IP Library Granted Patent US 10,092,570
Granted Patent B2
US 10,092,570 · App. 15/673,529 · Granted Oct 9, 2018

Heterocyclylamines as PI3K inhibitors

Inventors: Yun-Long Li (Chadds Ford, PA); Wenqing Yao (Chadds Ford, PA); Andrew P. Combs (Kennett Square, PA); Eddy W. Yue (Landenberg, PA); Song Mei (Wilmington, DE); Wenyu Zhu (Media, PA); Joseph Glenn (Mount Royal, NJ); Thomas P. Maduskuie, Jr. (Wilmington, DE); Richard B. Sparks (Wilmington, DE); Brent Douty (Fallowfield, PA); Chunhong He (Chadds Ford, PA)
Assignees: Incyte Holdings Corporation; Incyte Corporation
A61K31/519C07D471/04C07D487/04C07D519/00
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Quick Facts
Patent No.
US 10,092,570
App. No.
15/673,529
Granted
Oct 9, 2018
Kind
B2
Abstract

The present invention provides heterocyclylamine derivatives of Formula I: wherein the variables are defined herein, that modulate the activity of phosphoinositide 3-kinases (PI3Ks) and are useful in the treatment of diseases related to the activity of PI3Ks including, for example, inflammatory disorders, immune-based disorders, cancer, and other diseases.

Claims (20)

1. A compound, which is 5-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one, or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , which is (R)-5-{3-[(R)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one, or a pharmaceutically acceptable salt thereof.

3. The compound of claim 1 , which is (R)-5-{3-[(S)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one, or a pharmaceutically acceptable salt thereof.

4. The compound of claim 1 , which is (S)-5-{3-[(S)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one, or a pharmaceutically acceptable salt thereof.

5. The compound of claim 1 , which is (S)-5-{3-[(R)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one, or a pharmaceutically acceptable salt thereof.

6. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

7. A pharmaceutical composition comprising a compound of claim 2 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

8. A pharmaceutical composition comprising a compound of claim 3 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

9. A pharmaceutical composition comprising a compound of claim 4 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

10. A pharmaceutical composition comprising a compound of claim 5 , or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

11. A compound, which is 5-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one.

12. The compound of claim 11 , which is (R)-5-{3-[(R)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one.

13. The compound of claim 11 , which is (R)-5-{3-[(S)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one.

14. The compound of claim 11 , which is (S)-5-{3-[(S)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one.

15. The compound of claim 11 , which is (S)-5-{3-[(R)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}-1,3-oxazolidin-2-one.

16. A pharmaceutical composition comprising a compound of claim 11 and at least one pharmaceutically acceptable carrier.

17. A pharmaceutical composition comprising a compound of claim 12 at least one pharmaceutically acceptable carrier.

18. A pharmaceutical composition comprising a compound of claim 13 and at least one pharmaceutically acceptable carrier.

19. A pharmaceutical composition comprising a compound of claim 14 and at least one pharmaceutically acceptable carrier.

20. A pharmaceutical composition comprising a compound of claim 15 and at least one pharmaceutically acceptable carrier.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2017
From: LI, YUN-LONG; YAO, WENQING; COMBS, ANDREW P.; YUE, EDDY W.; MEI, SONG; ZHU, WENYU; GLENN, JOSEPH; MADUSKUIE, THOMAS P.; SPARKS, RICHARD B.; DOUTY, BRENT; HE, CHUNHONG
To: INCYTE CORPORATION
Reel/Frame 043509/0702 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2017
From: INCYTE CORPORATION
To: INCYTE HOLDINGS CORPORATION; INCYTE CORPORATION
Reel/Frame 043509/0775 →
Continuity (6)
Continuation 14872881 · Oct 1, 2015
Continuation 13601349 · Aug 31, 2012
Provisional Application 61677445 · Jul 30, 2012
Provisional Application 61594882 · Feb 3, 2012
Provisional Application 61530866 · Sep 2, 2011
Related Publication 20170340641A1 · Nov 30, 2017
Cited By (2)
US 12,201,636 US 12,226,418