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US4503033A Expired / Lapsed US ⏱️ 0.0 years remaining

Dithioether-based cosmetic composition for the treatment of the oily state of hair and skin

Assignee: L'Oréal SA
•
Filing: 1982-07-26
•
Granted: 1985-03-05
•
Expires: 2002-07-26
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Abstract

Abstract A cosmetic composition for the treatment of the oily appearance of hair and skin so as to reduce or eliminate said oily appearance comprises in a suitable cosmetic vehicle at least one compound of the formula <IMAGE> wherein R1 is either <IMAGE> wherein r' and r'' can be hydrogen, 2-hydroxy ethyl, 2-hydroxy propyl or 2,3-dihydroxy propyl, R2 is CH3, CO2H, C6H5p-OCH3, C6H5, +TR <IMAGE> wherein R4 is <IMAGE> wherein R5 is -OH, -OCH3, -OC4H9 or -OCH2COOH and R3 is hydrogen or methyl, or R2 and R3 together form <IMAGE> wherein m is 3-5 and n is 2-5.

Inventors

  • 👤 Claude Bouillon
  • 👤 Jean Maignan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 19:07
CPC Classifications
C; C07; C07D; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/56; A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/46; A61K8/49; A61K8/4973; A61Q; A61Q19/00; A61Q19/008; A61Q5/00; A61Q5/008; C07C; C07C323/00; C07C323/23; C07C323/24; C07C323/25; A61Q5/02; Y; Y10; Y10S; Y10S424/00; Y10S424/04

