Method for synthesizing novel compounds derived from 3-hydroxy-cyclopentyl acetic acid

• US 10,654,788 B2
• Filed: 03/14/2016
• Issued: 05/19/2020
• Est. Priority Date: 03/13/2015
• Status: Active Grant

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Dalko, Maria, Marat, Xavier, Hitce, Julien, Li, Chao-Jun
• Primary Examiner(s): Pagano, Alexander R
• Application Number:
  US15/557,717
• Publication Number:
  US 20180057440A1
• Time in Patent Office: 1,527 Days
• CPC Class Codes: A61K 8/365 Hydroxycarboxylic acids; Ketocarboxylic acids
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61Q 17/00 Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: C07C 2601/08 the ring being saturated
• CPC Class Codes: C07C 2601/10 the ring being unsaturated
• CPC Class Codes: C07C 2601/14 The ring being saturated
• CPC Class Codes: C07C 45/54 of compounds containing doubly bound oxygen atoms, e.g. esters
• CPC Class Codes: C07C 45/69 by addition to carbon-to-carbon double or triple bonds
• CPC Class Codes: C07C 47/27 containing six-membered aromatic rings
• CPC Class Codes: C07C 47/273 containing halogen
• CPC Class Codes: C07C 49/747 containing six-membered aromatic rings
• CPC Class Codes: C07C 51/09 from carboxylic acid esters or lactones
• CPC Class Codes: C07C 51/38 by decarboxylation
• CPC Class Codes: C07C 59/11 containing rings
• CPC Class Codes: C07C 59/48 containing six-membered aromatic rings
• CPC Class Codes: C07C 59/54 containing six-membered aromatic rings and other rings
• CPC Class Codes: C07C 59/56 containing halogen
• CPC Class Codes: C07C 59/72 containing six-membered aromatic rings and other rings
• CPC Class Codes: C07C 67/347 by addition to unsaturated carbon-to-carbon bonds
• CPC Class Codes: C07C 69/675 : of saturated hydroxy-carboxylic acids
• CPC Class Codes: C07C 69/716 : Esters of keto-carboxylic acids or aldehydo-carboxylic acids
• CPC Class Codes: C07C 69/732 : of unsaturated hydroxy carboxylic acids
• CPC Class Codes: C07C 69/734 : Ethers
• CPC Class Codes: C07C 69/738 : Esters of keto-carboxylic acids or aldehydo-carboxylic acids
• CPC Class Codes: C07C 69/757 : having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
• CPC Class Codes: C07D 213/30 : Oxygen atoms

Abstract

The present invention relates to compounds of formula (I):

in which R1 is a hydrogen atom, a phenyl radical, or a straight or branched, saturated or unsaturated hydrocarbon radical having 1 to 8 carbon atoms.

Claims

1. A compound having formula (I):

2. The compound of formula (I) as claimed in claim 1, selecting from the group consisting of:

3. A composition comprising at least one compound as claimed in claim 1.

4. The composition as claimed in claim 3, wherein the compound is present in an amount of from 0.01% to 20%, relative to the total weight of the composition.

7. The composition as claimed in claim 3, wherein the compound is present in an amount of from 1% to 5% by weight, relative to the total weight of the composition.

5. Method for promoting skin desquamation, stimulating epidermal renewal, combating the signs of skin aging, improving the radiance of the complexion and/or smoothing out facial skin, comprising a step of applying to the skin at least one compound of formula (I):

6. The method as claimed in claim 5, wherein the compound of formula (I) is selecting from the group consisting of: