CA2215514A1 - Compositions fongicides synergiques constituees de derives de quinoleine et en inhibiteurs de cytochrome b/c - Google Patents
Compositions fongicides synergiques constituees de derives de quinoleine et en inhibiteurs de cytochrome b/c Download PDFInfo
- Publication number
- CA2215514A1 CA2215514A1 CA002215514A CA2215514A CA2215514A1 CA 2215514 A1 CA2215514 A1 CA 2215514A1 CA 002215514 A CA002215514 A CA 002215514A CA 2215514 A CA2215514 A CA 2215514A CA 2215514 A1 CA2215514 A1 CA 2215514A1
- Authority
- CA
- Canada
- Prior art keywords
- alkoxy
- co2ch3
- alkyl
- formula
- noch3
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 241000233866 Fungi Species 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 title claims abstract description 10
- -1 cyano, nitro, hydroxy, mercapto, amino, carboxyl Chemical group 0.000 claims abstract description 43
- 125000003118 aryl group Chemical group 0.000 claims abstract description 31
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 14
- 150000002367 halogens Chemical class 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 13
- 239000001257 hydrogen Substances 0.000 claims abstract description 13
- 230000029058 respiratory gaseous exchange Effects 0.000 claims abstract description 13
- 125000004104 aryloxy group Chemical group 0.000 claims abstract description 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 12
- 102000015782 Electron Transport Complex III Human genes 0.000 claims abstract description 10
- 108010024882 Electron Transport Complex III Proteins 0.000 claims abstract description 10
- 125000005129 aryl carbonyl group Chemical group 0.000 claims abstract description 6
- 125000005199 aryl carbonyloxy group Chemical group 0.000 claims abstract description 6
- 125000005110 aryl thio group Chemical group 0.000 claims abstract description 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 6
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 6
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims abstract description 6
- 125000005204 heteroarylcarbonyloxy group Chemical group 0.000 claims abstract description 6
- 125000005553 heteroaryloxy group Chemical group 0.000 claims abstract description 6
- 125000005368 heteroarylthio group Chemical group 0.000 claims abstract description 6
- 125000004682 aminothiocarbonyl group Chemical group NC(=S)* 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 5
- 125000001424 substituent group Chemical group 0.000 claims abstract description 5
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract description 4
- 239000000463 material Substances 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 94
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 37
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims description 12
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 11
- 102000018832 Cytochromes Human genes 0.000 claims description 11
- 108010052832 Cytochromes Proteins 0.000 claims description 11
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical compound [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 claims description 11
- 230000002538 fungal effect Effects 0.000 claims description 7
- 230000002195 synergetic effect Effects 0.000 claims description 7
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 5
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 5
- 241000607479 Yersinia pestis Species 0.000 claims description 5
- 230000002401 inhibitory effect Effects 0.000 claims description 5
- 125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 claims description 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 4
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims description 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 239000002689 soil Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur 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
- 125000004306 triazinyl group Chemical group 0.000 claims description 4
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000002619 bicyclic group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000002883 imidazolyl group Chemical group 0.000 claims description 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Chemical group 0.000 claims description 2
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 125000001425 triazolyl group Chemical group 0.000 claims description 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 2
