IP Library Granted Patent US 10,800,783
Granted Patent B2
US 10,800,783 · App. 16/251,032 · Granted Oct 13, 2020

CDK2/4/6 inhibitors

Inventors: Douglas Carl Behenna (San Juan Capistrano, CA); Ping Chen (San Diego, CA); Kevin Daniel Freeman-Cook (Carlsbad, CA); Robert Louis Hoffman (San Diego, CA); Mehran Jalaie (San Diego, CA); Asako Nagata (San Diego, CA); Sajiv Krishnan Nair (Vista, CA); Sacha Ninkovic (La Jolla, CA); Martha Alicia Ornelas (San Diego, CA); Cynthia Louise Palmer (La Mesa, CA); Eugene Yuanjin Rui (San Diego, CA)
Assignee: Pfizer Inc.
C07D487/04C07D401/14C07D471/04
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Quick Facts
Patent No.
US 10,800,783
App. No.
16/251,032
Granted
Oct 13, 2020
Kind
B2
Abstract

This invention relates to compounds of general Formula (I) and pharmaceutically acceptable salts thereof, in which R 1 , R 2 , R 2A , R 2B , R 3 , R 4 , R 5A , R 5B , R 6 , R 7 , R 8 , R 9 , p, q and r are as defined herein, to pharmaceutical compositions comprising such compounds and salts, and to methods of using such compounds, salts and compositions for the treatment of abnormal cell growth, including cancer.

Claims (28)

1. A compound of Formula (VI):

or a pharmaceutically acceptable salt thereof, wherein:

R 2A and R 2B are independently H, OH or C 1 -C 4 alkyl, provided at least one of R 2A and R 2B is not H;

R 3 is C 1 -C 4 fluoroalkyl, where said C 1 -C 4 fluoroalkyl is optionally substituted by OH;

R 4 is H;

R 5A is SO 2 R 7 ; and

R 7 is C 1 -C 4 alkyl.

2. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 2A is OH and R 2B is CH 3 .

3. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 3 is C 1 -C 2 fluoroalkyl.

4. The compound of claim 3 , or a pharmaceutically acceptable salt thereof, wherein R 3 is CF 2 H or CH 2 CF 2 H.

5. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 7 is CH 3 .

6. A pharmaceutical composition comprising the compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier or excipient.

7. A compound of Formula (VI-B):

or a pharmaceutically acceptable salt thereof, wherein:

R 2A and R 2B are independently H, OH or C 1 -C 4 alkyl, provided at least one of R 2A and R 2B is not H;

R 3 is C 1 -C 4 fluoroalkyl, where said C 1 -C 4 fluoroalkyl is optionally substituted by OH;

R 4 is H;

R 5A is SO 2 R 7 ; and

R 7 is C 1 -C 4 alkyl.

8. The compound of claim 7 , or a pharmaceutically acceptable salt thereof, wherein R 2A is OH and R 2B is CH 3 .

9. The compound of claim 7 , or a pharmaceutically acceptable salt thereof, wherein R 3 is C 1 -C 2 fluoroalkyl.

10. The compound of claim 9 , or a pharmaceutically acceptable salt thereof, wherein R 3 is CF 2 H or CH 2 CF 2 H.

11. The compound of claim 7 , or a pharmaceutically acceptable salt thereof, wherein R 7 is CH 3 .

12. A pharmaceutical composition comprising the compound of claim 7 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier or excipient.

13. 6-(difluoromethyl)-8-[(1R,2R)-2-hydroxy-2-methylcyclopentyl]-2-{[1-(methylsulfonyl)piperidin-4-yl]amino}pyrido[2, 3-d]pyrimidin-7(8H)-one.

14. A pharmaceutical composition comprising the compound of claim 13 and a pharmaceutically acceptable carrier or excipient.

15. A pharmaceutically acceptable salt of 6-(difluoromethyl)-8-[(1R,2R)-2-hydroxy-2-methylcyclopentyl]-2-{[1-(methylsulfonyl)piperidin-4-yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one.

16. A pharmaceutical composition comprising the pharmaceutically acceptable salt of claim 15 and a pharmaceutically acceptable carrier or excipient.

Assignments (1)
ASSIGNEE ADDRESS CORRECTION Recorded Mar 20, 2023
From: PFIZER INC.
To: PFIZER INC.
Reel/Frame 063119/0087 →
Continuity (4)
Continuation 15664265 · Jul 31, 2017
Provisional Application 62371602 · Aug 15, 2016
Provisional Application 62533347 · Jul 17, 2017
Related Publication 20190135817A1 · May 9, 2019