Synthetic pseudoceramide and cosmetic compositions thereof

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

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424 59, 424 61, 424 69, 424 70, 424501, 514 24, 514 25, 514119, A61K 700, A61K 748, A61K 21685

Patent

active

052060209

ABSTRACT:
Novel pseudoceramides are compounds with a general structure (2): ##STR1## In this formula a is 0 or 1, b is 0 or 1 but if a is 0, b is also 0 and R has 1 to 8 carbon atoms. The substituents R and R.sup.1 are a range of substituted or unsubstituted aliphatic hydrocarbon substituents. R.sup.2 is hydrogen, a sugar residue, a sulphate residue or a phosphate residue. R.sup.3 is hydrogen or a fairly short chain hydrocarbon substituent which in turn may be substituted. All of the substituents R--R.sup.3 are more fully defined in claim 1. These novel compounds are effective to improve water barrier function of the stratum corneum. They may be incorporated into compositions for topical application to human skin, hair and nails. A synthetic route for obtaining the novel compounds is described.

REFERENCES:
Imokawa et al. J. Soc. Cosmet. Chem. 40,273-285 Sep./Oct. 1989.
Meyer et al. J. Med. Chem. 1991, 34, 1377-1383.
European Search Report completed Apr. 22, 1992.
Chemical Abstracts, vol. 111, No. 12, Sep. 18, 1989, K. Tsubone "2-(2-Hydroxy-N-alkyl)acyloxypropylamion) ethylphosphate ester salts for the manufacture of pharmaceutical, cosmetic and agrochemical liposomes" p. 354, Abstract No. 102703j.
J. Invest. Derm., Fulmer & Kramer, (1986), 86, pp. 598-602.
Tupker R. A. et al, Acta Derm. Venereol. Stockh (1990), 70, pp. 1-5.

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