IP Library Granted Patent US 8,697,709
Granted Patent B2
US 8,697,709 · App. 13/124,657 · Granted Apr 15, 2014

Fused ring heteroaryl kinase inhibitors

Inventors: Arvin Dar (San Francisco, CA); Kevan M Shokat (San Francisco, CA)
Assignee: The Regents of the University of California
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Quick Facts
Patent No.
US 8,697,709
App. No.
13/124,657
Granted
Apr 15, 2014
Kind
B2
Abstract

Provided herein are fused ring heteroaryl compounds useful in a variety of methods, including reducing the activity of certain kinases and treating certain disease states.

Claims (35)

1. A compound having the formula:

wherein

x is an integer from 0 to 4;

y is an integer from 0 to 5;

ring A is arylene or heteroarylene;

ring B is aryl or heteroaryl;

Z 1 is —N═ or —C(R 22 )═;

Z 2 is —N═ or —C(R 23 )═;

R 1 and R 2 are independently hydrogen, substituted or unsubstituted alkyl, or substituted or unsubstituted heteroalkyl;

R 3 is independently —CN, —CF 3 , —S(O) n R 6 , —N(O) m , —NR 7 R 8 , —C(O)R 9 , —NR 10 —C(O)R 11 , —NR 12 —C(O)—OR 13 , —C(O)NR 14 R 15 , —NR 16 S(O) 2 R 17 , —S(O) 2 NR 18 R 18′ , —OR 19 , halomethyl, unsubstituted alkyl, unsubstituted heteroalkyl, unsubstituted cycloalkyl, unsubstituted aryl, or unsubstituted heteroaryl;

R 22 and R 23 are independently —CN, —CF 3 , —S(O) n R 6 , —N(O) m , —NR 7 R 8 , —C(O)R 9 , —NR 10 —C(O)R 11 , —NR 12 —C(O)—OR 13 , —C(O)NR 14 R 15 , —NR 16 S(O) 2 R 17 , —S(O) 2 NR 18 R 18′ , —OR 19 , halomethyl, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;

R 4 and R 5 are independently halogen, —CN, —CF 3 , —S(O) n R 6 , —N(O) m , —NR 7 R 8 , —C(O)R 9 , —NR 10 —C(O)R 11 , —NR 12 —C(O)—OR 13 , —C(O)NR 14 R 15 , —NR 16 S(O) 2 R 17 , —S(O) 2 NR 18 R 18′ , —OR 19 , halomethyl, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;

n is an integer from 0 to 2;

m is an integer from 1 to 2;

R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 18′ , and R 19 are independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;

L 1 is a bond, substituted or unsubstituted alkylene or substituted or unsubstituted heteroalkylene;

L 2 is —C(O)—;

L 3 is —NH—; and

L 4 is —NH—.

2. The compound of claim 1 , wherein ring A is phenylene, and ring B is phenyl.

3. The compound of claim 1 , wherein R 1 and R 2 are hydrogen.

4. The compound of claim 1 , wherein R 3 is unsubstituted alkyl.

5. The compound of claim 1 , wherein R 3 is methyl, ethyl or isopropyl.

6. The compound of claim 1 , wherein R 5 is —CF 3 .

7. The compound of claim 1 having the formula:

8. The compound of claim 7 , wherein

R 1 and R 2 are hydrogen;

R 3 is methyl, ethyl, or isopropyl;

R 5 is independently —CF 3 or halogen;

R 20 is hydrogen;

L 1 is a bond or methylene;

L 3 is —N(R 20 )—; and

y is 1 or 2.

9. A compound of claim 1 having the formula

10. The compound of claim 1 , wherein L 1 is a bond.

Assignments (3)
CONFIRMATORY LICENSE Recorded Oct 27, 2016
From: UNIVERSITY OF CALIFORNIA, SAN FRANCISCO
To: US ARMY, SECRETARY OF THE ARMY
Reel/Frame 040503/0315 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2011
From: DAR, ARVIN
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 027437/0053 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2011
From: SHOKAT, KEVAN M.
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 026396/0576 →
Continuity (3)
Provisional Application 61106137 · Oct 16, 2008
Provisional Application 61106453 · Oct 17, 2008
Related Publication 20110275651A1 · Nov 10, 2011