US 10,590,113 B2Granted

6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carboxamides as APJ agonists

AssigneeBristol-Myers Squibb Company

InventorsZulan Pi, Donna M. Bilder, Robert Paul Brigance, Heather Finlay, Wen Jiang, James A. Johnson, R. Michael Lawrence, Wei Meng, Michael C. Myers, Monique Phillips, George O. Tora, Xiaojun Zhang

Life of this patent

Estimating the term…

Abstract

The present invention provides compounds of Formula (I): wherein all variables are as defined in the specification, and compositions comprising any of such novel compounds. These compounds are APJ agonists which may be used as medicaments.

Claims10

Dependent claims

A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound having Formula (II):

or a stereoisomer, an enantiomer, a diastereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof, wherein:
ring B is independently selected from
R1, at each occurrence, is independently selected from H, F, Cl, OH, CN, C1-4 alkyl, OC1-4 alkyl, and C3-6 cycloalkyl;
R2 is independently selected from C1-5 alkyl substituted with 0-3 Re;
C2-5 alkenyl, aryl substituted with 0-3 Re, heteroaryl substituted with 0-3 Re, C3-6 cycloalkyl, —(CH2)1-4OC1-5alkyl, and —(CH2)1-3OC3-6cycloalkyl;
R3 and R4 together with the nitrogen atom to which they are both attached form a heterocyclic ring selected from
R5, at each occurrence, is independently selected from OH, —(CR7R7)n—R6, —OR6, —S(O)pR6, —C(═O)R6, —NRaR6, —C(═O)NRaR6, —NRaC(═O)R6—NRaC(═O)OR6, —OC(═O)NRaR6, —C(═O)OR6, —S(O)pNRaR6, —NRaS(O)pNRaR6, and —NRaS(O)pR6;
R5a is independently selected from —C(═O)OR6, —C(═O)NRaR6, —(CR7R7)n—R6, —C(═O)—R6, and —S(O)pR6;
R6, at each occurrence, is independently selected from —(CR7R7)n-aryl, —(CR7R7)n—C3-6 cycloalkyl, and —(CR7R7)n-heteroaryl, each substituted with 0-3 R8;
R7, at each occurrence, is independently selected from H, C1-4 alkyl, and (CH2)n—C3-12 carbocyclyl substituted with 0-3 Re;
R8, at each occurrence, is independently selected from H, F, Cl, Br, —ORb, —(CH2)nC(═O)Rb, —(CH2)nC(═O)ORb, —(CH2)nNRaRa, CN, —(CH2)nC(═O)NRaRa, C1-4 alkyl substituted with 0-3 Re, —(CH2)n—C3-6 carbocyclyl substituted with 0-3 Re, and —(CH2)n-heterocyclyl substituted with 0-3 Re;
Ra, at each occurrence, is independently selected from H, C1-6 alkyl substituted with 0-5 Re, —(CH2)n—C3-10carbocyclyl substituted with 0-5 Re, and —(CH2)n-heterocyclyl substituted with 0-5 Re;
or Ra and Ra together with the nitrogen atom to which they are both attached form a heterocyclic ring substituted with 0-5 Re;
Rb, at each occurrence, is independently selected from H, C1-6 alkyl substituted with 0-5 Re, C2-6 alkenyl substituted with 0-5 Re, C2-6 alkynyl substituted with 0-5 Re, —(CH2)n—C3-10carbocyclyl substituted with 0-5 Re, and —(CH2)n-heterocyclyl substituted with 0-5 Re;
Re, at each occurrence, is independently selected from F, Cl, Br, CN, NO2, ═O, CO2H, C1-6 alkyl (optionally substituted with F and Cl), OH, OCH3, OCF3, —(CH2)n—C3-6 cycloalkyl, —(CH2)n—C4-6 heterocyclyl, —(CH2)n-aryl, —(CH2)n-heteroaryl, and —(CH2)nOC1-4 alkyl;
and
n, at each occurrence, is independently selected from zero, 1, 2, 3, and 4.

