JPH01100112A - External preparation for skin - Google Patents
External preparation for skinInfo
- Publication number
- JPH01100112A JPH01100112A JP25673587A JP25673587A JPH01100112A JP H01100112 A JPH01100112 A JP H01100112A JP 25673587 A JP25673587 A JP 25673587A JP 25673587 A JP25673587 A JP 25673587A JP H01100112 A JPH01100112 A JP H01100112A
- Authority
- JP
- Japan
- Prior art keywords
- skin
- acid
- kojic acid
- kojic
- external preparation
- 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.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- BEJNERDRQOWKJM-UHFFFAOYSA-N kojic acid Chemical compound OCC1=CC(=O)C(O)=CO1 BEJNERDRQOWKJM-UHFFFAOYSA-N 0.000 claims abstract description 27
- 229960004705 kojic acid Drugs 0.000 claims abstract description 27
- WZNJWVWKTVETCG-UHFFFAOYSA-N kojic acid Natural products OC(=O)C(N)CN1C=CC(=O)C(O)=C1 WZNJWVWKTVETCG-UHFFFAOYSA-N 0.000 claims abstract description 27
- 150000001413 amino acids Chemical class 0.000 claims abstract description 13
- 150000002148 esters Chemical class 0.000 claims abstract description 10
- 150000001412 amines Chemical class 0.000 claims description 3
- 239000006071 cream Substances 0.000 abstract description 8
- 239000006210 lotion Substances 0.000 abstract description 8
- 239000002537 cosmetic Substances 0.000 abstract description 5
- 239000000839 emulsion Substances 0.000 abstract description 5
- 239000002674 ointment Substances 0.000 abstract description 5
- 239000000843 powder Substances 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 3
- 239000000865 liniment Substances 0.000 abstract description 3
- 238000002156 mixing Methods 0.000 abstract description 3
- 229940079593 drug Drugs 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 1
- 229940040145 liniment Drugs 0.000 abstract 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 235000001014 amino acid Nutrition 0.000 description 9
- 229940024606 amino acid Drugs 0.000 description 9
- 239000012071 phase Substances 0.000 description 9
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 239000008346 aqueous phase Substances 0.000 description 7
- -1 inleucine Chemical compound 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000003755 preservative agent Substances 0.000 description 7
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000003205 fragrance Substances 0.000 description 6
- 239000008213 purified water Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical group O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229960000735 docosanol Drugs 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 230000002087 whitening effect Effects 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 229930003427 Vitamin E Natural products 0.000 description 3
- 235000003704 aspartic acid Nutrition 0.000 description 3
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 3
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 230000037393 skin firmness Effects 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 235000019165 vitamin E Nutrition 0.000 description 3
- 229940046009 vitamin E Drugs 0.000 description 3
- 239000011709 vitamin E Substances 0.000 description 3
- URJOWNUVTORLNY-UHFFFAOYSA-N (5-hexadecanoyloxy-4-oxopyran-2-yl) hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OC1=CC(=O)C(OC(=O)CCCCCCCCCCCCCCC)=CO1 URJOWNUVTORLNY-UHFFFAOYSA-N 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 2
- 239000004475 Arginine Substances 0.000 description 2
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 2
- 239000004471 Glycine Substances 0.000 description 2
- 206010022998 Irritability Diseases 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 2
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 2
- 235000019437 butane-1,3-diol Nutrition 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 235000013922 glutamic acid Nutrition 0.000 description 2
- 239000004220 glutamic acid Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- BGRXBNZMPMGLQI-UHFFFAOYSA-N 2-octyldodecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCC(CCCCCCCC)CCCCCCCCCC BGRXBNZMPMGLQI-UHFFFAOYSA-N 0.000 description 1
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 1
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- PMMYEEVYMWASQN-DMTCNVIQSA-N Hydroxyproline Chemical compound O[C@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-DMTCNVIQSA-N 0.000 description 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 description 1
