IP Library Granted Patent US 9,822,120
Granted Patent B2
US 9,822,120 · App. 15/037,923 · Granted Nov 21, 2017

Protein kinase inhibitors

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,822,120
App. No.
15/037,923
Granted
Nov 21, 2017
Kind
B2
Abstract

The present invention relates to a novel family of protein kinase inhibitors of Formula I: as well as to the processes of preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of proliferative, inflammatory, autoimmune or infectious diseases, disorders, or conditions in which protein kinase activity is implicated.

Claims (139)

1. A compound of Formula I:

or pharmaceutically acceptable salt, solvate, solvate of salt, stereoisomer, tautomer, isotope, or complex thereof, wherein

X is

1) CH;

R is

1) hydrogen,

2) alkyl,

3) heteroalkyl,

4) carbocyclyl,

5) heterocyclyl,

6) aryl, or

7) heteroaryl,

wherein the alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl are optionally substituted;

Y is

E is oxygen;

Z is

W is

1)—OCH 2 R 1 or

2)—CH 2 OR 1 ,

wherein Y-E-Z-W is

R 1 is substituted or unsubstituted 5-membered heteroaryl;

X 1 and X 2 are independently hydrogen or halogen;

m is an integer from 0 to 4;

m′ is an integer from 0 to 4.

2. The compound according to claim 1 , wherein R is selected from the group consisting of:

3. The compound according to claim 1 , wherein Z is

4. The compound according to claim 1 , wherein Y is

5. The compound according to claim 1 , wherein W is

6. A compound of Formula II:

or a pharmaceutically acceptable salt, solvate, solvate of salt, stereoisomer, tautomer, isotope, or complex thereof wherein R is selected from the group consisting of:

1) hydrogen,

2) alkyl,

3) heteroalkyl,

4) carbocyclyl,

5) heterocyclyl,

6) aryl, or

7) heteroaryl,

wherein the alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl are optionally substituted;

wherein W is selected from the group consisting of:

7. The compound according to claim 6 , wherein R is selected from the group consisting of:

8. A compound selected from the group consisting of:

Com-

pound

Structure

 1

 2

 3

 4

 5

 6

 7

 8

 9

10

11

12

13

14

15

16

17

18

19

20

21

22

23

24

25

26

27

28

29

30

31

32

33

34

35

or pharmaceutically acceptable salt, solvate, solvate of salt, stereoisomer, tautomer, isotope, or complex thereof.

9. A process for producing a compound according to claim 1 , wherein the process comprises the following steps:

10. A process for producing a compound according to claim 1 , wherein the process comprises the following steps:

11. A pharmaceutical composition comprising a compound according to claim 1 , or a pharmaceutically acceptable salt, solvate, solvate of salt, stereoisomer, tautomer, isotope, or complex thereof, and at least one pharmaceutically acceptable carrier, diluents, or excipient.

12. A compound of Formula I:

or pharmaceutically acceptable salt, solvate, solvate of salt, stereoisomer, tautomer, isotope, or complex thereof, wherein

X is

1) CH;

R is

1) hydrogen,

2) alkyl,

3) heteroalkyl,

4) carbocyclyl,

5) heterocyclyl,

6) aryl, or

7) heteroaryl,

wherein the alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl are optionally substituted;

Y is

E is oxygen;

Z is

W is

1)—OCH 2 R 1 or

2)—CH 2OR 1,

wherein Y-E-Z W is

R 1 is substituted or unsubstituted aryl;

X 1 and X 2 are independently hydrogen or halogen;

m is an integer from 0 to 4;

m′ is an integer from 0 to 4.

13. The compound according to claim 12 , wherein R is selected from the group consisting of:

14. The compound according to claim 12 , wherein Z is

15. The compound according to claim 12 , wherein Y is

16. The compound according to claim 12 , wherein W is

17. A compound of Formula I:

or pharmaceutically acceptable salt, solvate, solvate of salt, stereoisomer, tautomer, isotope, or complex thereof, wherein

X is

1) CH;

R is

1) hydrogen,

2) alkyl,

3) heteroalkyl,

4) carbocyclyl,

5) heterocyclyl,

6) aryl, or

7) heteroaryl,

wherein the alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl are optionally substituted;

Y is

E is oxygen;

Z is

W is

1)—OCH 2 R 1 or

2)—CH 2 OR 1 ,

wherein Y-E-Z-W is

R 1 is substituted or unsubstituted 6-membered heteroaryl;

X 1 and X 2 are independently hydrogen or halogen;

m is an integer from 0 to 4;

m′ is an integer from 0 to 4.

18. The compound according to claim 17 , wherein R is selected from the group consisting of:

19. The compound according to claim 17 , wherein Z is

20. The compound according to claim 17 , wherein Y is

21. The compound according to claim 1 , wherein W is selected from the group consisting of

Assignments (4)
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY COLLATERAL AT REEL/FRAME NO. 49081/0335 Recorded May 3, 2024
From: MIDCAP FINANCIAL TRUST, AS AGENT
To: GOSSAMER BIO, INC.; GOSSAMER BIO SERVICES, INC.; GB001, INC.; GB002, INC.; GB003, INC.; GB004, INC.; GB005, INC.; GB007, INC.; GB008, INC.
Reel/Frame 067310/0307 →
SECURITY INTEREST Recorded May 3, 2019
From: GOSSAMER BIO, INC.; GOSSAMER BIO SERVICES, INC.; GB001, INC.; GB002, INC.; GB003, INC.; GB004, INC.; GB005, INC.; GB006, INC.; GB007, INC.
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 049081/0335 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 23, 2019
From: PHARMASCIENCE INC.
To: GB005, INC.
Reel/Frame 048113/0422 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 26, 2016
From: LAURENT, ALAIN; ROSE, YANNICK
To: PHARMASCIENCE INC.
Reel/Frame 038730/0470 →