MXPA06011480A - Annelated quinoline derivatives as pesticide - Google Patents
Annelated quinoline derivatives as pesticideInfo
- Publication number
- MXPA06011480A MXPA06011480A MXPA/A/2006/011480A MXPA06011480A MXPA06011480A MX PA06011480 A MXPA06011480 A MX PA06011480A MX PA06011480 A MXPA06011480 A MX PA06011480A MX PA06011480 A MXPA06011480 A MX PA06011480A
- Authority
- MX
- Mexico
- Prior art keywords
- carbon atoms
- diyl
- hydroxyl
- cyano
- optionally substituted
- Prior art date
Links
- 229940093918 Quinoline gynecological antiinfectives Drugs 0.000 title abstract description 9
- 229940027991 antiseptics and disinfectants Quinoline derivatives Drugs 0.000 title abstract description 9
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 title abstract 4
- 239000000575 pesticide Substances 0.000 title 1
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 19
- -1 algiinilo Chemical group 0.000 claims description 951
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 219
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 140
- 150000001875 compounds Chemical class 0.000 claims description 130
- 239000000460 chlorine Substances 0.000 claims description 97
- 229910052801 chlorine Inorganic materials 0.000 claims description 97
- 125000000217 alkyl group Chemical group 0.000 claims description 91
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 84
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 claims description 84
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 79
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 74
- 239000000203 mixture Substances 0.000 claims description 73
- 239000011737 fluorine Substances 0.000 claims description 72
- 229910052731 fluorine Inorganic materials 0.000 claims description 72
- 229910052739 hydrogen Inorganic materials 0.000 claims description 68
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 67
- 239000001257 hydrogen Substances 0.000 claims description 66
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 66
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 63
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 62
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 59
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 55
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 55
- 150000002367 halogens Chemical class 0.000 claims description 54
- 229910052736 halogen Inorganic materials 0.000 claims description 53
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 52
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 52
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 48
- 125000003545 alkoxy group Chemical group 0.000 claims description 46
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims description 45
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 43
- 125000006263 dimethyl aminosulfonyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])S(*)(=O)=O 0.000 claims description 39
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 37
- 125000001153 fluoro group Chemical group F* 0.000 claims description 35
- 229910052717 sulfur Inorganic materials 0.000 claims description 35
- 125000003282 alkyl amino group Chemical group 0.000 claims description 34
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 32
- 125000004414 alkyl thio group Chemical group 0.000 claims description 32
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 31
- 125000005605 benzo group Chemical group 0.000 claims description 30
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 29
- 229910052799 carbon Inorganic materials 0.000 claims description 29
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 29
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 25
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 25
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 25
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 25
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 24
- 125000000623 heterocyclic group Chemical group 0.000 claims description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims description 20
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 20
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 19
- 229910052760 oxygen Inorganic materials 0.000 claims description 19
- 239000001301 oxygen Substances 0.000 claims description 18
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 125000006003 dichloroethyl group Chemical group 0.000 claims description 17
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims description 17
- CPPKAGUPTKIMNP-UHFFFAOYSA-N Cyanogen fluoride Chemical group FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 claims description 16
- 125000006001 difluoroethyl group Chemical group 0.000 claims description 16
- 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 16
- 125000006000 trichloroethyl group Chemical group 0.000 claims description 16
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 claims description 16
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 16
- 125000004775 chlorodifluoromethyl group Chemical group FC(F)(Cl)* 0.000 claims description 15
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 claims description 15
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 claims description 15
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 15
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propene Chemical group CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 15
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 claims description 15
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 15
- 239000011593 sulfur Substances 0.000 claims description 15
- 125000006007 trichloroethoxy group Chemical group 0.000 claims description 15
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims description 15
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 15
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims description 14
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 14
- 125000004472 dialkylaminosulfonyl group Chemical group 0.000 claims description 14
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 14
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims description 14
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 13
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 13
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 13
- 125000006010 dichloroethoxy group Chemical group 0.000 claims description 13
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 13
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 13
- MOWBWPSGCTXGKR-UHFFFAOYSA-N 2-methanidylprop-1-ene Chemical group [CH2+]C([CH2-])=C MOWBWPSGCTXGKR-UHFFFAOYSA-N 0.000 claims description 12
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 12
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 12
- IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical group C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 claims description 12
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 12
- 239000011630 iodine Substances 0.000 claims description 12
- 229910052740 iodine Inorganic materials 0.000 claims description 12
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 12
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 12
- 125000003652 trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 claims description 12
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 11
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 11
- 125000004789 chlorodifluoromethoxy group Chemical group ClC(O*)(F)F 0.000 claims description 10
- 125000006011 chloroethoxy group Chemical group 0.000 claims description 10
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 10
- 125000006005 fluoroethoxy group Chemical group 0.000 claims description 10
- 150000002431 hydrogen Chemical compound 0.000 claims description 10
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 10
- 125000004429 atoms Chemical group 0.000 claims description 9
- QRVPHJIVUWTJSU-UHFFFAOYSA-N but-1-en-2-ylazanide Chemical compound [CH2+]CC([NH-])=C QRVPHJIVUWTJSU-UHFFFAOYSA-N 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000001188 haloalkyl group Chemical group 0.000 claims description 9
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 8
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 8
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 8
- 125000006006 difluoroethoxy group Chemical compound 0.000 claims description 8
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims description 8
- 125000004995 haloalkylthio group Chemical group 0.000 claims description 8
- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 claims description 8
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 8
- 125000004468 heterocyclylthio group Chemical group 0.000 claims description 8
- 125000001544 thienyl group Chemical group 0.000 claims description 8
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 7
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 7
- 125000004076 pyridyl group Chemical group 0.000 claims description 7
- ZKNHDJMXIUOHLX-UHFFFAOYSA-N 2-ethoxy-1,1,1-trifluoroethane Chemical compound CCOCC(F)(F)F ZKNHDJMXIUOHLX-UHFFFAOYSA-N 0.000 claims description 6
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- 125000006639 cyclohexyl carbonyl group Chemical group 0.000 claims description 6
- 125000006638 cyclopentyl carbonyl group Chemical group 0.000 claims description 6
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 claims description 6
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 6
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims description 6
- 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 claims description 6
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 6
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 239000011780 sodium chloride Substances 0.000 claims description 6
- 125000000383 tetramethylene group Chemical compound [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 6
- OMIVCRYZSXDGAB-UHFFFAOYSA-N 1,4-butanediyl Chemical compound [CH2]CC[CH2] OMIVCRYZSXDGAB-UHFFFAOYSA-N 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 4
- 125000005140 aralkylsulfonyl group Chemical group 0.000 claims description 4
- 125000005099 aryl alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 4
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 4
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 4
- 125000005110 aryl thio group Chemical group 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 125000002619 bicyclic group Chemical group 0.000 claims description 4
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 claims description 4
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002541 furyl group Chemical group 0.000 claims description 4
- 125000002636 imidazolinyl group Chemical group 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000003971 isoxazolinyl group Chemical group 0.000 claims description 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 4
- 125000002950 monocyclic group Chemical group 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims description 4
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 4
- 125000005968 oxazolinyl group Chemical group 0.000 claims description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims description 4
- 125000004430 oxygen atoms Chemical group O* 0.000 claims description 4
- 125000004344 phenylpropyl group Chemical group 0.000 claims description 4
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 claims description 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 4
- 125000002755 pyrazolinyl group Chemical group 0.000 claims description 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 4
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 4
- 125000001422 pyrrolinyl group Chemical group 0.000 claims description 4
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 4
- 125000004434 sulfur atoms Chemical group 0.000 claims description 4
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 4
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims description 4
- 125000005881 triazolinyl group Chemical group 0.000 claims description 4
- 125000001425 triazolyl group Chemical group 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 3
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 102100005265 PCDHA4 Human genes 0.000 claims description 2
- 108020004753 RAN Proteins 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 2
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- 125000006637 cyclobutyl carbonyl group Chemical group 0.000 claims description 2
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- 125000005185 naphthylcarbonyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 claims description 2
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- 125000005981 pentynyl group Chemical group 0.000 claims description 2
- 150000001804 chlorine Chemical compound 0.000 claims 13
- 150000002221 fluorine Chemical compound 0.000 claims 11
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 claims 5
- 125000003277 amino group Chemical compound 0.000 claims 4
- 150000002496 iodine Chemical compound 0.000 claims 2
- 229940091292 Alo Drugs 0.000 claims 1
- CODNYICXDISAEA-UHFFFAOYSA-N Bromine monochloride Chemical group BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 claims 1
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- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
- 125000003003 spiro group Chemical group 0.000 claims 1
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- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 1
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- CHNQZRKUZPNOOH-UHFFFAOYSA-J zinc;manganese(2+);N-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Zn+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S CHNQZRKUZPNOOH-UHFFFAOYSA-J 0.000 description 1
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- OMFRMAHOUUJSGP-IRHGGOMRSA-N κ-bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
- INISTDXBRIBGOC-XMMISQBUSA-N τ-fluvalinate Chemical compound N([C@H](C(C)C)C(=O)OC(C#N)C=1C=C(OC=2C=CC=CC=2)C=CC=1)C1=CC=C(C(F)(F)F)C=C1Cl INISTDXBRIBGOC-XMMISQBUSA-N 0.000 description 1
Abstract
The invention relates to the use of quinoline derivatives of formula (I), where the dotted bond is either a single- or double-bond and the substituents have the meaning given in the description, as plant treatment agents, in particular, for the prevention of animal pests. The invention further relates to plant treatment agents based on known and novel annelated quinoline derivatives and novel quinoline derivatives.
Description
QUINOLINE DERIVATIVES RING
Description of the Invention The present invention relates to the novel ringed quinoline derivatives, to the use of the known and novel ringed quinoline derivatives as harvest treatment compositions, particularly for the control of animal pests, and for crop treatment compositions. based on known and new derivatives of ringed quinoline. A clearly large number of ringed quinoline derivatives are already known from the literature (see Bioorg. & Med. Chem. Lett., 10 (2000), 315-317; Chemistry Express 8 (1993), 389-392; J. Combinatorial Chem. 4 (2002), 516-522, Organic Letters 4 (2002), 3187-3189, Synlett 1996, 669-671, Tetrahedron Lett 40 (1999), 9107-9110, EP-1103554, US-3910917, WO -2002/094835, WO-2002/094840). For the compounds indicated in the specified patent publications, and some scientific journals, however, only one possible use as pharmaceutical drugs has been reported. The compounds indicated in the other mentioned journals are described only as products of scientific chemistry studies, without any reference to a technical use. It has now been found that the derivatives of REF. : 176222 ringed quinoline of the formula (I)
some of which are known, where in the formula
(I) the bond described with dashed lines is a single bond or a double bond A is C = 0, C = S, C = NR1 or is optionally substituted alkanediyl (alkylene), Q1 is a single bond or is O (oxygen) , S (sulfur), NR1, CO, CS, CNR1 or optionally substituted alkanediyl, Q2 is 0, S, SO, S02, C = 0, C = S, C ^ NR1, NR1, CONR1 or optionally substituted alkanediyl, R1 is H (hydrogen), hydroxyl or in each case optionally substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkenyl, alkenyloxy, alkynyl, alkynyloxy, cycloalkyl, cycloalkylcarbonyl, cycloalkylalkyl, aryl, arylcarbonyl, aryloxy, arylthio, arylsulfinyl, arylsulfonyl, aryl, arylalkylcarbonyl, arylalkoxy, arilalqulltio, arylalkylsulfinyl, arylalkylsulfonyl, heterocyclyl, heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterocyclylalkylcarbonyl, heterocyclyl- alkoxy, heterociclilalquiltio, heterociclilalquilsulfinilo or heterociclilalquilsulfonilo, R2 is H (hydrogen), hydroxy, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino dialkylaminocarbonyl or dialkylaminosulfonyl, R3 is H, hydroxy, amino nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case optionally substituted alkyl, alsoxi, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl, or together R2 is a benzo moiety or alkanediyl, oxaalkanediyl or dioxaalcanódiilo, R4 is H, hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, tiocabamoilo, halogen or is in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino , dialkylamino, dialkylaminocarbonyl or dialkylaminosulfo nyl, or together with R3 is a benzo or alkanediyl, oxalkanediyl or dioxaalkanediyl portion, R5 is H (hydrogen), hydroxyl, amino nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case optionally substituted alkyl, alkoxy, alkylthio , alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl, or together with R2 is a benzo or alkanediyl, oxaalkanediyl or dioxaalcanodiilo portion, R6 is H or optionally substituted alkyl, and R7 is H or in each case optionally substituted cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, heterocyclyl or heterocyclylalkyl, and also the salts or adducts formed from the compounds of the formula (I) with acids or bases, shows strong activity with respect to animal pests. Saturated or unsaturated hydrocarbon radicals such as alkyl or alkenyl, alone and together with heteroatoms, such as alkoxy, can, where possible, be linear or branched in each case. The optionally substituted radicals may be substituted one or more times, and in the case of multiple substitution, the substituents may be identical or different. The halogen-substituted radicals, such as haloalkyl, may contain one or more halogen substituents. In the case of multiple substitution by halogen these substituents can be identical or different. Halogen in this context is fluorine, chlorine, bromine or iodine, particularly fluorine, chlorine or bromine. The compounds of the invention of the general formula (I) containing at least one asymmetrically substituted carbon atom can be present in different enantiomeric forms (forms of the R and S configuration) and / or diastereomeric forms. The invention relates not only to the use of the various possible individual enantiomeric and / or stereoisomeric forms of the compounds of the general formula (I), but also mixtures of these isomeric compounds. Preferred substituents and the range of radicals present in the formulas given above and below are described in the following text. A is preferably C = 0, C = S, C = NR1 or is alkanediyl of 1 to 6 carbon atoms which is optionally substituted with hydroxyl, siamino, halogen, alkoxy of 1 to 4 carbon atoms or haloalkoxy of 1 to 4 atoms of carbon, and is optionally branched, for example optionally substituted with alkyl of 1 to 4 carbon atoms, and / or spirocyclically linked with alkanediyl of 2 to 6 carbon atoms. A is preferably C = 0, C = S, C = NR1 or is optionally methylene substituted with hydroxyl, cyano, fluoro, chloro, bromo, methoxy, ethoxy, non-isopropoxy, monofluoromethoxy, difluoromethoxy, trifluoromethoxy, monofluoroethoxy, difluoroethoxy or trifluoroethoxy, ethane, 1,1-diyl, ethane-1,2-diyl (dimethylene), propan-1,1-diyl, propan-1,2-diyl, 2-methylpropan-1,2-diyl, propan 2,2-diyl, propan-1,3-diyl (trimethylene) or 4-methylpentan-2,2-diyl, where A = methylene may also be spiriloclically bound to dimethylene, trimethylene, tetramethylene or pentamethylene. A very particular preference is in each case methylene optionally substituted with hydroxyl, fluoro, chloro, methoxy or ethoxy, ethane-1,1-diyl, ethane-1,2-diyl
