IP Library Granted Patent US 9,150,581
Granted Patent B2
US 9,150,581 · App. 14/368,111 · Granted Oct 6, 2015

Nicotinic receptor compounds

Inventors: Frank Ivy Carroll (Durham, NC); Pauline Wanjiku Ondachi (Raleigh, NC); Hernan A. Navarro (Chapel Hill, NC); M. Imad Damaj (Richmond, VA); James H. Woods (Ann Arbor, MI); Emily M. Jutkiewicz (Ann Arbor, MI)
Assignees: RESEARCH TRIANGLE INSTITUTE; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; VIRGINIA COMMONWEALTH UNIVERSITY
C07D487/08
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Quick Facts
Patent No.
US 9,150,581
App. No.
14/368,111
Granted
Oct 6, 2015
Kind
B2
Abstract

Compounds and compositions for promoting smoking cessation or decreasing tobacco use or nicotine addiction are provided. The compounds are 2′-fluoro-3′-(substituted phenyl) deschloroepibatidine analogs. The compounds have been found to modulate neuronal nicotine acetylcholine receptors and are useful in methods for the treatment of conditions or disorders influenced by the modulation of neuronal nicotinic acetylcholine receptors.

Claims (22)

1. A compound represented by formula (I)

wherein X is H and Y is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 ; or X is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 , and Y is H; or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , wherein X is H and Y is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 , or a pharmaceutically acceptable salt thereof.

3. The compound of claim 1 , wherein X is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 , and Y is H, or a pharmaceutically acceptable salt thereof.

4. The compound of claim 1 , wherein X is —SO 2 CH 3 and Y is H, or a pharmaceutically acceptable salt thereof.

5. The compound of claim 1 , wherein X is —SO 2 NH 2 and Y is H, or a pharmaceutically acceptable salt thereof.

6. The compound of claim 1 , wherein X is —SO 2 CF 3 and Y is H, or a pharmaceutically acceptable salt thereof.

7. A composition comprising a compound according to claim 1 and a pharmaceutically acceptable carrier.

8. A method of treating nicotine addiction, comprising administering an effective amount of a composition of claim 7 to a subject in need thereof.

9. A method for selectively modulating the function of a nicotinic acetylcholine receptor comprising administering to a subject in need thereof an effective amount of a composition of claim 7 .

10. The method of claim 9 , wherein the selective modulation comprises inactivation of the function of one or more nicotinic acetylcholine receptor subtype as an antagonist.

11. A method for treating a subject having a condition or disorder selected from smoking addiction, nicotine addiction, or pain, the method comprising administering to said subject having or susceptible to said condition or disorder an effective amount of a compound represented by formula (I)

wherein X is H and Y is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 ; or X is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 , and Y is H; or a pharmaceutically acceptable salt thereof.

12. The method of claim 11 , wherein X is H and Y is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 , or a pharmaceutically acceptable salt thereof.

13. The method of claim 11 , wherein X is —SO 2 CH 3 , —SO 2 NH 2 , or —SO 2 CF 3 , and Y is H, or a pharmaceutically acceptable salt thereof.

14. The method of claim 11 , wherein X is —SO 2 CH 3 and Y is H, or a pharmaceutically acceptable salt thereof.

15. The method of claim 11 , wherein X is —SO 2 NH 2 and Y is H, or a pharmaceutically acceptable salt thereof.

16. The method of claim 11 , wherein X is —SO 2 CF 3 and Y is H, or a pharmaceutically acceptable salt thereof.

17. The compound of claim 1 , wherein Y is —SO 2 CH 3 and X is H, or a pharmaceutically acceptable salt thereof.

18. The compound of claim 1 , wherein Y is —SO 2 NH 2 and X is H, or a pharmaceutically acceptable salt thereof.

19. The compound of claim 1 , wherein Y is —SO 2 CF 3 and X is H, or a pharmaceutically acceptable salt thereof.

20. The method of claim 11 , wherein Y is —SO 2 CH 3 and X is H, or a pharmaceutically acceptable salt thereof.

Assignments (1)
CONFIRMATORY LICENSE Recorded Apr 1, 2015
From: RESEARCH TRIANGLE INSTITUTE
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 035353/0992 →
Continuity (2)
Provisional Application 61580853 · Dec 28, 2011
Related Publication 20140357674A1 · Dec 4, 2014