Substituted Azolin-2-yl-Amino Compounds

A method for controlling an insect or a nematode pest, which comprises contacting the insect or nematode pest or its food supply, habitat, breeding ground or its locus with an agriculturally acceptable composition comprising a compound of the formula (I.a) or (I.b) and/or a salt thereof:

• wherein
• n is 0, 1, 2, 3 or 4.
• X is sulfur, oxygen or a radical NR5;
• A , is —C(R6a)(R6b)—, oxygen, NR7, sulfur, S(O) or S(O)2;
• B is a chemical bond or CH2;
• R1 is selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl;
• C3-C6-cycloalkyl, phenyl or benzyl, phenoxycarbonyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl each of the six last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb1;
• R2a, R2b are selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra2,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl, a 5 or 6 membered heterocyclic ring and benzoyl each of the seven last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb2, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the 5 or 6 membered heterocyclic ring contains 1, 2 or 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R1 together with R2a may be C3-C5-alkandiyl which may carry 1, 2, 3, 4 or 5 radicals R21 and which may be interrupted with 1 or 2 heteroatoms selected from the group consisting of oxygen, sulfur or nitrogen;
• R1 together with R2b may also be a bridging carbonyl group C(O);
• R3a, R3b, R3c, R3d are each independently selected from the group consisting of hydrogen, halogen, cyano, nitro, mercapto, amino, C1-C6-haloalkyl, C1-C6-alkyl, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, C1-C6-alkoxy, wherein the carbon atoms in the last 4 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra3,
• C3-C6-cycloalkyl, phenyl and benzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb3;
• R4a, R4b are independently from each other selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Ra4,
• phenyl, benzyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl, each of the four last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb4, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetaryl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R4a together with R4b may also be ═O, ═NRc or ═CRdRe;
• R2a together with R4a may form a bridging bivalent radical selected from the group consisting of C(O)—C(R24a)(R24b), C(S)—C(R24a)(R24b), CH2—C(R24a)(R24b), S(O)2—C(R24a)(R24b), S(O)—C(R24a)(R24b), C(O)—O, C(S)—O, S(O)2—O, S(O)—O, C(O)—NH, C(S)—NH, S(O)2—NH, S(O)—NH.
• R5 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra5,
• C(O)NRaRb, (SO2)NRaRb, C(S)NRaRb
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb5, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• R6a, R6b are independently of each other selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxy, mercapto, amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, wherein the carbon atoms in the last 5 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra6,
• C3-C6-cycloalkyl, phenyl andbenzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb6;
• or
• R6a together with R6b may also be ═O, ═NRc or ═CRdRe;
• R7 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra7,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb7, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• Rz1 are independently of each other selected from the group consisting of halogen, OH, SH, SO3H, COOH, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkenyloxy, C2-C6-alkenylthio, C2-C6-alkynyl, C2-C6-alkynyloxy, C2-C6-alkynylthio, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C2-C6-alkenylsulfonyl, C2-C6-alkynylsulfonyl, a radical NRaRb, formyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, formyloxy, C1-C6-alkylcarbonyloxy, C2-C6-alkenylcarbonyloxy, C2-C6-alkynylcarbonyloxy, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Raz,
• C(O)NRaRb, (SO2)NRaRb, and radicals of the formula Y-Cy, wherein
• Y is a single bond, oxygen, sulfur or C1-C6-alkandiyl, wherein one carbon might be replaced with oxygen,
• Cy is selected from the group consisting of C3-C12-cycloalkyl, which is unsubstituted or substituted with any combination of 1, 2, 3, 4 or 5 radicals Rbz, phenyl, naphthyl and mono- or bicyclic 5- to 10-membered heterocyclyl, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, wherein Cy is unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rbz;
• and wherein two radicals Rz1 that are bound to adjacent carbon atoms may form together with said carbon atoms a fused benzene ring, a fused saturated or partially unsaturated 5, 6, or 7 membered carbocycle or a fused 5, 6, or 7 membered heterocycle, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the fused ring is unsubstituted or may carry any combination of 1, 2, 3, or 4 radicals Rbz;
• Ra, Rb are independently of each other selected from the group consisting of hydrogen, C1-C6-alkyl, phenyl, benzyl, 5 or 6 membered hetaryl, C2-C6-alkenyl, or C2-C6-alkynyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Raw;
• Rc have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy, OH, NH2, C1-C6-alkylamino, di(C1-C6-alkyl)amino, arylamino, N—(C1-C6-alkyl)-N-arylamino and diarylamino, wherein aryl is phenyl which may be unsubstituted or may carry 1, 2 or 3 substituents Rbc;
• Rd, Re have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy and di(C1-C6-alkyl)amino.
