# US 10,307,355 B2 · N-aralkylcarbonyldiamine compounds and personal care compositions comprising the same

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- Number: US 10,307,355 B2
- Document ID: US10307355B2
- Status: Granted
- Kind: B2
- Application number: 15/568,632
- Filed: 2016-04-07
- Published: 2018-06-14
- Granted: 2019-06-04
- Earliest claimed: 2015-04-28
- Assignees: Conopco, Inc.
- Applicants: Conopco, Inc.
- Inventors: Jose Guillermo Rosa; Jianming Lee; Diana Marrero; Jean Elizabeth Adamus; Stella Villa-Mora
- Web page: https://patentgrep.com/patent/US10307355B2

## CPC

- A61K 8/42: Amides
- A61Q 19/08: Anti-ageing preparations
- C07C 233/40: having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
- C07C 235/34: having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C 2601/08: the ring being saturated
- C07C 2601/14: The ring being saturated
- C07C 2601/16: the ring being unsaturated
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## 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.

## Claims

### Claim 1

An N-aralkylcarbonyldiamine compound having structure I noted below:
wherein n=2, R1 is hydroxyl, R2 is selected from cyclohexyl or cyclopentyl, R3 is selected from the group consisting of C1-C3 alkyl, and R4 and R5 are selected from the group consisting of C1-C6 alkyl, wherein said C1 to C6 alkyl group is linear, cyclic or branched and amine salts thereof.

### Claim 2 (depends on 1)

A compound according to claim 1, wherein n=2, R1 is hydroxyl, R2 is cyclopentyl, and R3, R4 and R5 are methyl.

### Claim 3 (depends on 1)

A compound according to claim 1, wherein n=2, R1 is hydroxyl, R2 is cyclohexyl, and R3, R4 and R5 are methyl.

### Claim 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, R1 is hydroxyl, R2 is selected from cyclohexyl or cyclopentyl, R3 is selected from the group consisting of C1-C3 alkyl, and R4 and R5 are selected from the group consisting of C1-C6 alkyl, wherein said C1-C6 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.

### Claim 5 (depends on 1)

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.

### Claim 6 (depends on 1)

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.

### Claim 7 (depends on 1)

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.