Substituted quinoxalines as B-RAF kinase inhibitors
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Abstract
Chemical entities that are kinase inhibitors, pharmaceutical compositions and methods of treatment of cancer are described. Specifically quinoxaline derivatives of Formula I:
and their use in modulating the activity of B-raf and/or mutant B-raf kinase to regulate and modulate abnormal or inappropriate cell proliferation, differentiation, or metabolism are disclosed. Also disclosed are methods of treating cancer associated with B-raf and/or mutant B-raf kinase activity in a subject, comprising administering the compounds of Formula I.
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Citations
35 Claims
- 1. A compound of Formula I:
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23. A compound or pharmaceutically acceptable salt chosen from the group consisting of:
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(2-chloro-5-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2-fluoro-5-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2,6-dichloro-3-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-((3-fluorobenzyl)oxy)-6-methylphenyl)(quinoxalin-6-yl)methanone, (2-fluoro-3-((3-fluorobenzyl)oxy)-6-methylphenyl)(quinoxalin-6-yl)methanone, (6-fluoro-3-((3-fluorobenzyl)oxy)-2-methylphenyl)(quinoxalin-6-yl)methanone, (6-chloro-3-((3-fluorobenzyl)oxy)-2-methylphenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-((3-fluorobenzyl)oxy)phenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-chloro-3-((3-fluorobenzyl)oxy)phenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-fluoro-5-((3-fluorobenzyl)oxy)phenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-chloro-5-((3-fluorobenzyl)oxy)phenyl)(3-morpholinoquinoxalin-6-yl)methanone, (5-((3-fluorobenzyl)oxy)-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-((3-fluorobenzyl)oxy)-2,6-dimethylphenyl)(quinoxalin-6-yl)methanone, (3-((3-fluorobenzyl)oxy)-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-((3-fluorobenzyl)oxy)-2-methylphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-((3-chlorobenzyl)oxy)-6-fluorophenyl)(quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-3-((trifluoromethyl)benzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-((4-chloro-3-(trifluoromethyl)benzyl)oxy)-6-fluorophenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-((3-chloro-4-(trifluoromethyl)benzyl)oxy)-6-fluorophenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-((3-chlorobenzyl)oxy)-6-fluorophenyl)(3-methylquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-methylquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(2-chloro-3-((3-chlorobenzyl)oxy)-6-fluorobenzoyl)quinoxaline-2-carbonitrile, 7-(2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)benzoyl)quinoxaline-2-carbonitrile, (2-chloro-3-((3-chlorobenzyl)oxy)-6-fluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-methoxyquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-chloro-3-((3-chlorobenzyl)oxy)-6-fluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-(trifluoromethyl)benzyl)oxy)phenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-chloro-3-((4-chloro-3-(trifluoromethyl)benzyl)oxy)-6-fluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-chloro-3-((3-chloro-4-(trifluoromethyl)benzyl)oxy)-6-fluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2-chloro-3-((3-chlorobenzyl)oxy)-6-fluorophenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(5-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(quinoxalin-6-yl)methanone, (3-((3-chlorobenzyl)oxy)-2,6-difluorophenyl)(quinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-(trifluoromethyl)benzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (3-((4-chloro-3-(trifluoromethyl)benzyl)oxy)-2,6-difluorophenyl)(quinoxalin-6-yl)methanone, (3-((3-chloro-4-(trifluoromethyl)benzyl)oxy)-2,6-difluorophenyl)(quinoxalin-6-yl)methanone, (3-((3-chlorobenzyl)oxy)-2,6-difluorophenyl)(3-methylquinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-methylquinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(3-((3-chlorobenzyl)oxy)-2,6-difluorobenzoyl)quinoxaline-2-carbonitrile, 7-(2,6-difluoro-3-((3-fluorobenzyl)oxy)benzoyl)quinoxaline-2-carbonitrile, (3-((3-chlorobenzyl)oxy)-2,6-difluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-methoxyquinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-((3-chlorobenzyl)oxy)-2,6-difluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-(trifluoromethyl)benzyl)oxy)phenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-((4-chloro-3-(trifluoromethyl)benzyl)oxy)-2,6-difluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-((3-chloro-4-(trifluoromethyl)benzyl)oxy)-2,6-difluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-((3-chlorobenzyl)oxy)-2,6-difluorophenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(3-(5-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-(pyridin-3-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-((3-fluorobenzyl)oxy)phenyl)methanone, quinoxalin-6-yl(2,3,6-trifluoro-5-((3-fluorobenzyl)oxy)phenyl)methanone, (2,3-difluoro-5-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (2,5-difluoro-3-((3-fluorobenzyl)oxy)phenyl)(quinoxalin-6-yl)methanone, (5-(benzyloxy)-2-chlorophenyl)(quinoxalin-6-yl)methanone, (5-(benzyloxy)-2-fluorophenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-fluorophenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-dichlorophenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-methylphenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-fluoro-6-methylphenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-6-fluoro-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-6-chloro-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chlorophenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chlorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (3-(benzyloxy)-2-fluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chlorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-fluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (5-(benzyloxy)-2-fluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (5-(benzyloxy)-2-chlorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (3-(benzyloxy)-6-chloro-2-fluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (5-(benzyloxy)-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-dimethylphenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-methylphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5-difluorophenyl)(quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-methylquinoxalin-6-yl)methanone, 7-(3-(benzyloxy)-2,5,6-trifluorobenzoyl)quinoxaline-2-carbonitrile, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(pyrrolidin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(3-(benzyloxy)-2,5,6-trifluorophenyl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-((2-hydroxyethyl)amino)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(3-(benzyloxy)-2,5,6-trifluorobenzoyl)quinoxaline-2-carbonitrile, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-pyrazol-4-yl)quinoxalin-6-yl)(3-(benzyloxy)-2,5,6-trifluorophenyl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(3-(benzyloxy)-2,5,6-trifluorophenyl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,5,6-trifluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-methylquinoxalin-6-yl)methanone, 7-(3-(benzyloxy)-2-chloro-6-fluorobenzoyl)quinoxaline-2-carbonitrile, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-(pyrrolidin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(3-(benzyloxy)-2-chloro-6-fluorophenyl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-((2-hydroxyethyl)amino)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(3-(benzyloxy)-2-chloro-6-fluorobenzoyl)quinoxaline-2-carbonitrile, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-pyrazol-4-yl)quinoxalin-6-yl)(3-(benzyloxy)-2-chloro-6-fluorophenyl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(3-(benzyloxy)-2-chloro-6-fluorophenyl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2-chloro-6-fluorophenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-methylquinoxalin-6-yl)methanone, 7-(5-(benzyloxy)-2,3-difluorobenzoyl)quinoxaline-2-carbonitrile, (5-(benzyloxy)-2,3-difluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-(pyrrolidin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(5-(benzyloxy)-2,3-difluorophenyl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-((2-hydroxyethyl)amino)quinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(5-(benzyloxy)-2,3-difluorobenzoyl)quinoxaline-2-carbonitrile, (5-(benzyloxy)-2,3-difluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-pyrazol-4-yl)quinoxalin-6-yl)(5-(benzyloxy)-2,3-difluorophenyl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(5-(benzyloxy)-2,3-difluorophenyl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (5-(benzyloxy)-2,3-difluorophenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-methylquinoxalin-6-yl)methanone, 7-(3-(benzyloxy)-2,6-difluorobenzoyl)quinoxaline-2-carbonitrile, (3-(benzyloxy)-2,6-difluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-(pyrrolidin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(3-(benzyloxy)-2,6-difluorophenyl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-((2-hydroxyethyl)amino)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(3-(benzyloxy)-2,6-difluorobenzoyl)quinoxaline-2-carbonitrile, (3-(benzyloxy)-2,6-difluorophenyl)(3-methoxyquinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-pyrazol-4-yl)quinoxalin-6-yl)(3-(benzyloxy)-2,6-difluorophenyl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(3-(benzyloxy)-2,6-difluorophenyl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (3-(benzyloxy)-2,6-difluorophenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(quinoxalin-6-yl)methanone, (2,6-difluoro-3-methoxyphenyl)(quinoxalin-6-yl)methanone, (3-chloroquinoxalin-6-yl)(2,6-difluoro-3-hydroxyphenyl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-phenylquinoxalin-6-yl)methanone, 