• Ra2, Ra3, Ra4, Ra5, Ra6, Ra7, Raw and Raz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl;
• Rb1, Rb2, Rb3, Rb4, Rb5, Rb6, Rb7, Rbc and Rbz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylamino, di(C1-C6-alkyl)amino, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, formyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, formyloxy, and C1-C6-alkylcarbonyloxy;
• R21, R24a and R24b have independently one of the meanings given for Rb1 or two radicals R21 bound to the same carbon atom may together with this carbon atom form a carbonyl group;
• provided that if A is —C(R6a)(R6b)—, at least one of the radicals R1, R3a, R3b, R3c, R3d, R4a, R4b, R6a or R6b is different from hydrogen.

A method of protecting growing plants from attack or infestation by insects or nematodes, which comprises applying to the plants, or to the soil or water in which they are growing, at least one compound of formula (I.a) or (I.b) and/or an agriculturally acceptable salt thereof:

• wherein
• n is 0, 1, 2, 3 or 4.
• X is sulfur, oxygen or a radical NR5;
• A is —C(R6a)(R6b)—, oxygen, NR7, sulfur, S(O) or S(O)2;
• B is a chemical bond or CH2;
• R1 is selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl;
• C3-C6-cycloalkyl, phenyl or benzyl, phenoxycarbonyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl each of the six last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb1;
• R2a, R2b are selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra2,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl, a 5 or 6 membered heterocyclic ring and benzoyl each of the seven last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb2, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the 5 or 6 membered heterocyclic ring contains 1, 2 or 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or R1 together with R2a may be C3-C5-alkandiyl which may carry 1, 2, 3, 4 or 5 radicals R21 and which may be interrupted with 1 or 2 heteroatoms selected from the group consisting of oxygen, sulfur or nitrogen;
• R1 together with R2b may also be a bridging carbonyl group C(O);
• R3a, R3b, R3c, R3d are each independently selected from the group consisting of hydrogen, halogen, cyano, nitro, mercapto, amino, C1-C6-haloalkyl, C1-C6-alkyl, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, C1-C6-alkoxy, wherein the carbon atoms in the last 4 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra3,
• C3-C6-cycloalkyl, phenyl and benzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb3;
• R4a, R4b are independently from each other selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Ra4,
• phenyl, benzyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl, each of the four last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb4, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetaryl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R4a together with R4b may also be ═O, ═NRc or ═CRdRe;
• R2a together with R4a may form a bridging bivalent radical selected from the group consisting of C(O)—C(R24a)(R24b), C(S)—C(R24a)(R24b), CH2—C(R24a)(R24b), S(O)2—C(R24a)(R24b), S(O)—C(R24a)(R24b), C(O)—O, C(S)—O, S(O)2—O, S(O)—O, C(O)—NH, C(S)—NH, S(O)2—NH, S(O)—NH.