14 more elements

A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound wherein the compound is selected from

2-Butyl-5-(3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
(R)-2-Butyl-1-(2,6-dicyclopropylphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
1-(2,6-Dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-5-(3-(pyridin-2-yl)pyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
(S)-2-(2-Cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
(R)-1-(2,6-Bis(methoxy-d3)phenyl)-2-butyl-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
2-Butyl-6-hydroxy-3-((S)-1-phenylpropyl)-5-((R)-3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-(2-methoxyphenyl)pyrrolidine-1-carbonyl)-2-(5-methylpyridin-3-yl)pyrimidin-4(1H)-one,
(R)-2-(but-3-en-1-yl)-6-hydroxy-3-(2-methoxy-6-methylphenyl)-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(isopropoxymethyl)-5-(3-(p-tolyl)azetidine-1-carbonyl)pyrimidin-4(1H)-one,
2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-5-(3-(2-fluorophenyl)pyrrolidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
(R)-2-(cyclopropoxymethyl)-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
(R)-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(isopropoxymethyl)-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-5-(3-(2-fluorophenyl)pyrrolidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
(R)-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-isopentyl-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-5-(3-(3-fluorophenyl)pyrrolidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
(S)-2-(but-3-en-1-yl)-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
(R)-3-(2,6-diethylphenyl)-6-hydroxy-2-(isopropoxymethyl)-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
1-(2,6-diethylphenyl)-6-hydroxy-2-(isopropoxymethyl)-5-(3-(pyridin-2-yl)pyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-(o-tolyl)pyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
(R)-2-(cyclobutoxymethyl)-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
5-(3-(4-chlorophenyl)pyrrolidine-1-carbonyl)-2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
5-(3-(2-chlorophenyl)pyrrolidine-1-carbonyl)-2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
(R)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
(S)-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-isopentyl-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
1-(2,6-diethylphenyl)-5-(3-(2-fluorophenyl)pyrrolidine-1-carbonyl)-6-hydroxy-2-(isopropoxymethyl)pyrimidin-4(1H)-one,
5-(3-(3-chlorophenyl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
(R)-2-(but-3-en-1-yl)-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
5-(3-(3-chlorophenyl)pyrrolidine-1-carbonyl)-2-(cyclopropylmethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
(S)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(1H)-one,
(R)-2-cyclopentyl-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
(S)-2-(cyclopropylmethyl)-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
(R)-2-(cyclopropylmethyl)-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
(S)-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)-2-(4,4,4-trifluorobutyl)pyrimidin-4(1H)-one,
(S)-2-cyclopentyl-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
(R)-2-(but-3-en-1-yl)-6-hydroxy-3-(2-methoxy-6-methylphenyl)-5-(3-phenylpyrrolidine-1-carbonyl)pyrimidin-4(3H)-one,
(S)-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)-2-(4,4,4-trifluorobutyl)pyrimidin-4(1H)-one,
(R)-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylpyrrolidine-1-carbonyl)-2-(4,4,4-trifluorobutyl)pyrimidin-4(1H)-one,
2-butyl-5-(3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-[(tert-butoxy)methyl]-5-[3-(2-chlorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(2-chlorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-[(tert-butoxy)methyl]-1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(4-chlorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(4-chlorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(pyridin-4-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(pyridin-4-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-[(tert-butoxy)methyl]-1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-[(tert-butoxy)methyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-5-[3-(pyridin-2-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-5-[3-(pyridin-2-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-(5-fluoro-2,3-dihydro-1H-isoindole-2-carbonyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
benzyl N-[(3S)-1-[2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl]carbamate,
5-[(3R)-3-(benzyloxy)pyrrolidine-1-carbonyl]-2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-{1H,2H,3H-pyrrolo[3,4-c]pyridine-2-carbonyl}-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-{5H,6H,7H-pyrrolo[3,4-b]pyridine-6-carbonyl}-1,4-dihydropyrimidin-4-one,
benzyl N-[(3R)-1-[2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl]carbamate,
5-[(3S)-3-(benzyloxy)pyrrolidine-1-carbonyl]-2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[(3S)-3-[(pyridin-2-yl)methoxy]pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-[2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl]-2,3-dihydro-1H-isoindole-5-carbonitrile,
