Deodorizing preparations

Drug – bio-affecting and body treating compositions – Anti-perspirants or perspiration deodorants

Patent

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Details

424400, 424401, 514557, 514558, A61K 732, A61K 700, A61K 3119, A61K 3120

Patent

active

057701857

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

This invention relates to the use of fat-soluble hydroxycarboxylic acid esters as deodorizing agents in topical preparations for suppressing body odor.
The troublesome odor which accompanies perspiration in human beings is caused mainly by bacterial decomposition of the initially odorless perspiration on the skin and in clothing. Accordingly, either perspiration-inhibiting preparations or antimicrobial formulations have hitherto been used to suppress body odor. Odor-masking perfumes and odor-absorbing substances, for example polymers, have also been proposed, but show only limited effectiveness. Both the perspiration-inhibiting astringent substances and the antimicrobial agents bring with them the danger of irritation and incompatibility when regularly applied to the skin.
Accordingly, there is a constant need to find dermatologically safe, highly compatible deodorizing agents which do not affect the natural skin flora, even in the event of long-term application.


DISCUSSION OF RELATED ART

Certain esters of hydroxycarboxylic acids, for example the ethyl lactate or the triethyl citrate, are known as non-microbicidal deodorizing agents from Cosmetics & Toiletries, Vol. 95, July 1980, pages 48 to 50. The effect of these esters was attributed to esterase inhibition under the effect of the acid released from bacteria of the skin flora during the enzymatic hydrolysis by esterases.


DESCRIPTION OF THE INVENTION

It has now been found that fat-soluble partial esters of polybasic hydroxycarboxylic acids have a considerably greater esterase-inhibiting effect than the short-chain hydroxycarboxylic acid esters mentioned in pH-stabilized aqueous media (buffered to pH 6). In addition, the fat-soluble partial esters of polybasic hydroxy compounds--by virtue of their ready compatibility with the skin--are particularly suitable for use as deodorizing agents in topical preparations.
The present invention relates to the use of fat-soluble hydroxycarboxylic acid esters obtainable by esterification of polybasic, optionally acetylated hydroxycarboxylic acids containing 3 to 6 carbon atoms by reaction with fatty acids containing 12 to 30 carbon atoms, fatty acid esters of C.sub.12-22 fatty acids and C.sub.1-4 alcohols or with hydroxyl compounds from the group consisting of to 6 C atoms and 2 to 6 hydroxyl groups, H.sub.10 O).sub.x --H, in which R.sup.1 is an alkyl group containing 8 to 16 carbon atoms and x, the average degree of oligomerization of the glycoside unit (C.sub.6 H.sub.10 O), has a value of 1 to 4 and (a) to (d) the partial esters of the hydroxycarboxylic acids with hydroxyl compounds (b) to (e) or salts thereof are used as the fat-soluble esters.
Partial esters in the context of the present invention are esters in which at least one of the carboxyl groups of the polybasic hydroxycarboxylic acid is still unesterified.
Suitable polybasic hydroxycarboxylic acids are, for example, malic acid, mucic acid, tartronic acid, tartaric acid and pyruvic acid (DL tartaric acid) or mesotartaric acid and citric acid. The fat-soluble partial esters of citric acid and tartaric acid or acetyl citric acid or monoacetyl or diacetyl tartaric acid are preferred. The use of the acetylated hydroxycarboxylic acids is particularly preferred in the case of tartaric acid in order largely to prevent the self-condensation of the hydroxycarboxylic acids.
The lipophilic partial esters are obtained in known manner by reaction with fatty acids or alcohols containing 12 to 30 carbon atoms. In the reaction with fatty acids, the hydroxyl group of the hydroxycarboxylic acids is esterified. By reaction with hydroxyl compounds, preferably one of the carboxyl groups of the hydroxycarboxylic acids is esterified. Suitable fatty acids are, for example, lauric acid, palmitic acid, stearic acid, oleic acid and erucic acid or technical mixtures of such fatty acids, for example coconut oil fatty acid cuts containing 12 to 18 carbon atoms or palm kernel oil fatty acid, tallow fatty acid or palmitic/stearic acid mixtures. Suitable a

REFERENCES:
patent: 4005189 (1977-01-01), Reese et al.

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