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 160 words
A cosmetic composition for the treatment of the oily appearance of the hair and skin comprising in combination, a suitable cosmetic vehicle and an effective amount of at least one active compound having the formula ##STR21## wherein R 1 represents ##STR22## wherein r' and r" each independently represent hydrogen, 2-hydroxyethyl, 2-hydroxypropyl or 2,3-dihydroxypropyl, R 2 represents a member selected from the group consisting of (i) --CH 3 , (ii) --CO 2 H, (iii) --C 6 H 5 p--OCH 3 , (iv) --C 6 H 5 , ##STR23## wherein R 4 represents --CH 2 COOH or --COCH 3 and ##STR24## wherein R 5 represents --OH, --OCH 3 , --OC 4 H 9 or --OCH 2 COOH, and R 3 represents hydrogen or methyl, or R 2 and R 3 together form a divalent radical of the formula --(CH 2 ) m --, or of the formula ##STR25## wherein m is 3-5 inclusive and n is 2-5 inclusive and the salts thereof.
Claim 2
Dependent Claim 160 words
A cosmetic composition for the treatment of the oily appearance of the hair and skin comprising in combination, a suitable cosmetic vehicle and an effective amount of at least one active compound having the formula ##STR21## wherein R 1 represents ##STR22## wherein r' and r" each independently represent hydrogen, 2-hydroxyethyl, 2-hydroxypropyl or 2,3-dihydroxypropyl, R 2 represents a member selected from the group consisting of (i) --CH 3 , (ii) --CO 2 H, (iii) --C 6 H 5 p--OCH 3 , (iv) --C 6 H 5 , ##STR23## wherein R 4 represents --CH 2 COOH or --COCH 3 and ##STR24## wherein R 5 represents --OH, --OCH 3 , --OC 4 H 9 or --OCH 2 COOH, and R 3 represents hydrogen or methyl, or R 2 and R 3 together form a divalent radical of the formula --(CH 2 ) m --, or of the formula ##STR25## wherein m is 3-5 inclusive and n is 2-5 inclusive and the salts thereof.
Claim 3
Dependent Claim 23 words
The composition of claim 1 wherein said active compound is provided in the form of a salt of a mineral or organic acid.
Claim 4
Dependent Claim 67 words
The composition of claim 1 wherein said active compound is selected from the group consisting of (1) 2,2'-(isopropylidene dithio)diethylamine, (2) bis-(2-amino ethylthio) acetic acid, (3) 2,2'-(p-methoxybenzylidene dithio)diethylamine, (4) 2,2'-(piperonylidene dithio)diethylamine, (5) 2,2'-(2-carboxymethyloxybenzylidene dithio) diethylamine, (6) 2,2'-(vanillylidene dithio)diethylamine, (7) 2,2'-(veratrylidene dithio)diethylamine, (8) 2,2'-(4-butoxy-3-methoxy benzylidene dithio) diethylamine, (9) 2,2'-(4-carboxymethyloxy-3-methoxy benzylidene dithio)diethylamine, (10) 2,2'-(cyclohexylidene dithio)diethylamine, (11) 2,2'-(1-carboxyethylidene dithio)diethylamine, (12) 2,2'-(1-phenyl ethylidene dithio)diethylamine, (13) 2,2'-(2-acetoxy benzylidene dithio)diethylamine, and the salts thereof.
Claim 5
Dependent Claim 89 words
The cosmetic composition of claim 1 wherein R 2 represents a member selected from the group consisting of (i) --C 6 H 5 p--OCH 3 , (ii) --C 6 H 5 , ##STR26## wherein R 4 represents --CH 2 COOH or --COCH 3 , and ##STR27## wherein R 5 represents --OH, --OCH 3 , --OC 4 H 9 or --OCH 2 COOH, and R 3 represents hydrogen or methyl, or R 2 and R 3 together form a divalent radical of the formula ##STR28## wherein n is 2-5 inclusive.
Claim 6
Dependent Claim 53 words
The cosmetic composition of claim 4 wherein the active compound is selected from the group consisting of (1) 2,2'-(p-methoxy benzylidene dithio)diethylamine, (2) 2,2'-(2-carboxymethyloxy benzylidene dithio) diethylamine, (3) 2,2'-(vanillylidene dithio)diethylamine, (4) 2,2'-(veratrylidene dithio)diethylamine, (5) 2,2'-(4-butoxy-3-methoxy benzylidene dithio) diethylamine, (6) 2,2'-(4-carboxymethyloxy-3-methoxy benzylidene dithio)diethylamine, (7) 2,2'-(1-phenyl ethylidene dithio)diethylamine, (8) 2,2'-(2-acetoxy benzylidene dithio)diethylamine, and the salts thereof.
Claim 7
Dependent Claim 29 words
The composition of claim 1 wherein said active compound is present in an amount between 0.1 and 20 percent by weight based on the total weight of said composition.
Claim 8
Dependent Claim 29 words
The composition of claim 1 wherein said active compound is present in an amount between 1 to 10 percent by weight based on the total weight of said composition.
Claim 9
Dependent Claim 36 words
The composition of claim 1 wherein said cosmetic vehicle is water, an alcohol, a hydroalcoholic solution, an oil, an emulsion or a gel and said composition constitutes a capillary composition for the care of the scalp.
Claim 10
Dependent Claim 25 words
The composition of claim 1 wherein said cosmetic vehicle is an alcoholic or hydroalcoholic solution in combination with an effective amount of a cosmetic resin.
Claim 11
Dependent Claim 84 words