2-butyl-5-(2,3-dihydro-1H-isoindole-2-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-{3-[(4-fluorophenyl)methyl]pyrrolidine-1-carbonyl)}-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(pyridin-2-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-{4-[(3-fluorophenyl)methyl]piperazine-1-carbonyl}-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(pyridin-2-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[4-(pyridin-4-yl)piperidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(4-phenylpiperidine-1-carbonyl)-1,4-dihydropyrimidin-4-one,
5-(3-benzylpyrrolidine-1-carbonyl)-2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-[4-(4-fluorophenyl)piperidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(pyridin-3-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(pyridin-3-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-5-[3-(pyridin-3-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-5-[3-(pyridin-3-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-butyl-3-(2,6-diethylphenyl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(3-chlorophenyl)azetidine-1-carbonyl]-3-(2,6-dimethoxyphenyl)-6-hydroxy-3,4-dihydropyrimidin-4-one,
2-butyl-3-(2,6-diethylphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-3,4-dihydropyrimidin-4-one,
2-butyl-3-(2,6-diethylphenyl)-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-(2,6-dimethoxyphenyl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
5-[3-(2-chlorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(2-methylphenyl)pyrrolidine-1-carbonyl]-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-5-{3-[2-(trifluoromethyl)phenyl]pyrrolidine-1-carbonyl}-1,4-dihydropyrimidin-4-one,
2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-5-{3-[2-(trifluoromethyl)phenyl]pyrrolidine-1-carbonyl}-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
2-(cyclopropoxymethyl)-1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[2,6-bis(2H3)methoxyphenyl]-2-butyl-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(2-methylphenyl)pyrrolidine-1-carbonyl]-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-[2,6-bis(2H3)methoxyphenyl]-2-(ethoxymethyl)-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
4-{1-[1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
4-{1-[1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
1-[2,6-bis(2H3)methoxyphenyl]-2-(ethoxymethyl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(3-phenylazetidine-1-carbonyl)-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(4-methylphenyl)azetidine-1-carbonyl]-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
2-butyl-3-(4,6-dimethoxypyrimidin-5-yl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-(4,6-dimethoxypyrimidin-5-yl)-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-2-methoxy-1-phenylethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-1-phenylethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(3-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-(3-methoxyphenyl)ethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-phenylpropyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-1-(2-methoxyphenyl)ethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-(1-phenylethyl)-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-1-phenylpropyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-phenylethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1S)-1-cyclopropylethyl]-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-2-methoxy-1-phenylethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-1-phenylpropyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-(2-methyl-1-phenylpropyl)-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-(2-methyl-1-phenylpropyl)-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1S)-1-cyclopropylethyl]-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-1-phenylethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[1-(2-chlorophenyl)ethyl]-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[1-(2-chlorophenyl)ethyl]-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1R)-1-(2-methoxyphenyl)ethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-(1-phenylethyl)-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-phenylbutyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
3-[(1S)-1-{2-butyl-4-hydroxy-6-oxo-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,6-dihydropyrimidin-1-yl}ethyl]benzonitrile,
2-butyl-6-hydroxy-3-[(1S)-1-(3-methoxyphenyl)ethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3-[1-(pyridin-3-yl)ethyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-phenylethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1R)-1-cyclopropylethyl]-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1S)-1-(4-fluorophenyl)ethyl]-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1R)-2,3-dihydro-1H-inden-1-yl]-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3-[1-(pyridin-3-yl)ethyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3-[1-(pyridin-4-yl)ethyl]-3,4-dihydropyrimidin-4-one,
3-[(1S)-1-{2-butyl-4-hydroxy-6-oxo-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,6-dihydropyrimidin-1-yl}ethyl]benzonitrile,
2-butyl-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3-(propan-2-yl)-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-(2-methoxyphenyl)ethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-2-methoxy-1-phenylethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-phenylbutyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-2-methoxy-1-phenylethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1R)-1-cyclopropylethyl]-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-3-[(1S)-1-(2-methoxyphenyl)ethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1S)-1-(4-fluorophenyl)ethyl]-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1R)-2,3-dihydro-1H-inden-1-yl]-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3,4-dihydropyrimidin-4-one,
2-butyl-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-3-(propan-2-yl)-3,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(2-methoxyphenyl)pyrrolidine-1-carbonyl]-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(2-methoxyphenyl)pyrrolidine-1-carbonyl]-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
2-{1-[1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidin-4-one,
2-{1-[1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-2-[(propan-2-yloxy)methyl]-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
2-(2-cyclopropylethyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(2-cyclopropylethyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)-2,5-dihydro-1H-pyrrole-1-carbonyl]-2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(2-cyclopropylethyl)-5-{4-[(2,3-difluorophenyl)methyl]piperazine-1-carbonyl}-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(2-cyclopropylethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-2-(1-ethyl-1H-pyrazol-3-yl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-2-(1-ethyl-1H-pyrazol-3-yl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-5-[3-(2-methoxyphenyl)pyrrolidine-1-carbonyl]-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-5-[3-(2-methoxyphenyl)pyrrolidine-1-carbonyl]-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(4-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-2-(1-ethyl-1H-pyrazol-3-yl)-5-[3-(4-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(4-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-((S)-1-(3,5-difluorophenyl)propyl)-5-(3-(4-fluoropyridin-2-yl)pyrrolidine-1-carbonyl)-6-hydroxy-2-(4-methylthiazol-2-yl)pyrimidin-4(1H)-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-5-[3-(2-methoxyphenyl)pyrrolidine-1-carbonyl]-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-2-(1-ethyl-1H-pyrazol-3-yl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)propyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)propyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-2-(1-ethyl-1H-pyrazol-3-yl)-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-5-[3-(pyridin-4-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
5-[4-(6-chloropyridin-3-yl)piperidine-1-carbonyl]-3-(2,6-diethylphenyl)-6-hydroxy-2-[(propan-2-yloxy)methyl]-3,4-dihydropyrimidin-4-one,
5-[3-(4-chlorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(4-fluorophenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(4-fluorophenyl)-6-hydroxy-5-[3-(pyridin-4-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(4-fluorophenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(cyclopropylmethyl)-1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[4-(6-chloropyridin-3-yl)piperidine-1-carbonyl]-2-(cyclopropylmethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(4-chlorophenyl)pyrrolidine-1-carbonyl]-2-(cyclopropylmethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(2-chlorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(4-fluorophenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(cyclopropylmethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(pyridin-4-yl)pyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-[(4-fluorophenyl)methyl]-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(5-methylpyridin-3-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(5-methylpyridin-3-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-6-hydroxy-5-[3-(2-methoxyphenyl)pyrrolidine-1-carbonyl]-2-(5-methylpyridin-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(6-methylpyridin-2-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(6-methylpyridin-2-yl)-1,4-dihydropyrimidin-4-one,
2-{1-[2-(3-chlorophenyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
2-(3-chlorophenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methylpyridin-2-yl)-1,4-dihydropyrimidin-4-one,
2-{1-[1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(4-methylpyridin-2-yl)-4-oxo-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(3-methylphenyl)-1,4-dihydropyrimidin-4-one,
2-{1-[1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(3-methylphenyl)-4-oxo-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
2-{1-[2-(5-chloropyridin-3-yl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl]pyrrolidin-3-yl}benzonitrile,
