US 12,291,533 B2
Substituted fused pyrimidine compounds and uses thereof
Dimitri Krainc, Chicago, IL (US); Richard B. Silverman, Winnetka, IL (US); and Jianbin Zheng, Evanston, IL (US)
Assigned to Northwestern University, Evanston, IL (US)
Appl. No. 16/635,887
Filed by Northwestern University, Evanston, IL (US)
PCT Filed Jul. 25, 2018, PCT No. PCT/US2018/043703
§ 371(c)(1), (2) Date Jan. 31, 2020,
PCT Pub. No. WO2019/027765, PCT Pub. Date Feb. 7, 2019.
Claims priority of provisional application 62/540,327, filed on Aug. 2, 2017.
Prior Publication US 2020/0283444 A1, Sep. 10, 2020
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 487/04 (2006.01); C07D 239/94 (2006.01); C07D 401/04 (2006.01)
CPC C07D 487/04 (2013.01) [C07D 239/94 (2013.01); C07D 401/04 (2013.01)] 7 Claims
 
1. A compound or a salt or solvate thereof having a formula:

OG Complex Work Unit Chemistry
wherein:
X is pyridin-3-yl and X optionally may be substituted at one or more positions with alkyl, alkoxy, halo, haloalkyl, hydroxyl, hydroxyalkyl, alkyl-oxo-hydroxyalkyl, amino, amido, alkylamido, pyrrolidinyl, or benzyloxy;
m and n are the same or different and are selected from 0-6, optionally at least one of m and n is at least 1 or both m and n are at least 1, or optionally at least one of m and n is at least 2 or both of m and n are at least 2;
each R1 is the same or different and is selected from hydrogen, alkyl, alkenyl, alkynyl; alkoxy, haloalkyl, cyano, amino, cycloalkyl, cycloheteroalkyl, aryl, or heteroaryl and R1 optionally is substituted with alkyl, halo, haloalkyl, alkoxy, amino, hydroxyl, or cyano;
R2 is selected from alkyl-1,4-benzodioxan-2-yl, alkyl-tetralin-2-yl, benzofuran-2-yl, alkyl-1,3-benzodixol-5-yl, alkyl-indol-3-yl, alkyl-quinolin-2-yl, alkyl-quinolin-5-yl, and alkyl-phenoxy, wherein the phenyl group of the alkyl-phenoxy optionally is substituted at one or more positions with alkyl, alkyl-amino, alkynyl, alkyl-phenyl, alkynyl-phenyl, carboxyl, carboxyl-alkyl ester, carboxy amidated with N-succinimidyl, cyano, alkyl-NH—C(O)— alkyl-N—C(O)—O-alkyl, or alkyl-NH—C(O)-alkyl-NH2;
and
R3 is selected from alkyl, cycloalkyl, alkyl-carboxyl, alkyl-carboxyester, alkyl-carboxy amidated with N-succinimidyl, and alkyl-phenyl.