The composition of claim 9 wherein said cosmetic resin is selected from the group consisting of polyvinylpyrrolidone, copolymer or polyvinylpyrrolidone and vinyl acetate, copolymer of vinylacetate and an unsaturated carboxylic acid, copolymer resulting from the polymerization of vinyl acetate, crotonic acid and an acrylic or methyacrylic ester, copolymer resulting from the polymerization of vinyl acetate, crotonic acid and alkyl vinyl ether and copolymer resulting from the polymerization of vinyl acetate, crotonic acid and an allyl or methallyl ester of a long carbon chain acid.
Claim 12
Dependent Claim 19 words
The composition of claim 9 which also includes a liquified gaseous propellant under pressure and constitutes an aerosol lacquer.
Claim 13
Dependent Claim 37 words
The composition of claim 9 wherein said active compound is present in an amount of 0.1 to 10 weight percent thereof and said cosmetic resin is present in an amount of 0.1 to 10 weight percent thereof.
Claim 14
Dependent Claim 21 words
The composition of claim 12 wherein said active compound is present in an amount of 1 to 3 weight percent thereof.
Claim 15
Dependent Claim 46 words
The composition of claim 1 wherein said active compound is present in an amount of 0.1 to 15 weight percent thereof and said composition also includes an effective amount of at least one of an anionic, cationic, nonionic or amphoteric detergent and constitutes a shampoo composition.
Claim 16
Dependent Claim 21 words
The composition of claim 14 wherein said active compound is present in an amount of 1 to 10 weight percent thereof.
Claim 17
Dependent Claim 20 words
The composition of claim 14 wherein said detergent is present in an amount of 4 to 20 weight percent thereof.
Claim 18
Dependent Claim 20 words
The composition of claim 14 wherein said detergent is present in an amount of 5 to 10 weight percent thereof.
Claim 19
Dependent Claim 38 words
The composition of claim 1 for improving the appearance of the skin wherein said active compound is present in an amount of 0.1 to 15 weight percent thereof and said cosmetic vehicle is a skin-compatible cosmetically acceptable vehicle.
Claim 20
Dependent Claim 21 words
The composition of claim 18 wherein said active compound is present in an amount of 1 to 5 weight percent thereof.
Claim 21
Dependent Claim 135 words
A compound of the formula ##STR29## wherein R 1 represents ##STR30## wherein r' and r" each independently represent hydrogen, 2-hydroxyethyl, 2-hydroxypropyl or 2,3-dihydroxypropyl, R 2 represents a number selected from the group consisting of (i) --CH 3 and R 3 represents hydrogen, (ii) --CO 2 H, (iii) --C 6 H 5 p--OCH 3 , (iv) --C 6 H 5 and R 3 represents methyl for values (ii-iv), ##STR31## wherein R 4 represents --CH 2 COOH or --COCH 3 , ##STR32## wherein R 5 represents --OH, --OCH 3 , --OC 4 H 9 or --OCH 2 COOH, and R 3 represents hydrogen or methyl for values (v)-(vii), or R 2 and R 3 together form a divalent radical of the formula ##STR33## wherein m is 3-5 inclusive and n is 2-5 inclusive, and the salts thereof.
Claim 22
Dependent Claim 135 words
A compound of the formula ##STR29## wherein R 1 represents ##STR30## wherein r' and r" each independently represent hydrogen, 2-hydroxyethyl, 2-hydroxypropyl or 2,3-dihydroxypropyl, R 2 represents a number selected from the group consisting of (i) --CH 3 and R 3 represents hydrogen, (ii) --CO 2 H, (iii) --C 6 H 5 p--OCH 3 , (iv) --C 6 H 5 and R 3 represents methyl for values (ii-iv), ##STR31## wherein R 4 represents --CH 2 COOH or --COCH 3 , ##STR32## wherein R 5 represents --OH, --OCH 3 , --OC 4 H 9 or --OCH 2 COOH, and R 3 represents hydrogen or methyl for values (v)-(vii), or R 2 and R 3 together form a divalent radical of the formula ##STR33## wherein m is 3-5 inclusive and n is 2-5 inclusive, and the salts thereof.
Claim 23
Dependent Claim 52 words
The compound of claim 20 selected from the group consisting of (1) 2,2'-(piperonylidene dithio)diethylamine, (2) 2,2'-(2-carboxymethyloxybenzylidene dithio) diethylamine, (3) 2,2'-(vanillylidene dithio)diethylamine, (4) 2,2'-(veratrylidene dithio)diethylamine, (5) 2,2'-(4-butoxy-3-methoxy benzylidene dithio) diethylamine, (6) 2,2'-(4-carboxymethyloxy-3-methoxy benzylidene dithio)diethylamine, (7) 2,2'-(cyclohexylidene dithio)diethylamine, (8) 2,2'-(1-carboxy ethylidene dithio)diethylamine, (9) 2,2'-(1-phenyl ethylidene dithio)diethylamine, (10) 2,2'-(2-acetoxy benzylidene dithio)diethylamine, and the salts thereof.
Claim 24
Dependent Claim 38 words
A process for improving the appearance of oily skin or hair so as to reduce or eliminate said oily appearance comprising applying to said oily appearing skin or hair an effective amount of the composition of claim 1.
Claim 25
