CN100335026C - 用作皮肤增白剂的二-取代雷琐酚 - Google Patents
用作皮肤增白剂的二-取代雷琐酚 Download PDFInfo
- Publication number
- CN100335026C CN100335026C CNB2003801050756A CN200380105075A CN100335026C CN 100335026 C CN100335026 C CN 100335026C CN B2003801050756 A CNB2003801050756 A CN B2003801050756A CN 200380105075 A CN200380105075 A CN 200380105075A CN 100335026 C CN100335026 C CN 100335026C
- Authority
- CN
- China
- Prior art keywords
- acid
- resorcinol
- compositions
- cosmetic composition
- skin
- 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.)
- Expired - Fee Related
Links
- 239000007854 depigmenting agent Substances 0.000 title abstract description 3
- -1 Di-substituted resorcinols Chemical class 0.000 title description 50
- 239000000203 mixture Substances 0.000 claims abstract description 84
- 239000002537 cosmetic Substances 0.000 claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 26
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 57
- 241001597008 Nomeidae Species 0.000 claims description 21
- 230000002087 whitening effect Effects 0.000 claims description 17
- VGMJYYDKPUPTID-UHFFFAOYSA-N 4-ethylbenzene-1,3-diol Chemical group CCC1=CC=C(O)C=C1O VGMJYYDKPUPTID-UHFFFAOYSA-N 0.000 claims description 12
- 230000000475 sunscreen effect Effects 0.000 claims description 12
- 239000000516 sunscreening agent Substances 0.000 claims description 12
- LNFVQIGQENWZQN-UHFFFAOYSA-N 4-propan-2-ylbenzene-1,3-diol Chemical compound CC(C)C1=CC=C(O)C=C1O LNFVQIGQENWZQN-UHFFFAOYSA-N 0.000 claims description 9
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 claims description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 7
- ALYNCZNDIQEVRV-UHFFFAOYSA-N aniline-p-carboxylic acid Natural products NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- 235000013599 spices Nutrition 0.000 claims description 4
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 3
- 229910044991 metal oxide Inorganic materials 0.000 claims description 3
- 150000004706 metal oxides Chemical class 0.000 claims description 3
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 claims description 3
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 claims description 3
- 229960001679 octinoxate Drugs 0.000 claims description 3
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 claims description 2
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 claims description 2
- 239000004101 4-Hexylresorcinol Substances 0.000 claims description 2
- WFJIVOKAWHGMBH-UHFFFAOYSA-N 4-hexylbenzene-1,3-diol Chemical compound CCCCCCC1=CC=C(O)C=C1O WFJIVOKAWHGMBH-UHFFFAOYSA-N 0.000 claims description 2
- 235000019360 4-hexylresorcinol Nutrition 0.000 claims description 2
- CSHZYWUPJWVTMQ-UHFFFAOYSA-N 4-n-Butylresorcinol Chemical compound CCCCC1=CC=C(O)C=C1O CSHZYWUPJWVTMQ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001273 Polyhydroxy acid Polymers 0.000 claims description 2
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000001277 beta hydroxy acids Chemical class 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- SODJJEXAWOSSON-UHFFFAOYSA-N bis(2-hydroxy-4-methoxyphenyl)methanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1O SODJJEXAWOSSON-UHFFFAOYSA-N 0.000 claims description 2
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 claims description 2
- 229960003258 hexylresorcinol Drugs 0.000 claims description 2
- 229960004881 homosalate Drugs 0.000 claims description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 2
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 claims description 2
- 239000004250 tert-Butylhydroquinone Substances 0.000 claims description 2
- 235000019281 tert-butylhydroquinone Nutrition 0.000 claims description 2
- 150000003700 vitamin C derivatives Chemical class 0.000 claims description 2
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 claims 1
- CNXZMGRWEYQCOQ-UHFFFAOYSA-N 2-methoxy-3-phenylprop-2-enoic acid Chemical class COC(C(O)=O)=CC1=CC=CC=C1 CNXZMGRWEYQCOQ-UHFFFAOYSA-N 0.000 claims 1
- NNPQNGPSKXUSFK-UHFFFAOYSA-N C(C)NC1=C(C(=O)OCCC(O)O)C=CC=C1 Chemical compound C(C)NC1=C(C(=O)OCCC(O)O)C=CC=C1 NNPQNGPSKXUSFK-UHFFFAOYSA-N 0.000 claims 1
- 229940111759 benzophenone-2 Drugs 0.000 claims 1
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 claims 1
- 229940025250 camphora Drugs 0.000 claims 1
- 239000010238 camphora Substances 0.000 claims 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims 1
- 229940068171 ethyl hexyl salicylate Drugs 0.000 claims 1
- YAGMLECKUBJRNO-UHFFFAOYSA-N octyl 4-(dimethylamino)benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=C(N(C)C)C=C1 YAGMLECKUBJRNO-UHFFFAOYSA-N 0.000 claims 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims 1
- 229960001173 oxybenzone Drugs 0.000 claims 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims 1
- 229960000368 sulisobenzone Drugs 0.000 claims 1
- UEVAMYPIMMOEFW-UHFFFAOYSA-N trolamine salicylate Chemical class OCCN(CCO)CCO.OC(=O)C1=CC=CC=C1O UEVAMYPIMMOEFW-UHFFFAOYSA-N 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 4
- 229930195733 hydrocarbon Natural products 0.000 abstract description 3
- 229920006395 saturated elastomer Polymers 0.000 abstract description 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 206010040829 Skin discolouration Diseases 0.000 abstract 1
- 210000003491 skin Anatomy 0.000 description 47
- 150000002148 esters Chemical class 0.000 description 35
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
- 239000000126 substance Substances 0.000 description 19
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
- 239000002253 acid Substances 0.000 description 17
- 239000000463 material Substances 0.000 description 17
- 150000003505 terpenes Chemical class 0.000 description 16
- 235000007586 terpenes Nutrition 0.000 description 16
- 239000000194 fatty acid Substances 0.000 description 12
- 235000014113 dietary fatty acids Nutrition 0.000 description 11
- 229930195729 fatty acid Natural products 0.000 description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 235000021355 Stearic acid Nutrition 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 7
- 239000008117 stearic acid Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- RCNCKKACINZDOI-UHFFFAOYSA-N 4,5-dimethylbenzene-1,3-diol Chemical compound CC1=CC(O)=CC(O)=C1C RCNCKKACINZDOI-UHFFFAOYSA-N 0.000 description 6
- ATSSDICPUSGNHX-UHFFFAOYSA-N 4,6-di(propan-2-yl)benzene-1,3-diol Chemical compound CC(C)C1=CC(C(C)C)=C(O)C=C1O ATSSDICPUSGNHX-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- 150000002576 ketones Chemical class 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