(dimethylene), propan-1, 1-diyl, propan-1,2-diyl, 2-methylpropan-1,2-diyl or propan-2,2-diyl. Q1 is preferably a single bond, or is 0
(oxygen), S (sulfur), N-R1, or is C = 0, C = S, C = NR1 or is alkanediyl of 1 to 6 carbon atoms which is optionally substituted with hydroxyl, cyano, halogen, alkoxy of 1 to 4 carbon atoms or haloalkoxy of 1 to 4 carbon atoms, and is optionally branched, for example optionally substituted by alkyl of 1 to 4 carbon atoms, and / or spirocyclically linked to alkanediyl of 2 to 6 carbon atoms. Q1 with particular preference is a single bond or is O (oxygen), S (sulfur) or N-R1 or is C = 0, C = S, C = NR1 or is C = 0, C = S, C = NR1 or is optionally methylene substituted with hydroxyl, cyano, fluoro, chloro, bromo, methoxy, ethoxy, non-isopropoxy, monofluoromethoxy, difluoromethoxy, trifluoromethoxy, monofluoroethoxy, difluoroethoxy or trifluoroethoxy, ethane, 1,1-diyl, ethane-1,2 - diyl (dimethylene), propan-1, 1-diyl, propan-1,2-diyl, 2-methylpropan-1, 2-diyl, propan-2,2-diyl, propan-1,3-diyl (trimethylene) or 4-methylpentan-2,2-diyl, where A = methylene can also be spirocyclically bound to dimethylene, trimethylene, tetramethylene or pentamethylene. Q1 is preferably a single bond, is O (oxygen) or N-R1 or hydroxyl, fluoro, chloro, methoxy or ethoxy, ethane-1,1-diyl, ethane-1,2-diyl (dimethylene), propan- 1, 1-diyl, propan-1,2-diyl, 2-methylpropan-1, 2-diyl or propan-2,2-diyl. Q2 preferably is 0 (oxygen), S (sulfur), SO, S02 or CONR1 or is alkanediyl of 1 to 6 carbon atoms which is optionally substituted with hydroxyl, cyano, halogen, alkoxy of 1 to 4 carbon or haloalkoxy from 1 to 4 carbon atoms, and is optionally branched, for example optionally substituted with alkyl of 1 to 4 carbon atoms, and / or spirocyclically linked with alkanediyl of 2 to 6 carbon atoms. Q2 with particular preference is O (oxygen), S (sulfur), SO, S02, CONR1 or is C = 0, C = S, C = NR1 or is in each case optionally methylene substituted with hydroxyl, cyano, fluoro, chloro, bromine, methoxy, ethoxy, n- or isopropoxy, monofluoromethoxy, difluoromethoxy, trifluoromethoxy, monofluoroethoxy, difluoroethoxy or trifluoroethoxy, ethane, 1,1-diyl, ethan-1, 2-diyl (dimethylene), propan-1,1-diyl, propan-1,2-diyl, 2-methylpropan-1, 2-diyl, propan-2,2-diyl, propan-1,3-diyl (trimethylene) or 4-methylpentan-2,2-diyl, where A = Methylene may also be spirocyclically linked to dimethylene, trimethylene, tetramethylene or pentamethylene. Q2 with very particular preference is O (oxygen), S
(sulfur), SO, S02 or hydroxyl, fluoro, chloro, methoxy or ethoxy, ethan-l, l-diyl, ethane-1,2-diyl (dimethylene), propan-1,1-diyl, propan-1, 2 -diyl, 2-methylpropan-1, 2-diyl or propan-2,2-diyl but where in each individual case Q1 and Q2 are different unless they are A. R1 is preferably H (hydrogen), hydroxyl, each alkyl case optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 carbon atoms, with alkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with alkylaminp of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkyl fulfinyl or alkylsulfonyl each having up to 6 carbon atoms in the alkyl groups, in each case alkenyl optionally substituted with cyano or with halogen, alkenyloxy, alkynyl or alkynyloxy having in each case up to 6 ato carbon atoms, in each case alkyl ring optionally substituted with cyano, with halogen or with alkyl of 1 to 4 carbon atoms, cycloalkylcarbonyl or cycloalkylalkyl having in each case up to 6 carbon atoms in the cycloalkyl group and optionally up to 4 carbon atoms. carbon in the alkyl portion, in each case aryl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with halogen, with alkyl of 1 to 6 carbon atoms, with haloalkyl of 1 to 4 carbon atoms, with alkoxy of 1 to 4 carbon atoms, with haloalkoxy of 1 at 4 carbon atoms, with alkylthio of 1 to 4 carbon atoms, with haloalkylthio of 1 to 4 carbon atoms, with alkylsulfinyl of 1 to 4 carbon atoms, with haloalkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, with di (C1 to C4 alkyl) amino, with di (alkyl of 1 to 4 carbon atoms) carbon) aminocarbonyl, with di (C 1 -C 4 alkyl) aminosulfonyl, with C 1 -C 3 -alkylenedioxy or with haloalkylenedioxy of 1 to 3 carbon atoms, aryl, arylcarbonyl, aryloxy, arylthio, arylsulfinyl, arylsulfonyl, Arylalkyl, arylalkylcarbonyl, arylalkoxy, arylalkylthio, arylalkylsulf inyl or arylalkylsulfonyl having in each case 6 or 10 carbon atoms in the aryl group and optionally up to 4 carbon atoms in the alkyl, or in each case heterocyclyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with halogen, with alkyl of 1 to 6 carbon atoms, with haloalkyl of 1 to 4 carbon atoms, with alkoxy of 1 to 4 carbon atoms, with haloalkoxy of 1 to 4 carbon atoms, with alkylthio from 1 to 4 carbon atoms, with haloalkylthio of 1 to 4 carbon atoms, with alkylsulfinylp of 1 to 4 carbon atoms, with haloalkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl from 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, with di (alkyl of 1 to 4 carbon atoms) amino, with di (alkyl of 1 to 4 carbon atoms) aminocarbonyl, with di (alkyl) 1 to 4 carbon atoms) aminosulfonyl, with alkylenedioxy 1 to 3 carbon atoms or haloalkylenedioxy 1 to 3 carbon atoms, heterocyclyl, heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterocyclylalkylcarbonyl, heterocyclylalkoxy, heterociclilalquiltio, heterociclilalquilsulfinilo or heterociclilalquilsulfonilo, the heterocyclyl portion is saturated or unsaturated , monocyclic or bicyclic and in each case contains up to 10 carbon atoms, 1 to 4 nitrogen atoms and / or one oxygen atom and / or one sulfur atom. R1 with particular preference is H (hydrogen), hydroxyl, in each case methyl optionally substituted with hydroxyl, with cyano, with fluoro, with chlorine, with bromine, with methoxy, with ethoxy, with n- or isopropoxy, with methylthio, with ethylthio , with n- or isopropylthio, with methylsulphinyl, with ethylsulfinyl, with methylsulfonyl, with ethylsulphonyl, with methylamino, with ethylamino, with n- or with isopropylamino, with dimethylamino or with diethylamino, n- or isopropyl, n-, iso-, t-butyl, acetyl, propionyl, n- or isobutyroyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s-, or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or isopropoxycarbonyl, n-, iso- , s- or t-butoxycarbonyl, methylthio, ethylthio, n- or isopropylthio, n-, iso-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or isopropylsulfinyl, ethylsulphonyl or ethylsulphonyl, in each case ethenyl optionally substituted with cyano, with fluoro, with chlorine or with bromine, propenyl, butenyl, pentenyl, propenyloxy, butenyloxy, pentenyloxy, ethynyl, propynyl or, butinyl, pentynyl, propynyloxy, butynyloxy or pentynyloxy, in each case cyclopropyl optionally substituted with cyano, with fluorine, with chlorine, with bromine, with methyl, with • ethyl, with n- or isopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylcarbonyl , cyclobutylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy or cyclohexyloxy, in each case phenyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with fluoro, with chlorine, with bromine, with iodine, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl, with dichloroethyl, with trichloroethyl, with chlorofluoroethyl, with chlorodifluoroethyl, with methoxy, with ethoxy, with n- or isopropoxy, with n-, iso-, so t-butoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with n-, iso-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulphinyl, with n- or isopropylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethyls ulphonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy; naphthyl, phenylcarbonyl (benzoyl), naphthylcarbonyl, phenoxy, naphthyloxy, phenylthio, naphthylthio, phenylsulfinyl, phenylsulfonyl, benzyl, phenylethyl, phenylpropyl, phenylacetyl, phenylpropionyl, phenylmethoxy, phenylethoxy, phenylpropoxy, phenylmethylthio, phenylethylthio, phenylmethylsulfinyl or phenylmethylsulfonyl, or in each case heterocyclyl optionally substituted with nitro, hydroxyl, amino, cyano, carbamoyl, thiocarbamoyl, fluoro, chlorine, bromine, iodine, methyl, ethyl, n- or isopropyl, n-, iso- , s- or t-butyl, with difluoromethyl, by trifluoromethyl, dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl, with dichloroethyl, with trichloroethyl, with clorofluoroetilo with clorodifluoroetilo, methoxy, ethoxy- , with n- or isopropoxy, with n-, iso-, s- or t-butoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with diflu oroetoxi with dichloroethoxy, with clorofluoroetoxi with trichloroethoxy, with trifluoroethoxy, with clorodifluoroetoxi, methylthio, ethylthio with, n- or isopropylthio with, with n-, iso-, s- or t-butylthio, difluoromethylthio with with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulphinyl, with n- or isopropylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulphonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy; heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterocyclylalkylcarbonyl, heterocyclylalkoxy, heterociclilalquiltio, heterociclilalquilsulfinilo or heterociclilalquilsulfonilo, being selected heterocyclyl portion of the series consisting of furyl, tetrahydrofuryl, thienyl, pyrrolyl, pyrrolinyl, pyrrolidinyl, pyrazolyl, pyrazolinyl, imidazolyl , imidazolinyl, oxazolyl, oxazolinyl, isoxazolyl, isoxazolinyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, triazolinyl, pyridinyl, pyridazinyl, pyrimidinyl and pyrazinyl. R1 with very particular preference is H (hydrogen), hydroxyl, in each case it is methyl optionally substituted with hydroxyl, with cyano, fluoro, chloro, methoxy, ethoxy, n- or isopropoxy; ethyl, n- or isopropyl, acetyl, propionyl, n- or isobutyroyl, methoxy, ethoxy, n- or isopropoxy, methoxycarbonyl, ethoxycarbonyl, n- or isopropoxycarbonyl, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl or ethylsulfonyl in each case propenyl optionally substituted with fluoro, chloro or bromo, butenyl, propenyloxy, butenyloxy, propinyl or butinyl, in each case cyclopropyl optionally substituted with fluoro, chloro or methyl, cyclopentyl, ciciohexilo, cyclopropylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl, in each case phenyl optionally substituted with nitro, with hydroxyl, with cyano, with carbamoyl, with thiocarbamoyl, with fluoro, with chlorine, with bromine, with methyl, with ethyl, with n- or isopropyl, with n-, iss -, s- or t-butylthio, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroetyl yl, with chloroethyl, dichloroethyl with with trichloroethyl, with clorofluoroetilo with clorodifluoroetilo, methoxy, ethoxy-, n- or isopropoxy with, with difluoromethoxy, trifluoromethoxy with with chlorodifluoromethoxy, fluoroethoxy with with chloroethoxy, difluoroethoxy with with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with dimethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, dimethylenedioxy with with difluoromethylenedioxy, with difluorodimetilendioxi with trifluorodimetilendioxi or clorodifluorodimetilendioxi; phenylcarbonyl (benzoyl), phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzyl, phenylethyl, phenylacetyl, phenylmethoxy, phenylethoxy, phenylmethylthio, phenylmethylsulphinyl or phenylmethylsulfonyl. R2 is preferably H (hydrogen, hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms or with di (C 1 -C 4 alkyl) amino, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups R 2, particularly preferably H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine, or in each case methyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino or with diethylamino; ethyl, n- or isopropyl, with n-, iso-, s- or t-butyl, methoxy, ethoxy, n- isopropoxy, with n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio, with n-, iso-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or isopropylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, with n-, iso-, s- or t-butylamino, dimethylamino, diethylamino, dimethyloxycarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl. R 2 with very particular preference is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino or with diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl. R3 preferably is H (hydrogen), hydroxyl, amino, nitro, cyano, carbomyl, carbamoyl, thiocarbamoyl, halogen or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, or with di (C 1-4 alkyl) amino; alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups, or together with R2 is a benzo or alkanediyl, oxaalkanediyl or dioxaalkanediyl moiety which in each case has 4 carbon atoms. R3 with particular preference is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino or with diethylamino; ethyl, n- or isopropyl, n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio , n-, iso-, s- or t-butylthio, methylsulfinyl, ethylsulphinyl, non-isopropylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, n-, iso-, s- or t-butylamino, dimethylamino, diethylamino , dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, or together with R3 is a benzo portion or is in each case optionally propan-1,3-diyl (trimethylene) substituted with fluorine and / or chlorine and / or methyl; butan-1,4-diyl (tetramethylene), l-oxapropan-1,3-diyl, 1-oxabutan-1,4-diyl, 3-oxapentan-1, 5-diyl, 1,3-dioxapropan-1, 3 -diyl (methylenedioxy), 1,4-dioxabutan-1,4-diyl (dimethylenedioxy). R3 with very particular preference is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy , n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulphinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, or together with R2 is a benzo or methylenedioxy moiety. R 4 is preferably H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms , with alkylamino of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino; alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups, or together with R3 is a benzo or alkanediyl, oxaalkanediyl or dioxaalkanediyl moiety which they have in each case up to 4 carbon atoms. R 4 with particular preference is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio , n-, iso-, s- or t-butylthio, methylsulphinyl, ethylsulphinyl, n- or isopropylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, n-, iso-, s- or t-butylamino, dimethylamino , diethylamino, dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, or together with R3 is a benzo portion or is in each case optionally propane-1,3-diyl (trimethylene) substituted with fluorine and / or chlorine and / or methyl; butan-l, 4-diyl (tetramethylene), l-oxapropan-l, 3-diyl, l-oxabutan-l, 4-diyl, 3-oxapentan-l, 5-diyl, l, 3-dioxapropan-l, 3 -diyl (methylenedioxy), 1,4-dioxabutan-1, -diyl (dimethylenedioxy). R 4 with very particular preference is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy , n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulphinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, or together with R2 is a benzo or methylenedioxy moiety. R5 is preferably H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms , with alkylamino of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino; alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups, or together with R 4 is a benzo or alkanediyl, oxaalkanediyl or dioxaalkanediyl moiety each having up to 4 carbon atoms. R5 with particular preference is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio , n-, iso-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or isopropylsulfinyl, methylsulfonyl, ethylsulfonyl, methylamino, ethylamino, n- or isopropylamino, n-, iso-, s- or t-butylamino, dimethylamino , diethylamino, dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, or together with R4 is a benzo portion or is optionally propan-1,3-diyl (trimethylene) substituted with fluorine and / or chlorine and / or methyl; butan-1,4-diyl (tetramethylene), 1-oxapropan-1, 3-diyl, 1-oxabutan-1,4-diyl, 3-oxapentan-1, 5-diyl, 1,3-dioxapropan-1, 3 -diyl (methylenedioxy), 1,4-dioxabutan-l, 4-diyl (dimethylenedioxy). R5 with particular preference is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy , n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino ", dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, or together with R 4 is a benzo or methylenedioxy moiety. R6 is preferably H (hydrogen) or is alkyl optionally substituted with hydroxyl, cyano or halogen, having up to 6 carbon atoms. R6 with particular preference is H (hydrogen) or is in each case methyl, ethyl, n- or isopropyl, n-, iso-, s- or t-butyl optionally substituted with hydroxyl, with cyano or with halogen. R6 with very particular preference is H (hydrogen) or is in each case methyl, ethyl, n- or isopropyl optionally substituted with hydroxyl, with cyano, with fluorine
0 with chlorine. R 7 is preferably H (hydrogen), alkyl optionally substituted by hydroxyl, cyano, halogen, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of
1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino having up to 6 carbon atoms, in each in each case the cycloalkyl or cycloalkylalkyl optionally substituted with cyano, with halogen or with alkyl of 1 to 4 carbon atoms each has up to 6 carbon atoms in the cycloalkyl group, and optionally up to 4 carbon atoms in the alkyl portion, each case the aryl or the arylalkyl which are optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with phenyl, with phenoxy, with benzyloxy, with halogen, with alkyl of 1 to 6 carbon atoms , with haloalkyl of 1 to 4 carbon atoms, with alkoxy of 1 to 4 carbon atoms, with haloalkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 'carbon atoms, with haloalkylthio of 1 to 4 carbon atoms carbon, with alkylsulfinyl from 1 to 4 carbon atoms, with haloalkylsulphinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl of 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, with di (alkyl of 1 to 4 carbon atoms) amino, with di (C 1-4 alkyl) aminocarbonyl, with di (C 1-4 alkyl) aminosulfonyl, with C 1 -C 3 -alkylenedioxy, or with haloalkylenedioxy of 1 to 3 carbon atoms, in each case from 6 to 10 carbon atoms in the aryl group and optionally up to 4 carbon atoms in the alkyl portion, or in each case the heterocyclyl or the heterocyclylalkyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with halogen, with alkyl of 1 to 6 carbon atoms, with haloalkyl with 1 to 4 carbon atoms, with alkoxy with 1 to 4 carbon atoms, with haloalkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 atoms of carbon, with haloalkylthio of 1 to 4 carbon atoms, with alkylsulfinyl of 1 to 4 carbon atoms, with haloalkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl of 1 to 4 atoms carbon, with alkylamino of 1 to 4 carbon atoms, with di (C 1-4 alkyl) amino, with di (C 1-4 alkyl) aminocarbonyl, with di (C 1-4 alkyl) carbon) aminosulfonyl, with 1 to 3 carbon atoms or with haloalkylenedioxy having 1 to 3 carbon atoms, the heterocyclyl portion is saturated or unsaturated, is monocyclic or bicyclic and in each case contains up to 10 carbon atoms, 4 nitrogen atoms and / or one oxygen atom and / or one sulfur atom. R7 with particular preference is H (hydrogen, in each case optionally hydroxyl, in each case methyl optionally substituted with hydroxyl, with cyano, with fluoro, with chlorine, with bromine, with methoxy, with ethoxy, with n- or isopropoxy, with methylthio , with ethylthio, with n- or isopropylitol, with methylsulphinyl, with ethylsulfinyl, with methylsulfonyl, with ethylsulphonyl, with methylamino, with ethylamino, with n- or with isopropylamino, with dimethylamino or with diethylamino, n- or isopropyl, n-, iso -, s- or t-butyl, in each case cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl optionally substituted with cyano, with fluorine, with chlorine or with methyl, in each case phenyl, naphthyl or benzyl, phenylethyl or phenylpropyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with phenyl, with phenoxy, with fluorine, with chlorine, with bromine, with iodine, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethylWith trifluoromethyl, dichloromethyl, trichloromethyl with with chlorodifluoromethyl, with fluoroethyl, difluoroethyl with, with trifluoroethyl, with chloroethyl, dichloroethyl with with trichloroethyl, with clorofluoroetilo with clorodifluoroetilo, methoxy, ethoxy-, n- or isopropoxy with with n-, iso-, s- or t-butoxy, with difluoromethoxy, trifluoromethoxy with with chlorodifluoromethoxy, fluoroethoxy with with chloroethoxy, difluoroethoxy with with dichloroethoxy, with clorofluoroetoxi with trichloroethoxy, with trifluoroethoxy, with clorodifluoroetoxi, methylthio, ethylthio with, with n- or isopropylthio, with n-, i-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, ethylsulfinyl with with n- or isopropylsulfinyl with trifluoromethylsulfinyl, with methylsulfonyl, ethylsulfonyl with • , with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfon yl, with methylenedioxy, with dimethylenedioxy with difluoromethylenedioxy, with difluorodimetilendioxi with trifluorodimetilendioxi, or clorodifluorodimetilendioxi, or in each case the heterocyclyl, heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterocyclylalkylcarbonyl, heterocyclylalkoxy, heterociclilalquiltio, heterociclilalquilsulfinilo or heterociclilalquilsulfonilo optionally substituted with nitro, hydroxy, amino, cyano, carbamoyl, thiocarbamoyl with fluorine, chlorine, bromine, iodine, methyl, ethyl with with n- or isopropyl, with n-, iso- , s- or t-butyl, with difluoromethyl, by trifluoromethyl, dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl, with dichloroethyl, with trichloroethyl, with clorofluoroetilo with clorodifluoroetilo, methoxy, ethoxy- , with n- or isopropoxy, with n-, iso-, s- or t-butoxy, with difluoromethoxy, trifluoromethoxy with with chlorodifluoromethoxy, fluoroethoxy with with chloroethoxy, difluoroethoxy with with dichloroethoxy, with clorofluoroetoxi with trichloroethoxy, with trifluoroethoxy, with clorodifluoroetoxi, methylthio, with