- LEVWYRKDKASIDU-IMJSIDKUSA-N L-cystine Chemical compound [O-]C(=O)[C@@H]([NH3+])CSSC[C@H]([NH3+])C([O-])=O LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 description 1
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 1
- 239000004473 Threonine Substances 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 1
- 241001135917 Vitellaria paradoxa Species 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 150000003862 amino acid derivatives Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 235000009582 asparagine Nutrition 0.000 description 1
- 229960001230 asparagine Drugs 0.000 description 1
- 235000021302 avocado oil Nutrition 0.000 description 1
- 239000008163 avocado oil Substances 0.000 description 1
- 229940000635 beta-alanine Drugs 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000007765 cera alba Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- 229960003067 cystine Drugs 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- PMMYEEVYMWASQN-UHFFFAOYSA-N dl-hydroxyproline Natural products OC1C[NH2+]C(C([O-])=O)C1 PMMYEEVYMWASQN-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
- 235000004554 glutamine Nutrition 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
- 229940075507 glyceryl monostearate 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229960002591 hydroxyproline Drugs 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical group OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 1
- 230000008099 melanin synthesis Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229940073665 octyldodecyl myristate Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 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
- 239000000049 pigment Substances 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229940079889 pyrrolidonecarboxylic acid Drugs 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 229940045920 sodium pyrrolidone carboxylate Drugs 0.000 description 1
- BVMJGZKBXAVKJN-UQKRIMTDSA-M sodium;(4s)-4-amino-5-dodecanoyloxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O BVMJGZKBXAVKJN-UQKRIMTDSA-M 0.000 description 1
- HYRLWUFWDYFEES-UHFFFAOYSA-M sodium;2-oxopyrrolidine-1-carboxylate Chemical compound [Na+].[O-]C(=O)N1CCCC1=O HYRLWUFWDYFEES-UHFFFAOYSA-M 0.000 description 1
- CRPCXAMJWCDHFM-UHFFFAOYSA-M sodium;5-oxopyrrolidine-2-carboxylate Chemical compound [Na+].[O-]C(=O)C1CCC(=O)N1 CRPCXAMJWCDHFM-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 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
- 239000004474 valine Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は美白作用を存すると共に使用感がよく、肌にな
めらかなハリを与え、肌をしっとりさせる皮膚外用剤に
関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to an external skin preparation that has a whitening effect, is comfortable to use, gives smooth firmness to the skin, and moisturizes the skin.
[従来の技術]
皮膚外用剤はローション、乳液、クリーム、パウダーな
どの形で化粧料や乳剤、リニメント剤、軟膏剤などに使
用されている。これらの皮膚外用剤は直接皮膚に塗布さ
れるので、皮膚との親和性や使用感が重要な性質とされ
ている。[Prior Art] External skin preparations are used in cosmetics, emulsions, liniments, ointments, etc. in the form of lotions, milky lotions, creams, and powders. Since these external skin preparations are applied directly to the skin, their affinity with the skin and the feeling of use are considered important properties.
一方、コウジ酸またはそのエステルが安全で強い美白作
用を有していることも知られている。On the other hand, it is also known that kojic acid or its esters are safe and have strong whitening effects.
[発明が解決しようとする問題点]
本発明は、コウジ酸またはそのエステルを用いた皮膚外
用剤が、従来の通常の処方では使用感や肌の状態におい
て必ずしも良好ではない点に鑑みなされたものであり、
塗布時のベタツキがなく、肌をなめらかにし、かつシラ
トリさせると共にハリを与える皮膚外用剤を提供するこ
とを目的とするものである。[Problems to be Solved by the Invention] The present invention was developed in view of the fact that the conventional formulation of external skin preparations using kojic acid or its esters does not necessarily provide a good feeling of use and skin condition. and
The object of the present invention is to provide a skin preparation for external use that does not leave the skin sticky when applied, smooths the skin, makes it irritating, and gives firmness.
[問題点を解決するための手段]
かかる目的は、アミノ酸またはその誘導体の1種または
2種以上とコウジ酸またはそのエステルのIPlIiま
たは2種以上とを含有させることにより達成される。[Means for Solving the Problems] This object is achieved by containing one or more amino acids or derivatives thereof and IPlIi or two or more kinds of kojic acid or its ester.
