IP Library Granted Patent US 8,992,954
Granted Patent B2
US 8,992,954 · App. 13/038,305 · Granted Mar 31, 2015

Compositions comprising a derivative of 5-aminolevulinic acid

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,992,954
App. No.
13/038,305
Granted
Mar 31, 2015
Kind
B2
Abstract

The present invention relates to compositions comprising a derivative of 5-aminolevulinic acid (5-ALA), e.g. an ester of 5-ALA or a skin compatible salt thereof. Further, the invention relates to use of such compositions in methods of cosmetic treatment, particularly in methods of improving or otherwise enhancing the appearance of the skin.

Claims (47)

1. A composition comprising

a) 2% by weight or less of a derivative of 5-ALA or skin compatible salts thereof

b) 70% by weight or more of water;

c) 2-25% by weight of at least one lipid carrier; and

d) more than one emulsifier, comprising at least one non-ionic emulsifier and at least one cationic emulsifier;

wherein said derivative of 5-ALA is a compound of formula (I)

R 2 2 N—CH 2 COCH 2 —CH 2 CO—OR 1   (I)

wherein

R 1 represents a substituted or unsubstituted alkyl group; and

R 2 each independently represents a hydrogen atom or a group R 1 .

2. The composition of claim 1 comprising a skin compatible salt of a compound of formula (I).

3. The composition of claim 1 wherein R 1 is C 1 -C 10 -alkyl and both R 2 represent hydrogen.

4. The composition of claim 3 wherein R 1 is C 1 -C 8 -alkyl.

5. The composition of claim 4 wherein R 1 is C 1 -C 6 -alkyl.

6. The composition of claim 1 wherein said at least one lipid carrier is a fat, wax, oil, free fatty acid or an ester of a fatty acid or a fatty alcohol.

7. The composition of claim 6 wherein said at least one lipid carrier is a fat.

8. The composition of claim 7 wherein the fat is a triglyceride having three identical or different, saturated or unsaturated, branched or unbranched fatty acid side chains, each having a chain length of from 6 to 24 carbon atoms.

9. The composition of claim 8 wherein the fatty acid side chains each have a length of from 8 to 18 carbon atoms.

10. The composition of claim 1 wherein said composition is an oil-in-water emulsion and the emulsifiers are oil-in-water emulsifiers.

11. The composition of claim 10 wherein the average size of the emulsified particles is >200 nm.

12. The composition of claim 11 wherein the average size of the emulsified particles is >500 nm.

13. A container comprising a first and a second compartment wherein said first compartment comprises a derivative of 5-ALA or a skin compatible salt thereof and at least one lipid carrier and said second compartment comprises water, one or more emulsifiers and optionally at least one lipid carrier, wherein a composition according to claim 1 is obtained by mixing the contents of said first and second compartments.

14. The container of claim 13 , wherein at least one of the compartments comprises a visual indicator to determine proper mixing of the contents of said first and second compartment, wherein the visual indicator is a colorant or dyestuff.

15. A product comprising the composition of claim 1 together with instructions for the use of said composition.

16. A method of cosmetic treatment carried out on a subject, said method comprising the following steps:

(i) administering to the skin of said subject the composition of claim 1 ; and

(ii) exposing said skin to light.

17. The method of claim 16 , further comprising at least one of the following steps between steps (i) and (ii):

(a) waiting for a time period; and

(b) removing the composition from said skin.

18. The method of claim 16 , wherein the subject is a human.

19. The method of claim 16 , wherein the composition is prepared from the container of claim 13 by combining the contents of the first and second compartments.

20. The method of claim 16 , wherein the composition is prepared from the product of claim 18 in accordance with the accompanying instructions.

21. A method of treating a skin condition or skin disease in a subject, said method comprising the following steps:

(i) administering to the skin of said subject the composition of claim 1 ; and

(ii) exposing said skin to light.

22. The method of claim 21 , further comprising at least one of the following steps between steps (i) and (ii):

(a) waiting for a time period; and

(b) removing the composition from said skin.

23. The method of claim 21 , wherein the subject is a human.

24. The method of claim 21 , wherein the skin condition or skin disease is rosacea.

25. The method of claim 21 , wherein the composition is prepared from the container of claim 16 by combining the contents of the first and second compartments.

26. The method of claim 21 , wherein the composition is prepared from the product of claim 18 in accordance with the accompanying instructions.

27. The composition of claim 1 , wherein the derivative of 5-ALA or skin compatible salts thereof is 5-ALA n-hexyl ester napsylate (HAL NAPS).

28. The composition of claim 1 , wherein the derivative of 5-ALA or skin compatible salts thereof is 5-ALA n-hexyl ester and skin compatible salts thereof.

29. The composition of claim 1 , wherein the derivative of 5-ALA or skin compatible salts thereof is the HCl salt of 5-ALA n-hexyl ester.

30. The container of claim 13 together with instructions for the use of said container.

Assignments (9)
SECURITY INTEREST Recorded Feb 7, 2025
From: REVANCE THERAPEUTICS, INC.; BELLUS MEDICAL, LLC; CROWN LABORATORIES, INC.
To: HAYFIN SERVICES LLP, AS ADMINISTRATIVE AGENT
Reel/Frame 070153/0736 →
SECURITY INTEREST Recorded May 7, 2024
From: CROWN LABORATORIES, INC.; BELLUS MEDICAL, LLC
To: HAYFIN SERVICES LLP, AS AGENT
Reel/Frame 067330/0769 →
SECURITY INTEREST Recorded Dec 8, 2021
From: CROWN LABORATORES, INC.; BELLUS MEDICAL, LLC; STRIVECTIN OPERATING COMPANY, INC.; NIADYNE, INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 058340/0600 →
PATENT SECURITY AGREEMENT Recorded Nov 17, 2021
From: CROWN LABORATORIES, INC.; NIADYNE, INC.; STRIVECTIN OPERATING COMPANY, INC.; BELLUS MEDICAL, LLC
To: HAYFIN SERVICES LLP
Reel/Frame 058175/0256 →
RELEASE OF SECURITY INTEREST Recorded Sep 20, 2021
From: HAYFIN SERVICES LLP
To: BELLUS MEDICAL, LLC
Reel/Frame 057535/0264 →
PATENT SECURITY AGREEMENT Recorded Nov 14, 2018
From: BELLUS MEDICAL, LLC
To: HAYFIN SERVICES LLP
Reel/Frame 047546/0499 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 13, 2018
From: PHOTOCURE ASA
To: BELLUS MEDICAL, LLC
Reel/Frame 046871/0959 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2012
From: GODAL, ASLAK
To: PHOTOCURE ASA
Reel/Frame 028560/0678 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2011
From: HELLAND, ODDVEIG SELLAEG; JOHNSEN, STIG OVE; ALABATA, ENRIQUE; JENTOFT, ANJA J.
To: PHOTOCURE ASA
Reel/Frame 026110/0793 →