JP2000109457A - オキシムカルボン酸誘導体 - Google Patents
オキシムカルボン酸誘導体Info
- Publication number
- JP2000109457A JP2000109457A JP11267612A JP26761299A JP2000109457A JP 2000109457 A JP2000109457 A JP 2000109457A JP 11267612 A JP11267612 A JP 11267612A JP 26761299 A JP26761299 A JP 26761299A JP 2000109457 A JP2000109457 A JP 2000109457A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- oxime
- alcohol
- dimethyl
- precursor
- 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.)
- Pending
Links
- -1 Oxime carboxylic acid derivative Chemical class 0.000 title claims abstract description 59
- 239000002243 precursor Substances 0.000 claims abstract description 68
- 150000001875 compounds Chemical class 0.000 claims abstract description 50
- 150000002923 oximes Chemical class 0.000 claims abstract description 24
- 230000000873 masking effect Effects 0.000 claims abstract description 17
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- 238000000354 decomposition reaction Methods 0.000 claims abstract description 11
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 4
- 239000000047 product Substances 0.000 claims description 32
- 150000001299 aldehydes Chemical class 0.000 claims description 25
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- 150000001412 amines Chemical class 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 21
- 150000002576 ketones Chemical class 0.000 claims description 20
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- 150000002825 nitriles Chemical class 0.000 claims description 17
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 15
- 238000003776 cleavage reaction Methods 0.000 claims description 15
- 230000007017 scission Effects 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 14
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims description 13
- 150000002596 lactones Chemical class 0.000 claims description 13
- 230000000845 anti-microbial effect Effects 0.000 claims description 12
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 11
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 239000003599 detergent Substances 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 10
- 150000002989 phenols Chemical class 0.000 claims description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 9
- 239000002979 fabric softener Substances 0.000 claims description 9
- SPUWOYCLMKSXKU-UHFFFAOYSA-N 4-oxo capric acid Chemical compound CCCCCCC(=O)CCC(O)=O SPUWOYCLMKSXKU-UHFFFAOYSA-N 0.000 claims description 8
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 8
- KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 claims description 8
- 239000002537 cosmetic Substances 0.000 claims description 7
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 6
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 6
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 6
- CBVWMGCJNPPAAR-UHFFFAOYSA-N n-(5-methylheptan-3-ylidene)hydroxylamine Chemical compound CCC(C)CC(CC)=NO CBVWMGCJNPPAAR-UHFFFAOYSA-N 0.000 claims description 6
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 claims description 6
- 239000002386 air freshener Substances 0.000 claims description 5
- CRDAMVZIKSXKFV-YFVJMOTDSA-N (2-trans,6-trans)-farnesol Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CO CRDAMVZIKSXKFV-YFVJMOTDSA-N 0.000 claims description 4
- LPUCHTNHUHOTRY-UHFFFAOYSA-N 1-(3-bicyclo[2.2.1]heptanyl)ethanamine Chemical compound C1CC2C(C(N)C)CC1C2 LPUCHTNHUHOTRY-UHFFFAOYSA-N 0.000 claims description 4
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 claims description 4
- PETRWTHZSKVLRE-UHFFFAOYSA-N 2-Methoxy-4-methylphenol Chemical compound COC1=CC(C)=CC=C1O PETRWTHZSKVLRE-UHFFFAOYSA-N 0.000 claims description 4
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 4
- DLTWBMHADAJAAZ-UHFFFAOYSA-N 2-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCCCC1O DLTWBMHADAJAAZ-UHFFFAOYSA-N 0.000 claims description 4
- WTPYRCJDOZVZON-UHFFFAOYSA-N 3,5,5-Trimethylhexanal Chemical compound O=CCC(C)CC(C)(C)C WTPYRCJDOZVZON-UHFFFAOYSA-N 0.000 claims description 4
- PRNCMAKCNVRZFX-UHFFFAOYSA-N 3,7-dimethyloctan-1-ol Chemical compound CC(C)CCCC(C)CCO PRNCMAKCNVRZFX-UHFFFAOYSA-N 0.000 claims description 4
- VAJVDSVGBWFCLW-UHFFFAOYSA-N 3-Phenyl-1-propanol Chemical compound OCCCC1=CC=CC=C1 VAJVDSVGBWFCLW-UHFFFAOYSA-N 0.000 claims description 4
- IWTBVKIGCDZRPL-UHFFFAOYSA-N 3-methylpentanol Chemical compound CCC(C)CCO IWTBVKIGCDZRPL-UHFFFAOYSA-N 0.000 claims description 4
- OIGWAXDAPKFNCQ-UHFFFAOYSA-N 4-isopropylbenzyl alcohol Chemical compound CC(C)C1=CC=C(CO)C=C1 OIGWAXDAPKFNCQ-UHFFFAOYSA-N 0.000 claims description 4
- GDWRKZLROIFUML-UHFFFAOYSA-N 4-phenylbutan-2-ol Chemical compound CC(O)CCC1=CC=CC=C1 GDWRKZLROIFUML-UHFFFAOYSA-N 0.000 claims description 4
- CCOQPGVQAWPUPE-UHFFFAOYSA-N 4-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCC(O)CC1 CCOQPGVQAWPUPE-UHFFFAOYSA-N 0.000 claims description 4
- ALWUKGXLBSQSMA-UHFFFAOYSA-N 5-Hexyldihydro-5-methyl-2(3H)-furanone Chemical compound CCCCCCC1(C)CCC(=O)O1 ALWUKGXLBSQSMA-UHFFFAOYSA-N 0.000 claims description 4
- PSBKJPTZCVYXSD-UHFFFAOYSA-N 5-methylheptan-3-one Chemical compound CCC(C)CC(=O)CC PSBKJPTZCVYXSD-UHFFFAOYSA-N 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims description 4
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 claims description 4
- WVMBPWMAQDVZCM-UHFFFAOYSA-N N-methylanthranilic acid Chemical compound CNC1=CC=CC=C1C(O)=O WVMBPWMAQDVZCM-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 150000001413 amino acids Chemical class 0.000 claims description 4
- AKGGYBADQZYZPD-UHFFFAOYSA-N benzylacetone Chemical compound CC(=O)CCC1=CC=CC=C1 AKGGYBADQZYZPD-UHFFFAOYSA-N 0.000 claims description 4
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 claims description 4
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims description 4
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 4
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 claims description 4
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 claims description 4
- 150000002085 enols Chemical class 0.000 claims description 4
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 claims description 4
- FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 claims description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 4
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 claims description 4
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 claims description 4
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 claims description 4
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 claims description 4
- BOPPSUHPZARXTH-UHFFFAOYSA-N ocean propanal Chemical compound O=CC(C)CC1=CC=C2OCOC2=C1 BOPPSUHPZARXTH-UHFFFAOYSA-N 0.000 claims description 4
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 claims description 4
- 235000000346 sugar Nutrition 0.000 claims description 4
- 150000008163 sugars Chemical class 0.000 claims description 4
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 claims description 4
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 claims description 4
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 claims description 4
- BGEHHAVMRVXCGR-UHFFFAOYSA-N tridecanal Chemical compound CCCCCCCCCCCCC=O BGEHHAVMRVXCGR-UHFFFAOYSA-N 0.000 claims description 4
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 claims description 4
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 claims description 4
- OXYRENDGHPGWKV-UHFFFAOYSA-N 3-methyl-5-phenylpentan-1-ol Chemical compound OCCC(C)CCC1=CC=CC=C1 OXYRENDGHPGWKV-UHFFFAOYSA-N 0.000 claims description 3
- 239000005711 Benzoic acid Substances 0.000 claims description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 3
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims description 3
- 239000005770 Eugenol Substances 0.000 claims description 3
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 3
- LMETVDMCIJNNKH-UHFFFAOYSA-N [(3,7-Dimethyl-6-octenyl)oxy]acetaldehyde Chemical compound CC(C)=CCCC(C)CCOCC=O LMETVDMCIJNNKH-UHFFFAOYSA-N 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 125000004171 alkoxy aryl group Chemical group 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims description 3
- 125000005325 aryloxy aryl group Chemical group 0.000 claims description 3
- 235000010233 benzoic acid Nutrition 0.000 claims description 3
- 238000004140 cleaning Methods 0.000 claims description 3
- 229960002217 eugenol Drugs 0.000 claims description 3
- VWMVAQHMFFZQGD-UHFFFAOYSA-N p-Hydroxybenzyl acetone Natural products CC(=O)CC1=CC=C(O)C=C1 VWMVAQHMFFZQGD-UHFFFAOYSA-N 0.000 claims description 3
- NJGBTKGETPDVIK-UHFFFAOYSA-N raspberry ketone Chemical compound CC(=O)CCC1=CC=C(O)C=C1 NJGBTKGETPDVIK-UHFFFAOYSA-N 0.000 claims description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims description 2
- GHBSPIPJMLAMEP-UHFFFAOYSA-N (+/-)-tetrahydro-6-pentyl-2H-pyran-2-one Natural products CCCCCC1CCCC(=O)O1 GHBSPIPJMLAMEP-UHFFFAOYSA-N 0.000 claims description 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 claims description 2
- DMXUBGVVJLVCPB-UHFFFAOYSA-N (2,4,6-trimethylcyclohex-3-en-1-yl)methanol Chemical compound CC1CC(C)=CC(C)C1CO DMXUBGVVJLVCPB-UHFFFAOYSA-N 0.000 claims description 2
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 claims description 2
- 239000001520 (2E,6Z)-nona-2,6-dien-1-ol Substances 0.000 claims description 2
- WBNJCBPWAMSDMR-YFVJMOTDSA-N (2e,6e)-3,7,11-trimethyldodeca-2,6-dienal Chemical compound CC(C)CCC\C(C)=C\CC\C(C)=C\C=O WBNJCBPWAMSDMR-YFVJMOTDSA-N 0.000 claims description 2
- UPMAOXLCTXPPAG-BBBLOLIVSA-N (2s,4ar,8ar)-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-2-ol Chemical compound C1CCC[C@@H]2C[C@@H](O)CC[C@H]21 UPMAOXLCTXPPAG-BBBLOLIVSA-N 0.000 claims description 2