- 229920002545 silicone oil Polymers 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 5
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 102000003425 Tyrosinase Human genes 0.000 description 5
- 108060008724 Tyrosinase Proteins 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000600 sorbitol Substances 0.000 description 5
- 239000002562 thickening agent Substances 0.000 description 5
- 239000000080 wetting agent Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- HNZUNIKWNYHEJJ-UHFFFAOYSA-N geranyl acetone Natural products CC(C)=CCCC(C)=CCCC(C)=O HNZUNIKWNYHEJJ-UHFFFAOYSA-N 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000000546 pharmaceutical excipient Substances 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 230000000638 stimulation Effects 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920000305 Nylon 6,10 Polymers 0.000 description 3
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 3
- 206010040880 Skin irritation Diseases 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 3
- 229930006722 beta-pinene Natural products 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 description 3
- GJWSUKYXUMVMGX-UHFFFAOYSA-N citronellic acid Chemical compound OC(=O)CC(C)CCC=C(C)C GJWSUKYXUMVMGX-UHFFFAOYSA-N 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 230000006870 function Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 3
- 229940071826 hydroxyethyl cellulose Drugs 0.000 description 3
- 229920001206 natural gum Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 3
- 238000012216 screening Methods 0.000 description 3
- 231100000475 skin irritation Toxicity 0.000 description 3
- 230000036556 skin irritation Effects 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 229920001285 xanthan gum Polymers 0.000 description 3
- DYLPEFGBWGEFBB-OSFYFWSMSA-N (+)-β-cedrene Chemical compound C1[C@]23[C@H](C)CC[C@H]3C(C)(C)[C@@H]1C(=C)CC2 DYLPEFGBWGEFBB-OSFYFWSMSA-N 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- RJXKHBTYHGBOKV-UHFFFAOYSA-N 2,6-dimethylocta-5,7-dien-4-one Chemical compound CC(C)CC(=O)C=C(C)C=C RJXKHBTYHGBOKV-UHFFFAOYSA-N 0.000 description 2
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 2
- CFAKWWQIUFSQFU-UHFFFAOYSA-N 2-hydroxy-3-methylcyclopent-2-en-1-one Chemical compound CC1=C(O)C(=O)CC1 CFAKWWQIUFSQFU-UHFFFAOYSA-N 0.000 description 2
- KSEBMYQBYZTDHS-UHFFFAOYSA-N 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC(C=CC(O)=O)=CC=C1O KSEBMYQBYZTDHS-UHFFFAOYSA-N 0.000 description 2
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 2
- 229930008398 Citronellate Natural products 0.000 description 2
- LEVWYRKDKASIDU-QWWZWVQMSA-N D-cystine Chemical compound OC(=O)[C@H](N)CSSC[C@@H](N)C(O)=O LEVWYRKDKASIDU-QWWZWVQMSA-N 0.000 description 2
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000005792 Geraniol Substances 0.000 description 2
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 2
- 244000178870 Lavandula angustifolia Species 0.000 description 2
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 244000270834 Myristica fragrans Species 0.000 description 2
- 235000009421 Myristica fragrans Nutrition 0.000 description 2
- 244000004005 Nypa fruticans Species 0.000 description 2
- 235000005305 Nypa fruticans Nutrition 0.000 description 2
- 208000012641 Pigmentation disease Diseases 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000005376 alkyl siloxane group Chemical group 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- GWYFCOCPABKNJV-UHFFFAOYSA-N beta-methyl-butyric acid Natural products CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- BQOFWKZOCNGFEC-UHFFFAOYSA-N carene Chemical compound C1C(C)=CCC2C(C)(C)C12 BQOFWKZOCNGFEC-UHFFFAOYSA-N 0.000 description 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 235000000484 citronellol Nutrition 0.000 description 2
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 2
- 235000018417 cysteine Nutrition 0.000 description 2
- 229960002433 cysteine Drugs 0.000 description 2
- 229960003067 cystine Drugs 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- AMTWCFIAVKBGOD-UHFFFAOYSA-N dioxosilane;methoxy-dimethyl-trimethylsilyloxysilane Chemical compound O=[Si]=O.CO[Si](C)(C)O[Si](C)(C)C AMTWCFIAVKBGOD-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- 229940113087 geraniol Drugs 0.000 description 2
- 229960004275 glycolic acid Drugs 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 229960000448 lactic acid Drugs 0.000 description 2
- CZVXBFUKBZRMKR-UHFFFAOYSA-N lavandulol Chemical compound CC(C)=CCC(CO)C(C)=C CZVXBFUKBZRMKR-UHFFFAOYSA-N 0.000 description 2
- 235000018219 lavender Nutrition 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 239000001702 nutmeg Substances 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 229940100460 peg-100 stearate Drugs 0.000 description 2
- 230000019612 pigmentation Effects 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 2
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 2
- YQUVCSBJEUQKSH-UHFFFAOYSA-N protochatechuic acid Natural products OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 description 2
- 210000000582 semen Anatomy 0.000 description 2
- 229940083037 simethicone Drugs 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- WKOLLVMJNQIZCI-UHFFFAOYSA-N vanillic acid Chemical compound COC1=CC(C(O)=O)=CC=C1O WKOLLVMJNQIZCI-UHFFFAOYSA-N 0.000 description 2
- TUUBOHWZSQXCSW-UHFFFAOYSA-N vanillic acid Natural products COC1=CC(O)=CC(C(O)=O)=C1 TUUBOHWZSQXCSW-UHFFFAOYSA-N 0.000 description 2
- 239000007762 w/o emulsion Substances 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- OGLDWXZKYODSOB-UHFFFAOYSA-N α-phellandrene Chemical compound CC(C)C1CC=C(C)C=C1 OGLDWXZKYODSOB-UHFFFAOYSA-N 0.000 description 2
- YHQGMYUVUMAZJR-UHFFFAOYSA-N α-terpinene Chemical compound CC(C)C1=CC=C(C)CC1 YHQGMYUVUMAZJR-UHFFFAOYSA-N 0.000 description 2
- NPNUFJAVOOONJE-ZIAGYGMSSA-N β-(E)-Caryophyllene Chemical compound C1CC(C)=CCCC(=C)[C@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-ZIAGYGMSSA-N 0.000 description 2
- YKFLAYDHMOASIY-UHFFFAOYSA-N γ-terpinene Chemical compound CC(C)C1=CCC(C)=CC1 YKFLAYDHMOASIY-UHFFFAOYSA-N 0.000 description 2
- WTOYNNBCKUYIKC-JMSVASOKSA-N (+)-nootkatone Chemical compound C1C[C@@H](C(C)=C)C[C@@]2(C)[C@H](C)CC(=O)C=C21 WTOYNNBCKUYIKC-JMSVASOKSA-N 0.000 description 1
