IP Library Granted Patent US 8,236,781
Granted Patent B2
US 8,236,781 · App. 12/668,047 · Granted Aug 7, 2012

Hydrogel of chitosan carboxyalkylamide, preparation thereof and cosmetic and dermatological use thereof

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Quick Facts
Patent No.
US 8,236,781
App. No.
12/668,047
Granted
Aug 7, 2012
Kind
B2
Abstract

The present invention relates to a hydrogel of chitosan carboxyalkylamide, characterised in that it has a pH value close to that of the skin, comprised between 6.5 and 7.2, and in that the chitosan carboxy-alkylamide is constituted by 40 to 90 mole % of D-glucosamine N-carboxyalkylamide units of formula (I) where n represents an integer ranging from 1 to 8, from 60 to 10 mole % of protonated D-glucosamine units, and from 5 to 15 mole % of N-acetyl-D-glucosamine units. The present invention also relates to a dehydration product of such a gel and the cosmetic and/or dermatological utilisation of the gel and the dehydration product.

Claims (25)

1. A hydrogel of chitosan carboxyalkylamide, having a pH value between 6.5 and 7.2, said chitosan carboxyalkylamide being constituted by

from 40 to 90 mole %, relative to the total number of (A) and (B) units, of D-glucosamine N-carboxyalkylamide units of formula (I) ((A) units)

where n represents an integer ranging from 1 to 8, or a physiologically acceptable base addition salt thereof,

from 60 to 10 mole %, relative to the total number of (A) and (B) units, of protonated D-glucosamine units of formula (II) ((B) units)

and 5.5 obtained by the addition of an organic acid of formula R—COOH, where R represents a C 1-4 alkyl group,

reaction of the acid addition salt of chitosan in aqueous solution thus obtained with 0.5 to 1 mole, per mole of D-glucosamine units ((B) units), of an anhydride of an organic diacid of formula HOOC—(CH 2 ) n —COOH where n represents an integer comprised between 1 and 8, then

adjustment of the pH of the reaction solution thus obtained to a value between 6.5 and 7.2 by the addition of a physiologically acceptable base.

2. The hydrogel according to claim 1 , wherein R represents a methyl group.

3. The hydrogel according to claim 1 , having a pH between 6.8 and 7.0.

4. The hydrogel according to claim 1 , wherein the concentration of chitosan carboxyalkylamide is between 0.5 and 3% by weight.

5. The hydrogel according to claim 1 , which further comprises from 0.1 to 40% by weight, of at least one polyol.

6. The hydrogel according to claim 1 , which further comprises a water-glycerine extract of calendula officinalis.

7. The hydrogel according to claim 1 , wherein said hydrogel is sterile.

8. The hydrogel according to claim 1 , which is packed in the form of a unit dose.

9. A process for the preparation of a hydrogel according to claim 1 , comprising the following consecutive stages

preparation of an acidic aqueous solution of a chitosan having a deacetylation level between 85 and 95%, the said solution having a pH between 4.5

10. A process of using the hydrogel according to claim 1 for the cosmetic treatment of first degree burns and of non-weeping, superficial second degree burns comprising the application of said hydrogel to the burn area consisting of first degree burns and of non-weeping, superficial second degree burns consisting of first degree burns and of non-weeping, superficial second degree burns.

11. An anhydrous product based on chitosan carboxy-alkylamide obtained by the dehydration of the hydrogel according to claim 1 .

12. The anhydrous product according to claim 11 , as a medicament intended for the treatment of deep, weeping second degree burns or of third degree burns.

13. The anhydrous product according to claim 11 , as a medical device intended for the treatment of deep, weeping second degree burns or of third degree burns.

14. A dermatological composition containing an anhydrous product according to claim 11 .

15. A cosmetic composition containing an anhydrous product according to claim 11 .

wherein R represents a C 1-4 alkyl residue, and

from 5 to 15 mole %, relative to the total number of (A), (B) and (C) units, of N-acetyl-D-glucosamine units ((C) units).

16. The hydrogel according to claim 5 , wherein the polyol is glycerol.

Assignments (5)
DECLARATION TO RECTIFY CHAIN OF TITLE TO U.S. PATENT NO. 8236781 Recorded Mar 10, 2021
From: LANOIR, GIAN
To: LANOIR, GIAN
Reel/Frame 055545/0404 →
CHANGE OF NAME Recorded Jun 29, 2020
From: BIOPHARMEX HOLDING LIMITED
To: BIOTECH-INDUSTRY HK LIMITED
Reel/Frame 053076/0516 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 29, 2020
From: BIOTECH-INDUSTRY HK LIMITED
To: LANOIR, GIAN
Reel/Frame 053076/0747 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 9, 2020
From: BIOPHARMEX HOLDING LIMITED
To: ASIUS, BÉNÉDICTE; LAUGIER, ELISABETH
Reel/Frame 052881/0263 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 23, 2010
From: LAUGIER, ELISABETH; GOUCHET, FRANCK; PERRAUD, JEAN-PIERRE
To: BIOPHARMEX HOLDING LIMITED
Reel/Frame 023977/0584 →
Priority Claims (1)
FR 07 05049 · Jul 12, 2007 · national
Continuity (1)
Related Publication 20100183724A1 · Jul 22, 2010