- 239000001618 (3R)-3-methylpentan-1-ol Substances 0.000 claims description 2
- CIXAYNMKFFQEFU-UHFFFAOYSA-N (4-Methylphenyl)acetaldehyde Chemical compound CC1=CC=C(CC=O)C=C1 CIXAYNMKFFQEFU-UHFFFAOYSA-N 0.000 claims description 2
- KHWTYGFHPHRQMP-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(CO)CC1 KHWTYGFHPHRQMP-UHFFFAOYSA-N 0.000 claims description 2
- GLZPCOQZEFWAFX-JXMROGBWSA-N (E)-Geraniol Chemical compound CC(C)=CCC\C(C)=C\CO GLZPCOQZEFWAFX-JXMROGBWSA-N 0.000 claims description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 claims description 2
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 claims description 2
- XJHRZBIBSSVCEL-ARJAWSKDSA-N (Z)-non-6-en-1-ol Chemical compound CC\C=C/CCCCCO XJHRZBIBSSVCEL-ARJAWSKDSA-N 0.000 claims description 2
- VTIODUHBZHNXFP-IHWYPQMZSA-N (e)-4-hexen-1-ol Chemical compound C\C=C/CCCO VTIODUHBZHNXFP-IHWYPQMZSA-N 0.000 claims description 2
- YGFGZTXGYTUXBA-UHFFFAOYSA-N (±)-2,6-dimethyl-5-heptenal Chemical compound O=CC(C)CCC=C(C)C YGFGZTXGYTUXBA-UHFFFAOYSA-N 0.000 claims description 2
- BVDMQAQCEBGIJR-UHFFFAOYSA-N 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol Chemical compound CCCC(O)CCC1C(C)CCCC1(C)C BVDMQAQCEBGIJR-UHFFFAOYSA-N 0.000 claims description 2
- GQBVHGLNSHPKPG-UHFFFAOYSA-N 1-(2-tert-butylcyclohexyl)oxybutan-2-ol Chemical compound CCC(O)COC1CCCCC1C(C)(C)C GQBVHGLNSHPKPG-UHFFFAOYSA-N 0.000 claims description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 2
- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 claims description 2
- GIEMHYCMBGELGY-UHFFFAOYSA-N 10-undecen-1-ol Chemical compound OCCCCCCCCCC=C GIEMHYCMBGELGY-UHFFFAOYSA-N 0.000 claims description 2
- OFHHDSQXFXLTKC-UHFFFAOYSA-N 10-undecenal Chemical compound C=CCCCCCCCCC=O OFHHDSQXFXLTKC-UHFFFAOYSA-N 0.000 claims description 2
- DUKMHUVJUINORY-UHFFFAOYSA-N 2,5,7-trimethyloctan-3-ol Chemical compound CC(C)CC(C)CC(O)C(C)C DUKMHUVJUINORY-UHFFFAOYSA-N 0.000 claims description 2
- UEGBWDUVDAKUGA-UHFFFAOYSA-N 2,6,10-trimethylundec-9-enal Chemical compound CC(C)=CCCC(C)CCCC(C)C=O UEGBWDUVDAKUGA-UHFFFAOYSA-N 0.000 claims description 2
- HGDVHRITTGWMJK-UHFFFAOYSA-N 2,6-dimethylheptan-2-ol Chemical compound CC(C)CCCC(C)(C)O HGDVHRITTGWMJK-UHFFFAOYSA-N 0.000 claims description 2
- RMPKHUJAYKUKPH-UHFFFAOYSA-N 2,6-dimethyloct-5-enal Chemical compound CCC(C)=CCCC(C)C=O RMPKHUJAYKUKPH-UHFFFAOYSA-N 0.000 claims description 2
- FSKGFRBHGXIDSA-UHFFFAOYSA-N 2-(4-propan-2-ylphenyl)acetaldehyde Chemical compound CC(C)C1=CC=C(CC=O)C=C1 FSKGFRBHGXIDSA-UHFFFAOYSA-N 0.000 claims description 2
- IZQUWQPXCQLTJY-UHFFFAOYSA-N 2-(4-propan-2-ylphenyl)propanal Chemical compound CC(C)C1=CC=C(C(C)C=O)C=C1 IZQUWQPXCQLTJY-UHFFFAOYSA-N 0.000 claims description 2
- RNDNSYIPLPAXAZ-UHFFFAOYSA-N 2-Phenyl-1-propanol Chemical compound OCC(C)C1=CC=CC=C1 RNDNSYIPLPAXAZ-UHFFFAOYSA-N 0.000 claims description 2
- GFIWSSUBVYLTRF-UHFFFAOYSA-N 2-[2-(2-hydroxyethylamino)ethylamino]ethanol Chemical compound OCCNCCNCCO GFIWSSUBVYLTRF-UHFFFAOYSA-N 0.000 claims description 2
- GVNHOISKXMSMPX-UHFFFAOYSA-N 2-[butyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCN(CCO)CCO GVNHOISKXMSMPX-UHFFFAOYSA-N 0.000 claims description 2