- 125000004750 (C1-C6) alkylaminosulfonyl group Chemical group 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- 125000005947 C1-C6 alkylsulfonyloxy group Chemical group 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract description 5
- 239000013543 active substance Substances 0.000 abstract description 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000004414 alkyl thio group Chemical group 0.000 abstract 4
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000005193 alkenylcarbonyloxy group Chemical group 0.000 abstract 2
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 2
- 125000006193 alkinyl group Chemical group 0.000 abstract 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 abstract 2
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 abstract 2
- 125000004670 alkyl amino thio carbonyl group Chemical group 0.000 abstract 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 abstract 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 abstract 2
- 150000001350 alkyl halides Chemical class 0.000 abstract 2
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 abstract 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 2
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 abstract 2
- 125000004671 dialkylaminothiocarbonyl group Chemical group 0.000 abstract 2
- 125000005114 heteroarylalkoxy group Chemical group 0.000 abstract 2
- 125000004446 heteroarylalkyl group Chemical group 0.000 abstract 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 9
- 150000002431 hydrogen Chemical group 0.000 description 6
- 235000013339 cereals Nutrition 0.000 description 5
- 238000010410 dusting Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- 241000123650 Botrytis cinerea Species 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 244000299507 Gossypium hirsutum Species 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 244000070406 Malus silvestris Species 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 240000000111 Saccharum officinarum Species 0.000 description 2
- 235000007201 Saccharum officinarum Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 2
- 235000021016 apples Nutrition 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229940125890 compound Ia Drugs 0.000 description 2
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- 230000000694 effects Effects 0.000 description 2
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- 230000035784 germination Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 230000003032 phytopathogenic effect Effects 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
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- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
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- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 description 1
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- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical class OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 241000221785 Erysiphales Species 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
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- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000896246 Golovinomyces cichoracearum Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
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- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 241001330975 Magnaporthe oryzae Species 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 241001668536 Oculimacula yallundae Species 0.000 description 1
- 241000736122 Parastagonospora nodorum Species 0.000 description 1
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- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241000233622 Phytophthora infestans Species 0.000 description 1
- 241001281803 Plasmopara viticola Species 0.000 description 1
- 241000317981 Podosphaera fuliginea Species 0.000 description 1
- 241001337928 Podosphaera leucotricha Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 241000221300 Puccinia Species 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- 241000209056 Secale Species 0.000 description 1
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- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
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- 229930182692 Strobilurin Natural products 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 241000221566 Ustilago Species 0.000 description 1
- 241000228452 Venturia inaequalis Species 0.000 description 1
- 241000082085 Verticillium <Phyllachorales> Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
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- 150000003863 ammonium salts Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
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- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
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- 239000002270 dispersing agent Substances 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
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- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
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- 150000002170 ethers Chemical class 0.000 description 1
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- 238000002474 experimental method Methods 0.000 description 1
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
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- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/22—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom rings with more than six members
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Quinoline Compounds (AREA)
- Pretreatment Of Seeds And Plants (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
L'invention concerne un procédé de lutte contre les champignons nuisibles qui se caractérise en ce que les champignons, leur espace vital ou des matériaux, des plantes, des graines, le sol, des surfaces ou des salles à protéger contre les champignons sont traités en même temps ou successivement, ensemble ou séparément, avec un principe actif (I) qui inhibe la respiration du complexe de cytochrome III et avec un principe actif de la formule (II), dans laquelle les indices et les substituants ont la signification suivante: m vaut un nombre entier de 1 à 6, les restes R pouvant être différents les uns des autres lorsque m est supérieur à 1; R désigne hydrogène, cyano, nitro, hydroxy, mercapto, amino, carboxyle, aminocarbonyle, aminothiocarbonyle, sulfo, aminosulfonyle, halogène, alkyle, hydroxyalkyle, alcoxyalkyle, alcoxy, alcoxyalcoxy, alkylthio, alkylamino, dialkylamino, alkylsulfonyle, alkylsulfoxyle, alkylsulfonyloxy, alkylcarbonyle, alkylcarbonyloxy, alkylcarbonylamino, alcoxycarbonyle, alcoxycarbonylamino, alkylaminocarbonyle, dialkylaminocarbonyle, alkylaminothiocarbonyle, dialkylaminothiocarbonyle, alkylaminosulfonyle, dialkylaminosulfonyle, alcényle, alcényloxy, alcénylcarbonyloxy, alkinyle et alkinyloxy, ces groupes pouvant être entièrement ou partiellement halogénés; cycloalkyle, aryle, arylalkyle, arylalcoxy, aryloxy, arylthio, arylcarbonyle, arylcarbonyloxy, hétéroaryle, hétéroarylalkyle, hétéroarylalcoxy, hétéroaryloxy, hétéroarylthio, hétéroarylcarbonyle et hétéroarylcarbonyloxy, ces groupes pouvant être partiellement ou entièrement halogénés et/ou pouvant porter un à trois restes parmi les restes suivants: cyano, nitro, hydroxy, alkyle, halogénure d'alkyle, alcoxy, halogénure d'alcoxy ou alkylthio; R?1¿ désigne hydrogène, cyano, nitro, hydroxy, mercapto, amino, carboxyle, aminocarbonyle, aminothiocarbonyle, sulfo, aminosulfonyle, halogène, alkyle, hydroxyalkyle, alcoxyalkyle, alcoxy, alcoxyalcoxy, alkylthio, alkylamino, dialkylamino, alkylsulfonyle, alkylsulfoxyle, alkylsulfonyloxy, alkylcarbonyle, alkylcarbonyloxy, alkylcarbonylamino, alcoxycarbonyle, alcoxycarbonylamino, alkylaminocarbonyle, dialkylaminocarbonyle, alkylaminothiocarbonyle, dialkylaminothiocarbonyle, alkylaminosulfonyle, dialkylaminosulfonyle, alcényle, alcényloxy, alcénylcarbonyloxy, alkinyle et alkinyloxy, ces groupes pouvant être entièrement ou partiellement halogénés; cycloalkyle, aryle, arylalkyle, arylalcoxy, arylthio, arylcarbonyle, arylcarbonyloxy, hétéroaryle, hétéroarylalkyle, hétéroarylalcoxy, hétéroaryloxy, hétéroarylthio, hétéroarylcarbonyle et hétéroarylcarbonyloxy, ces groupes pouvant être partiellement ou entièrement halogénés et/ou pouvant porter un à trois restes parmi les restes suivants: cyano, nitro, hydroxy, alkyle, halogénure d'alkyle, alcoxy, alcoxy halogéné ou alkylthio. L'invention concerne également des mélanges appropriés de ces composés.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19513404.4 | 1995-04-08 | ||
