CH644853A5 - Benzoxazolonderivate, verfahren zu ihrer herstellung und praeparate, welche sie enthalten. - Google Patents
Benzoxazolonderivate, verfahren zu ihrer herstellung und praeparate, welche sie enthalten. Download PDFInfo
- Publication number
- CH644853A5 CH644853A5 CH518581A CH55481A CH644853A5 CH 644853 A5 CH644853 A5 CH 644853A5 CH 518581 A CH518581 A CH 518581A CH 55481 A CH55481 A CH 55481A CH 644853 A5 CH644853 A5 CH 644853A5
- Authority
- CH
- Switzerland
- Prior art keywords
- compound
- formula
- preparation
- alkyl
- trichlorobenzoxazolone
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 95
- 238000000034 method Methods 0.000 title claims description 43
- ASSKVPFEZFQQNQ-UHFFFAOYSA-N 2-benzoxazolinone Chemical class C1=CC=C2OC(O)=NC2=C1 ASSKVPFEZFQQNQ-UHFFFAOYSA-N 0.000 title claims description 25
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 136
- 239000000460 chlorine Substances 0.000 claims description 61
- -1 phenylaminocarbonyl group Chemical group 0.000 claims description 46
- 239000004480 active ingredient Substances 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 31
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 241000233866 Fungi Species 0.000 claims description 21
- 241000894006 Bacteria Species 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 15
- 230000000855 fungicidal effect Effects 0.000 claims description 13
- 230000000844 anti-bacterial effect Effects 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 230000012010 growth Effects 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- MMIWNCPDICKMNI-UHFFFAOYSA-N 5,6,7-trichloro-3h-1,3-benzoxazol-2-one Chemical compound ClC1=C(Cl)C(Cl)=CC2=C1OC(=O)N2 MMIWNCPDICKMNI-UHFFFAOYSA-N 0.000 claims description 9
- 239000011230 binding agent Substances 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- JLRFZLJVZZUPPE-UHFFFAOYSA-N 5,6-dichloro-7-methyl-3H-1,3-benzoxazol-2-one Chemical compound ClC=1C(=C(C2=C(NC(O2)=O)C1)C)Cl JLRFZLJVZZUPPE-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000005092 alkenyloxycarbonyl group Chemical group 0.000 claims description 5
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000012141 concentrate Substances 0.000 claims description 5
- 229940035339 tri-chlor Drugs 0.000 claims description 5
- 125000005090 alkenylcarbonyl group Chemical group 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 208000015181 infectious disease Diseases 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- IBYNQOBTGPDCFK-UHFFFAOYSA-N 3-acetyl-5,6,7-trichloro-1,3-benzoxazol-2-one Chemical compound ClC1=C(Cl)C(Cl)=C2OC(=O)N(C(=O)C)C2=C1 IBYNQOBTGPDCFK-UHFFFAOYSA-N 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 3
- 150000008050 dialkyl sulfates Chemical class 0.000 claims description 3
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 3
- 125000004692 haloalkylcarbonyl group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 3
- 230000001105 regulatory effect Effects 0.000 claims description 3
- 239000007858 starting material Substances 0.000 claims description 3
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 2
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 2
- 239000012948 isocyanate Substances 0.000 claims description 2
- QSLVJOHGWJZUHU-UHFFFAOYSA-N methyl 5,6,7-trichloro-2-oxo-1,3-benzoxazole-3-carboxylate Chemical compound ClC1=C(Cl)C(Cl)=C2OC(=O)N(C(=O)OC)C2=C1 QSLVJOHGWJZUHU-UHFFFAOYSA-N 0.000 claims description 2
- ZSIHKWDWUNGIMK-UHFFFAOYSA-N methyl 5,6-dichloro-7-methyl-2-oxo-1,3-benzoxazole-3-carboxylate Chemical compound COC(=O)N1C(OC2=C1C=C(C(=C2C)Cl)Cl)=O ZSIHKWDWUNGIMK-UHFFFAOYSA-N 0.000 claims description 2
- UMVALVQZNIYNLA-UHFFFAOYSA-N 3-acetyl-5,6-dichloro-7-methyl-1,3-benzoxazol-2-one Chemical compound C(C)(=O)N1C(OC2=C1C=C(C(=C2C)Cl)Cl)=O UMVALVQZNIYNLA-UHFFFAOYSA-N 0.000 claims 1
- ZBXPPFYUQNUZBY-UHFFFAOYSA-N 5,6,7-trichloro-3-methylsulfonyl-1,3-benzoxazol-2-one Chemical compound ClC1=C(Cl)C(Cl)=C2OC(=O)N(S(=O)(=O)C)C2=C1 ZBXPPFYUQNUZBY-UHFFFAOYSA-N 0.000 claims 1
- TUWCRPGKWWGOMN-UHFFFAOYSA-N propan-2-yl 5,6,7-trichloro-2-oxo-1,3-benzoxazole-3-carboxylate Chemical compound ClC1=C(Cl)C(Cl)=C2OC(=O)N(C(=O)OC(C)C)C2=C1 TUWCRPGKWWGOMN-UHFFFAOYSA-N 0.000 claims 1
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 57
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- 239000013078 crystal Substances 0.000 description 46
- 238000006243 chemical reaction Methods 0.000 description 45
- 238000002844 melting Methods 0.000 description 41
- 230000008018 melting Effects 0.000 description 41
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- 240000007594 Oryza sativa Species 0.000 description 31
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 30
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- 239000000243 solution Substances 0.000 description 22
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 21
- 231100000674 Phytotoxicity Toxicity 0.000 description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 17
- 239000002904 solvent Substances 0.000 description 17
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- 239000000843 powder Substances 0.000 description 15
- 239000004009 herbicide Substances 0.000 description 13
- 239000002609 medium Substances 0.000 description 13
- 239000000725 suspension Substances 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 230000003902 lesion Effects 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 240000003768 Solanum lycopersicum Species 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- 229920001817 Agar Polymers 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- 239000008272 agar Substances 0.000 description 8
- 230000006378 damage Effects 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 8
- 239000000123 paper Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 7
- 239000000706 filtrate Substances 0.000 description 7
- 239000003960 organic solvent Substances 0.000 description 7
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
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- 239000005457 ice water Substances 0.000 description 6
- 229910000027 potassium carbonate Inorganic materials 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 238000001953 recrystallisation Methods 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
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- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 5
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- 230000002829 reductive effect Effects 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- FADPKOKICNFAMH-UHFFFAOYSA-N 6-amino-2,3,4-trichlorophenol Chemical compound NC1=CC(Cl)=C(Cl)C(Cl)=C1O FADPKOKICNFAMH-UHFFFAOYSA-N 0.000 description 4
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
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- 239000003899 bactericide agent Substances 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- 229920005551 calcium lignosulfonate Polymers 0.000 description 4
- BIXZHMJUSMUDOQ-UHFFFAOYSA-N dichloran Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl BIXZHMJUSMUDOQ-UHFFFAOYSA-N 0.000 description 4
- CJHXCRMKMMBYJQ-UHFFFAOYSA-N dimethirimol Chemical compound CCCCC1=C(C)NC(N(C)C)=NC1=O CJHXCRMKMMBYJQ-UHFFFAOYSA-N 0.000 description 4
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- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 4
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- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
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- WBBSTFQOSDNXDO-UHFFFAOYSA-N 5-chloro-7-methyl-3h-1,3-benzoxazol-2-one Chemical compound CC1=CC(Cl)=CC2=C1OC(=O)N2 WBBSTFQOSDNXDO-UHFFFAOYSA-N 0.000 description 3
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- DKVHXBWSNGQUFE-UHFFFAOYSA-N 5,7-dichloro-3h-1,3-benzoxazol-2-one Chemical compound ClC1=CC(Cl)=C2OC(=O)NC2=C1 DKVHXBWSNGQUFE-UHFFFAOYSA-N 0.000 description 2
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- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- QDESFMLRHRZCSV-UHFFFAOYSA-M potassium;n-(hydroxymethyl)-n-methylcarbamodithioate Chemical compound [K+].OCN(C)C([S-])=S QDESFMLRHRZCSV-UHFFFAOYSA-M 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 description 1
- CAEWJEXPFKNBQL-UHFFFAOYSA-N prop-2-enyl carbonochloridate Chemical compound ClC(=O)OCC=C CAEWJEXPFKNBQL-UHFFFAOYSA-N 0.000 description 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 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
