IP Library Granted Patent US 9,447,102
Granted Patent B2
US 9,447,102 · App. 14/412,982 · Granted Sep 20, 2016

Protein kinase inhibitors

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Quick Facts
Patent No.
US 9,447,102
App. No.
14/412,982
Granted
Sep 20, 2016
Kind
B2
Abstract

The present invention relates to a novel family of inhibitors of protein kinase of formula 1 and process for their production and pharmaceutical compositions thereof. In particular, the present invention relates to inhibitors of the members of the Tec, Src and Btk protein kinase families.

Claims (42)

1. A compound of Formula 1:

wherein

R is selected from the group consisting of:

1) hydrogen,

2) alkyl,

3) heteroalkyl,

4) carbocyclyl,

5) heterocyclyl,

wherein the alkyl, heteroalkyl, carbocyclyl and heterocyclyl may be further substituted;

Y is

E is oxygen,

Z is

wherein Y-E-Z-W is

X 1 and X 2 are independently selected from hydrogen and halogen;

n is an integer from 0 to 2;

m is an integer from 0 to 2;

m′ is an integer from 0 to 2;

W is selected from the group consisting of:

1) halogen,

2) aralkyl,

3) heteroaralkyl,

4) —OR 3 ,

5) —OC(O)R 4 ,

6) —OC(O)NR 5 R 6 ,

7) —CH 2 O—R 4 ,

8) —NR 5 R 6

9) —NR 2 C(O)R 4 ,

10) —NR 2 S(O) n R 4 ,

11) —NR 2 C(O)NR 5 R 6 ,

wherein the aralkyl and heteraralkyl may be further substituted;

R 2 is selected from the group consisting of hydrogen and alkyl;

R 3 is selected from the group consisting of substituted alkyl, unsubstituted alkyl, alkenyl, alkynyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, aralkyl, and heteroaralkyl;

R 4 is selected from the group consisting of substituted alkyl, unsubstituted alkyl, alkenyl, alkynyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, and heteroaryl; and

R 5 and R 6 are (i) independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, and heteroaryl; or

(ii) fused to form a 3 to 8 membered heterocyclyl ring system; or

a pharmaceutically acceptable salt, solvate or solvate of a salt thereof.

2. The compound according to claim 1 , wherein W is —OR′ and R 3 is selected from the group consisting of substituted aralkyl, unsubstituted aralkyl, substituted heteroaralkyl and/or unsubstituted heteroaralkyl.

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

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

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

6. The compound according to claim 1 selected from the group consisting of:

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

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 Feb 4, 2019
From: PHARMASCIENCE INC.
To: GB005, INC.
Reel/Frame 048250/0595 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2015
From: LAURENT, ALAIN; ROSE, YANNICK
To: PHARMASCIENCE, INC.
Reel/Frame 034636/0985 →