IP Library › Granted Patent US 9,321,772
Granted Patent B2
US 9,321,772 · App. 14/189,742 · Granted Apr 26, 2016

Substituted pyrazolo[3,4-D]pyrimidines and uses thereof

Inventors: Arvin C. Dar (San Francisco, CA); Tirtha K. Das (New York, NY); Martin Sos (San Francisco, CA); Trever G. Bivona (San Francisco, CA); Kevan M. Shokat (San Francisco, CA); Ross L. Cagan (New York, NY)
Assignees: The Regents of the University of California; Icahn School of Medicine at Mount Sinai
C07D487/04A61K31/519
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Quick Facts
Patent No.
US 9,321,772
App. No.
14/189,742
Granted
Apr 26, 2016
Kind
B2
Abstract

Presented herein are novel therapeutic compounds and methods of using the same for the treatment of cancers.

Claims (35)

1. A compound having the formula:

wherein

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

R 3 is independently substituted or unsubstituted alkyl;

R 5 is independently

halogen, —CN, —CX a 3 , —S(O) 2 H, —NO, —NO 2 , —C(O)H, —C(O)NH 2 , —S(O) 2 NH 2 , —OH, —SH, —SO 2 Cl, —SO 3 H, —SO 4 H, —NHNH 2 , —ONH 2 , —NHC═(O)NHNH 2 , —NHC═(O)NH 2 , —NHSO 2 H, —NHC═(O)H, —NHC(O)—OH, —NHOH, —OCF 3 , —OCHF 2 , —CO 2 H, or substituted or unsubstituted (C 1 -C 6 ) alkyl;

R 6 is independently

halogen, —CN, —CX b 3 , —S(O) 2 H, —NO, —NO 2 , —C(O)H, —C(O)NH 2 , —S(O) 2 NH 2 , —OH, —SH, —SO 2 Cl, —SO 3 H, —SO 4 H, —NHNH 2 , —ONH 2 , —NHC═(O)NHNH 2 , —NHC═(O)NH 2 , —NHSO 2 H, —NHC═(O)H, —NHC(O)—OH, —NHOH, —OCF 3 , —OCHF 2 , or —CO 2 H;

L 1 is independently a bond or substituted or unsubstituted alkylene;

z1 is independently an integer from 0 to 4;

z2 is independently an integer from 2 to 5; and

X a and X b are independently —F, —Cl, —Br, or —I.

2. The compound of claim 1 , wherein R 1 is hydrogen.

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

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

5. The compound of claim 1 , wherein L 1 is methylene.

6. The compound of claim 1 , wherein R 3 is substituted or unsubstituted alkyl.

7. The compound of claim 1 , wherein R 5 is halogen, —CN, —CX a 3 , —NO, —NO 2 , —C(O)H, or —CO 2 H.

8. The compound of claim 1 , wherein R 6 is halogen, —CN, —CX b 3 , —NO, —NO 2 , —C(O)H, or —CO 2 H.

9. The compound of claim 1 , wherein R 6 is halogen.

10. The compound of claim 1 , wherein z1 is 0.

11. The compound of claim 1 , wherein z1 is 1.

12. The compound of claim 1 , wherein z2 is 2.

13. The compound of claim 1 , having the formula

wherein

R 4 is independently

halogen, —CN, —CX 3 , —S(O) 2 H, —NO, —NO 2 , —C(O)H, —C(O)NH 2 , —S(O) 2 NH 2 , —OH, —SH, —SO 2 Cl, —SO 3 H, —SO 4 H, —NHNH 2 , —ONH 2 , —NHC═(O)NHNH 2 , —NHC═(O) NH 2 , —NHSO 2 H, —NHC═(O)H, —NHC(O)—OH, —NHOH, —OCF 3 , —OCHF 2 , —CO 2 H, or substituted or unsubstituted (C 1 -C 6 ) alkyl;

y is independently an integer from 1 to 4; and

X is independently —F, —Cl, —Br, or —I.

14. The compound of claim 13 , wherein R 4 is halogen, —CN, —CX 3 , —NO, —NO 2 , —C(O)H, or —CO 2 H.

15. The compound of claim 13 , wherein y is 1.

16. A compound, having a formula selected from the group consisting of:

17. The compound of claim 15 , having a formula selected from the group consisting of:

18. A pharmaceutical composition comprising a pharmaceutically acceptable excipient and the compound of claim 1 .

19. The pharmaceutical composition of claim 18 , further comprising an anti-cancer agent.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 13, 2016
From: DAR, ARVIN; BIVONA, TREVER; SOS, MARTIN L.; SHOKAT, KEVAN M.
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 037474/0066 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2014
From: CAGAN, ROSS L; DAS, TIRTHA K
To: ICAHN SCHOOL OF MEDICINE AT MOUNT SINAI
Reel/Frame 032796/0330 →
Continuity (4)
Continuation PCTUS2012053542 · Aug 31, 2012
Provisional Application 61530847 · Sep 2, 2011
Provisional Application 61606296 · Mar 2, 2012
Related Publication 20140243357A1 · Aug 28, 2014