Skin engaging member comprising a cyclohexanecarboxamide derivative

Patent metadata

Field	Value
Publication number	US-2016338928-A1
Application number	US-201615157876-A
Country	US
Kind code	A1
Filing date	May 18, 2016
Priority date	May 22, 2015
Publication date	Nov 24, 2016
Grant date	—

Abstract

A skin engaging member suitable for use in a hair removal device, said skin engaging member comprising cyclohexanecarboxamide structure which provides a cooling sensation when used at varying levels.

First claim

What is claimed is:

1 . A skin engaging member, said skin engaging member comprising:
a. a matrix comprising at least one of: a water soluble polymer, an emollient, a soap base, and a mixture thereof; b. a cyclohexanecarboxamide having a formulation selected from the group consisting of:

R 1 is selected from H, alkyl, amino alkyl, alkoxy;
Q=H 2 , O, —OR 1 , —N(R 1 ) 2 , —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
V=NR 1 , O, —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
W=H 2 , O;
X, Y=independently selected from H, aryl, naphthyl for n=0;
X, Y=aliphatic CH 2 or aromatic CH for n≧1 and Z is selected from aliphatic CH 2 , aromatic CH, or heteroatom;
A=lower alkoxy, lower alkylthio, aryl, substituted aryl or fused aryl; and
stereochemistry is variable at the positions marked *,

R 1 is selected from H, alkyl, amino alkyl, alkoxy;
Q=H 2 , O, —OR 1 , —N(R 1 ) 2 , —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
V=NR 1 , O, —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
W=H 2 , O;
X, Y=independently selected from H, aryl, naphthyl for n=0;
X, Y=aliphatic CH 2 or aromatic CH for n≧1 and Z is selected from aliphatic CH 2 , aromatic CH, or heteroatom;
A=lower alkoxy, lower alkylthio, aryl, substituted aryl or fused aryl; and
stereochemistry is variable at the positions marked *,

R 1 is selected from H, alkyl, amino alkyl, alkoxy;
Q=H 2 , O, —OR 1 , —N(R 1 ) 2 , —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
V=NR 1 , O, —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
W=H 2 , O;
X, Y=independently selected from H, aryl, naphthyl for n=0;
X, Y=aliphatic CH 2 or aromatic CH for n≧1 and Z is selected from aliphatic CH 2 , aromatic CH, or heteroatom;
A=lower alkoxy, lower alkylthio, aryl, substituted aryl or fused aryl; and
stereochemistry is variable at the positions marked *,

R 1 is selected from H, alkyl, amino alkyl, alkoxy;
Q=H 2 , O, —OR 1 , —N(R 1 ) 2 , —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
V=NR 1 , O, —OPO(OR 1 ) x , —PO(OR 1 ) x , —P(OR 1 ) x where x=1-2;
W=H 2 , O;
X, Y=independently selected from H, aryl, naphthyl for n=0;
X, Y=aliphatic CH 2 or aromatic CH for n≧1 and Z is selected from aliphatic CH 2 , aromatic CH, or heteroatom;
A=lower alkoxy, lower alkylthio, aryl, substituted aryl or fused aryl; and
stereochemistry is variable at the positions marked *; and
wherein the compound activates at least one of TRPV1, TRPV1, or TRPM8, or combinations thereof.

2 . The skin engaging member of claim 1 , wherein said cyclohexanecarboxamide derivative is at a level of from about 0.01% to about 25%, by weight of said skin engaging member.

3 . The skin engaging member of claim 1 , wherein said cyclohexanecarboxamide derivative comprises: a 5-methyl-2-(1-methylethyl)-N-(2-phenylethyl)-, (1R,2S,5R) structure with 2-amino-propanamide and a 5-methyl-2-(1-methylethyl)-N-(2-phenylethyl)-, (1R,2S,5R) structure with 2-amino-propanamide, and mixtures thereof.