5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(3-methylphenyl)-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(3-methoxyphenyl)-1,4-dihydropyrimidin-4-one,
5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(3-methoxyphenyl)-1,4-dihydropyrimidin-4-one,
2-(5-chloropyridin-3-yl)-5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(6-methylpyridin-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(6-methylpyridin-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(2-methylpyridin-4-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(4-fluoro-3-methylphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(4-fluoro-3-methylphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(2-methylpyridin-4-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
2-(5-chloropyridin-3-yl)-5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(3-methoxyphenyl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(4-methylpyridin-2-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(3-methylphenyl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(3-chlorophenyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(4-fluorophenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(4-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(4-methoxypyridin-2-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(5-methylpyridin-2-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[4-(2,3-difluorophenoxy)piperidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(4-methoxypyridin-2-yl)-1,4-dihydropyrimidin-4-one,
2-(6-chloropyridin-3-yl)-5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(5-chloropyridin-2-yl)-5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(6-chloropyridin-3-yl)-5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-2-(5-methylpyridin-2-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-dimethoxyphenyl)-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
2-(5-chloropyridin-2-yl)-5-[3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1-[3-(propan-2-yl)phenyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-2-[1-(propan-2-yl)-1H-pyrazol-3-yl]-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-6-hydroxy-2-[1-(propan-2-yl)-1H-pyrazol-3-yl]-1,4-dihydropyrimidin-4-one,
2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1-[3-(propan-2-yl)phenyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[1-(propan-2-yl)-1H-pyrazol-3-yl]-1,4-dihydropyrimidin-4-one,
5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1-[3-(propan-2-yl)phenyl]-1,4-dihydropyrimidin-4-one,
2-(1-ethyl-1H-pyrazol-3-yl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1-[3-(propan-2-yl)phenyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[1-(propan-2-yl)-1H-pyrazol-3-yl]-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[2-(propan-2-yl)-1,3-thiazol-4-yl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-2-[2-(propan-2-yl)-1,3-thiazol-4-yl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[2-(propan-2-yl)-1,3-thiazol-4-yl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-2-(2-methyl-1,3-thiazol-4-yl)-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(1-methyl-1H-pyrazol-3-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-2-(1-ethyl-1H-pyrazol-3-yl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-2-(1-ethyl-1H-pyrazol-4-yl)-5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-(2,6-diethylphenyl)-2-(1-ethyl-1H-pyrazol-4-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(4-fluoro-3-methylphenyl)-6-hydroxy-1-[(1S)-1-phenylpropyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(1-ethyl-1H-pyrazol-4-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(1-cyclopropyl-1H-pyrazol-3-yl)-1-(2,6-diethylphenyl)-6-hydroxy-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-6-hydroxy-2-[1-(2-methylpropyl)-1H-pyrazol-3-yl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[1-(2-methylpropyl)-1H-pyrazol-3-yl]-1,4-dihydropyrimidin-4-one,
2-(1-cyclopropyl-1H-pyrazol-3-yl)-1-(2,6-diethylphenyl)-5-[3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-(2,6-diethylphenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-[1-(2-methylpropyl)-1H-pyrazol-3-yl]-1,4-dihydropyrimidin-4-one,
5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1-[(1S)-1-phenylpropyl]-1,4-dihydropyrimidin-4-one,
5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1-[(1S)-1-phenylpropyl]-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1-[(1S)-1-phenylpropyl]-1,4-dihydropyrimidin-4-one,
5-[3-(2-fluorophenyl)pyrrolidine-1-carbonyl]-6-hydroxy-2-(4-methyl-1,3-thiazol-2-yl)-1-[(1S)-1-phenylpropyl]-1,4-dihydropyrimidin-4-one,
2-(1-cyclopropyl-1H-pyrazol-3-yl)-1-(2,6-diethylphenyl)-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-1-[(1S)-1-(3,5-difluorophenyl)-2-methylpropyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
1-[(1S)-1-(3,5-difluorophenyl)-2-methylpropyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-2-(1-ethyl-1H-pyrazol-3-yl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-(1-cyclopropyl-1H-pyrazol-3-yl)-1-(2,6-diethylphenyl)-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-1,4-dihydropyrimidin-4-one,
6-hydroxy-3-[(1R)-2-methoxy-1-phenylethyl]-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-2-propyl-3,4-dihydropyrimidin-4-one,
6-hydroxy-3-[(1R)-2-methoxy-1-phenylethyl]-5-[(3S)-3-phenylpyrrolidine-1-carbonyl]-2-propyl-3,4-dihydropyrimidin-4-one,
3-[(1S)-1-{2-butyl-4-hydroxy-6-oxo-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-1,6-dihydropyrimidin-1-yl}propyl]benzonitrile,
3-[(1S)-1-{2-butyl-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}propyl]benzonitrile,
3-[(1S)-1-{2-butyl-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}propyl]benzonitrile,
3-[(1S)-1-{4-hydroxy-6-oxo-5-[(3R)-3-phenylpyrrolidine-1-carbonyl]-2-[(propan-2-yloxy)methyl]-1,6-dihydropyrimidin-1-yl}propyl]benzonitrile,
3-[(1S)-1-{2-butyl-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}propyl]benzonitrile,
3-[(1S)-1-{2-butyl-5-[3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}propyl]benzonitrile,
3-[(S)-{2-butyl-5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}(cyclopropyl)methyl]benzonitrile,
3-[(S)-{2-butyl-5-[3-(5-chloropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}(cyclopropyl)methyl]benzonitrile,
3-[(1S)-1-{2-butyl-5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}propyl]benzonitrile,
2-butyl-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-(3-methoxyphenyl)propyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-3-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-3-[(1S)-1-(3,5-difluorophenyl)propyl]-6-hydroxy-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1S)-1-phenylpropyl]-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3,4-dihydropyrimidin-4-one,
2-butyl-3-[(1S)-1-(3,5-difluorophenyl)propyl]-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1R)-2-methoxy-1-phenylethyl]-3,4-dihydropyrimidin-4-one,
2-butyl-5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1R)-2-methoxy-1-phenylethyl]-3,4-dihydropyrimidin-4-one,
3-[(S)-{2-butyl-5-[3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl]-4-hydroxy-6-oxo-1,6-dihydropyrimidin-1-yl}(cyclopropyl)methyl]benzonitrile,
2-butyl-5-[3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl]-6-hydroxy-3-[(1R)-2-methoxy-1-phenylethyl]-3,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
5-[3-(2,6-difluorophenyl)pyrrolidine-1-carbonyl]-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-1,4-dihydropyrimidin-4-one,
2-butyl-5-(4-(2,3-dichlorobenzyl)piperazine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(3-(5-chloro-3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
5-(3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
5-(3-(2,4-difluorophenyl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
2-(1-(1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl)pyrrolidin-3-yl)benzonitrile,
2-(1-(1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl)pyrrolidin-3-yl)benzonitrile,
2-(1-(2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl)pyrrolidin-3-yl)benzonitrile,
2-(1-(2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl)pyrrolidin-3-yl)benzonitrile,
2-butyl-1-(2,6-dimethoxyphenyl)-5-(3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-(3-(3-fluoropyridin-2-yl)pyrrolidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
2-(1-(2-(tert-butoxymethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl)pyrrolidin-3-yl)benzonitrile,
2-(1-(2-(tert-butoxymethyl)-1-(2,6-dimethoxyphenyl)-6-hydroxy-4-oxo-1,4-dihydropyrimidine-5-carbonyl)pyrrolidin-3-yl)benzonitrile,
2-butyl-1-(2,6-dimethoxyphenyl)-5-(3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-1-(2,6-dimethoxyphenyl)-5-(3-(5-fluoropyridin-2-yl)pyrrolidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
5-(3-(3,5-difluoropyridin-2-yl)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(4-chlorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-5-(4-(4-fluorobenzyl)piperidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
5-(4-(4-chlorobenzyl)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
(S)-5-(3-(benzyloxy)pyrrolidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
5-(4-(4-chlorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
5-(4-(2-chloro-5-fluorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-6-hydroxypyrimidin-4(1H)-one,
1-(2,6-dimethoxyphenyl)-2-(ethoxymethyl)-5-(4-(2-fluorophenyl)piperidine-1-carbonyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-1-(2,6-dimethoxyphenyl)-6-hydroxy-5-(4-(4-(trifluoromethyl)benzyl)piperidine-1-carbonyl)pyrimidin-4(1H)-one,
2-butyl-5-(4-(4-(tert-butyl)phenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(2-chlorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(2-chloro-3-fluorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(2-chloro-3-fluorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(2-chloro-5-fluorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(2-chloro-3,5-difluorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(2,3-difluorophenoxy)piperidine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one,
2-butyl-5-(4-(2,3-difluorobenzyl)piperazine-1-carbonyl)-1-(2,6-dimethoxyphenyl)-6-hydroxypyrimidin-4(1H)-one or a stereoisomer, an enantiomer, a diastereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof.

382 more elements

Dependencies are inferred from the claim text.

Facts

Application: 16/122,975Filed 6 Sep 2018 · continuation
Priority: 24 Mar 2016
Published: US 2019/0002441 A13 Jan 2019
Granted: 17 Mar 2020
Term ends: Not estimatedThe source records don’t support an estimate.

Classification20 codes

C07D 403/06
Containing two hetero rings: linked by a carbon chain containing only aliphatic carbon atoms
A61K 31/505
Having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines: pyrimidines; Hydrogenated…
A61P 3/10
For glucose homeostasis: for hyperglycaemia, e.g. antidiabetics
A61P 9/00
Drugs for disorders of the cardiovascular system

Family

Application62/312,780Us provisional application · filed 24 Mar 2016
Application15/468,230Parent of this continuation · filed 24 Mar 2017
US 2019/0002441 A1Pre-grant publication · published 3 Jan 2019
US 10,106,528 B2Parent of this continuation
US 2017/0275272 A1Published application
US 10,590,113 B2This patent

From the US filing history. Foreign family members aren’t listed.

Timeline

Citations

Open elsewhere

patentgrep

Loading patent…

Abstract

A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound having Formula (II):

or a stereoisomer, an enantiomer, a diastereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof, wherein:
ring B is independently selected from
R1, at each occurrence, is independently selected from H, F, Cl, OH, CN, C1-4 alkyl, OC1-4 alkyl, and C3-6 cycloalkyl;
R2 is independently selected from C1-5 alkyl substituted with 0-3 Re;
C2-5 alkenyl, aryl substituted with 0-3 Re, heteroaryl substituted with 0-3 Re, C3-6 cycloalkyl, —(CH2)1-4OC1-5alkyl, and —(CH2)1-3OC3-6cycloalkyl;
R3 and R4 together with the nitrogen atom to which they are both attached form a heterocyclic ring selected from
R5, at each occurrence, is independently selected from OH, —(CR7R7)n—R6, —OR6, —S(O)pR6, —C(═O)R6, —NRaR6, —C(═O)NRaR6, —NRaC(═O)R6—NRaC(═O)OR6, —OC(═O)NRaR6, —C(═O)OR6, —S(O)pNRaR6, —NRaS(O)pNRaR6, and —NRaS(O)pR6;
R5a is independently selected from —C(═O)OR6, —C(═O)NRaR6, —(CR7R7)n—R6, —C(═O)—R6, and —S(O)pR6;
R6, at each occurrence, is independently selected from —(CR7R7)n-aryl, —(CR7R7)n—C3-6 cycloalkyl, and —(CR7R7)n-heteroaryl, each substituted with 0-3 R8;
R7, at each occurrence, is independently selected from H, C1-4 alkyl, and (CH2)n—C3-12 carbocyclyl substituted with 0-3 Re;
R8, at each occurrence, is independently selected from H, F, Cl, Br, —ORb, —(CH2)nC(═O)Rb, —(CH2)nC(═O)ORb, —(CH2)nNRaRa, CN, —(CH2)nC(═O)NRaRa, C1-4 alkyl substituted with 0-3 Re, —(CH2)n—C3-6 carbocyclyl substituted with 0-3 Re, and —(CH2)n-heterocyclyl substituted with 0-3 Re;
Ra, at each occurrence, is independently selected from H, C1-6 alkyl substituted with 0-5 Re, —(CH2)n—C3-10carbocyclyl substituted with 0-5 Re, and —(CH2)n-heterocyclyl substituted with 0-5 Re;
or Ra and Ra together with the nitrogen atom to which they are both attached form a heterocyclic ring substituted with 0-5 Re;
Rb, at each occurrence, is independently selected from H, C1-6 alkyl substituted with 0-5 Re, C2-6 alkenyl substituted with 0-5 Re, C2-6 alkynyl substituted with 0-5 Re, —(CH2)n—C3-10carbocyclyl substituted with 0-5 Re, and —(CH2)n-heterocyclyl substituted with 0-5 Re;
Re, at each occurrence, is independently selected from F, Cl, Br, CN, NO2, ═O, CO2H, C1-6 alkyl (optionally substituted with F and Cl), OH, OCH3, OCF3, —(CH2)n—C3-6 cycloalkyl, —(CH2)n—C4-6 heterocyclyl, —(CH2)n-aryl, —(CH2)n-heteroaryl, and —(CH2)nOC1-4 alkyl;
and
n, at each occurrence, is independently selected from zero, 1, 2, 3, and 4.

14 more elements

Facts

Application

16/122,975Filed 6 Sep 2018 · continuation

Priority

24 Mar 2016

Published

US 2019/0002441 A13 Jan 2019

Granted

17 Mar 2020

Term ends

Not estimatedThe source records don’t support an estimate.

Classification20 codes

C07D 403/06
Containing two hetero rings: linked by a carbon chain containing only aliphatic carbon atoms
A61K 31/505
Having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines: pyrimidines; Hydrogenated…
A61P 3/10
For glucose homeostasis: for hyperglycaemia, e.g. antidiabetics
A61P 9/00
Drugs for disorders of the cardiovascular system

Family

Application62/312,780Us provisional application · filed 24 Mar 2016

Application15/468,230Parent of this continuation · filed 24 Mar 2017

US 2019/0002441 A1Pre-grant publication · published 3 Jan 2019

US 10,106,528 B2Parent of this continuation

US 2017/0275272 A1Published application

US 10,590,113 B2This patent

From the US filing history. Foreign family members aren’t listed.