Novel 4-heteroarylimidazole-2-thione tyrosinase inhibitors and pharmaceutical/cosmetic applications thereof
AssigneeGalderma Research & Development
InventorsJean Guy BOITEAU, Corinne Millois Barbuis, Karine Bouquet
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Abstract
Novel 4-heteroarylimidazole-2-thione tyrosinase inhibiting compounds corresponding to the following general formula (I): formulated into pharmaceutical or cosmetic compositions are useful for the treatment or prevention of pigmentary disorders, or for preventing and/or treating signs of skin aging, and/or for body or hair hygiene.
Claims15
A 4-heteroarylimidazole-2-thione tyrosinase inhibiting compound of general formula (I):
- in which:
- X is an oxygen atom or a sulfur atom,
- Y is a carbon atom or a nitrogen atom,
- when R2=H, then R1 is:
- a C1-C7 alkyl radical,
- a C3-C7 cycloalkyl radical, with the proviso that one of the carbon atoms of the ring may optionally be replaced by an oxygen or sulfur atom,
- a C4-Cg cycloalkylalkyl radical,
- a carboxyl substituent,
- a (C1-C6 alkoxy)carbonyl radical, or
- a C1-C4 alkyl radical substituted by a (C1-C4 alkoxy)carbonyl, and, when R2 is other than a hydrogen atom, then R1 and R2, which may be identical or different, are selected from among:
- a C1-C7 alkyl radical,
- a C3-C7 cycloalkyl radical, with the proviso that one of the carbon atoms of the ring may optionally be replaced by an oxygen or sulfur atom,
- a C4-C9 cycloalkylalkyl radical,
- a carboxyl substituent,
- a (C1-C6 alkoxy)carbonyl radical, or
- a C1-C4 alkyl radical substituted by a (C1-C4 alkoxy)carbonyl radical, and, when R2 is in the ortho position with respect to R1, then R1 and R2 together form a hydrocarbon ring containing 5 or 6 carbon atoms, and the salts and tautomeric forms thereof.
The regime or regimen defined by claim 8, wherein said hyperpigmentary disorders are selected from among melasma, chloasma, lentigines, senile lentigo, irregular hyperpigmentations related to photoaging, freckles, post inflammatory hyperpigmentations due to an abrasion or to a burn or to a scar or to a dermatosis or to a contact allergy, naevi, genetically determined hyperpigmentations, hyperpigmentations of metabolic or drug origin and melanomas.
Dependencies are inferred from the claim text.