• R5 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra5,
• C(O)NRaRb, (SO2)NRaRb, C(S)NRaRb
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb5, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• R6a, R6b are independently of each other selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxy, mercapto, amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, wherein the carbon atoms in the last 5 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra6,
• C3-C6-cycloalkyl, phenyl andbenzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb6;
• or
• R6a together with R6b may also be ═O, ═NRc or ═CRdRe;
• R7 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra7,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb7, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• Rz1 are independently of each other selected from the group consisting of halogen, OH, SH, SO3H, COOH, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C2-C6-alkenyl, C2-C6-alkenyloxy, C2-C6-alkenylthio, C2-C6-alkynyl, C2-C6-alkynyloxy, C2-C6-alkynylthio, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C2-C6-alkenylsulfonyl, C2-C6-alkynylsulfonyl, a radical NRaRb, formyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, formyloxy, C1-C6-alkylcarbonyloxy, C2-C6-alkenylcarbonyloxy, C2-C6-alkynylcarbonyloxy, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Raz,
• C(O)NRaRb, (SO2)NRaRb, and radicals of the formula Y-Cy, wherein
• Y is a single bond, oxygen, sulfur or C1-C6-alkandiyl, wherein one carbon might be replaced with oxygen,
• Cy is selected from the group consisting of C3-C12-cycloalkyl, which is unsubstituted or substituted with any combination of 1, 2, 3, 4 or 5 radicals Rbz, phenyl, naphthyl and mono- or bicyclic 5- to 10-membered heterocyclyl, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, wherein Cy is unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rbz;
• and wherein two radicals Rz1 that are bound to adjacent carbon atoms may form together with said carbon atoms a fused benzene ring, a fused saturated or partially unsaturated 5, 6, or 7 membered carbocycle or a fused 5, 6, or 7 membered heterocycle, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the fused ring is unsubstituted or may carry any combination of 1, 2, 3, or 4 radicals Rbz;
• Ra, Rb are independently of each other selected from the group consisting of hydrogen, C1-C6-alkyl, phenyl, benzyl, 5 or 6 membered hetaryl, C2-C6-alkenyl, or C2-C6-alkynyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Raw;
• Rc have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy, OH, NH2, C1-C6-alkylamino, di(C1-C6-alkyl)amino, arylamino, N—(C1-C6-alkyl)-N-arylamino and diarylamino, wherein aryl is phenyl which may be unsubstituted or may carry 1, 2 or 3 substituents Rbc;
• Rd, Re have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy and di(C1-C6-alkyl)amino.
• Ra2, Ra3, Ra4, Ra5, Ra5, Ra7, Raw and Raz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl;
• Rb1, Rb2, Rb3, Rb4, Rb5, Rb6, Rb7, Rbc and Rbz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylamino, di(C1-C6-alkyl)amino, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, formyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, formyloxy, and C1-C6-alkylcarbonyloxy;
• R21, R24a and R24b have independently one of the meanings given for Rb1 or two radicals R21 bound to the same carbon atom may together with this carbon atom form a carbonyl group;
• provided that if A is —C(R6a)(R6b)—, at least one of the radicals R1, R3a, R3b, R3c, R3d, R4a, R4b, R6a or R6b is different from hydrogen.

A method of protection of seed comprising contacting the seeds with a compound of formula (I.a) or (I.b) and/or an agriculturally acceptable salt thereof:

• wherein
• n is 0, 1, 2, 3 or 4.
• X is sulfur, oxygen or a radical NR5;
• A is —C(R6a)(R6b)—, oxygen, NR7, sulfur, S(O) or S(O)2;
• B is a chemical bond or CH2;
• R1 is selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl;
• C3-C6-cycloalkyl, phenyl or benzyl, phenoxycarbonyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl each of the six last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb1;
• R2a, R2b are selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra2,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl, a 5 or 6 membered heterocyclic ring and benzoyl each of the seven last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb2, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the 5 or 6 membered heterocyclic ring contains 1, 2 or 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R1 together with R2a may be C3-C5-alkandiyl which may carry 1, 2, 3, 4 or 5 radicals R21 and which may be interrupted with 1 or 2 heteroatoms selected from the group consisting of oxygen, sulfur or nitrogen;
• R1 together with R2b may also be a bridging carbonyl group C(O);
• R3a, R3b, R3c, R3d are each independently selected from the group consisting of hydrogen, halogen, cyano, nitro, mercapto, amino, C1-C6-haloalkyl, C1-C6-alkyl, C1-C6-alkylamino, C1-C6-alkoxy, wherein the carbon atoms in the last 4 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra3,
• C3-C6-cycloalkyl, phenyl and benzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb3;
• R4a, R4b are independently from each other selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Ra4,
• phenyl, benzyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl, each of the four last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb4, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetaryl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R4a together with R4b may also be ═O, ═NRC or ═CRdRe;
• R2a together with R4a may form a bridging bivalent radical selected from the group consisting of C(O)—C(R24a)(R24b), C(S)—C(R24a)(R24b), CH2—C(R24a)(R24b), S(O)2—C(R24a)(R24b), S(O)—C(R24a)(R24b), C(O)—O, C(S)—O, S(O)2—O, S(O)—O, C(O)—NH, C(S)—NH, S(O)2—NH, S(O)—NH.