- QEBNYNLSCGVZOH-NFAWXSAZSA-N (+)-valencene Chemical compound C1C[C@@H](C(C)=C)C[C@@]2(C)[C@H](C)CCC=C21 QEBNYNLSCGVZOH-NFAWXSAZSA-N 0.000 description 1
- LFJQCDVYDGGFCH-JTQLQIEISA-N (+)-β-phellandrene Chemical compound CC(C)[C@@H]1CCC(=C)C=C1 LFJQCDVYDGGFCH-JTQLQIEISA-N 0.000 description 1
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- LFJQCDVYDGGFCH-SNVBAGLBSA-N (+/-)-beta-Phellandrene Natural products CC(C)[C@H]1CCC(=C)C=C1 LFJQCDVYDGGFCH-SNVBAGLBSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- RGZSQWQPBWRIAQ-CABCVRRESA-N (-)-alpha-Bisabolol Chemical compound CC(C)=CCC[C@](C)(O)[C@H]1CCC(C)=CC1 RGZSQWQPBWRIAQ-CABCVRRESA-N 0.000 description 1
- WXQGPFZDVCRBME-QEJZJMRPSA-N (-)-thujopsene Chemical compound C([C@@]1(C)CC=C2C)CCC(C)(C)[C@]11[C@H]2C1 WXQGPFZDVCRBME-QEJZJMRPSA-N 0.000 description 1
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 description 1
- 239000001112 (2E)-1,1-diethoxy-3,7-dimethylocta-2,6-diene Substances 0.000 description 1
- 239000001500 (2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol Substances 0.000 description 1
- UHGGERUQGSJHKR-VCDGYCQFSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;octadecanoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCCCCCCCCCCCC(O)=O UHGGERUQGSJHKR-VCDGYCQFSA-N 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WUOACPNHFRMFPN-VIFPVBQESA-N (R)-(+)-alpha-terpineol Chemical compound CC1=CC[C@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-VIFPVBQESA-N 0.000 description 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- CZVXBFUKBZRMKR-JTQLQIEISA-N (R)-lavandulol Natural products CC(C)=CC[C@@H](CO)C(C)=C CZVXBFUKBZRMKR-JTQLQIEISA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- NTXGFKWLJFHGGJ-ACCUITESSA-N 1,1-Diethoxy-3,7-dimethyl-2,6-octadiene Chemical compound CCOC(OCC)\C=C(/C)CCC=C(C)C NTXGFKWLJFHGGJ-ACCUITESSA-N 0.000 description 1
- NTXGFKWLJFHGGJ-UHFFFAOYSA-N 1,1-diethoxy-3,7-dimethylocta-2,6-diene Chemical compound CCOC(OCC)C=C(C)CCC=C(C)C NTXGFKWLJFHGGJ-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- 150000005207 1,3-dihydroxybenzenes Chemical class 0.000 description 1
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- FVUGZKDGWGKCFE-UHFFFAOYSA-N 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone Chemical compound CC1(C)CCCC2=C1CC(C(C)=O)(C)C(C)C2 FVUGZKDGWGKCFE-UHFFFAOYSA-N 0.000 description 1
- FXCYGAGBPZQRJE-ZHACJKMWSA-N 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1,6-heptadien-3-one Chemical compound CC1=CCCC(C)(C)C1\C=C\C(=O)CCC=C FXCYGAGBPZQRJE-ZHACJKMWSA-N 0.000 description 1
- LALVCWMSKLEQMK-UHFFFAOYSA-N 1-phenyl-3-(4-propan-2-ylphenyl)propane-1,3-dione Chemical compound C1=CC(C(C)C)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 LALVCWMSKLEQMK-UHFFFAOYSA-N 0.000 description 1
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 1
- XYHKNCXZYYTLRG-UHFFFAOYSA-N 1h-imidazole-2-carbaldehyde Chemical compound O=CC1=NC=CN1 XYHKNCXZYYTLRG-UHFFFAOYSA-N 0.000 description 1
- NRKYWOKHZRQRJR-UHFFFAOYSA-N 2,2,2-trifluoroacetamide Chemical compound NC(=O)C(F)(F)F NRKYWOKHZRQRJR-UHFFFAOYSA-N 0.000 description 1
- UEGBWDUVDAKUGA-UHFFFAOYSA-N 2,6,10-trimethylundec-9-enal Chemical compound CC(C)=CCCC(C)CCCC(C)C=O UEGBWDUVDAKUGA-UHFFFAOYSA-N 0.000 description 1
- XSNQECSCDATQEL-SECBINFHSA-N 2,6-dimethyl-7-octen-2-ol Chemical compound C=C[C@@H](C)CCCC(C)(C)O XSNQECSCDATQEL-SECBINFHSA-N 0.000 description 1
- VVUMWAHNKOLVSN-UHFFFAOYSA-N 2-(4-ethoxyanilino)-n-propylpropanamide Chemical compound CCCNC(=O)C(C)NC1=CC=C(OCC)C=C1 VVUMWAHNKOLVSN-UHFFFAOYSA-N 0.000 description 1
- UIERETOOQGIECD-ARJAWSKDSA-M 2-Methyl-2-butenoic acid Natural products C\C=C(\C)C([O-])=O UIERETOOQGIECD-ARJAWSKDSA-M 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- LNYWXOWOHLSLBB-UHFFFAOYSA-N 2-hydroxyoctadecanoic acid;octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCC(O)C(O)=O LNYWXOWOHLSLBB-UHFFFAOYSA-N 0.000 description 1
- JKRDADVRIYVCCY-UHFFFAOYSA-N 2-hydroxyoctanoic acid Chemical compound CCCCCCC(O)C(O)=O JKRDADVRIYVCCY-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 description 1
- UWKAYLJWKGQEPM-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl acetate Chemical compound CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 1
- JZOCDHMHLGUPFI-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl formate Chemical compound CC(C)=CCCC(C)(C=C)OC=O JZOCDHMHLGUPFI-UHFFFAOYSA-N 0.000 description 1
- YCIXWYOBMVNGTB-UHFFFAOYSA-N 3-methyl-2-pentylcyclopent-2-en-1-one Chemical compound CCCCCC1=C(C)CCC1=O YCIXWYOBMVNGTB-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- JBYXPOFIGCOSSB-GOJKSUSPSA-N 9-cis,11-trans-octadecadienoic acid Chemical compound CCCCCC\C=C\C=C/CCCCCCCC(O)=O JBYXPOFIGCOSSB-GOJKSUSPSA-N 0.000 description 1
- NVEQFIOZRFFVFW-UHFFFAOYSA-N 9-epi-beta-caryophyllene oxide Natural products C=C1CCC2OC2(C)CCC2C(C)(C)CC21 NVEQFIOZRFFVFW-UHFFFAOYSA-N 0.000 description 1
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 1
- TWXUTZNBHUWMKJ-UHFFFAOYSA-N Allyl cyclohexylpropionate Chemical compound C=CCOC(=O)CCC1CCCCC1 TWXUTZNBHUWMKJ-UHFFFAOYSA-N 0.000 description 1
- 229910000497 Amalgam Inorganic materials 0.000 description 1
- 208000037259 Amyloid Plaque Diseases 0.000 description 1
- UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- DLLDFFUTWTZUDZ-UHFFFAOYSA-N C=O.CC1CCCC(=C1)C Chemical compound C=O.CC1CCCC(=C1)C DLLDFFUTWTZUDZ-UHFFFAOYSA-N 0.000 description 1
- 239000005973 Carvone Substances 0.000 description 1
- 206010008190 Cerebrovascular accident Diseases 0.000 description 1
- DZNVIZQPWLDQHI-UHFFFAOYSA-N Citronellyl formate Chemical compound O=COCCC(C)CCC=C(C)C DZNVIZQPWLDQHI-UHFFFAOYSA-N 0.000 description 1
- ZKVZSBSZTMPBQR-UHFFFAOYSA-N Civetone Natural products O=C1CCCCCCCC=CCCCCCCC1 ZKVZSBSZTMPBQR-UHFFFAOYSA-N 0.000 description 1
- 244000235531 Cupressus funebris Species 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- OGJYXQFXLSCKTP-LCYFTJDESA-N Geranyl 2-methylpropanoate Chemical compound CC(C)C(=O)OC\C=C(\C)CCC=C(C)C OGJYXQFXLSCKTP-LCYFTJDESA-N 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 1
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- PDSNLYSELAIEBU-UHFFFAOYSA-N Longifolene Chemical compound C1CCC(C)(C)C2C3CCC2C1(C)C3=C PDSNLYSELAIEBU-UHFFFAOYSA-N 0.000 description 1
- ZPUKHRHPJKNORC-UHFFFAOYSA-N Longifolene Natural products CC1(C)CCCC2(C)C3CCC1(C3)C2=C ZPUKHRHPJKNORC-UHFFFAOYSA-N 0.000 description 1
- WSTYNZDAOAEEKG-UHFFFAOYSA-N Mayol Natural products CC1=C(O)C(=O)C=C2C(CCC3(C4CC(C(CC4(CCC33C)C)=O)C)C)(C)C3=CC=C21 WSTYNZDAOAEEKG-UHFFFAOYSA-N 0.000 description 1
