IP Library Granted Patent US 9,567,326
Granted Patent B2
US 9,567,326 · App. 14/384,789 · Granted Feb 14, 2017

Pyrimidine compounds for the treatment of cancer

Inventors: Xiaodong Wang (Chapel Hill, NC); Weihe Zhang (Chapel Hill, NC); Dmitri Kireev (Chapel Hill, NC); Dehui Zhang (Chapel Hill, NC); Andrew McIver (Durham, NC)
Assignee: The University of North Carolina at Chapel Hill
C07D417/14C07D239/48C07D401/04C07D401/06C07D401/12C07D401/14C07D403/04C07D403/12C07D405/04C07D405/12C07D405/14C07D409/12C07D409/14C07D417/04
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Quick Facts
Patent No.
US 9,567,326
App. No.
14/384,789
Granted
Feb 14, 2017
Kind
B2
Abstract

Described are compounds of Formula I or Formula II: wherein: ring A is a 5- or 6-membered heteroaryl group; dashed lines are optional double bonds; X is N or O; Y is a carbon atom or an S or N heteroatom in ring A in any suitable location; and substituents are as given herein. Compositions containing the same and methods of using the same in treating cancers such as acute lymphoblastic leukemia are also described.

Claims (24)

1. A compound selected from the group consisting of:

or a pharmaceutically acceptable salt thereof.

2. A composition comprising a compound of claim 1 in a pharmaceutically acceptable carrier.

3. The compound of claim 1 wherein the compound is:

or a pharmaceutically acceptable salt thereof.

4. The compound of claim 1 wherein the compound is:

or a pharmaceutically acceptable salt thereof.

5. The compound of claim 1 wherein the compound is:

or a pharmaceutically acceptable salt thereof.

6. A compound having the following structure:

or a pharmaceutically acceptable salt thereof.

7. The compound of claim 1 wherein the compound is:

or a pharmaceutically acceptable salt thereof.

8. The compound of claim 1 wherein the compound is:

or a pharmaceutically acceptable salt thereof.

9. A compound of Formula IIa:

wherein:

R 1 is —R 5 R 6 , where R 5 is C1to C3 alkyl and R 6 is piperidyl unsubstituted or substituted from 1 to 3 times with sulfono, halo, amino, nitro, alkyl, alkoxyl, haloalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;

R 2 is:

where X is OH and n is 0;

wherein R 3 is C1-C8 alkyl,

or a pharmaceutically acceptable salt thereof.

10. The compound of claim 9 , wherein R 6 is piperidyl which is substituted from 1 to 3 times with sulfono, halo, amino, nitro, alkyl, alkoxyl, haloalkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl.

11. The compound of claim 9 , wherein R 5 is —CH 2 —.

Assignments (1)
CONFIRMATORY LICENSE Recorded Feb 23, 2018
From: UNIV OF NORTH CAROLINA CHAPEL HILL
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 045430/0008 →
Continuity (2)
Provisional Application 61650000 · May 22, 2012
Related Publication 20150038481A1 · Feb 5, 2015