IP Library Granted Patent US 9,006,260
Granted Patent B2
US 9,006,260 · App. 13/619,160 · Granted Apr 14, 2015

Spirocycles as inhibitors of 11-beta hydroxyl steroid dehydrogenase type 1

Inventors: Wenqing Yao (Kennett Square, PA); Jincong Zhuo (Garnet Valley, PA); Colin Zhang (Ambler, PA)
Assignee: Incyte Corporation
C07D471/10
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Quick Facts
Patent No.
US 9,006,260
App. No.
13/619,160
Granted
Apr 14, 2015
Kind
B2
Abstract

The present invention relates to certain spirocyclic compounds that are inhibitors of 11-β hydroxyl steroid dehydrogenase type 1 (11βHSD1), compositions containing the same, and methods of using the same for the treatment of diabetes, obesity and other diseases.

Claims (22)

1. A compound of Formula II:

R 1 is F, Cl, Br, or I; and

R 2 and R 3 are independently selected from H, C 1-6 alkyl and C 3-7 cycloalkyl;

or a pharmaceutically acceptable salt thereof.

2. A compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 1 is F or Cl.

3. A compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 2 and R 3 are independently selected from H and C 1-4 alkyl.

4. A compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein at least one of R 2 and R 3 is other than H.

5. A compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 1 is F or C 1 , R 2 and R 3 are independently selected from H and C 1-4 alkyl, and at least one of R 2 and R 3 is other than H.

6. A pharmaceutical composition comprising a compound according to claim 1 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

7. A pharmaceutical composition comprising a compound according to claim 1 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

8. A method of treating type II diabetes in a patient comprising administering to said patient a therapeutically effective amount of a compound of claim 1 , or a pharmaceutically acceptable salt thereof.

9. A method according to claim 8 , wherein the compound is selected from the following compounds, and pharmaceutically acceptable salts thereof:

5-{3-Fluoro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl}-N,N-dimethylpyridine-2-carboxamide;

5-{3-Fluoro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl}-N-methylpyridine-2-carboxamide;

N-Ethyl-5-{3-fluoro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl}pyridine-2-carboxamide; and

5-{3-Chloro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl}-N-ethylpyridine-2-carboxamide.

10. A method according to claim 8 , wherein the compound is the following compound, or a pharmaceutically acceptable salt thereof:

5-{3-Fluoro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl}-N,N-dimethylpyridine-2-carboxamide.

11. A compound according to claim 1 , wherein the compound is:

N-Ethyl-5-{3-fluoro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl}pyridine-2-carboxamide; or a pharmaceutically acceptable salt thereof.

12. A compound according to claim 1 , wherein the compound is:

5-{3-Chloro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl}-N-ethylpyridine-2-carboxamide; or a pharmaceutically acceptable salt thereof.

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY INFORMATION PREVIOUSLY RECORDED ON REEL 035920 FRAME 0576. ASSIGNOR(S) HEREBY CONFIRMS THE RECEIVING PARTY NAME SHOULD BE RECORDED AS TWO PARTIES. Recorded Jul 2, 2015
From: INCYTE CORPORATION
To: INCYTE HOLDINGS CORPORATION; INCYTE CORPORATION
Reel/Frame 036054/0740 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 16, 2015
From: INCYTE CORPORATION
To: INCYTE HOLDINGS CORPORATION AND INCYTE CORPORATION
Reel/Frame 035920/0576 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2013
From: YAO, WENQING; ZHUO, JINCONG; ZHANG, COLIN
To: INCYTE CORPORATION
Reel/Frame 029584/0870 →
Continuity (3)
Continuation 12143427 · Jun 20, 2008
Provisional Application 60945487 · Jun 21, 2007
Related Publication 20130018068A1 · Jan 17, 2013