernema carpocapsae, S. feltiae, S. kraussei, Streptomyces galbus, S. microflavus',

[0807] L4) Biochemical pesticides with insecticidal, acaricidal, molluscidal, pheromone and / or nematicidal activity: L-carvone, citral, (E, Z)-7,9-dodecadien-1-yl acetate, ethyl formate, (E, Z)-2,4-ethyl decadienoate (pear ester), (Z, Z, E)-7,11,13-hexadecatrienal, heptyl butyrate, isopropyl myristate, lavanulyl 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, pentatermanone, (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, extract of Chenopodium ambrosiodes, Neem oil, Quillay extract; L5) Microbial pesticides with plant stress reducing, plant growth regulator, plant growth promoting 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, Mesorhizobium spp., Rhizobium leguminosarum bv. phaseoli, R. I. bv. trifolii, R. I. bv. viciae, R. tropici, Sinorhizobium meliloti.

[0808] The biopesticides from group L1) and / or L2) may also have insecticidal, acaricidal, molluscidal, pheromone, nematicidal, plant stress reducing, plant growth regulator, plant growth promoting and / or yield enhancing activity. The biopesticides from group L3) and / or L4) may also have fungicidal, bactericidal, viricidal, plant defense activator, plant stress reducing, plant growth regulator, plant growth promoting and / or yield enhancing activity. The biopesticides from group L5) may also have fungicidal, bactericidal, viricidal, plant defense activator, insecticidal, acaricidal, molluscidal, pheromone and / or nematicidal activity. 91

[0809] Many of these biopesticides have been deposited under deposition numbers mentioned herein (the prefices e.g. ATCC or DSM refer to the acronym of the respective culture collection, for details see e.g. here: http: / / www. wfcc.info / ccinfo / collection / by_acronym / ), are referred to in literature, registered and / or are commercially available: mixtures of Aureobasidium pullulans DSM 14940 and DSM 14941 isolated in 1989 in Konstanz, Germany (e.g. blastospores in BlossomProtect® from bio-ferm GmbH, Austria), Azospirillum brasilense Sp245 originally isolated in wheat reagion of South Brazil (Passo Fundo) at least prior to 1980 (BR 11005; e.g. GELFIX® Gramineas from BASF Agricultural Specialties Ltd., Brazil), A. brasilense strains Ab-V5 and Ab-V6 (e.g. in AzoMax from Novozymes BioAg Produtos papra Agricultura Ltda., Quattro Barras, Brazil or Simbiose-Maíz® from Simbiose-Agro, Brazil; Plant Soil 331, 413-425, 2010), Bacillus amyloliquefaciens strain AP-188 (NRRL B-50615 and B-50331; US8,445,255); B. amylo-liquefaciens ssp. plantarum strains formerly also sometimes referred to as B. subtilis, recently together with B. methylotrophicus, and B. velezensis classified as B. velezensis (Int. J. Syst. Evol. Microbiol. 66, 1212-1217, 2016): B. a. ssp. plantarum or B. velezensis D747 isolated from air in Kikugawashi, Japan (US 20130236522 A1; FERM BP 8234; e.g. Double Nickel™ 55 WDG from Certis LLC, USA), B. a. ssp. plantarum or B. velezensis FZB24 isolated from soil in Brandenburg, Germany (also called SB3615; DSM 96-2; J. Plant Dis. Prot. 105, 181-197, 1998; e.g. Taegro® from Novozyme Biologicals, Inc., USA), B. a. ssp. 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. ssp. plantarum or B. vele-zensis MBI600 isolated from faba bean in Sutton Bonington, Nottinghamshire, U. K. at least before 1988 (also called 1430; NRRL B 50595; US 2012 / 0149571 A1; e.g. Integral® from BASF Corp., USA), B. a. ssp. plantarum or B. velezensis QST-713 isolated from peach orchard in 1995 in California, U. S. A. (NRRL B 21661; e.g. Serenade® MAX from Bayer Crop Science LP, USA), B. a. ssp. plantarum or B. velezensis TJ1000 isolated in 1992 in South Dakoda, U. S. A, (also called 1BE; ATCC BAA-390; CA 2471555 A1; e.g. QuickRoots™ from TJ Technologies, Watertown, SD, USA); B. firmus CNCM 1-1582, a variant of parental strain EIP-N1 (CNCM 1-1556) isolated from soil of central plain area of Israel (WO 2009 / 126473, US6,406,690; e.g. Votivo® from Bayer CropScience LP, USA), B. pumilus GHA 180 isolated from apple tree rhizo-sphere in Mexico (IDAC 260707-01; e.g. PRO-MIX® BX from Premier Horticulture, Quebec, Canada), B. pumilus INR-7 otherwise referred to as BU F22 and BU-F33 isolated at least be-fore 1993 from cucumber infested by Erwinia tracheiphila (NRRL B-50185, NRRL B-50153; US 8,445,255), B. pumilus KFP9F isolated from the rhizosphere of grasses in South Africa at least before 2008 (NRRL B-50754; WO 2014 / 029697; e.g. BAC-UP or FUSION-P from BASF Agricultural Specialities (Pty) Ltd., South Africa), B. pumilus QST 2808 was isolated from soil collected in Pohnpei, Federated States of Micronesia, in 1998 (NRRL B 30087; e.g. Sonata® or Ballad® Plus from Bayer Crop Science LP, USA), B. simplex ABU 288 (NRRL B-50304; US8,445,255), B. subtilis FB17 also called UD 1022 or UD10-22 isolated from red beet roots in North America (ATCC PTA-11857; System. Appl. Microbiol. 27, 372-379, 2004; US2010 / 0260735; WO 2011 / 109395); B. thuringiensis ssp. aizawai ABTS-1857 isolated from soil taken from a lawn in Ephraim, Wisconsin, U. S. A., in 1987 (also called ABG 6346; ATCC SD-1372; e.g. XenTari® from BioFa 92

[0810] AG, Munsingen, Germany), B. t. ssp. kurstaki ABTS-351 identical to HD-1 isolated in 1967 from diseased Pink Bollworm black larvae in Brownsville, Texas, U. S. A. (ATCC SD-1275; e.g. Dipel® DF from Valent BioSciences, IL, USA), B. t. ssp. kurstaki SB4 isolated from E. saccharina larval cadavers (NRRL B-50753; e.g. Beta Pro® from BASF Agricultural Specialities (Pty) Ltd., South Africa), B. t. ssp. tenebrionis NB-176-1, a mutant of strain NB-125, a wild type strain isolated in 1982 from a dead pupa 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. Naturalis® from CBC (Europe) S.r.l., Italy), B. bassiana PPRI 5339 isolated from the larva of the tortoise beetle Conchyloctenia punctata (NRRL 50757; e.g. BroadBand® from BASF Agricultural Specialities (Pty) Ltd., South Africa), Bradyrhizobium elkanii strains SEMIA 5019 (also called 29W) isolated in Rio de Janeiro, Brazil and SEMIA 587 isolated in 1967 in the State of Rio Grande do Sul, from an area previously inoculated with a North American isolate, and used in commercial inoculants since 1968 (Appl. Environ. Microbiol. 73(8), 2635, 2007; e.g. GELFIX 5 from BASF Agricultural Specialties Ltd., Brazil), B. japonicum 532c isolated from Wisconsin field in U. S. A. (Nitragin 61A152; Can. J. Plant. Sci.

[0811] 70, 661-666, 1990; e.g. in Rhizoflo®, Histick®, Hicoat® Super from BASF Agricultural Specialties Ltd., Canada), B. japonicum E-109 variant of strain USDA 138 (INTA E109, SEMIA 5085; Eur. J. Soil Biol. 45, 28-35, 2009; Biol. Fertil. Soils 47, 81-89, 2011); B. japonicum strains deposited at SEMIA known from Appl. Environ. Microbiol. 73(8), 2635, 2007: SEMIA 5079 isolated from soil in Cerrados region, Brazil by Embrapa-Cerrados used in commercial inoculants since 1992 (CPAC 15; e.g. GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil), B. japonicum SEMIA 5080 obtained under lab condtions by Embrapa-Cerrados in Brazil and used in commercial inoculants since 1992, being a natural variant of SEMIA 586 (CB1809) originally isolated in U. S. A. (CPAC 7; e.g. GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil); Burkholderia sp. A396 isolated from soil in Nikko, Japan, in 2008 (NRRL B-50319; WO 2013 / 032693; Marrone Bio Innovations, Inc., USA), Coniothyrium minitans CON / M / 91-08 isolated from oilseed rape (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, U. K.), Helicoverpa armigera nucleopolyhedrovirus (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 single capsid nucleopolyhedrovirus (HzSNPV) (e.g. Gemstar® from Certis LLC, USA), Helicoverpa zea nucleopolyhedrovirus ABA-NPV-U (e.g. Heligen® from AgBiTech Pty Ltd., Queensland, Australia), Heterorhabditis bacteriophora (e.g. Nemasys® G from BASF Agricultural Specialities Limited, UK), Isaria fumosorosea Apopka-97 isolated from mealy bug on gynura in Apopka, Florida, U. S. A. (ATCC 20874; Biocontrol Science Technol. 22(7), 747-761, 2012; e.g. PFR-97™ or PreFeRal® from Certis LLC, USA), Metarhizium anisopliae var. anisopliae F52 also called 275 or V275 isolated from codling moth in Austria (DSM 3884, ATCC 90448; e.g. Met52® Novozymes Biologicals BioAg Group, Canada), Metschnikowia fructicola 277 isolated from grapes in the central part of Israel (US 6,994,849; NRRL Y-30752; e.g. formerly Shemer® from Agrogreen, Israel), Paecilomyces 93