. ethylthio, with n- or isopropylthio, with n-, iso-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulphinyl, with n- or isopropylsulfinyl ,. with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with 0-trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimetilendioxi, or clorodifluorodimetilendioxi, being selected heterocyclyl portion of the series consisting of furyl, tetrahydrofuryl, thienyl, pyrrolyl, pyrrolinyl, pyrrolidinyl, pyrazolyl, pyrazolinyl, imidazolyl, imidazolinyl, oxazolyl, oxazolinyl, isoxazolyl, isoxazolinyl, thiazolyl, oxadiazolyl, thiadiazolyl , triazolyl, triazolinyl, pyridinyl, pyridazinyl, pyrimidinyl and pyrazinyl. R7 with very particular preference is H (hydrogen), in each case methyl, ethyl, n- or isopropyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, in each case the cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl group optionally substituted with fluorine, chlorine or methyl, in each case the phenyl, benzyl or phenylethyl groups optionally substituted with nitro, with hydroxyl, with cyano, with carbamoyl , with thiocarbamoyl, with fluorine, with chlorine, with bromine, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl chlorofluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, chloroethyl, dichloroethyl, trichloroethyl, chlorofluoroethyl, chlorodifluoroethyl, methoxy, ethoxy, n- or isopropoxy, difluoromethoxy, trifluoromethane xi, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoromethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulphinyl, with ethylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulphonyl, with trifluoromethylsulfonyl, with dimethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy, or is in each case thienyl or pyridinyl optionally substituted with fluorine, chlorine, bromine, methyl or ethyl. Inventively preferred is the use of the compounds of the formula (I) in which there is a combination of the definitions indicated above as preferable. Particularly inventively preferred is the inventive use of the compounds of the formula (I) in which there is a combination of the above-mentioned definitions enjoying particular preference. Very particularly preferred is the inventive use of the compounds of the formula (I) in which there is a combination of the above-mentioned definitions enjoying very particular preference. An especially preferred group are those compounds of formula (I) in which the bond described by dashes is a double bond and A, Q1, Q2, R1, R2, R3, R4, R5, R6 and R7 have the definitions given below. A in this case is methylene, ethane-1, 1-diyl, ethane-1,2-diyl (dimethylene), propan-1, 1-diyl, propan-1,2-diyl or 2-methylpropan-1, 2 -diilo. Q1 in this case is a single bond, is methylene, ethan-1, l-diyl, ethane-1,2-diyl (dimethylene), propan-1,1-diyl, propan-l, 2-diyl or 2-methylenepropane -l, 2-diyl, or is O (oxygen) or N-R1, where R1 is hydrogen, methyl, ethyl, n- or isopropyl or phenyl. Q2 in this case is methylene, is O (oxygen), S (sulfur), SO, S02 or CO, but where in each individual case Q1 and Q2 are different unless they are methylene. R1 in this case is H (hydrogen), in each case methyl, ethyl, n- or isopropyl, acetyl, propionyl, n- or isobutyroyl, methoxy, ethoxy, n- or isopropoxy, methoxycarbonyl, ethoxycarbonyl, n- or isopropoxycarbonyl, methylthio , ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl or ethylsulfonyl optionally substituted each with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy; in each case the propenyl, butenyl, propynyl or butynyl groups optionally substituted with fluorine, with chlorine or with bromine, in each case the cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl groups optionally substituted with fluorine, with chlorine or with bromine; in each case the phenyl, phenylcarbonyl (benzoyl), phenylthio, phenylsulfinyl, phenylsulfonyl, benzyl, phenylethyl, phenylacetyl, phenylmethylthio, phenylmethylsulfinyl or phenylmethylsulfonyl groups optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with phenyl, with phenoxy, with fluorine, with chlorine, with bromine, with iodine, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, trichloromethyl, chlorodifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, chloroethyl, dichloroethyl, trichloroethyl, chlorofluoroethyl, chlorodifluoroethyl, methoxy, ethoxy, n- or isopropoxy, n-, iso- , s- or t-butoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with n-, iso-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulfinyl, with n- or isopropylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy, or with chlorodifluorodimethylenedioxy.
R2 in this case is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine, or is in each case methyl, ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy , with dimethylamino or with diethylamino. R3 in this case is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine, or is in each case methyl, ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy , with dimethylamino or with diethylamino, or together with R2 is a benzo moiety. R4 in this case is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine, or is in each case methyl, ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy , with dimethylamino or with diethylamino, or together with R3 is a benzo portion. R5 in this case is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine, or is in each case methyl, ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, dimethylamino,
dimethylaminocarbonyl or dimethylaminosulfonyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, with dimethylamino or with diethylamino, or together with R 4 is a benzo moiety. R6 in this case is H (hydrogen) or is in each case methyl, ethyl, n- or isopropyl optionally substituted with hydroxyl, with cyano, with fluorine or with chlorine. R7 in this case is H (hydrogen) in each case methyl, ethyl, n- or isopropyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, in each case cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl groups optionally substituted with fluorine, with chlorine or with methyl; in each case the phenyl, benzyl or phenylethyl groups optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with phenyl, with phenoxy, with fluorine, with chlorine, with bromine, with iodine, with methyl , with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl , with dichloroethyl, with trichloroethyl, with chlorofluoroethyl, with chlorodifluoroethyl, with methoxy, with ethoxy, with n- or isopropoxy, with n-, iso-, s- or t-butoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy , with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with n-, iso-, s- or t-butylthio, with difluoromethylthio , with trifluoromethylthio, with chlorodifluor omethylthio, with methylsulphinyl, with ethylsulfinyl, with n -or isopropylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylaminoWith dimethylaminocarbonyl, with dimethylaminosulfonyl, by methylenedioxy, with dimethylenedioxy with difluoromethylenedioxy, with difluorodimetilendioxi with trifluorodimetilendioxi, or clorodifluorodimetilendioxi, or is in each thienyl case or optionally substituted pyridinyl fluorine, chlorine, bromine, methyl or ethyl . A further especially preferred group of the compounds are those compounds of the formula (I) in which R3 and R4 together are 0-CH2-0, R5 is hydrogen, and R6 is hydrogen. An especially preferred, additional group of the compounds are those compounds of the formula (I) wherein A is CH2 Q1 is O Q2 is CO. A further especially preferred group of the compounds are those compounds of the formula (I) in which the dashed line in the formula (I) is a double bond. A further especially preferred group of the compounds are those compounds of the formula (I) in which Rs is H and R7 is substituted phenyl. Examples of the compounds of the formula (I) for the inventive use are listed in Table 1 below.
Table 1: Examples of the compounds of the formula (i;
In the compounds of the formula (I) listed in the following table, the dotted line corresponds to a double bond.
fifteen
in o
ID OR ID? T¡ or
LO O ID
? or ID
ID OR LO
ID OR ID
YO HICE
ID OR ID H
ID O tD
ID O LD H
ID ID 5
ID OR ID H
ID OR ID
YO HICE
YO HICE
ID ID cH
LD O LD vH
ID O LD v-i H
LD O LD x-i
LD O LD iH cH
LD ID
LD LD
LD OR LD
ID ID v-l
LD O LD cH
ID OR LD
LD LD
ID OR ID
LD O LD cH cH
ID O LD iH H
LD O LD vH cH
ID OR ID H
LD LD
LD LD
LD O ID cH cH
ID or ID
LD O ID
LD OR LD
LD OR LD
ID OR ID
ID O LD vH [a] The physical data reported refer to the LC-MS measurements: m / z (%) / Rt. The measurements were performed on an Agilent LC / MSD, consisting of an Agilent HPLC 1100 unit with vacuum devolatilizer, binary pump, column oven, and diode array detector (DAD) and an LC-MSD detector with a power source. ESI ions. Analytical column: dimensions: 70 x 3.1 mm, material of the column: Kromasil C18, particle size: 3.5 μm. Mobile phase A: 0.1% formic acid in water; mobile phase B: acetonitrile. Gradient: start conditions: 90% A / 10% B; the fraction of acetonitrile (B) is high 10% / minute up to 5% A / 95% B; after this 5 additional minutes at 5% A / 95% B. Some of the compounds of the general formula (I) for use in the invention are already known (see the literature cited as an introduction above). In some cases, however, the compounds of the general formula (I) for inventive use are not yet known from the literature. The preparation of the new and known compounds of the formula (I) can be sketched as follows: a) The reaction of the aniline derivatives of the formula
(II) with carbonyl compounds of the formula (III) and cyclic enols of the formula (IV) in a three-component reaction in the presence of a diluent or reaction aid, such as methanol, ethanol, acetic acid, methanesulfonic acid • or trifluoroacetic acid, at temperatures between 0 ° C and 150 ° C, according to the following scheme of formulas (see Organic Letters 4 (2002), 3187-3189, EP-1103554, WO-2002/094835, WO-2002/094840 , examples of preparation):
b) The reaction of the aniline derivatives of the formula (II) with the carbonyl compounds of the formula (V) in a two-component reaction, according to the following scheme of formulas (see EP-1103554):
(II) (V) c) Reduction of the quinoline derivatives of the formula (VI) with the appropriate hydrogenation agents, such as sodium cyanoborohydride, in the presence of diluents or reaction aids, such as acetic acid, at temperatures between 0 ° C and 50 ° C, according to the following scheme of formulas (see Bioorg. & Med. Chem. Lett. 10 (2000 =, 315-317; Chemistry Express £ (1993), 389-392; preparation) :
(VI)) The reaction of the hydroxyalkylanilines of the formula (VII) with cyclic enols of the formula (IV) in the presence of a diluent, such as toluene, and optionally in the presence of a reaction auxiliary, such as the p-acid. toluenesulfonic, at temperatures between 0 ° C and 150 ° C, according to the following formula scheme (see preparation examples):
(Vil) • < l) The ringed quinoline derivatives of the formula
(I) are well tolerated by plants, have favorable homeothermic toxicity and are environmentally friendly; These are suitable to protect plants and plant organs, to increase crop yields, to improve the quality of harvested material and to control animal pests, particularly insects, arachnids and nematodes found in agriculture, in forests, in gardens and in leisure facilities, in the protection of stored products and materials and in the hygiene sector. These can be preferably used as crop protection agents. These are active against normally sensitive and resistant species, and against all or some stages of development. The aforementioned pests include: From the order of the Isopoda, for example, Oniscus asellus, Armadillidium vulgare and Porcellio scaber. From the order of the Diplopoda, for example Blaniulus guttulatus. From the order of the Chilopoda, for example, Geophilus carpophagus and Scutigera spp. From the order of the Symphyla, for example, Scutigerrella immaculata. From the order of the Thysanura, for example, Lepisma saccharina. From the order of the Collembola, for example, Onychiurus armatus. From the order of Orthoptera, for example, Acheta domesticus, Gryllotalpa spp. , Locusta migratory migratory ide s, Melanoplus spp. and gregarious Schistocerca.
From the order of the Blattaria, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae and Blattella germanica. From the order of the Dermaptera, for example, Forticula auricularia. From the order of the Isoptera, for example, Re ti culi termes spp. From the order of Phthiraptera, for example, Pediculus humanus corporis, Haematopinus spp. , Linognathus spp. , Trichodectes spp. , Damalinia spp. From the order of Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella accidentalis. From the order of the Heteroptera, for example, Eurigaster spp. , Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus and Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundimis, Phylloxera vastatrix, Pemphigus spp. , Macrosiphum avenae, Myzus spp. , Phorodon humuli, Rhopalosiphu padi, Empoasca spp. , Euscelis bilobatus, Nephotettix cincticeps, Lecanium ate, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederaderae, Pseudococcus spp. and Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp. , Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella , Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia amhiguella, Homona magnanimous, Tortrix viridana, Cnaphalocerus spp. and Oulema oryzae. From the order of the Coleoptera, for example, Anobium punctatu, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp. , Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica and Lissorhoptrus oryzophilus. From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis and Vespa spp. From the order of the Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp. , Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Tipula paludosa, Hylemyia spp. and Liri omyza sp. From the order of the Siphonaptera, for example, Xenopsylla cheopis and Ceratophyllus spp. From the order of the Arachnida, for example, Scorpio aurus, Latrpdectus mactans, Acarus siró, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalo ma spp. ., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp. , Tetranychus spp. , Hemi tarsonemus spp. and Brevipalpus spp. Plant parasitic nematodes include, for example, Pra tylenchus spp. , Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp. , Globodera spp. , Meloidogyne spp. , Aphelenchoides spp. , Longidorus spp. , Xiphinema spp. , Trichodorus spp. and Bursaphelenchus spp. The compounds of the fla (I) according to the invention are notable in particular for a strong effect against beetles and their larvae (for example Phaedon cochleariae), butterflies and their larvae or caterpillars (for example, Heliothis virescens, Plutella xylostella, Spodoptera exigua, Spodoptera frugiperda), spider mites (for example, Tetranychus urticae), and nematodes (for example, Meloidogyne incognita). If appropriate, the compounds according to the invention can also be used in certain concentrations or proportions of application as herbicides or as insurers for them, or as microbicides, for example as fungicides, antifungals and bactericides. If appropriate, they can also be used as intermediates or precursors for the synthesis of the additional active compounds. All plants and plant plants can be treated according to the invention. It should be understood that plants mean, in the present context, all plant and plant populations such as wild plants or desired and unwanted crop plants (including naturally occurring harvest plants). Harvest plants can be plants that can be obtained by conventional planting of plants and optimization methods, or by biotechnological and recombinant methods or by combinations of these methods, including transgenic plants and even plant crops that are protected or not protected by property rights of varieties. The plant parts should be understood as all those parts and organs of plants above and below the ground, such as the root, leaves, flowers and root, examples that may be mentioned are leaves, needles, stems, branches, flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes. The plant parts also include harvested material, and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, cuttings and seeds. The treatment according to the invention of the plants and plant parts with the active compounds is carried out directly or by allowing the compounds to act on their surroundings, the environment or the storage space by customary treatment methods, for example by immersion sprinkling, evaporation, fogging, dispersion, splash or injection and, in the case of propagation material, in particular in the case of seeds, also by application of one or more coatings. The active compounds can be converted to customary flations such as solutions, emulsions, wettable powders, suspensions, powders, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with the active compound, and microencapsulations in materials polymeric These flations are produced in a known manner, for example, by mixing the active compounds with extenders, i.e. liquid solvents and / or solid carriers, optionally with the use of surfactants, i.e., emulsifiers and / or dispersants, and / or foam frs. If the extender used is water, it is also possible, for example, to use organic solvents as cosolvents. The following are essentially suitable as liquid solvents: aromatics such as xylene, toluene or alkynaphthalenes, chlorinated or chlorinated aliphatic aromatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example mineral oil fractions, oils minerals and vegetables, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, or even water. Suitable solid carriers are: for example ammonium salts and crushed natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and crushed synthetic materials such as highly dispersed silica, alumina and silicates; suitable solid carriers for granules are: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, or even synthetic granules of inorganic and organic milled grains, and granules of organic material such as sawdust, husks coconut, corn cobs and tobacco stems; suitable emulsifiers and / or foam formers are: for example, nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, arylsulfonates, or even protein hydrolysates; Suitable dispersants are: for example lignosulfite waste liquors and methylcellulose.
