Benzofuran-acrylic acid derivatives and their use as modulators

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai

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514255, 514315, 514422, 514432, 514456, 514469, 536 292, 544109, 544374, 546248, 548525, 548527, 549 23, 549 58, 549406, 549467, A61K 3134, A61K 3138, A61K 31445, C07D30779, C07D33354

Patent

active

060309520

DESCRIPTION:

BRIEF SUMMARY
FIELD OF THE INVENTION

The invention relates, by way of novel and useful industrial products, to biaromatic compounds. It likewise relates to the use of these novel compounds in pharmaceutical compositions intended for use in human or veterinary medicine, or alternatively in cosmetic compositions.


SUMMARY OF THE INVENTION

The compounds according to the invention have a marked activity in the fields of cell differentiation and proliferation, and find applications more particularly in the topical and systemic treatment of dermatological conditions connected with a keratinization disorder, dermatological conditions (or others) with an inflammatory and/or immunoallergic component, and dermal or epidermal oroliferations whether they are benign or malignant. These compounds can additionally be used in the treatment of degenerative diseases of the conjunctival tissue, for combating aging of the skin, whether it is photoinduced or chronological, and treating cicatrization disorders. In addition, they are used in the ophthalmological field, especially in the treatment of corneopathies.
It is likewise possible to use the compounds according to the invention in cosmetic compositions for body and hair hygiene.
The present invention relates to compounds which can be represented by the following general formula (I): ##STR2## in which:
Z.sub.1 is an atom or a radical chosen from amongst: O, S and NR',
X and Y, which are identical or different, are CH or N, it being understood that X and Y cannot simultaneously be nitrogen atoms,
R.sub.1 and R.sub.2 taken together form, with the adjacent aromatic ring, a ring with 5 or 6 members which is optionally substituted by methyl groups and/or optionally interrupted by an SO radical, an SO.sub.2 radical, or an oxygen or sulphur atom,
R.sub.3 is: lower alkynyl radical, an aryl radical, a monohydroxyalkyl or polyhydroxyalkyl radical, a polyether radical, a cyano radical or an --O--R.sub.7 radical,
R.sub.7 having the meaning given below, (ii) a radical of formula: ##STR3##
R.sub.8 having the meaning given below, or (iii) a radical of formula: ##STR4##
R and R' having the meaning given below R.sub.4 is:
R.sub.7 having the meaning given below, R.sub.5 is: ##STR5## (ii) a radical of formula: ##STR6## (iii) a radical of formula: ##STR7## (iv) a radical of formula: ##STR8## (v) a radical of formula: ##STR9## (vi) a radical of formula: ##STR10##
R.sub.8, R.sub.9, R.sub.10 and R.sub.11 having the meanings given below,
R.sub.6 is a hydrogen atom, a halogen atom, a lower alkyl radical or the --OR.sub.7 radical,
R.sub.7 having the meaning given below,
R.sub.7, which is identical or different, is a hydrogen atom, a lower alkyl radical, an aryl radical, an aralkyl radical, which is optionally substituted, a monohydroxyalkyl or polyhydroxyalkyl radical, a polyether radical or a lower acyl radical, R.sub.8, which is identical or different, is: ##STR11## R and R' having the meaning given below, (c) an --OR.sub.12 radical
R.sub.9, which is identical or different, is a hydrogen atom or a lower alkyl radical,
R.sub.10 and R.sub.11, which are identical or different, are a hydrogen atom or a lower alkyl radical,
R.sub.12 is a hydrogen atom, a lower alkyl radical, a mono- or polyhydroxyalkyl radical, an optionally substituted aryl or aralkyl radical,
R and R', which are identical or different, are protecting groups of amine functions, a hydrogen atom, a lower alkyl radical or alternatively, taken together, form a heterocycle,
m is equal to 0 or 1,
and the optical isomers of the said compounds of formula (I) as well as their salts.
When the compounds according to the invention are present in the form of salts, by addition of an acid, they are pharmaceutically or cosmetically acceptable salts obtained by addition of a mineral or organic acid, in particular hydrochloric, sulphuric, acetic, citric, fumaric, hemisuccinic, maleic and mandelic acid. When the compounds according to the invention are present in the form of salts by addition of a base, they are preferentially salts of an alkali or alkaline eart

REFERENCES:
patent: 4326055 (1982-04-01), Loeliger

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