[0812] ilacinus 251 isolated from infected nematode eggs in the Philippines (AGAL 89 / 030550; WO1991 / 02051; Crop Protection 27, 352-361, 2008; e.g. BioAct® from Bayer CropScience AG, Germany and MeloCon® from Certis, USA), Paenibacillus alvei NAS6G6 isolated from the rhizosphere of grasses in South Africa at least before 2008 (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 a variety of 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 isolated from a soybean field in the mid-2000s in Illinois, U. S. A. (ATCC SD 5833; Federal Register 76(22), 5808, February 2, 2011; e.g. Clariva™ PN from Syngenta Crop Protection, LLC, USA), Penicillium bilaiae (also called P. bilaii) strains ATCC 18309 (= ATCC 74319), ATCC 20851 and / or ATCC 22348 (=ATCC 74318) originally isolated from soil in Alberta, Canada (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, CA, USA or Milsana® from BioFa AG, Germany), Steinernema carpocapsae (e.g. Millenium® from BASF Agricultural Specialities Limited, UK), S. feltiae (e.g. Nemashield® from BioWorks, Inc., USA; Nemasys® from BASF Agricultural Specialities Limited, UK), 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 called KRL-AG2 (ATCC 20847; BioControl 57, 687-696, 2012; e.g. Plantshield® from BioWorks Inc., USA or SabrEx™ from Advanced Biological Marketing Inc., Van Wert, OH, USA).

[0813] According to the invention, the solid material (dry matter) of the biopesticides (with the exception of oils e.g. Neem oil) are considered as active components (e.g. to be obtained after drying or evaporation of the extraction or suspension medium in case of liquid formulations of the microbial pesticides).

[0814] In accordance with the invention, the weight ratios and percentages used herein for a biological extract e.g. Quillay extract are based on the total weight of the dry content (solid material) of the respective extract(s).

[0815] The total weight ratios of compositions comprising at least one microbial pesticide in the form of viable microbial cells including dormant forms, can be determined using the amount of CFU of the respective microorganism to calculate the total weight of the respective active component with the following equation that 1x1010CFU equals one gram of total weight of the respective active component. Colony forming unit is measure of viable microbial cells, in particular fungal and bacterial cells. In addition, here “CFU” may also be understood as the number of (juvenile) individual nematodes in case of (entomopathogenic) nematode biopesticides, e.g. Steinernema feltiae. 94

[0816] When mixtures comprising microbial pesticides are employed in crop protection, the application rates range from 1x106to 5x1016(or more) CFU / ha, preferably from 1x108to 1x1013CFU / ha, and even more preferably from 1x109to 5x1015CFU / ha and in particular from 1x1012to 5x1014CFU / ha. In the case of nematodes as microbial pesticides (e.g. Steinernema feltiae), the application rates regularly range from 1x105to 1x1012(or more), preferably from 1x108to 1x1011, more preferably from 5x108to 1x1010individuals (e.g. in the form of eggs, juvenile or any other live stages, preferably in an infetive juvenile stage) per ha.

[0817] When mixtures comprising microbial pesticides are employed in seed treatment, the application rates generally range from 1x106to 1x1012(or more) CFU / seed, preferably from 1x106to 1x109CFU / seed. Furthermore, the application rates with respect to seed treatment generally range from 1x107to 1x1014(or more) CFU per 100 kg of seed, preferably from 1x109to 1x1012CFU per 100 kg of seed.

[0818] Formulations

[0819] The invention also relates to agrochemical compositions comprising an auxiliary and at least one compound of the invention or a mixture thereof.

[0820] An agrochemical composition comprises a pesticidally effective amount of a compound of the invention or a mixture thereof.

[0821] The compounds of the invention or the mixtures thereof can be converted into customary types of agro-chemical compositions, e.g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof. Examples for composition types are suspensions (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 dusts (e.g. WP, SP, WS, DP, DS), pressings (e.g. BR, TB, DT), granules (e.g. WG, SG, GR, FG, GG, MG), insecticidal articles (e.g. LN), as well as gel formulations for the treatment of plant propagation materials e.g. seeds (e.g. GF). These and further compositions types are defined in the “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6th Ed. May 2008, CropLife International.

[0822] The compositions are prepared in a known manner, e.g. described by 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.

[0823] Examples for suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders. 95

[0824] Suitable solvents and liquid carriers are water and organic solvents, e.g. mineral oil fractions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; hydrocarbons, e.g. toluene, paraffin, tetrahydronaphthalene, alkylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol; glycols; DMSO; ketones, e.g. cyclohexanone; esters, e.g. lactates, carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.

[0825] Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, CaSO4, MgSO4, MgO; polysaccharide powders, e.g. cellulose, starch; fertilizers, e.g. (NH4)2SO4, (NH4)3PO4, NH4NO3, ureas; products of vegetable origin, e.g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.

[0826] Suitable surfactants are surface-active compounds, e.g. anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emusifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1: Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International or North American Ed.).

[0827] Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and 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 oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.

[0828] 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 e.g. alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide. 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 sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides. Examples of polymeric surfactants are homo- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate. 96

[0829] Suitable cationic surfactants are quaternary surfactants, e.g. quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines, or polyethyleneamines.

[0830] Suitable adjuvants are compounds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the compounds of the invention on the target. Examples are surfactants, mineral or vegetable oils, and other auxilaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T& F Informa UK, 2006, chapter 5.

[0831] Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), anorganic clays (organically modified or unmodified), polycarboxylates, and silicates.

[0832] Suitable bactericides are bronopol and isothiazolinone derivatives e.g. alkylisothiazolinones and benzisothiazolinones.

[0833] Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea, and glycerin.

[0834] Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.

[0835] Suitable colorants (e.g. in red, blue, or green) are pigments of low water solubility and water-soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin-, azo-, and phthalocyanine colorants).

[0836] Suitable tackifiers or binders are polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.

[0837] Examples for composition types and their preparation are:

[0838] i) Water-soluble concentrates (SL, LS)

[0839] 10-60 wt% of a compound I according to the invention and 5-15 wt% wetting agent (e.g. alcohol alkoxylates) are dissolved in water and / or in a water-soluble solvent (e.g. alcohols) up to 100 wt%. The active substance dissolves upon dilution with water.

[0840] ii) Dispersible concentrates (DC)

[0841] 5-25 wt% of a compound I according to the invention and 1-10 wt% dispersant (e.g. polyvinylpyrrolidone) are dissolved in up to 100 wt% organic solvent (e.g. cyclohexanone). Dilution with water gives a dispersion.

[0842] iii) Emulsifiable concentrates (EC) 97

[0843] 15-70 wt% of a compound I according to the invention and 5-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in up to 100 wt% waterinsoluble organic solvent (e.g. aromatic hydrocarbon). Dilution with water gives an emulsion. iv) Emulsions (EW, EO, ES)

[0844] 5-40 wt% of a compound I according to the invention and 1-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40 wt% waterinsoluble organic solvent (e.g. aromatic hydrocarbon). This mixture is introduced into up to 100 wt% water by means of an emulsifying machine and made into a homogeneous emulsion. Dilution with water gives an emulsion.

[0845] v) Suspensions (SC, OD, FS)

[0846] In an agitated ball mill, 20-60 wt% of a compound I according to the invention are comminuted with addition of 2-10 wt% dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate), 0,1-2 wt% thickener (e.g. xanthan gum) and up to 100 wt% water to give a fine active substance suspension. Dilution with water gives a stable suspension of the active sub-stance. For FS type composition up to 40 wt% binder (e.g. polyvinylalcohol) is added. vi) Water-dispersible granules and water-soluble granules (WG, SG)

[0847] 50-80 wt% of a compound I according to the invention are ground finely with addition of up to 100 wt% dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate) and prepared as water-dispersible or water-soluble granules by means of technical appliances (e.g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.

[0848] vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)

[0849] 50-80 wt% of a compound I according to the invention are ground in a rotor-stator mill with addition of 1-5 wt% dispersants (e.g. sodium lignosulfonate), 1-3 wt% wetting agents (e.g. alcohol ethoxylate) and up to 100 wt% solid carrier, e.g. silica gel. Dilution with water gives a stable dispersion or solution of the active substance.

[0850] viii) Gel (GW, GF)

[0851] In an agitated ball mill, 5-25 wt% of a compound I according to the invention are comminuted with addition of 3-10 wt% dispersants (e.g. sodium lignosulfonate), 1-5 wt% thickener (e.g. carboxymethylcellulose) and up to 100 wt% water to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance.

