JP7260942B1 - Skin topical agent - Google Patents
Skin topical agent Download PDFInfo
- Publication number
- JP7260942B1 JP7260942B1 JP2022187634A JP2022187634A JP7260942B1 JP 7260942 B1 JP7260942 B1 JP 7260942B1 JP 2022187634 A JP2022187634 A JP 2022187634A JP 2022187634 A JP2022187634 A JP 2022187634A JP 7260942 B1 JP7260942 B1 JP 7260942B1
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- skin
- Prior art date
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- 239000003860 topical agent Substances 0.000 title 1
- BJRNKVDFDLYUGJ-RMPHRYRLSA-N hydroquinone O-beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N 0.000 claims abstract description 71
- 238000002360 preparation method Methods 0.000 claims abstract description 71
- -1 L-ascorbic acid glucoside Chemical class 0.000 claims abstract description 49
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 38
- 229960005070 ascorbic acid Drugs 0.000 claims abstract description 37
- 150000003839 salts Chemical class 0.000 claims abstract description 37
- 239000002211 L-ascorbic acid Substances 0.000 claims abstract description 35
- 229960000271 arbutin Drugs 0.000 claims abstract description 35
- BJRNKVDFDLYUGJ-UHFFFAOYSA-N p-hydroxyphenyl beta-D-alloside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-UHFFFAOYSA-N 0.000 claims abstract description 34
- 235000000069 L-ascorbic acid Nutrition 0.000 claims abstract description 33
- 229930182478 glucoside Natural products 0.000 claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229960003330 pentetic acid Drugs 0.000 claims abstract description 12
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims abstract description 12
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 46
- 206010040880 Skin irritation Diseases 0.000 abstract description 8
- 230000036556 skin irritation Effects 0.000 abstract description 8
- 231100000475 skin irritation Toxicity 0.000 abstract description 8
- DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 abstract description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 69
- 230000002087 whitening effect Effects 0.000 description 31
- 239000004615 ingredient Substances 0.000 description 21
- 238000011156 evaluation Methods 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 239000003921 oil Substances 0.000 description 11
- 235000019198 oils Nutrition 0.000 description 11
- 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
- 239000000284 extract Substances 0.000 description 8
- 150000000996 L-ascorbic acids Chemical class 0.000 description 7
- 208000003351 Melanosis Diseases 0.000 description 7
- 239000002537 cosmetic Substances 0.000 description 7
- 239000006210 lotion Substances 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 239000012085 test solution Substances 0.000 description 7
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000002738 chelating agent Substances 0.000 description 6
- 230000007794 irritation Effects 0.000 description 6
- 206010008570 Chloasma Diseases 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 229930182470 glycoside Natural products 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 235000001014 amino acid Nutrition 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 229940008099 dimethicone Drugs 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 3
- 229920002907 Guar gum Polymers 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002338 glycosides Chemical class 0.000 description 3
- 235000010417 guar gum Nutrition 0.000 description 3
- 239000000665 guar gum Substances 0.000 description 3
- 229960002154 guar gum Drugs 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000003020 moisturizing effect Effects 0.000 description 3
- 159000000001 potassium salts Chemical class 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 229940083542 sodium Drugs 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (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-carboxylic acid Chemical compound 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 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- AHMIDUVKSGCHAU-UHFFFAOYSA-N Dopaquinone Natural products OC(=O)C(N)CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 206010014970 Ephelides Diseases 0.000 description 2
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- AHMIDUVKSGCHAU-LURJTMIESA-N L-dopaquinone Chemical compound [O-]C(=O)[C@@H]([NH3+])CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-LURJTMIESA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 102000003425 Tyrosinase Human genes 0.000 description 2
- 108060008724 Tyrosinase Proteins 0.000 description 2
- BJRNKVDFDLYUGJ-ZIQFBCGOSA-N alpha-Arbutin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-ZIQFBCGOSA-N 0.000 description 2
- 229940033280 alpha-arbutin Drugs 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000002421 anti-septic effect Effects 0.000 description 2
- 235000010323 ascorbic acid Nutrition 0.000 description 2
- 239000011668 ascorbic acid Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-KLVWXMOXSA-N beta-L-arabinopyranose Chemical compound O[C@H]1CO[C@H](O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-KLVWXMOXSA-N 0.000 description 2
- 159000000007 calcium salts Chemical class 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 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 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- VJNCICVKUHKIIV-UHFFFAOYSA-N dopachrome Chemical compound O=C1C(=O)C=C2NC(C(=O)O)CC2=C1 VJNCICVKUHKIIV-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 229960001484 edetic acid Drugs 0.000 description 2
- 229940093915 gynecological organic acid Drugs 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 229920002674 hyaluronan Polymers 0.000 description 2
- 229960003160 hyaluronic acid Drugs 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical class CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 230000002503 metabolic effect Effects 0.000 description 2
- 238000000034 method Methods 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
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 231100000344 non-irritating Toxicity 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical class [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 239000007787 solid Substances 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
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- DBSABEYSGXPBTA-RXSVEWSESA-N (2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;phosphoric acid Chemical compound OP(O)(O)=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O DBSABEYSGXPBTA-RXSVEWSESA-N 0.000 description 1
- CGFPNELNAZZYQL-RXSVEWSESA-N (2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;sulfuric acid Chemical compound OS(O)(=O)=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CGFPNELNAZZYQL-RXSVEWSESA-N 0.000 description 1
- MSWZFWKMSRAUBD-GKFJPSPNSA-N (2r,3s,4s,5r,6s)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol Chemical compound N[C@@H]1[C@H](O)O[C@@H](CO)[C@H](O)[C@H]1O MSWZFWKMSRAUBD-GKFJPSPNSA-N 0.000 description 1
- 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 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 1
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical class CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 1
- FUTGDWNFCMWSJT-UHFFFAOYSA-N 2,3-bis(14-methylpentadecanoyloxy)propyl 14-methylpentadecanoate Chemical compound CC(C)CCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCC(C)C)COC(=O)CCCCCCCCCCCCC(C)C FUTGDWNFCMWSJT-UHFFFAOYSA-N 0.000 description 1
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- MSWZFWKMSRAUBD-VFUOTHLCSA-N 2-amino-2-deoxy-beta-D-galactopyranose Chemical compound N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O MSWZFWKMSRAUBD-VFUOTHLCSA-N 0.000 description 1
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
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Abstract
【課題】アルブチン及びL-アスコルビン酸グルコシドを含有し、保存安定性に優れ、皮膚刺激性が抑制された皮膚外用剤を提供する。【解決手段】成分Aとしてアルブチンと、成分BとしてL-アスコルビン酸グルコシドと、成分Cとしてジエチレントリアミン五酢酸及びその塩からなる群から選ばれる少なくとも1種の化合物と、成分Dとして亜硫酸類及びチオ硫酸並びにそれらの塩からなる群から選ばれる少なくとも1種の化合物と、を含む皮膚外用剤である。皮膚外用剤は、pHが3.7以上6.8以下であり、成分Cの含有量が0.0001質量%以上0.3質量%以下であり、成分Dの含有量が0.002質量%以上0.15質量%以下である。【選択図】なしAn object of the present invention is to provide an external preparation for skin containing arbutin and L-ascorbic acid glucoside, having excellent storage stability and suppressed skin irritation. SOLUTION: Arbutin as component A, L-ascorbic acid glucoside as component B, at least one compound selected from the group consisting of diethylenetriaminepentaacetic acid and salts thereof as component C, and sulfites and thiosulfate as component D and at least one compound selected from the group consisting of salts thereof. The skin external preparation has a pH of 3.7 or more and 6.8 or less, a content of Component C of 0.0001% or more and 0.3% or less by mass, and a content of Component D of 0.002% by mass. It is more than 0.15 mass % or less. [Selection figure] None
Description
本発明は、皮膚外用剤に関する。 The present invention relates to an external preparation for skin.
皮膚外用剤においては、ハイドロキノン誘導体、アスコルビン酸誘導体等を配合することにより、優れた美白効果が得られるとされている。しかしながら、アルブチン、L-アスコルビン酸グルコシド等は皮膚外用剤中で変化を起こしやすく、これらを配合した皮膚外用剤は経時的に着色などが起こり、保存安定性に改良の余地があった。 It is said that an excellent skin-whitening effect can be obtained by blending a hydroquinone derivative, an ascorbic acid derivative, or the like in an external preparation for skin. However, arbutin, L-ascorbic acid glucoside, and the like are susceptible to changes in external skin preparations, and external skin preparations containing them tend to be colored over time, leaving room for improvement in storage stability.
上記に関連して、アルブチンを含有する組成物に、1-ヒドロキシエタン-1,1-ジホスホン酸又はその塩、ジエチレントリアミン五酢酸又はその塩を添加することが提案されている(例えば、特許文献1参照)。また、ハイドロキノン誘導体とアスコルビン酸誘導体の両方を含有した組成物に、紫外線吸収剤、ジブチルヒドロキシトルエン、キレート剤、亜硫酸類などを配合することが提案されている(例えば、特許文献2参照)。さらに、アルブチンを含有した組成物に、還元剤としてアスコルビン酸、亜硫酸類などを配合することが提案されている(例えば、特許文献3参照)。 In relation to the above, it has been proposed to add 1-hydroxyethane-1,1-diphosphonic acid or a salt thereof, diethylenetriaminepentaacetic acid or a salt thereof to a composition containing arbutin (for example, Patent Document 1 reference). Further, it has been proposed to blend a composition containing both a hydroquinone derivative and an ascorbic acid derivative with an ultraviolet absorber, dibutylhydroxytoluene, a chelating agent, sulfites, and the like (see, for example, Patent Document 2). Furthermore, it has been proposed to add ascorbic acid, sulfites, etc. as a reducing agent to a composition containing arbutin (see, for example, Patent Document 3).
