DE69328545T2 - Kosmetisches Verabreichungssystem für Salizylsäure und Verfahren zur Herstellung desselben - Google Patents
Kosmetisches Verabreichungssystem für Salizylsäure und Verfahren zur Herstellung desselbenInfo
- Publication number
- DE69328545T2 DE69328545T2 DE69328545T DE69328545T DE69328545T2 DE 69328545 T2 DE69328545 T2 DE 69328545T2 DE 69328545 T DE69328545 T DE 69328545T DE 69328545 T DE69328545 T DE 69328545T DE 69328545 T2 DE69328545 T2 DE 69328545T2
- Authority
- DE
- Germany
- Prior art keywords
- weight
- salicylic acid
- water
- membrane
- cosmetic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 title claims abstract description 96
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 title claims abstract description 48
- 229960004889 salicylic acid Drugs 0.000 title claims abstract description 48
- 239000002537 cosmetic Substances 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims description 21
- 239000000203 mixture Substances 0.000 claims abstract description 43
- 239000002502 liposome Substances 0.000 claims abstract description 32
- 150000002632 lipids Chemical class 0.000 claims abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000008406 cosmetic ingredient Substances 0.000 claims abstract description 10
- 239000000232 Lipid Bilayer Substances 0.000 claims abstract description 3
- 150000007530 organic bases Chemical class 0.000 claims description 16
- 239000000047 product Substances 0.000 claims description 11
- 239000006185 dispersion Substances 0.000 claims description 9
- 239000012467 final product Substances 0.000 claims description 6
- 230000002209 hydrophobic effect Effects 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 5
- 239000008346 aqueous phase Substances 0.000 claims description 4
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 230000003472 neutralizing effect Effects 0.000 claims description 3
- 230000000149 penetrating effect Effects 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000012528 membrane Substances 0.000 abstract description 5
- 230000007935 neutral effect Effects 0.000 abstract description 3
- 239000002253 acid Substances 0.000 abstract description 2
- 239000004615 ingredient Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 239000012071 phase Substances 0.000 description 8
- 239000004475 Arginine Substances 0.000 description 7
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- 150000003904 phospholipids Chemical class 0.000 description 4
- 229920000193 polymethacrylate Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
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- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
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- 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 2
- 229930182558 Sterol Natural products 0.000 description 2
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- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 description 2
- 229940106189 ceramide Drugs 0.000 description 2
- 150000001783 ceramides Chemical class 0.000 description 2
- 229930183167 cerebroside Natural products 0.000 description 2
- 150000001784 cerebrosides Chemical class 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
- 238000000576 coating method Methods 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
