2-pyrones

Patent metadata

Field	Value
Publication number	US-10188592-B2
Application number	US-201615282317-A
Country	US
Kind code	B2
Filing date	Sep 30, 2016
Priority date	Dec 10, 2010
Publication date	Jan 29, 2019
Grant date	Jan 29, 2019

Abstract

The present invention relates to the use of compounds of the formula (I) for the care, preservation or improvement of the general condition or appearance of the skin or hair, and to preparations comprising compounds of the formula (I).

First claim

The invention claimed is:

1. A cosmetic or pharmaceutical composition comprising at least one compound of the formula (I)

where
R1 stands for a straight-chain or branched C 1 - to C 20 -alkyl group,
R2 stands for
H or
straight-chain or branched C 1 - to C 20 -alkyl group,

R4 stands for
H,
straight-chain or branched C 1 - to C 20 -alkyl group or
straight-chain or branched C 2 - to C 20 -alkenyl group having one or more double bonds,

R3 stands for a radical selected from
H,
straight-chain or branched C 2 - to C 20 -alkyl group,
straight-chain or branched C 2 - to C 20 -alkenyl group having one or more double bonds, where the alkenyl group may also be substituted by one or more saturated or unsaturated C 3 - to C 12 -cycloalkyl groups,
straight-chain or branched C 2 - to C 20 -alkynyl group having one or more triple bonds,
saturated or partially unsaturated non-aromatic C 3 - to C 12 -cycloalkyl group,
where the rings may in each case also be bridged by —(CH 2 ) n — groups where n=1 to 3,
an acyl radical of the formula —C(═O)—R6,

R6 stands for
straight-chain or branched C 1 - to C 20 -alkyl group,
a radical of the formula (II)

in which X stands for straight-chain or branched C 1 - to C 6 -alkylene or straight-chain or branched C 2 - to C 6 -alkenylene and the radicals R5 are selected, independently of one another, from H, OH, straight-chain or branched C 1 - to C 6 -alkyl or straight-chain or branched O—(C 1 - to C 6 -alkyl),

at least one vehicle which is suitable for a topical application, and
a further anti-ageing or anti-cellulite active compound;
with the proviso that
R4 is a straight-chain or branched C 2 - to C 20 -alkenyl group having one or more double bonds or
R3 is a straight-chain or branched C 2 - to C 20 -alkenyl group having one or more double bonds, where the alkenyl group may also be substituted by one or more saturated or unsaturated C 3 - to C 12 -cycloalkyl groups,
straight-chain or branched C 2 - to C 20 -alkynyl group having one or more triple bonds,
saturated or partially unsaturated non-aromatic C 3 - to C 12 -cycloalkyl group, where the rings may in each case also be bridged by —(CH 2 ) n — groups where n=1 to 3, or an acyl radical of the formula —C(═O)—R6.

2. A composition according to claim 1 , wherein the at least one compound of the formula (I) is present in an amount of 0.01 to 20% by weight.

3. A process for the preparation of a composition according to claim 1 , which comprises mixing the compound of the formula (I) with a vehicle which is suitable for a topical application.

4. A composition according to claim 1 , wherein, in formula (I), R1 stands for a straight-chain or branched C 1 - to C 6 -alkyl group.

5. A composition according to claim 1 , wherein, in formula (I), R2 stands for H or a straight-chain or branched C 1 - to C 6 -alkyl group.

6. A composition according to claim 1 , wherein, in formula (I), R4 stands for H or a straight-chain or branched C 2 - to C 20 -alkenyl group having one or more double bonds.

7. A composition according to claim 1 , wherein, in formula (I), R3 stands for a radical selected from
H,
straight-chain or branched C 2 - to C 20 -alkyl group,
straight-chain or branched C 2 - to C 20 -alkenyl group having one or more double bonds, where the alkenyl group may also be substituted by one or more saturated or partially unsaturated non-aromatic cyclohexyl groups, or
an acyl radical of the formula —C(═O)—R6.

8. A composition according to claim 1 , wherein, in formula (I), the radicals R5 are selected, independently of one another, from H, OH or straight-chain or branched O—(C 1 - to C 6 -alkyl).

9. A composition according to claim 1 , wherein, the compound of the formula (I) is selected from the compounds of formulae (Id) to (Ii):

10. A composition according to claim 1 , wherein, in formula (I), the radical R3 stands for a radical selected from
straight-chain or branched C 2 - to C 20 -alkenyl group having one or more double bonds, where the alkenyl group may also be substituted by one or more saturated or unsaturated C 3 - to C 12 -cycloalkyl groups,
straight-chain or branched C 2 - to C 20 -alkynyl group having one or more triple bonds,
saturated or partially unsaturated non-aromatic C 3 - to C 12 -cycloalkyl group, where the rings may in each case also be bridged by —(CH 2 ) n — groups where n=1 to 3, or
an acyl radical of the formula —C(═O)—R6.

11. A compound of one of the formula (Id) to (Ii)

12. A composition according to claim 2 , wherein, the compound of the formula (I) is selected from the compounds of the formula (Id) to (Ii):

Assignees

• Merck Patent Gmbh

Inventors

• Carola Christophe
• Best Tatjana

Classifications

• A61P37/08

  Antiallergic agents (antiasthmatic agents A61P11/06; ophthalmic antiallergics A61P27/14) · CPC title

• A61P35/02

  specific for leukemia · CPC title

• A61P9/10

  for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis · CPC title

• A61P35/00

  Antineoplastic agents · CPC title

• A61P9/00

  Drugs for disorders of the cardiovascular system · CPC title