- IRIVQXLOJHCXIE-UHFFFAOYSA-N 2-cyclohexylpropan-1-ol Chemical compound OCC(C)C1CCCCC1 IRIVQXLOJHCXIE-UHFFFAOYSA-N 0.000 claims description 2
- PJXHBTZLHITWFX-UHFFFAOYSA-N 2-heptylcyclopentan-1-one Chemical compound CCCCCCCC1CCCC1=O PJXHBTZLHITWFX-UHFFFAOYSA-N 0.000 claims description 2
- VGECIEOJXLMWGO-UHFFFAOYSA-N 2-hexylcyclopent-2-en-1-one Chemical compound CCCCCCC1=CCCC1=O VGECIEOJXLMWGO-UHFFFAOYSA-N 0.000 claims description 2
- VDBFZEMBBKEKPI-UHFFFAOYSA-N 2-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butanal Chemical compound O=CC(C)CCC1C(C)=CCCC1(C)C VDBFZEMBBKEKPI-UHFFFAOYSA-N 0.000 claims description 2
- SXGYZCMGVZKIPJ-UHFFFAOYSA-N 2-methyl-4-phenylpentan-1-ol Chemical compound OCC(C)CC(C)C1=CC=CC=C1 SXGYZCMGVZKIPJ-UHFFFAOYSA-N 0.000 claims description 2
- DRTBYQJIHFSKDT-UHFFFAOYSA-N 2-methyl-5-phenylpentan-1-ol Chemical compound OCC(C)CCCC1=CC=CC=C1 DRTBYQJIHFSKDT-UHFFFAOYSA-N 0.000 claims description 2
- LBICMZLDYMBIGA-UHFFFAOYSA-N 2-methyldecanal Chemical compound CCCCCCCCC(C)C=O LBICMZLDYMBIGA-UHFFFAOYSA-N 0.000 claims description 2
- FGZXHVORLPLICA-UHFFFAOYSA-N 2-methylundecan-1-ol Chemical compound CCCCCCCCCC(C)CO FGZXHVORLPLICA-UHFFFAOYSA-N 0.000 claims description 2
- NFAVNWJJYQAGNB-UHFFFAOYSA-N 2-methylundecanal Chemical compound CCCCCCCCCC(C)C=O NFAVNWJJYQAGNB-UHFFFAOYSA-N 0.000 claims description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 2
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- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- IPBFYZQJXZJBFQ-UHFFFAOYSA-N gamma-octalactone Chemical compound CCCCC1CCC(=O)O1 IPBFYZQJXZJBFQ-UHFFFAOYSA-N 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 229960002989 glutamic acid Drugs 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
- 229960002743 glutamine Drugs 0.000 description 1
- 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
- 229960002449 glycine Drugs 0.000 description 1
- 238000003988 headspace gas chromatography Methods 0.000 description 1
- KWLMIXQRALPRBC-UHFFFAOYSA-L hectorite Chemical compound [Li+].[OH-].[OH-].[Na+].[Mg+2].O1[Si]2([O-])O[Si]1([O-])O[Si]([O-])(O1)O[Si]1([O-])O2 KWLMIXQRALPRBC-UHFFFAOYSA-L 0.000 description 1
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- 229960002885 histidine Drugs 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
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- 238000011065 in-situ storage Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229960000310 isoleucine Drugs 0.000 description 1
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
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- 229960003136 leucine Drugs 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 235000018977 lysine Nutrition 0.000 description 1
- 229960003646 lysine Drugs 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 229960004452 methionine Drugs 0.000 description 1
- BKMAIDRLVDHVHD-UHFFFAOYSA-N n-[1-(5-bicyclo[2.2.1]hept-2-enyl)ethylidene]hydroxylamine Chemical compound C1C2C(C(=NO)C)CC1C=C2 BKMAIDRLVDHVHD-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- YWXLSHOWXZUMSR-UHFFFAOYSA-N octan-4-one Chemical compound CCCCC(=O)CCC YWXLSHOWXZUMSR-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
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- 239000002674 ointment Substances 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 238000010419 pet care Methods 0.000 description 1
- 235000008729 phenylalanine Nutrition 0.000 description 1
- 229960005190 phenylalanine Drugs 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
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- 239000000843 powder Substances 0.000 description 1
- 229940116987 ppg-3 myristyl ether Drugs 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 229960002429 proline Drugs 0.000 description 1
- 235000013930 proline Nutrition 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 229940101631 quaternium-18 hectorite Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229960001153 serine Drugs 0.000 description 1
- 235000004400 serine Nutrition 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 244000005714 skin microbiome Species 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 229940033331 soy sterol Drugs 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229960002898 threonine Drugs 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- 229960004799 tryptophan Drugs 0.000 description 1
- 229960004441 tyrosine Drugs 0.000 description 1
- 235000002374 tyrosine Nutrition 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 235000014393 valine Nutrition 0.000 description 1
- 229960004295 valine Drugs 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/62—Oximes having oxygen atoms of oxyimino groups esterified
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/62—Oximes having oxygen atoms of oxyimino groups esterified
- C07C251/64—Oximes having oxygen atoms of oxyimino groups esterified by carboxylic acids
- C07C251/66—Oximes having oxygen atoms of oxyimino groups esterified by carboxylic acids with the esterifying carboxyl groups bound to hydrogen atoms, to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/62—Oximes having oxygen atoms of oxyimino groups esterified
- C07C251/64—Oximes having oxygen atoms of oxyimino groups esterified by carboxylic acids
- C07C251/68—Oximes having oxygen atoms of oxyimino groups esterified by carboxylic acids with at least one of the esterifying carboxyl groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- General Preparation And Processing Of Foods (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP98115403.2 | 1998-08-17 | ||
| EP98115403 | 1998-08-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000109457A true JP2000109457A (ja) | 2000-04-18 |
| JP2000109457A5 JP2000109457A5 (enExample) | 2006-09-28 |
Family
ID=8232466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11267612A Pending JP2000109457A (ja) | 1998-08-17 | 1999-08-17 | オキシムカルボン酸誘導体 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6521797B1 (enExample) |
| JP (1) | JP2000109457A (enExample) |
| AT (1) | ATE288418T1 (enExample) |
| AU (1) | AU4453399A (enExample) |
| BR (1) | BR9903629A (enExample) |
| CA (1) | CA2280374A1 (enExample) |
| DE (1) | DE69923505T2 (enExample) |
| ES (1) | ES2235412T3 (enExample) |
| ZA (1) | ZA995213B (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007013581A1 (ja) * | 2005-07-28 | 2007-02-01 | Kobayashi Pharmaceutical Co., Ltd. | 鎮静用組成物 |