Thickeners such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or networks, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or even natural phospholipids such as cephalins and lecithins and synthetic phospholipids, can be used in the formulations Other additives can be mineral and vegetable oils . It is possible to use dyes such as inorganic pigments, for example iron oxide, titanium oxide and Prussian blue, and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes, and trace nutrients such as iron salts , manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally contain between 0.1% and
95% by weight of the active compound, preferably between 0.5% and 90%. The active compound according to the invention can be present in its commercially customary formulations, and in the forms of application prepared from these formulations, as mixtures with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides. , fungicides, growth regulators or herbicides. Insecticides include, for example, phosphates, carbamates, carboxylates, chlorinated hydrocarbons, phenylureas, substances produced by microorganisms, etc. Particularly favorable components in the mixtures are, for example, the following:
Fungicides: 2-phenylphenol; 8-hydroxyguiolinyl sulfate acibenzolar-S-methyl; aldimorf; amidoflumet; ampropilfos ampropilfos-potasio; andoprim; Anilazine; azoconazole azoxystrobin; benalaxyl; benodanil; benomyl; benthiavalicarb-isopropyl; benzamacril; benzamacril-isobutyl; bilanafos; binapacryl; biphenyl; bitertanol; blasticidin.-S; bromuconazole; bupirimate; butiobate; Butylamine; calcium polysulfide; capsymycin; captafol; they catch carbendazim carboxin; carpropamid; carvona; chinometionat; Chlorfenazole Clobentiazone; chloroneb; Chlorothalonil; clozolinate; Clozilac with Ciazofamid; ciflufenamid; cymoxanil; ciproconazole; ciprodinil ciprofuram; Dagger G; debacarb; diclofluanid; diclone dichlorophene; diclocimet; diclomezine; they dicloran; dietfencarb difenoconazole; diflumetorim; dimetirimol; dimetomorph dimoxystrobin; diniconazole; diniconazole-M; dinocap diphenylamine; dipyritiona; ditalimfos; ditianon; dodina drazoxolon; edifenfos; epoxiconazole; etaboxam; etirimol etridiazole; famoxadone; fenamidone; fenapanil; fenarimol fenbuconazole; fenfuram; fenhexamid; fenitropan; fenoxanil fenpiclonil; fenpropidin; fenpropimorf; ferbam; fluazinam flubenzimine; fludioxonil; flumetover; flumorf; fluoromide fluoxastrobin; fluquinconazole; flurprimidol; flusilazole flusulfamide; flutolanil; flutriafol; folpet; Fosetyl-Al-fosetyl-sodium; fuberidazole; furalaxil; furametpir furcarbanil; furmeciclox; guazatin; hexachlorobenzene hexaconazole; himexazole; imazalil; imibenconazole; iminoctadine triacetate; tris (albesilate) of iminoctadine, - iodocarb ipconazole; iprobenfos; iprodione; iprovalicarb; irumamycin isoprothiolane; isovaledione; kasugamycin; kresoxim-methyl mancozeb; maneb; meferimzone; mepanipirim; mepronil metalaxyl; metalaxyl-M; metconazole; metasulfocarb; metfuroxam metiram; metominostrobin; metsulfovax; Myclobutanil mildiomycin; myclozolin; natamycin; nicobifen; nitrotal-isopropyl; noviflumuron; nuarimol; ofurace; orisastrobin; oxadixyl; oxolinic acid; oxpoconazole; oxycarboxin; oxifentuna; paclobutrazol; pefurazoate; penconazole; pencicuron; phosdifen; phthalide; picoxystrobin; piperaline; polyoxins; polyoxorim; probenazole; prochloraz; procymidone; propamocarb; propanosine-sodium; propiconazole; propineb; proquinazid; protioconasol; pyraclostrobin; pyrazophos; prifenox; pyrimethanil; pyroquilon; piroxifur; pyrrolenitrin; quinconazole; quinoxifen; quintozene; symeconazole; Spiroxamine; sulfur; tebuconazole; tecloftalam; tecnazene; tetciclacis; tetraconazole; thiabendazole; ticiofen;
tifluzamide; thiophanate-methyl; tiram; thioximid; tolclofos-methyl; tolylfluanid; triadimefon; triadimenol; triazbutyl; triazoxide; tricyclamide; tricyclazole; tridemorf; trifloxystrobin; triflumizole; triforin; triticonazole; uniconazole; validamycin A; vinclozolin; zineb; ziram, - zoxamide; (2S) -N- [2- [4- [[3- (4-chlorophenyl) -2-propynyl] oxy] -3-methoxyphenyl] ethyl] -3-methyl-2- [(methylsulfonyl) amino] butanamide;
1- (1-naphthalenyl) -lH-pyrrole-2, 5-dione; 2, 3, 5, 6-tetrachloro-4- (methylsulfonyl) pyridine; 2-amino-4-methyl-M-phenyl-5-thiazolecarboxamide; 2-chloro-N- (2,3-dihydro-1,1,3-trimethyl-lH-inden-4-yl) -3-pyridinecarboxamide; 3,4,5-trichloro-2,6-pyridinedicarbonitrile; actinovate; cis-1- (4-chlorophenyl) -2- (lH-1, 2,4-triazol-1-yl) cycloheptanol; 1- (2,3-dihydro-2, 2-dimethyl-lH-inden-1-yl) -lH-imidazole-5-carboxylic acid methyl ester; monopotassium carbonate; N- (6-methoxy-3-pyridinyl) cyclopropanecarboxamide; N-butyl-8- (1,1-dimethylethyl) -1-oxaspiro [4.5] decan-3-amine; sodium tetrathiocarbonate; and copper salts and preparations, such as the Bordeaux mixture; copper hydroxide; copper naphthenate; Copper oxychloride; copper sulphate; cufraneb; cuprous oxide; mancobre oxina-copper.
Bactericides: bronopol, dichlorophen, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octylinone furancarboxylic acid, oxytetracycline, probenazole, streptomycin, tecloftalam, copper sulfate and other copper preparations.
Insecticides / acaricides / nematicides: aba ectin, ABG-9008, acephate, acequinocyl, acetamiprid, acetoprol, acrinatrin, AKD-1022, AKD-3059, AKD-3088, alanicarb, aldicarb, aldoxicarb, allethrin, allycypermethrin (alphamethrin), amidoflumet, aminocarb, amitraz, avermectin, AZ-60541, azadirachtin, azamethiphos, azinphos-methyl, azinphos-ethyl, azocyclotin, Bacillus popilliae, Bacillus sphaericus, Bacillus subtilis, Bacillus thuringiensis, Bacillus thuringiensis strain EG-2348, Bacillus thuringiensis strain GC-91, Bacillus thuringiensis strain NCTC-11821, baculoviruses, Beauveria bassiana, Beauveria tenella, benclothiaz, bendiocarb, benfuracarb, bensultap, benzoximate, beta-cyfluthrin, beta-cypermethrin, bifenazate, bifenthrin, binapacril, bioalertin-S-cyclopentyl-isomer, bioetanometrine, biopermethrin , bioresmethrin, bistrifluron, BPMC, brofenprox, bromophos-ethyl, bromopropylate, bromfenvinphos (-methyl), BTG-504, BTG-505, bufencarb, buprofezin, butathiophos, butocarboxim, butoxicarboxim, butylpi ridaben, cadusafos, camfeclor, carbaryl, carbofuran, carbofenothion, carbosulfan, cartap, CGA-50439, chinómetionat, chlordane, clordimeform, cloetocarb, chloretoxyphos, clofenapir, chlorfenvinphos, chlorfluazuron, chlormethyl, chlorobenzilate, chloropicrin, chlorproxifen, chlorpyrifos-methyl, chlorpyrifos ( - ethyl), clovaportrin, chromafenozido, cis-cypermethrin, cis-resmethrin, cis-permethrin, clocitrin, cloetocarb, clofentezin, clotianidin, clotiazoben, codlemone, cou apos, cyanofenfos, cyanophos, cycloprene, cycloprothrine, Cydia pomonella, cyfluthrin, cyhalothrin, cyhexatin, cypermethrin, cyphenothrin (IR trans isomer), cyromazine, DDT, deltamethrin, demeton-S-methyl, demeton-S-methylsulfone, diafentiuron, dialiphos, diazinon, diclofention, dichlorvos, dicofol, dicrotophos, dicyclanil, diflubenzuron, dimeflutrin, dimethoate , dimethylvinfos, dinobuton, dinocap, dinotefuran, diofenolan, disulfoton, docusate sodium, dofenapin, DOWCO-439, eflusilanato, emamectina, emamectina-benzoato, empentrina ( IR isomer), endosulfan, Entomopthora spp. , EPN, esfenvalerate, etiofencarb, etiprole, ethion, ethoprophos, etofenprox, ethoxazole, etrimphos, famphur, fenamiphos, fenazaquin, fenbutatin oxide, fenfluthrin, fenitrothion, fenobucarb, phenothiocarb, fenoxacrim, fenoxicarb, fenpropatrin, fenpirad, fenpiritrine, fenpyroximate, fensulfotion , fention, fentrifanil, fenvalerate, fipronil, flonicamid, fluacripirim, fluazuron, flubenzimine, flubrocitrinato, flucicloxuron, flucitrinato, flufenerim, flufenoxuron, flufenprox, flumetrina, flupirazofos, flutenzin (flufenzine), fluvalinate, fonofos, formetanato, formotion, fosmetilan, fostiazato, fubfenprox (fluproxifeno), furatiocarb, 'gamma-ciralotrina, gamma-HCH, gosiplure, grandlure, virus - of granulosis, Halfenprox, halofenozido, HCH, HCN-801, heptenofos , hexaflumuron, hexitiazox, hydramethylnon, hydroprene, IKA-2002, imidacloprid, imiprotrin, indoxacarb, iodophenfos, iprobenfos, isazofos, isofenfos, isoprocarb, isoxation, ivermectin, japonilure, kadetrin, nuclear polyhedrosis virus, kinoprene, lambda-cyhalothrin, lindane , lufenuron, malathion, mecarbam, mesulfenphos, metaldehyde, metam-sodium, methacryphos, methamidophos, Metharhizium anisopliae, Metharhizium flavoviride, metidation, methiocarb, methomyl, methoprene, methoxychlor, methoxyfenozide, metofluthrin, metolcarb, methoxadiazone, mevinphos, milbemectin, milbemycin, MKI -245, MON-45700, monocrotophos, moxidectin, MTI-800, naled, NC-104, NC-170, NC-184, NC-194, NC-196, niclosamide, nicotine, nitenpyram, nitiazine, N I-0001, NNI-0101, N I-0250 , MNI-9768, novaluron, noviflumuron, OK-5101, OK-5201, OK-9601, OK-9602, OK-9701, OK-9802, omethoate, oxa il, oxidemeton-methyl, Paecilomyces fumosoroseus, parathion-ethyl, paration (- ethyl), permethrin (cis-, trans-), petroleum, PPH-6045, phenothrin (IR trans isomer), phenoate, phorate, phosalone, fosmet, phosphamidon, phosphocarb, phoxim, piperonyl butoxide, pirimicarb, pirimiphos-methyl , pirimiphos-ethyl, potassium oleate, praletrin, profenfos, preflutrin, promecarb, propafos, propargita, propetamfos, propoxur, protiofos, protoate, protrifenbute, pymetrozine, pyraclofos, piresmethrin, pyrethrum, piridaben, piridalil, piridafention, piridation, pirimidifen, piriproxifen , quinalfos, res etrine, RH-5849, ribavirin, RU-12457, RU-15525, S-421, S-1833, salition, sebufos, SI-0009, silafluofen, spinosad, spirodiclofen, spiromesifen, sulfluramid, sulfotep, sulprofos, SZI-121, tau-fluvalinate, tebufenozído, tebufenpirad, tebupirimfos, teflubenzuron, tefluthrin, temefos, temivinfos, terbam , terbufos, tetrachlorifos, tetradifon, tetramethrin, tetramethrin (IR isomer), tetrasul, teta-cypermethrin, thiacloprid, thiamethoxam, thiapronil, thiatriphos, oxalate, thiocyclic acid, thiodicarb, thiofanox, thiometon, thiosultap-sodium, turingiensin, tolfenpirad, tralocitrin, tralometrine, transfluthrin, triaratene, triazamate, triazophos, triazuron, trichlophenidine, trichlorfon, Trichoderma atroviride, triflumuron, trimetacarb, vamidothion, vaniliprole, verbutin, Verticillim lecanii, WL-198477, L-40027, YI-5201, YI-5301, YI- 5302, XMC, xylilcarb, ZA-3274, zeta-cypermethrin, zolaprofos, ZXI-8901, the 3-methylphenyl propylcarbamate compound (Tsumacide Z), the compound 3- (5-chloro-3-pyridinyl) -8- (2 , 2,2-trifluoroethyl) -8-azabicyclo [3.2.l] octane-3-carbonitrile (CAS-Reg. No. 185982-80-3) and the corresponding 3-endo isomer (CAS-Reg. NO 185984-60-5) (see O-96/37494, O-98/25923), and preparations comprising plant extracts insecticidally active, nematodes, fungi or viruses. A mixture with other known active compounds, such as herbicides, or with fertilizers and growth regulators, insurers and / or semiochemicals, is also possible. When used as insecticides in their commercially available formulations and in the forms of use prepared with these formulations, the active compounds according to the invention can also be present in the form of a mixture with synergists. The synergists are compounds by which the activity of the active compounds is increased without it being necessary for the aggregate synergist to be active by itself. When used as insecticides in their commercially available formulations, and in the forms of use prepared with these formulations, the active compounds according to the invention can also be present in the form of a mixture with inhibitors that reduce the degradation of the active compound after of the application in the habitat of. the plant, on the surface of parts of plants or in plant tissues. The content of the active compound of the forms of use prepared from the commercially available formulations, it can vary within wide intervals. The concentration of the active compound of the use forms can be 0.0000001% up to 95% by weight of the active compound, preferably between 0.0001 and 1% by weight. These are applied in a customary way adapted to suit the forms of use. When used against pests for hygiene and pests of stored products, the active compound is distinguished by an excellent residual action on wood and clay, as well as good stability to alkalis or substrates with limestone. As already mentioned above, it is possible to treat all the plants or their parts according to the invention. In a preferred embodiment, wild plant species or plant varieties and plant crops that have been obtained by traditional biological breeding methods, such as protoplast hybridization or fusion, and parts of these varieties and crops are treated. In a further preferred embodiment, transgenic plants and plant cultures that have been obtained by recombinant methods, if appropriate, in combination with conventional methods (genetically modified organisms), and their parts, are also treated. The term "parts" or "plant parts" have been explained above. The plants which are particularly preferably treated according to the invention are those of the plant crops which are in each case commercially available or in use. Varieties of plant culture means plants with new traits that have been bred either by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can take the form of crop varieties, biotypes and genotypes. Depending on the plant species or the crop variety, its location and growth conditions (soils, climate, vegetation period, nutrition), the treatment according to the invention can also result in superadditive ("synergistic") effects. . Thus, for example, the reduced rates of application and / or broad spectrum of activity and / or an increase in the activity of the substances and the compositions that can be used according to the invention, the best plant growth, the tolerance increased at high or low temperatures, increased tolerance to drought or salinity in water or soil, increased fluoridation performance, facilitated harvest, accelerated maturation, higher yields, higher quality and / or better nutritional value of harvested products, better storage characteristics and / or processing capacity of harvested products are possible, which exceed the effects that were actually expected. Preferred transgenic plants or plant cultivars (those obtained by recombinant methods) to be treated according to the invention include all those plants which, due to the process of recombinant modification, were endowed with genetic material that confers particular traits , advantageous and valuable to these plants. Examples of such properties are the best plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or salinity in water or soil, increased fluoridation performance, facilitated harvest, accelerated maturation, more high yields, higher quality and / or higher nutritional value of harvested products, better storage characteristics and / or better processing capacity of harvested products. Additional examples of such features, examples that must be especially mentioned, are the plants' best defense against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and / or viruses and an increased tolerance of plants to certain herbicidal active compounds. Examples of transgenic plants that may be mentioned are important crop plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, tobacco, oily seed colsa and fruit plants (with apples, pears, citrus fruits and grapes) with particular emphasis on corn, beans from soybeans, potatoes, cotton, tobacco and oilseed colsa. The features that are especially emphasized are the increased defense of the plants against insects, arachnids, nematodes and slugs and snails, due to the toxins that are formed in the plants, in particular toxins that are generated in the plants by the genetic material of Bacillus. thuringiensis (for example by the genes Cry? A (a), Cry? A (b), CryIA (), CryIIA, CrylIIA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF and their combinations; hereinafter the "Bt plants"). Other features that are particularly emphasized are the increased defense of plants against fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, promoters and resistance genes, and the proteins and toxins correspondingly expressed. Other features that are especially emphasized are the increased tolerance of plants towards certain herbicidal active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinothricin (for example the "PAT" gene). The genes that confer the desired traits in each case may also be present in the transgenic plants in combination with one another. Examples of "Bt plants" that may be mentioned are corn crop varieties, cotton crop varieties, soybean crop varieties and potato crop varieties, which are commercially available under the trade names YIELD GARD® (e.g. corn, cotton, soybeans), KnockOut® (for example corn), StarLink® (for example corn), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato). Examples of herbicide tolerant plants that may be mentioned are corn crop varieties, cotton crop varieties and soybean crop varieties, which are commercially available under the trade names Roundup Ready® (tolerance to glufosate, eg corn). , cotton, soybean), Liberty Link® (tolerance to phosphinothricin, for example oilseed colsa), IMI®
(tolerance to imidazolinones) and STS® (tolerance to sulfonylureas, for example corn). Herbicide-resistant plants (plants raised in a conventional manner for herbicide tolerance) that may be mentioned also include commercially available varieties under the name Clearfield® (e.g. corn). Naturally, these statements also apply to crop varieties of plants that have these genetic traits or genetic traits yet to be developed, whose plant varieties will be developed and / or marketed in the future. The listed plants can be treated particularly advantageously according to the invention with the compounds of the general formula I or the mixtures of active compounds according to the invention. The preferred ranges set forth above for the active compounds and active mixtures also apply to the treatment of these plants. Particular emphasis may be given to the treatment of plants with the compounds or mixtures specifically mentioned in the present text. The active compounds according to the invention are not only active against plant pests, hygiene and stored products, but also, in the field of veterinary medicine, against animal parasites (ectoparasites), such as ixodid claw, argasid ticks, mites of the scab, mites trombi-cúlidos, flies
(choppers and suckers), larvae of parasitic flies, lice, hair lice, bird lice and fleas. These parasites include: From the order of. Anoplurida, for example, Haemotopinus spp., Linognathus spp., Pediculus spp., Phtirus spp. , Sun enopotes spp. From the order of the Mallophagida and the suborders Amblycerina and Ischnocerina, for example, Trimenopon spp.,
Menopon spp., Trinoton spp., Bovicola spp., Werneckliella spp., Lepikentron spp., Damalina spp., Trichodectes spp.,
F el i col a spp. From the order of the Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Si ulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp. . Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp. ., 'Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp. and Melophagus spp. From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopyslla spp. and Ceratophyllus spp. From the order of the Heteropterida, for example, Cimex spp., Tria toma spp., Rhodnius spp. and Panstrongylus spp. From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattela germanica and Supella spp. From the subclass of the Acaria (Acáridos) and the orders of Meta- and Mesotigmata, for example, Argas spp., Ornithodorus spp., Otobius spp., Ixodos spp., Amblyomma spp. Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp. and Varroa spp. Of the order of the Actinedida (Prostigmata) and
Acaridida (Astigmata), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Tro bicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., fíypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp. and Laminosioptes spp. The active compounds of the formula (I) according to the invention are also suitable for the control of arthropods which attack agricultural livestock, such as, for example, cattle, sheep, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens, turkeys, ducks, geese, sheep, honey, other pets such as dogs, cats caged aquarium fish and so-called experimental animals, such as, for example, hamsters, guinea pigs, rats and mice. By combating these arthropods, it is intended to reduce deaths and diminished returns (in meat, milk, wool, skins, eggs, honey and the like), so that the maintenance of animals is made more economical and simpler by using the compounds active according to the invention. In the veterinary field, the active compounds according to the invention are used in a known manner by enteral administration, for example in the form of tablets, capsules, beverages, soaks, granules, pastes, boluses, feeding method, suppositories , by parenteral administration, such as, for example, by means of injections (intramuscular, subcutaneous, intravenous, intraperitoneal and the like), implants, by nasal application, by dermal administration, for example in the form of immersion or bath, spray, draining and splashing, washing, dusting and with the aid of shaped articles comprising the active compound, such as collars, ear tags, glue marks, limb bands, nooses, marking devices and the like.
When administered to livestock, poultry, domestic animals and the like, the active compounds of the formula (I) can be used as formulations (eg powders, emulsions, flowables) comprising the active compounds in an amount from 1 to 80% by weight, either directly or after dilution by a factor of 100 to 10000, or these can be used in the form of a chemical bath. Furthermore, it has been found that the compounds according to the invention have a potent insecticidal action against insects that destroy industrial materials. The following insects can be mentioned by way of example and are preferred, but without limitation: Beetles, such as Hylotrupes bajulus,
Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec. , Tryptodendron spec. , Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. , Dinoderus minutus; Dermapterans, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur;
Termites, such as Kalotermes flavicollis,
Cryptotermes brevis, Heterotermes indicated, Reticuli termes flavipes, Reticuli termes santonensis, Reticulitermes lucifus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus; Silverfish, such as Lepisma saccharina. It is to be understood that industrial materials mean, in the present context, non-living materials, such as, preferably, synthetic materials, glues, printers, paper and cardboard, leather, wood and wood products, and paint. The materials that are going to be very particular and preferably protected against the attack of insects are wood products in general. Wood products in general that can be protected by the composition according to the invention or mixtures comprising such composition, should be understood as, for example: Construction beams, wooden beams, railway sleepers, bridge components, breakwaters, wooden vehicles, boxes, pallets, containers, telephone poles, wood veneers, windows and doors made of wood, plywood, particle boards, connector articles, or wood products which, very generally, are used in the construction of houses and in meetings. The active compounds can be used as such, in the form of concentrates or in generally customary formulations, such as powders, granules, solutions, suspensions, emulsions or pastes. The mentioned formulations can be prepared in a manner known per se, for example, by mixing the active compounds with at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, water repellent, if appropriate desiccant and UV stabilizers and, if appropriate, dyes and pigments and other processing aids. The insecticidal compositions or concentrates used for the protection of wood and wood materials comprise the active compound according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight. The amount of the compositions or concentrates used depends on the species and the occurrence of the insects and the environment. The optimum application rate can be determined in use in each case by a series of tests. However, in general, it is sufficient to employ 0.0001 to 20% by weight, preferably 0.001 to 10% by weight, of the active compound, based on the material to be protected.
The solvent and / or diluent used is an organochemical solvent or mixture of solvents and / or an oily or oil-like organochemical solvent or a mixture of low volatility solvents and / or a polar organochemical solvent or a mixture of solvents and / or water and, if appropriate, an emulsifying and / or wetting agent. The organochemical solvents which are preferably employed are oily or oil-like solvents having an evaporation number of about 35 and an ignition point above 30 ° C, preferably above 45 ° C. Substances that are used such as oil-type oily solvents that have low volatility and are insoluble in water, are suitable mineral oils or their aromatic fractions, or mixtures of solvents containing mineral oil, preferably white industrial alcohol, petroleum and / or alkylbenzene . Substances that are advantageously used, mineral oils with a boiling range of 170 to 220 ° C, white industrial alcohol with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C , oil or aromatics boiling range from 160 to 280 ° C, turpentine and the like. In a preferred embodiment, liquid aliphatic hydrocarbons with a boiling range of 180 to 210 ° C or high-boiling mixtures of aromatic and aliphatic hydrocarbons with a boiling range of 180 to 220 ° C and / or spindle oil are used. and / or monochloronaphthalene, preferably α-monochloronaphthalene. Oily or low-volatility organic oil solvents having an evaporation number above 35 and an ignition point above 30 ° C, preferably above 45 ° C, can be partially replaced by high volatility organochemical solvents or medium, with the proviso that the solvent mixture also has an evaporation number above 35 and an ignition point above 30 ° C, preferably above 45 ° C, and that the insecticide / fungicide mixture is soluble or emulsifiable in this mixture of solvents. In a preferred embodiment, part of the organochemical solvent or mixture of solvents is a polar aliphatic organochemical solvent, or the mixture of solvents is replaced. The substances which are preferably used are aliphatic organochemical solvents having hydroxyl and / or ester and / or ether groups, such as, for example, glycol ethers, esters and the like. The organochemical binders used within the scope of the present invention are synthetic resins and / or agglutination drying oils which are known per se and can be diluted with water and / or are soluble or dispersible or emulsifiable in the organochemical solvents used, particular binders composed of, or comprising, an acrylate resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenol resin, hydrocarbon resin, such as indene / coumaron resin, silicone resin, vegetable drying oils and / or drying oils and / or physical drying binders based on a natural and / or synthetic resin. The synthetic resin used as the binder can be used in the form of an emulsion, dispersion or solution. Up to 10% by weight of bitumen or bituminous substances can also be used as a binder. In addition, colorants, pigments, water repellents, odor masking substances and inhibitors or anticorrosives known per se and the like may also be employed. The composition or concentrate preferably comprises, according to the invention, at least one alkyd resin or a modified alkyd resin and / or a drying vegetable oil as the organochemical binder. Preferably used according to the invention are the alkyd resins with an oil content greater than 45% by weight, preferably 50 to 68% by weight.
All or some of the aforementioned binder can be replaced by a fixative (mixture) or a plasticizer (mixture). It is intended that these additives prevent volatilization of the active compounds and crystallization or precipitation. These replace preferably 0.01 to 30% of the binder (based on 100% of the binder used). The plasticizers are from the chemical classes of the phthalic esters, such as dibutyl phthalate, dioctyl phthalate or benzylbutyl phthalate, phosphoric esters, such as tributyl phosphate, adipic esters, such as di- (2- adipate). ethylhexyl), the stearates, such as butyl stearate or amyl stearate, the oleates, such butyl oleate, the glycerol ethers or the relatively high molecular weight glycol ethers, glycerol esters and p-toluenesulfonic esters. The fixatives are chemically based on polyvinyl-alkyl ethers, such as, for example, polyvinyl methyl ether or ketones, such as benzophenone or ethylenebenzophenone. Particularly suitable as a solvent or diluent is also water, if appropriate with a mixture with one or more solvents or diluents, emulsifiers or organochemical dispersants, mentioned above.
The particularly effective protection of wood is achieved through large-scale industrial impregnation processes, such as vacuum, double vacuum or pressure processes. If appropriate, the ready-to-use compositions may additionally comprise other insecticides and, if appropriate, additionally one or more fungicides. The additional suitable components that can be mixed are preferably the insecticides and fungicides mentioned in WO 94/29268. The compounds mentioned in that document are expressly part of the present application. The very particularly preferred components that can be mixed are insecticides, such as chlorpyrifos, phoxim, silafluofin, alphamethrin, cyfluthrin, cypermethrin, deltamethrin, permethrin, imidacloprid, NI-25, fluofenoxuron, hexaflumuron, transfluthrin, thiacloprid, methoxyfenoxide, triflumuron, clothianidin, spinosad, tefluthrin, and fungicides such as epoxiconazole, hexaconazole, azaconazole, propiconazole, tebuconazole, ciproconazole, metconazole, imazalil, diclofluanid, tolylfluanid, 3-iodo-2-propynylbutyl carbamate, N-octyl-isothiazolin-3-one and , 5-dichloro-N-octylisothiazolin-3-one. The compounds according to the invention can be used at the same time to protect objects which come in contact with salty water or with brackish water, in particular helmets, meshes, nets, buildings, moorings and signaling systems, against the incrustation. The incrustation by Oligochaeta sessile, such as
Serpulidae, and by oysters and species of the group Ledamorpha (goose barnacles), such as various species of Lepas and Scalpellum, or by species of the Balanomorpha group (sea acorn), such as the Balanus or Pollicipes species, increase the frictional drag of the ships and, as a consequence, leads to a marked increase in operating costs due to the higher energy consumption and an additional frequent residence in the dry dock. Apart from the inlay by algae, for example Ectocarpus sp, and Ceramium sp, the incrustation by Entomostraka sessile groups that fall under the generic term Cirripedia (cirriped crustaceans), is of particular importance. Surprisingly, it has now been found that the compounds according to the invention, alone or in combination with other active compounds, have a surprising antifouling action. The use of the compounds according to the invention, alone or in combination with other active compounds, allows the use of heavy metals such as, for example, in bis (trialkyltin) sulphides, tri-n-laurate, to be eliminated. butyltin, tri-n-butyltin chloride, copper (I) oxide, triethyltin chloride, tri-n-butyl- (2-phenyl-4-chlorophenoxy) tin, tributyltin oxide, molybdenum disulfide, antimony oxide, polymeric butyl titanate, phenyl- (bispyridine) -bismuth chloride, tri-n-chloride - butyltin, manganese ethylenebistiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebistiocarbamate, zinc salts and copper salts of 2-pyridinium-1-oxide, bisdimethyldithiocarbamoylzinc ethylene-bisthiocarbamate, zinc oxide, copper ethylene-bisdithiocarbamate (I), copper thiocyanate, copper naphthenate and tri-butyltin halides, or the concentration of these compounds is substantially reduced. If appropriate, ready-to-use antifouling paints can additionally comprise other active compounds, preferably algicides, fungicides, herbicides, molluscicides or other antifouling active compounds. Preferably, the suitable components in combination with the antifouling compositions according to the invention are: algicides such as 2-tert-butylamino-4-cyclopropylamino-6-methylthio-1,3,5-triazine, dichlorophen, diuron, endotal , fentin acetate, isoproturon, metabenzthiazuron, oxyfluorfen, quinoclamine and terbutrin; fungicides such as benzo [b] thiophenecarboxylic acid cyclohexylamide S, S-dioxide, diclofluanid, fluorfolpet, 3-iodo-2-propynyl butylcarbamate, tolylfluanid and azoles such as azaconazole, ciproconazole, epoxiconazole, hexaconazole, metconazole, propiconazole and tebuconazole; molluscicides such as fentin acetate, metaldehyde, methiocarb, niclosamid, thiodicarb and trimethacarb; iron chelates, or conventional antifouling active compounds such as 4,5-dichloro-2-octyl-4-isothiazolin-3-one, diiodomethyl paratrysulfone, 2- (N, N-dimethylthiocarbamoylthio) -5-nitrothiazyl, salts of potassium, copper, sodium and zinc of 2-pyridinium 1-oxide, pyridine-trifluoride, tetrabutyldistannoxane, 2,3,5,6-tetrachloro-4- (methylsulfonyl) -pyridine, 2, 4, 5, 6 -tetrachloro-isophthalonitrile, disulfide tetramethylthiuram and 2,4,6-trichlorophenylmaleimide. The antifouling compositions used comprise the active compound according to the invention of the compounds according to the invention in a concentration of 0.001 to 50% by weight, in particular 0.01 to 20% by weight. In addition, the anti-scale compositions according to the invention comprise customary components such as, for example, those described in Ungerer, Chem. Ind. 1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973. In addition to the active algicidal, fungicidal and molluscicidal compounds and the insecticidal active compounds according to the invention, the anti-fouling paints comprise , in particular, binders. Examples of recognized binders are polyvinyl chloride in a solvent system, chlorinated rubber in a solvent system, acrylic resins in a solvent system, in particular in an aqueous system, vinyl chloride / vinyl acetate copolymer systems, in the form of aqueous dispersions or in the form of organic solvent systems, butadiene / styrene / acrylonitrile rubbers, drying oils such as flax seed oil, resin esters or modified hardened resins in combination with tar or bitumens, asphalt and epoxies, amounts small chlorinated rubber, chlorinated polypropylene and vinyl resins. If appropriate, the paints also comprise inorganic pigments, organic pigments or dyes that are preferably insoluble in salt water. The paints may further comprise materials such as turpentine resin to allow controlled release of the active compounds. In addition, paints may include plasticizers, modifiers that affect the properties 1
Rheological and other conventional constituents. The compounds according to the invention or the aforementioned mixtures can also be incorporated into the self-finishing anti-fouling systems. The active compounds are also suitable for controlling pests of animals, in particular insects, arachnids and mites, which are found in closed spaces such as, for example, residences, factory halls, offices, vehicle cabins and the like. These can be used in domestic insecticide products to control these pests, alone or in combination with other active and auxiliary compounds. These are active against sensitive and resistant species and against all stages of development. These pests include: From the order of the Scorpionidea, for example, Buthus occi tanus. From the order of the Acariña, for example, Argas persicus, Argas reflexus, Bryobia spp. , Dermanyssus gallinae, Glyciphagus domesticus, Ornithodorus moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae. From the order of the Araneae, for example, Aviculariidae, Araneidae. On the order of . the Opiliones, for example, Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium. From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber. From the order of the Diplopoda, for example, Blaniulus guttulatus, Polydesmus spp. From the order of the Chilopoda, for example, Geophilus spp. From the order of the Zygentoma, for example, Ctenolepisma spp. , Lepisma saccharina, Lepismodes inquilinus. From the order of the Blattaria, for example, Blatta orientalis, Blattella germanica, Blattella asahinai,
Leucophaea maderae, Panchlora spp. , Parcoblatta spp. ,
Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa. From the order of the Saltatoria, for example, Acheta domesticus. From the order of the Dermaptera, for example, Forfícula auricula i. From the order of the Isoptera, for example, Kalotermes spp. , Reticulitermes spp. From the order of the Psocoptera, for example, Lepinatus spp. , Liposcelis spp. From the order of the Coleptera, for example, Apthrenus spp. , Attagenus spp. , Dermestes spp. , Latheticus oryzae, Necrobia spp. , Ptinus spp. , Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Si tophilus zeamais, Stegobium pañi ceum. From the order of the Diptera, for example, Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Anopheles spp. , Calliphora er throcephala, Chrysozona pluvialis, Culex quinqué fasciatus, Culex pipiens, Culex tarsalis, Drosophila spp. , Fannia canicularis, Musca domestica, Phlebotomus spp. , Sarcophaga camara, Simulium spp. , Stomoxys calcitrans, Tipula paludosa. From the order of the Lepidoptera, for example, Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella. From the order of the Siphonaptera, for example, Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis. From the order of Hymenoptera, for example, Camponotus erculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp. , Tetramorium caespi tum. From the order of the Anoplura, for example, Pediculus humanus capi tis, Pediculus humanus corporis, Phthirus pubis. From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.
