OA10520A - Skin care compositions containing retinoids and liposomes - Google Patents
Skin care compositions containing retinoids and liposomes Download PDFInfo
- Publication number
- OA10520A OA10520A OA70096A OA70096A OA10520A OA 10520 A OA10520 A OA 10520A OA 70096 A OA70096 A OA 70096A OA 70096 A OA70096 A OA 70096A OA 10520 A OA10520 A OA 10520A
- Authority
- OA
- OAPI
- Prior art keywords
- composition
- retinol
- composition according
- oil
- group
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 127
- 239000002502 liposome Substances 0.000 title claims abstract description 34
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 153
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims description 81
- 229960003471 retinol Drugs 0.000 claims description 52
- 235000020944 retinol Nutrition 0.000 claims description 52
- 239000011607 retinol Substances 0.000 claims description 52
- 239000002253 acid Substances 0.000 claims description 30
- 239000003963 antioxidant agent Substances 0.000 claims description 27
- 235000006708 antioxidants Nutrition 0.000 claims description 27
- 239000011717 all-trans-retinol Substances 0.000 claims description 21
- 235000019169 all-trans-retinol Nutrition 0.000 claims description 20
- 230000003078 antioxidant effect Effects 0.000 claims description 20
- 150000004492 retinoid derivatives Chemical class 0.000 claims description 20
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 238000003860 storage Methods 0.000 claims description 10
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 claims description 9
- 235000019155 vitamin A Nutrition 0.000 claims description 9
- 239000011719 vitamin A Substances 0.000 claims description 9
- 229940045997 vitamin a Drugs 0.000 claims description 9
- 239000002738 chelating agent Substances 0.000 claims description 8
- 229940088594 vitamin Drugs 0.000 claims description 8
- 229930003231 vitamin Natural products 0.000 claims description 8
- 235000013343 vitamin Nutrition 0.000 claims description 8
- 239000011782 vitamin Substances 0.000 claims description 8
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 6
- 230000000087 stabilizing effect Effects 0.000 claims description 5
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 claims description 4
- BDDLHHRCDSJVKV-UHFFFAOYSA-N 7028-40-2 Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O BDDLHHRCDSJVKV-UHFFFAOYSA-N 0.000 claims description 3
- 239000004471 Glycine Substances 0.000 claims description 2
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims description 2
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 2
- 235000010385 ascorbyl palmitate Nutrition 0.000 claims description 2
- 235000019282 butylated hydroxyanisole Nutrition 0.000 claims description 2
- 239000011975 tartaric acid Substances 0.000 claims description 2
- 235000002906 tartaric acid Nutrition 0.000 claims description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims 1
- 239000004255 Butylated hydroxyanisole Substances 0.000 claims 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 1
- FSVCELGFZIQNCK-UHFFFAOYSA-N N,N-bis(2-hydroxyethyl)glycine Chemical compound OCCN(CCO)CC(O)=O FSVCELGFZIQNCK-UHFFFAOYSA-N 0.000 claims 1
- SGPGESCZOCHFCL-UHFFFAOYSA-N Tilisolol hydrochloride Chemical compound [Cl-].C1=CC=C2C(=O)N(C)C=C(OCC(O)C[NH2+]C(C)(C)C)C2=C1 SGPGESCZOCHFCL-UHFFFAOYSA-N 0.000 claims 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 claims 1
- 150000003904 phospholipids Chemical class 0.000 abstract description 4
- -1 retinoid compound Chemical class 0.000 abstract description 4
- 239000004480 active ingredient Substances 0.000 abstract 1
- 210000003491 skin Anatomy 0.000 description 42
- 238000009472 formulation Methods 0.000 description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 31
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 28
- 239000012071 phase Substances 0.000 description 27
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical compound CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 description 16
- 239000000126 substance Substances 0.000 description 16
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 15