• R5 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra5,
• C(O)NRaRb, (SO2)NRaRb, C(S)NRaRb
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb5, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• R6a, R6b are independently of each other selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxy, mercapto, amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, wherein the carbon atoms in the last 5 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra6,
• C3-C6-cycloalkyl, phenyl andbenzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb6;
• or
• R6a together with R6b may also be ═O, ═NRc or ═CRdRe;
• R7 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra7,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb7, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• Rz1 are independently of each other selected from the group consisting of halogen, OH, SH, SO3H, COOH, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C2-C6-alkenyl, C2-C6-alkenyloxy, C2-C6-alkenylthio, C2-C6-alkynyl, C2-C6-alkynyloxy, C2-C6-alkynylthio, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C2-C6-alkenylsulfonyl, C2-C6-alkynylsulfonyl, a radical NRaRb, formyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, formyloxy, C1-C6-alkylcarbonyloxy, C2-C6-alkenylcarbonyloxy, C2-C6-alkynylcarbonyloxy, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Raz,
• C(O)NRaRb, (SO2)NRaRb, and radicals of the formula Y-Cy, wherein
• Y is a single bond, oxygen, sulfur or C1-C6-alkandiyl, wherein one carbon might be replaced with oxygen,
• Cy is selected from the group consisting of C3-C12-cycloalkyl, which is unsubstituted or substituted with any combination of 1, 2, 3, 4 or 5 radicals Rbz, phenyl, naphthyl and mono- or bicyclic 5- to 10-membered heterocyclyl, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, wherein Cy is unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rbz;
• and wherein two radicals Rz1 that are bound to adjacent carbon atoms may form together with said carbon atoms a fused benzene ring, a fused saturated or partially unsaturated 5, 6, or 7 membered carbocycle or a fused 5, 6, or 7 membered heterocycle, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the fused ring is unsubstituted or may carry any combination of 1, 2, 3, or 4 radicals Rbz;
• Ra, Rb are independently of each other selected from the group consisting of hydrogen, C1-C6-alkyl, phenyl, benzyl, 5 or 6 membered hetaryl, C2-C6-alkenyl, or C2-C6-alkynyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Raw;
• Rc have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy, OH, NH2, C1-C6-alkylamino, di(C1-C6-alkyl)amino, arylamino, N—(C1-C6-alkyl)-N-arylamino and diarylamino, wherein aryl is phenyl which may be unsubstituted or may carry 1, 2 or 3 substituents Rbc;
• Rd, Re have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy and di(C1-C6-alkyl)amino.
• Ra2, Ra3, Ra4, Ra5, Ra6, Ra7, Raw and Raz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl;
• Rb1, Rb2, Rb3, Rb4, Rb5, Rb6, Rb7, Rbc and Rbz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylamino, di(C1-C6-alkyl)amino, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, formyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, formyloxy, and C1-C6-alkylcarbonyloxy;
• R21, R24a and R24b have independently one of the meanings given for Rb1 or two radicals R21 bound to the same carbon atom may together with this carbon atom form a carbonyl group;
• provided that if A is —C(R6a)(R6b)—, at least one of the radicals R1, R3a, R3b, R3c, R3d, R4a, R4b, R6a or R6b is different from hydrogen in a pesticidally effective amount.

A seed comprising a compound of formula (I.a) or (I.b) and/or an agriculturally acceptable salt thereof

• wherein
• n is 0, 1, 2, 3 or 4.
