Amide derivatives and external skin or hair care preparations

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Radical -xh acid – or anhydride – acid halide or salt thereof...

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Details

514629, 554 64, 554 66, 564224, A61K 31195, C07C23506, C07C23305

Patent

active

058639454

DESCRIPTION:

BRIEF SUMMARY
This application is a continuation of PCT/JP96/01298, filed May 16, 1996.


TECHNICAL FIELD

This invention relates to amide derivatives which can enhance water-retaining ability of the horny layer of the skin, are excellent in skin-roughness lessening effects and have good compatibility and low interaction with various cosmetic bases. This invention is also concerned with synthesis intermediates for the amide derivatives and further, with external skin care preparations, cosmetic hair care formulations and bath medicines containing the amide derivatives.


BACKGROUND ART

To keep the skin moisturized and soft, water in the horny layer is known to be important. Maintenance of availability of such water is considered to rely upon water-soluble components contained in the horny layer, namely, free amino acids, organic acids, urea or inorganic ions.
With the foregoing in view, it has been strived to lessen or prevent skin roughness by adding such substances either singly or in combination in medicinal external skin care preparations or cosmetics.
Besides the substances mentioned above, numerous humectants having high affinity with water have been developed and are used for lessening skin roughness.
However, when such humectants are applied to the skin, they remain on the skin horny layer and act to supply water to keratin. Moreover, their effects are temporary. They cannot therefore be considered to fundamentally improve the water-retaining ability of the horny layer and to basically prevent or cure skin roughness.
As an external skin care preparation effective in basically improving the water-retaining ability of the horny layer, the present assignee already proposed an external skin care preparation comprising an amide derivative represented by the following formula (5) (Japanese Patent Laid-Open No. 228048/1987, now Japanese Patent Publication No. 42934/1989): ##STR2## wherein R.sup.1b represents a linear or branched, saturated or unsaturated hydrocarbon group having 10 to 26 carbon atoms and R.sup.2b represents a linear or branched, saturated or unsaturated hydrocarbon group having 9 to 25 carbon atoms.
Further, the present assignee also proposed external skin care preparations comprising amide derivatives having similar effects inter alia in Japanese Patent Laid-Open Nos. 216812/1988, 218609/1988, 222107/1988, 227513/1988, 29347/1989 and 31752/1989.
Moreover, the present assignee found that cosmetic hair care formulations containing amide derivatives represented by the below-described formula (6) can penetrate into the hair to effectively protect the same, can prevent chlorosis of the skull and can improve the touch-feeling of the hair, and also proposed them in Japanese Patent Laid-Open No. 9913/1989. ##STR3## wherein R.sup.1b represents a linear or branched, saturated or unsaturated hydrocarbon group having 10 to 26 carbon atoms, R.sup.2b represents a linear or branched, saturated or unsaturated hydrocarbon group having 9 to 25 carbon atoms, and X represents (--CH.sub.2 )--.sub.n in which n stands for an integer of 2 to 6.
Although these amide derivatives bring about the above-described excellent advantageous effects, they have properties such as a high melting point, high crystallinity and low solubility in bases so that when added to external skin care preparations and cosmetic hair care formulations, they still involve unsolved problems in compatibility, interaction and the like.


DISCLOSURE OF THE INVENTION

An object of the present invention is therefore to provide an amide derivative effective in fundamentally improving (maintaining and enhancing) the water-retaining ability of the horny layer and, when added to an external skin care preparation or cosmetic hair care formulation, capable of exhibiting improved compatibility and reduced interaction owing to improvements such as reductions in melting point and crystallinity and an improvement in the solubility in a base; an external skin care preparation comprising the amide derivative and, when applied to the skin, being capable of improving the

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