Compounds for inflammation and immune-related uses

摘要

The invention relates to certain compounds or pharmaceutically acceptable salts, solvates, clathrates, or prodrugs thereof, that are useful as immunosuppressive agents and for treating and preventing inflammatory conditions, allergic disorders, and immune disorders.

主权项

1. A compound selected from the group consisting of:NumberStructureCompound Name1.N-(5-(2-chloro-5-(1H-pyrazol-4- yl)phenyl)pyrazin-2-yl)-4- methylnicotinamide2.N-(5-(2-ethoxy-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide3.N-(5-(2-chloro-5-(2-methylthiazol-4- yl)phenyl)pyrazin-2-yl)-4- methylnicotinamide6.5-fluoro-N-(5-(2-methoxy-5-(1-methyl- 1H-pyrazol-4-yl)phenyl)pyrazin- 2-yl)-4-methylnicotinamide 8.N-(5-(2-ethyl-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide14.N-(5-(2-chloro-5-(5-methylthiazol-2- yl)phenyl)pyrazin-2-yl)-4- methylnicotinamide16.N-(5-(2-chloro-5-(pyrimidin-2- yloxy)phenyl)pyrazin-2-yl)-4- methylnicotinamide19.N-(5-(2-isopropoxy-5-(1-methyl- 1H-pyrazol-4-yl)phenyl)pyrazin-2- yl)-4-methylnicotinamide22.5-fluoro-4-methyl-N-(5-(5-(1-methyl- 1H-pyrazol-4-yl)-2- (trifluoromethoxy)phenyl)pyrazin- 2-yl)nicotinamide24.N-(5-(2-chloro-5-(3-fluoropyridin- 4-yl)phenyl)pyrazin-2-yl)-4- methylnicotinamide26.N-(5-(2-chloro-5-(2-methyl-2H- tetrazol-5-yl)phenyl)pyrazin-2-yl)- 5-fluoro-4-methylnicotinamide27.N-(5-(2-ethyl-5-(2-methyl-2H- tetrazol-5-yl)phenyl)pyrazin-2-yl)- 5-fluoro-4-methylnicotinamide34.N-(5-(2-chloro-5-((6- (trifluoromethyl)pyridin-2- yl)oxy)phenyl)pyrazin-2-yl)-4- methylnicotinamide36.N-(5-(5-((3-fluoropyridin-2- yl)oxy)-2-methylphenyl)pyrazin- 2-yl)-4-methylnicotinamide38.N-(5-(5-((3-fluoropyridin-2-yl)oxy)-2- (trifluoromethoxy)phenyl)pyrazin- 2-yl)-4-methylnicotinamide39.N-(5-(2-cyano-5-(oxetan-3- yloxy)phenyl)pyrazin-2-yl)-4- methylnicotinamide44.4-methyl-N-(5-(2-methyl-5-(pyridin- 3-ylethynyl)phenyl)pyrazin-2- yl)nicotinamide45.4-methyl-N-(5-(2-methyl-5-(2-methyl- 2H-tetrazol-5-yl)phenyl)pyrazin- 2-yl)nicotinamide49.N-(5-(2-chloro-5-(pyridin-2- yloxy)phenyl)pyrazin-2-yl)-4- methylnicotinamide50.4-methyl-N-(5-(6- methylbenzo[d][1,3]dioxol-5- yl)pyrazin-2-yl)nicotinamide51.4-methyl-N-(5-(5-(pyridin-2-yloxy)-2- (trifluoromethoxy)phenyl)pyrazin- 2-yl)nicotinamide52.4-methyl-N-(5-(2-methyl-5-(1-methyl- 1H-pyrazol-4-yl)phenyl)pyrazin-2- yl)nicotinamide53.N-(5-(2-chloro-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide54.N-(5-(2-chloro-5-(pyridin-2- yloxy)phenyl)pyrazin-2-yl)-5- fluoro-4-methylnicotinamide56.N-(5-(2-ethyl-5-(2-methyl-2H- tetrazol-5-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide57.N-(5-(2-chloro-5-(2-methyl-2H- tetrazol-5-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide61.N-(5-(2,5-dimethoxy-1H- benzo[d]imidazol-1-yl)pyrazin-2- yl)-4-methylnicotinamide62.N-(5-(2-chloro-5- cyclopropoxyphenyl)pyrazin-2- yl)-4-methylnicotinamide65.N-(5-(5-methoxy-2-(trifluoromethyl)- 1H-benzo[d]imidazol-1-yl)pyrazin-2- yl)-4-methylnicotinamide66.N-(5-(5-cyclopropoxy-2- methylphenyl)pyrazin-2-yl)-4- methylnicotinamide68.4-methyl-3-(5-(4- methylnicotinamido)pyrazin-2- yl)phenyl dimethylsulfamate69.4-methyl-3-(5-(4- methylnicotinamido)pyrazin-2- yl)phenyl methanesulfonate79.N-(5-(5-cyclopropoxy-2- methylphenyl)pyrazin-2-yl)-5- fluoro-4-methylnicotinamide80.N-(5-(2-chloro-5-(1,5-dimethyl- 