[0852] ix) Microemulsion (ME)

[0853] 5-20 wt% of a compound I according to the invention are added to 5-30 wt% organic solvent blend (e.g. fatty acid dimethylamide and cyclohexanone), 10-25 wt% surfactant blend (e.g. alcohol ethoxylate and arylphenol ethoxylate), and water up to 100 %. This mixture is stirred for 1 h to produce spontaneously a thermodynamically stable microemulsion.

[0854] x) Microcapsules (CS)

[0855] An oil phase comprising 5-50 wt% of a compound I according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e.g. methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase comprising 5-50 wt% of a compound I according to the invention, 0-40 wt% water 98

[0856] insoluble organic solvent (e.g. aromatic hydrocarbon), and an isocyanate monomer (e.g. di-phenylme-thene-4,4’-diisocyanatae) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). The addition of a polyamine (e.g. hexamethylenediamine) results in the for-mation of a polyurea microcapsule. The monomers amount to 1-10 wt%. The wt% relate to the total CS composition.

[0857] xi) Dustable powders (DP, DS)

[0858] 1-10 wt% of a compound I according to the invention are ground finely and mixed intimately with up to 100 wt% solid carrier, e.g. finely divided kaolin.

[0859] xii) Granules (GR, FG)

[0860] 0.5-30 wt% of a compound I according to the invention is ground finely and associated with up to 100 wt% solid carrier (e.g. silicate). Granulation is achieved by extrusion, spray-drying or the fluidized bed.

[0861] xiii) Ultra-low volume liquids (UL)

[0862] 1-50 wt% of a compound I according to the invention are dissolved in up to 100 wt% organic solvent, e.g. aromatic hydrocarbon.

[0863] The compositions types i) to xi) may optionally comprise further auxiliaries, e.g. 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.

[0864] The agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, and most preferably between 0.5 and 75%, by weight of active substance. The active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).

[0865] Various types of oils, wetters, adjuvants, fertilizer, or micronutrients, and other pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix). These agents can be admixed with the compositions according to the invention in a weight ratio of 1: 100 to 100: 1, preferably 1: 10 to 10: 1.

[0866] The user applies the composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. Usually, the agrochemical composition is made up with water, buffer, and / or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.

[0867] According to one embodiment, individual components of the composition of the invention e.g. parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank and further auxiliaries may be added, if appropriate. 99

[0868] In a further embodiment, either individual components of the composition according to the invention or partially premixed components, e.g. components comprising compounds of the invention and / or mixing partners as defined above, may be mixed by the user in a spray tank and further auxiliaries and additives may be added.

[0869] In a further embodiment, either individual components of the composition according to the invention or partially premixed components, e.g. components comprising compounds of the invention and / or mixing partners as defined above, can be applied jointly (e.g. after tank mix) or consecutively.

[0870] Application methods

[0871] The compounds of the invention are suitable for use in protecting crops, plants, plant propagation materials, e.g. seeds, or soil or water, in which the plants are growing, from attack or infestation by animal pests. Therefore, the invention also relates to a plant protection method, which comprises contacting crops, plants, plant propagation materials, e.g. seeds, or soil or water, in which the plants are growing, to be protected from attack or infestation by animal pests, with a pesticidally effective amount of a compound of the invention.

[0872] The compounds of the invention are also suitable for use in combating or controlling animal pests. Therefore, the invention also relates to a method of combating or controlling animal pests, which comprises contacting the animal pests, their habitat, breeding ground, or food supply, or the crops, plants, plant propagation materials, e.g. seeds, or soil, or the area, material or environment in which the animal pests are growing or may grow, with a pesticidally effective amount of a compound of the invention.

[0873] The compounds of the invention are effective through both contact and ingestion. Furthermore, the compounds of the invention can be applied to any and all developmental stages, e.g. egg, larva, pupa, and adult.

[0874] The compounds of the invention can be applied as such or in form of compositions comprising them as defined above. Furthermore, the compounds of the invention can be applied together with a mixing partner or in form of compositions comprising said mixtures. The components of said mixture can be applied simultaneously, jointly or separately, or in succession, that is immediately one after another and thereby creating the mixture “in situ” on the desired location, e.g. the plant, the sequence, in the case of separate application, generally not having any effect on the result of the control measures.

[0875] The application can be carried out both before and after the infestation of the crops, plants, plant propagation materials, e.g. seeds, soil, or the area, material or environment by the pests.

[0876] Suitable application methods include i.a. soil treatment, seed treatment, in furrow application, and foliar application. Soil treatment methods include drenching the soil, drip irrigation (drip application onto the soil), dipping roots, tubers or bulbs, or soil injection. Seed treatment 100

[0877] techniques include seed dressing, seed coating, seed dusting, seed soaking, and seed pelleting. In furrow applications typically include the steps of making a furrow in cultivated land, seeding the furrow with seeds, applying the pesticidally active compound to the furrow, and closing the furrow. Foliar application refers to the application of the pesticidally active compound to plant foliage, e.g. through spray equipment. For foliar applications, it can be advantageous to modify the behavior of the pests by use of pheromones in combination with the compounds of the invention. Suitable pheromones for specific crops and pests are known and publicly available from databases of pheromones and semiochemicals, e.g. http: / / www.pherobase.com.

[0878] As used herein, the term "contacting" includes both direct contact (applying the com-pounds / compositions directly on the animal pest or plant - typically to the foliage, stem or roots of the plant) and indirect contact (applying the compounds / compositions to the locus, i.e. habitat, breeding ground, plant, seed, soil, area, material, or environment in which a pest is growing or may grow, of the animal pest or plant).

[0879] The term “animal pest” includes arthropods, gastropods, and nematodes. Preferred animal pests according to the invention are arthropods, preferably insects and arachnids, in particular insects. Insects, which are of particular relevance for crops, are typically referred to as crop insect pests.

[0880] The term "crop" refers to both, growing and harvested crops.

[0881] The term “plant” includes cereals, e.g. durum and other wheat, rye, barley, triticale, oats, rice, or maize (fodder maize and sugar maize I sweet and field corn); beet, e.g. sugar beet, or fodder beet; fruits, e.g. pomes, stone fruits, or soft fruits, e.g. apples, pears, plums, peaches, nectarines, almonds, cherries, papayas, strawberries, raspberries, blackberries or gooseberries; leguminous plants, e.g. beans, lentils, peas, alfalfa, or soybeans; oil plants, e.g. rapeseed (oilseed rape), turnip rape, mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts, or soybeans; cucurbits, e.g. squashes, pumpkins, cucumber or melons; fiber plants, e.g. cotton, flax, hemp, or jute; citrus fruit, e.g. oranges, lemons, grapefruits or mandarins; vegetables, e.g. eggplant, spinach, lettuce (e.g. iceberg lettuce), chicory, cabbage, asparagus, cabbages, carrots, onions, garlic, leeks, tomatoes, potatoes, cucurbits or sweet peppers; lauraceous plants, e.g. avocados, cinnamon, or camphor; energy and raw material plants, e.g. corn, soybean, rapeseed, sugar cane or oil palm; tobacco; nuts, e.g. walnuts; pistachios; coffee; tea; bananas; vines; hop; sweet leaf (Stevia); natural rubber plants or ornamental and forestry plants, shrubs, broad-leaved trees or evergreens, eucalyptus; turf; lawn; grass. Preferred plants include potatoes sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rapeseed, legumes, sunflowers, coffee, or sugar cane; fruits; vines; ornamentals; or vegetables, e.g. cucumbers, tomatoes, beans or squashes. 101

[0882] The term "cultivated plants" is to be understood as including plants which have been modified by mutagenesis or genetic engineering in order to provide a new trait to a plant or to modify an already present trait.

[0883] Mutagenesis includes techniques of random mutagenesis using X-rays or mutagenic chemicals, but also techniques of targeted mutagenesis, in order to create mutations at a specific locus of a plant genome. Targeted mutagenesis techniques frequently use oligonucleotides or proteins like CRISPR / Cas, zinc-finger nucleases, TALENs or meganucleases to achieve the targeting effect.

[0884] Genetic engineering usually uses recombinant DNA techniques to create modifications in a plant genome which under natural circumstances cannot readily be obtained by cross breeding, mutagenesis or natural recombination. Typically, one or more genes are integrated into the genome of a plant in order to add a trait or improve a trait. These integrated genes are also referred to as transgenes in the art, while plant comprising such transgenes are referred to as transgenic plants. The process of plant transformation usually produces several transformation events, which differ in the genomic locus in which a transgene has been integrated. Plants comprising a specific transgene on a specific genomic locus are usually described as comprising a specific “event”, which is referred to by a specific event name. Traits which have been introduced in plants or have been modified include in particular herbicide tolerance, insect resistance, increased yield and tolerance to abiotic conditions, like drought.

[0885] Herbicide tolerance has been created by using mutagenesis as well as using genetic engineering. Plants which have been rendered tolerant to ALS inhibitor herbicides by conventional methods of mutagenesis and breeding comprise plant varieties commercially available under the name Clearfield®.

[0886] Herbicide tolerance has been created to glyphosate, glufosinate, 2,4-D, dicamba, oxynil herbicides, like bromoxynil and ioxynil, sulfonylurea herbicides, ALS inhibitor herbicides and HPPD inhibitors, like isoxaflutole and mesotrione.

[0887] Transgenes which have been used to provide herbicide tolerance traits comprise: for tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621 and goxv247, for tolerance to glufosinate: pat and bar, for tolerance to 2,4-D: aad-1 and aad-12, for tolerance to dicamba: dmo, for tolerance to oxynil herbicies: bxn, for tolerance to sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA, for tolerance to ALS inhibitor herbicides: csr1-2, for tolerance to HPPD inhibitor herbicides: hppdPF, W336 and avhppd-03.

[0888] Transgenic corn events comprising herbicide tolerance genes are e.g., but not excluding others, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-Ø1981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275. 102

[0889] Transgenic soybean events comprising herbicide tolerance genes are e.g., but not excluding others, 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, SYHTØH2, W62, W98, FG72 and CV127.

[0890] Transgenic cotton events comprising herbicide tolerance genes are e.g., but not excluding others, 19-51 a, 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.

[0891] Transgenic canola events comprising herbicide tolerance genes are e.g., but not excluding others, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2 and RF3.

[0892] Insect resistance has mainly been created by transferring bacterial genes for insecticidal proteins to plants. Transgenes which have most frequently been used are toxin genes of Bacillus spec, and synthetic variants thereof, like cry1A, crylAb, cry1 Ab-Ac, crylAc, cry1A.1O5, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), vip3Aa20. However, also genes of plant origin have been transferred to other plants. In particular genes coding for protease inhibitors, like CpTI and pinll. A further approach uses transgenes in order to produce double stranded RNA in plants to target and downregulate insect genes. An example for such a transgene is dvsnf7.

[0893] Transgenic corn events comprising genes for insecticidal proteins or double stranded RNA are e.g., but not excluding others, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418 and MZIR098.

[0894] Transgenic soybean events comprising genes for insecticidal proteins are e.g., but not excluding others, MON87701, MON87751 and DAS-81419.

[0895] Transgenic cotton events comprising genes for insecticidal proteins are e.g., but not excluding others, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Eventl, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119 and SGK321.

[0896] Increased yield has been created by increasing ear biomass using the transgene athb17, being present in corn event MON87403, or by enhancing photosynthesis using the transgene bbx32, being present in the soybean event MON87712. 103

[0897] Cultivated plants comprising a modified oil content have been created by using the transgenes: gm-fad2-1, Pj. D6D, Nc. Fad3, fad2-1A and fatb1-A. Soybean events comprising at least one of these genes are: 260-05, MON87705 and MON87769.

[0898] Tolerance to abiotic conditions, in particular to tolerance to drought, has been created by using the transgene cspB, comprised by the corn event MON87460 and by using the transgene Hahb-4, comprised by soybean event IND-ØØ41Ø-5.

[0899] Traits are frequently combined by combining genes in a transformation event or by combining different events during the breeding process. Preferred combination of traits are herbicide tolerance to different groups of herbicides, insect tolerance to different kind of insects, in particular tolerance to lepidopteran and coleopteran insects, herbicide tolerance with one or several types of insect resistance, herbicide tolerance with increased yield as well as a combination of herbicide tolerance and tolerance to abiotic conditions.

[0900] Plants comprising singular or stacked traits as well as the genes and events providing these traits are known (http: / / www.isaaa.org / gmapprovaldatabase) and (http: / / cera-gmc.org / GMCropDatabase).

[0901] Further information on specific events and methods to detect them can be found for canola events MS1, MS8, RF3, GT73, MON88302, KK179 in W001 / 031042, W001 / 041558, W001 / 041558, W002 / 036831, WO11 / 153186, W013 / 003558, for cotton events MON1445, MON15985, MON531(MON15985), LLCotton25, MON88913, COT102, 281-24-236, 3006-210-23, COT67B, GHB614, T304-40, GHB119, MON88701, 81910 in WO02 / 034946, WG02 / 100163, WG02 / 100163, WG03 / 013224, WO04 / 072235, WO04 / 039986, WG05 / 103266, WG05 / 103266, WO06 / 128573, WG07 / 017186, WG08 / 122406, WG08 / 151780, WO12 / 134808, WO13 / 112527, for 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, MON87419 in W098 / 044140, US02 / 102582, US03 / 126634, WO04 / 099447, WG04 / 011601, WO05 / 103301, WG05 / 061720, WG05 / 059103, WO06 / 098952 WO06 / 039376, US2007 / 292854, WO07 / 142840, WO07 / 140256, W008 / 112019 WO09 / 103049, WO09 / 111263, WO10 / 077816, W011 / 084621, W011 / 062904 WO11 / 022469, WO13 / 169923, WO14 / 116854, WO15 / 053998, WO15 / 142571, for potato events E12, F10, J3, J55, V11, X17, Y9 in WO14 / 178910, WO14 / 178913, WO14 / 178941, WO14 / 179276, WO16 / 183445, WO17 / 062831, WO17 / 062825, for rice events LLRICE06, LLRICE601, LLRICE62 in WO00 / 026345, WO00 / 026356, WO00 / 026345 for soybean events H7-1, MON89788, A2704-12, A5547-127, DP305423, DP356043, MON87701, MON87769, CV127, MON87705, DAS68416-4, MON87708, MON87712, SYHTØH2, DAS81419, DAS81419 x DAS44406-6, MON87751 in WO04 / 074492, WO06 / 130436, WO06 / 108674, WO06 / 108675, WO08 / 054747, W008 / 002872, WO09 / 064652, WO09 / 102873, W010 / 080829, W010 / 037016, WO11 / 066384, WO11 / 034704, WO12 / 051199, WO12 / 082548, WO13 / 016527, WO13 / 016516, WO14 / 201235. 104

[0902] The use of compositions according to the invention on cultivated plants may result in effects which are specific to a cultivated plant comprising a certain gene or event. These effects may comprise enhanced yield, enhanced resistance or tolerance to insects, nematodes, fungal, bacterial, mycoplasma, viral or viroid pathogens as well as early vigor, early or delayed ripening, cold or heat tolerance as well as changed amino acid or fatty acid spectrum or content.

[0903] It has been found that the pesticidal activity of the compounds of the invention may be enhanced by the insecticidal trait of a modified plant. Furthermore, it has been found that the compounds of the invention are suitable for preventing insects to become resistant to the insecticidal trait or for combating pests, which already have become resistant to the insecticidal trait of a modified plant. Moreover, the compounds of the invention are suitable for combating pests, against which the insecticidal trait is not effective, so that a complementary insecticidal activity can advantageously be used.

[0904] The term "plant propagation material" refers to all the generative parts of the plant e.g. seeds and vegetative plant material e.g. cuttings and tubers (e.g. potatoes), which can be used for the multiplication of the plant. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants. Seedlings and young plants, which are to be transplanted after germination or after emergence from soil, may also be included. These plant propagation materials may be treated prophylactically with a plant protection compound either at or before planting or transplanting.

[0905] The term “seed” embraces seeds and plant propagules of all kinds including but not limited to true seeds, seed pieces, suckers, corms, bulbs, fruit, tubers, grains, cuttings, cut shoots and the like, and means in a preferred embodiment true seeds.

[0906] In general, "pesticidally effective amount" means the amount of active ingredient needed to achieve an observable effect on growth, including the effects of necrosis, death, retardation, prevention, and removal, destruction, or otherwise diminishing the occurrence and activity of the target organism. The pesticidally effective amount can vary for the various compounds / compositions used in the invention. A pesticidally effective amount of the compositions will also vary according to the prevailing conditions e.g. desired pesticidal effect and duration, weather, target species, locus, mode of application.

[0907] In the case of soil treatment, in furrow application or of application to the pests dwelling place or nest, the quantity of active ingredient ranges from 0.0001 to 500 g per 100 m2, preferably from 0.001 to 20 g per 100 m2.

[0908] For use in treating crop plants, e.g. by foliar application, the rate of application of the active ingredients of this invention may be in the range of 0.0001 g to 4000 g per hectare, e.g. 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, 105

[0909] more desirably from 10 g to 50 g per hectare, e.g., 10 to 20 g per hectare, 20 to 30 g per hectare, 30 to 40 g per hectare, or 40 to 50 g per hectare.

[0910] The compounds of the invention are particularly suitable for use in the treatment of seeds in order to protect the seeds from insect pests, in particular from soil-living insect pests, and the resulting seedling’s roots and shoots against soil pests and foliar insects. The invention therefore also relates to a method for the protection of seeds from insects, in particular from soil insects, and of the seedling's roots and shoots from insects, in particular from soil and foliar insects, said method comprising treating the seeds before sowing and / or after pregermination with a compound of the invention. The protection of the seedling's roots and shoots is preferred. More preferred is the protection of seedling’s shoots from piercing and sucking insects, chewing insects and nematodes.

[0911] The term “seed treatment” comprises e.g. seed dressing, seed coating, seed dusting, seed soaking, seed pelleting, and in-furrow application methods. Preferably, the seed treatment application of the active compound is carried out by spraying or by dusting the seeds before sowing of the plants and before emergence of the plants.