These are used in the field of domestic insecticides alone or in combination with other suitable active compounds such as phosphoric esters, carbamates, pyrethroids, rieonicotinoids, growth regulators or active compounds of other known classes of insecticides. These are used in aerosols, non-pressurized spray products, for example, pump and atomizer sprays, automatic fogging systems, nebulizers, foams, gels, evaporator products with evaporating tablets made of cellulose or polymer, liquid evaporators, gel evaporators and membrane, propellant-driven evaporators, non-energized or passive evaporation systems, moth papers, moth bags and moth gels, such as granules or powders, in baits for dispersion or in bait stations.
Preparation examples: The compound listed in Example 1 in Table 1 (above) can be prepared, for example, as follows:
A mixture of 0.5 g (3.6 mmol) of 3,4- (methylenedioxy) aniline, 0.5 g (3.6 mmol) of 3-methoxybenzaldehyde, 0.36 g (3.6 mmol) of 4-hydroxy-5H-furan-2-one Y
ml of ethanol are heated under reflux for 10 minutes. After cooling, the precipitate formed is isolated by filtration and washed with ethanol. Yield: 1.13 g (92% of theory) of the 6,7- (methylenedioxy) -9- (3-methoxyphenyl) -4,9-dihydro-3H-furo [3, 4-b] quinolin-1-one. X H NMR (DMSO-d 6, d) = 3.75 (s, 3H); 4.85 (d, 1H); 4.90 (s, 1H); 4.95 (d, 1H); 5.85 (s, lH); 5.95 (s, 1H); 6.55 (s, 1H); 6.60 (s, 1H); 6.70-6.80 (m, 3H); 7.15 (t, 1H); 9.90 (s, 1H).
The compound listed as Example 107 in Table 1 (above) may be, for example, prepared as follows:
A mixture of 0.90 (5 mmol) of 3,5-dimethoxyacetophenone, 50 mg (0.5 mmol) of 4-hydroxy-5H-furan-2-one and 10 ml of trifluoroacetic acid is heated under reflux for 3 hours. After the addition of 69 mg (0.5 mmol) of 3-4- (methylenedioxy) aniline the reaction mixture is heated under reflux for 3 more hours, and then concentrated under reduced pressure. The residue is purified by column chromatography. Yield: 55 mg (28% of theory, of 9-methyl-6,7- (ethylenedioxy) -9- (3, 4, 5-trimethoxyphenyl) -4,9-dihydro-3H-furo [3, 4- b) quinolin-1-one, 1 H NMR (DMSO-d 6, d) = 1.87 (s, 3H), 3.70 (s, 6H), 4.82 (d, 1H), 4.90 (d, 1H), 5.91 (s, 1H), 5.93 (s, 1H), 6.32 (t, 1H), 6.41 (d, 2H), 6.47 (s, 1H), 6.60 (s, 1H), 9.87 (s, 1H).
The compound listed as Example 8 in Table 1 (above) can be prepared, for example, as follows:
An initial charge of 250 mg (0.66 mmol) of 7-methoxy-9- (3, 4, 5-trimethoxyphenyl) -3H-furo [3,4-b] quinolin-1-one in 5 ml of glacial acetic acid it is mixed at room temperature (approximately 20 ° C) with 83 mg (1.32 mmol) of sodium cyanoborohydride. The reaction mixture is stirred at room temperature for 3 hours and then concentrated under reduced pressure. The residue is purified by column chromatography.
Yield: 240 mg (93% of theory) of 7-methoxy-9- (3,4,5-trimethoxyphenyl) -4,9-dihydro-3H-furo [3,4-b] quinolin-1-one. X H NMR (DMSO-d 6, d) = 3.60 (s, 3H); 3.65 (s, 3H); 3.70 (s, 6H); 4.85 (d, 1H); 4.95 (s, 1H); 5.00 (d, 1H); 6.50 (s, 2H); 6.70 (s, 2H); 6.75 (dd, 1H); 6.85 (d, 1H); 9.90 (s, 1H).
The compound listed as Example 32 in Table 1 (above) may for example be prepared as follows:
First, 250 mg (0.75 mmol) of 1- (2-amino-4-chlorophenyl) -1- (3, 4, 5-trimethoxyphenyl) ethanol and 74 mg (0.74 mmol) of the 4-5 are co-refluxed. hydroxy-5H-furan-2-one, together with 15.4 mg (0.07 mmol) of p-toluenesulfonic acid hydrated in 5 ml of toluene. After one hour the reaction mixture is cooled and concentrated under reduced pressure and the residue is purified by column chromatography. Yield: 280 mg (94% of theory) of β-chloro-9-methyl-9- (3, 4, 5-trimethoxyphenyl) -4,9-dihydro-3H-furo [3,4-b] quinoline- 1-ona.
X H NMR (DMSO-d 5, d) = 1.85 (s, 3H); 3.60 (s, 3H); 3.70 (s, 6H); 4.85 (d, 1H); 4.95 (d, 1H); 6.50 (s, 2H); 6.85 (s, 1H); 6.90 (d, 1H); 7.15 (d, 1H); 10.10 (s, 1H).
The compound listed as Example 25 in Table 1
(above) can be for example prepared as follows:
First, 400 mg (1.49 mmol) of (2-amino-5-chlorophenyl) - (2-chlorophenyl) methanol and 149 mg (1.49 mmol) of 4-hydroxy-5H-furan-2-one are heated to reflux together with 31 mg (0.15 mmol) of p-toluenesulfonic acid hydrated in 5 ml of toluene. After 1 hour the mixture is cooled and the precipitated solid is filtered off with suction, washed with methyl tert-butyl ether and dried under a high vacuum. Yield: 250 mg (51% of theory) of 7-chloro-9- (2-chlorophenyl) -4,9-dihydro-3H-furo [3,4-b] quinolin-1-one. NMR 1 (DMSO-de, d) = 4.85 (d, 1H); 4.95 (d, 1H); 5.55 (s, 1H); 6.85 (d, 1H); 6.95 (d, 1H); 7.20 (d, 1H); 7.25-7.35 (m, 3H); 7.45 (d, 1H); 10.25 (s, 1H).
Examples related to the preparation of precursors:
Precursors of the formula (VI): Stage 1
An initial charge of 0.64 g (26 mmol) of magnesium grains in 30 ml of tetrahydrofuran is mixed with a few drops of 5-bromo-1,2,3-trimethoxybenzene and the mixture is heated to boiling until the solution becomes slightly cloudy. Subsequently, 6.5 g (26 mmol) of 5-bromo-1,2,8-trimethoxybenzene are added dropwise, during which time the mixture is kept at boiling. After the end of the addition, it is heated under reflux for an additional 2 hours. After the reaction mixture has cooled, 2.0 g (13.1 mmol) of the 2-amino-4-chlorobenzonitrile are added dropwise as a solution in 10 ml of tetrahydrofuran, and the mixture is refluxed for 1 hour . After the mixture has cooled to room temperature, 100 ml of 2 N hydrochloric acid is carefully added dropwise, and the mixture is stirred at 30 ° C for 2 hours. It is neutralized with an aqueous solution of 2 N sodium hydroxide and extracted repeatedly with methyl tert-butyl ether, and the combined organic phase is washed with water, dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by column chromatography. Yield: 0.9 g (19% of theory) of the (2-amino-4-chlorophenyl) - (3, 4, 5-trimethoxyphenyl) methanone. X H NMR (DMSO-de, d) = 3.75 (s, 3H); 3.80 (s, 6H); 6.55 (dd,
1 HOUR); 6.80 (s, 2H); 6.90 (d, 1H); 7.20 (s, 2H); 7.35 (d, 1H).
Stage 2
Firstly, reflux in 10 ml of toluene, 400 mg (1.13 mmol) of (2-amino-4-chlorophenyl) - (3,4,5-trimethoxyphenyl) methanone, 113 mg (1.13 mmol) of 4-hydroxyethanol were heated to reflux. 5H-furan-2-one and 23 mg (0.11 mmol) of hydrated p-toluenesulfonic acid. The mixture is allowed to cool and the precipitate formed is filtered off with suction and washed with toluene. Yield: 400 mg (91% of theory) of 6-chloro-9- (3,4,5-trimethoxyphenyl) -3H-furo [3,4-b] quinolin-1-one. X H NMR (DMSO-de, d) = 3.77 (s, 6H); 3.80 (s, 3H); 5.55 (s, 2H), 6.80 (s, 2H); 7.75 (dd, 1H); 7.95 (d, 1H) 25 (d, 1H)
Precursor of the formula (VII) Example VII-1
First 420 mg (1.3 mmol) of the (2-amino-4-chlorophenyl) - (3,4,5-trimethoxyphenyl) methanone is suspended in 20 ml of diethyl ether and mixed dropwise with ice cooling, with 1.3 ml of a 3 M solution of methylmagnesium bromide in diethyl ether (3.9 mmol). After the mixture has been stirred at room temperature for 5 hours, ice is carefully added, and cooled with ice and then the mixture is adjusted to a pH of 6 using 1 N hydrochloric acid. The organic base is extracted by stirring with saturated aqueous solution of sodium chloride, dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by column chromatography. Yield: 280 mg (60% of theory) of 1- (2-amino-4-chlorophenyl) -! - (3, 4, 5-trimethoxyphenyl) ethanol. X H NMR (DMSO-de, d) = 1.75 (s, 3H); 32.60 (s, 3H); 3.70 (s, 6H); 5.30 (s, 2H); 5.95 (s, 1H); 6.50 (dd, 1H); 6.60 (m, 3H);
7. 15 (d, 1H).
Example VII-2
Firstly, 10 g (37.6 mmol) of the (2-amino-5-chlorophenyl) - (2-chlorophenyl) methanone in 200 ml of methanol are mixed in portions with 1.42 g (37.6 mmol) of sodium borohydride and the mixture is mixed. heat then under reflux for 2 hours. After the reaction mixture has cooled, the sodium borohydride residues are destroyed with diluted acetic acid and the whole solution is concentrated. The residue is taken up in dichloromethane, washed repeatedly with a 5% aqueous solution of sodium hydroxide and water, dried over magnesium sulfate and concentrated under reduced pressure. The residue is purified by column chromatography. Yield: 9.18 g (91% of theory) of (2-amino-5-chlorophenyl) - (2-chlorophenyl) methanol. X H NMR (DMSO-de, d) = 5.22 (s, 2H); 5.88 (d, 1H); 6.05 (d, 1H); 6.50 (d, 1H); 6.70 (d, 1H); 7.00 (dd, 1H); 7.30 (d, 1H); 7.35-7.45 (m, 2H); 7.65 (d, 1H).
Application examples Example A: Testing on Phaedon larvae (spray treatment)
Solvents: 78 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of alkylaryl polyglycol ether An appropriate preparation of the active compound is prepared by mixing 1 part by weight of the active compound with the stated amounts of the solvent and emulsifier , and diluting the concentrate with water containing emulsifier, to the desired concentration. Leaf discs of Chinese cabbage (Brassica pekinensis) are sprayed with a preparation of the active compound in the desired concentration and, after they have dried, they are populated with mustard beetle larvae (Phaedon cochleariae). After the desired time, the activity is determined as a percentage. 100% means here that all beetle larvae have been killed; 0% means that no beetle larva has been killed. In this test, for example, the following compounds of the preparation examples prove to be highly effective.
Example B: Test in Spodoptera frugiperda (spray treatment) Solvents: 78 parts by weight of acetone; 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of alkylaryl polyglycol ether
An appropriate preparation of the active compound is prepared by mixing 1 part by weight of the active compound with the stated amounts of the solvent and emulsifier, and diluting the concentrate with the water containing emulsifier, to the desired concentration. Corn leaf disks (Zea mays) are sprayed with a preparation of the active compound in the desired concentration and, after they have dried, they are populated with larvae of the devastating worm (Spodoptera frugiperda). After the desired time, the activity is determined as a percentage. 100% means here that all beetle larvae have been killed; 0% means that no beetle larva has been killed. In this test, for example, the following compounds of the preparation examples prove to be highly effective.
Example C: Test in Plutella
Solvent: 7 parts by weight of dimethylformamide Emulsifier: 1 part by weight of the alkylaryl polyglycol ether
An appropriate preparation of the active compound is prepared by mixing 1 part by weight of the active compound with the stated amounts of the solvent and emulsifier, and diluting the concentrate with the water containing emulsifier, to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by being submerged in the preparation of the active compound in the desired concentration and, after they have dried, they are populated with larvae of the cabbage moth (Plutella xylostella). After the desired time, the activity is determined as a percentage. 100% means here that all caterpillars have been killed; 0% means that no moth larva has been killed. In this test, for example, the compounds of Preparation Examples 3, -. 6 and 9 show the high efficiency indicated below.
Example D: Test on eggs of Heliothis virescens (spray treatment)
Solvent: 78 parts by weight of acetone; 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of the alkylaryl polyglycol ether
An appropriate preparation of the active compound is prepared by mixing 1 part by weight of the active compound with the stated amounts of the solvent and emulsifier, and diluting the concentrate with the water containing emulsifier, to the desired concentration. Soybean leaves (Glycine max) were sprayed with a preparation of the active compound in the desired concentration and, after they have dried, they are populated with cotton worm eggs (Heliothis virescens). After the desired time, when the larvae have hatched, the activity is determined as a percentage. 100% means here that none of the larvae have hatched; 0% means that the egg output of the larvae corresponds to that in the untreated control. In this test, for example, the following compounds of the preparation examples prove that they are highly effective.
Example E: Test in Spodoptera exigua
Solvent: 7 parts by weight of dimethylformamide Emulsifier: 1 part by weight of the alkylaryl polyglycol ether
An appropriate preparation of the active compound is prepared by mixing 1 part by weight of the active compound with the stated amounts of the solvent and emulsifier, and diluting the concentrate with water containing emulsifier, to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by being submerged in the preparation of the active compound in the desired concentration and, after they have dried, they are populated with devastating larvae (Spodoptera exigua). After the desired time, the activity is determined as a percentage. 100% means here that all caterpillars have been killed; 0% means that no larva has been killed. In this test, by. example, the compound of Preparation Example 3 shows superior efficacy over the prior art.
Example F: Test in Tetranychus (resistant to OP / spray treatment)
Solvent: 78 parts by weight of acetone, 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of the alkylaryl polyglycol ether
An appropriate preparation of the active compound is made by mixing 1 part by weight of the active compound with the stated amounts of the solvent and emulsifier, and diluting the concentrate with water containing emulsifier, to the desired concentration. Disks of bean leaves. { Phaseolus vulgaris) that are infected by all stages of the red spider mite (Tetranychus urticae) are sprayed with a preparation of the active compound in the desired concentration. After the desired time, the activity is determined as a percentage. 100% means here that all the mites have been killed; 0% means no mite has been killed. In this test, for example, the compound of Example 30 shows high efficiency.
