Heterocyclic biaryl compounds, pharmaceutical and cosmetic compo

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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514415, 514469, 540 1, 546201, 5462774, C07D30778

Patent

active

059817763

DESCRIPTION:

BRIEF SUMMARY
BRIEF SUMMARY OF THE INVENTION

The invention relates to heterocyclic biaryl compounds as novel and useful industrial products. It also relates to the use of these novel compounds in pharmaceutical compositions intended for use in human or veterinary medicine, or alternatively in cosmetic compositions.
The compounds according to the invention have pronounced activity in the fields of cell proliferation and differentiation, and find applications more particularly in the topical and systemic treatment of dermatological complaints associated with a disorder of keratinization, dermatological (or other) complaints with an inflammatory and/or immunoallergic component, and dermal or epidermal proliferations, these being either benign or malignant. These compounds may also be used in the treatment of degenerative diseases of connective tissue, to combat ageing of the skin, both light-induced and chronological ageing, and to treat disorders of cicatrization. They moreover find an application in the ophthalmological field, in particular in the treatment of corneopathies.
The compounds according to the invention may also be used in cosmetic compositions for body and hair hygiene.


BRIEF DESCRIPTION OF THE FIGURES

FIG. 1 schematically depicts a reaction scheme for synthesis of compounds according to the invention; and
FIG. 2 also schematically depicts a reaction scheme for synthesis of compounds according to the invention.


DETAILED DESCRIPTION OF THE INVENTION

The compounds according to the invention may be represented by the general formula (I) below: ##STR2## in which: Ar represents ##STR3## or the radical of formula (III) below: ##STR4## or the radical of formula (IV) below: ##STR5## R.sub.1 represents an atom or a radical chosen from (i) the --CH.sub.3 radical, ##STR6## (v) a radical --S(O).sub.t R.sub.13, R.sub.11, R.sub.12, R.sub.13, p and t having the meanings given below, radical --OR.sub.11, alkenyl radical, an alkynyl radical, an aryl radical, a monohydroxyalkyl or polyhydroxyalkyl radical, a polyether radical, a cyano radical or a radical --O--R.sub.11, ##STR7## R.sub.12 having the meaning given below, (iii) a radical ##STR8## r and r' having the meaning given below, Z.sub.1 represents O, S or NR', are chosen from: carbon attached to the phenyl radical is substituted with at least two carbon atoms, being an alkyl radical as defined in (ii) or a cycloalkyl radical (iii), below, polyether radical, a lower alkyl radical, an aryl radical, an aralkyl radical, a monohydroxyalkyl or polyhydroxyalkyl radical, a polyether radical or a lower acyl radical, radical or a heterocycle, ##STR9## r" and r'" having the meaning given below (c) a radical --OR.sub.13 an alkyl radical, a monohydroxyalkyl or polyhydroxyalkyl radical, an optionally substituted aryl or aralkyl radical or a sugar, amino acid or peptide residue, amine functions, a hydrogen atom, a lower alkyl radical, a polyether radical, an optionally substituted aryl radical or an amino acid, peptide or sugar residue, for amine functions, a hydrogen atom, a lower alkyl radical, a polyether radical, an optionally substituted aryl radical or an amino acid, peptide or sugar residue, or alternatively, taken together, form a heterocycle, a lower alkyl radical, a polyether radical, an optionally substituted aryl radical or an amino acid, peptide or sugar residue, or alternatively, taken together, form a heterocycle, identical or different, is equal to 0, 1, 2 or 3; t is equal to 0, 1, 2 or 3; q is an integer between 0 and 10, (I) as well as the salts thereof.
When the compounds according to the invention are in the form of salts, by addition of an acid, these are pharmaceutically or cosmetically acceptable salts obtained by addition of an inorganic or organic acid, in particular hydrochloric acid, sulphuric acid, acetic acid, citric acid, fumaric acid, hemisuccinic acid, maleic acid or mandelic acid. When the compounds according to the invention are in the form of salts by addition of a base, these are salts of an alkali metal or alkaline-earth metal or alternativel

REFERENCES:
patent: 3917654 (1975-11-01), Petracek
patent: 4704462 (1987-11-01), Chang et al.
Chem. Abstr. 115 : 8229 v 1991.
Chemical Abstracts, vol. 113, p. 706, 1990.

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