[作用および実施例]
本発明における一方の成分であるコウジ酸またはそのエ
ステルとしては、一般式:
(式中、R1およびR2は同じかまたは異なり、水素原
子または炭素数3〜20個のアシル基である)で示され
るものが好ましい。[Function and Examples] Kojic acid or its ester, which is one of the components in the present invention, has the general formula: ) are preferred.
エステルとしては、コウジ酸モノブチレート、コウジ酸
モノカプレート、コウジ酸モノパルミテート、コウジ酸
モノステアレート、コウジ酸モノシンナモエートまたは
コウジ酸モノベンゾエートなどのモノエステル、コウジ
酸ジブチレート、コウジ酸ジパルミテート、コウジ酸ジ
ステアレートまたはコウジ酸ジオレエートなどのジエス
テルが好ましい。モノエステルはコウジ酸の5位の水酸
基がエステル化されているものが好ましい。エステル化
するとメラニン生成抑制作用はコウジ酸と同等であるが
、pHや光に対する安定性が向上する。これらは、単独
で使用しても併用してもよい。As esters, monoesters such as kojic acid monobutyrate, kojic acid monocaprate, kojic acid monopalmitate, kojic acid monostearate, kojic acid monocinnamoate or kojic acid monobenzoate, kojic acid dibutyrate, kojic acid dipalmitate, Diesters such as kojic acid distearate or kojic acid dioleate are preferred. The monoester is preferably one in which the hydroxyl group at the 5-position of kojic acid is esterified. When esterified, the melanin production inhibiting effect is equivalent to that of kojic acid, but the stability against pH and light is improved. These may be used alone or in combination.
他の成分であるアミノ酸またはその誘導体を皮膚外用剤
の配合成分として用いることも知られているが、経時的
に変質してしまい、異臭を生ぜしめることがある。しか
し、このようなアミノ酸またはその誘導体であってもコ
ウジ酸またはそのエステルと配合するときは経時的変質
が抑えられ、肌へのすぐれた親和性と使用感を長期間保
持することができる。It is also known to use amino acids or their derivatives, which are other ingredients, as a compounding ingredient in external skin preparations, but these may deteriorate over time and cause an unpleasant odor. However, even when such an amino acid or its derivative is blended with kojic acid or its ester, deterioration over time can be suppressed, and excellent affinity for the skin and feeling of use can be maintained for a long period of time.
アミノ酸としては、たとえばグリシン、セリン、シスチ
ン、アラニン、スレオニン、システィン、バリン、フェ
ニルアラニン、メ皐オニン、ロイシン、チロシン、プロ
リン、インロイシン、トリプトファン、ヒドロキシプロ
リンなどの中性アミノ酸;アスパラギン酸、アスパラギ
ン、グルタミン、グルタミン酸などの酸性アミノ酸;ア
ルギニン、ヒスチジン、リジンなどの塩基性アミノ酸な
どの1種または2種以上があげられ、アミノ酸の誘導体
としてはたとえばアシルグルタミン酸またはその塩、ア
シル−β−アラニンまたはその塩、ピロリドンカルボン
酸またはその塩の1種または2種以上があげられる。こ
れらのアミノ酸またはその誘導体は単独で使用しても併
用してもよい。コウジ酸またはそのエステルの配合量は
外用剤中、通常0.01〜20%(Ili量%、以下同
様)好ましくは0.1〜2%であり、アミノ酸またはそ
の誘導体の配合量は通常0601〜lO%、好ましくは
0.1〜5%である。Examples of amino acids include neutral amino acids such as glycine, serine, cystine, alanine, threonine, cysteine, valine, phenylalanine, methionine, leucine, tyrosine, proline, inleucine, tryptophan, and hydroxyproline; aspartic acid, asparagine, and glutamine. , acidic amino acids such as glutamic acid; and one or more types of basic amino acids such as arginine, histidine, and lysine. Examples of amino acid derivatives include acylglutamic acid or a salt thereof, acyl-β-alanine or a salt thereof, One or more types of pyrrolidone carboxylic acid or a salt thereof can be used. These amino acids or derivatives thereof may be used alone or in combination. The blending amount of kojic acid or its ester is usually 0.01 to 20% (Ili amount %, the same applies hereinafter) in the external preparation, preferably 0.1 to 2%, and the blending amount of the amino acid or its derivative is usually 0.601 to 20%. 1O%, preferably 0.1-5%.
