IP Library Granted Patent US 9,533,963
Granted Patent B2
US 9,533,963 · App. 14/126,078 · Granted Jan 3, 2017

Alkylamidothiazoles, cosmetic or dermatological preparations containing said alkylamidothiazoles, and use thereof to combat or prevent undesired pigmentation of the skin

Inventors: Ludger Kolbe (Dohren, DE); Cathrin Scherner (Hamburg, DE); Sabrina Breitkreutz (Hamburg, DE); Michael Woehrmann (Norderstedt, DE); Tobias Mann (Hamburg, DE); Wolfram Gerwat (Hamburg, DE); Torsten Schlaeger (Hamburg, DE)
Assignee: BEIERSDORF AG
C07D277/46A61K8/49A61Q19/00C07D277/48
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Quick Facts
Patent No.
US 9,533,963
App. No.
14/126,078
Granted
Jan 3, 2017
Kind
B2
Abstract

Alkylamidothiazoles of general formula (I), wherein R 1=—C1-C24 alkyl (linear and branched), —C1-C24 alkenyl (linear and branched), —C1-C8 cycloalkyl, —C1-C8 cycloalkyl-alkylhydroxy, —C1-C24 alkylhydroxy (linear and branched), —C1-C24 alkylamine (linear and branched), —C1-C24 alkylaryl (linear and branched), —C1-C24 alkylaryl-alkyl-hydroxy (linear and branched), —C1-C24 alkyl-heteroaryl (linear and branched), —C1-C24-alkyl-O—C1-C24-alkyl (linear and branched), —C1-C24 alkyl morpholino, —C1-C24 alkyl piperidino, —C1-C24 alkyl piperazino, —C1-C24 alkyl-piperazino-N-alkyl, as well as cosmetic or dermatological preparations having an effective content of one or more alkylamidothiazoles, as well as the use thereof for the cosmetic or dermatological treatment and/or prophylaxis of undesired skin pigmentation.

Claims (21)

1. An alkylamidothiazole selected from the group consisting of

either as a free base or a cosmetically and dermatologically acceptable salt thereof.

2. An alkylamidothiazole of claim 1 , wherein the alkylamidothiazole is present as a salt in the form of a halide, carbonate, ascorbate, sulfate, acetate or phosphate.

3. An alkylamidothiazole of claim 1 , namely N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide.

4. An alkylamidothiazole of claim 1 , namely N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)butyramide.

5. An alkylamidothiazole of claim 1 , namely N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)pivalamide.

6. An alkylamidothiazole of claim 1 , namely N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)cyclohexanecarboxamide.

7. An alkylamidothiazole of claim 1 , namely N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-4-(hydroxymethyl)cyclohexanecarboxamide.

8. An alkylamidothiazole of claim 1 , namely N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-2-(4-hydroxymethyl)phenyl)acetamide.

9. A cosmetic or dermatological composition, wherein the composition comprises at least one alkylamidothiazole of claim 1 and a cosmetic or dermatological carrier.

10. The composition of claim 9 , wherein the composition comprises from 0.000001% to 10% by weight of the at least one alkylamidothiazole, based on a total weight of the preparation.

11. The composition of claim 10 , wherein the composition comprises from 0.0001% to 3% by weight of the at least one alkylamidothiazole.

12. The composition of claim 10 , wherein the composition comprises from 0.001% to 1% by weight of the at least one alkylamidothiazole.

13. The composition of claim 9 , wherein the composition comprises at east N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide.

14. The composition of claim 10 , wherein the composition comprises at least N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide.

15. The composition of claim 11 , wherein the composition comprises at least N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide.

16. The composition of claim 12 , wherein the composition comprises at least N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide.

17. A method for the cosmetic or dermatological treatment of undesired skin pigmentation in a subject in need thereof, wherein the method comprises applying to skin affected by the undesired skin pigmentation the composition of claim 9 in an amount which is sufficient to treat the undesired skin pigmentation.

18. A method for the prophylaxis of undesired skin pigmentation, wherein the method comprises applying to skin the composition of claim 9 in an amount which is sufficient to prevent undesired skin pigmentation.

19. The method of claim 17 , wherein the composition comprises at least N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide.

20. The method of claim 18 , wherein the composition comprises at least N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)isobutyramide.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 28, 2014
From: KOLBE, LUDGER; SCHERNER, CATHRIN; BREITKREUTZ, SABRINA; WOEHRMANN, MICHAEL; MANN, TOBIAS; GERWAT, WOLFRAM; SCHLAEGER, TORSTEN
To: BEIERSDORF AG
Reel/Frame 033630/0967 →
Priority Claims (1)
DE 10 2011 083 259 · Sep 23, 2011 · national
Continuity (1)
Related Publication 20140121250A1 · May 1, 2014