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 15
- 229940100609 all-trans-retinol Drugs 0.000 description 15
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 15
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 15
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 14
- 229910052786 argon Inorganic materials 0.000 description 14
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 13
- 230000032683 aging Effects 0.000 description 13
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 230000002207 retinal effect Effects 0.000 description 9
- 229930002330 retinoic acid Natural products 0.000 description 9
- 229960001727 tretinoin Drugs 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 229960000342 retinol acetate Drugs 0.000 description 8
- 235000019173 retinyl acetate Nutrition 0.000 description 8
- 239000011770 retinyl acetate Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000007789 gas Substances 0.000 description 7
- 150000002632 lipids Chemical class 0.000 description 7
- 235000019172 retinyl palmitate Nutrition 0.000 description 7
- 229940108325 retinyl palmitate Drugs 0.000 description 7
- 239000011769 retinyl palmitate Substances 0.000 description 7
- 229940123150 Chelating agent Drugs 0.000 description 6
- 235000010323 ascorbic acid Nutrition 0.000 description 6
- 239000011668 ascorbic acid Substances 0.000 description 6
- 229960005070 ascorbic acid Drugs 0.000 description 6
- 229940079593 drug Drugs 0.000 description 6
- 239000003814 drug Substances 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 6
- 239000006210 lotion Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 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 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000002537 cosmetic Substances 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 231100000067 mild irritant Toxicity 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 125000000946 retinyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C1=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- 239000000232 Lipid Bilayer Substances 0.000 description 4
- 238000009792 diffusion process Methods 0.000 description 4
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 4
- 230000007794 irritation Effects 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000002148 esters Chemical group 0.000 description 3
- 231100000021 irritant Toxicity 0.000 description 3
- 239000002085 irritant Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- IZHVBANLECCAGF-UHFFFAOYSA-N 2-hydroxy-3-(octadecanoyloxy)propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCCCC IZHVBANLECCAGF-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- 241000283973 Oryctolagus cuniculus Species 0.000 description 2
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229940073669 ceteareth 20 Drugs 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 229940086555 cyclomethicone Drugs 0.000 description 2
- 210000004207 dermis Anatomy 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- LSTDYDRCKUBPDI-UHFFFAOYSA-N palmityl acetate Chemical compound CCCCCCCCCCCCCCCCOC(C)=O LSTDYDRCKUBPDI-UHFFFAOYSA-N 0.000 description 2
- 229940068196 placebo Drugs 0.000 description 2
- 239000000902 placebo Substances 0.000 description 2
- 238000013341 scale-up Methods 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 230000036556 skin irritation Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000008833 sun damage Effects 0.000 description 2
- 230000036561 sun exposure Effects 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- QIJRTFXNRTXDIP-UHFFFAOYSA-N (1-carboxy-2-sulfanylethyl)azanium;chloride;hydrate Chemical compound O.Cl.SCC(N)C(O)=O QIJRTFXNRTXDIP-UHFFFAOYSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical class OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 1
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 241001391926 Neea Species 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 229960001631 carbomer Drugs 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229940049297 cetyl acetate Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 229960001305 cysteine hydrochloride Drugs 0.000 description 1
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 1
- LNGNZSMIUVQZOX-UHFFFAOYSA-L disodium;dioxido(sulfanylidene)-$l^{4}-sulfane Chemical compound [Na+].[Na+].[O-]S([O-])=S LNGNZSMIUVQZOX-UHFFFAOYSA-L 0.000 description 1
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 235000010350 erythorbic acid Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229940074045 glyceryl distearate Drugs 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229940026239 isoascorbic acid Drugs 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000008308 lipophilic cream Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229940042880 natural phospholipid Drugs 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229940068977 polysorbate 20 Drugs 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000010388 propyl gallate Nutrition 0.000 description 1
- 239000000473 propyl gallate Substances 0.000 description 1
- 229940075579 propyl gallate Drugs 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000021317 sensory perception Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- VYGBQXDNOUHIBZ-UHFFFAOYSA-L sodium formaldehyde sulphoxylate Chemical compound [Na+].[Na+].O=C.[O-]S[O-] VYGBQXDNOUHIBZ-UHFFFAOYSA-L 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229960001367 tartaric acid Drugs 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000004382 visual function Effects 0.000 description 1
- 150000004370 vitamin A ester derivatives Chemical class 0.000 description 1
- 239000001993 wax 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
- A61Q19/004—Aftersun preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/14—Liposomes; Vesicles
-
- 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
- A61K8/67—Vitamins
- A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
-
- 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
-
- 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
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41597595A | 1995-04-03 | 1995-04-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA10520A true OA10520A (en) | 2002-04-22 |
Family
ID=23648011
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA70096A OA10520A (en) | 1995-04-03 | 1997-10-03 | Skin care compositions containing retinoids and liposomes |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP0818988A2 (de) |
| JP (1) | JPH11503165A (de) |
| KR (1) | KR19980703668A (de) |
| CN (1) | CN1185729A (de) |
| AP (1) | AP789A (de) |
| AU (1) | AU5532296A (de) |
| BR (1) | BR9604954A (de) |
| CA (1) | CA2217201A1 (de) |
| CZ (1) | CZ311997A3 (de) |
| EA (1) | EA199700289A1 (de) |
| HU (1) | HUP9801607A3 (de) |
| NZ (1) | NZ306694A (de) |
| OA (1) | OA10520A (de) |
| PL (1) | PL322624A1 (de) |
| WO (1) | WO1996031194A2 (de) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6183774B1 (en) | 1996-01-31 | 2001-02-06 | Collaborative Laboratories, Inc. | Stabilizing vitamin A derivatives by encapsulation in lipid vesicles formed with alkylammonium fatty acid salts |
| US6068847A (en) * | 1996-10-03 | 2000-05-30 | Johnson & Johnson Consumer Products, Inc. | Cosmetic compositions |
| DE19713368A1 (de) * | 1997-03-29 | 1998-10-01 | Beiersdorf Ag | Zubereitungen mit oxidationsempfindlichen Wirkstoffen |
| FR2771636B1 (fr) * | 1997-12-01 | 2001-06-15 | Capsulis | Procede perfectionne pour eviter la degradation d'un principe actif |
| FR2771635A1 (fr) * | 1997-12-01 | 1999-06-04 | Capsulis | Procede perfectionne pour eviter la degradation d'un principe actif |
| US8093293B2 (en) | 1998-07-06 | 2012-01-10 | Johnson & Johnson Consumer Companies, Inc. | Methods for treating skin conditions |
| US8106094B2 (en) | 1998-07-06 | 2012-01-31 | Johnson & Johnson Consumer Companies, Inc. | Compositions and methods for treating skin conditions |
| DE19839402A1 (de) * | 1998-08-29 | 2000-03-02 | Beiersdorf Ag | Retinoide enthaltende Hautpflegemittel |
| FR2787730B1 (fr) | 1998-12-29 | 2001-02-09 | Oreal | Nanocapsules a base de poly(alkylene adipate), leur procede de preparation et compositions cosmetiques ou dermatologiques les contenant |
