IP Library Granted Patent US 12679827
Granted Patent B2
US 12679827 · App. 17/802,307 · Granted Jul 14, 2026

Pyrimidine compounds and their pharmaceutical uses

Inventors: Chun-Ping Chang (Miaoli County, TW); Ya-Hui Chi (Miaoli County, TW); Chiung-Tong Chen (Miaoli County, TW); Chuan Shih (Carmel, IN); Yi-Yu Ke (Miaoli County, TW)
Assignee: National Health Research Institutes
C07D403/14A61P11/00A61P35/00C07D401/14C07D403/12C07D405/14C07D413/14C07D417/14C07D487/08
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Quick Facts
Patent No.
US 12679827
App. No.
17/802,307
Granted
Jul 14, 2026
Kind
B2
Abstract

Pyrimidine compounds of Formula (I). Assignments to the variables in the formula are set forth herein. Also disclosed is a method of treating cancer with one of the pyrimidine compounds.

Claims (18)

1 . A compound of formula (I):

in which,

A is N;

R 1 is C 3-10 cycloalkyl or 5-membered heteroaryl;

R 2 is

R 3 is C 1-6 alkyl, C 1-6 alkoxyl, C 3-10 cycloalkyl, C 7-12 aralkyl, C 1-12 heteroaralkyl, —C(O) R 8 , or —S(O) 2 R 8 , in which R 8 is aryl or heteroaryl;

R 4 is H or C 1-6 alkyl; and

each of m and n, independently, is 1 or 2 and the sum of m and n is 3;

wherein each of C 1-6 alkyl, C 1-6 alkoxyl, C 3-10 cycloalkyl, C 1-10 heterocycloalkyl, C 7-12 aralkyl, C 1-12 heteroaralkyl, aryl, and heteroaryl, independently, is unsubstituted or mono-, di-, or tri-substituted with halo, OH, CN, NH 2 , NO 2 , SO 2 , C 1-6 alkyl, C 1-6 haloalkyl, C 3-13 cycloalkyl, C 2-8 heterocycloalkyl, C 1-6 alkoxyl, C 1-6 haloalkoxyl, C 1-6 alkylamino, C 2-6 dialkylamino, C 7-12 aralkyl, C 1-12 heteroaralkyl, aryl, heteroaryl, —C(O)R 9 , —C(O)OR 9 , or —C(O)NR 9 R 10 , each of R 9 and R 10 , independently, being H, halo, OH, CN, COOH, acetyl, acetamide, dialkylamino, alkylamino, C 1-6 alkyl, C 1-6 multihaloalkyl, C 1-6 alkoxyl, C 1-6 multihaloalkoxyl, C 3-8 cycloalkyl, C 1-10 heterocycloalkyl, aryl, or heteroaryl.

2 . The compound of claim 1 , wherein R 3 is C 7-12 aralkyl, —C(O)R 8 , or —S(O) 2 R 8 .

3 . The compound of claim 2 , wherein the compound is one of the following compounds:

4 . The compound of claim 1 , wherein R 4 is H.

5 . A compound that is one of the following compounds:

6 . A method of treating cancer, the method comprising administering to a subject in need thereof an effective amount of a compound of claim 1 .

7 . The method of claim 6 , wherein the cancer is leukemia, lung cancer, colon cancer, breast cancer, pancreatic cancer, prostate cancer, or neuroblastoma.

8 . The method of claim 6 , wherein the cancer is liver cancer, brain cancer, or cholangiocarcinoma.

9 . A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier.

10 . A pharmaceutical composition comprising a compound of claim 5 and a pharmaceutically acceptable carrier.