Method for stabilizing retinoic acid precursors and a skin benefit composition with stabilized retinoic acid precursors

Patent metadata

Field	Value
Publication number	US-11324679-B2
Application number	US-201716099450-A
Country	US
Kind code	B2
Filing date	May 8, 2017
Priority date	May 12, 2016
Publication date	May 10, 2022
Grant date	May 10, 2022

Abstract

A method for stabilizing retinoic acid precursors and a skin benefit composition with stabilized retinoic acid precursors are described. The composition has a retinoic acid precursor and a resorcinol to impede oxidation of the precursor in situ in the composition.

First claim

The invention claimed is:

1. A composition comprising:
(a) a retinoic acid precursor, meaning a component that, when oxidized, can convert to retinoic acid, wherein the retinoic acid precursor is selected from retinyl propionate, hydroxyanasatil retinoate, and mixtures thereof;
(b) a skin benefit agent comprising resorcinol and/or a derivative thereof, wherein the derivative has at least one H on the ring structure and/or on a hydroxy group of the resorcinol replaced with an alkyl group, wherein the skin benefit agent comprising resorcinol and/or derivative thereof is selected from 4-ethyl resorcinol, 4-butyl resorcinol, 4-hexyl resorcinol, 4-isopropyl resorcinol and mixtures thereof; and
(c) a cosmetically acceptable carrier wherein the retinoic acid precursor and the skin benefit agent comprising resorcinol and/or a derivative thereof are present at a weight ratio of from about 1:2 to about 2:1.

2. The composition according to claim 1 wherein the retinoic add precursor is present from 0.001 to 10% by weight of the composition, and the skin benefit agent comprising resorcinol and/or a derivative thereof is present from 0,001 to 10% of the composition.

3. The composition according to claim 1 wherein the retinoic add precursor and skin benefit agent comprising resorcinol and/or derivative thereof are present in a weight ratio of about 1:1 to about 2:1.

4. The composition according to claim 1 wherein the retinoic acid precursor is hydroxyanasatil retinoate.

5. The composition according to claim 1 , wherein the composition further comprises a retinoid booster selected from climbazole, bibonazole, farnesol, glycyrrhetinic acid, ursolic acid, geranyl geraniol, oleyl betaine, hexanoyl sphingosine, and mixtures thereof.

6. The composition according to claim 1 wherein the composition is not an emulsion.

7. The composition according to claim 1 wherein the composition is an oil-in-water emulsion.

8. The composition according to claim 1 , wherein the composition further comprises a component selected from creatine, 1,2-octanediol, sunscreen, conjugated linoleic acid, hydroxyl acid, niacinamide, 12-hydroxystearic acid, phenoxyethanol, and mixtures thereof.

9. The composition according to claim 1 wherein the skin benefit agent comprising resorcinol and/or derivative thereof impedes oxidation of the retinoic acid precursor in the composition.

10. The composition according to claim 1 comprising:
(a) hydroxyanasatil retinoate;
(b) resorcinol derivative selected from 4-methyl resorcinol, 4-ethyl resorcinol, 4-butyl resorcinol, 4-pentyl resorcinol, 4-hexyl resorcinol, 4-heptyl resorcinol, 4-octyl resorcinol, 4-isopropyl resorcinol and mixtures thereof; and
(c) a cosmetically acceptable carrier; wherein said composition is a cosmetic composition;
wherein said hydroxyanasatil retinoate and said resorcinol derivative are present at a weight ratio of from about 1:2 to about 2:1 whereby said hydroxyanasatil retinoate is stabilized by said resorcinol derivative.

11. The composition according to claim 10 comprising hydroxyanasatil retinoate and a resorcinol derivative selected from 4-ethyl resorcinol and 4-hexyl resorcinol in a weight ratio of about 1:1.

12. The composition according to claim 1 wherein the skin benefit agent is 4-ethyl resorcinol or 4-hexyl resorcinol.

13. The composition according to claim 12 wherein the skin benefit agent is 4-ethyl resorcinol.

14. The composition according to claim 1 further comprising at least one component selected from glyceryl stearate, glycol stearate, stearamide AMP, PEG-100 stearate, and/or cetyl alcohol.

15. A method for impeding oxidation of a retinoic acid precursor in a composition comprising the step of combining the retinoic acid precursor with a skin benefit agent comprising resorcinol and/or derivative thereof wherein the retinoic acid precursor is selected from retinyl propionate, hydroxyanasatil retinoate, and mixtures thereof and the skin benefit agent is selected from 4-ethyl resorcinol, 4-butyl resorcinol, 4-hexyl resorcinol, 4-isopropyl resorcinol and mixtures thereof,
wherein the retinoic acid precursor and the skin benefit agent comprising resorcinol and/or a derivative thereof are present at a weight ratio of from about 1:2 to about 2:1.

16. A composition with a skin benefit agent comprising resorcinol and/or derivative thereof, the skin benefit agent impeding oxidation of a retinoic acid precursor in the composition, said retinoic acid precursor selected from retinyl propionate, hydroxyanasatil retinoate, and mixtures thereof, wherein the skin benefit agent is selected from 4-ethyl resorcinol, 4-butyl resorcinol, 4-hexyl resorcinol, 4-isopropyl resorcinol and mixtures thereof
wherein the retinoic acid precursor and the skin benefit agent comprising resorcinol and/or a derivative thereof are present at a weight ratio of from about 1:2 to about 2:1.

17. The composition according to claim 16 , wherein the composition further comprises at least one component selected from creatine, 1,2-octanediol, sunscreen, conjugated linoleic acid, hydroxyl acid, niacinamide, 12-hydroxystearic acid, phenoxyethanol, glyceryl stearate, glycol stearate, stearamide AMP, PEG-100 stearate, cetyl alcohol, and/or a retinoid booster selected from climbazole, bibonazole, farnesol, glycyrrhetinic acid, ursolic acid, geranyl geraniol, oleyl betaine, hexanoyl sphingosine, and mixtures thereof.

Assignees

• Conopco Inc

Inventors

• Lou Anjing
• Moaddel Teanoosh
• Patel Anil Babubhai

Classifications

• A61G19/00

  Hoisting or lowering devices for coffins · CPC title

• A61K8/671

  Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal · CPC title

• A61K8/355 Primary

  Quinones · CPC title

• A61K8/347 Primary

  Phenols · CPC title

• A61K8/062

  Oil-in-water emulsions · CPC title