[0912] The invention also comprises seeds coated with or containing the active compound. The term "coated with and / or containing" generally signifies that the active ingredient is for the most part on the surface of the propagation product at the time of application, although a greater or lesser part of the ingredient may penetrate into the propagation product, depending on the method of application. When the said propagation product is (re)planted, it may absorb the active ingredient.

[0913] Suitable seed is e.g. seed of cereals, root crops, oil crops, vegetables, spices, ornamentals, e.g. seed of durum and other wheat, barley, oats, rye, maize (fodder maize and sugar maize I sweet and field corn), soybeans, oil crops, crucifers, cotton, sunflowers, bananas, rice, oilseed rape, turnip rape, sugarbeet, fodder beet, eggplants, potatoes, grass, lawn, turf, fodder grass, tomatoes, leeks, pumpkin / squash, cabbage, iceberg lettuce, pepper, cucumbers, melons, Brassica species, melons, beans, peas, garlic, onions, carrots, tuberous plants e.g. potatoes, sugar cane, tobacco, grapes, petunias, geranium / pelargoniums, pansies and impatiens.

[0914] In addition, the active compound may also be used for the treatment of seeds from plants, which have been modified by mutagenesis or genetic engineering, and which e.g. tolerate the action of herbicides or fungicides or insecticides.

[0915] Conventional seed treatment formulations include e.g. flowable concentrates FS, solutions LS, suspoemulsions (SE), powders for dry treatment DS, water dispersible powders for slurry treatment WS, water-soluble powders SS and emulsion ES and EC and gel formulation GF. These formulations can be applied to the seed diluted or undiluted. Application to the seeds is carried out before sowing, either directly on the seeds or after having pregerminated the latter. Preferably, the formulations are applied such that germination is not included. 106

[0916] The active substance concentrations in ready-to-use formulations, which may be obtained after two-to-tenfold dilution, are preferably from 0.01 to 60% by weight, more preferably from 0.1 to 40% by weight.

[0917] In a preferred embodiment a FS formulation is used for seed treatment. Typically, a FS formulation may comprise 1-800 g / l of active ingredient, 1-200 g / l Surfactant, 0 to 200 g / l antifreezing agent, 0 to 400 g / l of binder, 0 to 200 g / l of a pigment and up to 1 liter of a solvent, preferably water.

[0918] Especially preferred FS formulations of the compounds of the invention for seed treatment usually comprise from 0.1 to 80% by weight (1 to 800 g / l) of the active ingredient, from 0.1 to 20% by weight (1 to 200 g / l) of at least one surfactant, e.g. 0.05 to 5% by weight of a wetter and from 0.5 to 15% by weight of a dispersing agent, up to 20% by weight, e.g. from 5 to 20% of an anti-freeze agent, from 0 to 15% by weight, e.g. 1 to 15% by weight of a pigment and / or a dye, from 0 to 40% by weight, e.g. 1 to 40% by weight of a binder (sticker / adhesion agent), optionally up to 5% by weight, e.g. from 0.1 to 5% by weight of a thickener, optionally from 0.1 to 2% of an anti-foam agent, and optionally a preservative e.g. a biocide, antioxidant or the like, e.g. in an amount from 0.01 to 1% by weight and a filler / vehicle up to 100% by weight.

[0919] In the treatment of seed, the application rates of the compounds of the invention are generally from 0.1 g to 10 kg per 100 kg of seed, preferably from 1 g to 5 kg per 100 kg of seed, more preferably from 1 g to 1000 g per 100 kg of seed and in particular from 1 g to 200 g per 100 kg of seed, e.g. from 1 g to 100 g or from 5 g to 100 g per 100 kg of seed.

[0920] The invention therefore also relates to seed comprising a compound of the invention, or an agriculturally useful salt thereof, as defined herein. The amount of the compound of the invention or the agriculturally useful salt thereof will in general vary from 0.1 g to 10 kg per 100 kg of seed, preferably from 1 g to 5 kg per 100 kg of seed, in particular from 1 g to 1000 g per 100 kg of seed. For specific crops e.g. lettuce the rate can be higher.

[0921] The compounds of the invention may also be used for improving the health of a plant. Therefore, the invention also relates to a method for improving plant health by treating a plant, plant propagation material and / or the locus where the plant is growing or is to grow with an effective and non-phytotoxic amount of a compound of the invention.

[0922] As used herein “an effective and non-phytotoxic amount” means that the compound is used in a quantity which allows to obtain the desired effect but which does not give rise to any phytotoxic symptom on the treated plant or on the plant grown from the treated propagule or treated soil.

[0923] " Plant health" is defined as a condition of the plant and / or its products which is determined by several aspects alone or in combination with each other e.g. yield (e.g. increased biomass 107

[0924] and / or increased content of valuable ingredients), quality (e.g. improved content or composition of certain ingredients or shelf life), plant vigour (e.g. improved plant growth and / or greener leaves (“greening effect”), tolerance to abiotic (e.g. drought) and / or biotic stress (e.g. disease) and production efficiency (e.g., harvesting efficiency, processability).

[0925] The above identified indicators for the health condition of a plant may be interdependent and may result from each other. Each indicator is defined in the art and can be determined by methods known to a skilled person.

[0926] The compounds of the invention are also suitable for use against non-crop insect pests. For use against said non-crop pests, compounds of the invention can be used as bait composition, gel, general insect spray, aerosol, as ultra-low volume application and bed net (impregnated or surface applied). Furthermore, drenching and rodding methods can be used.

[0927] As used herein, the term “non-crop insect pest” refers to pests, which are particularly relevant for non-crop targets, e.g. ants, termites, wasps, flies, ticks, mosquitoes, bed bugs, crickets, or cockroaches.

[0928] The bait can be a liquid, a solid or a semisolid preparation (e.g. a gel). The bait employed in the composition is a product, which is sufficiently attractive to incite 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. Food stimulants are preferably chosen from animal and / or plant proteins (meat-, fish- or blood meal, insect parts, egg yolk), from fats and oils of animal and / or plant origin, or mono-, oligo- or polyorganosaccharides, especially from 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 a feeding stimulant. Sex pheromones are known to be more insect specific. Specific pheromones are known (http: / / www.pherobase.com).

[0929] For use in bait compositions, the typical content of active ingredient is from 0.001 wt% to 15 wt%, desirably from 0.001 wt% to 5 wt% of active compound.

[0930] Formulations of the compounds of the invention as aerosols (e.g in spray cans), oil sprays or pump sprays are highly suitable for professional or non-professional users for controlling pests e.g. flies, fleas, ticks, bed bugs, mosquitoes or cockroaches. Aerosol recipes are preferably composed of the active compound, solvents, furthermore auxiliaries e.g. emulsifiers, perfume oils, if appropriate stabilizers, and, if required, propellants.

[0931] The oil spray formulations differ from the aerosol recipes in that no propellants are used.

[0932] For use in spray compositions, the content of active ingredient is from 0.001 to 80 wt%, preferably from 0.01 to 50 wt% and most preferably from 0.01 to 15 wt%. 108

[0933] The compounds of the invention and its respective compositions can also be used in mosquito and fumigating coils, smoke cartridges, vaporizer plates or long-term vaporizers and als...

Claims

243Claims1. Compound of formula Iwherein(I)R1is H, OR10a, NR12R13, Ci-C6-alkyl, Ci-C6-alkyl-S-Ci-C6-alkyl, C3-C6-cycloalkyl, C3-C6- cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-C6- alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6-cycloalkyl-Ci- Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-Ce- cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, and cycloalkyl moieties are unsubstituted or substituted with R11; C(=N- R13)R12, or C(O)R11a;R2is H, Ci-C3-alkyl, C2-C3-alkenyl, C3-C6-cycloalkyl, or C2-C3-alkynyl, wherein the alkyl, alkenyl, alkynyl and cycloalkyl moieties are unsubstituted or substituted with halogen; R3is halogen, CN, NO2, SF5; Ci-Ce-alkyl, Ci-Ce-alkylthio, Ci-Ce-alkoxy, C3-C6-cycloalkyl, C2- Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6-membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11; OR10a, NR12R13, C(O)NR12R13, C(S)NR12R13, C(O)OR10, C(O)R14, OS(O)2-R14, S(O)m-R14, - N=S(O)R12aR13a; ortwo R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-C3-alkyl, and / or Ci-C3- haloalkyl;R4is a heterocyclic ring which is selected from the group consisting of 8-, 9- or 10- membered saturated or partially unsaturated bicyclic heterocyclyl, and 8- 9- or 10- membered bicyclic hetaryl rings, wherein the heterocyclyl moieties are unsubstituted or substituted by 1, 2, 3 or 4 substituents and the hetaryl moieties are unsubstituted or substituted by 1, 2 or 3 substituents, wherein the substituents are independently selected from the group consisting of halogen, =0 (oxo), -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, C3-C6-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-C3- Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6- alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, S(O)m-R14, OR10a, NR12R13, NR12C(O)R14, C(O)NR12R13, C(O)OR10, C(O)R14, -C(=NOCi- C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl or -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl, and alkoxy are unsubstituted or substituted with R11;244R5is H, halogen, CN, NH2, NO2, CONH2, Ci-Ce-alkyl, or Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl- Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, CH(Ci-C6-alkoxy)2, C2-C6- alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, C3-C6- cycloalkyl-Ci-Ce-alkoxy, C2-C6-alkenyl-C3-C6-cycloalkyl, C2-C6-alkynyl-C3-C6-cycloalkyl, C3-C6-cycloalkyl-C2-C6-alkenyl, C3-C6-cycloalkyl-C2-C6-alkynyl, OR10a, NR12R13, C(O)NR12R13, C(O)OR10, C(O)R14, S(O)m-R14, -C(=NOCi-C4-alkyl)H, or -C(=NOC1-C4-alkyl)-C1-C4-alkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with R11;R10is H, Ci-C4-alkyl, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4-cycloalkyl-C1-C2-alkyl, C3-C4-halocycloalkyl-Ci-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4- haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci- C4-haloalkyl, SOm-Cs-Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra;R10ais H, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4-cycloalkyl-Ci-C2-alkyl, C3-C4-halocycloalkyl-C1-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4- cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci-C4-haloalkyl, SOm-C3- Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra; R11is halogen, CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; 3- to 6- membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the heterocyclyl, hetaryl and phenyl moieties are unsubstituted or substituted with halogen, C1-C3- haloalkyl, and / or CN;R11ais NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; Ci-C6-haloalkyl; C2-C6-alkenyl;C2-Ce-haloalkenyl; C2-Ce-alkynyl; C2-Ce-haloalkynyl; C3-C4-cycloalkyl-Ci-C2-alkyl, wherein the cycloalkyl moiety is unsubstituted or substituted with 1 or 2 halogen; or 3- to 6-membered heterocyclyl, wherein the heterocyclyl moiety is unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN;R12, R13are independently from each other H, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4- haloalkoxy, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, C(O)NH-Ci-C4-alkyl, C(O)NH-CI-C4- haloalkyl, C(O)N(Ci-C4-alkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-haloalkyl, C(O)NH-Ci-C4-alkoxy, C(O)NH-Ci-C4-halo- alkoxy, C(O)NH-Ci-C4-alkoxy-Ci-C4-alkyl, C(O)NH-Ci-C4-alkoxy-Ci-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-Ci-C4-alkyl-phenyl, C(O)NH-Ci-C4-alkyl-3-6-membered heterocyclyl or 5- or 6- membered hetaryl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; S(O)m-Ci-C4- haloalkyl, S(O)m-C3-C4-cycloalkyl, S(O)m-C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; orR12and R13together with the atom(s) to which they are bound, form a 3-, 4-, 5-, 6-, or 7- membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from245N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra;R12a, R13aare independently from each other Ci-C4-alkyl, Ci-C4-haloalkyl, C3-C6- cycloalkyl, unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; or R12aand R13atogether with the atom to which they are bound, form a 3-, 4-, 5-, 6-, or 7- membered saturated, partially or fully unsaturated heterocycle, wherein the heterocycle moiety may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra; R14is H, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, wherein the alkyl and cycloalkyl moieties are unsubstituted or partially or fully substituted with R11; or 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with Ra;Rais halogen, CN, NO2, OH, Ci-C4-alkyl, Ci-C4-alkoxy, Ci-C4-haloalkyl, Ci-C4-alkoxy-Ci- C4-alkyl, Ci-C4-haloalkoxy, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, S(O)m-Ci-C4-alkyl, S(O)m-Ci-C4-haloalkyl, S(O)m-C3-C4-cycloalkyl, or S(O)m-C3-C4-halocycloalkyl;m is 0, 1, or 2;n is 0, 1, 2, or 3;X is N, CH, or CR3;and the N-oxides, stereoisomers, tautomers, and agriculturally or veterinarily acceptable salts thereof.

2. The compound of claim 1, wherein R1is H, Ci-C4-alkyl, Ci-C4-haloalkyl, Ci-C4-alkyl-C3- Ce-cycloalkyl, Ci-C4-alkyl-S-Ci-C4-alkyl, preferably, H, methyl, CH2-cyclopropyl, or (CH2)2-S-CH3.

3. The compound of claim 1 or 2, wherein R2is H orCi-Cs-alkyl, Ci-Cs-haloalkyl, preferably methyl.

4. The compound of any one of claims 1 to 3, wherein X is CH.

5. The compound of any one of claims 1 to 3, wherein X is N.

6. The compound of any one of claims 1 to 5, wherein n is 2 and R3is in positions 3 and 5.

7. The compound of any one of claims 1 to 6, wherein at least one R3group in (R3)nis selected from R3d, whereineach R3dis independently C4-Ce-alkyl, C4-Ce-alkoxy, Cs-Ce-cycloalkyl, C2-C6- alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, 3- to 6- membered heterocyclyl, wherein the alkyl, alkenyl, alkynyl, alkoxy, heterocyclyl and cycloalkyl moieties are unsubstituted or substituted with R11; C1-C3 alkyl, C1-C3 alkoxy, Ci-Cs-alkylthio, wherein alkyl and alkoxy are substituted with R11b; OR10a, NR12R13, C(O)NR12bR13b, C(S)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14, S(O)1-2-R14, -246N=S(O)R12aR13a;or two R3bound to two adjacent C-atoms can form a 4-, 5-, or 6-membered ring, which may contain one or two heteroatoms selected from N, O, and S as ring members, wherein the ring is unsubstituted or substituted with halogen, CN, Ci-Cs-alkyl, and / or Ci- Cs-haloalkyl;R10bis Ci-C4-alkyl, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, Cs-Ce-halocycloalkyl, C3-C4- cycloalkyl-Ci-C2-alkyl, C3-C4-halocycloalkyl-Ci-C2-alkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4- haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, SOm-Ci-C4-alkyl, SOm-Ci- C4-haloalkyl, SOm-Cs-Ce-cycloalkyl, or phenyl which is unsubstituted or partially or fully substituted with Ra;R11bis CN, NO2, NR12R13, C(O)NH2, C(S)NH2, C(O)OH, OR10, Si(CH3)3; 3- to 6- membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the heterocyclyl, hetaryl and phenyl moieties are unsubstituted or substituted with halogen, C1-C3- haloalkyl, and / or CN;R12b, R13bare independently from each other Ci-C4-alkyl, Ci-C4-alkoxy, C1-C4- haloalkoxy, Ci-C4-haloalkyl, Cs-Ce-cycloalkyl, C(O)-Ci-C4-alkyl, C(O)-Ci-C4-haloalkyl, C(O)-C3-C4-cycloalkyl, C(O)-C3-C4-halocycloalkyl, C(O)NH-Ci-C4-alkyl, C(O)NH-CI-C4- haloalkyl, C(O)N(Ci-C4-alkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-alkyl, C(O)N(Ci-C4-haloalkyl)-Ci-C4-haloalkyl, C(O)NH-Ci-C4-alkoxy, C(O)NH-Ci-C4-halo- alkoxy, C(O)NH-Ci-C4-alkoxy-Ci-C4-alkyl, C(O)NH-Ci-C4-alkoxy-Ci-C4-haloalkyl; C(O)NH-phenyl, C(O)NH-3-6-membered heterocyclyl or 5- or 6-membered hetaryl, C(O)NH-Ci-C4-alkyl-phenyl, C(O)NH-Ci-C4-alkyl-3-6-membered heterocyclyl or 5- or 6- membered hetaryl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; S(O)m-Ci-C4- haloalkyl, S(O)m-C3-C4-cycloalkyl, S(O)m-C3-C4-halocycloalkyl; 3- to 6-membered heterocyclyl, 5- or 6-membered hetaryl, or phenyl, wherein the phenyl, heterocyclyl and hetaryl moieties are unsubstituted or substituted with halogen, Ci-Cs-haloalkyl, and / or CN; orR12band R13btogether with the atom(s) to which they are bound, form a 3-, 4-, 5-, 6-, or 7-membered saturated, partially or fully unsaturated heterocycle, which heterocycle may additionally contain 1 or 2 heteroatoms or heteroatom-containing groups selected from N, O, S(O)m, and optionally one or two groups C(O) as ring members, and wherein the heterocycle moiety is unsubstituted or substituted with one or more Ra.

8. The compound of claim 7, wherein each R3dis independently Cs-Ce-cycloalkyl, C2-C6- alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, wherein alkyl, alkenyl, alkynyl, and cycloalkyl are unsubstituted or substituted independently with halogen, CN, NO2, or OH; Ci-Ce-alkyl substituted with CN, NO2, or OH; NR12R13, C(O)NR12bR13b, C(O)OR10b, C(O)R14, OS(O)2-R14and S(O)m-R14wherein m is 1 or 2.

9. The compound of claim 7 or 8, wherein each R3dis independently NH2, Cs-Ce-cycloalkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl,247wherein alkyl, alkenyl, alkynyl, and cycloalkyl are unsubstituted or substituted with halogen or CN; Ci-Ce-alkyl substituted with CN; OS(O)2-Ci-C4-alkyl, OS(O)2-Ci-C4- haloalkyl; S(O)m-Ci-C4-alkyl, S(O)m-Ci-C4-haloalkyl, wherein m is 1 or 2.