- HIURFGKIUTXLCT-UHFFFAOYSA-N propyl naphthalene-1-sulfonate Chemical class C1=CC=C2C(S(=O)(=O)OCCC)=CC=CC2=C1 HIURFGKIUTXLCT-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229940070891 pyridium Drugs 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- MSHXTAQSSIEBQS-UHFFFAOYSA-N s-[3-carbamoylsulfanyl-2-(dimethylamino)propyl] carbamothioate;hydron;chloride Chemical compound [Cl-].NC(=O)SCC([NH+](C)C)CSC(N)=O MSHXTAQSSIEBQS-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000009528 severe injury Effects 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- HCJLVWUMMKIQIM-UHFFFAOYSA-M sodium;2,3,4,5,6-pentachlorophenolate Chemical compound [Na+].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl HCJLVWUMMKIQIM-UHFFFAOYSA-M 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003573 thiols Chemical class 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
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000003171 wood protecting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3561980A JPS6058915B2 (ja) | 1980-03-19 | 1980-03-19 | ベンズオキサゾロン誘導体 |
| JP17465880A JPS6041066B2 (ja) | 1980-12-12 | 1980-12-12 | ベンズオキサゾロン誘導体及びそれを含有する農園芸用殺菌剤 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH644853A5 true CH644853A5 (de) | 1984-08-31 |
Family
ID=26374602
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH518581A CH644853A5 (de) | 1980-03-19 | 1981-01-28 | Benzoxazolonderivate, verfahren zu ihrer herstellung und praeparate, welche sie enthalten. |
Country Status (8)
| Country | Link |
|---|---|
| BR (1) | BR8100539A (fr) |
| CA (1) | CA1159458A (fr) |
| CH (1) | CH644853A5 (fr) |
| DE (1) | DE3102907A1 (fr) |
| FR (1) | FR2478635A1 (fr) |
| GB (1) | GB2074561B (fr) |
| IT (1) | IT1167820B (fr) |
| NL (1) | NL8100395A (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19642865A1 (de) * | 1996-10-17 | 1998-04-23 | Bayer Ag | Sulfonylbenzazolone |
| DE102005026808A1 (de) | 2005-06-09 | 2006-12-14 | Sanofi-Aventis Deutschland Gmbh | Benzooxazol-2-on-derivate als Inhibitoren von Lipasen und Phospholipasen |
| US7977447B2 (en) | 2008-11-18 | 2011-07-12 | Sabic Innovative Plastics Ip B.V. | Method for making carbonates and esters |
| WO2015173169A1 (fr) | 2014-05-12 | 2015-11-19 | Fondazione Istituto Italiano Di Tecnologia | Dérivés de benzoxazolone substitués comme inhibiteurs de la céramidase acide, et leur utilisation comme médicaments |
| WO2015173168A1 (fr) | 2014-05-12 | 2015-11-19 | Fondazione Istituto Italiano Di Tecnologia | Dérivés de benzoxazolone en tant qu'inhibiteurs de la céramidase acide, et leur utilisation comme médicaments |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE549699A (fr) * | 1955-07-20 | |||
| BE572113A (fr) * | 1957-10-31 | |||
| US3256293A (en) * | 1964-02-05 | 1966-06-14 | Monsanto Co | 3-(phenylcarbamoyl) benzoxazolinones-2 |
| FR1469297A (fr) * | 1965-02-03 | 1967-02-10 | Ciba Geigy | Nouveaux produits chimiques pesticides |
| CH482403A (de) * | 1965-02-03 | 1969-12-15 | Ciba Geigy | Nicht als Arzneimittel bestimmtes biozides Mittel |
| AU1542770A (en) * | 1969-07-30 | 1971-11-25 | American Cyanamid Company | Process for azoles (ring closure of isocyanates) |
| BE793341A (fr) * | 1971-12-27 | 1973-06-27 | Henkel & Cie Gmbh | Anti-inflamatoires pour compositions cosmetiques |
-
1981
- 1981-01-23 CA CA000369158A patent/CA1159458A/fr not_active Expired
- 1981-01-23 GB GB8102170A patent/GB2074561B/en not_active Expired
- 1981-01-26 FR FR8101909A patent/FR2478635A1/fr active Granted
- 1981-01-28 CH CH518581A patent/CH644853A5/de not_active IP Right Cessation
- 1981-01-28 NL NL8100395A patent/NL8100395A/nl not_active Application Discontinuation
- 1981-01-29 DE DE19813102907 patent/DE3102907A1/de not_active Withdrawn
- 1981-01-30 IT IT09326/81A patent/IT1167820B/it active
- 1981-01-30 BR BR8100539A patent/BR8100539A/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2478635A1 (fr) | 1981-09-25 |
| CA1159458A (fr) | 1983-12-27 |
| FR2478635B1 (fr) | 1983-11-04 |
| BR8100539A (pt) | 1981-10-06 |
| GB2074561A (en) | 1981-11-04 |
| IT1167820B (it) | 1987-05-20 |
| GB2074561B (en) | 1984-08-30 |
| IT8109326A0 (it) | 1981-01-30 |
| DE3102907A1 (de) | 1982-04-08 |
| NL8100395A (nl) | 1981-10-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |