US 8,912,190 B2Granted

Substituted heterocyclic compounds

AssigneeGilead Sciences, Inc.

InventorsDmitry Koltun, Eric Parkhill, Jeff Zablocki

Life of this patent

Estimating the term…

Abstract

The present invention relates to compounds that are late sodium channel inhibitors and to their use in the treatment of various disease states, including cardiovascular diseases and diabetes. In particular embodiments, the structure of the compounds is given by Formula (I): wherein R1, R2, R3, and R4 are as described herein, to methods for the preparation and use of the compounds and to pharmaceutical compositions containing the same.

Claims7

Dependent claims

A compound selected from the group consisting of:

1,3-dimethyl-7-(4-(trifluoromethoxy)phenyl)-quinoxalin-2(1H)-one;
1,3-dimethyl-6-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
6-(3,4-difluorophenyl)-1,3-dimethylquinoxalin-2(1H)-one;
1-methyl-6-[4-(trifluoromethoxy)phenyl]-2-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1-methyl-7-[4-(trifluoromethoxy)phenyl]-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-[3-(trifluoromethyl)phenyl]quinoxalin-2(1H)-one;
1,3-dimethyl-7-[4-(trifluoromethyl)phenyl]quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-7-[3-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1-methyl-3-(propan-2-yl)-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(H)-one;
1-methyl-3-(propan-2-yl)-7-[3-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1,3-dimethyl-6-[3-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1-methyl-6-[3-(trifluoromethoxy)phenyl]-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1-methyl-3-(trifluoromethyl)-6-[3-(trifluoromethyl)phenyl]quinoxalin-2(1H)-one;
1-methyl-7-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(H)-one;
7-(3,4-difluorophenyl)-1,3-dimethylquinoxalin-2(1H)-one;
1,3-dimethyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
7-(3,4-difluorophenyl)-1-methyl-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-(4-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-methyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-7-(3-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1-methyl-3-(trifluoromethyl)-6-(3-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-6-(3-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
3-isobutyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
2-hydroxy-N-(2-{2-oxo-7-[4-(trifluoromethoxy)phenyl]-3-(trifluoromethyl)quinoxalin-1(2H)-yl}ethyl)acetamide;
ethyl 4-methyl-3-oxo-6-[4-(trifluoromethoxy)phenyl]-3,4-dihydroquinoxaline-2-carboxylate;
ethyl 4-methyl-3-oxo-6-[3-(trifluoromethoxy)phenyl]-3,4-dihydroquinoxaline-2-carboxylate;
N-(2-{3-tert-butyl-2-oxo-7-[3-(trifluoromethoxy)phenyl]quinoxalin-1(2H)-yl}ethyl)-2-hydroxyacetamide;
3-(2-hydroxypropan-2-yl)-1-methyl-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
2-hydroxy-N-(2-(2-oxo-7-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
2-oxo-2-(2-(2-oxo-7-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-1(2H)-yl)ethylamino)ethyl acetate;
2-hydroxy-N-(2-(3-t-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
3-(2-hydroxypropan-2-yl)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
tert-butyl 2-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetate;
tert-butyl 2-(3-tert-butyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetate;
2-hydroxy-N-(2-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
2-hydroxy-N-(2-(3-isopropyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
3-benzyl-1-methyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-(2-methoxyethyl)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-(2-methoxyethyl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-phenyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-phenyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-(2-methoxyethyl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-(2-methoxyethyl)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
ethyl 2-(4-methyl-3-oxo-6-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanoate;
ethyl 2-(4-methyl-3-oxo-6-(3-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanoate;
2-(3-methyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetic acid;
3-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
2-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetic acid;
3-tert-butyl-1-(2-hydroxyethyl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
tert-butyl 3-(3-tert-butyl-2-oxo-6-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoate;
3-(3-tert-butyl-2-oxo-6-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
1-(2-hydroxyethyl)-3-isopropyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
ethyl 4-(2,4-dimethoxybenzyl)-3-oxo-6-(3-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxaline-2-carboxylate;
1-(2-hydroxyethyl)-3-isopropyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-tert-butyl-1-(2-hydroxyethyl)-6-(3-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
ethyl 6-(3-bromophenyl)-4-(2,4-dimethoxybenzyl)-3-oxo-3,4-dihydroquinoxaline-2-carboxylate;
1-methyl-3-phenethyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(indolin-3-yl)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(4-methyl-3-oxo-6-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanoic acid;
3-(3-tert-butyl-7-(3-chlorophenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-2-oxo-7-(4-phenoxyphenyl)quinoxalin-1(2H)-yl)propanoic acid;
4-((3-tert-butyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)methyl)benzoic acid;
2-(2-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethoxy)acetic acid;
4-(3-methyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)butanoic acid;
N-methyl-3-(4-methyl-3-oxo-6-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanamide;
3-(3-isopropyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-methyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-benzoyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isonicotinoyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-benzoyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
4-(3-methyl-2-oxo-7-(4-phenoxyphenyl)quinoxalin-1(2H)-yl)butanoic acid;
3-tert-butyl-1-methyl-7-(4-phenoxypiperidin-1-yl)quinoxalin-2(1H)-one;
3-hydroxy-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-benzyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(dimethylamino)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
4-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)butanoic acid;
3-(3-methyl-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
1-methyl-3-(methyl(phenyl)amino)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-(phenylthio)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-phenoxy-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-(phenylamino)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
N-(2-(3-methyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)methanesulfonamide;
N-(2-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)methanesulfonamide;
3-(1H-imidazol-2-ylthio)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-tert-butyl-2-oxo-7-(4-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-2-oxo-7-(3-phenoxyphenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-7-(4-fluoro-3-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-7-(2-methoxy-5-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-(7-(3,5-bis(trifluoromethyl)phenyl)-3-tert-butyl-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-tert-butyl-1-(2-hydroxyethyl)-7-(3-(trifluoromethyl)phenyl)quinoxalin-2(H)-one;
2-(3-tert-butyl-2-oxo-7-(3-phenoxyphenyl)quinoxalin-1(2H)-yl)acetic acid;
3-(3-tert-butyl-7-(3-(difluoromethoxy)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
4-(3-tert-butyl-7-(4-chloro-3-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)butanoic acid;
3-(3-tert-butyl-6-methoxy-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-7-(2-chloro-5-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
(R)-3-(3-tert-butyl-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)butanoic acid;
3-(2-oxo-3-(2-phenylpropan-2-yl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-6-methyl-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
and
ethyl 4-(2,4-dimethoxybenzyl)-3-oxo-7-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxaline-2-carboxylate, or a pharmaceutically acceptable salt thereof.

104 more elements

Dependencies are inferred from the claim text.

Facts

Application: 13/677,058Filed 14 Nov 2012 · division
Priority: 29 Oct 2008
Published: US 2013/0197001 A11 Aug 2013
Granted: 16 Dec 2014
Term ends: Not estimatedThe source records don’t support an estimate.

Classification10 codes

A61K 31/498
Having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines: pyrazines or piperazines…
A61P 3/10
For glucose homeostasis: for hyperglycaemia, e.g. antidiabetics
A61P 9/00
Drugs for disorders of the cardiovascular system
A61P 9/04
Drugs for disorders of the cardiovascular system: inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure

Family

Application61/109,461Us provisional application · filed 29 Oct 2008
Application61/229,882Us provisional application · filed 30 Jul 2009
Application12/606,956Parent of this division · filed 27 Oct 2009
US 2013/0197001 A1Pre-grant publication · published 1 Aug 2013
US 2010/0113461 A1Published application
US 8,912,190 B2This patent

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

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Abstract

A compound selected from the group consisting of:

1,3-dimethyl-7-(4-(trifluoromethoxy)phenyl)-quinoxalin-2(1H)-one;
1,3-dimethyl-6-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
6-(3,4-difluorophenyl)-1,3-dimethylquinoxalin-2(1H)-one;
1-methyl-6-[4-(trifluoromethoxy)phenyl]-2-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1-methyl-7-[4-(trifluoromethoxy)phenyl]-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-[3-(trifluoromethyl)phenyl]quinoxalin-2(1H)-one;
1,3-dimethyl-7-[4-(trifluoromethyl)phenyl]quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-7-[3-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1-methyl-3-(propan-2-yl)-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(H)-one;
1-methyl-3-(propan-2-yl)-7-[3-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1,3-dimethyl-6-[3-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
1-methyl-6-[3-(trifluoromethoxy)phenyl]-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1-methyl-3-(trifluoromethyl)-6-[3-(trifluoromethyl)phenyl]quinoxalin-2(1H)-one;
1-methyl-7-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(H)-one;
7-(3,4-difluorophenyl)-1,3-dimethylquinoxalin-2(1H)-one;
1,3-dimethyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
7-(3,4-difluorophenyl)-1-methyl-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1,3-dimethyl-7-(4-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-methyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-7-(3-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-2(1H)-one;
1-methyl-3-(trifluoromethyl)-6-(3-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-methyl-6-(3-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
3-isobutyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
2-hydroxy-N-(2-{2-oxo-7-[4-(trifluoromethoxy)phenyl]-3-(trifluoromethyl)quinoxalin-1(2H)-yl}ethyl)acetamide;
ethyl 4-methyl-3-oxo-6-[4-(trifluoromethoxy)phenyl]-3,4-dihydroquinoxaline-2-carboxylate;
ethyl 4-methyl-3-oxo-6-[3-(trifluoromethoxy)phenyl]-3,4-dihydroquinoxaline-2-carboxylate;
N-(2-{3-tert-butyl-2-oxo-7-[3-(trifluoromethoxy)phenyl]quinoxalin-1(2H)-yl}ethyl)-2-hydroxyacetamide;
3-(2-hydroxypropan-2-yl)-1-methyl-7-[4-(trifluoromethoxy)phenyl]quinoxalin-2(1H)-one;
2-hydroxy-N-(2-(2-oxo-7-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
2-oxo-2-(2-(2-oxo-7-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)quinoxalin-1(2H)-yl)ethylamino)ethyl acetate;
2-hydroxy-N-(2-(3-t-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
3-(2-hydroxypropan-2-yl)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
tert-butyl 2-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetate;
tert-butyl 2-(3-tert-butyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetate;
2-hydroxy-N-(2-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
2-hydroxy-N-(2-(3-isopropyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)acetamide;
3-benzyl-1-methyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-(2-methoxyethyl)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-tert-butyl-1-(2-methoxyethyl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-phenyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-phenyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-(2-methoxyethyl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isopropyl-1-(2-methoxyethyl)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
ethyl 2-(4-methyl-3-oxo-6-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanoate;
ethyl 2-(4-methyl-3-oxo-6-(3-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanoate;
2-(3-methyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetic acid;
3-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
2-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)acetic acid;
3-tert-butyl-1-(2-hydroxyethyl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
tert-butyl 3-(3-tert-butyl-2-oxo-6-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoate;