本発明の一態様は、アルブチン及びL-アスコルビン酸グルコシドを含有し、保存安定性に優れ、皮膚刺激性が抑制された皮膚外用剤を提供することを目的とする。 An object of one aspect of the present invention is to provide an external preparation for skin containing arbutin and L-ascorbic acid glucoside, having excellent storage stability and suppressed skin irritation.
第一態様は、成分Aとしてアルブチンと、成分BとしてL-アスコルビン酸グルコシドと、成分Cとしてジエチレントリアミン五酢酸及びその塩からなる群から選ばれる少なくとも1種の化合物と、成分Dとして亜硫酸類及びチオ硫酸並びにそれらの塩からなる群から選ばれる少なくとも1種の化合物と、を含む皮膚外用剤である。皮膚外用剤は、pHが3.7以上6.8以下であり、成分Cの含有量が0.0001質量%以上0.3質量%以下であり、成分Dの含有量が0.002質量%以上0.15質量%以下である。 In the first embodiment, arbutin as component A, L-ascorbic acid glucoside as component B, at least one compound selected from the group consisting of diethylenetriamine pentaacetic acid and salts thereof as component C, and sulfites and thiosulfites as component D and at least one compound selected from the group consisting of sulfuric acid and salts thereof. The skin external preparation has a pH of 3.7 or more and 6.8 or less, a content of Component C of 0.0001% or more and 0.3% or less by mass, and a content of Component D of 0.002% by mass. It is more than 0.15 mass % or less.
本発明の一態様によれば、アルブチン及びL-アスコルビン酸グルコシドを含有し、保存安定性に優れ、皮膚刺激性が抑制された皮膚外用剤を提供することができる。 According to one aspect of the present invention, it is possible to provide an external preparation for skin containing arbutin and L-ascorbic acid glucoside, having excellent storage stability and suppressed skin irritation.
本明細書において組成物中の各成分の含有量は、組成物中に各成分に該当する物質が複数存在する場合、特に断らない限り、組成物中に存在する当該複数の物質の合計量を意味する。さらに本明細書に記載される数値範囲の上限及び下限は、数値範囲として例示された数値をそれぞれ任意に選択して組み合わせることが可能である。以下、本発明の実施形態を詳細に説明する。ただし、以下に示す実施形態は、本発明の技術思想を具体化するための、皮膚外用剤を例示するものであって、本発明は、以下に示す皮膚外用剤に限定されない。 In the present specification, the content of each component in the composition refers to the total amount of the multiple substances present in the composition when there are multiple substances corresponding to each component in the composition, unless otherwise specified. means. Furthermore, the upper and lower limits of the numerical ranges described herein can be combined by arbitrarily selecting the numerical values exemplified as the numerical ranges. Hereinafter, embodiments of the present invention will be described in detail. However, the embodiments shown below are examples of external skin preparations for embodying the technical idea of the present invention, and the present invention is not limited to the external skin preparations shown below.
皮膚外用剤は、成分Aとしてアルブチンと、成分BとしてL-アスコルビン酸グルコシドと、成分Cとしてジエチレントリアミン五酢酸及びその塩からなる群から選ばれる少なくとも1種の化合物と、成分Dとして亜硫酸類及びチオ硫酸並びにそれらの塩からなる群から選ばれる少なくとも1種の化合物と、を含む。皮膚外用剤は、pHが3.7以上6.8以下であり、成分Cの含有量が0.0001質量%以上0.3質量%以下であり、成分Dの含有量が0.002質量%以上0.15質量%以下である。 The skin external preparation contains arbutin as component A, L-ascorbic acid glucoside as component B, at least one compound selected from the group consisting of diethylenetriamine pentaacetic acid and salts thereof as component C, and sulfites and thiosulfites as component D. and at least one compound selected from the group consisting of sulfuric acid and salts thereof. The skin external preparation has a pH of 3.7 or more and 6.8 or less, a content of Component C of 0.0001% or more and 0.3% or less by mass, and a content of Component D of 0.002% by mass. It is more than 0.15 mass % or less.
美白効果を有する成分としてアルブチンとL-アスコルビン酸グルコシドを含む皮膚外用剤に、ジエチレントリアミン五酢酸及びその塩からなる群から選ばれる少なくとも1種を含む成分Cと、亜硫酸類及びチオ硫酸並びにそれらの塩からなる群から選ばれる少なくとも1種を含む成分Dとを特定の含有量で配合し、pHを特定の範囲に調整することにより、保存安定性に優れ、皮膚刺激性が抑制された皮膚外用剤とすることができる。これは例えば、成分Cと成分Dとが特定のpH範囲において、アルブチン及びL-アスコルビン酸グルコシドの保存安定性を相乗的に向上できるためと考えることができる。 A skin external preparation containing arbutin and L-ascorbic acid glucoside as ingredients having a whitening effect, a component C containing at least one selected from the group consisting of diethylenetriaminepentaacetic acid and salts thereof, sulfites and thiosulfuric acid, and salts thereof A skin preparation for external use having excellent storage stability and suppressed skin irritation by blending a specific content of a component D containing at least one selected from the group consisting of and adjusting the pH to a specific range. can be For example, it can be considered that component C and component D can synergistically improve the storage stability of arbutin and L-ascorbic acid glucoside in a specific pH range.
アルブチン
皮膚外用剤は、成分Aとしてアルブチンを含む。アルブチンは、ハイドロキノン誘導体の1種であり、メラニン生成過程の代謝中間物であるドーパキノンからドーパクロムへの生合成を抑制し、皮膚の美白化、しみ、そばかす、黒皮症、肝斑等の治療、改善に有効な化合物である。アルブチンは、ハイドロキノンとD-グルコースとがエーテル結合した化合物であり、結合態様によってα-アルブチンとβ-アルブチンとがある。アルブチンとしては、α-アルブチン、β-アルブチンのいずれも好適に用いることができるが、美白効果、入手容易性、安定性の観点から、β-アルブチンが好ましい。
Arbutin The external preparation for skin contains arbutin as component A. Arbutin is a type of hydroquinone derivative and suppresses the biosynthesis of dopaquinone, which is a metabolic intermediate in the melanogenesis process, to dopachrome. It is an effective compound for improvement. Arbutin is a compound in which hydroquinone and D-glucose are ether-bonded, and there are α-arbutin and β-arbutin depending on the bonding mode. As arbutin, either α-arbutin or β-arbutin can be preferably used, but β-arbutin is preferable from the viewpoint of whitening effect, availability and stability.
皮膚外用剤におけるアルブチンの含有量は、例えば美白効果の観点から、0.001質量%以上であってよく、好ましくは0.01質量%以上、0.1質量%以上1.0質量%以上、又は2.0質量%以上であってよい。また例えば皮膚外用剤としてのべたつき抑制等の観点から、20.0質量%以下であってよく、好ましくは15.0質量%以下、10.0質量%以下5.0質量%以下、又は4.0質量%以下であってよい。 The content of arbutin in the external preparation for skin may be, for example, 0.001% by mass or more, preferably 0.01% by mass or more, 0.1% by mass or more and 1.0% by mass or more, from the viewpoint of whitening effect. Alternatively, it may be 2.0% by mass or more. In addition, for example, from the viewpoint of suppressing stickiness as an external skin preparation, the content may be 20.0% by mass or less, preferably 15.0% by mass or less, 10.0% by mass or less and 5.0% by mass or less. It may be 0% by mass or less.
皮膚外用剤は、アルブチンに加えてアルブチン以外のハイドロキノン誘導体を更に含んでいてもよい。アルブチン以外のハイドロキノン誘導体としては、例えばハイドロキノンα-L-グルコース、ハイドロキノンβ-L-グルコース、ハイドロキノンα-D-ガラクトース、ハイドロキノンβ-D-ガラクトース、ハイドロキノンα-L-ガラクトース、ハイドロキノンβ-L-ガラクトース等の六単糖配糖体、ハイドロキノンα-D-リボース、ハイドロキノンβ-D-リボース、ハイドロキノンα-L-リボース、ハイドロキノンβ-L-リボース、ハイドロキノンα-D-アラビノース、ハイドロキノンβ-D-アラビノース、ハイドロキノンα-L-アラビノース、ハイドロキノンβ-L-アラビノース等の五単糖配糖体、ハイドロキノンα-D-グルコサミン、ハイドロキノンβ-D-グルコサミン、ハイドロキノンα-L-グルコサミン、ハイドロキノンβ-L-グルコサミン、ハイドロキノンα-D-ガラクトサミン、ハイドロキノンβ-D-ガラクトサミン、ハイドロキノンα-L-ガラクトサミン、ハイドロキノンβ-L-ガラクトサミン等のアミノ酸配糖体、ハイドロキノンα-D-グルクロン酸、ハイドロキノンβ-D-グルクロン酸、ハイドロキノンα-L-グルクロン酸、ハイドロキノンβ-L-グルクロン酸、ハイドロキノンα-D-ガラクツロン酸、ハイドロキノンβ-D-ガラクツロン酸、ハイドロキノンα-L-ガラクツロン酸、ハイドロキノンβ-L-ガラクツロン酸等のウロン酸配糖体等が例示される。また、ハイドロキノン配糖体のアセチル化物等のエステル体、メチル化物等のエーテル体等を挙げることができる。 The skin external preparation may further contain a hydroquinone derivative other than arbutin in addition to arbutin. Examples of hydroquinone derivatives other than arbutin include hydroquinone α-L-glucose, hydroquinone β-L-glucose, hydroquinone α-D-galactose, hydroquinone β-D-galactose, hydroquinone α-L-galactose, and hydroquinone β-L-galactose. Hexamonosaccharide glycosides such as hydroquinone α-D-ribose, hydroquinone β-D-ribose, hydroquinone α-L-ribose, hydroquinone β-L-ribose, hydroquinone α-D-arabinose, hydroquinone β-D-arabinose , hydroquinone α-L-arabinose, hydroquinone β-L-arabinose and other pentasaccharide glycosides, hydroquinone α-D-glucosamine, hydroquinone β-D-glucosamine, hydroquinone α-L-glucosamine, hydroquinone β-L-glucosamine , hydroquinone α-D-galactosamine, hydroquinone β-D-galactosamine, hydroquinone α-L-galactosamine, hydroquinone β-L-galactosamine and other amino acid glycosides, hydroquinone α-D-glucuronic acid, hydroquinone β-D-glucuronic acid , hydroquinone α-L-glucuronic acid, hydroquinone β-L-glucuronic acid, hydroquinone α-D-galacturonic acid, hydroquinone β-D-galacturonic acid, hydroquinone α-L-galacturonic acid, hydroquinone β-L-galacturonic acid, etc. Uronic acid glycosides and the like are exemplified. In addition, esters such as acetylated products of hydroquinone glycosides, ethers such as methylated products, and the like can be mentioned.
皮膚外用剤が、アルブチン以外のハイドロキノン誘導体を含む場合、その含有量は、美白効果と保存安定性の観点から、例えば0.001質量%以上20.0質量%以下であってよく、好ましくは10.0質量%以下、5.0質量%以下、1.0質量%以下、又は0.1質量%未満であってよい。 When the external skin preparation contains a hydroquinone derivative other than arbutin, the content thereof may be, for example, 0.001% by mass or more and 20.0% by mass or less, preferably 10% by mass, from the viewpoint of whitening effect and storage stability. 0 wt% or less, 5.0 wt% or less, 1.0 wt% or less, or less than 0.1 wt%.
皮膚外用剤は、アルブチンに加えてハイドロキノンを含んでいてもよい。皮膚外用剤が、ハイドロキノンを含む場合、その含有量は、美白効果と皮膚刺激性の観点から、例えば0.001質量%以上5.0質量%以下であってよく、好ましくは2.0質量%以下、1.0質量%以下、又は0.1質量%未満であってよい。 The skin external preparation may contain hydroquinone in addition to arbutin. When the topical skin preparation contains hydroquinone, its content may be, for example, 0.001% by mass or more and 5.0% by mass or less, preferably 2.0% by mass, from the viewpoint of whitening effect and skin irritation. Below, it may be 1.0 mass % or less, or less than 0.1 mass %.
L-アスコルビン酸グルコシド
皮膚外用剤は、成分BとしてL-アスコルビン酸グルコシドを含む。L-アスコルビン酸グルコシドはアスコルビン酸誘導体の1種であり、メラニン生成過程の代謝中間物であるドーパキノンからドーパクロムへの生合成を抑制し、また生成した濃色酸化型メラニンを淡色還元型メラニンに戻す作用を有し、皮膚の美白化、しみ、そばかす、黒皮症、肝斑等の治療、改善に有効な化合物である。L-アスコルビン酸グルコシドは、L-アスコルビン酸とグルコースとがエーテル結合した化合物である。L-アスコルビン酸グルコシドとしては、α-グルコシル-L-アスコルビン酸が好ましく、2-O-α-D-グルコシル-L-アスコルビン酸がより好ましい。
L-ascorbic acid glucoside The external preparation for skin contains L-ascorbic acid glucoside as component B. L-ascorbic acid glucoside is one of ascorbic acid derivatives, suppresses the biosynthesis of dopaquinone, which is a metabolic intermediate in the process of melanin production, to dopachrome, and returns the produced dark-colored oxidized melanin to light-colored reduced melanin. It is a compound effective in treating and improving skin whitening, blemishes, freckles, melasma, chloasma, and the like. L-ascorbic acid glucoside is a compound in which L-ascorbic acid and glucose are ether-bonded. The L-ascorbic acid glucoside is preferably α-glucosyl-L-ascorbic acid, more preferably 2-O-α-D-glucosyl-L-ascorbic acid.
皮膚外用剤におけるL-アスコルビン酸グルコシドの含有量は、例えば美白効果の点から、0.001質量%以上であってよく、好ましくは0.01質量%以上、0.1質量%以上、又は1.0質量%以上であってよい。また、皮膚外用剤としてのべたつき抑制という観点から、20.0質量%以下であってよく、好ましくは15.0質量%以下、10.0質量%以下、5.0質量%以下、又は4.0質量%以下であってよい。 The content of L-ascorbic acid glucoside in the external preparation for skin may be, for example, 0.001% by mass or more, preferably 0.01% by mass or more, 0.1% by mass or more, or 1 0% by mass or more. In addition, from the viewpoint of suppressing stickiness as an external skin preparation, the content may be 20.0% by mass or less, preferably 15.0% by mass or less, 10.0% by mass or less, or 5.0% by mass or less. It may be 0% by mass or less.
皮膚外用剤は、L-アスコルビン酸グルコシドに加えてL-アスコルビン酸グルコシド以外のアスコルビン酸誘導体を更に含んでいてもよい。L-アスコルビン酸グルコシド以外のアスコルビン酸誘導体としては、例えばL-アスコルビン酸カルボン酸エステル、L-アスコルビン酸リン酸エステル、L-アスコルビン酸硫酸エステル等が挙げられ、これらの塩であってもよい。アスコルビン酸誘導体の塩は、例えば、ナトリウム塩、カリウム塩等のアルカリ金属塩、マグネシウム塩、カルシウム塩等のアルカリ土類金属塩等が挙げられる。 The external preparation for skin may further contain an ascorbic acid derivative other than L-ascorbic acid glucoside in addition to L-ascorbic acid glucoside. Examples of ascorbic acid derivatives other than L-ascorbic acid glucoside include L-ascorbic acid carboxylic acid ester, L-ascorbic acid phosphate, L-ascorbic acid sulfate, and the like, and salts thereof may also be used. Salts of ascorbic acid derivatives include, for example, alkali metal salts such as sodium salts and potassium salts, and alkaline earth metal salts such as magnesium salts and calcium salts.
皮膚外用剤が、L-アスコルビン酸グルコシド以外のアスコルビン酸誘導体を含む場合、その含有量は、美白効果と保存安定性の観点から、例えば0.001質量%以上20.0質量%以下であってよく、好ましくは10.0質量%以下、5.0質量%以下、又は0.1質量%未満であってよい。 When the external preparation for skin contains an ascorbic acid derivative other than L-ascorbic acid glucoside, the content thereof is, for example, 0.001% by mass or more and 20.0% by mass or less from the viewpoint of whitening effect and storage stability. well, preferably 10.0% by mass or less, 5.0% by mass or less, or less than 0.1% by mass.
皮膚外用剤におけるアルブチンの含有量に対するL-アスコルビン酸グルコシドの含有量の質量比(B/A)は、美白効果と保存安定性の観点から、例えば0.02以上50以下であってよく、好ましくは0.33以上、0.5以上、又は0.6以上であってよく、また好ましくは3.0以下、2.0以下、又は1.0以下であってよい。 The mass ratio (B/A) of the content of L-ascorbic acid glucoside to the content of arbutin in the external skin preparation may be, for example, 0.02 or more and 50 or less, preferably from the viewpoint of whitening effect and storage stability. may be 0.33 or more, 0.5 or more, or 0.6 or more, and preferably 3.0 or less, 2.0 or less, or 1.0 or less.
皮膚外用剤におけるアルブチンとL-アスコルビン酸グルコシドの合計含有量(A+B)は、美白効果と保存安定性の観点から、例えば、0.002質量%以上20.0質量%以下であってよい。好ましくは0.1質量%以上、1.0質量%以上、又は3.0質量以上であってよく、また好ましくは15.0質量%以下、10.0質量%以下、8.0質量%以下、又は7.0質量%以下であってよい。 The total content (A+B) of arbutin and L-ascorbic acid glucoside in the external skin preparation may be, for example, 0.002% by mass or more and 20.0% by mass or less from the viewpoint of whitening effect and storage stability. Preferably 0.1% by mass or more, 1.0% by mass or more, or 3.0% by mass or more, and preferably 15.0% by mass or less, 10.0% by mass or less, and 8.0% by mass or less , or 7.0% by mass or less.
成分C
皮膚外用剤は、成分Cとしてジエチレントリアミン五酢酸及びその塩からなる群から選ばれる少なくとも1種の化合物を含む。成分Cは、例えばキレート剤として皮膚外用剤の保存安定性に寄与すると考えられる。ジエチレントリアミン五酢酸の塩は、ジエチレントリアミン五酢酸と有機塩基又は無機塩基から得られる塩であればよい。有機塩基としては、例えばトリエタノールアミン等が挙げられる。また無機塩としては、例えばリチウム、ナトリウム、カリウム等のアルカリ金属塩が例示され、好ましくはナトリウムの塩であってよい。
Component C
The external preparation for skin contains, as component C, at least one compound selected from the group consisting of diethylenetriaminepentaacetic acid and salts thereof. Component C is considered to contribute to the storage stability of external preparations for skin as, for example, a chelating agent. The salt of diethylenetriaminepentaacetic acid may be a salt obtained from diethylenetriaminepentaacetic acid and an organic base or an inorganic base. Examples of organic bases include triethanolamine and the like. Examples of inorganic salts include alkali metal salts such as lithium, sodium and potassium salts, preferably sodium salts.
