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US 2018/0002346 A1Published application
Azolobenzazine compounds, compositions comprising these compounds and their use for controlling invertebrate pests
AssigneeBASF SE
InventorsArun Narine, Sunderraman Sambasivan, Ramakrishnan Vallinayagam, Harish Shinde, Ashokkumar Adisechan
Life of this patent
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Abstract
Azolobenzazine compounds of the formula I and N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof are disclosed, as well as are methods for controlling invertebrate pests using the disclosed compounds. Further disclosed are plant propagation materials, agricultural compositions, and veterinary compositions that include the disclosed compounds.
Claims20
Compounds of formula I;
- wherein
- C1 is C or CH;
- C2 is C or CH;
- A1 is N or C;
- A2 is N, C(R2), N(R3), O, S or C(R4,R5);
- A3 is N, O, S, N(R6), C(R7) or C(R8,R9);
- A4 is N or C(R);
- A5 is N or C(R);
- A6 is N or C(R);
- wherein one or two non-adjacent bonds in the 5-membered ring formed by C1, C2, A1, A2 and A3 are double bonds, while the others are single bonds, provided that the bond between A1 and A2 or the bond between A1 and C1 or the bond between A2 and A3 or the bond between C1 and C2 or the bond between A3 and C2 is a double bond further provided that at least one of A1, A2 and A3 is N, N(R3) or N(R6),
- provided that 1 or 2 of A4, A5 and A6 is N;
- and wherein
- R2, R7 independently of each other, are selected from the group consisting of hydrogen, halogen, N3, OH, CN, NO2, —SCN, —SF5,
- C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc,
- C(O)—NRbRc, C(O)—Rd, SO2NRbRc and S(═O)mRe;
- R3, R6 independently of each other, are selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc,
- C(O)—NRbRc, C(O)—Rd, SO2NRbRc, S(═O)mRe, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- R4, R5 independently of each other, are selected from the group consisting of hydrogen, halogen, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio and C1-C4-haloalkylthio or C(R4,R5) is a carbonyl group or thiocarbonyl group;
- R8, R9 independently of each other, are selected from the group consisting of hydrogen, halogen, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio and C1-C4-haloalkylthio or C(R8,R9) is a carbonyl group or thiocarbonyl group;
- Ar is phenyl or 5- or 6-membered hetaryl, which are unsubstituted or carry 1, 2, 3 or 4 radicals RAr, which are identical or different, wherein
- RAr independently of each other, are selected from the group consisting of halogen, N3, OH, CN, NO2, —SCN, —SF5,
- C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc,
- C(O)—NRbRc, C(O)—Rd, SO2NRbRc and S(═O)mRe, one radical may also be phenyl, phenoxy, phenylcarbonyl, phenylthio or benzyl, wherein the phenyl ring in the last 5 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Q is —O—, —S—, —S(═O)—, —S(═O)2—, —C(RQ2aRQ2b)—, —N(RQ1)—, —N(RQ2)—C(═O)—, —N(RQ2)—C(═S)—, —O—C(═O)—, —C(RQ3)═C(RQ4)—, —C(RQ3aRQ3b)—C(RQ4aRQ4b)—, —C(RQ3aRQ3b)—C(═O)—, —O—C(RQ4aRQ4b)—, —S(═O)n—C(RQ4aRQ4b)—, —N═C(RQ3c), —S(═O)2—N(RQ2)— or —N(RQ2)—C(RQ4aRQ4b)—, wherein
- n is 0, 1 or 2;
- RQ1, RQ2 independently of each other are selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, C(O)—NRbRc, C(O)—Rd, SO2NRbRc, S(═O)mRe, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- RQ3, RQ4 independently of each other, are selected from the group consisting of hydrogen, halogen, OH, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc, C(O)—NRbRc, C(O)—Rd, SO2NRbRc and S(═O)mRe;
- RQ2a, RQ2b independently of each other, are selected from the group consisting of hydrogen, halogen, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio and C1-C4-haloalkylthio or —C(RQ2aRQ2b)— is C═O or C═S;
- RQ3a, RQ3b independently of each other, are selected from the group consisting of hydrogen, halogen, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio and C1-C4-haloalkylthio;
- RQ3c is selected from the group consisting of hydrogen, halogen, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio and C1-C4-haloalkylthio;
- RQ4a, RQ4b independently of each other, are selected from the group consisting of hydrogen, halogen, CN, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio and C1-C4-haloalkylthio;
- R1 is a moiety of the formula -T-X1—Y—Z1—R11 or a moiety -T-X2—Y—Z2—R12, wherein
