Lipophilic hydroxylated acid, its use in cosmetics and pharmacy,

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice

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514506, 514529, 514553, 514844, 514846, A61K 700

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active

058690697

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

1. Field of the Invention
The present invention relates essentially to a new lipophilic hydroxylated acid, to its use in cosmetics and in pharmacy, and to its process of preparation.


SUMMARY OF THE PRIOR ART

It is known, from the article by Van Scott et al. in Arch. Dermatol., Vol. 110, October 1974, pages 586-590, to use .alpha.-hydroxylated acids in topical preparations in order to carry out a particularly effective keratolysis in the treatment of ichthyosis and of dry skins.
Likewise, Middleton has described, in J. Soc. Cosmet. Chem., 25 (1974), pages 519-534, a skin cream containing lactic acid or sodium lactate in order to reduce the dry skin forming scales in the corneal layer or stratum corneum.
The use of .alpha.-hydroxylated acid derivatives, by topical use, for treating a dry skin associated with eczema has also been published by Malcolm W. Greaves in Cosmetics and Toiletries, Vol. 105, October 1990, pages 61-64. This article emphasises, on page 61, right-hand column, second last paragraph, that, like urea, .alpha.-hydroxylated acids have been restricted in use due to their irritant nature. This article relates to the use of a composition containing a methoxypropylgluconamide with a lower acidity. This compound is also the subject of European Patent Application EP-A-0,338,565 of Revlon.
This European application relates to a compound of formula: ##STR1## in which formula p is an integer from 1 to 4, (C.sub.n H.sub.2n) is a straight- or branched-chain alkyl bridge in which n is an integer from 1 to 6, and (C.sub.m H.sub.2m-1) is a straight- or branched-chain alkyl group in which m is an integer from 1 to 6.
These compounds are therefore amide derivatives of an at least dihydroxylated acid necessarily containing an ether chain, which compounds are different from those developed and used in the context of the present invention.
Greaves et al. have observed that the compounds described in this document EP-A-0,338,565 have little effectiveness as keratolytic agents, hence the necessity to use them at very high concentrations. In addition, this keratolytic property cannot be modified as it is very similar from one product to another.
In contrast, in the context of the present invention, new compounds were able to be discovered whose activity can be modified from a very powerful activity to a much gentler activity.
The document EP-A-0,273,202, Van Scott et al., describes additives based on hydroxycarboxylic acid which promote the topical actions of therapeutic agents present in an amount ranging from 0.01 to 99 weight % of the total composition.
The .alpha.-hydroxylated acids, their salts and their lactone form described in the document EP-A-0,273,202 have a very strong keratolytic power when they are used at high concentrations and at acid pH values. However, under such conditions of use, they are poorly tolerated by the skin surface and cause stinging, red blotches and inflammatory phenomena, which greatly restricts their use under such conditions.
In the present invention, new products have been discovered which are non-irritant in a wide pH range which can range from a very acidic pH in the region of 3 or 3.5 to a neutral pH of the order of 7, even when they are tested at very high concentrations such as 100%.
Hydroxylated acid amides obtained with a monoamine or a diamine which can in particular contain a C.sub.1 -C.sub.8 alkyl radical are also known from the documents Van Scott U.S. Pat. No. 4,105,783 and 4,197,316. In the context of the invention, when it concerns amides, the latter are obtained with a monoamine having a C.sub.10 -C.sub.30 fatty alkyl radical.
The document Revlon EP-A-0,447,064 also relates to alkoxyamides of the type of those described in the above document EP-A-0,338,565 which are different from those developed and used in the context of the present invention.
Various other documents relate to esters of the hydroxylated acid acid functional group which are different from those developed and used in the context of the present invention. These docu

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