N-aralkylcarbonyldiamine compounds and personal care compositions comprising the same

Patent metadata

Field	Value
Publication number	US-10307355-B2
Application number	US-201615568632-A
Country	US
Kind code	B2
Filing date	Apr 7, 2016
Priority date	Apr 28, 2015
Publication date	Jun 4, 2019
Grant date	Jun 4, 2019

Abstract

The present invention provides novel N-aralkylcarbonyldiamine compounds having a structure as set forth in Structure I. The structures are not quaternized. When these novel unquaternized compounds are used in personal care compositions, particularly personal care skin compositions, they are more stable and provide unexpected cosmetic advantages (e.g., against wrinkles, aging skin, etc.) when delivered from the personal care skin compositions.

First claim

The invention claimed is:

1. An N-aralkylcarbonyldiamine compound having structure I noted below:

wherein n=2, R 1 is hydroxyl, R 2 is selected from cyclohexyl or cyclopentyl, R 3 is selected from the group consisting of C 1 -C 3 alkyl, and R 4 and R 5 are selected from the group consisting of C 1 -C 6 alkyl, wherein said C 1 to C 6 alkyl group is linear, cyclic or branched and amine salts thereof.

2. A compound according to claim 1 , wherein n=2, R 1 is hydroxyl, R 2 is cyclopentyl, and R 3 , R 4 and R 5 are methyl.

3. A compound according to claim 1 , wherein n=2, R 1 is hydroxyl, R 2 is cyclohexyl, and R 3 , R 4 and R 5 are methyl.

4. A personal care composition comprising:
a) about 0.001 to 20% by wt. of composition of a compound selected from the group consisting of (i) N-aralkylcarbonyldiamine compound or compounds, (ii) mixtures of (i) where said N-aralkylcarbonyldiamine compound has Structure I noted below:

wherein n=2, R 1 is hydroxyl, R 2 is selected from cyclohexyl or cyclopentyl, R 3 is selected from the group consisting of C 1 -C 3 alkyl, and R 4 and R 5 are selected from the group consisting of C 1 -C 6 alkyl, wherein said C 1 -C 6 alkyl group is linear, cyclic or branched, and amine salts thereof; and
b) a cosmetically acceptable vehicle which may range from 5 to 99% by weight of the composition; and
c) optional skin benefit material and/or cosmetic adjunct.

5. Method of conditioning and smoothening human skin which method comprises:
a) applying compound of claim 1 to the skin of a person in need of such conditioning and smoothening;
b) measuring increase in cell proliferation by using Ki-67 assay and determining number of positive Ki-67 antibody stains relative to no treatment; and
c) correlating said increase to said conditioning and smoothening.

6. Method of conditioning and smoothening human skin which method comprises:
a) applying compound of claim 1 to the skin of a person in need of such conditioning and smoothening;
b) measuring increase in cell migration relative to no treatment; and
c) correlating said increase to said conditioning and smoothening.

7. Method of conditioning and smoothening human skin which method comprises:
a) applying compound of claim 1 to the skin of a person in need of such conditioning and smoothening;
b) measuring increase in epidermal thickness of epidermal layer relative to no treatment; and
c) correlating said increase to said conditioning and smoothening.

Assignees

• Conopco Inc

Inventors

• Rosa Jose Guillermo
• Lee Jianming
• Marrero Diana
• Adamus Jean Elizabeth
• Villa-Mora Stella

Classifications

• C07C2601/08

  the ring being saturated · CPC title

• A61Q19/08

  Anti-ageing preparations · CPC title

• C07C235/34

  having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms · CPC title

• C07C2601/14

  The ring being saturated · CPC title

• A61K8/42 Primary

  Amides · CPC title