3-(3-tert-butyl-2-oxo-6-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
1-(2-hydroxyethyl)-3-isopropyl-7-(3-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
ethyl 4-(2,4-dimethoxybenzyl)-3-oxo-6-(3-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxaline-2-carboxylate;
1-(2-hydroxyethyl)-3-isopropyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-tert-butyl-1-(2-hydroxyethyl)-6-(3-(trifluoromethyl)phenyl)quinoxalin-2(1H)-one;
ethyl 6-(3-bromophenyl)-4-(2,4-dimethoxybenzyl)-3-oxo-3,4-dihydroquinoxaline-2-carboxylate;
1-methyl-3-phenethyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(indolin-3-yl)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(4-methyl-3-oxo-6-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanoic acid;
3-(3-tert-butyl-7-(3-chlorophenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-2-oxo-7-(4-phenoxyphenyl)quinoxalin-1(2H)-yl)propanoic acid;
4-((3-tert-butyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)methyl)benzoic acid;
2-(2-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethoxy)acetic acid;
4-(3-methyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)butanoic acid;
N-methyl-3-(4-methyl-3-oxo-6-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxalin-2-yl)propanamide;
3-(3-isopropyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-methyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-benzoyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-isonicotinoyl-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-benzoyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
4-(3-methyl-2-oxo-7-(4-phenoxyphenyl)quinoxalin-1(2H)-yl)butanoic acid;
3-tert-butyl-1-methyl-7-(4-phenoxypiperidin-1-yl)quinoxalin-2(1H)-one;
3-hydroxy-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-benzyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(dimethylamino)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
4-(3-tert-butyl-2-oxo-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)butanoic acid;
3-(3-methyl-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
1-methyl-3-(methyl(phenyl)amino)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-(phenylthio)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-phenoxy-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
1-methyl-3-(phenylamino)-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
N-(2-(3-methyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)methanesulfonamide;
N-(2-(3-isopropyl-2-oxo-7-(4-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)ethyl)methanesulfonamide;
3-(1H-imidazol-2-ylthio)-1-methyl-7-(4-(trifluoromethoxy)phenyl)quinoxalin-2(1H)-one;
3-(3-tert-butyl-2-oxo-7-(4-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-2-oxo-7-(3-phenoxyphenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-7-(4-fluoro-3-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-7-(2-methoxy-5-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-(7-(3,5-bis(trifluoromethyl)phenyl)-3-tert-butyl-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
3-tert-butyl-1-(2-hydroxyethyl)-7-(3-(trifluoromethyl)phenyl)quinoxalin-2(H)-one;
2-(3-tert-butyl-2-oxo-7-(3-phenoxyphenyl)quinoxalin-1(2H)-yl)acetic acid;
3-(3-tert-butyl-7-(3-(difluoromethoxy)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
4-(3-tert-butyl-7-(4-chloro-3-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)butanoic acid;
3-(3-tert-butyl-6-methoxy-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-7-(2-chloro-5-(trifluoromethyl)phenyl)-2-oxoquinoxalin-1(2H)-yl)propanoic acid;
(R)-3-(3-tert-butyl-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)butanoic acid;
3-(2-oxo-3-(2-phenylpropan-2-yl)-7-(3-(trifluoromethoxy)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
3-(3-tert-butyl-6-methyl-2-oxo-7-(3-(trifluoromethyl)phenyl)quinoxalin-1(2H)-yl)propanoic acid;
and
ethyl 4-(2,4-dimethoxybenzyl)-3-oxo-7-(4-(trifluoromethoxy)phenyl)-3,4-dihydroquinoxaline-2-carboxylate, or a pharmaceutically acceptable salt thereof.

104 more elements

Facts

Application

13/677,058Filed 14 Nov 2012 · division

Priority

29 Oct 2008

Published

US 2013/0197001 A11 Aug 2013

Granted

16 Dec 2014

Term ends

Not estimatedThe source records don’t support an estimate.

Classification10 codes

A61K 31/498
Having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines: pyrazines or piperazines…
A61P 3/10
For glucose homeostasis: for hyperglycaemia, e.g. antidiabetics
A61P 9/00
Drugs for disorders of the cardiovascular system
A61P 9/04
Drugs for disorders of the cardiovascular system: inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure

Family

Application61/109,461Us provisional application · filed 29 Oct 2008

Application61/229,882Us provisional application · filed 30 Jul 2009

Application12/606,956Parent of this division · filed 27 Oct 2009

US 2013/0197001 A1Pre-grant publication · published 1 Aug 2013

US 2010/0113461 A1Published application

US 8,912,190 B2This patent

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