| JP2012526809A (ja) * | 2009-05-15 | 2012-11-01 | イーストマン ケミカル カンパニー | 脂環式ジオール抗微生物剤を含有する組成物および製品ならびに該組成物および製品の使用方法 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6949496B1 (en) * | 1999-08-10 | 2005-09-27 | The Procter & Gamble Company | Detergent compositions comprising hydrotropes |
| DE10326760A1 (de) * | 2003-06-13 | 2005-01-13 | Infineon Technologies Ag | Verfahren und Schaltung zur Crestfaktor-Reduzierung |
| CN104093315B (zh) * | 2011-12-06 | 2018-04-03 | 荷兰联合利华有限公司 | 抗微生物组合物 |
| CA2894446C (en) * | 2012-12-14 | 2017-07-18 | The Procter & Gamble Company | Antiperspirant and deodorant compositions |
Citations (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE451889C (de) * | 1928-03-20 | Anton Till | Verfahren zur Massenherstellung von Achat- u. dgl. Lagerpfannen | |
| JPS4816913B1 (enExample) * | 1968-11-16 | 1973-05-25 | ||
| DE2227921A1 (de) * | 1972-06-08 | 1973-12-20 | Bayer Ag | Benzimidazol-2-yl-carbaminsaeureketonoximester, verfahren zu ihrer herstellung und ihre gungizide verwendung |
| JPS5116648A (en) * | 1974-06-21 | 1976-02-10 | Hoechst Ag | Chikan 00 ashiruuakuriruarudokishimunoseiho |
| JPS51128938A (en) * | 1975-04-22 | 1976-11-10 | Fujisawa Pharmaceut Co Ltd | Thereof and their uses carbonates and, process for preparing |
| JPS5535002A (en) * | 1978-08-31 | 1980-03-11 | Ciba Geigy Ag | Oxime carbamate and oxime carbonate and cultured plant protecting agent |
| DE3224787A1 (de) * | 1982-07-02 | 1984-01-05 | Bayer Ag, 5090 Leverkusen | Oximcarbamate, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
| JPS60108837A (ja) * | 1983-11-17 | 1985-06-14 | Fuji Photo Film Co Ltd | 酸プレカ−サ− |
| JPS62286961A (ja) * | 1986-06-05 | 1987-12-12 | Asahi Chem Ind Co Ltd | 新規なオキシムエステル化合物及びその製造方法 |
| JPS63139999A (ja) * | 1986-11-06 | 1988-06-11 | ザ・クロロックス・カンパニー | アシル酸窒素過酸先駆物質 |
| JPH03232859A (ja) * | 1990-02-09 | 1991-10-16 | Ube Ind Ltd | ピラゾール誘導体、その製造方法及び殺菌剤 |
| JPH0687812A (ja) * | 1992-09-04 | 1994-03-29 | Chisso Corp | 生理活性を有するオキシム類およびそれらのo−アシル誘導体 |
| JPH07173140A (ja) * | 1993-10-28 | 1995-07-11 | Tokuyama Corp | 保護された水酸基を有する複素環化合物の製造方法 |
| JPH08502522A (ja) * | 1993-08-09 | 1996-03-19 | フイルメニツヒ ソシエテ アノニム | 繊維の芳香付け法 |
| JPH08151356A (ja) * | 1994-11-25 | 1996-06-11 | Tokuyama Corp | オキシムカーボネート化合物の製造方法 |
| GB2303789A (en) * | 1995-07-29 | 1997-03-05 | Procter & Gamble | Perfumed compositions containing formaldehyde generating preservatives |
| JPH1072595A (ja) * | 1996-07-01 | 1998-03-17 | Lion Corp | 液体酸素系漂白性組成物 |
| JPH11116537A (ja) * | 1997-06-23 | 1999-04-27 | Givaudan Roure Internatl Sa | アルデヒド/ケトンを供給するための炭酸エステル |
| JPH11180928A (ja) * | 1997-12-22 | 1999-07-06 | Daicel Chem Ind Ltd | α−シアンヒドリンエステル及びα−ヒドロキシ酸の製造方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3259622A (en) | 1962-09-07 | 1966-07-05 | Merck & Co Inc | 1-benzyl-3-indolyl-alpha-haloalkyl and alkylidenyl acetic acids |
| US4014915A (en) | 1975-04-22 | 1977-03-29 | Fujisawa Pharmaceutical Co., Ltd. | Oxime carbonates |
| US4416686A (en) | 1978-08-31 | 1983-11-22 | Ciba-Geigy Corporation | 3,4-Dichlorophenylacetonitrile-N-tert.butylcarbamoyloxy ether for the protection of crops against injury by herbicides |
-
1999
- 1999-08-12 ES ES99115880T patent/ES2235412T3/es not_active Expired - Lifetime
- 1999-08-12 AT AT99115880T patent/ATE288418T1/de not_active IP Right Cessation
- 1999-08-12 DE DE69923505T patent/DE69923505T2/de not_active Expired - Fee Related
- 1999-08-16 CA CA002280374A patent/CA2280374A1/en not_active Abandoned
- 1999-08-16 BR BR9903629-0A patent/BR9903629A/pt not_active Application Discontinuation
- 1999-08-16 ZA ZA9905213A patent/ZA995213B/xx unknown
- 1999-08-17 US US09/376,776 patent/US6521797B1/en not_active Expired - Fee Related
- 1999-08-17 AU AU44533/99A patent/AU4453399A/en not_active Abandoned
- 1999-08-17 JP JP11267612A patent/JP2000109457A/ja active Pending
Patent Citations (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE451889C (de) * | 1928-03-20 | Anton Till | Verfahren zur Massenherstellung von Achat- u. dgl. Lagerpfannen | |
| JPS4816913B1 (enExample) * | 1968-11-16 | 1973-05-25 | ||
| DE2227921A1 (de) * | 1972-06-08 | 1973-12-20 | Bayer Ag | Benzimidazol-2-yl-carbaminsaeureketonoximester, verfahren zu ihrer herstellung und ihre gungizide verwendung |
| JPS5116648A (en) * | 1974-06-21 | 1976-02-10 | Hoechst Ag | Chikan 00 ashiruuakuriruarudokishimunoseiho |
| JPS51128938A (en) * | 1975-04-22 | 1976-11-10 | Fujisawa Pharmaceut Co Ltd | Thereof and their uses carbonates and, process for preparing |
| JPS5535002A (en) * | 1978-08-31 | 1980-03-11 | Ciba Geigy Ag | Oxime carbamate and oxime carbonate and cultured plant protecting agent |
| DE3224787A1 (de) * | 1982-07-02 | 1984-01-05 | Bayer Ag, 5090 Leverkusen | Oximcarbamate, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
| JPS60108837A (ja) * | 1983-11-17 | 1985-06-14 | Fuji Photo Film Co Ltd | 酸プレカ−サ− |
| JPS62286961A (ja) * | 1986-06-05 | 1987-12-12 | Asahi Chem Ind Co Ltd | 新規なオキシムエステル化合物及びその製造方法 |
| JPS63139999A (ja) * | 1986-11-06 | 1988-06-11 | ザ・クロロックス・カンパニー | アシル酸窒素過酸先駆物質 |
| JPH03232859A (ja) * | 1990-02-09 | 1991-10-16 | Ube Ind Ltd | ピラゾール誘導体、その製造方法及び殺菌剤 |
| JPH0687812A (ja) * | 1992-09-04 | 1994-03-29 | Chisso Corp | 生理活性を有するオキシム類およびそれらのo−アシル誘導体 |
| JPH08502522A (ja) * | 1993-08-09 | 1996-03-19 | フイルメニツヒ ソシエテ アノニム | 繊維の芳香付け法 |
| JPH07173140A (ja) * | 1993-10-28 | 1995-07-11 | Tokuyama Corp | 保護された水酸基を有する複素環化合物の製造方法 |
| JPH08151356A (ja) * | 1994-11-25 | 1996-06-11 | Tokuyama Corp | オキシムカーボネート化合物の製造方法 |
| GB2303789A (en) * | 1995-07-29 | 1997-03-05 | Procter & Gamble | Perfumed compositions containing formaldehyde generating preservatives |
| JPH1072595A (ja) * | 1996-07-01 | 1998-03-17 | Lion Corp | 液体酸素系漂白性組成物 |
| JPH11116537A (ja) * | 1997-06-23 | 1999-04-27 | Givaudan Roure Internatl Sa | アルデヒド/ケトンを供給するための炭酸エステル |
| JPH11180928A (ja) * | 1997-12-22 | 1999-07-06 | Daicel Chem Ind Ltd | α−シアンヒドリンエステル及びα−ヒドロキシ酸の製造方法 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007013581A1 (ja) * | 2005-07-28 | 2007-02-01 | Kobayashi Pharmaceutical Co., Ltd. | 鎮静用組成物 |
| JP2012526809A (ja) * | 2009-05-15 | 2012-11-01 | イーストマン ケミカル カンパニー | 脂環式ジオール抗微生物剤を含有する組成物および製品ならびに該組成物および製品の使用方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE69923505T2 (de) | 2006-01-12 |
| CA2280374A1 (en) | 2000-02-17 |
| ZA995213B (en) | 2000-04-03 |
| DE69923505D1 (de) | 2005-03-10 |
| ES2235412T3 (es) | 2005-07-01 |
| US6521797B1 (en) | 2003-02-18 |
| ATE288418T1 (de) | 2005-02-15 |
| AU4453399A (en) | 2000-03-09 |
| BR9903629A (pt) | 2000-09-26 |
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