US 12,139,458 B2
(2,5-dioxopyrrolidin-1-yl)(phenyl)-acetamide derivatives and their use in the treatment of neurological diseases
Krzysztof Kaminski, Cracow (PL); Michal Abram, Cracow (PL); Anna Rapacz, Cracow (PL); Szczepan Mogilski, Labowa (PL); Gniewomir Latacz, Wolbrom (PL); and Bartlomiej Szulczyk, Warsaw (PL)
Assigned to Uniwersytet Jagiellonski, Cracow (PL); and Warszawski Uniwersytet Medyczny, Warsaw (PL)
Appl. No. 17/309,956
Filed by UNIWERSYTET JAGIELLONSKI, Cracow (PL); and WARSZAWSKI UNIWERSYTET MEDYCZNY, Warsaw (PL)
PCT Filed Jan. 7, 2020, PCT No. PCT/PL2020/050001
§ 371(c)(1), (2) Date Jul. 3, 2021,
PCT Pub. No. WO2020/145831, PCT Pub. Date Jul. 16, 2020.
Claims priority of application No. P.428485 (PL), filed on Jan. 7, 2019.
Prior Publication US 2022/0073461 A1, Mar. 10, 2022
Int. Cl. C07D 403/06 (2006.01); A61K 31/496 (2006.01); A61P 25/04 (2006.01); C07D 207/40 (2006.01); C07D 207/416 (2006.01); C07D 401/06 (2006.01)
CPC C07D 207/40 (2013.01) [A61P 25/04 (2018.01); C07D 207/416 (2013.01); C07D 401/06 (2013.01)] 20 Claims
 
1. A compound of formula (I) or pharmaceutically acceptable salts thereof,

OG Complex Work Unit Chemistry
wherein:
X is N or C,
k is a number equal to 0 or 1,
A is a substituent selected from the group consisting of:
phenyl substituent;
a phenyl substituent substituted with one or two or three or four side substituents selected from the group consisting of: halogen atoms, —SCF3, —CF3, —CHF2, —CN, —OCF3, —NO2, —OCH3, —OC2H5, and alkyl moiety with the number of carbon atoms in the carbon backbone from 1 to 4 with straight or branched chain;
a phenyl substituent substituted with at least one aromatic or heteroaromatic substituent;
a benzhydryl substituent;
a 1-naphthyl or 2-naphthyl substituent;
a benzothiophenyl substituent selected from the group consisting of: 2-benzothiophenyl, 3-benzothiophenyl, 4-benzothiophenyl, and 5-benzothiophenyl substituents;
a benzisoxazole substituent selected from the group consisting of: 3-benzisoxazole, 4-benzisoxazole, 5-benzisoxazole, 6-benzisoxazole, and 7-benzisoxazole substituents; and
an alkyl moiety with the number of carbon atoms in the carbon backbone from 1 to 4, wherein the alkyl moiety has a straight or branched or cyclic chain, wherein the alkyl moiety is optionally substituted with at least one halogen atom;
B is:
phenyl substituent;
a phenyl substituent substituted with one or two side substituents selected from the group consisting of: halogen atoms, —SCF3, —CF3, —CHF2, —CN, —OCF3, —NO2, —OCH3, —OC2H5, and alkyl moiety with the number of carbon atoms in the carbon backbone from 1 to 4 with straight or branched chain;
D is a substituent selected from the group consisting of: H, amino (—NH2), amino group substituted with one or two aliphatic substituents, and an amino group which is part of a heterocyclic ring.