本発明の外用剤としては、たとえばクリーム、化粧料、
パック、パウダーなどの化粧料のほかに乳剤、ローショ
ン剤、リニメント剤、軟膏剤などの医薬部外品などの種
々の外用形態に製剤にでき、それぞれの製剤において常
用されている基剤、賦形剤、安定剤、顔料、香料、紫外
線吸収剤、酸化防止剤、防腐剤、金属封印剤、有機酸な
どを適宜配合してもよい。External preparations of the present invention include, for example, creams, cosmetics,
In addition to cosmetics such as packs and powders, they can be formulated into various external forms such as emulsions, lotions, liniments, ointments, and other quasi-drugs, and the bases and excipients commonly used in each formulation. Agents, stabilizers, pigments, fragrances, ultraviolet absorbers, antioxidants, preservatives, metal sealants, organic acids, and the like may be added as appropriate.
つぎに実施例をあげて本発明の皮膚外用剤を説明するが
、本発明はかかる実施例のみに限定されるものではない
。Next, the skin external preparation of the present invention will be explained with reference to Examples, but the present invention is not limited to these Examples.
実施例1 (クリーム)
重量部
(Δ)モノステアリン酸ポリオキシ
エチレングリコール(40E、O,) 2.0
0自己乳化型モノステアリン酸
グリセリン 5.00ステアリン
酸 5600ベヘニルアルコール
1.00流動パラフイン
1.OOトリオクタン酸グリセリル 10.0
0コウジ酸ジパルミテート 2.00防腐剤
適量香 料
微量(B) 1 、3−ブ
チレンブリコール 5.00グリシン
3.00精製水
残余(製法)
(A)に属する成分を加熱溶解する(油相)。Example 1 (Cream) Part by weight (Δ) Polyoxyethylene glycol monostearate (40E, O,) 2.0
0 Self-emulsifying glycerin monostearate 5.00 Stearic acid 5600 Behenyl alcohol
1.00 liquid paraffin
1. OO glyceryl trioctanoate 10.0
0 Kojic acid dipalmitate 2.00 Preservatives
Appropriate amount of fragrance
Trace amount (B) 1,3-butylene glycol 5.00 Glycine
3.00 Purified water
Residue (manufacturing method) The components belonging to (A) are heated and dissolved (oil phase).
別に、(B)に属する成分を加熱溶解する(水相)。油
相に水相を添加し、撹拌乳化後、冷却してクリームをえ
た。Separately, components belonging to (B) are dissolved by heating (aqueous phase). The water phase was added to the oil phase, emulsified by stirring, and then cooled to obtain a cream.
実施例2(ローション)
重量部
ポリオキシエチレン硬化ヒマシ油
(GOE、O,) 1.0
0エタノール 15.00クエ
ン酸 0゜10クエン酸ナ
トリウム 0.301.3−ブチレング
リコール 4,00コウジ酸
1.00ピロリドンカルボン酸ナトリウム
0.50防腐剤 適量
香 料
微量精製水 残余(製法
)
各成分を均一に撹拌、混合、溶解し、ローションをえた
。Example 2 (Lotion) Part by weight Polyoxyethylene hydrogenated castor oil (GOE, O,) 1.0
0 ethanol 15.00 citric acid 0゜10 sodium citrate 0.30 1.3-butylene glycol 4,00 kojic acid
1.00 Sodium pyrrolidone carboxylate 0.50 Preservatives Appropriate amount Flavoring
Micro-purified water Residue (manufacturing method) Each component was uniformly stirred, mixed, and dissolved to obtain a lotion.
実施例3(乳液)
重量部
(A)ポリオキシエチレンベヘニルエーテル(20E、
O,) 0.50テトラオレイ
ン酸ポリオキシエチレ
ンソルビツト(60E、O) 1 、
00親油型モノステアリン酸グリセリン 1.00ステ
アリン酸 0.50ベヘニルアル
コール 0.50アボガト油
1.00天然ビタミンE
’ 0.02コウジ酸モノパルミテート2.0
0
防腐剤 適量香 料
微量(B)
1.3−ブチレングリコール 50口0カ
ルボキシビニルポリマー 0.1ON−ラウロ
イル−L−グルタミン酸ナトリウム
0.50アスパラギン酸
5.00精製水 残余
(製法)
(A)に属する成分を加熱溶解する(油相)。Example 3 (emulsion) Part by weight (A) Polyoxyethylene behenyl ether (20E,
O,) 0.50 polyoxyethylene sorbitate tetraoleate (60E, O) 1,
00 Lipophilic glyceryl monostearate 1.00 Stearic acid 0.50 Behenyl alcohol 0.50 Avocado oil
1.00 natural vitamin E
' 0.02 Kojic acid monopalmitate 2.0
0 Preservatives Appropriate amount fragrance
Trace amount (B)
1.3-Butylene glycol 50 units 0 carboxyvinyl polymer 0.1 ON-sodium lauroyl-L-glutamate
0.50 aspartic acid
5.00 Purified water Residue (manufacturing method) Heat and dissolve the components belonging to (A) (oil phase).
別に、(B)に属する成分を加熱溶解する(水相)。油
相に水相を添加して撹拌乳化後、冷却して乳液をえた。Separately, components belonging to (B) are dissolved by heating (aqueous phase). The aqueous phase was added to the oil phase, emulsified by stirring, and then cooled to obtain a milky lotion.
実施例4(ゼリー状パック)
重量部
クエン酸 0.20プロピ
レングリコール 4.00濃グリセリン
4.00エタノール
2.00カルボキシビニルポリマー
1.00炭酸カリウム 0.
60コウジ酸 0,50トリ
プトフアン 3.00防腐剤
適量香 料
微量精製水
残余(製法)
各成分を撹拌、混合、溶解してゼリー状パックをえた。Example 4 (jelly pack) Part by weight Citric acid 0.20 Propylene glycol 4.00 Concentrated glycerin
4.00 ethanol
2.00 carboxyvinyl polymer
1.00 potassium carbonate 0.
60 Kojic acid 0.50 Tryptophan 3.00 Preservatives
Appropriate amount of fragrance
micro purified water
Residue (manufacturing method) Each component was stirred, mixed, and dissolved to obtain a jelly-like pack.
実施例5 (クリーム状パック)
重量部
(A)ポリオキシエチレンベヘニルエーテル(20E、
O,) 1.00テトラオレイ
ン酸ポリオキシエチレ
ソルビツト(40E、0.) 2.0
0親油型モノステアリン酸グリセリン 2,00ベヘニ
ルアルコール 3.00スクワラン
25.00オクタン酸グリセリン
10.00天然ビタミンE
O,04コウジ酸モノシンナモエート2.00
防腐剤 適量径 料
微量(B)
1 、3−ブチレングリコール 5.00
dl−ピロリドンカルボン酸ナトリウ
ム
1.50クエン酸
0,04グルタミン酸
3.00精製水 残余(
製法)
(A)に属する成分を加熱溶解する(油相)。Example 5 (Cream pack) Part by weight (A) Polyoxyethylene behenyl ether (20E,
O,) 1.00 Tetraoleic acid polyoxyethylene sorbitol (40E, 0.) 2.0
0 Lipophilic glycerin monostearate 2,00 Behenyl alcohol 3.00 Squalane
25.00 Glycerin octoate 10.00 Natural vitamin E
O,04 Kojic acid monocinnamoate 2.00 Preservative Appropriate amount
Trace amount (B)
1,3-butylene glycol 5.00
Sodium dl-pyrrolidonecarboxylate
1.50 citric acid
0,04 glutamic acid
3.00 Purified water remainder (
Manufacturing method) Components belonging to (A) are heated and dissolved (oil phase).
別に、(B)に属する成分を加熱溶解する(水相)。油
相に水相を添加して撹拌乳化後、冷却してクリーム状パ
ックをえた。Separately, components belonging to (B) are dissolved by heating (aqueous phase). The aqueous phase was added to the oil phase, emulsified by stirring, and then cooled to obtain a cream pack.
実施例6(軟膏剤)
重量部
(A)モノステアリン酸ポリオキシエチレンソルビタン
(60E、O,) 1.00テトラオレ
イン酸ポリオキシエチレ
ンソルビツト(130B、0.) 1.
50自己乳化型モノステアリン酸グリセ
リン ■、50サラシミ
ツロウ 2.00パラフイン
2.00ステアリン酸
3.00ベヘニルアルコール
3.00シアバター 12.
OO流動パラフィン 5.00天然
ビタミンE O,04メチルポ
リシロキサン 0.01コウジ酸モノベン
ゾエート 3.00防腐剤
適量香 料
微量(B)1.3−ブチレングリコー
ル 5.00クエン酸
0,30旧−ラウロイル−し一グルタミン酸ナ
トリウム 0.50アルギ
ニン 5.00精製水
残余(製法)
(A)に属する成分を加熱溶解する(油相)。Example 6 (Ointment) Parts by weight (A) Polyoxyethylene sorbitan monostearate (60E, O,) 1.00 Polyoxyethylene sorbitan tetraoleate (130B, 0.) 1.
50 Self-emulsifying glycerin monostearate ■, 50 White beeswax 2.00 Paraffin
2.00 stearic acid
3.00 behenyl alcohol
3.00 Shea butter 12.
OO Liquid Paraffin 5.00 Natural Vitamin E O,04 Methylpolysiloxane 0.01 Kojic Acid Monobenzoate 3.00 Preservative
Appropriate amount of fragrance
Trace amount (B) 1.3-butylene glycol 5.00 Citric acid
0.30 Sodium lauroyl monoglutamate 0.50 Arginine 5.00 Purified water
Residue (manufacturing method) The components belonging to (A) are heated and dissolved (oil phase).
別に、(B)に属する成分を加熱溶解する(水相)。油
相に水相を添加して撹拌乳化後、冷却して軟膏剤をえた
。Separately, components belonging to (B) are dissolved by heating (aqueous phase). The aqueous phase was added to the oil phase, emulsified by stirring, and then cooled to obtain an ointment.
実施例7(美白パウダー)
重量部
ミリスチン酸オクチルドデシル 1.0コウジ酸
2.0アスパラギン酸
2.0香 料
微量マルチトール
残余(製法)
各成分を均一に撹拌、混合して美白パウダーをえた。Example 7 (whitening powder) Part by weight Octyldodecyl myristate 1.0 Kojic acid
2.0 aspartic acid
2.0 fragrance
trace maltitol
Residue (manufacturing method) Each ingredient was stirred and mixed uniformly to obtain a whitening powder.
実施例8(パネルテスト) 本発明の外用剤の効果をパネルテストにより確認した。Example 8 (panel test) The effectiveness of the external preparation of the present invention was confirmed by a panel test.
女性20名のパネラ−の上腕内側部に本発明の外用剤を
右腕に、対照外用剤を左腕に、1日2回(朝、夜)、3
0日間にわたって単純塗布した。A panel of 20 women applied the topical preparation of the present invention to their right arm and the control topical preparation to their left arm, twice a day (morning and evening), three times a day.
Simple application was performed over a period of 0 days.
試験には実施例1のクリーム、実施例2のローション、
実施例3の乳液を用い、対照品には、それぞれの外用剤
からコウジ酸を除いたものを用いた。The test included the cream of Example 1, the lotion of Example 2,
The emulsion of Example 3 was used, and as a control product, the respective external preparations with kojic acid removed were used.
試験終了後、ぞれの試験部位における塗布時のベタツキ
、肌のなめらかさ、肌のシラトリさ、および肌のハリに
ついて最も優れたものを5、最もわるいものを1とした
5段階で評価し、その平均値をとって比較した。結果を
第1表に示す。After the test, each test site was evaluated on a 5-point scale with 5 being the best and 1 being the worst in terms of stickiness when applied, skin smoothness, skin irritability, and skin firmness. The average values were taken and compared. The results are shown in Table 1.