7-(2,6-difluoro-3-hydroxybenzoyl)quinoxaline-2-carbonitrile, (2,6-difluoro-3-hydroxyphenyl)(3-methoxyquinoxalin-6-yl)methanone, (2-chloro-5-hydroxyphenyl)(quinoxalin-6-yl)methanone, (2-fluoro-5-hydroxyphenyl)(quinoxalin-6-yl)methanone, (2-fluoro-3-hydroxyphenyl)(quinoxalin-6-yl)methanone, (2,6-dichloro-3-hydroxyphenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-hydroxy-6-methylphenyl)(quinoxalin-6-yl)methanone, (2-fluoro-3-hydroxy-6-methylphenyl)(quinoxalin-6-yl)methanone, (6-fluoro-3-hydroxy-2-methylphenyl)(quinoxalin-6-yl)methanone, (6-chloro-3-hydroxy-2-methylphenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-hydroxyphenyl)(quinoxalin-6-yl)methanone, (2-chloro-3-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-fluoro-3-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-chloro-3-hydroxyphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-fluoro-3-hydroxyphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2-fluoro-5-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-chloro-5-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (6-chloro-2-fluoro-3-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (5-hydroxy-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-hydroxy-2,6-dimethylphenyl)(quinoxalin-6-yl)methanone, (3-hydroxy-2-methylphenyl)(quinoxalin-6-yl)methanone, (3-hydroxy-2-methylphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (2,5-difluoro-3-hydroxyphenyl)(quinoxalin-6-yl)methanone, (3-methylquinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, 7-(2,3,6-trifluoro-5-hydroxybenzoyl)quinoxaline-2-carbonitrile, (3-methoxyquinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-morpholinoquinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(piperazin-1-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(pyrrolidin-1-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-((2-hydroxyethyl)amino)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(2-hydroxyethoxy)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(2-methoxyethoxy)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, 7-(2,3,6-trifluoro-5-hydroxybenzoyl)quinoxaline-2-carbonitrile, (3-methoxyquinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(pyridin-3-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(1 H-pyrazol-4-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (3-(pyridin-3-yl)quinoxalin-6-yl)(2,3,6-trifluoro-5-hydroxyphenyl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-methylquinoxalin-6-yl)methanone, 7-(2-chloro-6-fluoro-3-hydroxybenzoyl)quinoxaline-2-carbonitrile, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-methoxyquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-(pyrrolidin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(2-chloro-6-fluoro-3-hydroxyphenyl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-((2-hydroxyethyl)amino)quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(2-chloro-6-fluoro-3-hydroxybenzoyl)quinoxaline-2-carbonitrile, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-methoxyquinoxalin-6-yl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-pyrazol-4-yl)quinoxalin-6-yl)(2-chloro-6-fluoro-3-hydroxyphenyl)methanone, (3-(1 H-imidazol-1-yl)quinoxalin-6-yl)(2-chloro-6-fluoro-3-hydroxyphenyl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin -6-yl)methanone, (2-chloro-6-fluoro-3-hydroxyphenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin -6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-methylquinoxalin-6-yl)methanone, 7-(2,3-difluoro-5-hydroxybenzoyl)quinoxaline-2-carbonitrile, (2,3-difluoro-5-hydroxyphenyl)(3-methoxyquinoxalin-6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-(pyrrolidin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(2,3-difluoro-5-hydroxyphenyl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-((2-hydroxyethyl)amino)quinoxalin-6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, 7-(2,3-difluoro-5-hydroxybenzoyl)quinoxaline-2-carbonitrile, (2,3-difluoro-5-hydroxyphenyl)(3-methoxyquinoxalin-6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-(pyridin-3-yl)quinoxalin-6-yl)methanone, (3-(1H-pyrazol-4-yl)quinoxalin-6-yl)(2,3-difluoro-5-hydroxyphenyl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(2,3-difluoro-5-hydroxyphenyl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2,3-difluoro-5-hydroxyphenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-methylquinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-morpholinoquinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-(piperazin-1-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-(pyrrolidin-1-yl)quinoxalin-6-yl)methanone, (3-(2-aminoethoxy)quinoxalin-6-yl)(2,6-difluoro-3-hydroxyphenyl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-((2-hydroxyethyl)amino)quinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-(2-hydroxyethoxy)quinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-(2-methoxyethoxy)quinoxalin-6-yl)methanone, (3-(1H-pyrazol-4-yl)quinoxalin-6-yl)(2,6-difluoro-3-hydroxyphenyl)methanone, (3-(1H-imidazol-1-yl)quinoxalin-6-yl)(2,6-difluoro-3-hydroxyphenyl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-(2-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, (2,6-difluoro-3-hydroxyphenyl)(3-(4-methyl-1H-imidazol-1-yl)quinoxalin-6-yl)methanone, ps and pharmaceutically acceptable salts thereof.
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Specification