- R11 is selected from the group consisting of C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last four mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, C(O)—NRbRc, C(O)—Rd, aryl, arylcarbonyl, aryl-C1-C4-alkyl, aryloxy-C1-C4-alkyl, hetaryl, hetarylcarbonyl, hetaryl-C1-C4-alkyl and hetaryloxy-C1-C4-alkyl, wherein the aryl and hetaryl rings in the last 8 radicals are unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rg and wherein hetaryl is a 5- or 6-membered monocyclic hetaryl or a 8-, 9- or 10-membered bicyclic hetaryl;
- R12 is a radical of the formula A;
- wherein # indicates the point of attachment to Z2;
- R121, R122, R123 independently of each other are selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-alkoxy-C1-C4-alkoxy, C1-C6-alkylcarbonlyoxy, C1-C6-haloalkylcarbonlyoxy, C1-C6-alkenylcarbonlyoxy, C3-C6-cycloalkylcarbonlyoxy and NRbRc, or one of R121, R122, R123 also is oxo;
- R124 is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy, C1-C6-haloalkoxy and C2-C6-alkenyloxy;
- T is selected from a single bond, (CHRxa)s with s being 1, 2, 3 or 4, cyclopropane-1,1-diyl or cyclopropane-1,2-diyl,
- X1, X2 independently of each other, are selected from NRx1, a bivalent group —N(Rx2)—C(═O)—, wherein C═(O) is bound to Y, a bivalent group —N(Rx2)—C(═S)—, wherein C═(S) is bound to Y, and a bivalent group —C(Rx3)═N—, wherein the nitrogen is bound to Y,
- Y is a single bond, or one of the bivalent groups —N(Ry1)—C(═O)—, —N(Ry2)—C(═S)—, —N═C((O)p—Ry3)— or —N═C((S)p—Ry3)—, wherein the left hand nitrogen atom in the four groups is bound to X1 or X2, respectively, and wherein p is 0 or 1, provided that Y is not a single bond, if X1 or X2 are a single bond;
- Z1 is O, S, N—Rz1, C(Rz3)═C((S)q—Rz4)—N(Rz5), wherein R11 is bound to the nitrogen atom and q is 0 or 1, or C(S—RZ6)═N, wherein R11 is bound to the nitrogen atom;
- or
- Y—Z1 is selected from the following bivalent radicals N(Ry4)—C(S—RZ6)═N, O—N(Ry4)—C(S—RZ6)═N and N(Ry44)—N(Ry4)—C(S—RZ6)═N, wherein in these bivalent radicals R11 is bound to the nitrogen atom,
- Z2 is O, S or N—Rz2;
- and wherein
- Rx1, Rx2 independently of each other, are selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last four mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN,
- C(O)—NRbRc, C(O)—Rd, SO2NRbRc, S(═O)mRe, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Rx3 is selected from the group consisting of hydrogen, halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkoxy-C1-C4-alkyl, C3-C6-cycloalkyl-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc, C(O)—NRbRc, C(O)—Rd, phenyl, phenoxy, phenylcarbonyl, phenylthio and benzyl, wherein the phenyl ring in the last 5 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Rxa is selected from the group consisting of hydrogen, halogen and C1-C6-alkyl, it being possible for s=2, 3 or 4 that Rxa is identical or different;
- p is 0 or 1;
- Ry1, Ry2 independently of each other, are selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 4 mentioned radicals are unsubstituted or partially or completely halogenated, C(O)—ORa, C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN,
- C(O)—NRbRc, C(O)—Rd, SO2NRbRc, S(═O)mRe, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Ry3 is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, C3-C6-cycloalkyl-C1-C4-alkyl, wherein the alkyl, cycloalkyl and alkoxy parts of the last four mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, C(O)—NRbRc, C(O)—Rd, phenyl, phenylcarbonyl and benzyl, wherein the phenyl ring in the last 3 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Ry4 is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 4 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN,
- C(O)—NRbRc, C(O)—Rd, SO2NRbRc, S(═O)mRe, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Ry44 is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C(O)—NRbRc, C(O)—Rd, phenyl, phenylcarbonyl and benzyl, wherein the phenyl ring in the last 3 radicals is unsubstituted or carries 1, 2, 3, 4 or 5 radicals Rf;
- Rz1, Rz2 independently of each other are selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 4 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN,
- C(O)—NRbRc, C(O)—Rd, SO2NRbRc, S(═O)mRe, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Rz3, Rz6 independently of each other, are selected from the group consisting of hydrogen, CN, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last four mentioned radicals are unsubstituted or partially or completely halogenated,
- phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carries 1, 2, 3, 4 or 5 radicals Rf;
- Rz4, Rz5 independently of each other, are selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last four mentioned radicals are unsubstituted or partially or completely halogenated,
- phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carries 1, 2, 3, 4 or 5 radicals Rf;
- R is selected from the group consisting of hydrogen, halogen, N3, OH, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxyx-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc,
- C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc, C(O)—NRbRc, C(O)—Rd, SO2NRbRc and S(═O)mRe, one radical is also phenyl, phenoxy, phenylcarbonyl, phenylthio or benzyl, wherein the phenyl ring in the last 5 radicals is unsubstituted or carries 1, 2, 3, 4 or 5 radicals Rf, and any combination thereof;
- R′ is selected from the group consisting of hydrogen, halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkoxy-C1-C4-alkyl, C3-C6-cycloalkyl-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc, C(O)—NRbRc, C(O)—Rd, phenyl, phenoxy, phenylcarbonyl, phenylthio and benzyl, wherein the phenyl ring in the last 5 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- and wherein
- each m is independently 0, 1 or 2;
- each Ra is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 4 mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- each Rb is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 4 mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-CN, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- each Rc is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 4 mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-CN, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- each moiety NRbRc forms an N-bound, saturated 5- to 8-membered heterocycle, which in addition to the nitrogen atom has 1 or 2 further heteroatoms or heteroatom moieties selected from O, S(═O)m and N—R′, wherein R′ is hydrogen or C1-C6-alkyl and wherein the N-bound heterocycle is unsubstituted or carries 1, 2, 3, 4, 5 or 6 radicals selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy, and any combination thereof;
- each Rd is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 4 mentioned radicals are unsubstituted or partially or completely halogenated, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- each Re is selected from the group consisting of C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, wherein the alkyl and cycloalkyl parts of the last 2 mentioned radicals are unsubstituted or partially or completely halogenated, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- each Rf is selected from the group consisting of halogen, N3, OH, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxyx-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc,
- C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc, C(O)—NRbRc, C(O)—Rd, SO2NRbRc and S(═O)mRe;
- each Rg is selected from the group consisting of halogen, N3, OH, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C(O)—ORa, NRbRc, C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc,
- C1-C6-alkylen-CN, NH—C1-C6-alkylen-NRbRc, C(O)—NRbRc, C(O)—Rd, SO2NRbRc and S(═O)mRe;
- each Rhh is selected from halogen, OH, C1-C6-alkyl, C3-C6-cycloalkyl, and CN;
- and the N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof.
93 more elements
Compounds of the formula (INT):
- wherein R1a is -T-NCO, -T-C(═O)Rx3a, -T-C(═O)—N3, T-CN, -T-N(Ry1a)H or halogen and wherein
- T is selected from a single bond, (CHRxa)s with s being 1, 2, 3 or 4, cyclopropane-1,1-diyl or cyclopropane-1,2-diyl,
- Ry1a is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last four mentioned radicals are unsubstituted or partially or completely halogenated, C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, phenyl and benzyl, wherein the phenyl ring in the last 2 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- Rx3a is selected from the group consisting of hydrogen, OH, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkoxy-C1-C4-alkyl, C3-C6-cycloalkyl-C1-C4-alkyl, wherein the alkyl, cycloalkyl, cycloalkoxy and alkoxy parts of the last 6 mentioned radicals are unsubstituted or partially or completely halogenated,
- C1-C6-alkylen-NRbRc, O—C1-C6-alkylen-NRbRc, C1-C6-alkylen-CN, phenyl, phenoxy, phenylcarbonyl, phenylthio and benzyl, wherein the phenyl ring in the last 5 radicals is unsubstituted or carry 1, 2, 3, 4 or 5 radicals Rf;
- and wherein Ar, Rxa, A1, A2, A3, A4, A5, A6, C1, C2 and Q are as defined in any of the preceding claims and the salts thereof.
3 more elements
(canceled)
(canceled)
Dependencies are inferred from the claim text.