- 208000003351 Melanosis Diseases 0.000 description 1
- 229920003091 Methocel™ Polymers 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- GLZPCOQZEFWAFX-JXMROGBWSA-N Nerol Natural products CC(C)=CCC\C(C)=C\CO GLZPCOQZEFWAFX-JXMROGBWSA-N 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- BYCHQEILESTMQU-UHFFFAOYSA-N Propionsaeure-nerylester Natural products CCC(=O)OCC=C(C)CCC=C(C)C BYCHQEILESTMQU-UHFFFAOYSA-N 0.000 description 1
- CMCJFUXWBBHIIL-UHFFFAOYSA-N Propylene glycol stearate Chemical class CC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O CMCJFUXWBBHIIL-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930182558 Sterol Natural products 0.000 description 1
- 208000006011 Stroke Diseases 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- RIQIJXOWVAHQES-UNAKLNRMSA-N Tocoretinate Chemical compound C([C@@](OC1=C(C)C=2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC1=C(C)C=2OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C RIQIJXOWVAHQES-UNAKLNRMSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000004110 Zinc silicate Substances 0.000 description 1
- QJIRKQIIUUYESB-UHFFFAOYSA-N [O].CC=O Chemical compound [O].CC=O QJIRKQIIUUYESB-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 229960000458 allantoin Drugs 0.000 description 1
- RGZSQWQPBWRIAQ-LSDHHAIUSA-N alpha-Bisabolol Natural products CC(C)=CCC[C@@](C)(O)[C@@H]1CCC(C)=CC1 RGZSQWQPBWRIAQ-LSDHHAIUSA-N 0.000 description 1
- FAMPSKZZVDUYOS-UHFFFAOYSA-N alpha-Caryophyllene Natural products CC1=CCC(C)(C)C=CCC(C)=CCC1 FAMPSKZZVDUYOS-UHFFFAOYSA-N 0.000 description 1
- UZFLPKAIBPNNCA-BQYQJAHWSA-N alpha-ionone Chemical compound CC(=O)\C=C\C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-BQYQJAHWSA-N 0.000 description 1
- JZQOJFLIJNRDHK-CMDGGOBGSA-N alpha-irone Chemical compound CC1CC=C(C)C(\C=C\C(C)=O)C1(C)C JZQOJFLIJNRDHK-CMDGGOBGSA-N 0.000 description 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 1
- OGLDWXZKYODSOB-SNVBAGLBSA-N alpha-phellandrene Natural products CC(C)[C@H]1CC=C(C)C=C1 OGLDWXZKYODSOB-SNVBAGLBSA-N 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000003255 anti-acne Effects 0.000 description 1
- 230000002086 anti-sebum Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229960005274 benzocaine Drugs 0.000 description 1
- DYLPEFGBWGEFBB-UHFFFAOYSA-N beta-Cedren Natural products C1C23C(C)CCC3C(C)(C)C1C(=C)CC2 DYLPEFGBWGEFBB-UHFFFAOYSA-N 0.000 description 1
- NPNUFJAVOOONJE-UHFFFAOYSA-N beta-cariophyllene Natural products C1CC(C)=CCCC(=C)C2CC(C)(C)C21 NPNUFJAVOOONJE-UHFFFAOYSA-N 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- POIARNZEYGURDG-FNORWQNLSA-N beta-damascenone Chemical compound C\C=C\C(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-FNORWQNLSA-N 0.000 description 1
- LFJQCDVYDGGFCH-UHFFFAOYSA-N beta-phellandrene Natural products CC(C)C1CCC(=C)C=C1 LFJQCDVYDGGFCH-UHFFFAOYSA-N 0.000 description 1
- RUJPNZNXGCHGID-UHFFFAOYSA-N beta-terpineol Chemical compound CC(=C)C1CCC(C)(O)CC1 RUJPNZNXGCHGID-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- NZIKRHKSEITLPS-UHFFFAOYSA-N butane-1,3-diol;octadecanoic acid Chemical compound CC(O)CCO.CCCCCCCCCCCCCCCCCC(O)=O NZIKRHKSEITLPS-UHFFFAOYSA-N 0.000 description 1
- JRZCGMGYTDEOII-UHFFFAOYSA-N butanedioic acid;2-sulfobutanedioic acid Chemical compound OC(=O)CCC(O)=O.OC(=O)CC(C(O)=O)S(O)(=O)=O JRZCGMGYTDEOII-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000006208 butylation Effects 0.000 description 1
- 229930006739 camphene Natural products 0.000 description 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930006737 car-3-ene Natural products 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- NPNUFJAVOOONJE-UONOGXRCSA-N caryophyllene Natural products C1CC(C)=CCCC(=C)[C@@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-UONOGXRCSA-N 0.000 description 1
- 229940117948 caryophyllene Drugs 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000007766 cera flava Substances 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 229930003633 citronellal Natural products 0.000 description 1
- 235000000983 citronellal Nutrition 0.000 description 1
- 229940108924 conjugated linoleic acid Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- MHUWZNTUIIFHAS-CLFAGFIQSA-N dioleoyl phosphatidic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC MHUWZNTUIIFHAS-CLFAGFIQSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- WTOYNNBCKUYIKC-UHFFFAOYSA-N dl-nootkatone Natural products C1CC(C(C)=C)CC2(C)C(C)CC(=O)C=C21 WTOYNNBCKUYIKC-UHFFFAOYSA-N 0.000 description 1
- KFEVDPWXEVUUMW-UHFFFAOYSA-N docosanoic acid Natural products CCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 KFEVDPWXEVUUMW-UHFFFAOYSA-N 0.000 description 1
- 229940124274 edetate disodium Drugs 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 229960000655 ensulizole Drugs 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- IAJNXBNRYMEYAZ-UHFFFAOYSA-N ethyl 2-cyano-3,3-diphenylprop-2-enoate Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC)C1=CC=CC=C1 IAJNXBNRYMEYAZ-UHFFFAOYSA-N 0.000 description 1
- YUIDGONLMDUWNF-UHFFFAOYSA-N ethyl 3-chloro-4h-thieno[3,2-b]pyrrole-5-carboxylate Chemical compound S1C=C(Cl)C2=C1C=C(C(=O)OCC)N2 YUIDGONLMDUWNF-UHFFFAOYSA-N 0.000 description 1
- CBZHHQOZZQEZNJ-UHFFFAOYSA-N ethyl 4-[bis(2-hydroxypropyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=C(N(CC(C)O)CC(C)O)C=C1 CBZHHQOZZQEZNJ-UHFFFAOYSA-N 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 210000000232 gallbladder Anatomy 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 229930008392 geranic acid Natural products 0.000 description 1
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 description 1
- FQMZVFJYMPNUCT-UHFFFAOYSA-N geraniol formate Natural products CC(C)=CCCC(C)=CCOC=O FQMZVFJYMPNUCT-UHFFFAOYSA-N 0.000 description 1
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 description 1
- HNZUNIKWNYHEJJ-FMIVXFBMSA-N geranyl acetone Chemical compound CC(C)=CCC\C(C)=C\CCC(C)=O HNZUNIKWNYHEJJ-FMIVXFBMSA-N 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229930195712 glutamate Natural products 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 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
- 239000004519 grease Substances 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- GFMIDCCZJUXASS-UHFFFAOYSA-N hexane-1,1,6-triol Chemical compound OCCCCCC(O)O GFMIDCCZJUXASS-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229920013819 hydroxyethyl ethylcellulose Polymers 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000002955 immunomodulating agent Substances 0.000 description 1
