1,4-pyridone bicyclic heteroaryl compounds

• US 9,701,666 B2
• Filed: 12/20/2013
• Issued: 07/11/2017
• Est. Priority Date: 12/21/2012
• Status: Active Grant

• Current Assignee: Epizyme, Inc. (Ipsen Sa)
• Original Assignee: Epizyme, Inc. (Ipsen Sa)
• Inventors: Kuntz, Kevin W., Campbell, John Emmerson
• Primary Examiner(s): Jarrell, Noble
• Assistant Examiner(s): CARCANAGUE, DANIEL R
• Application Number:
  US14/654,131
• Publication Number:
  US 20150344459A1
• Time in Patent Office: 1,299 Days
• Field of Search: 546300
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 405/14 containing three or more hetero rings
• CPC Class Codes: C07D 471/04 Ortho-condensed systems

Abstract

The present invention relates to 1,4-pyridone bicyclic heteroaryl compounds. The present invention also relates to pharmaceutical compositions containing these compounds and methods of treating cancer by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also relates to the use of such compounds for research or other non-therapeutic purposes.

Claims

1. A compound of Formula (IV) or a pharmaceutically acceptable salt thereof:

6. The compound of claim 1, wherein R₇ is sec-butyl, cyclopentyl, or iso-propyl.

7. The compound of claim 1, wherein R₆ is

11. The compound of claim 6, wherein R₆ is

16. A pharmaceutical composition comprising a compound of claim 1 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.

17. A method of treating lymphoma comprising administering to a subject in need thereof a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof.

18. The method of claim 17, wherein the lymphoma is diffuse large B-cell lymphoma, non-Hodgkin'"'"'s lymphoma or follicular lymphoma.

2. A compound of Formula (V) or a pharmaceutically acceptable salt thereof:

3. A compound of Formula (VI) or a pharmaceutically acceptable salt thereof:

4. The compound of claim 3, wherein the compound is of Formula (VIc):

5. The compound of claim 4, wherein R⁷⁰⁶ is sec-butyl, cyclopentyl, or iso-propyl.

8. The compound of claim 3, wherein R₆ is

9. The compound of claim 4, wherein R₆ is

10. The compound of claim 5, wherein R₆ is

12. The compound of claim 3, wherein R₇ is sec-butyl, cyclopentyl, or iso-propyl.

13. The compound of claim 3, wherein the compound is Compound 1 or 2:

14. A pharmaceutical composition comprising a compound of claim 3, or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.

15. A pharmaceutical composition comprising a compound of claim 13, or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.