IP Library Granted Patent US 7,842,703
Granted Patent B2
US 7,842,703 · App. 12/067,879 · Granted Nov 30, 2010

Substituted benzofused derivatives and their use as vanilloid receptor ligands

Assignee: Glenmark Pharmaceuticals S.A.
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Quick Facts
Patent No.
US 7,842,703
App. No.
12/067,879
Granted
Nov 30, 2010
Kind
B2
Abstract

The present invention relates to substituted benzofused derivatives, which can be used as vanilloid receptor ligands, method of treating diseases, conditions and/or disorders modulated by vanilloid receptors with them, and processes for preparing them.

Claims (42)

1. The compound (±) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof.

2. The compound (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof.

3. The compound (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea hydrochloride.

4. The compound (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea sulfate.

5. A pharmaceutical composition comprising (±) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

6. A pharmaceutical composition comprising (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-(isoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

7. The pharmaceutical composition of claim 6 , wherein the pharmaceutical composition comprises (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea hydrochloride.

8. The pharmaceutical composition of claim 6 , wherein the pharmaceutical composition comprises (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea sulfate.

9. A method of treating pain in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 1 .

10. A method of treating pain in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

11. A method of treating pain in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 3 .

12. A method of treating pain in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 4 .

13. The method of claim 9 , wherein the pain is osteoarthritic pain.

14. The method of claim 10 , wherein the pain is osteoarthritic pain.

15. The method of claim 11 , wherein the pain is osteoarthritic pain.

16. The method of claim 12 , wherein the pain is osteoarthritic pain.

17. The compound 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof.

18. A pharmaceutical composition comprising 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(isoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

19. A method of treating a vanilloid receptor mediated disease, disorder or syndrome in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 1 ,

wherein the vanilloid receptor mediated disease, disorder or syndrome is gastro-esophageal reflux disease, cystitis, inflammatory pain, urinary incontinence, irritable bowel syndrome, cough, anxiety or non-allergic rhinitis.

20. A method of treating gastro-esophageal reflux disease in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

21. A method of treating cystitis in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

22. A method of treating inflammatory pain in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

23. A method of treating urinary incontinence in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

24. A method of treating irritable bowel syndrome in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

25. A method of treating a cough in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

26. A method of treating anxiety in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

27. A method of treating non-allergic rhinitis in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 2 .

28. The compound (±) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(2-oxoisoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof.

29. The compound (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(2-oxoisoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof.

30. A pharmaceutical composition comprising (±) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(2-oxoisoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

31. A pharmaceutical composition comprising (+) 1-(3,4-dihydro-spiro-[2H-1-benzopyran-2,1′-cyclobutane]-4-yl)-3-(2-oxoisoquinolin-5-yl)urea, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

32. A method of treating a vanilloid receptor mediated disease, disorder or syndrome in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 28 ,

wherein the vanilloid receptor mediated disease, disorder or syndrome is gastro-esophageal reflux disease, cystitis, inflammatory pain, urinary incontinence, irritable bowel syndrome, cough, anxiety or non-allergic rhinitis.

33. A method of treating gastro-esophageal reflux disease in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

34. A method of treating cystitis in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

35. A method of treating inflammatory pain in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

36. A method of treating urinary incontinence in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

37. A method of treating irritable bowel syndrome in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

38. A method of treating a cough in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

39. A method of treating anxiety in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

40. A method of treating non-allergic rhinitis in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to claim 29 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2010
From: KADAM, SURESH MAHADEV
To: GLENMARK PHARMACEUTICALS S.A.
Reel/Frame 024762/0250 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 25, 2008
From: GHARAT, LAXMIKANT ATMARAM; JOSHI, UDAY MUKUND; KHAIRATKAR-JOSHI, NEELIMA
To: GLENMARK PHARMACEUTICALS S.A.
Reel/Frame 020695/0355 →
Priority Claims (2)
IN 1269/MUM/2005 · Oct 7, 2005 · national
IN 996/MUM/2006 · Jun 26, 2006 · national
Continuity (3)
Provisional Application 6073066000 · Oct 26, 2006
Provisional Application 6080720500 · Jul 13, 2006
Related Publication 20080269253A1 · Oct 30, 2008