| DE19513404 | 1995-04-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2215514A1 true CA2215514A1 (fr) | 1996-10-17 |
Family
ID=7759274
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002215514A Abandoned CA2215514A1 (fr) | 1995-04-08 | 1996-03-25 | Compositions fongicides synergiques constituees de derives de quinoleine et en inhibiteurs de cytochrome b/c |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0820232A1 (fr) |
| JP (1) | JPH11503435A (fr) |
| KR (1) | KR19980703696A (fr) |
| CN (1) | CN1180995A (fr) |
| AR (1) | AR001514A1 (fr) |
| AU (1) | AU5148696A (fr) |
| BR (1) | BR9604823A (fr) |
| CA (1) | CA2215514A1 (fr) |
| HU (1) | HUP9801630A2 (fr) |
| IL (1) | IL117785A0 (fr) |
| NZ (1) | NZ304327A (fr) |
| WO (1) | WO1996032015A1 (fr) |
| ZA (1) | ZA962709B (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7368414B2 (en) | 2000-12-18 | 2008-05-06 | Basf Aktiengesellschaft | Fungicidal mixtures |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6310211B1 (en) | 1996-09-10 | 2001-10-30 | Pharmacia & Upjohn Company | 8-hydroxy-7-substituted quinolines as anti-viral agents |
| DE19710760A1 (de) * | 1997-03-14 | 1998-09-17 | Basf Ag | Fungizide Mischung |
| PL341364A1 (en) * | 1997-12-22 | 2001-04-09 | Upjohn Co | 4-hydroxyqinoline-3-carboxamides and hydrazides as antiviral agents |
| MXPA06003951A (es) | 2003-10-07 | 2006-06-27 | Renovis Inc | Derivados de amida como ligandos del canal de ion y composiciones farmaceuticas y sus metodos de uso. |
| US7576099B2 (en) | 2005-02-28 | 2009-08-18 | Renovis, Inc. | Amide derivatives as ion-channel ligands and pharmaceutical compositions and methods of using the same |
| EP2345641A1 (fr) | 2009-12-29 | 2011-07-20 | Polichem S.A. | Nouveaux dérivés de 8-hydroxyquinoline-7-carboxamide secondaire |
| EP2345643A1 (fr) | 2009-12-29 | 2011-07-20 | Polichem S.A. | Nouveaux dérivés de 8-hydroxyquinoline-7-carboxamide et leurs utilisations |
| CN110156678A (zh) * | 2019-05-27 | 2019-08-23 | 兰州大学 | 一种2,8-双(三氟甲基)喹啉类4-位修饰的衍生物在防治植物病害中的用途 |
| CN112608275A (zh) * | 2020-12-29 | 2021-04-06 | 兰州大学 | 一种2,8-双(三氟甲基)-4-羟基喹啉衍生物在制备和防治农业病害中的用途 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3225169A1 (de) * | 1982-07-06 | 1984-01-12 | Basf Ag, 6700 Ludwigshafen | Chinolinderivate, verfahren zu ihrer herstellung, diese enthaltende mikrobizide und ihre verwendung zur bekaempfung von pilzen |
| IL89029A (en) * | 1988-01-29 | 1993-01-31 | Lilly Co Eli | Fungicidal quinoline and cinnoline derivatives, compositions containing them, and fungicidal methods of using them |
| DE4130298A1 (de) * | 1991-09-12 | 1993-03-18 | Basf Ag | Fungizide mischungen |
| DE4321206A1 (de) * | 1993-06-25 | 1995-01-05 | Bayer Ag | Fungizide Wirkstoffkombinationen |
| US5436248A (en) * | 1993-07-02 | 1995-07-25 | Ciba-Geigy Corporation | Microbicides |
-
1996
- 1996-03-25 CA CA002215514A patent/CA2215514A1/fr not_active Abandoned
- 1996-03-25 HU HU9801630A patent/HUP9801630A2/hu unknown
- 1996-03-25 CN CN96193139A patent/CN1180995A/zh active Pending
- 1996-03-25 JP JP8530672A patent/JPH11503435A/ja active Pending
- 1996-03-25 KR KR1019970707096A patent/KR19980703696A/ko not_active Withdrawn
- 1996-03-25 EP EP96908131A patent/EP0820232A1/fr not_active Withdrawn
- 1996-03-25 WO PCT/EP1996/001298 patent/WO1996032015A1/fr not_active Ceased
- 1996-03-25 AU AU51486/96A patent/AU5148696A/en not_active Abandoned
- 1996-03-25 NZ NZ304327A patent/NZ304327A/xx unknown
- 1996-03-25 BR BR9604823A patent/BR9604823A/pt not_active Application Discontinuation
- 1996-04-02 IL IL11778596A patent/IL117785A0/xx unknown
- 1996-04-03 AR AR33603996A patent/AR001514A1/es unknown
- 1996-04-04 ZA ZA9602709A patent/ZA962709B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7368414B2 (en) | 2000-12-18 | 2008-05-06 | Basf Aktiengesellschaft | Fungicidal mixtures |
Also Published As
| Publication number | Publication date |
|---|---|
| NZ304327A (en) | 1999-02-25 |
| WO1996032015A1 (fr) | 1996-10-17 |
| BR9604823A (pt) | 1999-01-05 |
| IL117785A0 (en) | 1996-08-04 |
| JPH11503435A (ja) | 1999-03-26 |
| EP0820232A1 (fr) | 1998-01-28 |
| AU5148696A (en) | 1996-10-30 |
| ZA962709B (en) | 1997-10-06 |
| CN1180995A (zh) | 1998-05-06 |
| HUP9801630A2 (hu) | 1998-11-30 |
| AR001514A1 (es) | 1997-10-22 |
| KR19980703696A (ko) | 1998-12-05 |
| MX9707537A (es) | 1997-11-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |