Pyrimidine compounds for the treatment of cancer

Patent metadata

Field	Value
Publication number	US-9567326-B2
Application number	US-201314384789-A
Country	US
Kind code	B2
Filing date	May 21, 2013
Priority date	May 22, 2012
Publication date	Feb 14, 2017
Grant date	Feb 14, 2017

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.

First claim

That which is claimed is:

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 —.

Assignees

• Univ North Carolina Chapel Hill

Inventors

• Wang Xiaodong
• Zhang Weihe
• Kireev Dmitri
• Zhang Dehui
• Mciver Andrew

Classifications

• A61P35/00

  Antineoplastic agents · CPC title

• A61P35/02

  specific for leukemia · CPC title

• C07D401/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• C07D409/14

  containing three or more hetero rings · CPC title

• C07D417/14 Primary

  containing three or more hetero rings · CPC title