• X is sulfur, oxygen or a radical NR5;
• A is —C(R6a)(R6b)—, oxygen, NR7, sulfur, S(O) or S(O)2;
• B is a chemical bond or CH2;
• R1 is selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl;
• C3-C6-cycloalkyl, phenyl or benzyl, phenoxycarbonyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl each of the six last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb1;
• R2a, R2b are selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra2,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl, a 5 or 6 membered heterocyclic ring and benzoyl each of the seven last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb2, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the 5 or 6 membered heterocyclic ring contains 1, 2 or 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R1 together with R2a may be C3-C5-alkandiyl which may carry 1, 2, 3, 4 or 5 radicals R21 and which may be interrupted with 1 or 2 heteroatoms selected from the group consisting of oxygen, sulfur or nitrogen;
• R1 together with R2b may also be a bridging carbonyl group C(O);
• R3a, R3b, R3c, R3d are each independently selected from the group consisting of hydrogen, halogen, cyano, nitro, mercapto, amino, C1-C6-haloalkyl, C1-C6-alkyl, C1-C6-alkylamino, C1-C6-alkoxy, wherein the carbon atoms in the last 4 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra3,
• C3-C6-cycloalkyl, phenyl and benzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb3;
• R4a, R4b are independently from each other selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Ra4,
• phenyl, benzyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl, each of the four last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb4, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetaryl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R4a together with R4b may also be ═O, ═NRc or ═CRdRe;
• R2a together with R4a may form a bridging bivalent radical selected from the group consisting of C(O)—C(R24a)(R24b), C(S)—C(R24a)(R24b), CH2—(R24a)(R24b), S(O)2—C(R24a)(R24b), S(O)—C(R24a)(R24b), C(O)—O, C(S)—O, S(O)2—O, S(O)—O, C(O)—NH, C(S)—NH, S(O)2—NH, S(O)—NH.
• R5 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra5,
• C(O)NRaRb, (SO2)NRaRb, C(S)NRaRb
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb5, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• R6a, R6b are independently of each other selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxy, mercapto, amino, C1-C6-alkyl, C1-C6-alkoxy, di-(C1-C6-alkyl)amino, wherein the carbon atoms in the last 5 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra6,
• C3-C6-cycloalkyl, phenyl andbenzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb6;
• or
• R6a together with R6b may also be ═O, ═NRc or ═CRdRe;
• R7 is selected from the group consisting of hydrogen, formyl, CN, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra7,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb7, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• are independently of each other selected from the group consisting of halogen, OH, SH, SO3H, COOH, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C2-C6-alkenyl, C2-C6-alkenyloxy, C2-C6-alkenylthio, C2-C6-alkynyl, C2-C6-alkynyloxy, C2-C6-alkynylthio, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C2-C6-alkenylsulfonyl, C2-C6-alkynylsulfonyl, a radical NRaRb, formyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, formyloxy, C1-C6-alkylcarbonyloxy, C2-C6-alkenylcarbonyloxy, C2-C6-alkynylcarbonyloxy, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Raz,
• C(O)NRaRb, (SO2)NRaRb, and radicals of the formula Y-Cy, wherein
• Y is a single bond, oxygen, sulfur or C1-C6-alkandiyl, wherein one carbon might be replaced with oxygen,
• Cy is selected from the group consisting of C3-C12-cycloalkyl, which is unsubstituted or substituted with any combination of 1, 2, 3, 4 or 5 radicals Rbz, phenyl, naphthyl and mono- or bicyclic 5- to 10-membered heterocyclyl, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, wherein Cy is unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rbz;
• and wherein two radicals Rz1 that are bound to adjacent carbon atoms may form together with said carbon atoms a fused benzene ring, a fused saturated or partially unsaturated 5, 6, or 7 membered carbocycle or a fused 5, 6, or 7 membered heterocycle, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the fused ring is unsubstituted or may carry any combination of 1, 2, 3, or 4 radicals Rbz;
• Ra, Rb are independently of each other selected from the group consisting of hydrogen, C1-C6-alkyl, phenyl, benzyl, 5 or 6 membered hetaryl, C2-C6-alkenyl, or C2-C6-alkynyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Raw;
• Rc have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy, OH, NH2, C1-C6-alkylamino, di(C1-C6-alkyl)amino, arylamino, N—(C1-C6-alkyl)-N-arylamino and diarylamino, wherein aryl is phenyl which may be unsubstituted or may carry 1, 2 or 3 substituents Rbc;
• Rd, Re have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy and di(C1-C6-alkyl)amino.
• Ra2, Ra3, Ra4, Ra5, Ra6, Ra7, Raw and Raz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl;
• Rb1, Rb2, Rb3, Rb4, Rb5, Rb6, Rb7, Rbc and Rbz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylamino, di(C1-C6-alkyDamino, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, formyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, formyloxy, and C1-C6-alkylcarbonyloxy;
• R21, R24a and R24b have independently one of the meanings given for Rb1 or two radicals R21 bound to the same carbon atom may together with this carbon atom form a carbonyl group;
• provided that if A is —C(R6a)(R6b), at least one of the radicals R1, R3a, R3b, R3c, R3d, R4a, R4b, R6a or R6b is different from hydrogen.
