IP Library Granted Patent US 6,867,219
Granted Patent B2
US 6,867,219 · App. 10/210,781 · Granted Mar 15, 2005

Antitumor agents

Assignee: Wayne State University
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Quick Facts
Patent No.
US 6,867,219
App. No.
10/210,781
Granted
Mar 15, 2005
Kind
B2
Abstract

The invention provides compounds of formula I: wherein Y is F, Cl, Br, methyl or methoxy; and pharmaceutically acceptable salts thereof. The compounds are effective antitumor agents. The invention also provides pharmaceutical compositions comprising a compound of formula I or a salt thereof, intermediates useful for preparing a compound of formula I, and therapeutic methods comprising administering a compound of formula I or a salt thereof to a mammal in need thereof.

Claims (34)

1. A compound of formula I:

wherein Y is F, Cl, Br, methyl or methoxy; or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , wherein Y is F.

3. The compound of claim 1 , wherein Y is Cl.

4. The compound of claim 1 , wherein Y is Br.

5. The compound of claim 1 , wherein Y is —OMe.

6. The compound of claim 1 , wherein Y is methyl.

7. The compound of claim 1 , wherein the 2-carbon atom of acetic acid is substituted with a methyl group in the (R) configuration.

8. The compound of claim 1 , wherein the 2-carbon atom of acetic acid is substituted with a methyl group in the (S) configuration.

9. A compound of claim 1 which is 2-[4-(7-chloroquinolin-2-yloxy)phenoxy]propanoic acid.

10. A compound of claim 1 which is (R) 2-[4-(7-chloroquinolin-2-yloxy)phenoxy]propanoic acid.

11. A composition comprising a compound of, formula (I):

wherein Y is F, Cl, Br, methyl or methoxy; or a pharmaceutically acceptable salt thereof, in combination with a pharmaceutically acceptable diluent or carrier.

12. A therapeutic method to treat cancer in a mammal, comprising administering to a mammal in need of such therapy an effective amount of a compound of, formula (I):

wherein Y is F, Cl, Br, methyl or methoxy; or a pharmaceutically acceptable salt thereof.

13. The composition of claim 11 , wherein Y is F.

14. The composition of claim 11 , wherein Y is Cl.

15. The composition of claim 11 , wherein Y is Br.

16. The composition of claim 11 , wherein Y is —OMe.

17. The composition of claim 11 , wherein Y is methyl.

18. The composition of claim 11 , wherein the 2-carbon atom of acetic acid is substituted with a methyl group in the (R) configuration.

19. The composition of claim 11 , wherein the 2-carbon atom of acetic acid is substituted with a methyl group in the (S) configuration.

20. The composition of claim 11 , wherein the compound of formula (I) is 2-[4-(7-chloroquinolin-2-yloxy)phenoxy]propanoic acid.

21. The composition of claim 11 , wherein the compound of formula (I) is (R) 2-[4-(7-chloroquinolin-2-yloxy)phenoxy]propanoic acid.

22. The method of claim 12 , wherein Y is F.

23. The method of claim 12 , wherein Y is Cl.

24. The method of claim 12 , wherein Y is Br.

25. The method of claim 12 , wherein Y is —OMe.

26. The method of claim 12 , wherein Y is methyl.

27. The method of claim 12 , wherein the 2-carbon atom of acetic acid is substituted with a methyl group in the (R) configuration.

28. The method of claim 12 , wherein the 2-carbon atom of acetic acid is substituted with a methyl group in the (S) configuration.

29. The method of claim 12 , wherein the compound of formula (I) is 2-[4-(7-chloroquinolin-2-yloxy)phenoxy]propanoic acid.

30. The method of claim 12 , wherein the compound of formula (I) is (R) 2-[4-(7-chloroquinolin-2-yloxy)phenoxy]propanoic acid.

31. The method of claim 12 , wherein the cancer is colon cancer, breast cancer, melanoma, pancreatic cancer or leukemia.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jul 30, 2012
From: WAYNE STATE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 028670/0463 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 25, 2002
From: HORWITZ, JEROME P.; HAZELDINE, STUART T.; CORBETT, THOMAS H.; POLIN, LISA
To: WAYNE STATE UNIVERSITY
Reel/Frame 013528/0442 →
Continuity (2)
Provisional Application 6030914400 · Jul 31, 2001
Related Publication 20030144321A1 · Jul 31, 2003