- 229940121354 immunomodulator Drugs 0.000 description 1
- 230000002584 immunomodulator Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000000138 intercalating agent Substances 0.000 description 1
- 229930002839 ionone Natural products 0.000 description 1
- 150000002499 ionone derivatives Chemical class 0.000 description 1
- 229940100554 isononyl isononanoate Drugs 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 229960004502 levodopa Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 238000013507 mapping Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007721 medicinal effect Effects 0.000 description 1
- 210000002752 melanocyte Anatomy 0.000 description 1
- 229940102398 methyl anthranilate Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- DUNCVNHORHNONW-UHFFFAOYSA-N myrcenol Chemical compound CC(C)(O)CCCC(=C)C=C DUNCVNHORHNONW-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- HIGQPQRQIQDZMP-FLIBITNWSA-N neryl acetate Chemical compound CC(C)=CCC\C(C)=C/COC(C)=O HIGQPQRQIQDZMP-FLIBITNWSA-N 0.000 description 1
- OGJYXQFXLSCKTP-UHFFFAOYSA-N neryl isobutyrate Natural products CC(C)C(=O)OCC=C(C)CCC=C(C)C OGJYXQFXLSCKTP-UHFFFAOYSA-N 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000007823 ocimene derivatives Chemical class 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- JXJIQCXXJGRKRJ-KOOBJXAQSA-N pseudoionone Chemical compound CC(C)=CCC\C(C)=C\C=C\C(C)=O JXJIQCXXJGRKRJ-KOOBJXAQSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical class [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 235000010956 sodium stearoyl-2-lactylate Nutrition 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- KNYAZNABVSEZDS-UHFFFAOYSA-M sodium;2-octadecanoyloxypropanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(C)C([O-])=O KNYAZNABVSEZDS-UHFFFAOYSA-M 0.000 description 1
- PQDRXUSSKFWCFA-CFNZNRNTSA-N solanone Chemical compound CC(=O)CC[C@@H](C(C)C)\C=C\C(C)=C PQDRXUSSKFWCFA-CFNZNRNTSA-N 0.000 description 1
- PQDRXUSSKFWCFA-UHFFFAOYSA-N solanone Natural products CC(=O)CCC(C(C)C)C=CC(C)=C PQDRXUSSKFWCFA-UHFFFAOYSA-N 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- WXQGPFZDVCRBME-UHFFFAOYSA-N thujopsene Natural products CC1=CCC2(C)CCCC(C)(C)C22C1C2 WXQGPFZDVCRBME-UHFFFAOYSA-N 0.000 description 1
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
- UAXOELSVPTZZQG-UHFFFAOYSA-N tiglic acid Natural products CC(C)=C(C)C(O)=O UAXOELSVPTZZQG-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 description 1
- ZHYZQXUYZJNEHD-UHFFFAOYSA-N trans-geranic acid Natural products CC(C)=CCCC(C)=CC(O)=O ZHYZQXUYZJNEHD-UHFFFAOYSA-N 0.000 description 1
- 229950010156 tretinoin tocoferil Drugs 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- WCTNXGFHEZQHDR-UHFFFAOYSA-N valencene Natural products C1CC(C)(C)C2(C)CC(C(=C)C)CCC2=C1 WCTNXGFHEZQHDR-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- XSMMCTCMFDWXIX-UHFFFAOYSA-N zinc silicate Chemical compound [Zn+2].[O-][Si]([O-])=O XSMMCTCMFDWXIX-UHFFFAOYSA-N 0.000 description 1
- 235000019352 zinc silicate Nutrition 0.000 description 1
- 229930007850 β-damascenone Natural products 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/29—Titanium; Compounds thereof
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Inorganic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
使用化学式(I)所示化合物作为皮肤增白剂的化妆品组合物和皮肤增白方法,其中:每个X1和/或X2,彼此独立的,各自可以是-H或者是结构式(A)中所示的-COR,-CO2R,-CONHR基团,其中R是C1到C18饱和或者非饱和直链或者支链的烃基,每个R1和/或R2,彼此独立的,各自可以是C1到C18饱和或者非饱和直链或者支链的烃基。
Description
本发明是关于使用雷琐酚衍生化合物的化妆方法和包含了前述化合物,特别是4,6-二取代雷琐酚衍生物作为皮肤增白剂的化妆品组合物。
很多人对于他们的皮肤色素沉着程度很关心。例如,患有老年斑或者雀斑的人可能希望这种色素沉着变得不明显。其他人可能希望减少因太阳曝晒引起的皮肤变黑,或者是淡化他们的自然肤色。为满足此需求,人们作出很多种开发关于降低黑色素细胞中色素生成的产品的努力。但是,迄今确认的物质看起来或者是效果微乎其微或者是出现不希望的副作用,比如,毒性或者皮肤刺激性。所以,对于具有改进的全面效果的新型皮肤增白剂存在着持续的需求。
雷琐酚衍生物具有美容和美发作用。某些雷琐酚衍生物,特别是4-取代雷琐酚衍生物,可用于对皮肤进行增白作用的化妆品组合物中。雷琐酚衍生物在很多出版物中都有描述,包括Hu等人,USP6,132,740;Collington等人,PCT WO 00/56702;Bradley等人,EP 1134 207;Shinomiya等人,USP 5,880,314;LaGrange等人,USP5,468,472;Hiroaki等人,JP11-255638 A2;Torihara等人,USP4,959,393;和日本公开的JP2001-010925和JP2000-327557。
雷琐酚衍生物是已知化合物,可以通过很多种方法容易的获得,包括通过这样一种方法,其中一种饱和的羧酸和雷琐酚在氯化锌的存在下被缩合,所得的缩合物用锌汞齐/盐酸还原(Lille等人,Tr.Nauch-Issled.Inst.Slantsev 1969,No.18:127-134),或者通过这样一种方法,其中雷琐酚和一种相应的烷基醇在氧化铝催化剂的存在下在从200到400℃的高温下反应(英国专利No.1,581,428)。这些化合物有些对皮肤有刺激作用。
申请人现在发现对4,6-二-取代雷琐酚衍生物化合物和包含这些化合物的组合物的使用可以带给皮肤增白作用。这些化合物的通式和结构将在下文中进行深入的讨论。4,6-二-取代雷琐酚衍生物化合物被发现对增白皮肤有效,可以对皮肤刺激更小,但目前尚没有用于增白皮肤。
通式I中化合物,和包含这些化合物的组合物的使用,带给皮肤增白作用,同时还能降低刺激作用。本发明提供和化妆品可接受的赋形剂一起使用的大约0.000001%到大约50%的化学式I所示的化合物的一种化妆品组合物和皮肤增白方法,
其中:
每个X1和/或X2,分别是H或者COR(酰基),CO2R,CONHR基团,后三个基团分别以下面的化学式A来代表:
其中R是C1到C18饱和或者不饱和、直链,支链或者环状的烃基,每个R1和/或R2,分别的可以是C1到C18饱和、或者不饱和,直链,支链或者环状的烃基。
在一种优选的实施方案中,X1和/或X2各个分别或者二者全部代表-H。在一种更加优选的实施方案中,X1和X2全部代表H,这样该化合物就具备如下化学式II,R1和R2基团具有上面化学式I中的定义:
在一种最优选的实施方案中,在上面的化学式II中,R1和R2都代表一个异丙基。
任选地,羟基可以通过本领域已知的方法被进一步取代。例如,其中一个或者全部二个羟基可以用任何一种下面的酸或者酸的组合来酯化:4-羟基-3-甲氧基肉桂酸,4-羟基-3-甲氧基苯甲酸,癸二酸,壬二酸(azaleic acid),苯甲酸,3,4-二羟基肉桂酸,羟苯基丙烯酸,邻羟基苯甲酸,半胱氨酸,胱氨酸,乳酸,和羟基乙酸。
其他的皮肤作用剂可以被加入到对本发明方法所用的组合物中。有机和无机防晒剂也可被加入。
本发明组合物和方法具有有效的皮肤增白特性,可以对皮肤产生较小的刺激,也是经济的。
这里所用的术语”化妆品组合物”是表示局部施用于人体皮肤的组合物。
这里所用的术语”皮肤”包括脸部,颈部,胸部,背部,臂部,腋下,手部,腿部和头皮皮肤。
除了在实施例中所列的,或者被明确的指出的情况之外,其他表示材料数量或者反应条件,材料物理性质和/或用途的数字都应被理解为被”大约”所修饰。所有的数量都是表示基于该组合物的重量,除非另外写明。
请注意,在表示任何浓度范围时,任何特定的较高浓度可以和任何特定的较低浓度相配合。
为避免模糊,单词”包含”表示包含所列物质但不一定表示完全由其构成。换句话说所列的步骤或者选择不一定是穷举的。
皮肤增白衍生物
4,6-二-取代雷琐酚衍生物
本发明是关于作为皮肤增白剂的通式I所示化合物,和包含该化合物的组合物。本发明的组合物和方法的一个特别优势是通式I所示化合物比其他已知皮肤增白化合物对皮肤刺激较小。此外,通式I所示化合物的制备过程也相对简单,更加经济。本发明通过在化妆品可接受的赋形剂中使用大约0.000001%到大约50%的化学式I所示的化合物提供一种化妆品组合物和皮肤增白方法,
其中:
每个X1和/或X2独立的是H或者COR(酰基),CO2R,CONHR基团,后三个基团分别以下面的化学式A来代表:
其中R是C1到C18饱和或者不饱和的直链,支链或者环状的烃基,并且每个R1和/或R2独立的是C1到C18饱和或者不饱和的直链,支链或者环状的烃基。
在一种优选的实施方案中,X1和/或X2各个分别或者二者全部代表H。在一种更加优选的实施方案中,X1和X2全部代表H,这样该化合物就具备如下化学式II(R1和R2基团具有上面化学式I中的定义),
最优选的实施方案化合物可以通过将雷琐酚和异丙醇在酸性催化剂下反应来制备,该酸性催化剂最好是硫酸催化剂(原材料可以从Yick-Vic化工制药(HK)有限公司/香港购买),反应以下面反应式(III)表示:
相似地,若要得到更短或者更长的R1和/或R2基团,应当使用与碳链长度相应的醇。
在化学式II中,可选的,羟基(一个或者全部二个OH基团中的H)可以进一步被通过本领域已知的方法取代,比如雷琐酚和一种酸酐进行的酯化反应。例如,一个或者全部二个羟基可以用下面的任何一种酸(或者相应的酐)或者其组合来酯化:4-羟基-3-甲氧基肉桂酸,4-羟基-3-甲氧基苯甲酸,癸二酸,壬二酸(azaleic acid),苯甲酸,3,4-二羟基肉桂酸,羟苯基丙烯酸,邻羟基苯甲酸,半胱氨酸,胱氨酸,乳酸,和羟基乙酸。
此外,护肤剂可以被加入到对本发明方法所用的组合物中。例如,该组合物可以包含通式I化合物和一种单-取代雷琐酚衍生物的结合,比如4-乙基雷琐酚,4-异丙基雷琐酚,4-丁基雷琐酚,4-己基雷琐酚,和其他在4-位上被取代的雷琐酚衍生物的组合。有机和无机防晒剂,还有香料,也可包括在内。
本发明组合物和方法具有有效的皮肤增白特性,可以比其他皮肤增白剂对皮肤产生较小的刺激,也是容易制造和经济的。
组合物通常包含大约0.000001%到大约50%的化学式I所示的化合物。化学式II所示的化合物是优选的,而R1和R2都表示一个异丙基的化学式II化合物是最优选的。通式I所示化合物的量优选是占化妆品组合物总量的从大约0.00001%到大约10%,更优选是从大约0.001%到大约7%,最优选是从0.01%到大约5%。