• in an amount of from 0.1 g to 10 kg per 100 kg of seeds, calculated as the compound of formula (I.a) or (I.b).

A method for treating, controlling, preventing or protecting animals against infestation or infection by endoparasites which comprises administering or applying to the animals a parasiticidally effective amount of at least one compound of formula (I.a) or (I.b) and/or an veterinarily acceptable salt thereof

• wherein
• n is 0, 1, 2, 3 or 4.
• X is sulfur, oxygen or a radical NR5;
• A is —C(R6a)(R6b)—, oxygen, NR7, sulfur, S(O) or S(O)2;
• B is a chemical bond or CH2;
• R1 is selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl;
• C3-C6-cycloalkyl, phenyl or benzyl, phenoxycarbonyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl each of the six last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb1;
• R2a, R2b are selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra2,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl, a 5 or 6 membered heterocyclic ring and benzoyl each of the seven last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb2, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the 5 or 6 membered heterocyclic ring contains 1, 2 or 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R1 together with R2a may be C3-C5-alkandiyl which may carry 1, 2, 3, 4 or 5 radicals R21 and which may be interrupted with 1 or 2 heteroatoms selected from the group consisting of oxygen, sulfur or nitrogen;
• R1 together with R2b may also be a bridging carbonyl group C(O);
• R3a, R3b, R3c, R3d are each independently selected from the group consisting of hydrogen, halogen, cyano, nitro, mercapto, amino, C1-C6-haloalkyl, C1-C6-alkyl, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, C1-C6-alkoxy, wherein the carbon atoms in the last 4 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra3,
• C3-C6-cycloalkyl, phenyl and benzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb3;
• R4a, R4b are independently from each other selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Ra4,
• phenyl, benzyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl, each of the four last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb4, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetaryl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R4a together with R4b may also be ═O, ═NRc or ═CRdRe;
• R2a together with R4a may form a bridging bivalent radical selected from the group consisting of C(O)—C(R24a)(R24b), C(S)—C(R24a)(R24b), CH2—C(R24a)(R24b), S(O)2—C(R24a)(R24b), S(O)—C(R24a)(R24b), C(O)—O, C(S)—O, S(O)2—O, S(O)—O, C(O)—NH, C(S)—NH, S(O)2—NH, S(O)—NH.
• R5 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra5,
• C(O)NRaRb, (SO2)NRaRb, C(S)NRaRb
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb5, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• R6a, R6b are independently of each other selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxy, mercapto, amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, wherein the carbon atoms in the last 5 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra6,
• C3-C6-cycloalkyl, phenyl andbenzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb6;
• or
• R6a together with R6b may also be ═O, ═NRc or ═CRdRe;
• R7 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra7,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb7, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• Rz1 are independently of each other selected from the group consisting of halogen, OH, SH, SO3H, COOH, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C2-C6-alkenyl, C2-C6-alkenyloxy, C2-Co-alkenylthio, C2-C6-alkynyl, C2-C6-alkynyloxy, C2-C6-alkynylthio, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C2-C6-alkenylsulfonyl, C2-C6-alkynylsulfonyl, a radical NRaRb, formyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, formyloxy, C1-C6-alkylcarbonyloxy, C2-C6-alkenylcarbonyloxy, C2-C6-alkynylcarbonyloxy, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Raz,
• C(O)NRaRb, (SO2)NRaRb, and radicals of the formula Y-Cy, wherein
• Y is a single bond, oxygen, sulfur or C1-C6-alkandiyl, wherein one carbon might be replaced with oxygen,
• Cy is selected from the group consisting of C3-C12-cycloalkyl, which is unsubstituted or substituted with any combination of 1, 2, 3, 4 or 5 radicals Rbz, phenyl, naphthyl and mono- or bicyclic 5- to 10-membered heterocyclyl, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, wherein Cy is unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rbz;
• and wherein two radicals Rz1 that are bound to adjacent carbon atoms may form together with said carbon atoms a fused benzene ring, a fused saturated or partially unsaturated 5, 6, or 7 membered carbocycle or a fused 5, 6, or 7 membered heterocycle, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the fused ring is unsubstituted or may carry any combination of 1, 2, 3, or 4 radicals Rbz;
• Ra, Rb are independently of each other selected from the group consisting of hydrogen, C1-C6-alkyl, phenyl, benzyl, 5 or 6 membered hetaryl, C2-C6-alkenyl, or C2-C6-alkynyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Raw;
• Rc have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy, OH, NH2, C1-C6-alkylamino, di(C1-C6-alkyl)amino, arylamino, N—(C1-C6-alkyl)-N-arylamino and diarylamino, wherein aryl is phenyl which may be unsubstituted or may carry 1, 2 or 3 substituents Rbc;
• Rd, Re have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy and di(C1-C6-alkyl)amino.