10. The compound of any one of claims 1 to 9, wherein R5is H, halogen, OH, CN, NH2, NHC(O)-Ci-C4-alkyl, NO2, C(O)NH2, NH(Ci-C4-alkyl), N(Ci-C4-alkyl)2, Ci-C4-alkyl, C3-C6- cycloalkyl, C3-C6-cycloalkyl-Ci-C4-alkyl, Ci-C4-alkyl-C3-C6-cycloalkyl, Ci-C4-alkoxy, C2- C4-alkenyl, C2-C4-alkynyl, Ci-C4-alkyl-Ci-C4-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3- haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN.

11. The compound of claim 10, wherein R5is H, halogen, Ci-C4-alkyl, Ci-C4-alkoxy, C3-C6- cycloalkyl, NH2, NHC(O)-Ci-C3-alkyl, NH(Ci-C3-alkyl), NH(Ci-C3-alkyl), C(O)NH2, C1- C4-haloalkyl, Ci-Cs-alkoxy, or S-Ci-Cs-alkyl.

12. The compound of claim 11, wherein R5is H, Cl, Br, I, CH3, CH2CH3, CH(CH3)2, C(CH3)3, cyclopropyl, NH2, NHCH3, N(CH3)2, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, or SCH3.

13. The compound of any one of claims 1 to 12, wherein R4is selected from any one of:(R4-1) (R4-2)whereinA1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;A4, A5 and A6 are independently CR4aor N, provided not more than two of A4, A5 and A6 are N;each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce- alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-Ce- cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(CI-C4- alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, - C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6- cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN,preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, - CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, C1-248Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce- alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce- haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, C3-C6- cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)- Ci-C4-alkyl, -N(Ci-C4-alkyl)CO-Ci-C4-alkyl, -CC>2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), - CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;with the provisos thatnot more than four of A1, A2, A3, A4, A5 and A6 are N;if in R4-1 A3 and A4 are N, A2 and A5 are not N;if in R4-1 A2 and A3 are N, A4 is not N;if in R4-1 A4 and A5 are N, A3 and A6 are not N;if in R4-2 A1 and A6 are N, A5 is not N;if in R4-2 A5 and A6 are N, A1 and A4 are not N,wherein preferably one of A1 and A2 is N and the other is CH or CCH3;14. The compound of any one of claims 1 to 12, whereinR4is:A5whereinA1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;A4, A5, A6 and A7 are independently CR4aor N, provided not more than three of A4, A5, A6 and A7 are N;each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce- alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-Ce- cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(CI-C4- alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, - C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6- cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN,preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl,249Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, C3-C6-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(C1-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;with the proviso thatnot more than five of A1, A2, A3, A4, A5, A6 and A7 are N;15. The compound of claim 1 to 12, whereinR4is selected from any one of the following groupswhereinA1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce- alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-C6- cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(CI-C4- alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, - C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6-250cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN,preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, - CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, C1- Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce- alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce- haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, C3-C6- cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)- Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), - C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl; andR4bis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3- Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce- haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

16. The compound of any one of claims 1 to 12, wherein R4is selected from any one of the followingwhereinA1, A2 and A3 are independently CR4aor N, provided not more than two of A1, A2 and A3 are N and at least one of A1 and A2 is N;each R4ais independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce- alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m-C3-Ce- cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, -N(CI-C4- alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci-C4-alkyl)2, - C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOCi-C4-alkyl)-C3-C6- cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN,preferably each R4ais independently selected from H, halogen, -OH, -CN, -COOH, - CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, C1- Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce- alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce- haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, C3-C6- cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)- Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), - C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;252R4bis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3- Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce- haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl; andR4cand R4dare independently from each other selected from H, halogen, -OH, -CN, -COOH, - CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, C1- Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce- alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce- haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, C3-C6- cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHCO-C1- C4-alkyl, -N(Ci-C4-alkyl)CO-Ci-C4-alkyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci- C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, orR4cand R4dtogether with the carbon atom to which they are bound, form a 3-, 4-, 5-, or 6- membered saturated or unsaturated carbocyclic ring.

17. The compound of any one of claims 1 to 12, wherein R4is selected from any one of the following groups:B19259WO25418. The compound of any one of claims 1 to 12, wherein R4is selected from any one of the following groups:255BC-15 BC-19 BC-20 BC-21 BC-22 R4p BC-24 BC-27 BC-28 BC-30wherein256each R4m, R4n, R4°, R4pis independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl- Cs-Ce-cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C6-alkyl, S(O)m- C3-C6-cycloalkyl, C(O)NH2, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)-Ci-C4-alkyl, - N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), -C(O)N(Ci- C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and -C(=NOC1-C4- alkyl)-C3-C6-cycloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN,preferably each R4m, R4n, R4°, R4pis independently selected from H, halogen, -OH, -CN, -COOH, -CONH2, -NO2, -SF5, -NH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci- Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce-haloalkylthio, Ci-Ce- haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, C3-C6- cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, NH(Ci-C4-alkyl), -N(Ci-C4-alkyl)2, NHC(O)- Ci-C4-alkyl, -N(Ci-C4-alkyl)C(O)-Ci-C4-alkyl, -C(O)OCi-C4-alkyl, -C(O)NH(Ci-C4-alkyl), - C(O)N(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl;; andR4qis selected from H, halogen, -OH, -CN, -COOH, -CONH2, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, C3- Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce-cycloalkyl, Ci-Cs-haloalkyl, Ci-Ce-alkoxy, Ci-Cs-haloalkoxy, Ci-Ce-alkylthio, Ci-Ce-alkylsulfinyl, Ci-Ce-alkylsulfonyl, Ci-Ce- haloalkylthio, Ci-Ce-haloalkylsulfinyl, Ci-Ce-haloalkylsulfonyl, Cs-Ce-cycloalkylsulfanyl, Cs-Ce-cycloalkylsulfinyl, Cs-Ce-cycloalkylsulfonyl, -CO2Ci-C4-alkyl, -CONH(Ci-C4-alkyl), -CON(Ci-C4-alkyl)2, -C(=NOCi-C4-alkyl)H, -C(=NOCi-C4-alkyl)-Ci-C4-alkyl, and - C(=NOCi-C4-alkyl)-C3-C6-cycloalkyl.

19. The compound of claim 18, wherein each R4m, R4n, R4°, R4pis independently selected from H, Ci-Ce-alkyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Ci-Ce-alkyl-Cs-Ce- cycloalkyl, Ci-Ce-alkoxy, C2-Ce-alkenyl, C2-Ce-alkynyl, Ci-Ce-alkyl-Ci-Ce-alkoxy, Ci-Ce- alkoxy-Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkoxy, S(O)m-Ci-C3-alkyl, S(O)m-Ci-C3- haloalkyl, wherein alkyl, alkenyl, alkynyl, cycloalkyl and alkoxy are unsubstituted or substituted with halogen or CN.

20. The compound of claim 19, wherein each R4m, R4n, R4°, R4pis independently selected from H, Cl, Br, NH2, CH3, CH2CH3, CH(CH3)2, C(CH3)3, c-Pr, C(O)NH2, NHC(O)CH3, CF2H, CF3, OH, OCH3, and SCH3.

