IP Library Granted Patent US 8,598,205
Granted Patent B2
US 8,598,205 · App. 13/439,379 · Granted Dec 3, 2013

Modulators of cystic fibrosis transmembrane conductance regulator

Inventors: Hayley Binch (Encinitas, CA); Lev T. D. Fanning (San Marcos, CA); Dennis Hurley (San Marcos, CA); Urvi Sheth (San Diego, CA); Alina Silina (San Diego, CA); Xiaoqing Yang (San Diego, CA); Martyn Botfield (Concord, MA); Peter D. J. Grootenhuis (San Diego, CA); Fredrick Van Goor (San Diego, CA); Mehdi Michel Djamel Numa (San Diego, CA)
Assignee: Vertex Pharmaceuticals Incorporated
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Quick Facts
Patent No.
US 8,598,205
App. No.
13/439,379
Granted
Dec 3, 2013
Kind
B2
Abstract

The present invention relates to modulators of cystic fibrosis transmembrane conductance regulator (“CFTR”), compositions thereof, and methods therewith. The present invention also relates to methods of treating diseases using modulators of CFTR.

Claims (36)

1. A compound of Formula (I):

or pharmaceutically acceptable salts thereof, wherein:

ring A is selected from:

wherein:

R 1 is —CF 3 , —CN, or —C≡CCH 2 N(CH 3 ) 2 ;

R 2 is hydrogen, —CH 3 , —CF 3 , —OH, or —CH 2 OH;

R 3 is hydrogen, —CH 3 , —OCH 3 , or —CN;

provided that both R 2 and R 3 are not simultaneously hydrogen.

2. The compound according to claim 1 , wherein ring A is

3. The compound according to claim 1 , wherein ring A is

4. The compound according to claim 1 , wherein ring A is

5. The compound according to claim 1 , wherein ring A is

6. The compound according to claim 1 , wherein R 1 is —CF 3 .

7. The compound according to claim 1 , wherein R 1 is —CN.

8. The compound according to claim 1 , wherein R 1 is —C≡CCH 2 N(CH 3 ) 2 .

9. The compound according to any one of claims 6 - 8 , wherein R 2 is hydrogen.

10. The compound according to any one of claims 6 - 8 , wherein R 2 is —CH 3 .

11. The compound according to any one of claims 6 - 8 , wherein R 2 is —CF 3 .

12. The compound according to any one of claims 6 - 8 , R 2 is —OH.

13. The compound according to any one of claims 6 - 8 , wherein R 2 is —CH 2 OH.

14. The compound according to claim 9 , wherein R 3 is —CH 3 .

15. The compound according to claim 9 , wherein R 3 is —OCH 3 .

16. The compound according to claim 9 , wherein R 3 is —CN.

17. A compound selected from

18. A pharmaceutical composition comprising a compound according to claim 1 and a pharmaceutically acceptable carrier or adjuvant.

19. The pharmaceutical composition according to claim 18 , further comprising an additional agent selected from a mucolytic agent, a bronchodialator, an antibiotic, an anti-infective agent, an anti-inflammatory agent, a CFTR modulator other than a compound of Formula (I), or a nutritional agent.

20. The pharmaceutical composition according to claim 19 , wherein said additional agent is a CFTR modulator other than a compound of Formula (I).

21. A kit for use in measuring the activity of CFTR or a fragment thereof in a biological sample in vitro or in vivo, comprising:

(i) a composition comprising a compound of Formula (I) according to claim 1 ;

(ii) instructions for:

a) contacting the composition with the biological sample;

b) measuring activity of said CFTR or a fragment thereof.

22. The kit of claim 21 , further comprising instructions for:

a) contacting an additional composition with the biological sample;

b) measuring the activity of said CFTR or a fragment thereof in the presence of said additional compound, and

c) comparing the activity of the CFTR in the presence of the additional compound with the density of CFTR in the presence of a composition of Formula (I).

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Oct 14, 2016
From: MACQUARIE US TRADING LLC
To: VERTEX PHARMACEUTICALS INCORPORATED; VERTEX PHARMACEUTICALS (SAN DIEGO) LLC
Reel/Frame 040357/0001 →
ASSIGNEE CHANGE OF ADDRESS Recorded Feb 12, 2016
From: VERTEX PHARMACEUTICALS INCORPORATED
To: VERTEX PHARMACEUTICALS INCORPORATED
Reel/Frame 037809/0593 →
SECURITY INTEREST Recorded Jul 10, 2014
From: VERTEX PHARMACEUTICALS INCORPORATED; VERTEX PHARMACEUTICALS (SAN DIEGO) LLC
To: MACQUARIE US TRADING LLC
Reel/Frame 033292/0311 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2012
From: BINCH, HAYLEY; FANNING, LEV T.D.; HURLEY, DENNIS; SHETH, URVI; SILINA, ALINA; YANG, XIAOQING; BOTFIELD, MARTYN; GROOTENHUIS, PETER D.J.; VAN GOOR, FREDRICK; NUMA, MEHDI MICHEL DJAMEL
To: VERTEX PHARMACEUTICALS INCORPORATED
Reel/Frame 027989/0572 →
Continuity (3)
Continuation 12605053 · Oct 23, 2009
Provisional Application 61107830 · Oct 23, 2008
Related Publication 20120208841A1 · Aug 16, 2012