优选的化妆品组合物是那些根据本发明的方法适合于应用于人类皮肤的那些,任选的包含一种除了化学式I化合物之外的护肤剂。
合适的其他的护肤剂包含抗衰老,减皱,皮肤增白,抗痤疮,和皮脂控制剂。这些护肤剂的例子包括α-羟基酸,β-羟基酸,多羟基酸,对苯二酚,叔丁基对苯二酚,维生素C衍生物,二酸(比如丙二酸,癸二酸),类维生素A,烟酰胺,亚油酸,共轭亚油酸,和本发明化学式I所示化合物以外的雷琐酚衍生物。
化妆品可接受的赋形剂可以作为组合物中皮肤作用成份的稀释剂,分散剂或者是载体,以便于当组合物使用到皮肤后它们能均匀分布。
赋形剂可以是含水的,无水的或者是乳液。优选的,组合物是含水的或者是乳液,尤其是油包水乳液或者水包油乳液,其中又以水包油乳液为优选。有水时水的含量以重量计算典型的应是从5%到99%,优选的从20%到70%,最优选的是在40%到70%之间。
除水之外,挥发性溶剂也可以作为本发明的组合物中的载体。最优选的是C1到C3的一元醇。这些包括乙醇,甲醇,和异丙醇。一元醇的含量以重量计算应是从1%到70%,优选的从10%到50%,最优选的是在15%到40%之间。
润肤物质也可以作为化妆品可接受的载体。这些可以是硅油和合成酯。润肤物质的含量以重量计算应是从0.1%到50%,优选的在1%到20%之间。
硅油可以被分为挥发性和非挥发性种类。这里使用的术语”挥发”指的是那些在环境温度下具有可测量的蒸汽压力的物质。挥发性的硅油优选的从环状或者直链的包含3到9个,优选4到5个硅原子的聚二甲基硅氧烷中进行选择。直链挥发性硅油物质通常在25℃都具有少于大约5厘沲的粘度,而环状物质通常具有少于大约10厘沲的粘度。可以作为润肤物质的非挥发性硅油包括聚烷基硅氧烷,聚烷基芳香基硅氧烷和聚醚硅氧烷共聚物。这里有用的本质上非挥发性的聚烷基硅氧烷包括,例如,粘度在25℃从大约5到25百万厘沲的聚二甲基硅氧烷。优选的在本组合物中有用的非挥发性润肤物质中有粘度在25℃从大约10厘沲到约400厘沲的聚二甲基硅氧烷。
在合适的酯类润肤物质中有:
(1)脂肪酸烯基或者烷基酯,具有10到20个碳原子。这样的例子包括新戊酸异花生酯,异壬酸异壬酯,肉豆蔻酸油烯酯,硬脂酸油烯酯,和油酸油烯酯。
(2)醚酯比如乙氧基脂肪醇的脂肪酸酯。
(3)多羟基醇的酯。乙二醇单/双脂肪酸酯,二甘醇单/双脂肪酸酯,聚乙二醇(200-6000)单/双脂肪酸酯,丙二醇单/双脂肪酸酯,聚丙二醇2000一油酸酯,聚丙二醇2000单硬脂酸酯,乙氧基化丙二醇单硬脂酸酯,丙三醇单/双脂肪酸酯,聚甘油多脂肪酸酯,乙氧基化丙三醇单硬脂酸酯,1,3-丁二醇单硬脂酸脂,1,3-丁二醇双硬脂酸酯,聚氧化乙烯多元醇的脂肪酸酯,山梨糖醇的脂肪酸酯,和聚氧化乙烯山梨糖醇的脂肪酸酯是令人满意的多羟基醇的酯。
(4)酯化腊,比如蜂蜡,鲸蜡,肉豆寇酸肉豆寇酯,硬脂酸硬脂基酯和山萮酸花生酯。
(5)固醇酯,其中脂肪酸胆固酯是典型例子。
对此发明的组合物来说,具有10到30个碳原子的脂肪酸可以作为化妆品可接受的载体添加。这类的示例包括壬酸,月桂酸,肉豆蔻酸,棕榈酸,硬脂酸,异硬脂酸,羟基硬脂酸,油酸,亚油酸,蓖麻油酸,花生酸,二十二碳烷酸和顺芥子酸。
对此发明的组合物来说,多羟基的醇类的保湿剂也可以作为化妆品可接受的载体添加。保湿剂可以帮助提高润肤物质的效果,降低皮肤结硬片,刺激已有的硬片的脱落并提升皮肤触感。典型的多羟基醇包括丙三醇,聚亚烷基二醇和更优选的亚烷基多醇,和他们的衍生物,包括丙二醇,二亚丙基二醇,聚丙二醇,聚乙二醇,和它们的衍生物,山梨糖醇,羟丙基山梨糖醇,己二醇,1,3-丁二醇,1,2,6-己三醇。乙氧基化丙三醇,丙氧基化丙三醇,和它们的混合物。欲求最好的效果,湿润剂优选使用丙二醇或者是透明质酸钠。湿润剂的量可以是占组合物重量的从0.5%到30%的任何位置,优选1%和15%之间。
增稠剂也可以作为本发明组合物中化妆品可接受的载体添加。典型的增稠剂包括交联的丙烯酸酯。(比如聚羰乙烯982),疏水性改质丙烯酸酯(比如聚羰乙烯1382),纤维素的衍生物和天然树胶。有用的纤维素衍生物包括羧甲基纤维素钠,羟丙基甲基纤维素,羟丙基纤维素,羟乙基纤维素,乙基纤维素和羟甲基纤维素。本发明适用的天然树胶包括瓜耳树胶,黄原胶,菌类植物胶,角叉菜胶,果胶和这些树胶的组合。增稠剂的量按照重量可以从0.0001%到5%,通常从0.001%到1%,优选的从0.01%到0.5%。
水,溶剂,硅油,酯,脂肪酸,湿润剂和/或增稠剂可以共同构成化妆品可接受的载体,重量从1%到99.9%,优选从80%到99%。
一种油或者油类物质可以存在其中,和一种乳化剂共同形成一种油包水乳液或者是水包油乳液,很大程度上依赖于使用的乳化剂的平均亲水亲脂平衡(HLB)。
表面活性剂也可以在本发明的化妆品组合物中存在。表面活性剂的总浓度按照占组合物的重量典型的从0.1%到40%,优选的从1%到20%,最优选的从1%到5%。表面活性剂可以从下组中选择:阴离子的,非离子的,阳离子的和两性的活性剂。
特别优选的非离子表面活性剂是那些具有C10-C20的脂肪醇或酸疏水物,每摩尔这些疏水物与2到100摩尔的环氧乙烷或者环氧丙烷缩合;每摩尔与2到20摩尔的烯化氧缩合的C2-C10烷基苯酚;乙二醇的单-和二-脂肪酸酯;脂肪酸甘油单酯;山梨聚糖,单-和二-C8-C20脂肪酸;嵌段共聚物(环氧乙烷/环氧丙烷);和聚氧化乙烯山梨聚糖和它们的组合。烷基多聚糖苷和糖类脂肪酸酰胺(比如甲基葡糖酰胺)也是合适的非离子表面活性剂。
优选的阴离子表面活性剂包括肥皂,烷基醚硫酸盐和磺酸盐,烷基硫酸盐和磺酸盐,烷基苯磺酸盐,烷基和二烷基磺基丁二酸盐,C8-C20酰基羟乙磺酸盐,酰基谷氨酸盐,C8-C20烷基醚磷酸盐和它们的组合。
在本发明的化妆品组合物中,可以有几种可选的成份加入,比如具有医疗效果的成份(比如尿囊素),胎盘提取物,其他增稠剂,增塑剂,天然硅酸锌,色素,抗氧化剂,和鳌合剂;以及防晒物质,包括有机和无机防晒物质。典型的有机防晒物质是PARSOL 1789(丁基甲氧基二苯甲酰甲烷)和PARSOL MCX(甲氧基肉桂酸辛酯)。
其他附属微量成份也可以加入到该化妆品组合物中。这些成份可能包括染色剂,遮光剂,和香料。这些附属的微量成份的量按照占组合物的重量比计算典型的从0.001%到20%。
作为防晒物质使用时,金属氧化物可以被单独使用或者和有机防晒物质以混合物方式和/或相结合的方式使用。有机防晒物质的例子包括但不限于下面表格中所列出的:
表1典型的有机防晒物质
CTFA名称 | 商业名称 | 供应商 |
二苯甲酮-3二苯甲酮-4二苯甲酮-8DEA甲氧基肉桂酸盐二羟基丙基-对氨基苯甲酸乙酯对氨基苯甲酸甘油酯胡莫柳酯邻氨基苯甲酸甲酯Octocrylene二甲基对氨基苯甲酸辛酯甲氧基肉桂酸辛酯水杨酸辛酯对氨基苯甲酸2-苯基苯并咪唑-5-磺酸水杨酸三乙醇胺盐3-(4-甲基亚苄基)-樟脑二苯甲酮-1二苯甲酮-2二苯甲酮-6二苯甲酮-124-异丙基二苯甲酰基甲烷丁基甲氧基二苯甲酰基甲烷Etocrylene | UVINUL M-40UVINUL MS-40SPECRA-SORB UV-24BERNEL HYDROAMERSCREEN PNIPA G.M.P.A.KEMESTERHMSSUNAROME UVAUVINUL N-539AMERSOLPARSOL MCXSUNAROME WMOPABAEUSOLEX 232SUNAROME WEUSOLEX 6300UVINUL 400UVINUL D-50UVINUL D-49UVINUL 408EUSOLEX 8020PARSOL 1789UVINUL N-35 | BASF化学公司BASF化学公司美国氰胺公司Bemel化学Amerchol公司Nipa实验室Hunko化学Felton WorldwideBASF化学公司Amerchol公司Bernel化学Felton WorldwideNational starchEM IndustriesFelton WorldwideEM IndustriesBASF化学公司BASF化学公司BASF化学公司BASF化学公司EM IndustriesGivaudan公司BASF化学公司 |
化妆品组合物中有机防晒物质的量以重量计算优选大约0.1%到约10%,更优选的大约1%到5%。
优选的有机防晒物质是PARSOL MCX和PARSOL 1789,这是由于它们的有效性和商业上可以获得。
香料是通常带有令人愉快的嗅觉的成份的混合物,是有香味的组合物。萜烯和萜烯衍生物通常是一种重要的香味的成份。香味的萜烯和萜烯衍生物在Bauer,K.,等人,Common Fragrance and FlavorMaterialx,VCH Puclishers(1990)中得以描述。
优选的加入到本发明所述化妆品组合物的萜烯和萜烯衍生物分为3类,包括非环类萜烯,环状类萜烯和与类萜烯结构相关的环脂类化合物。
所有3类中萜烯衍生物包括醇,醚,醛,缩醛,酸,酮,酯和含有杂原子比如氮或硫原子的萜烯化合物。
可以加入到本发明所述化妆品组合物的萜烯和萜烯衍生物的实例在下面表格中列出:
表2非环萜烯和其衍生物
烃类
月桂烯
罗勒烯
β-法泥烯
醇类
二氢化月桂醇 (2,6-二甲基-7-辛烯-2-醇)
香叶醇 (3,7-二甲基-反-2,6-辛二烯-1-醇)
橙花醇 (3,7-二甲基-顺-2,6-辛二烯-1-醇)
里哪醇 (3,7-二甲基-1,6-辛二烯-3-醇)
月桂醇 (2-甲基-6-亚甲基-7-辛烯-2-醇)
熏衣草醇
香茅醇 (3,7-二甲基-6-辛烯-1-醇)
反-反-法泥醇 (3,7,11-三甲基-2,6,10-十二碳三烯-1-醇)
反-橙花叔醇 (3,7,11-三甲基-1,6,10-十二碳三烯-3-醇)
醛和缩醛
柠檬醛 (3,7-二甲基-2,6-辛二烯-1-醛)
柠檬醛二乙基缩醛 (3,7-二甲基-2,6-辛二烯-1-醛二乙基缩醛)
香茅醛 (3,7-二甲基-6-辛烯-1-醛)
香茅基氧乙醛
2,6,10-三甲基-9-十一碳烯醛
酮
万寿菊酮
茄酮
香叶基丙酮 (6,10-二甲基-5,9-十一碳二烯-2-酮)
酸和酯
顺-香叶酸
香茅酸
香叶基酯,包括甲酸香叶酯,乙酸香叶酯,丙酸香叶酯,异丁酸香叶酯,异戊酸香叶酯
橙花基酯包括乙酸橙花基酯
里哪基酯,包括甲酸里哪基酯,乙酸里哪基酯,丙酸里哪基酯,丁酸里哪基酯,异丁酸里哪基酯
熏衣草基酯,包括乙酸熏衣草基酯
香茅基酯,包括甲酸香茅基酯,乙酸香茅基酯,丙酸香茅基酯,异丁酸香茅基酯,异戊酸香茅基酯,惕各酸香茅基酯
含氮不饱和萜烯衍生物
顺-香叶酸腈
香茅酸腈
表3环状萜烯和其衍生物
烃类
柠檬油精 (1,8-对-二烯)
α-萜品烯
γ-萜品烯 (1,4-对-二烯)
萜品油烯
α-水芹烯 (1,5-对-二烯)
β-水芹烯
α-蒎烯 (2-蒎烯)
β-蒎烯 (2(10)-蒎烯)
莰烯
3-蒈烯
石竹烯
(+)-朱栾倍半萜
罗汉柏烯
α-雪松烯
β-雪松烯
长叶烯
醇和醚
(+)-Neoiso-异胡蒲荷醇
异胡蒲荷醇 (8-对-menten-3-醇)
α-萜品醇 (1-对-menten-8-醇)
β-萜品醇
γ-萜品醇
δ-萜品醇
1-萜品-4-醇 (1-对-menten-4-醇)
表3环状萜烯类(续)
醛和酮
香芹酮 (1,8-对-二烯-6-酮)
α-紫罗兰酮 (C13H20O)
β-紫罗兰酮 (C13H20O)
γ-紫罗兰酮 (C13H20O)
甲基芷香酮,α-,β-,γ- (C14H22O)
n-甲基紫罗兰酮,α-,β-,γ- (C14H22O)
异甲基紫罗兰酮,α-,β-,γ- (C14H22O)
烯丙基紫罗兰酮 (C16H24O)
假紫罗兰酮
n-甲基假紫罗兰酮
异甲基假紫罗兰酮
大马酮 1-(2,6,6-三甲基环己基)-2-丁烯-1-酮
包括β-大马酮 1-(2,6,6-三甲基-1,3-环己二烯基)-2-丁
烯-1-酮
香柏酮 5,6-二甲基-8-异丙烯基双环[4,4,0]-1-癸烯
-3-酮
柏木基甲基酮 (C17H26O)
酯
乙酸α-萜品基酯 (乙酸1-对-烯-8-基酯)
乙酸诺卜基酯 乙酸(-)-2-(6,6-二甲基双环[3,1,1]庚-2-
烯-2-基)乙酯
乙酸Khusymil酯
表4和萜烯结构相关的环脂化合物
醇
5-(2,2,3-三甲基-3-环戊烯-1-基)-3-甲基戊-2-醇
醛
2,4-二甲基-3-环己烯甲醛
4-(4-甲基-3-戊烯-1-基)-3-环己烯甲醛
4-(4-羟基-4-甲基戊基)-3-环己烯甲醛
酮
灵猫酮
二氢茉莉酮 (3-甲基-2-戊基-2-环戊烯-1-酮)
顺-茉莉酮 3-甲基-2-(2-顺-戊烯-1-基)-2-环戊烯-1-
酮
5-环十六碳烯-1-酮
2,3,8,8-四甲基-1,2,3,4,5,6,7,8-八氢-2-萘基甲基酮
3-甲基-2-环戊烯-2-醇-1-酮
酯
乙酸4,7-亚甲基-3a,4,5,6,7,7a-六氢-5-(或6)-茚基酯
3-环己基丙酸烯丙基酯
二氢茉莉酸甲酯 (3-氧代-2-戊基环戊基)乙酸甲酯
优选的,化妆品组合物中萜烯和衍生物的量是按照重量计算从大约0.000001%到大约10%,更优选的从大约0.00001%到大约5%,最优选的从大约0.0001%到大约2%。
本发明所述方法主要是人体皮肤局部施用的一种个人护理产品的使用。
使用时,将少量的该组合物,例如1到5ml,从一个合适的容器或者是施用器具涂抹在皮肤的暴露区域,并且在必要的情况下该组合物被用手或者手指或者一个合适的器具抹开并/或擦入皮肤。
本发明方法所用的化妆品组合物可以是4000到10000mPas的粘度的洗剂,一种有10,000到20,000mPas的粘度的流性膏质,或者是一种具有20,000到100,000mPas或更高粘度的膏质。组合物可以用一个适合其粘度和消费者用途的合适的容器来包装。
例如,一种洗剂或者是流性膏质可以包装在一个瓶子或者是一个圆球状涂刷或者是一个压力式喷雾装置或者是装有适合手指操作的泵的容器中。当组合物是一种膏质,可以简单的储存在一个不变形的瓶子或者是可挤压的容器,比如一个挤压管或者有盖的矮罐。当组合物是一种固体或者是半固体棒时,可以包装在一种可以靠手工或者机械旋出或挤出组合物的合适的容器中。
本发明相应的也提供一种闭合的,盛装本文所定义的化妆品可接受的组合物的容器。
实施例
下面的实施例是对本发明的原理以举例的方式,不是以对它限定的方式,来列举实现本发明的最好模式。
实施例1
下面的化合物,通过上面(化学式III)描述的方法制备并用HPLC提纯,在后续的所有实施例中都被使用到:
本发明化合物,其中R1和R2都是异丙基,被称为4,6-二-异丙基雷琐酚。其中R1代表异丙基而R2代表H的化合物被称为4-异丙基雷琐酚。
4-异丙基雷琐酚和4,6-二-异丙基雷琐酚通过下面的HPLC方法被提纯到纯度大于98%(通过气相色谱分析证实):
HPLC***由下面构成:
Waters 600泵控制器
717+自动取样器
Waters996二极管阵列UV/VIS检测器
Waters馏分收集器
HPLC柱:制造商Phenomenex
250×21.2mm的Sphereclone ODS(2)反相柱,使用5微米粒子填充。
线性梯度洗脱,进行30分钟,70/30水/乙腈变为50/50水/乙腈。
进行分离的流速恒定在10mL/min。
检测器使用波长为280nm。
冲洗时间是:4-异丙基雷琐酚15分钟,4,6-二-异丙基雷琐酚29分钟。
当某种指定的分子被发现洗脱出来,用馏分收集器分导洗脱液到分别的收集烧瓶中,这样每种化合物就可以被独立的保存。
雷琐酚衍生物的纯度用气相色谱分析估算。样本(10mg)用500μl的吡啶和300μl的双(三甲基甲硅烷基)三氟乙酸酰胺(RegisChemical,Morton Grove,Il)在70℃进行衍生反应30分钟。1μl注射进带有HPl交联甲基硅酮柱(25m×0.2mm)的惠普气相色谱柱里。用20分钟通过一个60℃到180℃温度梯度使衍生后的雷琐酚从柱中挥发出来。
实施例2
制备本发明范围内的化妆品组合物。
下面表中所示的基本配方,是用加热搅拌A相成份到70到85℃之间来制成。在另一个独立的容器中加热搅拌B相成份到70到85℃之间。然后,在A、B二相都保持在70到85℃之间的条件下把A相加入到B相。在70到85℃之间搅拌混合物至少15分钟,然后冷却。
表5
成份 | a重量百分比 | b重量百分比 | 相 |
棕榈酸异硬脂基酯辛酸C12-C15烷基酯PEG-100硬脂酸酯羟基硬脂酸甘油酯硬脂基醇硬脂酸TEA,99%聚二甲基硅氧烷单硬脂酸山梨糖醇酯镁铝硅酸盐乙酸维生素E酯胆固醇Simethicone黄原胶羟基乙基纤维素对羟基苯甲酸丙酯EDTA二钠盐丁基化羟基tolene4,6-二-异丙基雷琐酚烟酰胺金属氧化物羟基苯甲酸甲酯水合计 | 6.003.002.001.501.503.001.201.001.000.600.100.500.010.200.500.100.050.050.051.002.500.15BAL*100.00 | 6.003.002.001.501.504.001.201.001.000.600.100.500.010.200.500.100.050.052.001.005.000.15BAL*100.00 | AAAAAABAABAABBBBBBBBBBBB |
*BAL表示余额
实施例3
制备本发明范围内其他的化妆品组合物。
表6
重量百分比 | 相 | |
水,DI | 余额 | A |
EDTA二钠盐 | 0.05 | A |
镁铝硅酸盐 | 0.6 | A |
羟基苯甲酸甲酯 | 0.15 | A |
Simethicone | 0.01 | A |
丁烯二醇1,3 | 3.0 | A |
羟基乙基纤维素 | 0.5 | A |
丙三醇,USP | 2.0 | A |
黄原胶 | 0.2 | A |
三乙醇胺 | 1.2 | B |
硬脂酸 | 3.0 | B |
对羟基苯甲酸丙酯NF | 0.1 | B |
羟基硬脂酸甘油酯 | 1.5 | B |
硬脂基醇 | 1.5 | B |
棕榈酸异硬脂基酯 | 6.0 | B |
辛酸C12-C15烷基酯 | 3.0 | B |
聚二甲基硅氧烷 | 1.0 | B |
胆固醇NF | 0.5 | B |
硬脂酸山梨糖醇酯 | 1.0 | B |
微粉化二氧化钛 | 5.0 | C |
乙酸生育酯 | 0.1 | B |
PEG-100硬脂酸酯 | 2.0 | B |
硬脂酰乳酸钠 | 0.5 | B |
羟基辛酸 | 0.1 | C |
4,6-二-异丙基雷琐酚 | 10.0 | C |
PARSOL MCX | 2.4 | C |
α-红没药醇 | 0.2 | C |
实施例3中的组合物是这样制备的:
1.加热相A到80℃
2.在一个独立的容器里加热相B到75℃
3.把B加到A中并不加热搅拌30分钟
4.在50℃加入相C并搅拌10分钟。
实施例4-11
在本发明范围内制备一组本发明方法中可用的其他组合物,并在下面表中列出:
表7
成份 | 相 | 实施例(重量百分比) | |||||||
4酸肥皂碱 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | ||
硬脂酸 | A | 17.9 | 17.9 | 17.9 | 17.9 | 17.9 | 17.9 | 17.9 | 17.9 |
硫酸cetearyl酯钠盐(乳化剂) | A | 2.2 | 1 | 1.5 | 2 | 3 | 2 | ||
Myrj 59(乳化剂) | A | 2 | 2 | 2 | 2 | 2 | 1 | ||
Span 60(乳化剂) | A | 2 | 2 | 2 | 2 | 2 | 1 | ||
4,6-二-异丙基雷琐酚 | B | 0.05 | 0.05 | 2.0 | 2.0 | 3.5 | 3.5 | 5.0 | 10.0 |
微粉化氧化锌 | B | 2.50 | 5.00 | 5.00 | 2.50 | 2.50 | 5.00 | 2.50 | 5.00 |
KOH,22%(和硬脂酸现场形成皂) | 2.20 | ||||||||
甲氧基肉桂酸辛酯 | 2.50 | 2.50 | 2.50 | 2.50 | |||||
水* | B | BAL | BAL | BAL | BAL | BAL | BAL | BAL | BAL |
丙三醇 | B | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 1 |
*余额
实施例12蘑菇酪氨酸酶分析
蘑菇酪氨酸酶的抑制是减少黑色素合成的标志,所以能够给皮肤带来增白效果。本实验显示本发明的雷琐酚衍生物的皮肤增白效果。
在96洞的滴板上每一个洞里,加入150微升磷酸盐缓冲液(100mM,pH7.0),10微升左旋DOPA(左旋-3,4-二羟苯基丙氨酸,10mM),和20微升的皮肤增白剂(溶于乙醇作为控制剂)。在最初的475nm下的背景吸光度的测量之后,加入20微升的蘑菇酪氨酸酶(Sigma T-7755;6050单位/ml)并于室温下培养。
在下述时间点读出在475nm的吸光度:0、2、4和6.5分。将这些数据按照475nm时的吸光度对时间(分)作图,计算线的斜率(ΔAbs475nm/分),数值表示为对于黑色素合成反应的各未处理乙醇对照物的百分数。
下表显示出对于皮肤增白剂化合物4-异丙基雷琐酚类和4,6-二异丙基雷琐酚在浓度范围内的酪氨酸酶试验结果。
IC50值是指皮肤增白剂浓度,该浓度产生相对于对照物的50%的酪氨酸酶抑制作用(目标是在最小浓度时得到最大活性)。
表8
A.4-异丙基雷琐酚IC50~50nM
浓度(微摩尔) | 对照物的百分数 |
100 | 30.4 |
50 | 28.7 |
10 | 28.7 |
1 | 26.9 |
0.5 | 28.7 |
0.25 | 30.4 |
0.125 | 35.8 |
0.0625 | 46.6 |
0.0312 | 60.9 |
0.0156 | 80.6 |
B.4,6-二异丙基雷琐酚IC50=750nM
浓度(微摩尔) | 对照物的百分数 |
100 | 39.4 |
50 | 34.0 |
10 | 28.7 |
1 | 48.4 |
0.5 | 60.9 |
0.25 | 75.2 |
0.125 | 86.0 |
0.0625 | 93.1 |
0.0312 | 94.9 |
0.0156 | 96.7 |
C.4-乙基雷琐酚IC50=350nM
浓度(微摩尔) | 对照物的百分数 |
100 | 18 |
50 | 21 |
10 | 25 |
1 | 32 |
0.5 | 43 |
0.25 | 57 |
0.125 | 64 |
0.0625 | 72 |
0.0312 | 82 |
0.0156 | 86 |
下表显示了4-异丙基雷琐酚、4-乙基雷琐酚、4,6-二异丙基雷琐酚、4,5-二甲基雷琐酚和雷琐酚在酪氨酸酶抑制作用方面(接着它又抑制黑色素合成)的对比结果。
表9
化合物 | 浓度(微摩尔) | 对照物的百分数(黑色素合成) |
4-异丙基雷琐酚 | 11050100 | 27292930 |
4-乙基雷琐酚 | 11050100 | 32252118 |
4,6-二异丙基雷琐酚 | 11050100 | 48293439 |
4,5-二甲基雷琐酚 | 11050100 | 95513515 |
雷琐酚 | 11050100 | 9898100100 |
该数据表明,发明化合物,4,6-二异丙基雷琐酚,是有效的皮肤增白化合物,还有4-异丙基雷琐酚。4,6-二异丙基雷琐酚与4-乙基雷琐酚是类似的。4,5-二甲基雷琐酚不是那么有效的。4,6-二异丙基雷琐酚比雷琐酚更有效,后者没有活性。
Claims (14)
2.权利要求1的方法,其中组合物还包括一种防晒剂。
3.权利要求2的方法,其中所述防晒剂是微粉化的金属氧化物。
4.前述任一项权利要求的方法,其中的组合物还包含香料。
5.权利要求1-3任一项的方法,其中的组合物还包含选自α-羟基酸,β-羟基酸,多羟基酸,对苯二酚,叔丁基对苯二酚,维生素C衍生物,二酸,类维生素A,4-取代的雷琐酚衍生物以及他们的混合物的护肤剂。
6.权利要求1-3任一项的方法,其中的组合物还包含有机防晒剂,选自
二苯甲酮-3,
二苯甲酮-4,
二苯甲酮-8,
二乙醇胺,
甲氧基肉桂酸盐,
二羟基丙基对氨基苯甲酸乙酯,
对氨基苯甲酸甘油酯,
胡莫柳酯,
邻氨基苯甲酸甲酯,
2-氰基-3,3-二苯基-2-丙烯酸2-乙基己酯,
二甲基对氨基苯甲酸辛酯,
甲氧基肉桂酸辛酯,
水杨酸辛酯,
对氨基苯甲酸,
2-苯基苯并咪唑-5-磺酸,
水杨酸三乙醇胺盐,
3-(4-甲基亚苄基)-樟脑,
二苯甲酮-1,
二苯甲酮-2,
二苯甲酮-6,
二苯甲酮-12,
4-异丙基二苯甲酰基甲烷,
丁基甲氧基二苯甲酰基甲烷,
2-氰基-3,3-二苯基丙烯酸乙酯,及他们的混合物。
8.权利要求7的化妆品组合物,其中的化合物占组合物的0.00001%至10%。
9.权利要求8的化妆品组合物,其中的化合物占组合物的0.001%至7%。
10.权利要求9的化妆品组合物,其中的化合物占组合物的0.01%至5%。
11.权利要求7至10任一项的化妆品组合物,其中还包含防晒剂。
12.权利要求7至10任一项的化妆品组合物,其中还包含4-取代的雷琐酚衍生物。
13.权利要求11的化妆品组合物,其中还包含4-取代的雷琐酚衍生物。
14.权利要求12的化妆品组合物,其中4-取代的雷琐酚衍生物选自4-乙基雷琐酚,4-异丙基雷琐酚,4-丁基雷琐酚,4-己基雷琐酚以及他们的混合物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/314,627 | 2002-12-09 | ||
US10/314,627 US20040109832A1 (en) | 2002-12-09 | 2002-12-09 | Di-substituted resorcinols as skin lightening agents |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1720018A CN1720018A (zh) | 2006-01-11 |
CN100335026C true CN100335026C (zh) | 2007-09-05 |
Family
ID=32468518
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2003801050756A Expired - Fee Related CN100335026C (zh) | 2002-12-09 | 2003-11-27 | 用作皮肤增白剂的二-取代雷琐酚 |
Country Status (9)
Country | Link |
---|---|
US (1) | US20040109832A1 (zh) |
JP (1) | JP4202323B2 (zh) |
KR (1) | KR20050085425A (zh) |
CN (1) | CN100335026C (zh) |
AU (1) | AU2003293735A1 (zh) |
BR (1) | BRPI0315952B1 (zh) |
MX (1) | MXPA05006177A (zh) |
WO (1) | WO2004052329A1 (zh) |
ZA (1) | ZA200503921B (zh) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6869598B2 (en) * | 2002-03-22 | 2005-03-22 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Stabilization of sunscreens in cosmetic compositions |
JP2006124357A (ja) * | 2004-11-01 | 2006-05-18 | Shiseido Co Ltd | 4−アルキルレソルシノール誘導体及びこれを有効成分とする美白剤 |
TW200637585A (en) * | 2004-12-24 | 2006-11-01 | Unilever Nv | Improved cleansing composition |
JP2008540350A (ja) * | 2005-05-03 | 2008-11-20 | ユニリーバー・ナームローゼ・ベンノートシヤープ | 共役リノール酸およびナイアシンアミドを含む美白組成物 |
US20070025939A1 (en) * | 2005-07-29 | 2007-02-01 | L'oreal S.A. | cosmetic compositions containing hydroquinone and various sunscreen agents |
US20070025937A1 (en) * | 2005-07-29 | 2007-02-01 | L'oreal S.A. | Cosmetic compositions containing hydroquinone |
US20070248633A1 (en) * | 2006-04-21 | 2007-10-25 | L'oreal | Compositions containing a hydroxylated diphenylmethane compound, methods of use |
JP4990574B2 (ja) * | 2006-07-13 | 2012-08-01 | ポーラ化成工業株式会社 | 新規化合物及びそれを含有する皮膚外用剤 |
DE102007038097A1 (de) * | 2007-08-13 | 2009-02-19 | Merck Patent Gmbh | Tyrosinaseinhibitoren |
DE102007038098A1 (de) | 2007-08-13 | 2009-02-19 | Merck Patent Gmbh | Tyrosinaseinhibitoren |
