ZA200602966B - 4-piridinylmethylsuphonamide derivatives as fungicidal plant protection agents - Google Patents
4-piridinylmethylsuphonamide derivatives as fungicidal plant protection agents Download PDFInfo
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- ZA200602966B ZA200602966B ZA200602966A ZA200602966A ZA200602966B ZA 200602966 B ZA200602966 B ZA 200602966B ZA 200602966 A ZA200602966 A ZA 200602966A ZA 200602966 A ZA200602966 A ZA 200602966A ZA 200602966 B ZA200602966 B ZA 200602966B
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- South Africa
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- formula
- compound
- methyl
- compounds
- alkyl
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- 230000000855 fungicidal effect Effects 0.000 title description 3
- 239000011814 protection agent Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 126
- -1 methoxy, ethoxy Chemical group 0.000 claims description 123
- 239000000203 mixture Substances 0.000 claims description 21
- 241000233866 Fungi Species 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 11
- 239000000460 chlorine Substances 0.000 claims description 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 11
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 10
- 239000011737 fluorine Substances 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 230000001276 controlling effect Effects 0.000 claims description 8
- 150000002431 hydrogen Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
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- 239000007787 solid Substances 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 230000003032 phytopathogenic effect Effects 0.000 claims description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 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 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 150000003222 pyridines Chemical class 0.000 claims description 3
- 229940124530 sulfonamide Drugs 0.000 claims description 3
- 150000003456 sulfonamides Chemical class 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
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- 229940000425 combination drug Drugs 0.000 claims 1
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- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims 1
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- 239000000243 solution Substances 0.000 description 16
- 239000003921 oil Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 235000019000 fluorine Nutrition 0.000 description 9
- 229940060037 fluorine Drugs 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 239000000417 fungicide Substances 0.000 description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 7
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
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- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- AQFWNELGMODZGC-UHFFFAOYSA-N o-ethylhydroxylamine Chemical compound CCON AQFWNELGMODZGC-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
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- OGYFATSSENRIKG-UHFFFAOYSA-N pencycuron Chemical compound C1=CC(Cl)=CC=C1CN(C(=O)NC=1C=CC=CC=1)C1CCCC1 OGYFATSSENRIKG-UHFFFAOYSA-N 0.000 description 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 150000008060 phenylpyrroles Chemical class 0.000 description 1
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 description 1
- 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 description 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
- 229910000105 potassium hydride Inorganic materials 0.000 description 1
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- WHMZYGMQWIBNOC-UHFFFAOYSA-N propan-2-yl n-(3,4-dimethoxyphenyl)carbamate Chemical compound COC1=CC=C(NC(=O)OC(C)C)C=C1OC WHMZYGMQWIBNOC-UHFFFAOYSA-N 0.000 description 1
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 1
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 description 1
