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US 7,396,897 B2Granted
N-α- and N-ε-lysine and ornithine compounds comprising a thiol function and cosmetic use thereof
AssigneeL'oreal
InventorsMichel Philippe, Hervé Andrean
Life of this patent
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Abstract
The present disclosure relates to the cosmetic use of poly-N-α- and -N-ε-lysine and ornithine compounds comprising a thiol function. The disclosure is also directed towards poly-N-α- and -N-ε-lysine and ornithine compounds comprising a thiol function and also to cosmetic compositions containing the disclosed compounds.
Claims21
A compound of formula (II)
- wherein:
- n is 3 or 4,
- P is different from P′, and P and P′ are 0 or 1,
- wherein
- when P′ is 0, then the adjacent —NH group is engaged in an N-ε polymerization and
- when P is 0, then the adjacent —NH group is engaged in an N-α polymerization;
- and
- when P or P′ is 1, then R or R′ is A′-SH, wherein
- A′ is chosen from compounds of formula:
- wherein R1, R2, R3, and R4, which may be identical or different, are chosen from hydrogen, and —COOH, —OH, —NH2, alkyl(C-1 to C-8)amino, acyl(C-1 to C-8)amino, acyl(C-1 to C-8)oxy, alkyl(C-1 to C-8)oxycarbonylamino, alkyl(C-1 to C-8)aminocarbonyloxy, halo, and alkyl(C-1 to C-8)aminocarbonyl radicals;
- wherein q ranges from 1 to 36;
- wherein R or R′ may also be chosen from
- hydrogen,
- and salts thereof, and
- and salts thereof;
- and
- m ranges from 3 to 10,000.
14 more elements
A cosmetic composition comprising, in a cosmetically acceptable medium, at least one compound of formula (II)
- n is 3 or 4,
- P is different from P′, and P and P′ are 0 or 1,
- wherein
- when P′ is 0, then the adjacent —NH group is engaged in an N-ε polymerization and
- when P is 0, then the adjacent —NH group is engaged in an N-α polymerization;
- and
- when P or P′ is 1, then R or R′ is A′-SH, wherein
- A′ is chosen from
- R1, R2, R3, and R4, which may be identical or different, are chosen from hydrogen, and —COOH, —OH, —NH2, alkyl(C-1 to C-8)amino, acyl(C-1 to C-8)amino, acyl(C-1 to C-8)oxy, alkyl(C-1 to C-8)oxycarbonylamino, alkyl(C-1 to C-8)aminocarbonyloxy, halo, and alkyl(C-1 to C-8)aminocarbonyl radicals;
- wherein q ranges from 1 to 36;
- wherein R or R′ may also be chosen from
- hydrogen,
- and salts thereof, and
- and salts thereof;
- and
- m ranges from 3 to 10,000.
13 more elements
A process for preparing at least one compound of formula (II)
- wherein
- n is 3 or 4,
- P is different from P′, and P and P′ are 0 or 1,
- wherein,
- when P′ is 0, then the adjacent —NH group is engaged in an N-ε polymerization;
- when P is 0, then the adjacent —NH group is engaged in an N-α polymerization;
- and
- when P or P′ is 1, then R or R′ is A′-SH, wherein
- A′ is chosen from compounds of formula:
- wherein R1, R2, R3, and R4, which may be identical or different, are chosen from hydrogen, and —COOH, —OH, —NH2, alkyl(C-1 to C-8)amino, acyl(C-1 to C-8)amino, acyl(C-1 to C-8)oxy, alkyl(C-1 to C-8)oxycarbonylamino, alkyl(C-1 to C-8)aminocarbonyloxy, halo, and alkyl(C-1 to C-8)aminocarbonyl radicals;
- q ranges from 1 to 36;
- wherein R or R′ may also be chosen from
- hydrogen,
- and salts thereof, and
- and salts thereof;
- and
- m ranges from 3 to 10,000,
- comprising reacting, under an inert atmosphere, of poly-N-ε-lysine or poly-N-ε-lysine containing a guanidine or biguanide function with a thiolactone.
15 more elements
Dependencies are inferred from the claim text.