IP Library Granted Patent US 9,212,179
Granted Patent B2
US 9,212,179 · App. 14/310,339 · Granted Dec 15, 2015

Compositions and methods for the treatment of metabolic disorders

Inventors: Motonari Uesugi (Osaka, JP); Salih J. Wakil (Houston, TX); Lutfi Abu-Elheiga (Houston, TX); Mizuki Watanabe (Kyoto, JP)
Assignee: Baylor College of Medicine
C07D417/04C07D277/10C07D277/22C07D277/24C07D417/14
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Quick Facts
Patent No.
US 9,212,179
App. No.
14/310,339
Granted
Dec 15, 2015
Kind
B2
Abstract

The present invention relates to 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, for example, but not limited to, heterocyclic, phenyl or benzyl ring structures with or without substitutions and are described in detail herein. Also provided are methods for the treatment and/or prevention of one or more metabolic disorders, for example, obesity or diabetes, utilizing fatostatin A and/or a derivative and/or analog thereof and/or the A-B-C tripartite compounds.

Claims (66)

1. A compound having the chemical structure:

wherein

X is CH or C-OMe;

R 1 is H, Et, OMe or n-propyl;

Y is CH or

R 2 is OH, OMe, OEt, or -NHR 3 ;

R 3 is H, methyl, ethyl, or isopropyl;

R 4 is H, Me, F, or Cl; and

R 5 is Cl, Br, OBz, OH, OCH 2 COOMe, F, Me, NH 2 , NH-i-Pr, NHCOMe, NHSO 2 Me, NHBn,

 OMe, NHBoc,

 NHTs,

 wherein when R 4 is H, R 5 is OBz, OH

OCH 2 COOMe NH-i-Pr, NHCOMe, NHSO Me NHBn,

 OMe, NHBoc,

 NHTs,

2. The compound of claim 1 , wherein R 3 is isopropyl.

3. The compound of claim 1 , wherein R 4 is H.

4. The compound of claim 1 , wherein R 5 is Cl, F, or Me.

5. The compound of claim 1 , wherein Y is CH.

6. The compound of claim 1 , wherein the chemical structure is:

wherein

X is CH or C-OMe;

R 1 is H, Et, OMe or n-propyl;

R 4 is H, Me, F, or Cl; and

R 5 is Cl, Br, OBz, OH, OCH 2 COOMe, F, Me, NH 2 , NH-i-Pr, NHCOMe, NHSO 2 Me, NHBn,

 OMe, NHBoc

 NHTs

 wherein when R 4 is H, R 5 is OBz, OH,

OCH 2 COOMe NH-i-Pr, NHCOMe, NHSO 2 Me, NHBn,

 OMe,NHBoc,

 NHTs

7. The compound of claim 6 , wherein X is C-OMe and R 1 is OMe.

8. The compound of claim 6 , wherein X is CH and R 1 is H.

9. The compound of claim 6 , wherein R 5 is Cl, F, or Me.

10. The compound of claim 1 , wherein the chemical structure is:

wherein

Y is CH or

R 2 is OH, OMe, OEt, or -NHR 3 ;

R 3 is H, methyl, ethyl, or isopropyl;

R 4 is H, Me, F, or 01 ; and

R 5 is Cl, Br, OBz, OH, OCH 2 COOMe, F, Me, NH 2 , NH-i-Pr,

NHCOMe, NHSO 2 Me, NHBn,

 OMe, NHBoc

 NHTs,

 wherein when R 4 is H, R 5 is OBz, OH,

OCH 2 COOMe NH-i-Pr, NHCOMe,NHSO 2, NHBn,

 OMe, NHBoc,

 NHTs,

11. The compound of claim 10 , wherein R 3 is isopropyl.

12. The compound of claim 10 , wherein R 5 is Cl, F, or Me.

13. The compound of claim 10 , wherein Y is CH.

14. The compound of claim 1 , wherein the chemical structure is:

wherein

R 2 is OH, OMe, OEt, or -NHR 3 ;

R 3 is H, methyl, ethyl, or isopropyl;

R 4 is H, Me, F, or Cl; and

R 5 is Cl, Br, OBz, OH, OCH 2 COOMe, OCH 2 COOH, F, Me, NH 2 , NH-i-Pr, NHCOMe, NHSO 2 Me, NHBn,

 OMe, NHBoc,

 OMe, NHBoc,

 NHTs,

15. The compound of claim 14 , wherein R 3 is isopropyl.

16. The compound of claim 14 , wherein R 5 is Cl, F, or Me.

17. A pharmaceutical composition comprising the compound of claim 1 and a pharmaceutically acceptable excipient.

18. A kit comprising:

the compound of claim 1 ; and

a container housing the compound.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 14, 2019
From: UESUGI, MOTONARI
To: BAYLOR COLLEGE OF MEDICINE; KYOTO UNIVERSITY
Reel/Frame 049177/0446 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 14, 2019
From: WATANABE, MIZUKI
To: KYOTO UNIVERSITY
Reel/Frame 049177/0483 →
ASSIGNMENT OF JOINT INTEREST WITH ASSIGNOR Recorded May 14, 2019
From: BAYLOR COLLEGE OF MEDICINE
To: KYOTO UNIVERSITY
Reel/Frame 049179/0546 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2015
From: WAKIL, SALIH J.; ABU-ELHEIGA, LUTFI
To: BAYLOR COLLEGE OF MEDICINE
Reel/Frame 036783/0281 →
Continuity (5)
Continuation In Part 13484685 · May 31, 2012
Continuation 12024530 · Feb 1, 2008
Provisional Application 61012310 · Dec 7, 2007
Provisional Application 60887994 · Feb 2, 2007
Related Publication 20140303213A1 · Oct 9, 2014