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- 229960001860 salicylate Drugs 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- -1 sodium salicylate Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 150000003432 sterols Chemical class 0.000 description 2
- 235000003702 sterols Nutrition 0.000 description 2
- 230000000475 sunscreen effect Effects 0.000 description 2
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- 230000000699 topical effect Effects 0.000 description 2
- 229930003231 vitamin Natural products 0.000 description 2
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- 229940088594 vitamin Drugs 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- KZJWDPNRJALLNS-VPUBHVLGSA-N (-)-beta-Sitosterol Natural products O[C@@H]1CC=2[C@@](C)([C@@H]3[C@H]([C@H]4[C@@](C)([C@H]([C@H](CC[C@@H](C(C)C)CC)C)CC4)CC3)CC=2)CC1 KZJWDPNRJALLNS-VPUBHVLGSA-N 0.000 description 1
- JQWAHKMIYCERGA-UHFFFAOYSA-N (2-nonanoyloxy-3-octadeca-9,12-dienoyloxypropoxy)-[2-(trimethylazaniumyl)ethyl]phosphinate Chemical compound CCCCCCCCC(=O)OC(COP([O-])(=O)CC[N+](C)(C)C)COC(=O)CCCCCCCC=CCC=CCCCCC JQWAHKMIYCERGA-UHFFFAOYSA-N 0.000 description 1
- CSVWWLUMXNHWSU-UHFFFAOYSA-N (22E)-(24xi)-24-ethyl-5alpha-cholest-22-en-3beta-ol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(CC)C(C)C)C1(C)CC2 CSVWWLUMXNHWSU-UHFFFAOYSA-N 0.000 description 1
- OILXMJHPFNGGTO-UHFFFAOYSA-N (22E)-(24xi)-24-methylcholesta-5,22-dien-3beta-ol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(C)C(C)C)C1(C)CC2 OILXMJHPFNGGTO-UHFFFAOYSA-N 0.000 description 1
- 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 1
- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 description 1
- TYYHDKOVFSVWON-UHFFFAOYSA-N 2-butyl-2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 TYYHDKOVFSVWON-UHFFFAOYSA-N 0.000 description 1
- VHBSECWYEFJRNV-UHFFFAOYSA-N 2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1O.OC(=O)C1=CC=CC=C1O VHBSECWYEFJRNV-UHFFFAOYSA-N 0.000 description 1
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- QYYMDNHUJFIDDQ-UHFFFAOYSA-N 5-chloro-2-methyl-1,2-thiazol-3-one;2-methyl-1,2-thiazol-3-one Chemical compound CN1SC=CC1=O.CN1SC(Cl)=CC1=O QYYMDNHUJFIDDQ-UHFFFAOYSA-N 0.000 description 1
- BZTDTCNHAFUJOG-UHFFFAOYSA-N 6-carboxyfluorescein Chemical compound C12=CC=C(O)C=C2OC2=CC(O)=CC=C2C11OC(=O)C2=CC=C(C(=O)O)C=C21 BZTDTCNHAFUJOG-UHFFFAOYSA-N 0.000 description 1
- OQMZNAMGEHIHNN-UHFFFAOYSA-N 7-Dehydrostigmasterol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CC(CC)C(C)C)CCC33)C)C3=CC=C21 OQMZNAMGEHIHNN-UHFFFAOYSA-N 0.000 description 1
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- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- LPZCCMIISIBREI-MTFRKTCUSA-N Citrostadienol Natural products CC=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C LPZCCMIISIBREI-MTFRKTCUSA-N 0.000 description 1
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- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical class 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 1
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- 229930182816 L-glutamine Natural products 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
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- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 235000019172 retinyl palmitate Nutrition 0.000 description 1
- 229940108325 retinyl palmitate Drugs 0.000 description 1
- 239000011769 retinyl palmitate Substances 0.000 description 1