[発明の効果]
本発明の皮膚外用剤によるときは、塗布時のベタツキ、
肌のシラトリさ、および肌のハリなどに好ましい効果を
発揮し、とくにベタツキおよび肌のハリの改浮に著効を
示す。[Effects of the invention] When using the skin external preparation of the present invention, stickiness during application,
It has a favorable effect on skin irritability and skin firmness, and is particularly effective in reducing stickiness and skin firmness.
Claims (1)
コウジ酸またはそのエステルの1種または2種以上とを
含有する皮膚外用剤。1. A skin external preparation containing one or more amino acids or derivatives thereof and one or more kojic acid or esters thereof.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62256735A JP2565516B2 (en) | 1987-10-12 | 1987-10-12 | Topical skin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62256735A JP2565516B2 (en) | 1987-10-12 | 1987-10-12 | Topical skin |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01100112A true JPH01100112A (en) | 1989-04-18 |
JP2565516B2 JP2565516B2 (en) | 1996-12-18 |
Family
ID=17296714
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62256735A Expired - Fee Related JP2565516B2 (en) | 1987-10-12 | 1987-10-12 | Topical skin |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2565516B2 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0228105A (en) * | 1988-04-30 | 1990-01-30 | Kawaken Fine Chem Co Ltd | Cosmetic |
JPH09301846A (en) * | 1996-03-15 | 1997-11-25 | Shiseido Co Ltd | Aqueous thickened gel-like composition and liquid water in oil type emulsified composition |
JP2002293740A (en) * | 2001-03-30 | 2002-10-09 | Sansho Seiyaku Co Ltd | Hyaluronidase activity inhibitor |
JP2002293738A (en) * | 2001-03-30 | 2002-10-09 | Sansho Seiyaku Co Ltd | Cosmetic for improving photoaged skin |
JP2002293739A (en) * | 2001-03-30 | 2002-10-09 | Sansho Seiyaku Co Ltd | Skin function-improving agent |
JP2004315384A (en) * | 2003-04-14 | 2004-11-11 | Kyowa Hakko Kogyo Co Ltd | Bleaching agent |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS533538A (en) * | 1976-06-28 | 1978-01-13 | Sansho Seiyaku Kk | Skin bleach cosmetics |
JPS5679616A (en) * | 1979-12-05 | 1981-06-30 | Sansho Seiyaku Kk | Whitening cosmetic |
JPS59157009A (en) * | 1983-02-25 | 1984-09-06 | Yakurigaku Chuo Kenkyusho:Kk | External skin drug for suppressing formation of melanin |
-
1987
- 1987-10-12 JP JP62256735A patent/JP2565516B2/en not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS533538A (en) * | 1976-06-28 | 1978-01-13 | Sansho Seiyaku Kk | Skin bleach cosmetics |
JPS5679616A (en) * | 1979-12-05 | 1981-06-30 | Sansho Seiyaku Kk | Whitening cosmetic |
JPS59157009A (en) * | 1983-02-25 | 1984-09-06 | Yakurigaku Chuo Kenkyusho:Kk | External skin drug for suppressing formation of melanin |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0228105A (en) * | 1988-04-30 | 1990-01-30 | Kawaken Fine Chem Co Ltd | Cosmetic |
JP2751965B2 (en) * | 1988-04-30 | 1998-05-18 | 川研ファインケミカル株式会社 | Cosmetics |
JPH09301846A (en) * | 1996-03-15 | 1997-11-25 | Shiseido Co Ltd | Aqueous thickened gel-like composition and liquid water in oil type emulsified composition |
JP2002293740A (en) * | 2001-03-30 | 2002-10-09 | Sansho Seiyaku Co Ltd | Hyaluronidase activity inhibitor |
JP2002293738A (en) * | 2001-03-30 | 2002-10-09 | Sansho Seiyaku Co Ltd | Cosmetic for improving photoaged skin |
JP2002293739A (en) * | 2001-03-30 | 2002-10-09 | Sansho Seiyaku Co Ltd | Skin function-improving agent |
JP2004315384A (en) * | 2003-04-14 | 2004-11-11 | Kyowa Hakko Kogyo Co Ltd | Bleaching agent |
Also Published As
Publication number | Publication date |
---|---|
JP2565516B2 (en) | 1996-12-18 |
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