EP0182881A1 - Topische zusammensetzungen - Google Patents
Topische zusammensetzungenInfo
- Publication number
- EP0182881A1 EP0182881A1 EP19850902925 EP85902925A EP0182881A1 EP 0182881 A1 EP0182881 A1 EP 0182881A1 EP 19850902925 EP19850902925 EP 19850902925 EP 85902925 A EP85902925 A EP 85902925A EP 0182881 A1 EP0182881 A1 EP 0182881A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- urea
- skin
- amount
- absorbing agent
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 26
- 230000000699 topical effect Effects 0.000 title abstract description 11
- 239000004202 carbamide Substances 0.000 claims abstract description 18
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 17
- 230000005855 radiation Effects 0.000 claims abstract description 13
- 239000006096 absorbing agent Substances 0.000 claims description 9
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 8
- 230000037380 skin damage Effects 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 230000002265 prevention Effects 0.000 claims description 6
- 230000009467 reduction Effects 0.000 claims description 6
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical group CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 claims description 3
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000006378 damage Effects 0.000 abstract description 4
- 210000003491 skin Anatomy 0.000 description 15
- 210000001519 tissue Anatomy 0.000 description 6
- 239000000516 sunscreening agent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 230000000475 sunscreen effect Effects 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- OFSAUHSCHWRZKM-UHFFFAOYSA-N Padimate A Chemical compound CC(C)CCOC(=O)C1=CC=C(N(C)C)C=C1 OFSAUHSCHWRZKM-UHFFFAOYSA-N 0.000 description 2
- 206010042496 Sunburn Diseases 0.000 description 2
- 230000001154 acute effect Effects 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 150000002826 nitrites Chemical class 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229940068196 placebo Drugs 0.000 description 2
- 239000000902 placebo Substances 0.000 description 2
- YKNCPXOFSKBINA-UHFFFAOYSA-N (2-hydroxy-4-methoxyphenyl)-phenylmethanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1.OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 YKNCPXOFSKBINA-UHFFFAOYSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 108010054404 Adenylyl-sulfate kinase Proteins 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 102100039024 Sphingosine kinase 1 Human genes 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 150000005829 chemical entities Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000003412 degenerative effect Effects 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- 229960001173 oxybenzone Drugs 0.000 description 1
- 229950000516 padimate Drugs 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 239000003009 skin protective agent Substances 0.000 description 1
- 230000036555 skin type Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229940100611 topical cream Drugs 0.000 description 1
- -1 urea free radical Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/17—Amides, e.g. hydroxamic acids having the group >N—C(O)—N< or >N—C(S)—N<, e.g. urea, thiourea, carmustine
-
- 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
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Definitions
- This invention relates to topical compositions for the prevention and/or reduction of skin damage caused by ultraviolet radiation.
- this invention relates to the prevention and/or reduction of skin damage caused by reactive chemical substances generated in the skin by ultraviolet radiation.
- the present invention provides a topical urea compo ⁇ sition, for prevention of skin damage due to ultraviolet radiation.
- urea Since urea has no ultraviolet light absorbing pro ⁇ perties in the skin damaging light wave lengths of 290 to 400 mm, it is not a sunscreen agent. Its skin protective properties are as a neutralizer of damaging active chemical entities. Urea moderates the effects of nitrate reduction products, thus preventing skin damage following ultraviolet radiation.
- concentration of urea which may be used in the topical compositions is from about 0.1% to about 40%, preferably from about 1% to about 20% based on the weight of the composition.
- urea may be combined with known UV absorbing sun screen agents such as Padimato 0 (2-ethylhexyl-p-dimethyl amino- benzoate), Oxybenzone (2-hydroxy-4-methoxy benzophenone) and paraaminobenzoic acid (PABA) in topical compositions.
- UV absorbing agents such as Padimato 0 (2-ethylhexyl-p-dimethyl amino- benzoate), Oxybenzone (2-hydroxy-4-methoxy benzophenone) and paraaminobenzoic acid (PABA)
- This combination of UV absorbing agents and urea free radical neutralizer provides a superior skin protecting agent to that of the prior art.
- the UV absorbing agent may be present in the topical composition from about 1% to about 10% by weight of the composition.
- compositions of this invention are preferably applied to the skin in the form of conven- tional alcoholic lotions, liquid emulsions, creams, transparent gels, or aerosol sprays.
- topical cream compositions A, B, C, D and E
- topical cream compositions A, B, C, D and E
- Carbopol 934 0. 1 0. 1 0. 1 0. 1 0. 1 0. 1 0. 1 0. 1 0. 1 (Polyacrylic acid)
- compositions A, C and E provided a significant degree of protection against acute sunburn damage in hairless mouse skin as compared with placebo compositions.
- SK-1 hairless mice observations were made of erythema responses under blinded conditions. There were striking differences in H and E stained tissue sections taken from the reaction sites.
- the skin damage in placebo treated sites was two to three times greater than the urea composition treated sites, based upon thickness of the epidermis, the number of sunburn cells noted, and the dermal inflammatory changes.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61900784A | 1984-06-11 | 1984-06-11 | |
| US619007 | 1984-06-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0182881A1 true EP0182881A1 (de) | 1986-06-04 |
Family
ID=24480056
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19850902925 Withdrawn EP0182881A1 (de) | 1984-06-11 | 1985-06-10 | Topische zusammensetzungen |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0182881A1 (de) |
| AU (1) | AU4430685A (de) |
| WO (1) | WO1986000014A1 (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5066726A (en) * | 1990-04-23 | 1991-11-19 | Shell Oil Company | Process for melt grafting epoxy compounds to polymers |
| US5463291A (en) * | 1993-12-23 | 1995-10-31 | Carroll; Lewis | Cyclotron and associated magnet coil and coil fabricating process |
| DE782855T1 (de) * | 1994-10-05 | 1998-05-28 | Helsinn Healthcare Sa | Antiinflammatorische wirkstoffe zur aüsserlichen anwendung |
| JP3542665B2 (ja) * | 1995-07-07 | 2004-07-14 | 株式会社資生堂 | 抗老化皮膚外用剤、コラーゲン架橋阻害皮膚外用剤及び抗紫外線皮膚外用剤 |
| EP2153815A1 (de) * | 2008-08-05 | 2010-02-17 | Isdin S.A. | Verwendung von harnstoffhaltigen Zusammensetzungen |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1767165B2 (de) * | 1968-04-06 | 1976-08-26 | L'oreal, Paris | Aeusserlich anwendbare loesung mit einem gehalt an aldehyden, methylolverbindungen oder deren derivaten |
| BR7700869A (pt) * | 1976-02-18 | 1977-10-18 | Scherico Ltd | Composicao protetora contra o sol e processo para protecao da pele humana |
| DE2703185A1 (de) * | 1977-01-27 | 1978-08-10 | Henkel Kgaa | Kosmetische mittel mit einem gehalt an haut-feuchthaltemitteln |
-
1985
- 1985-06-10 AU AU44306/85A patent/AU4430685A/en not_active Abandoned
- 1985-06-10 WO PCT/US1985/001066 patent/WO1986000014A1/en not_active Ceased
- 1985-06-10 EP EP19850902925 patent/EP0182881A1/de not_active Withdrawn
Non-Patent Citations (1)
| Title |
|---|
| See references of WO8600014A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1986000014A1 (en) | 1986-01-03 |
| AU4430685A (en) | 1986-01-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH DE FR GB IT LI LU NL SE |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 19860513 |