- TXQWFIVRZNOPCK-UHFFFAOYSA-N pyridin-4-ylmethanamine Chemical compound NCC1=CC=NC=C1 TXQWFIVRZNOPCK-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- MXMXHPPIGKYTAR-UHFFFAOYSA-N silthiofam Chemical compound CC=1SC([Si](C)(C)C)=C(C(=O)NCC=C)C=1C MXMXHPPIGKYTAR-UHFFFAOYSA-N 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003447 sulfenic acid derivatives Chemical class 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical compound COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/06—Sulfonic acid amides
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
- C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
- C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
- C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
- C04B35/632—Organic additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Ceramic Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Structural Engineering (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Quinoline Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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EP03021098 | 2003-09-18 |
Publications (1)
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ZA200602966B true ZA200602966B (en) | 2007-07-25 |
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ZA200602966A ZA200602966B (en) | 2003-09-18 | 2006-04-12 | 4-piridinylmethylsuphonamide derivatives as fungicidal plant protection agents |
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US (2) | US7388018B2 (zh) |
EP (1) | EP1663976B1 (zh) |
JP (1) | JP4477006B2 (zh) |
KR (1) | KR20060070563A (zh) |
CN (1) | CN100406442C (zh) |
AP (1) | AP2006003564A0 (zh) |
AR (2) | AR045767A1 (zh) |
AT (1) | ATE453625T1 (zh) |
AU (1) | AU2004278095B2 (zh) |
BR (1) | BRPI0414410A (zh) |
CA (1) | CA2537486A1 (zh) |
CO (1) | CO5660289A2 (zh) |
CR (1) | CR8312A (zh) |
DE (1) | DE502004010595D1 (zh) |
EA (1) | EA008948B1 (zh) |
EC (1) | ECSP066463A (zh) |
IL (1) | IL173854A0 (zh) |
MA (1) | MA28050A1 (zh) |
MX (1) | MXPA06002500A (zh) |
NZ (1) | NZ546218A (zh) |
UA (1) | UA82124C2 (zh) |
WO (1) | WO2005033081A1 (zh) |
ZA (1) | ZA200602966B (zh) |
Families Citing this family (24)
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WO2006004062A1 (ja) * | 2004-07-02 | 2006-01-12 | Kureha Corporation | 2,6-ジクロロ-4-ピリジルメチルアミン誘導体および農園芸用病害防除剤 |
CA2599555A1 (en) * | 2005-03-16 | 2006-09-21 | Basf Aktiengesellschaft | Biphenyl-n-(4-pyridyl) methylsufonamides |
EP1860940A1 (en) * | 2005-03-16 | 2007-12-05 | Basf Aktiengesellschaft | Biphenyl-n- (4-pyridyl) methylsulfonamides |
JP2009526775A (ja) * | 2006-02-14 | 2009-07-23 | ビーエーエスエフ ソシエタス・ヨーロピア | ピリジン−4−イルメチルアミド |
AU2007224465A1 (en) * | 2006-03-15 | 2007-09-20 | Basf Se | Quinoline derivatives and their use as pesticides |
EP2057150A1 (en) * | 2006-08-22 | 2009-05-13 | Basf Se | Thiophene-sulfonic acid picolyl amides |
TW200819428A (en) * | 2006-09-12 | 2008-05-01 | Basf Ag | Quinolinylmethyl compounds |
CN101541762A (zh) * | 2006-11-22 | 2009-09-23 | 巴斯夫欧洲公司 | 用作杀真菌剂和对抗节肢动物的哒嗪-4-基甲基-磺酰胺化合物 |
WO2008062011A1 (en) * | 2006-11-22 | 2008-05-29 | Basf Se | Pyrimidylmethyl-sulfonamide compounds useful as fungicides and against arthropods |
CN101828111B (zh) * | 2007-08-21 | 2014-07-23 | 塞诺米克斯公司 | 人t2r苦味受体及其用途 |
EP2231605A1 (en) * | 2007-12-05 | 2010-09-29 | Basf Se | Pyridylmethyl-sulfonamide compounds |
JP2011514886A (ja) * | 2008-02-15 | 2011-05-12 | ビーエーエスエフ ソシエタス・ヨーロピア | ピリミジルメチルスルホンアミド化合物 |
EP2252590A1 (en) * | 2008-02-15 | 2010-11-24 | Basf Se | Substituted sulfonic acid amide compounds |
US20100317516A1 (en) * | 2008-02-22 | 2010-12-16 | Basf Se | Sulfonamide Compounds And Their Use As Fungicide |
CN101970417A (zh) * | 2008-03-14 | 2011-02-09 | 巴斯夫欧洲公司 | 作为杀真菌剂使用的取代的吡嗪基甲基磺酰胺 |
US20110039695A1 (en) * | 2008-04-10 | 2011-02-17 | Basf Se | Substituted Pyridazinylmethyl Sulfonamides |
WO2009141241A2 (en) * | 2008-05-20 | 2009-11-26 | Basf Se | Substituted pyridin-4-ylmethyl sulfonamides |
US20110077153A1 (en) * | 2008-05-20 | 2011-03-31 | Basf Se | Substituted Heteroarylmethyl Sulfonamides |
CN102036560A (zh) | 2008-05-21 | 2011-04-27 | 巴斯夫欧洲公司 | 取代吡啶-4-基甲基磺酰胺 |
JP2013538784A (ja) * | 2010-10-01 | 2013-10-17 | ラクオリア創薬株式会社 | Trpm8拮抗剤としてのスルファモイル安息香酸ヘテロ二環性誘導体 |
AU2012273133A1 (en) * | 2011-06-20 | 2013-11-07 | E. I. Du Pont De Nemours And Company | Heterocyclic compounds for treating helminth infections |
CN103958476A (zh) * | 2011-11-28 | 2014-07-30 | 纳幕尔杜邦公司 | N-(4-喹啉基甲基)磺酰胺衍生物以及它们作为驱肠虫剂的用途 |
JPWO2014065411A1 (ja) * | 2012-10-26 | 2016-09-08 | 株式会社エス・ディー・エス バイオテック | 農園芸用の有害生物防除剤としてのスルホンアミド誘導体 |
WO2014099837A1 (en) | 2012-12-18 | 2014-06-26 | E. I. Du Pont De Nemours And Company | Sulfonamide anthelmintics |
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ES492686A0 (es) | 1980-06-23 | 1981-06-01 | Made Labor Sa | Un metodo para la produccion industrial de n-(4-piridilme- til)-benzamidas |
US4874775A (en) * | 1985-06-11 | 1989-10-17 | Eli Lilly And Company | Agriculturally useful sulfonamides |
US4699652A (en) * | 1985-07-22 | 1987-10-13 | Hoffmann-La Roche Inc. | Fungicidal pyridine derivatives for use in agriculture |
CA2338994A1 (en) * | 1998-07-31 | 2000-02-10 | Paul Leslie Ornstein | Sulfonamide derivatives |
US6586617B1 (en) * | 1999-04-28 | 2003-07-01 | Sumitomo Chemical Takeda Agro Company, Limited | Sulfonamide derivatives |
-
2004
- 2004-09-10 AT AT04765053T patent/ATE453625T1/de not_active IP Right Cessation
- 2004-09-10 KR KR1020067005389A patent/KR20060070563A/ko not_active Application Discontinuation
- 2004-09-10 BR BRPI0414410-4A patent/BRPI0414410A/pt not_active Application Discontinuation
- 2004-09-10 DE DE502004010595T patent/DE502004010595D1/de not_active Expired - Lifetime
- 2004-09-10 JP JP2006526566A patent/JP4477006B2/ja not_active Expired - Lifetime
- 2004-09-10 NZ NZ546218A patent/NZ546218A/en unknown
- 2004-09-10 AU AU2004278095A patent/AU2004278095B2/en not_active Ceased
- 2004-09-10 MX MXPA06002500A patent/MXPA06002500A/es active IP Right Grant
- 2004-09-10 CN CNB2004800270626A patent/CN100406442C/zh not_active Expired - Fee Related
- 2004-09-10 AP AP2006003564A patent/AP2006003564A0/xx unknown
- 2004-09-10 WO PCT/EP2004/010124 patent/WO2005033081A1/de active Search and Examination
- 2004-09-10 EA EA200600490A patent/EA008948B1/ru not_active IP Right Cessation
- 2004-09-10 CA CA002537486A patent/CA2537486A1/en not_active Abandoned
- 2004-09-10 US US10/570,893 patent/US7388018B2/en not_active Expired - Fee Related
- 2004-09-10 EP EP04765053A patent/EP1663976B1/de not_active Expired - Lifetime
- 2004-09-17 AR ARP040103365A patent/AR045767A1/es active IP Right Grant
- 2004-09-21 AR ARP040103382A patent/AR045777A1/es unknown
- 2004-10-09 UA UAA200604147A patent/UA82124C2/uk unknown
-
2006
- 2006-02-21 IL IL173854A patent/IL173854A0/en unknown
- 2006-03-10 CO CO06024528A patent/CO5660289A2/es unknown
- 2006-03-22 CR CR8312A patent/CR8312A/es not_active Application Discontinuation
- 2006-03-30 EC EC2006006463A patent/ECSP066463A/es unknown
- 2006-03-31 MA MA28905A patent/MA28050A1/fr unknown
- 2006-04-12 ZA ZA200602966A patent/ZA200602966B/en unknown
-
2008
- 2008-04-11 US US12/101,175 patent/US20080221177A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
CO5660289A2 (es) | 2006-07-31 |
EA200600490A1 (ru) | 2006-08-25 |
AU2004278095A1 (en) | 2005-04-14 |
US7388018B2 (en) | 2008-06-17 |
US20060293314A1 (en) | 2006-12-28 |
AU2004278095B2 (en) | 2010-06-24 |
CA2537486A1 (en) | 2005-04-14 |
AP2006003564A0 (en) | 2006-04-30 |
US20080221177A1 (en) | 2008-09-11 |
JP2007505849A (ja) | 2007-03-15 |
AR045767A1 (es) | 2005-11-09 |
CN100406442C (zh) | 2008-07-30 |
CR8312A (es) | 2006-12-07 |
BRPI0414410A (pt) | 2006-11-14 |
NZ546218A (en) | 2008-07-31 |
KR20060070563A (ko) | 2006-06-23 |
EA008948B1 (ru) | 2007-10-26 |
ATE453625T1 (de) | 2010-01-15 |
MXPA06002500A (es) | 2006-06-20 |
DE502004010595D1 (de) | 2010-02-11 |
UA82124C2 (uk) | 2008-03-11 |
MA28050A1 (fr) | 2006-07-03 |
EP1663976B1 (de) | 2009-12-30 |
JP4477006B2 (ja) | 2010-06-09 |
EP1663976A1 (de) | 2006-06-07 |
WO2005033081A1 (de) | 2005-04-14 |
CN1852895A (zh) | 2006-10-25 |
ECSP066463A (es) | 2006-11-16 |
AR045777A1 (es) | 2005-11-09 |
IL173854A0 (en) | 2006-07-05 |
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