| JP3641152B2 (ja) | 1999-02-17 | 2005-04-20 | 株式会社ヤクルト本社 | 皮膚外用剤 |
| CA2309373A1 (en) * | 1999-05-27 | 2000-11-27 | Johnson & Johnson Consumer Companies, Inc. | Novel topical formulations |
| US20030003170A1 (en) | 2000-06-02 | 2003-01-02 | Theresa Callaghan | Method for the topical treatment and prevention of inflammatory disorders and related conditions using extracts of feverfew (Tanacetum parthenium) |
| JP2001122735A (ja) * | 1999-10-28 | 2001-05-08 | Kose Corp | 皮膚外用剤 |
| US7309688B2 (en) | 2000-10-27 | 2007-12-18 | Johnson & Johnson Consumer Companies | Topical anti-cancer compositions and methods of use thereof |
| CA2391603A1 (en) * | 1999-11-16 | 2001-05-25 | Unilever Plc | Cosmetic compositions containing chick pea extract and retinoids |
| US6468552B1 (en) | 2000-06-02 | 2002-10-22 | Neutrogena Corporation | Stabilized compositions containing oxygen-labile active agents |
| US8431550B2 (en) | 2000-10-27 | 2013-04-30 | Johnson & Johnson Consumer Companies, Inc. | Topical anti-cancer compositions and methods of use thereof |
| KR100389670B1 (ko) * | 2000-12-21 | 2003-07-02 | 주식회사 티씨 싸이언스 | 노화 방지를 위한 새로운 레티놀 유도체 및 그 제조방법 |
| ES2337341T3 (es) | 2001-02-28 | 2010-04-23 | JOHNSON & JOHNSON CONSUMER COMPANIES, INC. | Composiciones que contienen productos de soja. |
| US7192615B2 (en) | 2001-02-28 | 2007-03-20 | J&J Consumer Companies, Inc. | Compositions containing legume products |
| WO2002074280A1 (en) | 2001-03-16 | 2002-09-26 | Johnson & Johnson Consumer Companies, Inc. | Composition containing feverfew extract and use thereof |
| DE10117842A1 (de) * | 2001-04-04 | 2002-10-17 | Coty Bv | Kosmetische Vitamin-A-haltige Zubereitung |
| US6797697B2 (en) | 2001-05-21 | 2004-09-28 | Johnson & Johnson Consumer Companies, Inc. | Composition containing a peptide and a pigment and the use thereof in darkening the skin |
| US7214655B2 (en) | 2001-05-21 | 2007-05-08 | Johnson & Johnson Consumer Companies, Inc. | Peptides and the use thereof in darkening the skin |
| US7081442B2 (en) | 2001-05-21 | 2006-07-25 | Johnson & Johnson Consumer Companies, Inc. | Composition containing a peptide and a pigment and the use thereof in darkening the skin |
| KR100439068B1 (ko) * | 2001-09-07 | 2004-07-05 | 주식회사 코리아나화장품 | 레티놀을 3중으로 안정화한 화장료 |
| DE10212865B4 (de) * | 2002-03-22 | 2005-05-04 | Beiersdorf Ag | Verwendung von 9-Retinal-alkanolamin Schiffsche Base in kosmetischen der dermatologischen Formulierungen |
| KR101011719B1 (ko) * | 2002-03-29 | 2011-01-28 | 가부시키가이샤 코세 | 화장료 |
| US7025951B2 (en) | 2002-06-18 | 2006-04-11 | Johnson & Johnson Consumer Companies, Inc. | Compositions and methods for darkening the skin |
| RU2355393C2 (ru) * | 2002-12-12 | 2009-05-20 | Галдерма Ресерч Энд Девелопмент, Снс | Депигментирующий водно-спиртовой гель |
| NZ587006A (en) * | 2004-06-18 | 2011-12-22 | Univ Washington | 11-cis-Retinal derivatives and methods for the use thereof for the treatment of visual disorders |
| US7381707B2 (en) | 2005-06-30 | 2008-06-03 | Johnson & Johnson Consumer Companies, Inc. | Treatment of dry eye |
| US20120141576A1 (en) * | 2007-03-15 | 2012-06-07 | Benjamin Johnson | Treatment of Dermatologic Skin Disorders |
| US20130149362A1 (en) * | 2007-03-15 | 2013-06-13 | Benjamin Johnson | Treatment product and method |
| RU2508133C2 (ru) | 2008-04-21 | 2014-02-27 | МакНЕЙЛ-ППС, ИНК. | Устройство доставки для местного применения, содержащее две аэрозольные камеры |
| US8642655B2 (en) | 2011-03-09 | 2014-02-04 | Benjamin Johnson | Systems and methods for preventing cancer and treating skin lesions |
| US20130004580A1 (en) | 2011-06-28 | 2013-01-03 | Lin Connie B | Divalent cation/talc containing compositions and methods for treating and/or preventing enzymatic irritation |
| US20130004590A1 (en) | 2011-06-28 | 2013-01-03 | Lin Connie B | Zinc oxide/acid containing compositions and methods for treating and/or preventing enzymatic irritation |
| CA2781212A1 (en) | 2011-06-28 | 2012-12-28 | Johnson & Johnson Consumer Companies, Inc. | Divalent cation containing compositions and methods for treating and/or preventing enzymatic irritation |
| WO2013072929A2 (en) * | 2011-09-23 | 2013-05-23 | Indian Institute Of Technology | Nanop article based cosmetic composition |
| KR102105210B1 (ko) | 2012-11-26 | 2020-04-27 | 코웨이 주식회사 | 레티노이드 유도체를 안정화시킨 수중유형 유화 화장료 조성물 |
| ES2780598T3 (es) | 2013-12-23 | 2020-08-26 | Dermopartners Sl | Método para preparar liposomas de retinaldehído u otros precursores de ácido retinoico y producto así obtenido |
| KR102134931B1 (ko) | 2013-12-27 | 2020-07-16 | 코웨이 주식회사 | 투명하고 비저블한 구형 파티클을 포함하는 화장료 조성물 |
| KR20190118688A (ko) | 2015-06-05 | 2019-10-18 | 미라젠 세러퓨틱스 인코포레이티드 | 피부 t 세포 림프종(ctcl) 치료용 mir-155 억제제 |
| CN108542848A (zh) * | 2018-05-24 | 2018-09-18 | 广州銮滢化妆品有限公司 | 一种含有纳米视黄醛的抗皱外用组合物及其制备方法 |
| US20210186845A1 (en) * | 2019-12-18 | 2021-06-24 | Barnet Products, LLC | Vitamin a and vitamin c combinations with enhanced stability |
| FR3111075B1 (fr) * | 2020-06-08 | 2022-12-16 | Oreal | Composition à base de rétinol |
| KR102203420B1 (ko) * | 2020-08-10 | 2021-01-18 | 한국콜마주식회사 | 리포좀 복합체 및 이를 포함하는 피부 개선용 화장료 조성물 |
| EP4322913A1 (de) * | 2021-04-16 | 2024-02-21 | DSM IP Assets B.V. | Retinolformulierung (iii) |
| CN116440025A (zh) * | 2022-01-08 | 2023-07-18 | 浙江睿颜新材料科技有限公司 | 一种高效高稳定性的类视黄醇复合物纳米乳 |
| CN114939079B (zh) * | 2022-05-19 | 2024-04-23 | 上海奥利实业有限公司 | 一种视黄醇及其衍生物包裹体的制备方法及其应用 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2653015B1 (fr) * | 1989-10-12 | 1993-10-29 | Oreal | Composition cosmetique ou pharmaceutique pour application topique contenant au moins un derive retinouide et au moins un derive de pyrimidine, son utilisation comme medicament et procede de traitement correspondant. |
-
1996
- 1996-04-03 EA EA199700289A patent/EA199700289A1/ru unknown
- 1996-04-03 HU HU9801607A patent/HUP9801607A3/hu unknown
- 1996-04-03 BR BR9604954A patent/BR9604954A/pt not_active Application Discontinuation
- 1996-04-03 AP APAP/P/1997/001101A patent/AP789A/en active
- 1996-04-03 AU AU55322/96A patent/AU5532296A/en not_active Abandoned
- 1996-04-03 PL PL96322624A patent/PL322624A1/xx unknown
- 1996-04-03 WO PCT/US1996/004557 patent/WO1996031194A2/en not_active Ceased
- 1996-04-03 JP JP8530447A patent/JPH11503165A/ja not_active Ceased
- 1996-04-03 KR KR1019970707067A patent/KR19980703668A/ko not_active Withdrawn
- 1996-04-03 CZ CZ973119A patent/CZ311997A3/cs unknown
- 1996-04-03 NZ NZ306694A patent/NZ306694A/xx not_active IP Right Cessation
- 1996-04-03 EP EP96912539A patent/EP0818988A2/de not_active Ceased
- 1996-04-03 CN CN96194264A patent/CN1185729A/zh active Pending
- 1996-04-03 CA CA002217201A patent/CA2217201A1/en not_active Abandoned
-
1997
- 1997-10-03 OA OA70096A patent/OA10520A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EA199700289A1 (ru) | 1998-04-30 |
| BR9604954A (pt) | 1998-06-09 |
| CZ311997A3 (cs) | 1998-01-14 |
| NZ306694A (en) | 2000-01-28 |
| WO1996031194A3 (en) | 1997-01-23 |
| HUP9801607A3 (en) | 1999-03-01 |
| EP0818988A2 (de) | 1998-01-21 |
| WO1996031194A2 (en) | 1996-10-10 |
| PL322624A1 (en) | 1998-02-02 |
| CA2217201A1 (en) | 1996-10-10 |
| HUP9801607A2 (hu) | 1999-01-28 |
| AU5532296A (en) | 1996-10-23 |
| CN1185729A (zh) | 1998-06-24 |
| KR19980703668A (ko) | 1998-12-05 |
| AP789A (en) | 1999-12-03 |
| AP9701101A0 (en) | 1997-10-31 |
| JPH11503165A (ja) | 1999-03-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| OA10520A (en) | Skin care compositions containing retinoids and liposomes | |
| AU674324B2 (en) | Compositions containing imidazoles | |
| EP0549592B1 (de) | Stabilisierte, retinoide enthaltende hautpflegepräparate | |
| WO1996031194A9 (en) | Skin care compositions containing retinoids and liposomes | |
| USRE38813E1 (en) | Retinoid compositions containing a water soluble antioxidant and a chelator | |
| EP0440398B1 (de) | Hautpflegezusammensetzungen | |
| US6183774B1 (en) | Stabilizing vitamin A derivatives by encapsulation in lipid vesicles formed with alkylammonium fatty acid salts | |
| KR20000048910A (ko) | 화장용 조성물 | |
| JP2013056903A (ja) | 非刺激組成物 | |
| US5583136A (en) | Retinoid containing skin care compositions containing imidazoles | |
| KR100416281B1 (ko) | 산화안정성이 있는 신규한 유화조성물 | |
| KR20040078500A (ko) | 토코페롤 3중 안정화 화장료 조성물 및 그 제조 방법 | |
| JPH0899830A (ja) | 皮膚外用剤 |