4 . The skin engaging member of claim 1 , wherein the cyclohexanecarboxamide derivatives is selected from the group consisting of:
a. Cyclohexanecarboxamide N-[2-[(2-aminoethyl)amino]-4-(methylthio)phenyl]-5-methyl-2-(1-methylethyl)-(1R,2S,5R)-; b. Cyclohexanecarboxamide N-[2-[[(2S)-2-amino-1-oxopropyl]amino]-4-methoxyphenyl]-5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-; c. Cyclohexanecarboxamide, N-[1-(2-aminoethoxy)-2-naphthalenyl]-5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-; d. Cyclohexanecarboxamide, N-[2-[[(2R)-2-amino-1-oxopropyl]amino]-2-phenylethyl]-5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-; e. Cyclohexanecarboxamide, N-[2-(2-aminoethoxy)-2-phenylethyl]-5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-; and f. A mixture thereof.

5 . The skin engaging member of claim 1 , further comprising a menthane carboxylic acid-N-(4-methoxyphenyl)-amide of formula:

6 . The skin engaging member of claim 3 , wherein said menthane carboxylic acid-N-(4-methoxyphenyl)-amide comprises a N-[4-(cyanomethyl)phenyl]-(1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxamide.

7 . The skin engaging member of claim 1 , further comprising an optional cooling agent selected from the group consisting of: L-menthol; p-menthane-3,8-diol; Isopulegol; Menthoxypropane-1,2,-diol; Curcumin; Menthyl Lactate (such as Frescolat ML by Symrise); Gingerol; Icilin; Tea Tree Oil; Methyl Salicylate; Camphor, Peppermint Oil; N-Ethyl-p-menthane-3-carboxamide; Ethyl 3-(p-menthane-3-carboxamido)acetate; 2-Isopropyl-N,2,3-trimethylbutyramide; Menthone glycerol ketal, Menthone Glyerine Acetal; Coolact 10; and mixtures thereof.

8 . The skin engaging member of claim 1 , wherein said matrix comprises a water soluble polymer.

9 . The skin engaging member of claim 8 , wherein the water soluble polymer is selected from polyethylene oxide, polyvinyl pyrrolidone, polyacrylamide, polyhydroxymethacrylate, polyvinyl imidazoline, polyethylene glycol, polyvinyl alcohol, polyhydroxyethymethacrylate, silicone polymers, and mixtures thereof.

10 . The skin engaging member of claim 8 , wherein said level of water soluble polymer is at a level of from about 50% to about 100% by weight of said solid polymeric matrix.

11 . The skin engaging member of claim 1 , wherein said matrix further comprises a water insoluble polymer comprising at least one of: polyethylene, polypropylene, polystyrene, high impact polystyrene, butadiene styrene copolymer, polyacetal, acrylonitrile-butadiene styrene copolymer, ethylene vinyl acetate copolymer, and mixtures thereof.

12 . The skin engaging member of claim 11 , wherein said water insoluble polymer is present at a level of from about 5% to about 40% by weight of the skin engaging member.

13 . The skin engaging member of claim 1 , wherein said matrix further comprises a block copolymer selected from the group consisting of: a di-block copolymer, a tri-block copolymer, a multi-block copolymer, a radial block copolymer, a random block copolymer, and mixtures thereof.

14 . A hair removal device comprising:
a. a cartridge; b. one or more elongated edges positioned on said cartridge; and c. the skin engaging member of claim 1 positioned on said cartridge.

15 . A method of providing a sensation on skin comprising the steps of:
a. Contacting a portion of skin with a hair removal device comprising
i. a cartridge;
ii. one or more elongated edges positioned on said cartridge; and
iii. the skin engaging member of claim 1 positioned on said cartridge, such that said one or more elongated edges and said skin engaging member contact said portion of skin.

Assignees

• Gillette Co

Inventors

• Haught John Christian
• Reilly Michael
• Bradford Valerie Jean
• Wang Xiandong

Classifications

• A61K8/97

  from algae, fungi, lichens or plants; from derivatives thereof · CPC title

• C10M133/16

  Amides; Imides · CPC title

• A45D26/0014

  using wax · CPC title

• C10M2215/08

  Amides [having hydrocarbon substituents containing less than thirty carbon atoms] · CPC title

• B26B21/443

  Lubricating strips attached to the razor head · CPC title