21. The compound of any one of claims 1 to 20, wherein the compound is selected from the group consisting of:(1) N-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5- bis(trifluoromethyl) benzamide;(2) / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5- bis(trifluoromethyl)benzamide;257(3) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethyl)benzamide;(4) 3-chloro- / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-5- (trifluoromethyl)benzamide;(5) / V-[1-[2-(4-methylsulfanylimidazo[2,1-f][1,2,4]triazin-2-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(6) / V-[1-(2-imidazo[2,1-f][1,2,4]triazin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;(7) 3-chloro- / V-[1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethyl)benzamide;(8) / V-[1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(9) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethyl)benzamide;(10) 3-chloro- / V-methyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethyl)benzamide;(11) / V-[1-[2-([1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(12) / V-methyl- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(13) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethylsulfonyl)benzamide;(14) [3-chloro-5-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethylcarbamoyl]phenyl] trifluoromethanesulfonate;(15) 3-chloro- / V-[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethylsulfinyl)benzamide;(16) 3-chloro-5-methylsulfonyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;(17) 3-bromo-5-(1-cyano-1-methyl-ethyl)- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;(18) 3-(1-cyanocyclopropyl)-5-(difluoromethoxy)- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;(19) 3-chloro-5-(4-fluorophenyl)sulfonyl- / \ / -[1-[2-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;(20) / V-[1-[2-(2-oxo-3,4-dihydro-1 / 7-1,6-naphthyridin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(21) / V-[1-[2-(2-oxo-1,3-dihydropyrrolo[3,2-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(22) / V-[1-[2-(1-oxo-2,3-dihydropyrrolo[3,4-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(23) / V-[1-[2-(5-oxo-7,8-dihydro-6 / 7-2,6-naphthyridin-3-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;258(24) / \ / -methyl- / \ / -[1-[2-(1-methylpyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(25) / \ / -methyl- / \ / -[1-[2-(1 / 7-pyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(26) / V-[1-[2-(1 / 7-pyrazolo[3,4-b]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(27) / V-[1-(2-imidazo[1,5-c]pyrimidin-7-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;(28) / V-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(29) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(30) 3-chloro- / V-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethyl)benzamide;(31) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- / \ / -methyl-3,5-bis(trifluoromethyl)benzamide;(32) / V-methyl- / V-[1-[2-(1-methylpyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(33) / V-[1-[2-(1 / 7-pyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(34) / V-[1-(2-imidazo[1,5-a]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;(35) / V-[1-[2-(1 / 7-pyrazolo[5,4-d]pyrimidin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(36) / V-methyl- / V-[1-[2-(1H-pyrazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(37) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(38) / V-[1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- / \ / -methyl-3,5-bis(trifluoromethyl)benzamide;(39) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- / V, / V-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxamide;(40) 6-[5-[(1 S)-1-[[3,5-bis(trifluoromethyl)benzoyl]-methyl-amino]ethyl]-1,2,4-triazol-1 -yl]-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acid;(41) ethyl 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1.2.4]triazolo[4,3-a]pyrazine-3-carboxylate;(42) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1.2.4]triazolo[4,3-b]pyridazine-8-carboxamide;(43) N-methyl-N-[(1S)-1-[2-(8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(44) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]-methyl-amino]ethyl]-1,2,4-triazol-1-yl]-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxamide;259(45) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]- [1,2,4]triazolo[4,3-a]pyrazine-3-carboxamide;(46) 3-(1-cyanocyclopropyl)-5-(difluoromethoxy)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;(47) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfonyl)benzamide;(48) 6-[5-[(1S)-1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]imidazo[1,2-b]pyridazine-8-carboxamide;(49) N-[1-[2-(2-oxo-1,3,3a,7a-tetrahydroimidazo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(50) N-[1-(2-imidazo[1,2-c]pyrimidin-7-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;(51) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethylsulfinyl)benzamide;(52) 3-chloro-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5- (trifluoromethoxy)benzamide;(53) 3-bromo-5-(1-cyano-1-methyl-ethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]benzamide;(54) [3-chloro-5-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethylcarbamoyl]phenyl] trifluoromethanesulfonate;(55) 3-(1-cyanocyclopropyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(56) N-[1-(2-pyrazolo[1,5-c]pyrimidin-5-yl- 1,2,4-triazol-3-yl)ethyl]-3, 5-bis(trifluoromethyl)benzamide;(57) N-[1-[2-(3,3-dimethyl-2-oxo-3a,7a-dihydro-1H-pyrrolo[3,2-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(58) N-[1-[2-(triazolo[1,5-c]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(59) N-[1-[2-(3,3-dimethyl-2-oxo-1, 4,4a, 8a-tetrahydro-1,6-naphthyridin-7-yl)-1, 2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(60) N-[1-[2-(2-ethyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(61) N-[1-[2-(3-hydroxyimidazo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(62) N-[1-[2-(2-methyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(63) 2-[5-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]imidazo[1,5-b]pyridazine-4-carboxamide;(64) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;(65) N-[1-[2-(3-amino-[1,2,4]triazolo[4,3-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide260(66) N-[1-[2-(3-methyl-[1,2,4]triazolo[4,3-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(67) N-[1-[2-(2-aminopyrazolo[1,5-c]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(68) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(69) N-[1-[2-(2-cyano-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(70) 7-[5-[1-[[3,5-bis(trifluoromethyl)benzoyl]amino]ethyl]-1,2,4-triazol-1-yl]-[1,2,4]triazolo[1,5-c]pyrimidine-2-carboxamide;(71) N-[1-[2-(2-cyclopropyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(72) 3-chloro-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(73) 3-chloro-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethylsulfonyl)benzamide;(74) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(75) N-[(1R)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(76) 3-(1-cyanocyclopropyl)-N-[(1R)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(77) N-[1-[2-(2-methylsulfanyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(78) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(79) (N-[1-[2-(3-methyl-2-oxo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(80) N-[1-[2-(2-ethoxy-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(81) N-[(1S)-1-[2-(2-acetamido-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(82) N-[1-[2-(2-oxo-3H-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;(83) 2-amino-N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(84) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(85) N-[1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethylsulfonyl)benzamide;(86) N-[1-[2-(2-methoxy-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3.5-bis(trifluoromethyl)benzamide;261(87) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(88) N-[1-[2-[2-(methylamino)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(89) N-[(1S)-1-[2-(2-formamido-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(90) N-[1-[2-(3-aminoisoxazolo[5,4-c]pyridin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(91) N-[1-[2-[2-(dimethylamino)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(92) N-[1-[2-(2,8-dibromo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(93) N-[(1S)-1-[2-(3-amino-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(94) N-[1-[2-[2-[formyl(methyl)amino]-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(95) N-[1-[2-(2-bromo-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(96) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3,5-bis(trifluoromethyl)benzamide;(97) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(98) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(trifluoromethylsulfonyl)benzamide;(99) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-bromo-5-(1-cyano-1-methyl-ethyl)benzamide;(100) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;(101) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(2,2-dichlorocyclopropyl)benzamide;(102) [3-[[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]carbamoyl]-5-(trifluoromethyl)phenyl] trifluoromethanesulfonate;(103) N-[1-[2-(3-aminoisoxazolo[4,5-d]pyrimidin-5-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(104) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(105) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-bromo-5-(1-cyano-1-methyl-ethyl)benzamide;(106) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;(107) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(trifluoromethylsulfonyl)benzamide;262(108) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-chloro-5-(2,2-dichlorocyclopropyl)benzamide;(109) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(110) N-[1-[2-(3-aminoisoxazolo[4,5-c]pyridin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(111) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-5-methyl-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(112) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-cyclopropyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(113) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(114) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(115) N-[(1S)-1-[5-amino-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(116) N-[(1S)-1-(2-pyrido[2,3-d]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;(117) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methyl-2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(118) N-[(1S)-1-[5-bromo-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(119) N-[(1S)-1-[5-acetamido-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(120) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-cyclopropyl-2-([1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(121) N-[1-[2-(3-aminoisoxazolo[5,4-d]pyrimidin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(122) N-(cyclopropylmethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(123) N-methyl-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(124) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methylsulfonyl-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(125) 3,5-bis(trifluoromethyl)-N-[(1S)-1-[2-[2-(trifluoromethyl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]benzamide;(126) N-[(1S)-1-[2-[2-(difluoromethyl)-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl]-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(127) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-(dimethylamino)-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(128) N-(2-methylsulfanylethyl)-N-[1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;263(129) N-[(1S)-1-(2-pyrido[3,2-d]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5- bis(trifluoromethyl)benzamide;(130) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-(methylamino)-2-([1,2,4]triazolo[1,5- c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(131) N-[(1S)-1-[2-(2-amino-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-5-cyclopropyl-1,2,4- triazol-3-yl]ethyl]-3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(132) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3- yl]ethyl]-2-(1-cyanocyclopropyl)-6-(trifluoromethoxy)pyridine-4-carboxamide;(133) N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]- 3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)benzamide;(134) 3-chloro-N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethylsulfonyl)benzamide;(135) 2-amino-N-[(1S)-1-[2-(2-chloro-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide;(136) 3-(1-cyanocyclopropyl)-N-[(1S)-1-[5-methoxy-2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide;(137) N-[(1S)-1-[2-([1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-1,2,4-triazol-3-yl]ethyl]-2,6-bis(trifluoromethyl)pyridine-4-carboxamide;(138) N-[(1S)-1-(2-pyrazolo[1,5-a]pyrimidin-2-yl-1,2,4-triazol-3-yl)ethyl]-3,5-bis(trifluoromethyl)benzamide;or the N-oxide, stereoisomer, tautomer, agriculturally or veterinarily acceptable salt of any one of compounds (1) to (138).

22. Compounds of formula lnt-1a, lnt-2a, lnt-3a, lnt-3h, lnt-5a, lnt-6a, lnt-3hCI, lnt-3hN, Int-or N-oxides, stereoisomers, and salts thereof, wherein the variables are as defined according to any of the preceding claims.

23. A composition, comprising at least one compound of formula I according to any of claims 1 to 22 and any one of a further active substance, an excipient or solvent.

24. A method for combating or controlling invertebrate pests, which method comprises contacting said pest or its food supply, habitat or breeding grounds with a pesticidally effective amount of at least one compound according to any of claims 1 to 22 or the composition according to claim 23.

25. A method for protecting growing plants or an animal from attack or infestation by invertebrate pests, which method comprises contacting a plant, or soil or water wherein the plant is growing, or an animal with a pesticidally effective amount of at least one compound according to any of claims 1 to 22 or the composition according to claim 23.

26. Seed comprising a compound according to any of claims 1 to 22 or a composition according to claim 23, in an amount of from 0.1 g to 10 kg per 100 kg of seed.

27. Use of a compound of the formula I according to any of claims 1 to 22 or of the compositions according to claim 23, for protecting growing plants from attack or infestation by invertebrate pests.

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