Example G: Meloidogyne test (spray treatment)
Solvent: 80 parts by weight of acetone
An appropriate preparation of the active compound is prepared by mixing 1 part by weight of the active compound with the stated amount of the solvent, and diluting the concentrate with water to the desired concentration. The containers are filled with sand, with solution of the active compound, with suspension of eggs / larvae of Meloidogyne icognita, and lettuce seeds. Lettuce seeds germinate and plants develop. On the roots, roughness is formed. After the desired time, the nematitic effect is determined in percentage from the formation of asperities. 100% means here that no roughness was found; 0% means that the number of roughnesses on the treated plants corresponds to that in the untreated control. In this test, for example, the compounds of the preparation examples listed below show high efficacy.
Example H: Test in Myzus (spray treatment)
Solvent: 78 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: 0.5 parts by weight of the alkylaryl polyglycol ether An appropriate preparation of the active compound is prepared by mixing 1 part by weight of the active compound with the stated amounts of the solvent and emulsifier , and diluting the concentrate with the water containing emulsifier, to the desired concentration. Leaf discs of Chinese cabbage (Brassica pekinensis) that are infested by all stages of the green peach aphid (Myzus persicae) are sprayed with a preparation of the active compound in the desired concentration. After the desired time, the activity is determined as a percentage. 100% means here that all aphids have been killed; 0% means that the aphids have not been killed. In this test, for example, the following compounds of the preparation examples show high efficiency.
It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention is that which is clear from the present description of the invention.
Claims (7)
- CLAIMS Having described the invention as above, the content of the following claims is claimed as property: The use of the compounds of the formula (I) in which the bond described with dashed lines is a single bond or a double bond A is C = 0, C = S, C = NR1 or is optionally substituted alkanediyl (alkylene), Q1 is a single bond or is O (oxygen) , S (sulfur), NR1, CO, CS, CNR1 or alkanediyl optionally substituted, Q2 is O, S, SO, S02, C = 0, C = S ', C = NRX, NR1, CONR1 or alkanediyl optionally substituted, R1 it is H (hydrogen), hydroxyl or in each case optionally substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkenyl, alkenyloxy, algiinilo, alkynyloxy, cycloalkyl, cicloalqμilcarbonilo, cycloalkylalkyl, aryl, arylcarbonyl, aryloxy, arylthio, arylsulfinyl , arylsulfonyl, aryl, arylalkylcarbonyl, arylalkoxy, arilalqiltio, arylalkylsulfinyl, arylalkylsulfonyl, heterocyclyl, heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterociclilalqμilcarbonilo, heter occylalkyloxy, heterocyclylalkylthio, heterocyclylalkylsulfinyl or heterocyclylalkylsulfonyl, R 2 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, \ alo ^? ylamino, dialquioaminocarbonilo or dialkylaminosulfonyl, R3 is H, hydroxy, amino nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case optionally substituted alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alquilainino, a-alqμilamino Alkyl aminocarbonyl or dialkyl amylsulfonyl, or together with R 2 is a benzo or alkanediyl, oxalkanediyl or dioxaalkanediyl moiety, R 4 is H, hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocabamoyl, halogen or is optionally alkyl substituted, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, oyalkylaminocarbonyl or dial quilaminosulfonilo, or together with R3 is a benzo moiety or alkanediyl, oxaalkanediyl or dioxaalcanodiilo, R5 is H (hydrogen), hydroxy, amino nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case optionally substituted alkyl, alkoxy, alkylthio , alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl, or together with R 4 is a benzo or alkanediyl, oxaalkanediyl or dioxaalkanediyl portion, R 6 is H or optionally substituted alkyl, and R 7 is H or in each case optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, heterocyclyl or heterocyclylalkyl, to control animal pests.
- 2. The use of the compounds of the formula (I) according to claim 1, wherein the bond described with broken lines is a single or double bond, A is C = 0, C = S, C = NR1 or is alkanediyl of 1 to 6 carbon atoms which is optionally substituted with hydroxyl, cyano, halogen, alkoxy from 1 to 4 carbon atoms or haloalkoxy of 1 to 4 carbon atoms, and is optionally branched, for example optionally substituted with alkyl of 1 to 4 carbon atoms, and / or spirocyclically linked with alkanediyl of 2 to 6 carbon atoms , Q1 is a single bond, or is 0 (oxygen), S (sulfur), N-R1, or is C = 0, C = S, C = NR1 or is alkanediyl of 1 to 6 carbon atoms which is optionally substituted hydroxyl, cyano, alkoxy of 1 to 4 carbon atoms or haloalkoxy of 1 to 4 carbon atoms and is optionally branched, for example optionally substituted with alkyl of 1 to 4 carbon atoms, and / or espirocíclicamente linked to alkanediyl of 2 to 6 carbon atoms Q2 is O (oxygen), S (sulfur), SO, S02 or CO NR1 or is alkanediyl of 1 to 6 carbon atoms which is optionally substituted with hydroxyl, cyano, halogen, alkoxy of 1 to 4 carbon atoms or haloalkoxy of 1 to 4 carbon atoms, and is optionally branched, for example optionally substituted with alkyl of 1 to 4 carbon atoms, and / or spirocyclically linked to alkanediyl of 2 to 6 carbon atoms. R1 is H (hydrogen), hydroxyl, in each case alkyl optionally substituted by hydroxyl, cyano, halogen, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylfulfinyl or alkylsulfonyl which in each case it has up to 6 carbon atoms in the alkyl groups, in each case alkenyl optionally substituted with cyano or with halogen, alkenyloxy, alkynyl or alkynyloxy having in each case up to 6 carbon atoms, in each case alkyl ring optionally substituted with cyano, with halogen or with alkyl of 1 to 4 carbon atoms, cycloalkylcarbonyl or cycloalkylalkyl having in each case up to 6 carbon atoms in the cycloalkyl group and optionally up to 4 carbon atoms not in the alkyl portion, in each case aryl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with halogen, with alkyl of 1 to 6 carbon atoms, with haloalkyl of 1 to 4 atoms of carbon, with alkoxy of 1 to 4 carbon atoms, with haloalkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 carbon atoms, with haloalkylthio of 1 to 4 carbon atoms, with alkylsulfinyl of 1 to 4 atoms carbon, with haloalkylsulphinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, with di (alkyl of 1 to 4 carbon atoms) amino, with di (C 1 -C 4 alkyl) aminocarbonyl, with di (C 1 -C 4 alkyl) aminosulfonyl, with C 1 -C 3 -alkylenedioxy or with 1-C haloalkylenedioxy 3 carbon atoms, aryl, arylcarbonyl, aryloxy, arylthio, arylsulfini wherein arylsulfonyl, arylalkyl, arylalkylcarbonyl, arylalkoxy, arylalkylthio, arylalkysulfinyl or arylalkylsulfonyl having in each case 6 or 10 carbon atoms in the aryl group and optionally up to 4 carbon atoms in the alkyl or in each case heterocyclyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with halogen, with alkyl of 1 to 6 carbon atoms, with haloalkyl of 1 to 4 carbon atoms, with alkoxy of 1 to 4 carbon atoms, with haloalkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 carbon atoms, with haloalkylthio of 1 to 4 carbon atoms, with alkylsulfinyl of 1 to 4 carbon atoms, with haloalkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, with di (alkyl of 1 to 4 carbon atoms) amino, with di (alkyl of 1) to 4 atom carbon atoms) aminocarbonyl, with di (C 1 -C 4 alkyl) aminosulfonyl, with C 1 -C 3 -alkylenedioxy or with haloalkylenedioxy of 1 to 3 carbon atoms, heterocyclyl, heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterocyclylalkylcarbonyl, heterocyclylalkoxy, heterocyclylthylthio, heterocyclylalkylsulfinyl or heterocyclylalkylsulfonyl, the heterocyclyl portion is saturated or unsaturated, monocyclic or bicyclic and each contains up to 10 carbon atoms, 1 to 4 nitrogen atoms and / or one oxygen atom and / or a sulfur atom. R 2 is H (hydrogen) hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino; alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups. R3 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, or with di (alkyl of 1 to 4 carbon atoms) amino; alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups, or together with R2 is a benzo or alkanediyl, oxaalkanediyl or dioxaalkanediyl moiety which in each case has up to 4 carbon atoms. R 4 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino; alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups, or together with R3 is a benzo or alkanediyl, oxaalkanediyl or dioxaalkanediyl moiety each having up to 4 carbon atoms. R5 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or is in each case alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms or with di (alkyl of 1 to 4 carbon atoms) amino; alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, dialkylaminocarbonyl or dialkylaminosulfonyl each having up to 6 carbon atoms in the alkyl groups, or together with R 4 is a benzo or alkanediyl, oxaalkanediyl or dioxaalkanediyl moiety each having up to 4 carbon atoms, R6 is H (hydrogen) or is alkyl optionally substituted with hydroxyl, with cyano or with halogen, having up to 6 carbon atoms, R7 is H (hydrogen), alkyl optionally substituted with hydroxyl, with cyano, with halogen, with alkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 carbon atoms, with alkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 atoms of carbon or with di (C 1-4 alkyl) amino having up to 6 carbon atoms, in each case cycloalkyl or cycloalkylalkyl optionally substituted with cyano, with halogen or with alkyl of 1 to 4 carbon atoms each has up to 6 carbon atoms in the cycloalkyl group, and optionally up to 4 carbon atoms in the alkyl portion, in each case the aryl or the arylalkyl which are optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with phenyl, with phenoxy, with benzyloxy, with halogen, with alkyl of 1 to 6 atoms. carbon, with haloalkyl of 1 to 4 carbon atoms, with alkoxy of 1 to 4 carbon atoms, with haloalkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 carbon atoms, with haloalkylthio of 1 to 4 atoms of carbon, with alkylsulfinyl of 1 to 4 carbon atoms, with haloalkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 atoms of carbon, with di (C 1 -C 4 alkyl) amino, with di (C 1 -C 4 alkyl) aminocarbonyl, with di (C 1 -C 4 alkyl) aminosulfonyl, with C 1 -C 1 alkynedioxy 3 carbon atoms, or with haloalkylenedioxy of 1 to 3 carbon atoms, in each case from 6 to 10 carbon atoms in the aryl group and optionally up to 4 carbon atoms in the alkyl portion, or in each case the heterocyclyl or the heterocyclylalkyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with halogen, with alkyl of 1 to 6 carbon atoms, with haloalkyl of 1 to 4 carbon atoms, with alkoxy of 1 to 4 carbon atoms, with haloalkoxy of 1 to 4 carbon atoms, with alkylthio of 1 to 4 carbon atoms, with haloalkylthio of 1 to 4 carbon atoms, with alkylsulfinyl of 1 to 4 carbon atoms, with haloalkylsulfinyl of 1 to 4 carbon atoms, with alkylsulfonyl of 1 to 4 carbon atoms, with haloalkylsulfonyl of 1 to 4 carbon atoms, with alkylamino of 1 to 4 carbon atoms, with di (C 1 -C 4 alkyl) amino, with di (C 1 -C 4 alkyl) aminocarbonyl, with di ( alkyl of 1 to 4 carbon atoms) aminosulfonyl, with alkyl endioxy of 1 to 3 carbon atoms or with haloalkylenedioxy of 1 to 3 carbon atoms, the heterocyclyl portion is saturated or unsaturated, is monocyclic or bicyclic and contains in each case up to 10 carbon atoms, 1 to 4 nitrogen atoms and / or an oxygen atom and / or a sulfur atom, to control animal pests.
- 3. The use of the compounds of the formula (I) according to claim 1, wherein the bond described with dashed lines is a single bond or a double bond, A is C = 0, C = S, C = NR1 or is optionally methylene substituted with hydroxyl, cyano, fluoro, chloro, bromo, methoxy, ethoxy, non-isopropoxy, monofluoromethoxy, difluoromethoxy, trifluoromethoxy, monofluoroethoxy, difluoroethoxy or trifluoroethoxy, ethane, 1,1-diyl, ethane-1,2-diyl (dimethylene), propane-1,1-diyl, propan-1, 2-diyl, 2-methylpropan-1, 2-diyl, propan-2, 2-diyl, propan-1,3-diyl (trimethylene) or 4-methylpentan-2, 2-diyl, where A = methylene may also be Spiro cyclically linked to dimethylene, trimethylene, tetramethylene or pentamethylene, Q1 is a single bond or is O (oxygen), S (sulfur) or N-R1 or is C = 0, C = S, C = NR1 or is optionally each methylene substituted with hydroxyl, cyano, fluoro, chloro, bromo, methoxy, ethoxy, n- or isopropoxy, monofluoromethoxy, difluoromethoxy, trifluoromethoxy, monofluoroethoxy, difluoroethoxy or trifluoroethoxy, ethane, 1,1-diyl, ethan-1, 2-diyl (dimethylene), propan-1,1-diyl, propan-1,2-diyl, 2-methylpropan-1,2-diyl, propan-2,2-diyl, propan-1,3-diyl (trimethylene) ) or 4-methylpentan-2,2-diyl, where A = methylene can also be spirocyclically linked to dimethylene, trimethylene, tetramethylene or pentamethylene, Q2 is O (oxygen), S (sulfur), SO, SO2, CONR1 or is C = 0, C = S, C = NRX or in each case optionally methylene substituted with hydroxyl, cyano, fluoro, chloro, bromo, methoxy, ethoxy, n- or isopropoxy, monofluoromethoxy, difluoromethoxy, trifluoromethoxy, monofluoroethoxy, difluoroethoxy or trifluoroethoxy , ethane, 1,1-diyl, ethane-1,2-diyl (dimethylene), propan-1,1-diyl, propan-1,2-diyl, 2-methylpropan-1,2-diyl, propan-2, 2-diyl, propan-1,3-diyl (trimethylene) or 4-methylpentan-2,2-diyl, where A = methylene may also be spirocyclically linked to. dimethylene, trimethylene, tetramethylene or pentamethylene, R1 is H (hydrogen), hydroxyl, in each case methyl optionally substituted by hydroxyl, cyano, fluoro, chloro, bromo, methoxy, ethoxy, n- or isopropoxy, with methylthio, with ethylthio, with n- or isopropylthio, with methylsulfinyl, with ethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with methylamino, with ethylamino, with n- or with isopropylamino, with dimethylamino or with diethylamino, n- or isopropyl, n- , iso-, s- or t-butyl, acetyl, propionyl, non-isobutyroyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s-, or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or isopropoxycarbonyl, n-, iso-, s- or t-butoxycarbonyl, methylthio, ethylthio, n- or isopropylthio, n-, iso-, s- or t-butylthio, methylsulphinyl, ethylsulphinyl, n- or isopropylsulfinyl, methylsulphonyl or ethylsulphonyl, in each ethenyl ester optionally substituted with cyano, fluoro, chloro or bromo, propenyl, butenyl, pentenyl, propenyloxy, butenyloxy , pentenyloxy, ethynyl, propynyl, butynyl, pentynyl, propynyloxy, butynyloxy or pentynyloxy, in each case cyclopropyl optionally substituted with cyano, with fluorine, with chlorine, with bromine, with methyl, with, ethyl, with n- or isopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylcarbonyl, cyclobutylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy or cyclohexyloxy, in each case phenyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with fluoro, with chlorine, with bromine, with iodine, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl, with dichloroethyl, with trichloroethyl, with chlorofluoroethyl, with chlorodifluoroethyl, with methoxy, with ethoxy, with n- or isopropoxy, with n-, iso-, so t-but oxy, difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, fluoroethoxy, chloroethoxy, difluoroethoxy, dichloroethoxy, chlorofluoroethoxy, trichloroethoxy, trifluoroethoxy, chlorodifluoroethoxy, methylthio, ethylthio, n- or isopropylthio, n- , iso-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulphinyl, with ethylsulfinyl, with n- or isopropylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with .n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy; naphthyl, phenylcarbonyl (benzoyl), naphthylcarbonyl, phenoxy, naphthyloxy, phenylthio, naphthylthio, phenylsulfinyl, phenylsulfonyl, benzyl, phenylethyl, phenylpropyl, phenylacetyl, phenylpropionyl, phenylmethoxy, phenylethoxy, phenylpropoxy, phenylmethylthio, phenylethylthio, phenylmethylsulfinyl or phenylmethylsulfonyl, or in each case heterocyclyl optionally substituted with nitro, hydroxyl, amino, cyano, carbamoyl, thiocarbamoyl, fluoro, chlorine, bromine, iodine, methyl, ethyl, h- or isopropyl, n-, iso- , t-butyl, difluoromethyl, trifluoromethyl, dichloromethyl, trichloromethyl, chlorodifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, chloroethyl, dichloroethyl, trichloroethyl, chlorofluoroethyl, chlorodifluoroethyl, methoxy, ethoxy , with n- or isopropoxy, with n-, iso-, s- or t-butoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluor roethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with n-, iso-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulphinyl, with n- or isopropylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulphonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy; heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterocyclylalkylcarbonyl, heterocyclylalkoxy, heterociclilalquiltio, heterociclilalquilsulfinilo or heterociclilalquilsulfonilo, being selected heterocyclyl portion of the series consisting of furyl, tetrahydrofuryl, thienyl, pyrrolyl, pyrrolinyl, pyrrolidinyl, pyrazolyl ', pyrazolinyl, imidazolyl, imidazolinyl, oxazolyl, oxazolinyl, isoxazolyl, isoxazolinyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, triazolinyl, pyridinyl, pyridazinyl, pyrimidinyl