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US 6,441,010 B2Granted
Bi-aromatic compounds linked via a heteroethynylene radical, and pharmaceutical and cosmetic compositions containing them
AssigneeGalderma Research & Development
InventorsJean-Michel Bernardon, Philippe Diaz
Life of this patent
Estimating the term…
Abstract
Bi-aromatic compounds linked via a heteroethynylene radical are provided along with pharmaceutical and cosmetic compositions containing these compounds and methods for their use.
Claims22
Bi-aromatic compounds linked via a heteroethynylene bond, corresponding to the general formula (I) below:
- in which:
- Ar represents a radical chosen from the formulae (b) or (c) below:
- Z being O or S, or N—R6,
- R1 represents a halogen atom, —CH3, —CH2—OR7, —OR7, —COR8 or a polyether radical,
- R2 and R3, taken together, form a 5- or 6-membered ring, optionally substituted with at least one methyl,
- R4 and R5 represent H, a halogen atom, linear or branched C1-C20 alkyl, —OR7 or a polyether radical,
- R6 represents H, linear or branched C1-C10 alkyl or —OCOR9,
- R7 represents H, linear or branched C1-C10 alkyl or —COR9,
- R8 represents H, linear of branched C1-C10 alkyl, —OR10 or
- R9 represents linear or branched C1-C10 alkyl,
- R10 represents H, linear or branched C1-C20 alkyl, mono- or polyhydroxyalkyl, allyl, optionally substituted aryl or aralkyl, or a sugar residue,
- r′ and r″, which may be identical or different, represent H, C1-C10 alkyl, mono- or polyhydroxyalkyl, optionally substituted aryl, an amino acid or peptide residue, or, taken together with the nitrogen atom, form a heterocycle,
- X represents a divalent radical which, from right to left or vice-versa, has the formula:
- in which:
- Y represents O, S(O)n or Se(O)n′,
- n and n′ being 0, 1 or 2,
- and the salts of the compounds of formula (I) when R1 represents a carboxylic acid function, as well as the optical isomers of the said compounds of formula (I).
14 more elements
Compounds of the general formula:
- in which:
- Ar′ represents a radical of formula:
- R1 represents a halogen atom, —CH3, —CH2—OR7, —OR7, —COR8 or a polyether radical,
- R4 and R5 represent H, a halogen atom, linear or branched C1-C20 alkyl, —OR7 or a polyether radical,
- R7 represents H, linear or branched C1-C10 alkyl or —COR9,
- R8 represents H, linear or branched C1-C10 alkyl —OR10 or
- R9 represents linear or branched C1-C10 alkyl,
- R10 represents H, linear or branched C1-C20 alkyl, mono- or polyhydroxyalkyl, allyl, optionally substituted aryl or aralkyl, or a sugar residue,
- r′ and r″, which may be identical or different, represent H, C1-C10 alkyl, mono- or polyhydroxyalkyl, optionally substituted aryl, an amino acid or peptide residue, or, taken together with the nitrogen atom, form a heterocycle,
- X represents a divalent radical which, from right to left or vice-versa, has the formula:
- in which:
- Y represents O, S(O)n or Se(O)n′,
- n and n′ being 0, 1 or 2,
- R11, R12, R13 and R14, which may be identical or different, represent H or —CH3, and m is 1 or 2.
11 more elements
Composition according to claim 22, wherein the concentration of said at least one compound is between 0.001% and 5% by weight relative to the total weight of the composition.
Dependencies are inferred from the claim text.