1H-pyrazol-4-yl)phenyl)pyrazin-2- yl)-4-methylnicotinamide81.5-bromo-N-(5-(2-chloro-5- cyclopropoxyphenyl)pyrazin-2- yl)-4-methylnicotinamide85.N-(5-(2-chloro-5-((3-fluoropyridin-2- yl)oxy)phenyl)pyrazin-2-yl)-4- methylnicotinamide86.N-(5-(2-cyclopropoxy-5-(1-methyl- 1H-pyrazol-4-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide87.N-(5-(2-chloro-5- cyclopropoxyphenyl)pyrazin-2-yl)-4- methylnicotinamide hydrochloride93.4-chloro-3-(5-(4- methylnicotinamido)pyrazin-2- yl)phenyl methanesulfonate101.4-methyl-N-(5-(2-methyl-5-(1-methyl- 1H-pyrazol-3-yl)phenyl)pyrazin-2- yl)nicotinamide110.N-(5-(2-methoxy-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide114.5-chloro-N-(5-(2-chloro-5-(1-methyl- 1H-pyrazol-4-yl)phenyl)pyrazin-2- yl)-4-methylnicotinamide121.5-bromo-N-(5-(2-chloro-5-(1-methyl- 1H-pyrazol-4-yl)phenyl)pyrazin-2- yl)-4-methylnicotinamide123.N-(5-(2-chloro-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 5-fluoro-4-methylnicotinamide124.4-methyl-N-(5-(2-methyl-5-(2- methylthiazol-4-yl)phenyl)pyrazin-2- yl)nicotinamide129.N-(5-(2-chloro-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 4,5-dimethylnicotinamide131.N-(5-(2-chloro-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 5-ethyl-4-methylnicotinamide132.N-(5-(2-chloro-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 5-cyano-4-methylnicotinamide137.N-(5-(2-ethyl-5-((5-methylisoxazol-3- yl)oxy)phenyl)pyrazin-2-yl)-4- methylnicotinamide142.N-(5-(2-chloro-5-(1-methyl-1H- pyrazol-4-yl)phenyl)pyrazin-2-yl)- 4-methylnicotinamide hydrochloride143.5-fluoro-N-(5-(5-((3-fluoropyridin-2- yl)oxy)-2-methylphenyl)pyrazin-2-yl)- 4-methylnicotinamide144.N-(5-(2-chloro-5- isopropoxyphenyl)pyrazin-2-yl)-4- methylnicotinamide196N-(5-(2-chloro-5- cyclopropoxyphenyl)pyrazin-2-yl)-4- methylnicotinamide hydrochloride198N-(5-(2-chloro-5-(oxetan-3- yloxy)phenyl)pyrazin-2-yl)-5- fIuoro-4-methylnicotinamide200N-(5-(2-chloro-5- cyclobutoxyphenyl)pyrazin-2-yl)- 5-fluoro-4-methylnicotinamide2015-chloro-N-(5-(5-cyclopropoxy-2- methylphenyl)pyrazin-2-yl)-4- methylnicotinamide202N-(5-(2-chloro-5- (cyclohexyloxy)phenyl)pyrazin-2- yl)-5-fluoro-4-methylnicotinamide203N-(5-(2-cyano-5- cyclopropoxyphenyl)pyrazin-2- yl)-5-fluoro-4-methylnicotinamide204N-(5-(2-chloro-5- (cyclopropylmethoxy)phenyl)pyrazin- 2-yl)-4-methylnicotinamide205N-(5-(2-cyano-5- cyclopropoxyphenyl)pyrazin-2- yl)-4-methylnicotinamide206N-(5-(2-chloro-5- (cyclopentyloxy)phenyl)pyrazin-2- yl)-4-methylnicotinamide207N-(5-(2-chloro-5- cyclopropoxyphenyl)pyrazin-2- yl)-5-fluoro-4-methylnicotinamide208N-(5-(5-cyclopropoxy-2- ethylphenyl)pyrazin-2-yl)-5- fluoro-4-methylnicotinamide209N-(5-(5-cyclopropoxy-2- ethylphenyl)pyrazin-2-yl)-4- methylnicotinamide 212N-(5-(2-chloro-5- isopropoxyphenyl)pyrazin-2-yl)-4- methylnicotinamide2245-fluoro-4-methyl-N-(5-(2-methyl-5-((5- methylthiazol-2-yl)oxy)phenyl)pyrazin- 2-yl)nicotinamide2274-methyl-N-(5-(2-methyl-5-((3-methyl- 1,2,4-thiadiazol-5-yl)oxy)phenyl)pyrazin- 2-yl)nicotinamide2285-fluoro-4-methyl-N-(5-(2-methyl-5- ((3-methyl-1,2,4-thiadiazol-5- yl)oxy)phenyl)pyrazin-2-yl)nicotinamide230N-(5-(2-chloro-5- (trifluoromethoxy)phenyl)pyrazin- 2-yl)-4-methylnicotinamide231N-(5-(2-ethyl-5- (trifluoromethoxy)phenyl)pyrazin- 2-yl)-4-methylnicotinamide2405-fluoro-4-methyl-N-(5-(2-methyl- 5-(pyrimidin-2-yloxy)phenyl)pyrazin- 2-yl)nicotinamideAnd242N-(5-(2-chloro-5-(pyrimidin-2- yloxy)phenyl)pyrazin-2-yl)-5- fluoro-4-methylnicotinamideor a pharmaceutically acceptable salt, or solvate thereof.