Patent ID: 6239160
Filing Date: 2001-05-29
Classification: A01N,A61P,C07D

Abstract:
A 4-haloalkyl-3-heterocyclylpyridine of the formula I if desired in the form of its salt ##STR90##whereinY is halo-C.sub.1 -C.sub.8 -alkyl;X is CH;m is 0 or 1;Q is a 5-membered heterocyclic group ##STR91##in whicha) X.sup.1 =W, X.sup.2 =NR.sup.a, X.sup.3 =CR.sup.b R.sup.1 orb) X.sup.1 =NR.sup.a, X.sup.2 =CR.sup.b R.sup.1, X.sup.3 =W orc) X.sup.1 =O, X.sup.2 =CR.sup.a R.sup.1, X.sup.3 =NR.sup.b ord) X.sup.1 =S, X.sup.2 =CR.sup.a R.sup.1, X.sup.3 =NR.sup.b ore) X.sup.1 =V, X.sup.2 =CR.sup.a R.sup.2, X.sup.3 =CR.sup.b R.sup.3 orf) X.sup.1 =V, X.sup.2 =CR.sup.4 R.sup.5, X.sup.3 =CR.sup.6 R.sup.7 ;R.sup.a and R.sup.b together are a bondV is oxygen, sulfur or NH.sup.9 ;W is oxygen or sulfur;R.sup.1 is hydrogen, (C.sub.1 -C.sub.20)-alkyl, (C.sub.2 -C.sub.20)-alkenyl, (C.sub.2 -C.sub.20)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.6 -C.sub.8)-cycloalkynyl,where the six last-mentioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, hydroxyl, --C(.dbd.W)R.sup.10, --C(.dbd.NOR.sup.10)R.sup.10, --C(.dbd.NNR.sup.10.sub.2)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OC(.dbd.W)R.sup.10, --OC(.dbd.W)OR.sup.10, --NR.sup.10 C(.dbd.W)R.sup.10, --N[C(.dbd.W)R.sup.10 ].sub.2, --NR.sup.10 C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10 --NR.sup.10.sub.2, --C(.dbd.W)NR.sup.10 --NR.sup.10 [C(.dbd.W)R.sup.10 ], --NR.sup.10 --C(.dbd.W)NR.sup.10.sub.2, NR.sup.10 --NR.sup.10 C(.dbd.W)R.sup.10, --NR.sup.10 --N[C(.dbd.W)R.sup.10 ].sub.2, --N[(C.dbd.W)R.sup.10 ]--NR.sup.10.sub.2, --NR.sup.10 --NR.sup.10 [(C.dbd.W)R.sup.10 ], --NR.sup.10 --NR.sup.10 [(C.dbd.W)WR.sup.10 ], --NR.sup.10 --R.sup.10 [(C.dbd.W)NR.sup.10.sub.2 ], --NR.sup.10 (C.dbd.NR.sup.10)R.sup.10, --NR.sup.10 (C.dbd.NR.sup.10)NR.sup.10.sub.2, --O--NR.sup.10.sub.2,--O--NR.sup.10 (C.dbd.W)R.sup.10, --SO.sub.2 NR.sup.10.sub.2, --NR.sup.10 SO.sub.2 R.sup.10, --SO.sub.2 OR.sup.10, --OSO.sub.2 R.sup.10, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SiR.sup.10.sub.3, --SeR.sup.10, --PR.sup.10.sub.2, --P(.dbd.W)R.sup.10.sub.2, --SOR.sup.10, --SO.sub.2 R.sup.10, --PW.sub.2 R.sup.10.sub.2, --PW.sub.3 R.sup.10.sub.2, aryl and heterocyclyl,the two last-mentioned radicals optionally being substituted by one or more radicals from the group(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.6 -C.sub.8)-cycloalkynyl, (C.sub.1 -C.sub.6)-haloalkyl, (C.sub.2 -C.sub.6)-haloalkenyl, (C.sub.2 -C.sub.6)-haloalkynyl, halogen, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SiR.sup.10.sub.3, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --SOR.sup.10, --SO.sub.2 R.sup.10, nitro, cyano and hydroxyl;aryl,which is optionally substituted by one or more radicals from the group(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl and (C.sub.6 -C.sub.8)-cycloalkynyl,where these six abovementioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SOR.sup.10 and --SO.sub.2 R.sup.10 ;halogen, cyano, nitro, --C(.dbd.W)R.sup.10, --C(.dbd.NOR.sup.10)R.sup.10, --C(.dbd.NNR.sup.10.sub.2)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OC(.dbd.W)R.sup.10, --OC(.dbd.W)OR.sup.10, --NR.sup.10 C(.dbd.W)R.sup.10, --N[C(.dbd.W)R.sup.10 ].sub.2, --NR.sup.10 C(.dbd.W)OR.sup.10, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SiR.sup.10.sub.3, --PR.sup.10.sub.2, --SOR.sup.10, --SO.sub.2 R.sup.10, --PW.sub.2 R.sup.10.sub.2 and --PW.sub.3 R.sup.10.sub.2,heterocyclyl,which is optionally substituted by one or more radicals from the group(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl and (C.sub.6 -C.sub.8)-cycloalkynyl,where the six abovementioned radicals are optionally substituted by one or more radicals from the groupcyano, nitro, halogen, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --NR.sup.10 C(.dbd.W)R.sup.10, --N[C(.dbd.W)R.sup.10 ].sub.2, --OC(.dbd.W)R.sup.10, --OC(.dbd.W)OR.sup.10, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SOR.sup.10 and --SO.sub.2 R.sup.10 ;halogen, cyano, nitro, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OC(.dbd.W)R.sup.10, OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SOR.sup.10 and --SO.sub.2 R.sup.10,--OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SOR.sup.10, --SO.sub.2 R.sup.10, --C(.dbd.W)R.sup.10, --C(.dbd.NOR.sup.10)R.sup.10, --C(.dbd.NNR.sup.10.sub.2)R.sup.10, --C(.dbd.W)OR.sup.10 ; --C(.dbd.W)NR.sup.10.sub.2, --OC(.dbd.W)R.sup.10, --OC(.dbd.W)OR.sup.10, --NR.sup.10 C(.dbd.W)R.sup.10, --N[C(.dbd.W)R.sup.10 ].sub.2, --NR.sup.10 C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10 --NR.sup.10.sub.2, --C(.dbd.W)NR.sup.10 --NR.sup.10 [C(.dbd.W)R.sup.10 ], --NR.sup.10 --C(.dbd.W)NR.sup.10.sub.2, --NR.sup.10 --NR.sup.10 C(.dbd.W)R.sup.10, --NR.sup.10 --NC(.dbd.W)R.sup.10.sub.2, --N(C.dbd.W)R.sup.10 --NR.sup.10.sub.2, --NR.sup.10 --NR.sup.10 [(C.dbd.W)R.sup.10 ], --NR.sup.10 --NR.sup.10 [(C.dbd.W)WR.sup.10 ], --NR.sup.10 --NR.sup.10 [(C.dbd.W)NR.sup.10.sub.2 ], --NR.sup.10 (C.dbd.NR.sup.10)R.sup.10, --NR.sup.10 (C.dbd.NR.sup.10)NR.sup.10.sub.2, --O--NR.sup.10.sub.2, --O--NR.sup.10 (C.dbd.W)R.sup.10, --SO.sub.2 NR.sup.10.sub.2, --NR.sup.10 SO.sub.2 R.sup.10, --SO.sub.2 OR.sup.10, --OSO.sub.2 R.sup.10, --SC(.dbd.W)R.sup.10, --SC(.dbd.W)OR.sup.10, --SC(.dbd.W)R.sup.10, --PR.sup.10.sub.2, --PW.sub.2 R.sup.10.sub.2, --PW.sub.3 R.sup.10.sub.2, SiR.sup.10.sub.3 or halogen;R.sup.2 and R.sup.3 independently of one another have the definitions given in R.sup.1 ;R.sup.2 and R.sup.3 together form a 5- to 7-membered ring which may be partially or fully unsaturated and may be interrupted by one or more atoms from the group nitrogen, oxygen and sulfur, the oxygen atoms not being directly adjacent to one another, and the ring optionally being substituted by one or more, but at most 5, radicals R.sup.1 ;R.sup.4 and R.sup.6 independently of one another have the definitions given in R.sup.1 ; R.sup.4 and R.sup.6 together form a 4- to 7-membered ring which may be partially or fully unsaturated and may be interrupted by one or more atoms from the group nitrogen, oxygen and sulfur, the oxygen atoms not being directly adjacent to one another, and the ring optionally being substituted by one or more, but at most 5, radicals R.sup.1 ;R.sup.5 and R.sup.7 independently of one another are hydrogen,(C.sub.1 -C.sub.20)-alkyl, (C.sub.2 -C.sub.20)-alkenyl, (C.sub.2 -C.sub.20)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.6 -.sub.8)-cycloalkynyl,where the six last-mentioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, hydroxyl, --C(.dbd.W)R.sup.10, --C(.dbd.NOR.sup.10)R.sup.10, --C(.dbd.NNR.sup.10.sub.2)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OC(.dbd.W)R.sup.10, --OC(.dbd.W)OR.sup.10, --NR.sup.10 C(.dbd.W)R.sup.10, --N[C(.dbd.W)R.sup.10 ].sub.2, --NR.sup.10 C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10 --NR.sup.10.sub.2, --C(.dbd.W)NR.sup.10 --NR.sup.10 [C(.dbd.W)R.sup.10 ], --NR.sup.10 --C(.dbd.W)NR.sup.10.sub.2, --NR.sup.10 --NR.sup.10 C(.dbd.W)R.sup.10, --NR.sup.10 --N[C(.dbd.W)R.sup.10 ].sub.2, --N[(C.dbd.W)R.sup.10 ]--NR.sup.10.sub.2, --NR.sup.10 --NR.sup.10 [(C.dbd.W)R.sup.10 ], --NR.sup.10 --NR.sup.10 [(C.dbd.W)WR.sup.10, --NR.sup.10 --NR.sup.10 [(C.dbd.W)NR.sup.10.sub.2 ], --NR.sup.10 (C.dbd.NR.sup.10)R.sup.10, --NR.sup.10 (C.dbd.NR.sup.10)NR.sup.10.sub.2, --O--NR.sup.10.sub.2, --O--NR.sup.10 (C.dbd.W)R.sup.10, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SiR.sup.10.sub.3, --SeR.sup.10, --PR.sup.10.sub.2, --P(.dbd.W)R.sup.10.sub.2, --SOR.sup.10, --SO.sub.2 R.sup.10, --PW.sub.2 R.sup.10.sub.2, --PW.sub.3 R.sup.10.sub.2, aryl and heterocylyl,of which the two mentioned last are optionally substituted by one or more radicals from the group(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.6 -C.sub.8)-cycloalkynyl, (C.sub.1 -C.sub.6)-haloalkyl, (C.sub.2 -C.sub.6)-haloalkenyl, (C.sub.2 -C.sub.6)-haloalkynyl, halogen, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SiR.sup.10.sub.3, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --SOR.sub.10, --SO.sub.2 R.sup.10, nitro, cyano and hydroxyl;aryl,which is optionally substituted by one or more radicals from the group(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl and (C.sub.6 -C.sub.8)-cycloalkynyl,where these six abovementioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SOR.sup.10 and --SO.sub.2 R.sup.10,halogen, cyano, nitro, --C(.dbd.W)R.sup.10, --C(.dbd.NOR.sup.10)R.sup.10, --C(.dbd.NNR.sup.10.sub.2)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, OC(.dbd.W)R.sup.10, --OC(.dbd.W)OR.sup.10, --NR.sup.10 C(.dbd.W)R.sup.10, --N[C(.dbd.W)R.sup.10 ].sub.2, --NR.sup.10 C(.dbd.W)OR.sup.10, OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SiR.sup.10.sub.3, --PR.sup.10.sub.2, --SOR.sup.10, --SO.sub.2 R.sup.10, --PW.sub.2 R.sup.10.sub.2 and --PW.sub.3 R.sup.10.sub.2 ;pyridyl,which is optionally substituted by one or more radicals from the group(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycoalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl and (C.sub.6 -C.sub.8)-cycloalkynyl,where the six abovementioned radicals are optionally substituted by one or more radicals from the groupcyano, nitro, halogen, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SOR.sup.10 and --SO.sub.2 R.sup.10,halogen, cyano, nitro, --C(.dbd.W)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2, --OC(.dbd.W)R.sup.10, --OR.sup.10, --NR.sup.10.sub.2, --SR.sup.10, --SOR.sup.10 and --SO.sub.2 R.sup.10,--C(.dbd.W)R.sup.10, --C(.dbd.NOR.sup.10)R.sup.10, --C(.dbd.NNR.sup.10.sub.2)R.sup.10, --C(.dbd.W)OR.sup.10, --C(.dbd.W)NR.sup.10.sub.2 or halogen;R.sup.4 and R.sup.5 together form a 4- to 7-membered ring which may be partially unsaturated and may be interrupted by one or more atoms from the group nitrogen, oxygen and sulfur, oxygen atoms not being directly adjacent to one another, and the ring optionally being substituted by one or more, but at most 5, radicals R.sup.1 ;R.sup.4 and R.sup.5 together form one of the groups .dbd.O, .dbd.S or .dbd.N--R.sup.9 ;R.sup.6 and R.sup.7 together form a 5- to 7-membered ring which may be partially unsaturated and may be interrupted by one or more atoms from the group nitrogen, oxygen and sulfur, oxygen atoms not being directly adjacent to one another, and the ring optionally being substituted by one or more, but at most 5, radicals R.sup.1 ;R.sup.6 and R.sup.7 together form one of the groups .dbd.O, .dbd.S or .dbd.N--R.sup.9 ;R.sup.8 is hydrogen,(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkyl, (C.sub.3 -C.sub.8))-cycloalkyl-(C.sub.2 -C.sub.4)-alkenyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenyl,where the fourteen last-mentioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, hydroxyl, thio, amino, formyl, (C.sub.1 -C.sub.6)-alkoxy, (C.sub.2 -C.sub.6)-alkenyloxy, (C.sub.2 -C.sub.6)-alkynyloxy, (C.sub.1 -C.sub.6)-haloalkyloxy, (C.sub.2 -C.sub.6)-haloalkenyloxy, (C.sub.2 -C.sub.6)-haloalkynyloxy, (C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.3 -C.sub.8)-halocycloalkoxy, (C.sub.4 -C.sub.8)-halocycloalkenyloxy, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkoxy, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkoxy, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenyloxy, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenyloxy, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.6)-alkoxy, (C.sub.1 -C.sub.4)-alkoxy-(C.sub.2 -C.sub.6)-alkenyloxy, carbamoyl, (C.sub.1 -C.sub.6)-mono- or dialkylcarbamoyl, (C.sub.1 -C.sub.6)-mono or dihaloalkylcarbamoyl, (C.sub.3 -C.sub.8)-mono- or dicycloalkylcarbamoyl, (C.sub.1 -C.sub.6)-alkoxycarbonyl, (C.sub.3 -C.sub.8)-cycloalkoxycarbonyl, (C.sub.1 -C.sub.6)-alkanoyloxy, (C.sub.3 -C.sub.8)-cycloalkanoyloxy, (C.sub.1 -C.sub.6)-haloalkoxycarbonyl, (C.sub.1 -C.sub.6)-haloalkanoyloxy, (C.sub.1 -C.sub.6)-alkaneamido, (C.sub.1 -C.sub.6)-haloalkaneamido, (C.sub.2 -C.sub.6)-alkeneamido, (C.sub.3 -C.sub.8)-cycloalkaneamido, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkaneamido, (C.sub.1 -C.sub.6)-alkylthio, (C.sub.2 -C.sub.6)-alkenylthio, (C.sub.2 -C.sub.6)-alkynylthio, (C.sub.1 -C.sub.6)-haloalkylthio, (C.sub.2 -C.sub.6)-haloalkenylthio, (C.sub.2 -C.sub.6)-haloalkynylthio, (C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.3 -C.sub.8)-halocycloalkylthio, (C.sub.4 -C.sub.8)-halocycloalkenylthio, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylthio, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylthio, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylthio, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenylthio, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.1 -C.sub.6)-alkylsulfinyl, (C.sub.2 -C.sub.6)-alkenylsulfinyl, (C.sub.2 -C.sub.6)-alkynylsulfinyl, (C.sub.1 -C.sub.6)-haloalkylsulfinyl, (C.sub.2 -C.sub.6)-haloalkenylsulfinyl, (C.sub.2 -C.sub.6)-haloalkynylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfinyl, (C.sub.3 -C.sub.8)-halocycloalksulfinyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylsufinyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylsulfinyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenylsulfinyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenylsulfinyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylsulfinyl, (C.sub.1 -C.sub.6)-alkylsulfonyl, (C.sub.2 -C.sub.6)-alkenylsulfonyl, (C.sub.2 -C.sub.6)-alkynylsulfonyl, (C.sub.1 -C.sub.6)-haloalkylsulfonyl, (C.sub.2 -C.sub.6)-haloalkenylsulfonyl, (C.sub.2 -C.sub.6)-haloalkynylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.3 -.sub.8)-halocycloalkylsulfonyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenylsulfonyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.1 -C.sub.6)-alkylamino, (C.sub.2 -C.sub.6)-alkenylamino, (C.sub.2 -C.sub.6)-alkynylamino, (C.sub.1 -C.sub.6)-haloalkylamino, (C.sub.2 -C.sub.6)-haloalkenylamino, (C.sub.2 -C.sub.6)-haloalkynylamino, (C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.3 -C.sub.8)-halocycloalkamino, (C.sub.4 -C.sub.8)-halocycloalkenylamino, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylamino, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylamino, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylamino, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenylamino, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.1 -C.sub.6)-trialkylsilyl, aryl, aryloxy, arylthio, arylamino, arylcarbamoyl, aroyl, aroyloxy, aryloxycarbonyl, aryl-(C.sub.1 -C.sub.4)-alkoxy, aryl-(C.sub.2 -C.sub.4)-alkenyloxy, aryl-(C.sub.1 -C.sub.4)-alkylthio, aryl-(C.sub.2 -C.sub.4)-alkenylthio, aryl-(C.sub.1 -C.sub.4)-alkylamino, aryl-(C.sub.2 -C.sub.4)-alkenylamino, aryl-(C.sub.1 -C.sub.6)-dialkylsilyl, diaryl-(C.sub.1 -C.sub.6)-alkylsilyl, triarylsilyl and 5 or 6-membered heterocyclyl;of which the nineteen last-mentioned radicals are optionally substituted in their cyclic moiety by one or more substituents from the grouphalogen, cyano, nitro, amino, hydroxyl, thio, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-haloalkyl, (C.sub.1 -C.sub.4)-alkoxy, (C.sub.1 -C.sub.4)-haloalkoxy, (C.sub.1 -C.sub.4)-alkylthio, (C.sub.1 -C.sub.4)-haloalkylthio, (C.sub.1 -C.sub.4)-alkylamino, (C.sub.1 -C.sub.4)-haloalkylamino, formyl and (C.sub.1 -C.sub.4)-alkanoyl; aryl, which is optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, hydroxyl, thio, amino, formyl, (C.sub.1 -C.sub.6)-alkoxy, (C.sub.2 -C.sub.6)-alkenyloxy, (C.sub.2 -C.sub.6)-alkynyloxy, (C.sub.1 -C.sub.6)-haloalkyloxy, (C.sub.2 -C.sub.6)-haloalkenyloxy, (C.sub.2 -C.sub.6)-haloalkynyloxy, (C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.3 -C.sub.8)-halocycloalkoxy, (C.sub.4 -C.sub.8)-halocycloalkenyloxy, carbamoyl, (C.sub.1 -C.sub.6)-mono- or dialkylcarbamoyl, (C.sub.1 -C.sub.6)-alkoxycarbonyl, (C.sub.1 -C.sub.6)-alkanoyloxy, (C.sub.1 -C.sub.6)-mono- or dihaloalkylcarbamoyl, C.sub.1 -C.sub.6)-haloalkoxycarbonyl, (C.sub.1 -C.sub.6)-haloalkanoyloxy, (C.sub.1 -C.sub.6)-alkaneamido, (C.sub.1 -C.sub.6)-haloalkaneamido, (C.sub.2 -C.sub.6)-alkeneamido, (C.sub.1 -C.sub.6)-alkylthio, (C.sub.2 -C.sub.6)-alkenylthio, (C.sub.2 -C.sub.6)-alkynylthio, (C.sub.1 -C.sub.6)-haloalkylthio, (C.sub.2 -C.sub.6)-haloalkenylthio, (C.sub.2 -C.sub.6)-haloalkynylthio, (C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.3 -C.sub.8)-halocycloalkthio, (C.sub.3 -C.sub.8)-halocycloalkenylthio, (C.sub.1 -C.sub.6)-alkylsulfinyl, (C.sub.2 -C.sub.6)-alkenylsulfinyl, (C.sub.2 -C.sub.6)-alkynylsulfinyl, (C.sub.1 -C.sub.6)-haloalkylsulfinyl, (C.sub.2 -C.sub.6)-haloalkenylsulfinyl, (C.sub.2 -C.sub.6)-haloalkynylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfinyl, (C.sub.3 -C.sub.8)-halocycloalksulfinyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfinyl, (C.sub.1 -C.sub.6)-alkylsulfonyl, (C.sub.2 -C.sub.6)-alkenylsulfonyl, (C.sub.2 -C.sub.6)-alkynylsulfonyl, (C.sub.1 -C.sub.6)-haloalkylsulfonyl, (C.sub.2 -C.sub.6)-haloalkenylsulfonyl, (C.sub.2 -C.sub.6)-haloalkynylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.3 -C.sub.8)-halocycloalksulfonyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfonyl, (C.sub.1 -C.sub.6)-alkylamino, (C.sub.2 -C.sub.6)-alkenylamino, (C.sub.2 -C.sub.6)-alkynylamino, (C.sub.1 -C.sub.6)-haloalkylamino, (C.sub.2 -C.sub.6)-haloalkenylamino, (C.sub.2 -C.sub.6)-haloalkynylamino, (C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.3 -C.sub.8)-halocydoalkamino and (C.sub.4 -C.sub.8)-halocycloalkenylamino;--C(.dbd.W)R.sup.11, OR.sup.11 or NR.sup.11.sub.2 ;R.sup.9 is (C.sub.1 -C.sub.8)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenyl,where the nine last-mentioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, (C.sub.1 -C.sub.6)-alkoxy, (C.sub.2 -C.sub.6)-alkenyloxy, (C.sub.2 -C.sub.6)-alkynyloxy and (C.sub.1 -C.sub.6)-haloalkyloxy;R.sup.10 is hydrogen,(C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, (C.sub.3 -C.sub.8)-cycloalkyl,(C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkyl, (C.sub.3.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenyl,where the fourteen last-mentioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, hydroxyl, thio, amino, formyl, (C.sub.1 -C.sub.6)-alkoxy, (C.sub.2 -C.sub.6)-alkenyloxy, (C.sub.2 -C.sub.6)-alkynyloxy, (C.sub.1 -C.sub.6)-haloalkyloxy, (C.sub.2 -C.sub.6)-haloalkenyloxy, (C.sub.2 -C.sub.6)-haloalkynyloxy, (C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.3 -C.sub.8)-halocycloalkoxy, (C.sub.4 -C.sub.8)-halocycloalkenyloxy, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkoxy, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkoxy, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenyloxy, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenyloxy, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.6)-alkoxy, (C.sub.1 -C.sub.4)-alkoxy-(C.sub.2 -C.sub.6)-alkenyloxy, carbamoyl, (C.sub.1 -C.sub.6)-mono- or dialkylcarbamoyl, (C.sub.1 -C.sub.6)-mono- or dihaloalkylcarbamoyl, (C.sub.3 -C.sub.8)-mono- or dicycloalkylcarbamoyl, (C.sub.1 -C.sub.6)-alkoxycarbonyl, (C.sub.3 -C.sub.8)-cycloalkoxycarbonyl, (C.sub.1 -C.sub.6)-alkanoyloxy, (C.sub.3 -C.sub.8)-cycloalkanoyloxy, (C.sub.1 -C.sub.6)-haloalkoxycarbonyl, (C.sub.1 -C.sub.6)-haloalkanoyloxy, (C.sub.1 -C.sub.6)-alkaneamido, (C.sub.1 -C.sub.6)-haloalkaneamido, (C.sub.2 -C.sub.6)-alkeneamido, (C.sub.3 -C.sub.8)-cycloalkaneamido, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkaneamido, (C.sub.1 -C.sub.6)-alkylthio, (C.sub.2 -C.sub.6)-alkenylthio, (C.sub.2 -C.sub.6)-alkynylthio, (C.sub.1 -C.sub.6)-haloalkylthio, (C.sub.2 -C.sub.6)-haloalkenylthio, (C.sub.2 -C.sub.6)-haloalkynylthio, (C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.3 -C.sub.8)-halocycloalkthio, (C.sub.4 -C.sub.8)-halocycloalkenylthio, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylthio, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylthio, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylthio, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenylthio, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkylthio, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.1 -C.sub.6)-alkylsulfinyl, (C.sub.2 -C.sub.6)-alkenylsulfinyl, (C.sub.2 -C.sub.6)-alkynylsulfinyl, (C.sub.1 -C.sub.6)-haloalkylsulfinyl, (C.sub.2 -C.sub.6)-haloalkenylsulfinyl, (C.sub.2 -C.sub.6)-haloalkynylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfinyl, (C.sub.3 -C.sub.8)-halocycloalksulfinyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylsulfinyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylsulfinyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenylsulfinyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.6)-cycloalkylsulfinyl, (C.sub.1 -C.sub.8)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenyl-sulfinyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylsulfinyl, (C.sub.1 -C.sub.6)-alkylsulfonyl, (C.sub.2 -C.sub.6)-alkenylsulfonyl, (C.sub.2 -C.sub.6)-alkynylsulfonyl, (C.sub.1 -C.sub.6)-haloalkylsulfonyl, (C.sub.2 -C.sub.6)-haloalkenylsulfonyl, (C.sub.2 -C.sub.6)-haloalkynylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.3 -C.sub.8)-halocycloalksulfonyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenyl(C.sub.1 -C.sub.4)-alkenylsulfonyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.1 -C.sub.6)-alkylamino, (C.sub.2 -C.sub.6)-alkenylamino, (C.sub.2 -C.sub.6)-alkynylamino; (C.sub.1 -C.sub.6)-haloalkylamino, (C.sub.2 -C.sub.6)-haloalkenylamino, (C.sub.2 -C.sub.6)-haloalkynylamino, (C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.3 -C.sub.8)-halocycloalkamino, (C.sub.4 -C.sub.8)-halocycloalkenylamino, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.1 -C.sub.4)-alkylamino, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkylamino, (C.sub.3 -C.sub.8)-cycloalkyl-(C.sub.2 -C.sub.4)-alkenylamino, (C.sub.4 -C.sub.8)-cycloalkenyl-(C.sub.1 -C.sub.4)-alkenylamino, (C.sub.1 -C.sub.4)-alkyl-(C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.2 -C.sub.6)-alkynyl-(C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.1 -C.sub.6)-alkyl-(C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.2 -C.sub.6)-alkenyl-(C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.1 -C.sub.6)-trialkylsilyl, aryl, aryloxy, arylthio, arylamino, aryl-(C.sub.2 -C.sub.4)-alkoxy, aryl-(C.sub.2 -C.sub.4)-alkenyloxy, aryl-(C.sub.1 -C.sub.4)-alkylthio, aryl-(C.sub.2 -C.sub.4)-alkenylthio, aryl-((C.sub.1 -C.sub.4)-alkylamino, aryl-(C.sub.2 -C.sub.4)-alkenylamino, aryl-(C.sub.1 -C.sub.6)-dialkylsilyl, diaryl-(C.sub.1 -C.sub.4)-alkylsilyl, triarylsilyl and 5- or 6-membered heterocyclyl,where the cyclic moiety of the fourteen last-mentioned radicals is optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, amino, hydroxyl, thio, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-haloalkyl, (C.sub.3 -C.sub.8)-cycloalkyl, (C.sub.1 -C.sub.4)-alkoxy, (C.sub.1 -C.sub.4)-haloalkoxy, (C.sub.1 -C.sub.4)-alkylthio, (C.sub.1 -C.sub.4)-haloalkylthio, (C.sub.1 -C.sub.4)-alkylamino, (C.sub.1 -C.sub.4)-haloalkylamino, formyl and (C.sub.1 -C.sub.4)-alkanoyl;aryl, 5- or 6-membered heteroaromatic,where the two last-mentioned radicals are optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, hydroxyl, thio, amino, formyl, (C.sub.1 -C.sub.6)-alkoxy, (C.sub.2 -C.sub.6)-alkenyloxy, (C.sub.2 -C.sub.6)-alkynyloxy, (C.sub.1 -C.sub.6)-haloalkyloxy, (C.sub.2 -C.sub.6)-haloalkenyloxy, (C.sub.2 -C.sub.6)-haloalkynyloxy, (C.sub.3 -C.sub.8)-cycloalkoxy, (C.sub.4 -C.sub.8)-cycloalkenyloxy, (C.sub.3 -C.sub.8)-halocycloalkoxy, (C.sub.4 -C.sub.8)-halocycloalkenyloxy, carbamoyl, (C.sub.1 -C.sub.6)-mono- or dialkylcarbamoyl, (C.sub.1 -C.sub.6)-alkoxycarbonyl, (C.sub.1 -C.sub.6)-alkanoyloxy, (C.sub.1 -C.sub.6)-mono- or dihaloalkylcarbamoyl, (C.sub.1 -C.sub.6)-haloalkoxycarbonyl, (C.sub.1 -C.sub.6)-haloalkanoyloxy, (C.sub.1 -C.sub.6)-alkaneamido, (C.sub.1 -C.sub.6)-haloalkaneamido, (C.sub.2 -C.sub.6)-alkeneamido, (C.sub.1 -C.sub.6)-akylthio, (C.sub.2 -C.sub.6)-alkenylthio, (C.sub.2 -C.sub.6)-alkynylthio, (C.sub.1 -C.sub.6)-haloalkylthio, (C.sub.2 -C.sub.6)-haloalkenylthio, (C.sub.2 -C.sub.6)-haloalkynylthio, (C.sub.3 -C.sub.8)-cyclalkylthio, (C.sub.4 -C.sub.8)-cycloalkenylthio, (C.sub.3 -C.sub.8)-halocycloalkthio, (C.sub.4 -C.sub.8)-halocycloalkenylthio, (C.sub.1 -C.sub.6)-alkylsulfinyl, (C.sub.2 -C.sub.6)-alkenylsulfinyl, (C.sub.2 -C.sub.6)-alkynylsulfinyl, (C.sub.1 -C.sub.6)-haloalkylsulfinyl, (C.sub.2 -C.sub.6)-haloalkenylsulfinyl, (C.sub.2 -C.sub.6)-haloalkynylsulfinyl, (C.sub.3 -C.sub.8)-cycloalkylsulfinyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfinyl, (C.sub.3 -C.sub.8)-halocycloalksulfinyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfinyl, (C.sub.1 -C.sub.6)-alkylsulfonyl, (C.sub.2 -C.sub.6)-alkenylsulfonyl, (C.sub.2 -C.sub.6)-alkynylsulfonyl, (C.sub.1 -C.sub.6)-haloalkylsulfonyl, (C.sub.2 -C.sub.6)-haloalkenylsulfonyl, (C.sub.2 -C.sub.6)-haloalkynylsulfonyl, (C.sub.3 -C.sub.8)-cycloalkylsulfonyl, (C.sub.4 -C.sub.8)-cycloalkenylsulfonyl, (C.sub.3 -C.sub.8)-halocycloalkylsulfonyl, (C.sub.4 -C.sub.8)-halocycloalkenylsulfonyl, (C.sub.1 -C.sub.6)-alkylamino, (C.sub.2 -C.sub.6)-alkenylamino, (C.sub.2 -C.sub.6)-alkynylamino, (C.sub.1 -C.sub.6)-haloalkylamino, (C.sub.2 -C.sub.6)-haloalkenylamino, (C.sub.2 -C.sub.6)-haloalkynylamino, (C.sub.3 -C.sub.8)-cycloalkylamino, (C.sub.4 -C.sub.8)-cycloalkenylamino, (C.sub.3 -C.sub.8)-halocycloalkamino and (C.sub.4 -C.sub.8)-halocycloalkenylamino;R.sup.11 is (C.sub.1 -C.sub.10)-alkyl, haloalkyl, aryl,which is optionally substituted by one or more radicals from the grouphalogen, cyano, nitro, (C.sub.1 -C.sub.4)-alkoxy, (C.sub.1 -C.sub.4)-alkyl, amino, (C.sub.1 -C.sub.4)-monoalkylamino and (C.sub.1 -C.sub.4)-dialkylamino;NR.sup.10.sub.2, OR.sup.10 or SR.sup.10with the proviso that the compounds listed below are not included:3-(2-chlorophenyl)-1-methyl-5-(4-trifluoromethyl-3-pyridyl)-1H-1,2,4-triazo le3-(2,6-difluorophenyl)-1-methyl-5-(4-trifluoromethyl-3-pyridyl)-1H-1,2,4-tr iazole3-(2-chloro-4-fluorophenyl)-1-methyl-5-(4-trifluoromethyl-3-pyridyl)-1H-1,2 ,4-triazole3-(3,5-dichlorophenyl)-5-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(4-trifluoromethyl-3-pyridyl)-3-phenyl-1,2,4-oxadiazole3-(4-trifluoromethyl-3-pyridyl)-5-phenyl-1,2,4-oxadiazole5-(2-chlorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(3-chlorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(4-chlorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(2-fluorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(4-fluorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(2,4-dichlorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(3,4-dichlorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(3,5-dichlorophenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(2,6-dichloro-4-pyridyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole5-(3,5-bistrifluoromethylphenyl)-3-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxad iazole2-(2-chlorophenyl)-5-(4-trifluoromethyl-3-pyridyl)-1,3,4-oxadiazole2-(3-chlorophenyl)-5-(4-trifluoromethyl-3-pyridyl)-1,3,4-oxadiazole2-(4-chlorophenyl)-5-(4-trifluoromethyl-3-pyridyl)-1,3,4-oxadiazole2-(2-trifluoromethoxyphenyl)-5-(4-trifluoromethyl-3-pyridyl)-1,3,4-oxadiazo le2-(4-trifluoromethoxyphenyl)-5-(4-trifluoromethyl-3-pyridyl)-1,3,4-oxadiazo le2-(4-trifluoromethyl-3-pyridyl)-5-phenyl-1,3,4-oxadiazole2-(4-trifluoromethyl-3-pyridyl)-4-methylthiazolecarbohydrazideethyl 2-(4-trifluoromethyl-3-pyridyl)-4-methylthiazolecarboxylateN-(4-chlorophenyl)carbonyl-N'-[2-(4-trifluoromethyl-3-pyridyl)-4-methyl-5-t hiazolyl]carbonylhydrazine2-(4-trifluoromethyl-3-pyridyl)-4-thiazolecarbohydrazide4-(4chlorophenyl)-2-(4-trifluoromethyl-3-pyridyl)thiazole4-(4-cyanophenyl)-2-(4-trifluoromethyl-3-pyridyl)thiazoleN-(4-trifluoromethylphenyl)carbonyl-N'-[2-(4-trifluoromethyl-3-pyridyl)-4-t hiazolyl]carbonylhydrazine2-(2-(4-trifluoromethyl-3-pyridyl)thiazolyl)-5-chloro-3-methylbenzo[b]thiop hene.