US8679470B2 (en) | 2008-11-28 | 2014-03-25 | Luromed Llc | Composition using cross-linked hyaluronic acid for topical cosmetic and therapeutic applications |
US20110081430A1 (en) * | 2009-10-02 | 2011-04-07 | Simarna Kaur | COMPOSITIONS COMPRISING AN NFkB-INHIBITOR AND A TROPOELASTIN PROMOTER |
US8084504B2 (en) * | 2009-10-02 | 2011-12-27 | Johnson & Johnson Consumer Companies, Inc. | High-clarity aqueous concentrates of 4-hexylresorcinol |
BR112012007512A2 (pt) * | 2009-10-02 | 2016-11-22 | Johnson & Johnson Consumer | composições compreendendo uma mistura anti-inflamatória |
US8906432B2 (en) * | 2009-10-02 | 2014-12-09 | Johnson & Johnson Consumer Companies, Inc. | Compositions comprising an NFκB-inhibitor and a non-retinoid collagen promoter |
US20110081305A1 (en) * | 2009-10-02 | 2011-04-07 | Steven Cochran | Compositions comprising a skin-lightening resorcinol and a skin darkening agent |
US8425885B2 (en) * | 2009-11-09 | 2013-04-23 | Conopco, Inc. | Substituted 3-(phenoxymethyl) benzyl amines and personal care compositions |
FR2969149B1 (fr) * | 2010-12-16 | 2012-12-28 | Oreal | Procede de depigmentation des matieres keratiniques a l' aide de composes derives de resorcinol |
US20140086859A1 (en) | 2012-09-24 | 2014-03-27 | Johnson & Johnson Consumer Companies, Inc. | Low oil compositions comprising a 4-substituted resorcinol and a high carbon chain ester |
DE102012222445A1 (de) * | 2012-12-06 | 2014-06-26 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen mit Kombinationen aus4-n-Butylresorcin und einem oder mehreren nichtterpenoiden Parfumrohstoffen |
JP6313791B2 (ja) * | 2013-03-08 | 2018-04-18 | ユニリーバー・ナームローゼ・ベンノートシヤープ | 皮膚科学的使用のためのレゾルシノール化合物 |
US20190307664A1 (en) * | 2016-06-15 | 2019-10-10 | Conopco, Inc., D/B/A Unilever | Method and cosmetic composition for enhanced transdermal delivery of alkyl substituted resorcinol |
JP7086960B2 (ja) * | 2016-12-21 | 2022-06-20 | ユニリーバー・アイピー・ホールディングス・ベスローテン・ヴェンノーツハップ | レゾルシノールの色安定性を改善するためのキレート剤の使用 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3880314A (en) * | 1973-04-16 | 1975-04-29 | Edward G Akers | Container and safety cap |
US4104217A (en) * | 1977-01-24 | 1978-08-01 | Argus Chemical Corporation | Carbonate ester stabilizers for polymers |
EP0341664A1 (en) * | 1988-05-09 | 1989-11-15 | Kuraray Co., Ltd. | Skin depigmental agent |
EP0623339A1 (fr) * | 1993-04-29 | 1994-11-09 | L'oreal | Utilisation de dérivés de la resorcine substitués en position(s)4,4 et 5 ou 4 et 6 dans des compositions cosmétiques ou dermopharmaceutiques à action dépigmentante |
US6132740A (en) * | 1997-09-23 | 2000-10-17 | Pfizer Inc. | Resorcinol derivatives |
CN1344152A (zh) * | 1999-03-22 | 2002-04-10 | 辉瑞大药厂 | 雷琐酚组合物 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6863897B2 (en) * | 2002-03-22 | 2005-03-08 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Stabilization of resorcinol derivatives in cosmetic compositions |
US6869598B2 (en) * | 2002-03-22 | 2005-03-22 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Stabilization of sunscreens in cosmetic compositions |
-
2002
- 2002-12-09 US US10/314,627 patent/US20040109832A1/en not_active Abandoned
-
2003
- 2003-11-27 MX MXPA05006177A patent/MXPA05006177A/es not_active Application Discontinuation
- 2003-11-27 CN CNB2003801050756A patent/CN100335026C/zh not_active Expired - Fee Related
- 2003-11-27 JP JP2004557940A patent/JP4202323B2/ja not_active Expired - Fee Related
- 2003-11-27 AU AU2003293735A patent/AU2003293735A1/en not_active Abandoned
- 2003-11-27 WO PCT/EP2003/013358 patent/WO2004052329A1/en active Application Filing
- 2003-11-27 BR BRPI0315952-3A patent/BRPI0315952B1/pt active IP Right Grant
- 2003-11-27 KR KR1020057010318A patent/KR20050085425A/ko not_active Application Discontinuation
-
2006
- 2006-05-16 ZA ZA200503921A patent/ZA200503921B/en unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3880314A (en) * | 1973-04-16 | 1975-04-29 | Edward G Akers | Container and safety cap |
US4104217A (en) * | 1977-01-24 | 1978-08-01 | Argus Chemical Corporation | Carbonate ester stabilizers for polymers |
EP0341664A1 (en) * | 1988-05-09 | 1989-11-15 | Kuraray Co., Ltd. | Skin depigmental agent |
EP0623339A1 (fr) * | 1993-04-29 | 1994-11-09 | L'oreal | Utilisation de dérivés de la resorcine substitués en position(s)4,4 et 5 ou 4 et 6 dans des compositions cosmétiques ou dermopharmaceutiques à action dépigmentante |
US6132740A (en) * | 1997-09-23 | 2000-10-17 | Pfizer Inc. | Resorcinol derivatives |
CN1270509A (zh) * | 1997-09-23 | 2000-10-18 | 辉瑞产品公司 | 间苯二酚衍生物 |
CN1344152A (zh) * | 1999-03-22 | 2002-04-10 | 辉瑞大药厂 | 雷琐酚组合物 |
Also Published As
Publication number | Publication date |
---|---|
WO2004052329A1 (en) | 2004-06-24 |
MXPA05006177A (es) | 2005-08-26 |
CN1720018A (zh) | 2006-01-11 |
KR20050085425A (ko) | 2005-08-29 |
JP2006510642A (ja) | 2006-03-30 |
US20040109832A1 (en) | 2004-06-10 |
BR0315952A (pt) | 2005-09-13 |
AU2003293735A1 (en) | 2004-06-30 |
BRPI0315952B1 (pt) | 2015-04-07 |
JP4202323B2 (ja) | 2008-12-24 |
ZA200503921B (en) | 2006-08-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN100335026C (zh) | 用作皮肤增白剂的二-取代雷琐酚 | |
CN1744875A (zh) | 二噻烷间苯二酚的亮肤衍生物、组合物和方法 | |
CN1642523A (zh) | 萜类化合物在化妆品组合物中的稳定 | |
CN1756525A (zh) | 拟体臭组合物和用于抑制体臭的香料组合物 | |
CN1688287A (zh) | 包含衍生自间苯二酚衍生物的香豆素的亮肤剂 | |
CN1160306C (zh) | 芳香化合物在使用2-苯甲酰基苯甲酸酯、2-烷酰基苯甲酸酯或α-酮酯的香料中的缓慢释放 | |
CN1301710C (zh) | 使用异黄酮的治疗方法和含有异黄酮的组合物 | |
CN1195486C (zh) | 除臭剂 | |
CN1638724A (zh) | 化妆品组合物中遮光剂的稳定化 | |
CN1642512A (zh) | 间苯二酚衍生物在化妆品组合物中的稳定 | |
JP6838047B2 (ja) | 香料混合物 | |
CN1050500A (zh) | 减少皮肤刺激的防晒组合物 | |
CN1259032C (zh) | 用于防止过氧化物引起的皮肤损害的化妆品或皮肤用制剂 | |
CN1787800A (zh) | 被丙二酸盐稳定化的类萜香料组分 | |
CN1273088A (zh) | 氨基取代的羟基二苯酮作为化妆品和药物制剂中的光稳定紫外滤除剂的应用 | |
CN1146196A (zh) | 皮肤光亮组合物 | |
CN101048375A (zh) | 视黄酸的氨基、氨基酸或肽共轭物 | |
CN100345827C (zh) | 双环芳族化合物 | |
CN1918111A (zh) | 制剂助剂 | |
CN105283435B (zh) | 有机化合物中或与之相关的改进 | |
CN1138517C (zh) | 光保护性组合物及其在化妆品上的用途 | |
CN1072842A (zh) | N-乙酰-l-半胱氨酸及其衍生物在调节皮肤皱纹和/或皮肤萎缩方面的应用 | |
US20090175812A1 (en) | Novel Skin Lightening Agents, Compositions and Methods | |
CN1617706A (zh) | 用于防止皮肤受到过氧化物损害的化妆品或皮肤病学制剂 | |
CN1642522A (zh) | 含有羟基苯基三嗪化合物的紫外吸收剂组合物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right |
Effective date of registration: 20210820 Address after: Rotterdam Patentee after: Unilever Intellectual Property Holdings Ltd. Address before: Rotterdam Patentee before: Unilever Nederland B.V. |
|
TR01 | Transfer of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20070905 |
|
CF01 | Termination of patent right due to non-payment of annual fee |