- 150000003342 selenium Chemical class 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol 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)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 1
- 235000015500 sitosterol Nutrition 0.000 description 1
- 229950005143 sitosterol Drugs 0.000 description 1
- NLQLSVXGSXCXFE-UHFFFAOYSA-N sitosterol Natural products CC=C(/CCC(C)C1CC2C3=CCC4C(C)C(O)CCC4(C)C3CCC2(C)C1)C(C)C NLQLSVXGSXCXFE-UHFFFAOYSA-N 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 229960004025 sodium salicylate Drugs 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 150000003408 sphingolipids Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol 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)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
- 235000016831 stigmasterol Nutrition 0.000 description 1
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
- WPLOVIFNBMNBPD-ATHMIXSHSA-N subtilin Chemical compound CC1SCC(NC2=O)C(=O)NC(CC(N)=O)C(=O)NC(C(=O)NC(CCCCN)C(=O)NC(C(C)CC)C(=O)NC(=C)C(=O)NC(CCCCN)C(O)=O)CSC(C)C2NC(=O)C(CC(C)C)NC(=O)C1NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C1NC(=O)C(=C/C)/NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C2NC(=O)CNC(=O)C3CCCN3C(=O)C(NC(=O)C3NC(=O)C(CC(C)C)NC(=O)C(=C)NC(=O)C(CCC(O)=O)NC(=O)C(NC(=O)C(CCCCN)NC(=O)C(N)CC=4C5=CC=CC=C5NC=4)CSC3)C(C)SC2)C(C)C)C(C)SC1)CC1=CC=CC=C1 WPLOVIFNBMNBPD-ATHMIXSHSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 229940025703 topical product Drugs 0.000 description 1
- 238000004627 transmission electron microscopy Methods 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- 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
- 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
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/75—Anti-irritant
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)
- Emergency Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3652993A | 1993-03-24 | 1993-03-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69328545D1 DE69328545D1 (de) | 2000-06-08 |
| DE69328545T2 true DE69328545T2 (de) | 2001-07-05 |
Family
ID=21889094
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69328545T Expired - Lifetime DE69328545T2 (de) | 1993-03-24 | 1993-12-10 | Kosmetisches Verabreichungssystem für Salizylsäure und Verfahren zur Herstellung desselben |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US5585109A (enExample) |
| EP (1) | EP0616799B1 (enExample) |
| JP (1) | JP3238264B2 (enExample) |
| AT (1) | ATE192327T1 (enExample) |
| AU (1) | AU673023B2 (enExample) |
| DE (1) | DE69328545T2 (enExample) |
| DK (1) | DK0616799T3 (enExample) |
| ES (1) | ES2147744T3 (enExample) |
| FI (1) | FI106924B (enExample) |
| MY (1) | MY112093A (enExample) |
| NO (1) | NO302332B1 (enExample) |
| NZ (1) | NZ250660A (enExample) |
| SG (1) | SG65599A1 (enExample) |
| TW (1) | TW299233B (enExample) |
| ZA (1) | ZA939802B (enExample) |
Families Citing this family (46)
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| US5714167A (en) | 1992-06-15 | 1998-02-03 | Emisphere Technologies, Inc. | Active agent transport systems |
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| US5629020A (en) * | 1994-04-22 | 1997-05-13 | Emisphere Technologies, Inc. | Modified amino acids for drug delivery |
| DE4420727A1 (de) * | 1994-06-15 | 1995-12-21 | Rovi Gmbh | Hautfreundliche wäßrige Liposomendispersionen, enthaltend alpha-Hydroxycarbonsäuren und/oder alpha-Hydroxyketosäuren in ihrer Salzform |
| FR2726468B1 (fr) * | 1994-11-03 | 1996-12-13 | Oreal | Utilisation de derive de l'acide salicylique comme stabilisant d'une emulsion huile-dans-eau |
| US20020048596A1 (en) * | 1994-12-30 | 2002-04-25 | Gregor Cevc | Preparation for the transport of an active substance across barriers |
| US6001347A (en) | 1995-03-31 | 1999-12-14 | Emisphere Technologies, Inc. | Compounds and compositions for delivering active agents |
| US5750147A (en) | 1995-06-07 | 1998-05-12 | Emisphere Technologies, Inc. | Method of solubilizing and encapsulating itraconazole |
| GB9511938D0 (en) * | 1995-06-13 | 1995-08-09 | Unilever Plc | Cosmetic composition |
| 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 |
| US5874105A (en) * | 1996-01-31 | 1999-02-23 | Collaborative Laboratories, Inc. | Lipid vesicles formed with alkylammonium fatty acid salts |
| US6071535A (en) * | 1996-01-31 | 2000-06-06 | Collaborative Laboratories, Inc. | Lipid vesicles formed with alkylammonium fatty acid salts |
| AU2595697A (en) | 1996-03-29 | 1997-10-22 | Emisphere Technologies, Inc. | Compounds and compositions for delivering active agents |
| WO1997047288A1 (en) | 1996-06-14 | 1997-12-18 | Emisphere Technologies, Inc. | Microencapsulated fragrances and method for preparation |
| DE69732308T2 (de) | 1996-09-27 | 2005-06-02 | Jagotec Ag | Arzneistoffverabreichungssystem mit hyaluronsäure |
| US5935572A (en) * | 1997-01-10 | 1999-08-10 | Collaborative Laboratories, Inc. | Composition containing protease separate from glycosidase for removing nits in treating lice infestation |
| US6358504B1 (en) | 1997-02-07 | 2002-03-19 | Emisphere Technologies, Inc. | Compounds and compositions for delivering active agents |
| JP3515321B2 (ja) * | 1997-05-07 | 2004-04-05 | ポーラ化成工業株式会社 | 不均一改善化粧料 |
| CA2283574A1 (en) * | 1998-01-16 | 1999-07-22 | Color Access, Inc. | Stabilized whitening compositions and method of preparing same |
| FR2782919B1 (fr) * | 1998-09-04 | 2001-05-25 | Roc Sa | Composition contre le vieillissement et son utilisation |
| ES2173679T3 (es) | 1999-01-27 | 2002-10-16 | Idea Ag | Inmunizacion/transporte transnasal con vehiculos altamente adaptables. |
| PT1031346E (pt) | 1999-01-27 | 2002-09-30 | Idea Ag | Vacinacao nao invasiva atraves da pele |
| GB9902527D0 (en) * | 1999-02-04 | 1999-03-24 | Phares Pharm Res Nv | Compositions |
| FR2789329B1 (fr) * | 1999-02-05 | 2001-03-02 | Oreal | Composition cosmetique et/ou dermatologique constituee par une emulsion du type huile-dans-l'eau formee de vesicules lipidiques dispersees dans une phase aqueuse contenant au moins un actif acide hydrophile |
| MXPA02000053A (es) * | 1999-07-05 | 2003-07-21 | Idea Ag | Un metodo para mejorar el tratamiento a traves de barreras adaptables semipermeables. |
| JP2003535030A (ja) * | 1999-09-03 | 2003-11-25 | アーチ パーソナル ケア プロダクツ、エル．ピー． | 保存リポソーム |
| CA2449103A1 (en) * | 2001-06-01 | 2002-12-12 | Tendskin Company | Topical compositions for veterinary uses |
| CN1692178A (zh) * | 2002-02-05 | 2005-11-02 | 以利沙控股有限公司 | 一种处理金属表面的方法以及由此形成的产品 |
| US6783766B2 (en) | 2002-03-06 | 2004-08-31 | Dow Global Technologies Inc. | Process for preparing a cosmetic formulation |
| US20030045473A1 (en) * | 2002-07-19 | 2003-03-06 | Sarama Robert Joseph | Compositions, kits, and methods for cardiovascular health |
| US7473432B2 (en) * | 2002-10-11 | 2009-01-06 | Idea Ag | NSAID formulations, based on highly adaptable aggregates, for improved transport through barriers and topical drug delivery |
| EP1811961A2 (en) * | 2004-11-12 | 2007-08-01 | Idea Ag | Extended surface aggregates in the treatment of skin conditions |
| CA2600762C (en) * | 2005-03-10 | 2011-05-31 | Jr Chem, Llc | Stable organic peroxide compositions |
| US20090306023A1 (en) * | 2005-06-29 | 2009-12-10 | Ramirez Jose E | Stable organic peroxide compositions |
| US7556820B2 (en) * | 2005-06-29 | 2009-07-07 | Jr Chem, Llc | Stable organic peroxide compositions |
| JP4134250B1 (ja) | 2007-07-03 | 2008-08-20 | 崎 隆 川 | セルロース系物質よる単糖類並びにエタノールの製造方法 |
| FR2946251B1 (fr) * | 2009-06-08 | 2011-05-20 | Oreal | Composition cosmetique comprenant un derive d'acide salicylique et de la carnosine. |
| US20110200545A1 (en) * | 2010-02-14 | 2011-08-18 | Nyangenya Maniga | Deodorant composition and methods for use thereof |
| FR3027797B1 (fr) * | 2014-10-30 | 2020-07-10 | L'oreal | Utilisation de derives d'acide salicylique lipophiles |
| KR101702482B1 (ko) * | 2015-04-30 | 2017-02-03 | 주식회사 엔에스텍 | 나노리포좀이 형성되어 피부면역력, 살균력 및 흡수력이 향상된 화장료 조성물 및 그 제조방법 |
| US20170304215A1 (en) * | 2016-04-26 | 2017-10-26 | Peace Out Inc. | Medicated hydrocolloid dressing for acne treatment |
| US10912739B2 (en) | 2017-10-16 | 2021-02-09 | Peace Out Inc. | Hydrocolloid-based skin treatment |
| KR102879638B1 (ko) * | 2019-05-06 | 2025-10-30 | 스핀아트, 엘엘씨 | 안정적인 화장료 조성물을 제조하기 위한 제형 및 방법 |
| CN112043616B (zh) * | 2020-10-21 | 2022-09-20 | 烟台新时代健康产业日化有限公司 | 一种基于缓释技术的祛痘复合物及祛痘精华液 |
| US11684586B1 (en) | 2022-02-28 | 2023-06-27 | Peace Out, Llc | Anhydrous hydrocolloid matrix comprising homogeneously distributed encapsulated therapeutic agents |
| CN115645362B (zh) * | 2022-10-24 | 2024-04-26 | 中国海洋大学 | 一种水杨酸天然低共熔溶剂及低共熔凝胶和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH538863A (it) * | 1969-03-14 | 1973-07-15 | Finanz Kompensations Anst | Eccipiente per cosmetici, contenente aminoacidi basici e polimeri carbossivinilici |
| GB1523965A (en) * | 1976-03-19 | 1978-09-06 | Ici Ltd | Pharmaceutical compositions containing steroids |
| US4217344A (en) * | 1976-06-23 | 1980-08-12 | L'oreal | Compositions containing aqueous dispersions of lipid spheres |
| US4708861A (en) * | 1984-02-15 | 1987-11-24 | The Liposome Company, Inc. | Liposome-gel compositions |
| US4755387A (en) * | 1985-03-21 | 1988-07-05 | The Procter & Gamble Company | Therapeutic particles |
| US4895727A (en) * | 1985-05-03 | 1990-01-23 | Chemex Pharmaceuticals, Inc. | Pharmaceutical vehicles for exhancing penetration and retention in the skin |
| US4822604A (en) * | 1985-05-20 | 1989-04-18 | S. C. Johnson & Son, Inc. | Local treatment of dandruff, seborrheic dermatitis, and psoriasis |
| US5230899A (en) * | 1985-08-07 | 1993-07-27 | Smithkline Beecham Corporation | Methods and compositions for making liposomes |
| IL79114A (en) * | 1985-08-07 | 1990-09-17 | Allergan Pharma | Method and composition for making liposomes |
| US4816247A (en) * | 1985-09-11 | 1989-03-28 | American Cyanamid Company | Emulsion compositions for administration of sparingly water soluble ionizable hydrophobic drugs |
| US5145675A (en) * | 1986-03-31 | 1992-09-08 | Advanced Polymer Systems, Inc. | Two step method for preparation of controlled release formulations |
| DE3778972D1 (de) * | 1986-06-12 | 1992-06-17 | Liposome Co Inc | Mittel unter verwendung liposomverkapselter, nichtsteroider, antiinflammatorischer arzneistoffe. |
| GB8630273D0 (en) * | 1986-12-18 | 1987-01-28 | Til Medical Ltd | Pharmaceutical delivery systems |
| US5154930A (en) * | 1987-03-05 | 1992-10-13 | The Liposome Company, Inc. | Pharmacological agent-lipid solution preparation |
| US4999348A (en) * | 1987-12-11 | 1991-03-12 | Estee Lauder Inc. | Liquid crystal containing cosmetic and pharmaceutical compositions and methods for utilizing such compositions |
| FR2630346B1 (fr) * | 1988-04-22 | 1991-03-22 | Dubois Jacques | Produits nouveaux comportant une emulsion d'eau et d'hydrocarbures paraffiniques huileux additionnes d'extraits de lecithine et procedes de fabrication |
| FR2631339B1 (fr) * | 1988-05-10 | 1990-11-16 | Cird | Nouveaux eicosanoides sulfures et leur application en pharmacie et en cosmetique |
| US5133965A (en) * | 1988-06-08 | 1992-07-28 | Fountain Pharmaceuticals, Inc. | Dressing material having adsorbed thereon a solvent dilution microcarrier precursor solution |
| DE3826946C1 (enExample) * | 1988-08-09 | 1990-03-15 | A. Nattermann & Cie Gmbh, 5000 Koeln, De | |
| US4981681A (en) * | 1988-08-26 | 1991-01-01 | Vittorio Tosti | Lotion mixture and method of treating psoriasis |
| US5049392A (en) * | 1989-01-18 | 1991-09-17 | The Liposome Company, Inc. | Osmotically dependent vesicles |
| US5000941A (en) * | 1989-05-16 | 1991-03-19 | Milton P. Chernack | Dentifrice containing microencapsulated oxygen |
| US5085856A (en) * | 1990-07-25 | 1992-02-04 | Elizabeth Arden Co., Division Of Conopco, Inc. | Cosmetic water-in-oil emulsion lipstick comprising a phospholipid and glycerol fatty acid esters emulsifying system |
-
1993
- 1993-12-10 SG SG1996008636A patent/SG65599A1/en unknown
- 1993-12-10 DK DK93309953T patent/DK0616799T3/da active
- 1993-12-10 EP EP93309953A patent/EP0616799B1/en not_active Expired - Lifetime
- 1993-12-10 ES ES93309953T patent/ES2147744T3/es not_active Expired - Lifetime
- 1993-12-10 DE DE69328545T patent/DE69328545T2/de not_active Expired - Lifetime
- 1993-12-10 AT AT93309953T patent/ATE192327T1/de active
- 1993-12-28 JP JP33714793A patent/JP3238264B2/ja not_active Expired - Lifetime
- 1993-12-30 ZA ZA939802A patent/ZA939802B/xx unknown
-
1994
- 1994-01-07 MY MYPI94000046A patent/MY112093A/en unknown
- 1994-01-11 NZ NZ250660A patent/NZ250660A/en unknown
- 1994-01-12 AU AU53141/94A patent/AU673023B2/en not_active Expired
- 1994-01-25 NO NO940249A patent/NO302332B1/no unknown
- 1994-01-28 TW TW083100711A patent/TW299233B/zh not_active IP Right Cessation
- 1994-03-02 FI FI940993A patent/FI106924B/fi not_active IP Right Cessation
-
1995
- 1995-08-24 US US08/518,956 patent/US5585109A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP3238264B2 (ja) | 2001-12-10 |
| FI940993L (fi) | 1994-09-25 |
| NO940249L (no) | 1994-09-26 |
| SG65599A1 (en) | 1999-06-22 |
| FI106924B (fi) | 2001-05-15 |
| DK0616799T3 (da) | 2000-09-18 |
| ZA939802B (en) | 1994-08-18 |
| NO302332B1 (no) | 1998-02-23 |
| ATE192327T1 (de) | 2000-05-15 |
| NO940249D0 (no) | 1994-01-25 |
| DE69328545D1 (de) | 2000-06-08 |
| AU5314194A (en) | 1994-09-29 |
| MY112093A (en) | 2001-04-30 |
| EP0616799A1 (en) | 1994-09-28 |
| AU673023B2 (en) | 1996-10-24 |
| US5585109A (en) | 1996-12-17 |
| NZ250660A (en) | 1995-12-21 |
| JPH06279230A (ja) | 1994-10-04 |
| TW299233B (enExample) | 1997-03-01 |
| FI940993A0 (fi) | 1994-03-02 |
| ES2147744T3 (es) | 2000-10-01 |
| HK1010696A1 (en) | 1999-06-25 |
| EP0616799B1 (en) | 2000-05-03 |
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