and pyrazinyl, R "is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine, or is in each case methyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, with methylamino, with ethylamino, with n- isopropylamino, with dimethylamino or with diethylamino; ethyl, n- or isoprop ilo, with n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, -with n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio, with n-, iso-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or isopropylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, with n-, iso-, s- or t-butylamino, dimethylamino , diethylamino, dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, R3 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, with cyano , with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino or with diethylamino; ethyl, n- or isopropyl, n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio , n-, iso-, s- or t-butylthio, methylsulphinyl, ethylsulphinyl, non-isopropylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, n-, iso-, s- or t-butylamino, dimethylamino, diethylamino, dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, or together with R3 is a benzo portion or is in each case optionally propan-1,3-diyl (trimethylene) substituted with fluorine and / or chlorine and / or methyl; butan-1,4-diyl (tetramethylene), 1-oxapropan-1, 3-diyl, 1-oxabutan-1,4-diyl, 3-oxapentan-1, 5-diyl, 1,3-dioxapropan-1, 3 -diyl (methylenedioxy), 1,4-dioxabutan-1,4-diyl (dimethylenedioxy), R4 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio , n-, iso-, t-butylthio, methylsulfinyl, ethylsulfinyl, n- or isopropylsulfinyl, methylsulphonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, n-, iso-, s- or t-butylamino, dimethylamino, diethylamino , dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, or together with R3 is a benzo portion or is in each case optionally propane-1,3-diyl (trimethylene) substituted with fluorine and / or chlorine and / or methyl; butan-1,4-diyl (tetramethylene), 1-oxapropan-l, 3-diyl, l-oxabutan-l, 4-diyl, 3-oxapentan-l, 5-diyl, 1,3-dioxapropan-l, 3 -diyl (methylenedioxy), 1,4-dioxabutan-1, -diyl (dimethylenedioxy), R5 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each methyl case optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio , n-, iso-, t-butylthio, methylsulfinyl, ethylsulfinyl, n- or isopropylsulfinyl, methylsulphonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, n-, iso-, s- or t-butylamino, dimethylamino, diethylamino , dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, or together with R 4 is a benzo moiety or is optionally propan-1,3-diyl (trimethylene) substituted with fluorine and / or chlorine and / or methyl; butan-1,4-diyl (tetramethylene), 1-oxapropan-1,3-diyl, l-oxabutan-l, 4-diyl, 3-oxapentan-l, 5-diyl, 1,3-dioxapropan-l, 3 -diyl (methylenedioxy), 1,4-dioxabutan-1,4-diyl (dimethylenedioxy), R6 is H (hydrogen) or is in each case methyl, ethyl, n- or isopropyl, n-, iso-, s- or t-butyl optionally substituted with hydroxyl, with cyano or with halogen, and R7 is H (hydrogen) in each case optionally hydroxyl, in each case methyl optionally substituted with hydroxyl, with cyano, with fluoro, with chlorine, with bromine, with methoxy , with ethoxy, with n- or isopropoxy, with methylthio, with ethylthio, with n- or isopropylthio, with methylsulfinyl, with ethylsulphinyl, with methylsulfonyl, with ethylsulphonyl, with methylamino, with ethylamino, with n- or with isopropylamino, with dimethylamino or with diethylamino, n- or isopropyl, n-, iso-, t-butyl, in each case cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl optionally substituted with cyano, with fluorine, with par or methyl, in each case phenyl, naphthyl or benzyl, phenylethyl or phenylpropyl optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with phenyl, with phenoxy, with fluorine , with chlorine, with bromine, with iodine, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl, with dichloroethyl, with trichloroethyl, with chlorofluoroethyl, with chlorodifluoroethyl, with methoxy, with ethoxy, with n- or isopropoxy, with n-, iso-, so t-butoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with n-, iso-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulfinyl with n- or isopropylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylethioxy with difluoromethylenedioxy, with difluorodimetilendioxi with trifluorodimetilendioxi, 'or clorodifluorodimetilendioxi, or in each case the heterocyclyl, heterocyclylcarbonyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfinyl, heterocyclylsulfonyl, heterocyclylalkyl, heterocyclylalkylcarbonyl, heterocyclylalkoxy, heterociclilalquiltio, heterociclilalquilsulfinilo or optionally heterociclilalquilsulfonilo Susti with nitro, hydroxyl, amino, cyano, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine, iodine, methyl, ethyl, n- or isopropyl, n-, iso-, t-butyl, with difluoromethyl, with trifluoromethyl, with dichloroethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl, with dichloroethyl, with trichloroethyl, with chlorofluoroethyl, with chlorodifluoroethyl, with methoxy, with ethoxy , with n- or isopropoxy, with n-, iso-, s- or t-butoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy , with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with n-, iso-, s- or t-butylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulfinyl, with n- or isopropylsulfinyl , with trifluorome tiny sulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with methylamino, with ethylamino, with n- or isopropylamino, with dimethylamino, with diethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy, or with chlorodifluorodimethylenedioxy, the heterocyclyl portion of the series consisting of furyl, tetrahydrofuryl, thienyl, pyrrolyl, pyrrolinyl, pyrrolidinyl, pyrazolyl, pyrazolinyl, imidazolyl, imidazolinyl, oxazolyl, oxazolinyl, isoxazolyl, isoxazolinyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl being selected. , triazolinyl, pyridinyl, pyridazinyl, pyrimidinyl and pyrazinyl, to control animal pests.
- 4. The use of the compounds of the formula (I) according to claim 1, wherein the bond described with dashed lines is a single bond or a double bond, A is in each case hydroxyl, fluoro, chloro, methoxy or ethoxy, ethane-1,1-diyl, ethane-1,2-diyl (dimethylene) ), propan-1,1-diyl, propan-1,2-diyl, 2-methylpropan-1, 2-diyl or propan-2,2-diyl, Q1 is a single bond, is O (oxygen) or N- R1 or hydroxyl, fluoro, chloro, methoxy or ethoxy, ethan-1, 1-diyl, ethan-1, 2-diyl (dimethylene), propan-1,1-diyl, propan-1,2-diyl, 2-methylpropan -l, 2-diyl or propan-2, 2-diyl, Q2 is O (oxygen) "S (sulfur), SO, S02 or hydroxyl, fluoro, chloro, methoxy or ethoxy, ethane-1,1-diyl, ethane -l, 2-diyl (dimethylene), propan-1, 1-diyl, propan-1,2-diyl, 2-methylpropan-1, 2-diyl or propan-2, 2-diyl but where in each individual case Q1 and Q2 are different from no these being A, R1 is H (hydrogen), hydroxyl, in each case it is methyl optionally substituted with hydroxyl, with cyano, fluoro, chloro, methoxy, ethoxy, n- or isopropoxy; ethyl, n- or isopropyl, acetyl, propionyl, n- or isobutyroyl, methoxy, ethoxy, n- or isopropoxy, methoxycarbonyl, ethoxycarbonyl, n- or isopropoxycarbonyl, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulphonyl or ethylsulphonyl in each case propenyl optionally substituted with fluoro, chloro or bromo, butenyl, propenyloxy, butenyloxy, propinyl or butynyl, in each case cyclopropyl optionally substituted with fluoro, chloro or methyl, cyclopentyl, cyclohexyl, cyclopropylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl, in each case phenyl optionally substituted with nitro, hydroxyl, cyano, carbamino, thiocarbamoyl, fluoro, chloro, bromine, methyl, ethyl, n- or isopropyl, n-, iso -, s- or t-butylthio, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroetyl ilo, with chloroethyl, with dichloroethyl, with trichloroethyl, with chlorofluoroethyl, with chlorodifluoroethyl, with methoxy, with ethoxy, with n- or isopropoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulphonyl, with trifluoromethylsulfonyl with dimethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy; phenylcarbonyl (benzoyl), phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzyl, phenylethyl, phenylacetyl, phenylmethoxy, phenylethoxy, phenylmethylthio, phenylmethylsulfinyl or phenylmethylsulfonyl, R 2 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, R3 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulphinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, together with R 2 is a benzo or methylenedioxy portion, R 4 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine , methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulphinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, together with R3 is a benzo or methylenedioxy portion, R5 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine , methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulphinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, together with R 4 is a benzo or methylenedioxy portion, R 6 is H (hydrogen) or is in each case methyl, ethyl, n- or isopropyl, optionally substituted with hydroxyl, with cyano fluorine or chlorine, R 7 is H (hydrogen), in each case the methyl, ethyl, n- or isopropyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, in each case the cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclopentylmethyl group or cyclohexylmethyl optionally substituted with fluorine, chlorine or methyl, in each case the phenyl, benzyl or phenylethyl groups optionally substituted with nitro, with hydroxyl, with cyano, with carbamoyl, with thiocarbamoyl, with fluorine, with chlorine, with br omo, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, chloroethyl, dichloroethyl, trichloroethyl, chlorofluoroethyl, chlorodifluoroethyl, methoxy, ethoxy, n- or isopropoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, fluoroethoxy, chloroethoxy, difluoroethoxy, dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoromethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoroethylthio, with methylsulfinyl, with ethylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with dimethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, on difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy, or is in each case thienyl or pyridinyl, to control animal pests.
- 5. The use of the compounds of the formula (I) according to claim 1, wherein the bond described with broken lines is a double bond and A is methylene ethane-1,1-diyl, ethane-1,2-diyl (dimethylene), propan-1,1-diyl, propan-1, 2- diyl, or 2-methylpropan-1,2-diyl, Q1 is a single bond, is methylene, ethane-1,1-diyl, ethane-1,2-diyl (dimethylene), propan-1,1-diyl, propan 1,2-diyl or 2-methylene propane-1,2-diyl, or is 0 (oxygen) or N-R 1, where R 1 is hydrogen, methyl, ethyl, n- or isopropyl or phenyl. Q2 is methylene, is 0 (oxygen), S (sulfur), SO, S02 or CO, but where in each individual case Q1 and Q2 are different unless they are methylene, R1 is H (hydrogen), in each case methyl, ethyl, non-isopropyl, acetyl, propionyl, n- or isobutyroyl, methoxy, ethoxy, n- or isopropoxy, methoxycarbonyl, ethoxycarbonyl, n- or isopropoxycarbonyl, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulphonyl or ethylsulphonyl optionally substituted each with hydroxyl, cyano, fluoro, chloro, methoxy, ethoxy, n- or isopropoxy; in each case the propenyl, butenyl, propynyl or butynyl groups optionally substituted with fluorine, with chlorine or with bromine, in each case the cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, cyclopropylmethyl, cyclopentylmethyl or cyclohexylmethyl groups optionally substituted with fluorine, with chlorine or with bromine; in each case the phenyl, phenylcarbonyl (benzoyl), phenylthio, phenylsulfinyl, phenylsulfonyl, benzyl, phenylethyl, phenylacetyl, phenylmethylthio, phenylmethylsulfinyl or phenylmethylsulfonyl groups optionally substituted with nitro, with hydroxyl, with amino, with cyano, with carbamoyl, with thiocarbamoyl, with phenyl, with phenoxy, with fluorine, with chlorine, with bromine, with iodine, with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl, with chloroethyl, with dichloroethyl, with trichloroethyl, with chlorofluoroethyl, with chlorodifluoroethyl, with. methoxy, with ethoxy, with n- or isopropoxy, with difluoromethoxy, with trifluoromethoxy, with chlorodifluoromethoxy, with fluoroethoxy, with chloroethoxy, with difluoroethoxy, with dichloroethoxy, with chlorofluoroethoxy, with trichloroethoxy, with trifluoroethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n-, or isopropylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulphinyl, with ethylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulfonyl, with trifluoromethylsulfonyl, with dimethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylethioxy , with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy, or with chlorodifluorodimethylenedioxy phenylcarbonyl (benzoyl), phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzyl, phenylethyl, phenylacetyl, phenylmethoxy, phenylethoxy, phenylmethylthio, phenylmethylsulfinyl or phenylmethylsulfonyl, R 2 is H (hydrogen), hydroxyl, amino, nitro, cyan or, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, with methylamino, with ethylamino , with n- or isopropylamino, with dimethylamino or with diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, R3 is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulphinyl, ethylsulphinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, or together with R 2 is a benzo portion, R 4 is H (hydrogen), hydroxyl, amino , nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluorine, chlorine, bromine or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino , dimethylamino or diethylamino; ethyl, n- or isopropyl, n-, iso-, s- or t-butyl, methoxy, ethoxy, n- or isopropoxy, n-, iso-, s- or t-butoxy, methylthio, ethylthio, n- or isopropylthio , n-, iso-, t-butylthio, methylsulfinyl, ethylsulfinyl, n- or isopropylsulfinyl, methylsulphonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, n-, iso-, s- or t-butylamino, dimethylamino, diethylamino , dimethylaminocarbonyl, diethylaminocarbonyl, dimethylaminosulfonyl or diethylaminosulfonyl, or together with R3 is a benzo portion, Rs is H (hydrogen), hydroxyl, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, fluoro, chloro, bromo or is in each case methyl optionally substituted with hydroxyl, cyano, fluorine, chlorine, methoxy, ethoxy, n- or isopropoxy, methylamino, ethylamino, n- or isopropylamino, dimethylamino or diethylamino; ethyl, n- or isopropyl, methoxy, ethoxy, n- or isopropoxy, methylthio, ethylthio, n- or isopropylthio, methylsulfinyl, ethylsulphinyl, methylsulfonyl, ethylsulphonyl, methylamino, ethylamino, n- or isopropylamino, dimethylamino, dimethylaminocarbonyl or dimethylaminosulfonyl, or together with R 4 is a benzo portion, R 6 is H (hydrogen) or is in each case methyl, ethyl, n- or isopropyl optionally substituted with hydroxyl, with cyano, with fluorine or with chlorine, and R 7 is H (hydrogen), in each case in the case of methyl, ethyl, n- or isopropyl optionally substituted with hydroxyl, with cyano, with fluorine, with chlorine, with methoxy, with ethoxy, with n- or isopropoxy, in each case the cyclopropyl, cyclopentyl, cyclohexyl, cyclopropylmethyl group , cyclopentylmethyl or cyclohexylmethyl optionally substituted with fluorine, chlorine or methyl, in each case the phenyl, benzyl or phenylethyl groups optionally substituted with nitro, with hydroxyl, with cyano, with carbamoyl, with thiocarbamoyl, with fluorine, with chlorine, with bromine , with methyl, with ethyl, with n- or isopropyl, with n-, iso-, s- or t-butyl, with difluoromethyl, with trifluoromethyl, with dichloromethyl, with trichloromethyl, with chlorodifluoromethyl, with fluoroethyl, with difluoroethyl, with trifluoroethyl chloroethyl, dichloroethyl, trichloroethyl, chlorofluoroethyl, chlorodifluoroethyl, methoxy, ethoxy, n- or isopropoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, fluoroethoxy, chloroethoxy, difluoroethoxy, dichloroethoxy, chlorofluoroethoxy, with trichloroethoxy, with trifluoromethoxy, with chlorodifluoroethoxy, with methylthio, with ethylthio, with n- or isopropylthio, with difluoromethylthio, with trifluoromethylthio, with chlorodifluoromethylthio, with methylsulfinyl, with ethylsulfinyl, with trifluoromethylsulfinyl, with methylsulfonyl, with ethylsulphonyl, with trifluoromethylsulfonyl, with dimethylamino, with dimethylaminocarbonyl, with dimethylaminosulfonyl, with methylenedioxy, with dimethylenedioxy, with difluoromethylenedioxy, with difluorodimethylenedioxy, with trifluorodimethylenedioxy or with chlorodifluorodimethylenedioxy, or is in each case thienyl or pyridinyl optionally substituted with fluorine, chlorine, bromine, methyl or ethyl, to control animal pests.
- 6. The use of the salts of the compounds of the formula (I) according to claim 1, for the control of animal pests.
- 7. The use of the compounds of the formula (I) according to claim 1, or the salts of the compound of the formula (I) according to claim 2, for the production of a composition for controlling animal pests. .
Applications Claiming Priority (1)
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DE102004017435.0 | 2004-04-08 |
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MXPA06011480A true MXPA06011480A (en) | 2007-04-20 |
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