US4522808A
Expired / Lapsed
US
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Anti-sunburn compositions containing 2-phenyl-indole derivatives
Assignee: L'Oréal SA
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Filing: 1982-09-30
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Granted: 1985-06-11
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Expires: 2002-09-30
Abstract
Abstract Anti-sunburn compositions are provided which comprise, as active ingredient, at least one compound of the general formula: <IMAGE> (I) in which: R1 is selected from hydrogen, alkyl radicals containing 1 to about 12 carbon atoms and optionally branched carboxyalkyl radicals containing 1 to 4 carbon atoms; R2 is selected from hydrogen, alkoxy radicals containing 1 to 4 carbon atoms, at least one alkyl and carboxyalkyl radical containing 1 to 4 carbon atoms, and halogen atoms. R3 is selected from hydrogen, carboxyalkyl radicals containing 1 to 4 carbon atoms and -S-R8 radicals, each of R4, R5, R6 and R7 is independently selected from hydrogen, and alkyl, carboxyalkyl and alkoxy radicals containing 1 to 4 carbon atoms, provided that if R3 denotes hydrogen, at least one of the radicals R1 R2, R4, R5, R6 and R7 is not hydrogen, in an amount of at least about 0.05% by weight based on the total weight of the composition. These compounds have good solubility properties enabling a large number of different types of formulation to be prepared, these formulations being adjusted to meet the requirements of the skin to be protected.
Inventors
- 👤 Bernard Jacquet
- 👤 Gerard Lang
- 👤 Alain Malaval
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 16:05
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/30; A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/49; A61K8/4906; A61K8/4913; A61K8/492; A61Q; A61Q17/00; A61Q17/04; C07D209/08; C07D209/10; C07D209/12; C07D209/18; Y; Y10; Y10S; Y10S424/00; Y10S424/01; Y10S424/05
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
146 words
A cosmetic composition comprising a cosmetic vehicle and at least about 0.05 percent by weight based on the total weight of said composition of a compound of the formula ##STR78## wherein PG,62 R 1 is selected from the group consisting of hydrogen, alkyl containing 1 to about 12 carbon atoms and optionally branched carboxyalkyl radical containing 1 to 4 carbon atoms, R 2 is selected from the group consisting of hydrogen, alkoxy containing 1 to 4 carbon atoms, at least one alkyl and carboxyalkyl radical containing 1 to 4 carbon atoms and halogen, ##STR79## wherein m is 0 or 1 and n is 0, 1 or 2, and each of R 4 , R 5 , R 6 and R 7 is independently selected from the group consisting of hydrogen, alkyl containing 1-4 carbon atoms, carboxyalkyl containing 1-4 carbon atoms and alkoxy containing 1-4 carbon atoms.
Claim 2
Dependent Claim
146 words
A cosmetic composition comprising a cosmetic vehicle and at least about 0.05 percent by weight based on the total weight of said composition of a compound of the formula ##STR78## wherein PG,62 R 1 is selected from the group consisting of hydrogen, alkyl containing 1 to about 12 carbon atoms and optionally branched carboxyalkyl radical containing 1 to 4 carbon atoms, R 2 is selected from the group consisting of hydrogen, alkoxy containing 1 to 4 carbon atoms, at least one alkyl and carboxyalkyl radical containing 1 to 4 carbon atoms and halogen, ##STR79## wherein m is 0 or 1 and n is 0, 1 or 2, and each of R 4 , R 5 , R 6 and R 7 is independently selected from the group consisting of hydrogen, alkyl containing 1-4 carbon atoms, carboxyalkyl containing 1-4 carbon atoms and alkoxy containing 1-4 carbon atoms.
Claim 3
Dependent Claim
20 words
The composition of claim 1 wherein R 3 represents --S--CH 2 --COOH, --S--CH 2 --COOC 2 H 5 or ##STR80##
Claim 4
Dependent Claim
161 words
A cosmetic composition comprising a cosmetic vehicle and at least about 0.05 percent by weight based on the total weight of said composition of a compound of the formula ##STR81## wherein R 1 is selected from the group consisting of hydrogen, alkyl containing 1 to about 12 carbon atoms and optionally branched carboxyalkyl radical containing 1 to 4 carbon atoms, R 2 is selected from the group consisting of hydrogen, alkoxy containing 1 to 4 carbon atoms, at least one alkyl and carboxyalkyl radical containing 1 to 4 carbon atoms and halogen, R 3 is --S(CH 2 ) 3 N(CH 3 ) 2 , --S(CH 2 ) 2 N(CH 3 ) 2 or --S(CH 2 ) 2 NHC 4 H 9 , and each of R 4 , R 5 , R 6 and R 7 is independently selected from the group consisting of hydrogen, alkyl containing 1-4 carbon atoms, carboxyalkyl containing 1-4 carbon atoms and alkoxy containing 1-4 carbon atoms.
Claim 5
Dependent Claim
161 words
A cosmetic composition comprising a cosmetic vehicle and at least about 0.05 percent by weight based on the total weight of said composition of a compound of the formula ##STR81## wherein R 1 is selected from the group consisting of hydrogen, alkyl containing 1 to about 12 carbon atoms and optionally branched carboxyalkyl radical containing 1 to 4 carbon atoms, R 2 is selected from the group consisting of hydrogen, alkoxy containing 1 to 4 carbon atoms, at least one alkyl and carboxyalkyl radical containing 1 to 4 carbon atoms and halogen, R 3 is --S(CH 2 ) 3 N(CH 3 ) 2 , --S(CH 2 ) 2 N(CH 3 ) 2 or --S(CH 2 ) 2 NHC 4 H 9 , and each of R 4 , R 5 , R 6 and R 7 is independently selected from the group consisting of hydrogen, alkyl containing 1-4 carbon atoms, carboxyalkyl containing 1-4 carbon atoms and alkoxy containing 1-4 carbon atoms.
Claim 6
Dependent Claim
240 words
A process for protecting a cosmetic composition liable to deteriorate in the presence of light radiation which comprises incorporating therein in an amount from about 0.05 to about 5 percent by weight based on the weight of the composition a compound of the formula ##STR82## wherein R 1 is selected from the group consisting of hydrogen, alkyl containing 1 to about 12 carbon atoms and optionally branched carboxyalkyl radical containing 1 to 4 carbon atoms, R 2 is selected from the group consisting of hydrogen, alkoxy containing 1 to 4 carbon atoms, at least one alkyl and carboxyalkyl radical containing 1 to 4 carbon atoms and halogen, R 3 is selected from the group consisting of --SCH 2 COOH, --SCH 2 COOC 2 H 5 , --SCH(CH 3 )COOH, --S(CH 2 ) 3 N(CH 3 ) 2 , --S(CH 2 ) 2 N(CH 3 ) 2 , --S(CH 2 ) 2 NHC 4 H 9 , H, --CH 2 CH 2 COOH and --CH 2 COOH, and each of R 4 , R 5 , R 6 and R 7 is independently selected from the group consisting of hydrogen, alkyl containing 1-4 carbon atoms, carboxyalkyl containing 1-4 carbon atoms and alkoxy containing 1-4 carbon atoms, with the proviso that when R 3 represents hydrogen at least one of the radicals R 1 , R 2 , R 4 , R 5 , R 6 and R 7 is not hydrogen.
Claim 7
Dependent Claim
240 words
A process for protecting a cosmetic composition liable to deteriorate in the presence of light radiation which comprises incorporating therein in an amount from about 0.05 to about 5 percent by weight based on the weight of the composition a compound of the formula ##STR82## wherein R 1 is selected from the group consisting of hydrogen, alkyl containing 1 to about 12 carbon atoms and optionally branched carboxyalkyl radical containing 1 to 4 carbon atoms, R 2 is selected from the group consisting of hydrogen, alkoxy containing 1 to 4 carbon atoms, at least one alkyl and carboxyalkyl radical containing 1 to 4 carbon atoms and halogen, R 3 is selected from the group consisting of --SCH 2 COOH, --SCH 2 COOC 2 H 5 , --SCH(CH 3 )COOH, --S(CH 2 ) 3 N(CH 3 ) 2 , --S(CH 2 ) 2 N(CH 3 ) 2 , --S(CH 2 ) 2 NHC 4 H 9 , H, --CH 2 CH 2 COOH and --CH 2 COOH, and each of R 4 , R 5 , R 6 and R 7 is independently selected from the group consisting of hydrogen, alkyl containing 1-4 carbon atoms, carboxyalkyl containing 1-4 carbon atoms and alkoxy containing 1-4 carbon atoms, with the proviso that when R 3 represents hydrogen at least one of the radicals R 1 , R 2 , R 4 , R 5 , R 6 and R 7 is not hydrogen.
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