• Ra2, Ra3, Ra4, Ra5, Ra6, Ra7, Raw and Raz are indendently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl;
• Rb1, Rb2, Rb3, Rb4, Rb5, Rb6, Rb7, Rbc and Rbz are independently selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylamino, di(C1-C6-alkyl)amino, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, formyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, formyloxy, and C1-C6-alkylcarbonyloxy;
• R21, R24a and R24b have independently one of the meanings given for Rb1 or two radicals R21 bound to the same carbon atom may together with this carbon atom form a carbonyl group;
• provided that if A , is —C(R6a)(R6b)—, at least one of the radicals R1, R3a, R3b, R3c, R3d, R4a, R4b, R6a or R6b is different from hydrogen.

Azoline compounds of the general formula (I.a) or (I.b),

• wherein
• n is 0, 1, 2, 3 or 4.
• X is sulfur, oxygen or a radical NR5;
• A , is —C(R6a)(R6b)—, oxygen, NR7, sulfur, S(O) or S(O)2;
• B is a chemical bond or CH2;
• R1 is selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl;
• C3-C6-cycloalkyl, phenyl or benzyl, phenoxycarbonyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl each of the six last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb1;
• R2a, R2b are selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra2,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl, a 5 or 6 membered heterocyclic ring and benzoyl each of the seven last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb2, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the 5 or 6 membered heterocyclic ring contains 1, 2 or 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R1 together with R2a may be C3-C5-alkandiyl which may carry 1, 2, 3, 4 or 5 radicals R21 and which may be interrupted with 1 or 2 heteroatoms selected from the group consisting of oxygen, sulfur or nitrogen;
• R1 together with R2b may also be a bridging carbonyl group C(O);
• R3a, R3b, R3c, R3d are each independently selected from the group consisting of hydrogen, halogen, cyano, nitro, mercapto, amino, C1-C6-haloalkyl, C1-C6-alkyl, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, C1-C6-alkoxy, wherein the carbon atoms in the last 4 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra3,
• C3-C6-cycloalkyl, phenyl and benzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb3;
• R4a, R4b are independently from each other selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Ra4,
• phenyl, benzyl, 5 or 6 membered hetaryl and 5 or 6 membered hetarylmethyl, each of the four last mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rm, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetaryl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• or
• R4a together with R4b may also be ═O, ═NRc or ═CRdRe;
• R2a together with R4a may form a bridging bivalent radical selected from the group consisting of C(O)—C(R24a)(R24b), C(S)—C(R24a)(R24b), CH2—(R24a)(R24b), S(O)2—C(R24a)(R24b), S(O)—C(R24a)(R24b), C(O)—O, C(S)—O, S(O)2—O, S(O)—O, C(O)—NH, C(S)—NH, S(O)2—NH, S(O)—NH.
• R5 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra5,
• C(O)NRaRb, (SO2)NRaRb, C(S)NRaRb
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb5, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• R6a, R6b are independently of each other selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxy, mercapto, amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkylamino, di-(C1-C6-alkyl)amino, wherein the carbon atoms in the last 5 mentioned radicals may be unsubstituted or may carry any combination of 1, 2 or 3 radicals Ra6,
• C3-C6-cycloalkyl, phenyl andbenzyl, each of the last three mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb6;
• or
• R6a together with R6b may also be ═O, ═NRc or ═CRdRe;
• R7 is selected from the group consisting of hydrogen, formyl, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, (C1-C6-alkyl)thiocarbonyl, (C1-C6-alkoxy)thiocarbonyl, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Ra7,
• C(O)NRaRb, C(S)NRaRb, (SO2)NRaRb,
• phenyl, benzyl, phenoxycarbonyl, 5 or 6 membered hetarylmethyl, 5 or 6 membered hetarylcarbonyl and benzoyl each of the last six mentioned radicals may be unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rb7, and wherein the 5 or 6 membered heteroaromatic ring in hetarylmethyl and hetarylcarbonyl contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members;
• Rz1 are independently of each other selected from the group consisting of halogen, OH, SH, SO3H, COOH, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C2-C6-alkenyl, C2-C6-alkenyloxy, C2-C6-alkenylthio, C2-C6-alkynyl, C2-C6-alkynyloxy, C2-C6-alkynylthio, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C2-C6-alkenylsulfonyl, C2-C6-alkynylsulfonyl, a radical NRaRb, formyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, formyloxy, C1-C6-alkylcarbonyloxy, C2-C6-alkenylcarbonyloxy, C2-C6-alkynylcarbonyloxy, wherein the carbon atoms in the aliphatic radicals of the aforementioned groups may carry any combination of 1, 2 or 3 radicals Raz,
• C(O)NRaRb, (SO2)NRaRb, and radicals of the formula Y-Cy, wherein
• Y is a single bond, oxygen, sulfur or C1-C6-alkandiyl, wherein one carbon might be replaced with oxygen,
• Cy is selected from the group consisting of C3-C12-cycloalkyl, which is unsubstituted or substituted with any combination of 1, 2, 3, 4 or 5 radicals Rbz, phenyl, naphthyl and mono- or bicyclic 5- to 10-membered heterocyclyl, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, wherein Cy is unsubstituted or may carry any combination of 1, 2, 3, 4 or 5 radicals Rbz;
• and wherein two radicals Rz1 that are bound to adjacent carbon atoms may form together with said carbon atoms a fused benzene ring, a fused saturated or partially unsaturated 5, 6, or 7 membered carbocycle or a fused 5, 6, or 7 membered heterocycle, which contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen as ring members, and wherein the fused ring is unsubstituted or may carry any combination of 1, 2, 3, or 4 radicals Rbz;
• Ra, Rb are independently of each other selected from the group consisting of hydrogen, C1-C6-alkyl, phenyl, benzyl, 5 or 6 membered hetaryl, C2-C6-alkenyl, or C2-C6-alkynyl, wherein the carbon atoms in these groups may carry any combination of 1, 2 or 3 radicals Raw;
• Rc have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy, OH, NH2, C1-C6-alkylamino, di(C1-C6-alkyl)amino, arylamino, N—(C1-C6-alkyl)-N-arylamino and diarylamino, wherein aryl is phenyl which may be unsubstituted or may carry 1, 2 or 3 substituents Rbc;
• Rd, Re have one of the meanings given for Ra and Rb or are independently of each other selected from the group consisting of C1-C6-alkoxy and di(C1-C6-alkyl)amino.
• Ra2, Ra3, Ra4, Ra5, Ra6, Ra7, Raw and Raz are independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl;
• Rb1, Rb2, Rb3, Rb4, Rb5, Rb6, Rb7, Rbc and Rbz independently of each other selected from the group consisting of halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylamino, di(C1-C6-alkyl)amino, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, formyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, formyloxy, and C1-C6-alkylcarbonyloxy;
• R21, R24a and R24b have independently one of the meanings given for Rb1 or two radicals R21 bound to the same carbon atom may together with this carbon atom form a carbonyl group;
• provided that if A is —C(R6a)(R6b)—, at least one of the radicals R1, R3a, R3b, R3c, R3d, R4a, R4b, R6a or R6b is different from hydrogen
• provided that,
• if X is oxygen, then at least one of the radicals R1 or R2a or R2b is different from hydrogen, and/or A is different from —C(R6a)(R6b)—, oxygen, sulfur, N(CH3), or if X is oxygen and B is a chemical bond, then A is different from —C(R6a)(R6b)—,
• and provided that, if X is nitrogen or sulfur, then at least one of the radicals R1 or R2a or R2b is different from hydrogen, and/or A is different from —C(R6a)(R6b)—,
• and the salts thereof.