Ceramides, process for their preparation and their applications

Details Ceramides, process for their preparation and their applications Ceramides, process for their preparation and their applications

1997-02-26

1998-06-30

Gardner-Lane, Sally

Drug, bio-affecting and body treating compositions

Preparations characterized by special physical form

Cosmetic, antiperspirant, dentifrice

424450, 514579, 514738, 514846, 514847, A61K 700, A61K 748

Patent

active

057736111

ABSTRACT:
The invention relates to ceramides of formula: ##STR1## where R.sub.1 denotes a C.sub.11 to C.sub.21 alkyl or alkenyl radical; R.sub.2 denotes a C.sub.11 -C.sub.19 hydrocarbon radical, which is linear and carries one or more ethylenic unsaturations, and in particular one or two, or a mixture of C.sub.11 -C.sub.19 hydrocarbon radicals, which are linear, saturated or carry one or more ethylenic unsaturations, and in particular one or two, in which the proportion of saturated radicals cannot exceed 35%, these compounds being in the form of a racemic mixture of the erythro and threo diastereoisomers in the erythro:threo proportions of 85:15 to 60:40.
The invention also relates to the process for preparing the compounds as well as their applications in the cosmetic and dermopharmaceutical fields.

REFERENCES:
patent: 3821372 (1974-06-01), Vanlerberghe et al.
patent: 4217344 (1980-08-01), Vanlerberghe et al.
patent: 4666711 (1987-05-01), Vanlerberghe et al.
patent: 4880572 (1989-11-01), Fujita
patent: 4937328 (1990-06-01), Schmidt
patent: 5110987 (1992-05-01), Liotta
patent: 5124081 (1992-06-01), Vanlerberghe
Journal of Organic Chemistry, vol. 46, No. 22, Oct. 23, 1981, pp. 4393-4398.
Chemistry and Physics of Lipids, vol. 13, Oct. 1974, pp. 109-116.
Chemical Abstracts, vol. 106, No. 12, Mar. 23, 1987, p. 348.
Chemical Abstracts, vol. 107, No. 20, Nov. 16, 1987, p. 479.
Weiss, B. et al, "Synthesis of Long Chain Fatty Acid Amines of Sphingosine and Dihydrosphingosine", J.A.C.S., vol. 80, 1958, pp. 4657-4658.
Downing, D. et al, "Skin Lipids: An Update", The Journal of Investigative Dermatology, vol. 88, No. 3, pp. 2s-6s (1987).
Torres, J. et al, "Mixed Anhydrides in Peptide Synthesis", Tetrahedron, vol. 43, No. 17, pp. 4031-4034 (1987).
Bodansky, "Synthesis of Peptides by Aminolysis of Nitrophenyl Esters", Nature, No. 4459, p. 685 (1955).
March, J., Advanced Organic Chemistry, Third Edition, John Wiley & Sons, New York, pp. 670-677 (1985).
Staab, H., "Syntheses Using Heterocyclic Amides (Azolides)", Angew, Chem. Internat. Edit. vol. 1, No. 7, pp. 357-367 (1962).
Shapiro, D., Chemistry of Sphingolipids, Hermann, Paris, Chapter 1 (1969).
Szoka, F. et al, "Procedure for Preparation of Liposomes with Large Internal Aqueous Space and High Capture by Reverse-Phase Evaporation", Proc. Natl. Acad. Sci. USA, vol. 75, No. 9, pp. 4194-4198 (1978).
Jordan, E., "Low Temperature Aminolysis of Methyl Stearate Catalyzed by Sodium Methoxide", J.A.O.C.S., vol. 38 (1961), pp. 601-605.
Lapidot, Y. et al, "Use of Esters of N-hydroxysuccinimide in the Synthesis of N-acylamino acids", Journal of Lipid Research, vol. 8 (1967), pp. 142-145.

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