IP Library Granted Patent US 7,981,899
Granted Patent B2
US 7,981,899 · App. 10/509,368 · Granted Jul 19, 2011

Use of compatible solutes for inhibiting the release of ceramides

Assignee: Merck Patent GmbH
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Quick Facts
Patent No.
US 7,981,899
App. No.
10/509,368
Granted
Jul 19, 2011
Kind
B2
Abstract

Disclosed are the use of compatible solutes for inhibiting the release of ceramides or for the prophylaxis and protection of human skin against premature skin aging and for the prophylaxis and protection of human skin against wrinkling.

Claims (24)

1. A method for the protection of human skin against wrinkling, comprising administering to a subject in need thereof a compatible solute, which is of formula Ia or Ib

or a physiologically acceptable salt thereof,

R 1 is H or alkyl,

R 2 is H, COOH, COO-alkyl or CO—NH—R 5 ,

R 3 and R 4 are each, independently of one another, H or OH,

n is 1, 2 or 3,

alkyl is an alkyl radical having from 1 to 4 carbon atoms, and

R 5 is H, alkyl, an amino acid residue, a dipeptide radical or a tripeptide radical.

2. A method according to claim 1 , wherein the compatible solute of formula Ia or Ib is in the form of a cosmetic, dermatological or pharmaceutical composition.

3. A method according to claim 1 , wherein the compound of formula Ia or Ib is (S)-1,4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acid or (S,S)-1,4,5,6-tetrahydro-5-hydroxy-2-methyl-4-pyrimidinecarboxylic acid.

4. A method according to claim 1 , wherein the proportion of compatible solute of formula Ia or lb in a composition administered is 0.001 to 50% by weight, based on the composition as a whole.

5. A method for the protection of the human skin against wrinkling, comprising administering to a subject in need thereof a compatible solute, which is of formula Ia or Ib

or a physiologically acceptable salt thereof,

R 1 is H or alkyl,

R 2 is H, COOH, COO-alkyl or CO—NH—R 5 ,

R 3 and R 4 are each, independently of one another, H or OH,

n is 1, 2 or 3,

alkyl is an alkyl radical having from 1 to 4 carbon atoms, and

R 5 is H, alkyl, an amino acid residue, a dipeptide radical or a tripeptide radical.

6. A method according to claim 1 , wherein an isolated stereoisomeric form of a compound of formula Ia or Ib is administered.

7. A method according to claim 5 , wherein the compatible solute of formula Ia or Ib is in the form of a cosmetic, dermatological or pharmaceutical composition.

8. A method according to claim 5 , wherein the compound of formula Ia or Ib is (S)-1,4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acid or (S,S)-1,4,5,6-tetrahydro-5-hydroxy-2-methyl-4-pyrimidinecarboxylic acid.

9. A method according to claim 5 , wherein the proportion of compatible solute of formula Ia or Ib in a composition administered is 0.001 to 50% by weight, based on the composition as a whole.

10. A method according to claim 5 , wherein an isolated stereoisomeric form of a compound of formula Ia or Ib is administered.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2025
From: MERCK PATENT GMBH
To: SUSONITY COMMERCIAL GMBH
Reel/Frame 072287/0400 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE MARCK PATENT GMBH PREVIOUSLY RECORDED ON REEL 016594 FRAME 0222. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNEE MERCK PATENT GMBH. Recorded Mar 12, 2020
From: BUENGER, JOACHIM; KRUTMANN, JEAN
To: MERCK PATENT GESELLSCHAFT
Reel/Frame 052159/0082 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 28, 2004
From: BUENGER, JOACHIM; JEAN, KRUTMANN
To: MARCK PATENT GMBH
Reel/Frame 016594/0222 →
Priority Claims (1)
DE 102 14 257 · Mar 28, 2002 · national
Continuity (1)
Related Publication 20050201955A1 · Sep 15, 2005