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Ceramides, process for their preparation and their applications in cosmetics and in dermopharmacy

Assignee: L'Oréal SA
•
Filing: 1994-10-12
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Granted: 1997-09-09
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Expires: 2014-10-12
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Abstract

Abstract The ceramides according to the invention are compounds corresponding to the formula: <IMAGE> in which: R1 is a C11 to C21 alkyl or alkenyl radical; R2 is a linear or branched C1 to C29 hydroxyalkyl radical or a C7 to C29 hydroxyaralkyl radical, these compounds being in the form of a racemic mixture of the erythro and threo diastereoisomers for the aminodiol part <IMAGE> in erythro:threo ratios of from 85:15 to 20:80. Application to cosmetic and dermopharmaceutical compositions.

Inventors

  • 👤 Didier Semeria
  • 👤 Michel Philippe
  • 👤 Claude Mahieu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:07
CPC Classifications
A; A61; A61Q; A61Q19/00; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/68; A61P; A61P17/00; A61Q1/00; A61Q1/02; A61Q1/04; A61Q1/06; A61Q1/10; A61Q17/00; A61Q19/007; A61Q19/08; A61Q3/00; C; C07; C07C; C07C231/00; C07C231/02; C07C235/00; C07C235/02; C07C235/04; C07C235/08; C07C235/18; C07C235/24

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 86 words
Compound corresponding to the formula: ##STR12## in which: R 1 is a C 11 to C 21 alkyl or alkenyl radical; R 2 is a fully saturated linear or branched C 1 to C 29 hydroxyalkyl radical or a C 7 to C 29 hydroxyaralkyl radical, the hydroxyl group being in the position alpha to the carbonyl, the compound being in the form of a racemic mixture of the erythro and threo diastereoisomers for the aminodiol part ##STR13## in erythro/threo ratios of from 85:15 to 20:80.
Claim 2
Dependent Claim 86 words
Compound corresponding to the formula: ##STR12## in which: R 1 is a C 11 to C 21 alkyl or alkenyl radical; R 2 is a fully saturated linear or branched C 1 to C 29 hydroxyalkyl radical or a C 7 to C 29 hydroxyaralkyl radical, the hydroxyl group being in the position alpha to the carbonyl, the compound being in the form of a racemic mixture of the erythro and threo diastereoisomers for the aminodiol part ##STR13## in erythro/threo ratios of from 85:15 to 20:80.
Claim 3
Dependent Claim 12 words
Compound according to claim 1, wherein R 1 is the pentadecyl radical.
Claim 4
Dependent Claim 14 words
Compound according to claim 1, wherein R 2 is 1-hydroxypentadecyl, 1-hydroxyheneicosyl or D,L-1-hydroxybenzyl radicals.
Claim 5
Dependent Claim 12 words
Compound according to claim 1, wherein it is 2-(2'-hydroxyhexadecanoyl)aminooctadecane-1,3-diol, 2-(2'-hydroxydocosanoyl)aminooctadecane-1,3-diol or 2-(D,L-mandeloyl)aminooctadecane-1,3-diol.
Claim 6
Dependent Claim 18 words
Compound according to claim 1, wherein R 1 is C 13 to C 19 alkyl or alkenyl radical.
Claim 7
Dependent Claim 27 words
Compound according to claim 1, wherein R 2 is a linear C 1 to C 21 hydroxyalkyl radical or a C 7 to C 19 hydroxyaralkyl radical.
Claim 8
Dependent Claim 14 words
Compound according to claim 1, wherein the erythro/threo ratio ranges from 65:35 to 45:55.
Claim 9
Dependent Claim 16 words
Composition for cosmetic or dermopharmaceutical use, containing a compound of formula (I) according to claim 1.
Claim 10
Dependent Claim 19 words
Composition according to claim 8, wherein it contains 0.05 to 20% by weight of the compound of formula (I).
Claim 11
Dependent Claim 30 words
Composition according to claim 9, wherein it additionally comprises fatty substances, solvents, water, thickening agents, emulsifying agents, moisturizing products, softeners, sunscreen agents, germicides, dyes, preserving agents, perfumes, propellants or surfactants.
Claim 12
Dependent Claim 89 words
Composition according to claim 8, wherein it is provided in the form of a water-in-oil or oil-in-water emulsion, the fatty phase of the emulsion representing 5 to 60% of the total weight of the emulsion, and consists essentially of a mixture of the compound of formula (I) with at least one oil, the aqueous phase constituting 30 to 85% of the total weight of the emulsion, the emulsifying agent being present in an amount of from 1 to 20% by weight relative to the total weight of the emulsion.
Claim 13
Dependent Claim 33 words
Composition according to claim 8, wherein it is provided in the form of an oily, oleo-alcoholic or aqueous-alcoholic lotion, a gel, a solid dispersion, a solid stick, a spray or an aerosol foam.
Claim 14
Dependent Claim 34 words
Cosmetic treatment process for moisturizing skin, head hair or body hair, comprising applying to the skin, head hair or body hair in need thereof a sufficient amount of a composition according to claim 8.
Claim 15
Dependent Claim 19 words
Composition according to claim 8, wherein it contains 0.1 to 10% by weight of the compound of formula (I).
Claim 16
Dependent Claim 29 words
Composition according to claim 15, wherein the emulsifying agent is present in an amount of from 2 to 12% by weight relative to the total weight of the emulsion.

References Cited (Backward Citations)

EP0373038A2 Cited
EP0482860A1 Cited
EP0500437B1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2000-09-08 2001-03-10 2001-09-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2004-09-08 2005-03-10 2005-09-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2008-09-08 2009-03-10 2009-09-09 $7700.00 Window Closed / Lapsed

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