IP Library Granted Patent US 8,927,578
Granted Patent B2
US 8,927,578 · App. 13/484,702 · Granted Jan 6, 2015

Compositions and methods for the treatment of metabolic disorders

Inventors: Motonari Uesugi (Houston, TX); Salih J. Wakil (Houston, TX); Lutfi Abu-Elheiga (Houston, TX); Qian Mao (Houston, TX); Shinji Kamisuki (Chiba, JP); Akira Kugimiya (Osaka, JP)
Assignee: Baylor College of Medicine
A61K31/4439C07D277/22C07D277/24C07D417/04C07D417/14A61K31/426A61K31/4709C07D277/10
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Quick Facts
Patent No.
US 8,927,578
App. No.
13/484,702
Granted
Jan 6, 2015
Kind
B2
Abstract

The present invention relates to treatment and/or prevention of one or more metabolic disorders utilizing fatostatin A and/or a derivative and/or analog thereof. In other aspects, the compound for treatment and/or prevention of one or more metabolic disorders utilizes an A-B-C tripartite structure, wherein A, B, and C are identical or non-identical structures and are described in detail herein. In specific aspects, the metabolic disorder includes obesity or diabetes, for example.

Claims (46)

1. A method of treating a metabolic disorder in an individual, comprising delivering to the individual a therapeutically effective amount of at least one compound, or pharmaceutically acceptable salt or stereoisomer thereof, having the general formula:

wherein

X is N;

R 1 is Et or n-propyl;

Y 3 is CH;

R 3 is H; and

R 4 is independently selected from Cl, Br, OBz, OH, OCH 2 COOMe, OCH 2 COOH, F, NH 2 , NH-i-Pr, NHCOMe, NHSO 2 Me, NHBn,

 OMe, NHBoc,

 NHTs,

2. The method of claim 1 , wherein the metabolic disorder is selected from the group consisting of hyperlipemia, diabetes, fatty liver, hypertension, prostate cancer, and cardiovascular disease.

3. The method of claim 1 , wherein the individual is provided an additional therapy.

4. The method of claim 3 , wherein the additional therapy comprises a therapy selected from the group consisting of dietary therapy, physical therapy, behavior therapy, surgery, drug therapy, and a combination thereof.

5. The method of claim 1 , wherein R 1 is n-propyl.

6. The method of claim 1 , wherein R 4 is selected from the group consisting of Br, NH-i-Pr, NHSO 2 Me, NHBn,

NHBoc, NHTs,

7. The method of claim 6 wherein the compound has the following formula:

8. The method of claim 1 , wherein said compound is selected from the group consisting of:

4-(4-(4-bromophenyl)thiazol-2-yl)-2-propylpyridine;

4-(4-(4-chlorophenyl)thiazol-2-yl)-2-propylpyridine;

4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl benzoate;

methyl 2-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenoxy)acetate;

2-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenoxy)acetic acid;

4-(4-(4-fluorophenyl)thiazol-2-yl)-2-propylpyridine;

4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)benzenamine;

N-isopropyl-4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)benzenamine;

N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)acetamide;

N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)methanesulfonamide;

N-benzyl-4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)benzenamine;

N-(cyclopropylmethyl)-4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)benzenamine;

4-(4-(4-methoxyphenyl)thiazol-2-yl)-2-propylpyridine;

4-(4-(3-methoxyphenyl)thiazol-2-yl)-2-propylpyridine;

4-(4-(2-methoxyphenyl)thiazol-2-yl)-2-propylpyridine;

4-(4-(4-chlorophenyl)thiazol-2-yl)-2-ethylpyridine;

tert-butyl 4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenylcarbamate;

N-cyclohexyl-4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)benzenamine;

4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)-N-tosylbenzenamine;

N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)-8-quinolinesulfonamide;

N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)-2-thiophenesulfonamide;

and any combination thereof.

9. The method of claim 8 , wherein said at least one compound is selected from the group consisting of:

4-(4-(4-bromophenyl)thiazol-2-yl)-2-propylpyridine;

N-isopropyl-4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)benzenamine; and

N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)methanesulfonamide;

a pharmaceutically acceptable salt;

a stereoisomer thereof; and

any combination thereof.

Assignments (2)
ASSIGNMENT OF JOINT INTEREST WITH ASSIGNOR Recorded Aug 20, 2019
From: BAYLOR COLLEGE OF MEDICINE
To: KYOTO UNIVERSITY
Reel/Frame 050110/0908 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2019
From: UESUGI, MOTONARI; WAKIL, SALIH J.; ABU-ELHEIGA, LUTFI; MAO, QIAN; KAMISUKI, SHINJI; KUGIMIYA, AKIRA
To: BAYLOR COLLEGE OF MEDICINE
Reel/Frame 050080/0394 →
Continuity (4)
Continuation 12024530 · Feb 1, 2008
Provisional Application 60887994 · Feb 2, 2007
Provisional Application 61012310 · Dec 7, 2007
Related Publication 20130012538A1 · Jan 10, 2013