皮膚外用剤における成分Cの含有量は、例えば0.0001質量%以上0.3質量%以下であってよい。成分Cの含有量は、好ましくは0.00012質量%以上、0.00016質量%以上、0.001質量%以上、0.005質量%以上、又は0.006質量%以上であってよく、また好ましくは0.25質量%以下、0.21質量%以下、0.10質量%以下、0.05質量%以下、0.02質量%以下、又は0.012質量%以下であってよい。成分Cの含有量が0.0001質量%以上であると保存安定性がより向上する傾向がある。また、0.3質量%以下であると皮膚刺激性がより低下する傾向がある。 The content of Component C in the external preparation for skin may be, for example, 0.0001% by mass or more and 0.3% by mass or less. The content of component C is preferably 0.00012% by mass or more, 0.00016% by mass or more, 0.001% by mass or more, 0.005% by mass or more, or 0.006% by mass or more, and Preferably, it may be 0.25% by mass or less, 0.21% by mass or less, 0.10% by mass or less, 0.05% by mass or less, 0.02% by mass or less, or 0.012% by mass or less. When the content of Component C is 0.0001% by mass or more, storage stability tends to be further improved. Moreover, when it is 0.3% by mass or less, there is a tendency for skin irritation to further decrease.
皮膚外用剤におけるアルブチン(成分A)とL-アスコルビン酸グルコシド(成分B)の合計含有量に対する成分Cの含有量の質量比(C/(A+B))は、例えば、美白効果と保存安定性の観点から、0.00002以上0.06以下であってよい。質量比(C/(A+B))は、好ましくは0.000024以上、0.00003以上、0.001以上、又は0.0012以上であってよく、また好ましくは0.042以下、0.04以下、0.03以下、0.02以下、0.01以下、0.004以下、又は0.0024以下であってよい。 The mass ratio of the content of component C to the total content of arbutin (component A) and L-ascorbic acid glucoside (component B) in the external skin preparation (C / (A + B)) is, for example, whitening effect and storage stability From a viewpoint, it may be 0.00002 or more and 0.06 or less. The mass ratio (C/(A+B)) is preferably 0.000024 or more, 0.00003 or more, 0.001 or more, or 0.0012 or more, and is preferably 0.042 or less and 0.04 or less. , 0.03 or less, 0.02 or less, 0.01 or less, 0.004 or less, or 0.0024 or less.
皮膚外用剤におけるアルブチン(成分A)の含有量に対する成分Cの含有量の質量比(C/A)は、例えば、美白効果と保存安定性の観点から、0.00001以上0.1以下であってよい。質量比(C/A)は、好ましくは0.00004以上、0.001以上、又は0.002以上であってよく、また好ましくは0.07以下、0.01以下、0.006以下、又は0.004以下であってよい。 The mass ratio (C/A) of the content of component C to the content of arbutin (component A) in the external skin preparation is, for example, 0.00001 or more and 0.1 or less from the viewpoint of whitening effect and storage stability. you can The mass ratio (C/A) may preferably be 0.00004 or more, 0.001 or more, or 0.002 or more, and preferably 0.07 or less, 0.01 or less, 0.006 or less, or It may be 0.004 or less.
皮膚外用剤におけるL-アスコルビン酸グルコシド(成分B)の含有量に対する成分Cの含有量の質量比(C/B)は、例えば、美白効果と保存安定性の観点から、0.00001以上0.2以下であってよい。質量比(C/B)は、好ましくは0.00006以上、0.0001以上、0.001以上、又は0.003以上であってよく、また好ましくは0.12以下、0.105以下、0.05以下、0.02以下、0.008以下、又は0.006以下であってよい。 The mass ratio (C/B) of the content of component C to the content of L-ascorbic acid glucoside (component B) in the external preparation for skin is, for example, 0.00001 or more and 0.0001 or more from the viewpoint of whitening effect and storage stability. It may be 2 or less. The mass ratio (C/B) is preferably 0.00006 or more, 0.0001 or more, 0.001 or more, or 0.003 or more, and preferably 0.12 or less, 0.105 or less, 0 It may be 0.05 or less, 0.02 or less, 0.008 or less, or 0.006 or less.
皮膚外用剤は、ジエチレントリアミン五酢酸及びその塩以外のその他のキレート剤を含んでいてもよい。その他のキレート剤としては、例えばエデト酸(エチレンジアミン四酢酸)、グルコン酸、ポリリン酸、メタリン酸、コハク酸、リンゴ酸及びこれらの塩が挙げられる。その他のキレート剤の塩は、例えばアルカリ金属塩であってよい。 The external preparation for skin may contain other chelating agents other than diethylenetriaminepentaacetic acid and salts thereof. Other chelating agents include, for example, edetic acid (ethylenediaminetetraacetic acid), gluconic acid, polyphosphoric acid, metaphosphoric acid, succinic acid, malic acid and salts thereof. Other chelating agent salts may be, for example, alkali metal salts.
皮膚外用剤が、その他のキレート剤を含む場合、その含有量は、保存安定性の観点から、例えば0.0001質量%以上1.0質量%以下であってよく、好ましくは0.5質量%以下、又は0.1質量%未満であってよい。 When the external skin preparation contains other chelating agents, the content thereof may be, for example, 0.0001% by mass or more and 1.0% by mass or less, preferably 0.5% by mass, from the viewpoint of storage stability. or less, or less than 0.1% by mass.
成分D
皮膚外用剤は、成分Dとして亜硫酸類及びチオ硫酸並びにそれらの塩からなる群から選ばれる少なくとも1種の化合物を含む。成分Dは、例えば還元剤として皮膚外用剤の保存安定性に寄与すると考えられる。成分Dにおける亜硫酸類には、亜硫酸、ピロ亜硫酸(メタ重亜硫酸)、重亜硫酸が含まれる。亜硫酸類又はチオ硫酸の塩としては、例えばリチウム、ナトリウム、カリウム等のアルカリ金属塩が挙げられ、好ましくはナトリウム塩及びカリウム塩の少なくとも一方を含んでいてよい。成分Dの具体例としては、重亜硫酸ナトリウム、重亜硫酸カリウム、ピロ亜硫酸ナトリウム、ピロ亜硫酸カリウム、チオ硫酸ナトリウム、チオ硫酸カリウム等が挙げられ、これらからなる群から選ばれる少なくとも1種を成分Dが含んでいてよい。成分Dは、保存安定性の観点から、チオ硫酸塩、重亜硫酸塩及びピロ亜硫酸塩からなる群から選ばれる少なくとも1種を含んでいてよく、好ましくは重亜流酸塩及びピロ亜硫酸塩からなる群から選ばれる少なくとも1種を含んでいてよく、少なくともピロ亜硫酸塩の少なくとも1種を含んでいてよい。
Ingredient D
The external preparation for skin contains, as component D, at least one compound selected from the group consisting of sulfites, thiosulfates, and salts thereof. Component D is considered to contribute to the storage stability of the external preparation for skin as, for example, a reducing agent. The sulfites in component D include sulfites, pyrosulfites (metabisulfites), and bisulfites. Salts of sulfites or thiosulfate include, for example, alkali metal salts such as lithium, sodium and potassium, and preferably contain at least one of sodium salt and potassium salt. Specific examples of component D include sodium bisulfite, potassium bisulfite, sodium pyrosulfite, potassium pyrosulfite, sodium thiosulfate, potassium thiosulfate and the like. may contain. From the viewpoint of storage stability, component D may contain at least one selected from the group consisting of thiosulfites, bisulfites and pyrosulfites, preferably the group consisting of bisulfites and pyrosulfites. and may contain at least one pyrosulfite salt.
皮膚外用剤における成分Dの含有量は、例えば0.002質量%以上0.15質量%以下であってよい。好ましくは0.003質量%以上、0.006質量%以上、0.008質量%以上、0.01質量%以上、0.02質量%以上、又は0.03質量%以上であってよく、また好ましくは0.1質量%以下、0.08質量%以下、0.06質量%以下、又は0.05質量%以下であってよい。成分Dの含有量が0.002質量%以上であると保存安定性がより向上する傾向がある。また、0.15質量%以下であるとpHの安定性がより向上し、保存安定性がより向上する傾向がある。 The content of component D in the external preparation for skin may be, for example, 0.002% by mass or more and 0.15% by mass or less. It may be preferably 0.003% by mass or more, 0.006% by mass or more, 0.008% by mass or more, 0.01% by mass or more, 0.02% by mass or more, or 0.03% by mass or more, and Preferably, it may be 0.1% by mass or less, 0.08% by mass or less, 0.06% by mass or less, or 0.05% by mass or less. When the content of component D is 0.002% by mass or more, storage stability tends to be further improved. Further, when the content is 0.15% by mass or less, the pH stability tends to be further improved, and the storage stability tends to be further improved.
皮膚外用剤におけるアルブチン(成分A)とL-アスコルビン酸グルコシド(成分B)の合計含有量に対する成分Dの含有量の質量比(D/(A+B))は、例えば、美白効果と保存安定性の観点から、0.0004以上0.03以下であってよい。質量比(D/(A+B))は、好ましくは0.0006以上、0.001以上、0.0018以上、0.002以上、0.005以上、又は0.006以上であってよく、また好ましくは0.02以下、0.018以下、0.014以下、0.012以下、又は0.01以下であってよい。 The mass ratio of the content of component D to the total content of arbutin (component A) and L-ascorbic acid glucoside (component B) in the external skin preparation (D / (A + B)) is, for example, whitening effect and storage stability From a viewpoint, it may be 0.0004 or more and 0.03 or less. The mass ratio (D/(A+B)) may preferably be 0.0006 or more, 0.001 or more, 0.0018 or more, 0.002 or more, 0.005 or more, or 0.006 or more, and is preferably may be 0.02 or less, 0.018 or less, 0.014 or less, 0.012 or less, or 0.01 or less.
皮膚外用剤におけるアルブチン(成分A)の含有量に対する成分Dの含有量の質量比(D/A)は、例えば、美白効果と保存安定性の観点から、0.0005以上0.05以下であってよい。質量比(D/A)は、好ましくは0.001以上、0.0014以上、0.002以上、0.003以上、又は0.01以上であってよく、また好ましくは0.04以下、0.033以下、0.03以下、0.02以下、又は0.017以下であってよい。 The mass ratio (D/A) of the content of component D to the content of arbutin (component A) in the external skin preparation is, for example, 0.0005 or more and 0.05 or less from the viewpoint of whitening effect and storage stability. you can The mass ratio (D/A) may be preferably 0.001 or more, 0.0014 or more, 0.002 or more, 0.003 or more, or 0.01 or more, and preferably 0.04 or less, 0 0.033 or less, 0.03 or less, 0.02 or less, or 0.017 or less.
皮膚外用剤におけるL-アスコルビン酸グルコシド(成分B)の含有量に対する成分Dの含有量の質量比(D/B)は、例えば、美白効果と保存安定性の観点から、0.0005以上0.08以下であってよい。質量比(D/B)は、好ましくは0.001以上、0.0015以上、0.003以上、0.01以上、0.012以上、又は0.015以上であってよく、また好ましくは0.05以下、0.03以下、又は0.025以下であってよい。 The mass ratio (D/B) of the content of component D to the content of L-ascorbic acid glucoside (component B) in the external preparation for skin is, for example, 0.0005 or more and 0.0005 from the viewpoint of whitening effect and storage stability. 08 or less. The mass ratio (D/B) may preferably be 0.001 or more, 0.0015 or more, 0.003 or more, 0.01 or more, 0.012 or more, or 0.015 or more, and is preferably 0 It may be 0.05 or less, 0.03 or less, or 0.025 or less.
皮膚外用剤における成分Cの含有量に対する成分Dの含有量の質量比(D/C)は、例えば、保存安定性の観点から、0.01以上1500以下であってよい。質量比(D/C)は、好ましくは0.2以上、0.24以上、0.4以上、0.5以上、0.8以上、1.4以上、2.0以上、2.2以上、又は2.5以上であってよく、また好ましくは500以下、417以下、320以下、20以下、10以下、又は8以下であってよい。 The mass ratio (D/C) of the content of component D to the content of component C in the external preparation for skin may be, for example, 0.01 or more and 1500 or less from the viewpoint of storage stability. Mass ratio (D/C) is preferably 0.2 or more, 0.24 or more, 0.4 or more, 0.5 or more, 0.8 or more, 1.4 or more, 2.0 or more, 2.2 or more , or 2.5 or more, and preferably 500 or less, 417 or less, 320 or less, 20 or less, 10 or less, or 8 or less.
皮膚外用剤におけるアルブチン(成分A)とL-アスコルビン酸グルコシド(成分B)の合計含有量に対する成分Cと成分Dの合計含有量の質量比((C+D)/(A+B))は、例えば、美白効果と保存安定性の観点から、0.003以上0.08以下であってよい。質量比((C+D)/(A+B))は、好ましくは0.004以上、0.006以上、又は0.0084以上であってよく、また好ましくは0.06以下、0.052以下、0.02以下、0.015以下、又は0.012以下であってよい。 The mass ratio of the total content of component C and component D to the total content of arbutin (component A) and L-ascorbic acid glucoside (component B) in the external skin preparation ((C + D) / (A + B)) is, for example, whitening From the viewpoint of effect and storage stability, it may be 0.003 or more and 0.08 or less. The mass ratio ((C+D)/(A+B)) may be preferably 0.004 or more, 0.006 or more, or 0.0084 or more, and preferably 0.06 or less, 0.052 or less, 0.052 or less. 02 or less, 0.015 or less, or 0.012 or less.
皮膚外用剤は、pHが3.7以上6.8以下であってよい。pHは好ましくは3.9以上、4.0以上、4.2以上、4.4以上、又は4.5以上であってよく、また好ましくは6.8以下、6.6以下、6.2以下、5.9以下、又は5.8以下であってよい。pHが3.7以上であると皮膚刺激性がより抑制される傾向がある。またpHが6.8以下であると保存安定性がより向上する傾向がある。なお、pHの測定は、皮膚外用剤を調製後24時間以内に、25℃において、ガラス電極のpHメータ(例えば、HORIBA社製)などを使用して測定することができる。 The skin external preparation may have a pH of 3.7 or more and 6.8 or less. The pH may preferably be 3.9 or higher, 4.0 or higher, 4.2 or higher, 4.4 or higher, or 4.5 or higher, and preferably 6.8 or lower, 6.6 or lower, 6.2. , 5.9 or less, or 5.8 or less. A pH of 3.7 or more tends to further suppress skin irritation. Moreover, when the pH is 6.8 or less, the storage stability tends to be further improved. The pH can be measured within 24 hours after preparation of the external preparation for skin at 25° C. using a pH meter with a glass electrode (for example, manufactured by HORIBA).
皮膚外用剤のpHは、pH調整成分によって調整することができる。pH調整成分としては、各分野において通常用いられる有機酸及び無機酸並びにそれらの塩、アルカリ性無機薬品、アミン類、アミノ酸類等が例示される。有機酸又は無機酸の塩としては、クエン酸、乳酸、リン酸、ピロリン酸のナトリウム塩、カリウム塩、カルシウム塩、アンモニウム塩等を挙げることができる。アルカリ性無機薬品の例としては、水酸化ナトリウム、水酸化カリウム、ホウ砂等を挙げることができる。アミン類としては、アンモニア水、モノエタノールアミン、ジエタノールアミン、トリエタノールアミン、アミノメチルプロパノール、アミノメチルプロパンジオール、ジイソプロパノールアミン、トリイソプロパノールアミン、N,N,N’,N’-テトラキス(2-ヒドロキシイソプロピル)-エチレンジアミン、モルホリン等を挙げることができる。アミノ酸類としては、ヒスチジン、リジン、オルニチン、アルギニン等を挙げることができる。あるいは、1-ヒドロキシエタン-1,1-ジホスホン酸又はその塩、及びジエチレントリアミン五酢酸又はその塩を適宜組み合わせて所望のpHに調整してもよい。 The pH of the external skin preparation can be adjusted with a pH adjusting component. Examples of pH-adjusting components include organic acids, inorganic acids and salts thereof, alkaline inorganic chemicals, amines, amino acids, etc., which are commonly used in various fields. Salts of organic acids or inorganic acids include sodium salts, potassium salts, calcium salts and ammonium salts of citric acid, lactic acid, phosphoric acid and pyrophosphate. Examples of alkaline inorganic chemicals include sodium hydroxide, potassium hydroxide, borax and the like. Amines include aqueous ammonia, monoethanolamine, diethanolamine, triethanolamine, aminomethylpropanol, aminomethylpropanediol, diisopropanolamine, triisopropanolamine, N,N,N',N'-tetrakis(2-hydroxy isopropyl)-ethylenediamine, morpholine, and the like. Amino acids include histidine, lysine, ornithine, arginine, and the like. Alternatively, 1-hydroxyethane-1,1-diphosphonic acid or a salt thereof and diethylenetriaminepentaacetic acid or a salt thereof may be appropriately combined to adjust the desired pH.
皮膚外用剤は、成分A及び成分Bに加えて、成分C及び成分Dを特定の含有量で含むことで、保管後のpH安定性に優れる。保管後のpH安定性は、例えば、調製直後のpHと、50℃の遮光条件下で1ヶ月保管した後のpHとの差の絶対値で評価することができる。保管前後のpHの差の絶対値は、例えば0.81未満であってよく、好ましくは0.61未満、0.41未満、又は0.21未満であってよい。 In addition to the component A and the component B, the skin external preparation contains the component C and the component D in a specific content, and is excellent in pH stability after storage. The pH stability after storage can be evaluated, for example, by the absolute value of the difference between the pH immediately after preparation and the pH after storage for one month under light-shielding conditions at 50°C. The absolute value of the pH difference before and after storage may be, for example, less than 0.81, preferably less than 0.61, less than 0.41, or less than 0.21.
一態様において皮膚外用剤は、成分Cと成分Dの含有量が所定の範囲内であって、成分Dがチオ流酸塩、重亜硫酸塩及びピロ亜硫酸塩からなる群から選択される少なくとも1種を含み、成分Aと成分Bの合計含有量に対する成分Cの含有量の質量比(C/(A+B))が0.00003以上0.03以下であって、成分Aと成分Bの合計含有量に対する成分Dの含有量の質量比(D/(A+B))が0.0014以上0.018以下であって、成分Cの含有量に対する成分Dの含有量の質量比(D/C)が0.4以上320以下であって、pHが3.9以上6.8以下であることが好ましい。 In one embodiment, the external preparation for skin contains at least one selected from the group consisting of thiosulfate, bisulfite and pyrosulfite, wherein the contents of component C and component D are within a predetermined range. and the mass ratio of the content of component C to the total content of component A and component B (C/(A + B)) is 0.00003 or more and 0.03 or less, and the total content of component A and component B is 0.0014 or more and 0.018 or less, and the mass ratio (D/C) of the content of component D to the content of component C is 0 .4 or more and 320 or less, and the pH is preferably 3.9 or more and 6.8 or less.
一態様において皮膚外用剤は、成分Cと成分Dの含有量が所定の範囲内であって、成分Dが重亜硫酸塩及びピロ亜硫酸塩の少なくとも1種を含み、成分Aと成分Bの合計含有量に対する成分Cの含有量の質量比(C/(A+B))が0.001以上0.03以下であって、成分Aと成分Bの合計含有量に対する成分Dの含有量の質量比(D/(A+B))が0.0018以上0.014以下であって、成分Cの含有量に対する成分Dの含有量の質量比(D/C)が0.4以上10以下であって、pHが4.5以上5.8以下であることが好ましい。 In one embodiment, the external preparation for skin has a content of component C and component D within a predetermined range, component D contains at least one of bisulfite and pyrosulfite, and the total content of component A and component B. The mass ratio of the content of component C to the amount (C / (A + B)) is 0.001 or more and 0.03 or less, and the mass ratio of the content of component D to the total content of component A and component B (D / (A + B)) is 0.0018 or more and 0.014 or less, the mass ratio (D / C) of the content of component D to the content of component C is 0.4 or more and 10 or less, and the pH is It is preferably 4.5 or more and 5.8 or less.
一態様において皮膚外用剤は、成分Cと成分Dの含有量が所定の範囲内であって、成分Dがピロ亜硫酸塩の少なくとも1種を含み、成分Aと成分Bの合計含有量に対する成分Cの含有量の質量比(C/(A+B))が0.001以上0.03以下であって、成分Aと成分Bの合計含有量に対する成分Dの含有量の質量比(D/(A+B))が0.005以上0.014以下であって、成分Cの含有量に対する成分Dの含有量の質量比(D/C)が2.2以上10以下であって、pHが4.5以上5.8以下であることが好ましい。 In one embodiment, the external preparation for skin has a content of component C and component D within a predetermined range, component D contains at least one pyrosulfite, and component C with respect to the total content of component A and component B. The mass ratio of the content of (C / (A + B)) is 0.001 or more and 0.03 or less, and the mass ratio of the content of component D to the total content of component A and component B (D / (A + B) ) is 0.005 or more and 0.014 or less, the mass ratio (D/C) of the content of component D to the content of component C is 2.2 or more and 10 or less, and the pH is 4.5 or more It is preferably 5.8 or less.
皮膚外用剤は、種々の剤形として調製することができる。例えばクリーム、乳液、化粧水等の基礎化粧料、ファンデーション等のメークアップ化粧料、日焼け止め化粧料、洗顔料などの清浄用化粧料などとして調製することができる。皮膚外用剤は美白を目的とした薬用化粧料としても好適に用いられる。皮膚外用剤はまた、しみ、そばかす、黒皮症、肝斑等の治療、改善のためのクリーム、ローション、乳液等の剤形の外用医薬品としても処方することができる。 External skin preparations can be prepared in various dosage forms. For example, it can be prepared as basic cosmetics such as creams, milky lotions and lotions, makeup cosmetics such as foundations, sunscreen cosmetics, cleansing cosmetics such as facial cleansers, and the like. The external preparation for skin is also suitably used as a medicated cosmetic for the purpose of skin whitening. The external preparation for skin can also be prescribed as an external drug in the form of cream, lotion, milky lotion, etc. for the treatment or improvement of blemishes, freckles, melasma, chloasma, and the like.
かかる化粧品又は医薬品は、上述した上記必須成分を配合する以外は常法に従って調製すればよく、必要に応じて通常化粧料や外用医薬品に添加される他の成分を配合して調製してもよい。他の成分としては、例えば液状油、水溶性高分子(例えば、増粘剤であってもよい)、油溶性高分子、固形油、低級アルコール、保湿成分、界面活性剤、粉末成分、防腐成分、美白有効成分、その他有効成分等から適宜選択した成分が挙げられるが、これらの例示に限定されるものではない。 Such cosmetics or pharmaceuticals may be prepared according to a conventional method except for blending the above-mentioned essential ingredients, and may be prepared by blending other ingredients that are usually added to cosmetics and topical pharmaceuticals as necessary. . Other components include, for example, liquid oil, water-soluble polymer (for example, thickener), oil-soluble polymer, solid oil, lower alcohol, moisturizing component, surfactant, powder component, antiseptic component. , whitening active ingredients, and other active ingredients, but not limited to these examples.
液状油には、シリコーン油、炭化水素油、植物油、エステル油、高分子量のポリオキアルキレングリコールなどが含まれる。液状油の具体例としては、ジメチコン、ジフェニルジメチコン、シクロペンタシロキサン等のシリコーン油;アマニ油、ツバキ油、マカデミアナッツ油、トウモロコシ油、オリーブ油、アボカド油、サザンカ油、ヒマシ油、サフラワー油、キョウニン油、シナモン油、ホホバ油、ブドウ油、アルモンド油、ナタネ油、ゴマ油、ヒマワリ油、小麦胚芽油、米胚芽油、米ヌカ油、綿実油、大豆油、落花生油、茶実油、月見草油、卵黄油、肝油、トリグリセリン、トリオクタン酸グリセリル、トリイソパルミチン酸グリセリル等の液状油脂;オクタン酸セチル等のオクタン酸エステル、トリ-2-エチルヘキサン酸グリセリル、テトラ-2-エチルヘキサン酸ペンタエリスリット等のイソオクタン酸エステル、ラウリン酸ヘキシル等のラウリン酸エステル、ミリスチン酸イソプロピル、ミリスチン酸オクチルドデシル等のミリスチン酸エステル、パルミチン酸オクチル等のパルミチン酸エステル、ステアリン酸イソセチル等のステアリン酸エステル、イソステアリン酸イソプロピル等のイソステアリン酸エステル、イソパルミチン酸オクチル等のイソパルミチン酸エステル、オレイン酸イソデシル等のオレイン酸エステル、アジピン酸ジイソプロピル等のアジピン酸ジエステル、セバシン酸ジエチル等のセバシン酸ジエステル、リンゴ酸ジイソステアリル等のエステル油;流動パラフィン、スクワラン等の炭化水素油;ポリオキシブチレンポリオキシプロピレングリコール等が挙げられる。 Liquid oils include silicone oils, hydrocarbon oils, vegetable oils, ester oils, high molecular weight polyoxyalkylene glycols, and the like. Specific examples of liquid oils include silicone oils such as dimethicone, diphenyldimethicone, and cyclopentasiloxane; , cinnamon oil, jojoba oil, grape oil, almond oil, rapeseed oil, sesame oil, sunflower oil, wheat germ oil, rice germ oil, rice bran oil, cottonseed oil, soybean oil, peanut oil, tea seed oil, evening primrose oil, egg yolk oil , cod liver oil, triglycerin, glyceryl trioctanoate, glyceryl triisopalmitate, etc.; octanoic acid esters, such as cetyl octanoate; Laurate esters such as isooctanoate and hexyl laurate; myristate esters such as isopropyl myristate and octyldodecyl myristate; palmitate esters such as octyl palmitate; stearates such as isocetyl stearate; Isostearates, isopalmitates such as octyl isopalmitate, oleates such as isodecyl oleate, adipate diesters such as diisopropyl adipate, sebacate diesters such as diethyl sebacate, esters such as diisostearyl malate oils; hydrocarbon oils such as liquid paraffin and squalane; and polyoxybutylene polyoxypropylene glycol.
水溶性高分子としては、カルボキシビニルポリマー、ポリアクリル酸アンモニウム、ポリアクリル酸ナトリウム、アクリル酸ナトリウム/アクリル酸アルキル/メタクリル酸ナトリウム/メタクリル酸アルキル共重合体、カラギーナン、ペクチン、マンナン、カードラン、コンドロイチン硫酸、デンプン、グリコーゲン、アラビアガム、ヒアルロン酸ナトリウム、トラガントガム、キサンタンガム、ムコイチン硫酸、ヒドロキシエチルグアガム、カルボキシメチルグアガム、グアガム、デキストラン、ケラト硫酸、ローカストビーンガム、サクシノグルカン、キチン、キトサン、カルボキシメチルキチン、寒天等が例示される。 Water-soluble polymers include carboxyvinyl polymer, ammonium polyacrylate, sodium polyacrylate, sodium acrylate/alkyl acrylate/sodium methacrylate/alkyl methacrylate copolymer, carrageenan, pectin, mannan, curdlan, and chondroitin. Sulfate, starch, glycogen, gum arabic, sodium hyaluronate, gum tragacanth, xanthan gum, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, guar gum, dextran, kerato sulfate, locust bean gum, succinoglucan, chitin, chitosan, carboxymethyl chitin , agar and the like are exemplified.
油溶性高分子としては、トリメチルシロキシケイ酸、アルキル変性シリコーン、ポリアミド変性シリコーン、ジメチコンクロスポリマー、(ジメチコン/ビニルジメチコン)クロスポリマー、ポリメチルシルセスキオキサン等が例示される。 Examples of oil-soluble polymers include trimethylsiloxysilicate, alkyl-modified silicone, polyamide-modified silicone, dimethicone crosspolymer, (dimethicone/vinyl dimethicone) crosspolymer, and polymethylsilsesquioxane.
固形油としては、例えば、ミツロウ、カルナウバロウ、キャンデリラロウ、綿ロウ、セラックロウ、硬化油等の天然ロウ類、オゾケライト、セレシン、パラフィンワックス、マイクロクリスタリンワックス等の鉱物系ワックス、ポリエチレンワックス、フィッシャートロプシュワックス、エチレン・プロピレンコポリマー等の合成ワックス、ベヘニルアルコール、セチルアルコール、ステアリルアルコール、コレステロール、フィトステロール等の高級アルコール、ステアリン酸、ベヘン酸等の高級脂肪酸等が例示される。 Examples of solid oils include natural waxes such as beeswax, carnauba wax, candelilla wax, cotton wax, shellac wax, hardened oil, mineral waxes such as ozokerite, ceresin, paraffin wax, and microcrystalline wax, polyethylene wax, and Fischer-Tropsch wax. , synthetic waxes such as ethylene/propylene copolymers, higher alcohols such as behenyl alcohol, cetyl alcohol, stearyl alcohol, cholesterol and phytosterols, and higher fatty acids such as stearic acid and behenic acid.
低級アルコールとしては、エタノール、イソプロパノール等の炭素数1から5のアルコールが挙げられる。保湿成分としては、エチレングリコール、プロピレングリコール、1,3-ブチレングリコール、ジプロピレングリコール、ポリブチレングリコール等の多価アルコール等が例示される。 Lower alcohols include alcohols having 1 to 5 carbon atoms such as ethanol and isopropanol. Examples of moisturizing ingredients include polyhydric alcohols such as ethylene glycol, propylene glycol, 1,3-butylene glycol, dipropylene glycol and polybutylene glycol.
界面活性剤としては、アニオン性、カチオン性、ノニオン性、又は両性の界面活性剤が挙げられ、例えばシリコーン系、炭化水素系の界面活性剤が含まれる。界面活性剤の具体例としては、ステアリン酸PEG-40、ステアリン酸ソルビタン、ステアリン酸グリセリル、セテアリル硫酸ナトリウム、PEG-1000モノセチルエーテル、臭化アルキルトリメチルアンモニウムなどの四級アンモニウム塩、ポリオールエステルグリセロールモノステアレート、ステアリン酸カリウム、ラウリル硫酸ナトリウム(SLS)、サポニン、水添レシチン等が挙げられる。 Surfactants include anionic, cationic, nonionic, or amphoteric surfactants, including, for example, silicone-based and hydrocarbon-based surfactants. Specific examples of surfactants include PEG-40 stearate, sorbitan stearate, glyceryl stearate, sodium cetearyl sulfate, PEG-1000 monocetyl ether, quaternary ammonium salts such as alkyltrimethylammonium bromide, polyol ester glycerol mono Stearate, potassium stearate, sodium lauryl sulfate (SLS), saponin, hydrogenated lecithin and the like.
皮膚外用剤が、界面活性剤を含む場合、その含有量は、保存安定性と皮膚刺激性の観点から、例えば0.001質量%以上20質量%以下であってよく、好ましくは10質量%以下、又は5質量%以下であってよい。 When the external preparation for skin contains a surfactant, the content thereof may be, for example, 0.001% by mass or more and 20% by mass or less, preferably 10% by mass or less, from the viewpoint of storage stability and skin irritation. , or 5% by mass or less.
皮膚外用剤が、増粘剤を含む場合、その含有量は、保存安定性と使用感の観点から、例えば0.001質量%以上10質量%以下であってよく、好ましくは5質量%以下、又は3質量%以下であってよい。 When the external preparation for skin contains a thickening agent, the content thereof may be, for example, 0.001% by mass or more and 10% by mass or less, preferably 5% by mass or less, from the viewpoint of storage stability and feeling in use. Alternatively, it may be 3% by mass or less.
粉末成分としては、ナイロン、アクリル系のポリマー球状粉末、シリカ粉末、シリコーン粉末、セルロース粉末、スターチ粉末、シルク粉末等が例示される。 Examples of the powder component include nylon, acrylic polymer spherical powder, silica powder, silicone powder, cellulose powder, starch powder, silk powder and the like.
防腐成分としては、メチルパラベン、ブチルパラベンナトリウム、安息香酸及びその塩ならびにエステル、ベンジルアルコール、フェノキシエタノール、尿素誘導体(例えば、ジアゾリジニル尿素、イミダゾリジニル尿素)、2,3-イミダゾリジンジオン(DMDMヒダントイン)、ソルビン酸及びその塩などが挙げられる。 Antiseptic ingredients include methylparaben, butylparaben sodium, benzoic acid and its salts and esters, benzyl alcohol, phenoxyethanol, urea derivatives (eg, diazolidinyl urea, imidazolidinyl urea), 2,3-imidazolidinedione (DMDM hydantoin), sorbic acid. and salts thereof.
皮膚外用剤は、アルブチン及びL-アスコルビン酸グルコシド以外の美白有効成分を含んでいてもよい。美白有効成分(美白剤)とは、肌のくすみやしみ、肝斑等に特に関係しているメラニン色素等による肌の色素沈着を改善、抑制・低減・防止、予防、又は遅延させる性質を有する薬剤(成分)をいう。 The external preparation for skin may contain a whitening active ingredient other than arbutin and L-ascorbic acid glucoside. The active whitening ingredient (whitening agent) has the property of improving, suppressing, reducing, preventing, preventing, or delaying skin pigmentation due to melanin pigments, etc., which is particularly related to dullness, blemishes, melasma, etc. Refers to drugs (ingredients).
美白有効成分としては、たとえば、ハイドロキノン及びその誘導体(但し、アルブチンを除く)又はそれらの塩、アスコルビン酸及びその誘導体(但し、L-アスコルビン酸グルコシドを除く)又はそれらの塩、コウジ酸、エラグ酸、フィチン酸、ルシノール、4-メトキシサリチル酸カリウム塩、トラネキサム酸及びその誘導体又はそれらの塩などのようなチロシナーゼ活性阻害剤、カモミラETのようなエンドセリン-1受容体阻害剤、遊離リノール酸のようなチロシナーゼタンパク質分解促進剤、アデノシン1リン酸2ナトリウム塩のようなメラニン輸送阻害剤、その他美白作用を有する植物成分をあげることができる。これらは単独で使用してもよく、また2種以上を混合して使用してもよい。 Examples of active whitening ingredients include hydroquinone and derivatives thereof (excluding arbutin) or salts thereof, ascorbic acid and derivatives thereof (excluding L-ascorbic acid glucoside) or salts thereof, kojic acid, and ellagic acid. , phytic acid, rucinol, 4-methoxysalicylic acid potassium salt, tranexamic acid and its derivatives or salts thereof, tyrosinase activity inhibitors, endothelin-1 receptor inhibitors, such as chamomilla ET, free linoleic acid, etc. Examples include tyrosinase proteolysis promoters, melanin transport inhibitors such as adenosine monophosphate disodium salt, and other plant ingredients having a whitening effect. These may be used alone or in combination of two or more.
皮膚外用剤が、アルブチン及びL-アスコルビン酸グルコシド以外の美白有効成分を含む場合、その含有量は、美白効果と保存安定性の観点から、例えば0.001質量%以上20質量%以下であってよく、好ましくは15質量%以下、又は10質量%以下であってよい。 When the external skin preparation contains a whitening active ingredient other than arbutin and L-ascorbic acid glucoside, the content thereof is, for example, 0.001% by mass or more and 20% by mass or less from the viewpoint of whitening effect and storage stability. well, preferably 15% by mass or less, or 10% by mass or less.
その他有効成分としては、抗炎症成分、抗菌成分、細胞賦活成分、収斂成分、抗酸化成分、ニキビ改善成分、老化防止成分、コラーゲン等の生体成分合成促進成分、血行促進成分、保湿成分などをあげることができる。これらは単独で使用してもよく、また2種以上を混合して使用してもよい。 Other active ingredients include anti-inflammatory ingredients, antibacterial ingredients, cell activating ingredients, astringent ingredients, antioxidant ingredients, acne-improving ingredients, anti-aging ingredients, ingredients that promote the synthesis of biological components such as collagen, blood circulation promoting ingredients, and moisturizing ingredients. be able to. These may be used alone or in combination of two or more.
その他の成分としては、トレハロース、エリスリトール等の糖類、ヒアルロン酸、アセチル化ヒアルロン酸等の多糖類、セリン、グリシン、ヒドロキシプロリン、グルタミン酸、アラニン等のアミノ酸類、シルク抽出物、クロレラエキス、加水分解真珠タンパク質、ヤグルマエキス、テンチャエキス、酵母エキス、イノシトール、カンゾウエキス、ワレモコウエキス、バラエキス、ヨクイニン等の抽出物等が例示される。 Other ingredients include sugars such as trehalose and erythritol, polysaccharides such as hyaluronic acid and acetylated hyaluronic acid, amino acids such as serine, glycine, hydroxyproline, glutamic acid and alanine, silk extract, chlorella extract, and hydrolyzed pearls. Extracts such as protein, corn extract, tencha extract, yeast extract, inositol, licorice extract, burnet extract, rose extract, coix seed extract, and the like are exemplified.
本発明は、例えば以下の態様を包含してよい。
[1] 成分Aとしてアルブチンと、成分BとしてL-アスコルビン酸グルコシドと、成分Cとしてジエチレントリアミン五酢酸及びその塩からなる群から選ばれる少なくとも1種の化合物と、成分Dとして亜硫酸類及びチオ硫酸並びにそれらの塩からなる群から選ばれる少なくとも1種の化合物と、を含み、
pHが3.7以上6.8以下であり、成分Cの含有量が0.0001質量%以上0.3質量%以下であり、成分Dの含有量が0.002質量%以上0.15質量%以下である皮膚外用剤。
The present invention may include, for example, the following aspects.
[1] Arbutin as component A, L-ascorbic acid glucoside as component B, at least one compound selected from the group consisting of diethylenetriaminepentaacetic acid and salts thereof as component C, sulfites and thiosulfuric acid as component D, and and at least one compound selected from the group consisting of salts thereof,
The pH is 3.7 or more and 6.8 or less, the content of component C is 0.0001 mass% or more and 0.3 mass% or less, and the content of component D is 0.002 mass% or more and 0.15 mass% % or less.
[2] 前記成分Dが、重亜硫酸及びピロ亜硫酸並びにそれらの塩からなる群から選ばれる少なくとも1種の化合物を含む[1]に記載の皮膚外用剤。 [2] The external preparation for skin according to [1], wherein the component D contains at least one compound selected from the group consisting of bisulfite, pyrosulfite and salts thereof.
[3] 前記成分Cの含有量に対する成分Dの含有量の質量比が、0.01以上1500以下である[1]又は[2]に記載の皮膚外用剤。 [3] The external preparation for skin according to [1] or [2], wherein the mass ratio of the content of component D to the content of component C is 0.01 or more and 1500 or less.
[4] 成分Aと成分Bの合計含有量に対する成分Cの含有量の質量比が、0.00002以上0.06以下である[1]から[3]のいずれかに記載の皮膚外用剤。 [4] The external preparation for skin according to any one of [1] to [3], wherein the mass ratio of the content of component C to the total content of components A and B is 0.00002 or more and 0.06 or less.
[5] 成分Aと成分Bの合計含有量に対する成分Dの含有量の質量比が、0.0004以上0.03以下である[1]から[4]のいずれかに記載の皮膚外用剤。 [5] The external preparation for skin according to any one of [1] to [4], wherein the mass ratio of the content of Component D to the total content of Components A and B is 0.0004 or more and 0.03 or less.
以下、本発明を実施例により具体的に説明するが、本発明はこれらの実施例に限定されるものではない。 EXAMPLES The present invention will be specifically described below by way of examples, but the present invention is not limited to these examples.
実施例1から20及び比較例1から8
表1に示す処方に従って、常法により試験溶液をそれぞれ調製した。調製した試験溶液について以下の評価方法により、保存安定性及び刺激性を評価した。結果を表1から表3に示す。なお、配合量は全て質量%である。
Examples 1 to 20 and Comparative Examples 1 to 8
According to the formulation shown in Table 1, each test solution was prepared by a conventional method. The storage stability and irritancy of the prepared test solutions were evaluated by the following evaluation methods. Tables 1 to 3 show the results. In addition, all compounding amounts are mass %.
保存安定性:外観
外観の保存安定性は、試験溶液を密閉容器に入れて50℃・遮光条件、又は40℃・遮光条件で、それぞれ1か月間保管した後、精製水を基準として目視により着色の有無を評価した。
Storage stability: Appearance The storage stability of the appearance was measured by placing the test solution in a sealed container and storing it for 1 month at 50°C and light-shielding conditions, or 40°C and light-shielding conditions, and then visually observing the coloration based on purified water. The presence or absence of
評価基準
1:50℃で着色し、40℃でも着色有り
2:50℃で着色だが、40℃では着色無し
3:50℃でやや着色だが、40℃では着色無し
4:50℃でわずかに着色だが、40℃では着色無し
5:50℃及び40℃で着色無し
Evaluation criteria 1: Colored at 50°C and colored even at 40°C 2: Colored at 50°C but no coloration at 40°C 3: Slightly colored at 50°C but no coloration at 40°C 4: Slightly colored at 50°C However, no coloration at 40°C 5: No coloration at 50°C and 40°C
保存安定性:pH
pHの保存安定性は、調製直後の試験溶液のpH(初期pH)を測定し、その後、試験溶液を密閉容器に入れ50℃・遮光条件で1か月間保管した後、25℃に戻してからpH(保管後pH)を測定し、初期pHと保管後pHとの差の絶対値(pH変動幅)によって評価した。
Storage stability: pH
The storage stability of pH is measured by measuring the pH (initial pH) of the test solution immediately after preparation, then storing the test solution in a sealed container at 50 ° C. and light-shielding conditions for 1 month, and then returning it to 25 ° C. The pH (pH after storage) was measured and evaluated by the absolute value of the difference between the initial pH and the pH after storage (pH fluctuation range).
評価基準
pHの保存安定性=|初期pH-保管後pH|
1:0.81以上
2:0.61以上0.81未満
3:0.41以上0.61未満
4:0.21以上0.41未満
5:0.21未満
Evaluation criteria Storage stability of pH = |initial pH - pH after storage|
1: 0.81 or more 2: 0.61 or more and less than 0.81 3: 0.41 or more and less than 0.61 4: 0.21 or more and less than 0.41 5: less than 0.21
刺激性
刺激性は、試験溶液を4×3cmのろ紙にしみ込ませ、それを5名のパネラーの目元に15分間張り付け、2点:刺激無し、1点:僅かに刺激有り、0点:刺激有り、の3段階評価を行い、その合計点により評価した。
Irritation Irritation was determined by impregnating a 4 x 3 cm filter paper with the test solution and attaching it to the eyes of 5 panelists for 15 minutes, 2 points: no irritation, 1 point: slight irritation, 0 point: irritation. , and evaluated by the total score.
評価基準
1:4点以下
2:5点
3:6点
4:7点
5:8点以上
Evaluation criteria 1: 4 points or less 2: 5 points 3: 6 points 4: 7 points 5: 8 points or more
総合評価
各試験溶液の外観の保存安定性、pHの保存安定性及び刺激性の評価結果を以下のように分類して総合評価とした。
Comprehensive Evaluation The results of evaluating the storage stability of appearance, storage stability of pH, and irritation of each test solution were classified as follows to obtain a comprehensive evaluation.
評価基準
SS:各評価結果の合計点数が15点
S:各評価結果の合計点数が14点
A:各評価結果の合計点数が13点
B:各評価結果の合計点数が12点
C:各評価結果の合計点数が11点以下
Evaluation criteria SS: Total score of each evaluation result is 15 points S: Total score of each evaluation result is 14 points A: Total score of each evaluation result is 13 points B: Total score of each evaluation result is 12 points C: Each evaluation The total score of the result is 11 points or less
実施例21:美白乳液の処方例
以下の処方に従って、常法により美白乳液を調製した。
Example 21 Formulation Example of Whitening Milky Lotion A whitening milky lotion was prepared by a conventional method according to the following formulation.
得られた美白乳液は保存安定性に優れ、刺激性がなく、使い心地に優れるものであった。 The resulting whitening milky lotion was excellent in storage stability, non-irritating, and comfortable to use.
実施例22:美白クリームの処方例
以下の処方に従って、常法により美白クリームを調製した。
Example 22 Formulation Example of Whitening Cream According to the following formulation, a whitening cream was prepared by a conventional method.
得られた美白クリームは保存安定性に優れ、刺激性がなく、使い心地に優れるものであった。 The obtained whitening cream was excellent in storage stability, non-irritating, and comfortable to use.
Claims (5)
pHが3.7以上6.8以下であり、成分Cの含有量が0.0001質量%以上0.3質量%以下であり、成分Dの含有量が0.002質量%以上0.15質量%以下であり、
成分Aと成分Bの合計含有量に対する成分Cの含有量の質量比が、0.00003以上0.03以下であり、
成分Aと成分Bの合計含有量に対する成分Dの含有量の質量比が、0.0014以上0.018以下である皮膚外用剤。 Arbutin as component A, L-ascorbic acid glucoside as component B, at least one compound selected from the group consisting of diethylenetriamine pentaacetic acid and salts thereof as component C, and sulfites and thiosulfuric acids and salts thereof as component D At least one compound selected from the group consisting of
The pH is 3.7 or more and 6.8 or less, the content of component C is 0.0001 mass% or more and 0.3 mass% or less, and the content of component D is 0.002 mass% or more and 0.15 mass% % or less ,
The mass ratio of the content of component C to the total content of component A and component B is 0.00003 or more and 0.03 or less,
An external preparation for skin , wherein the mass ratio of the content of component D to the total content of components A and B is 0.0014 or more and 0.018 or less .
成分Aと成分Bの合計含有量に対する成分Dの含有量の質量比が、0.0018以上0.014以下であり、
前記成分Cの含有量に対する成分Dの含有量の質量比が、0.4以上10以下であり、
pHが4.5以上5.8以下である請求項1に記載の皮膚外用剤。 The mass ratio of the content of component C to the total content of component A and component B is 0.001 or more and 0.03 or less,
The mass ratio of the content of component D to the total content of component A and component B is 0.0018 or more and 0.014 or less,
The mass ratio of the content of component D to the content of component C is 0.4 or more and 10 or less,
2. The external preparation for skin according to claim 1 , which has a pH of 4.5 or more and 5.8 or less .
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2013209320A (en) * | 2012-03-30 | 2013-10-10 | Kose Corp | Liposome composition incorporated with ascorbic acid derivative |
JP2013227264A (en) * | 2012-04-27 | 2013-11-07 | Mikimoto Pharmaceut Co Ltd | External preparation for skin |
JP2018123089A (en) * | 2017-02-01 | 2018-08-09 | 株式会社ちふれ化粧品 | Pheomelanin inhibitory composition |
CN109528548A (en) * | 2019-01-25 | 2019-03-29 | 深圳市红莓生物科技有限公司 | A kind of whitening and softening skin cosmetic material composition and its application |
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2013209320A (en) * | 2012-03-30 | 2013-10-10 | Kose Corp | Liposome composition incorporated with ascorbic acid derivative |
JP2013227264A (en) * | 2012-04-27 | 2013-11-07 | Mikimoto Pharmaceut Co Ltd | External preparation for skin |
JP2018123089A (en) * | 2017-02-01 | 2018-08-09 | 株式会社ちふれ化粧品 | Pheomelanin inhibitory composition |
CN109528548A (en) * | 2019-01-25 | 2019-03-29 | 深圳市红莓生物科技有限公司 | A kind of whitening and softening skin cosmetic material composition and its application |
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