Dependent Claim 154 words
A cosmetic composition for the treatment of the oily appearance of the hair comprising in combination, in an alcoholic or hydroalcoholic solution, (1) an effective amount of at least one active compound having the formula ##STR34## wherein R 1 represents ##STR35## R 2 represents a member selected from the group consisting of (i) CH 3 , (ii) --CO 2 H, (iii) --C 6 H 5 p--OCH 3 , (iv) --C 6 H 5 , ##STR36## wherein R 4 represents --CH 2 COOH or --COCH 3 , and ##STR37## wherein R 5 represents --OH, --OCH 3 , --OC 4 H 9 or --OCH 2 COOH, and R 3 represents hydrogen or methyl, or R 2 and R 3 together form a divalent radical of the formula --(CH 2 ) m -- or of the formula ##STR38## wherein m is 3-5 inclusive and n is 2-5 inclusive and (2) an effective amount of a cosmetic resin.
Claim 26
Dependent Claim 154 words
A cosmetic composition for the treatment of the oily appearance of the hair comprising in combination, in an alcoholic or hydroalcoholic solution, (1) an effective amount of at least one active compound having the formula ##STR34## wherein R 1 represents ##STR35## R 2 represents a member selected from the group consisting of (i) CH 3 , (ii) --CO 2 H, (iii) --C 6 H 5 p--OCH 3 , (iv) --C 6 H 5 , ##STR36## wherein R 4 represents --CH 2 COOH or --COCH 3 , and ##STR37## wherein R 5 represents --OH, --OCH 3 , --OC 4 H 9 or --OCH 2 COOH, and R 3 represents hydrogen or methyl, or R 2 and R 3 together form a divalent radical of the formula --(CH 2 ) m -- or of the formula ##STR38## wherein m is 3-5 inclusive and n is 2-5 inclusive and (2) an effective amount of a cosmetic resin.
Claim 27
Dependent Claim 83 words
The composition of claim 23 wherein said cosmetic resin is selected from the group consisting of polyvinylpyrrolidone, copolymer of polyvinylpyrrolidone and vinyl acetate, copolymer or vinylacetate and an unsaturated carboxylic acid, copolymer resulting from the polymerization of vinyl acetate, crotonic acid and an acrylic or methacrylic ester, copolymer resulting from the polymerization of vinylacetate, crotonic acid and alkyl vinyl ether and copolymer resulting from the polymerization of vinyl acetate, crotonic acid and an allyl or methallyl ester of a long carbon chain acid.
Claim 28
Dependent Claim 14 words
The composition of claim 23 which also includes a liquified gaseous propellant under pressure.
Claim 29
Dependent Claim 37 words
The composition of claim 23 wherein said active compound is present in an amount of 0.1 to 10 weight percent thereof and said cosmetic resin is present in an amount of 0.1 to 10 weight percent thereof.
Claim 30
Dependent Claim 21 words
The composition of claim 26 wherein said active compound is present in an amount of 1 to 3 weight percent thereof.
Claim 31
Dependent Claim 148 words
A cosmetic composition for the treatment of the oily appearance of the hair comprising in combination, in an alcoholic or hydroalcoholic solution, (1) an effective amount of at least one active compound having the formula ##STR39## wherein R 1 represents ##STR40## R 2 represents a member selected from the group consisting of (i) --C 6 H 5 p--OCH 3 , (ii) --C 6 H 5 , ##STR41## wherein R 4 represents a radical selected from the group consisting of --CH 2 COOH and --COCH 3 , and ##STR42## wherein R 5 represents a radical selected from the group consisting of --OH, --OCH 3 , --OC 4 H 9 and --OCH 2 COOH, and R 3 represents hydrogen or methyl, or R 2 and R 3 together form a divalent radical of the formula, ##STR43## wherein n is 2-5 inclusive, and (2) an effective amount of a cosmetic resin.
Claim 32
Dependent Claim 148 words
A cosmetic composition for the treatment of the oily appearance of the hair comprising in combination, in an alcoholic or hydroalcoholic solution, (1) an effective amount of at least one active compound having the formula ##STR39## wherein R 1 represents ##STR40## R 2 represents a member selected from the group consisting of (i) --C 6 H 5 p--OCH 3 , (ii) --C 6 H 5 , ##STR41## wherein R 4 represents a radical selected from the group consisting of --CH 2 COOH and --COCH 3 , and ##STR42## wherein R 5 represents a radical selected from the group consisting of --OH, --OCH 3 , --OC 4 H 9 and --OCH 2 COOH, and R 3 represents hydrogen or methyl, or R 2 and R 3 together form a divalent radical of the formula, ##STR43## wherein n is 2-5 inclusive, and (2) an effective amount of a cosmetic resin.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-03-04 1988-09-03 1989-03-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-03-04 1992-09-03 1993-03-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-03-04 1996-09-03 1997-03-05 $7700.00 Window Closed / Lapsed

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