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US 2017/0362218 A1Published application
Imidazo[4,5-c]pyridine derived ssao inhibitors
AssigneeProximagen Limited
InventorsMax Espensen, Lee Patient, Edward Savory
Life of this patent
Estimating the term…
Abstract
A compound as set out in claim 1, and the use of the same in therapy.
Claims15
A compound selected from the group consisting of:
- 4-{5-[3-(5-Fluoropyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-yl}morpholine;
- 4-{5-[3-(2,4-Difluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(2,4-Difluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(6-methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(4-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(4-methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(5-methylpyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- 4-{5-[3-(2-Fluoro-4-methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 4-{5-[3-(4-Chlorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(4-Methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyridin-2-amine;
- 2-(4,4-Difluoropiperidin-1-yl)-5-[3-(4-methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- 4-{5-[3-(5-Chloropyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 4-{4-Methyl-5-[3-(5-methylpyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-yl}morpholine;
- 4-{5-[3-(5-Fluoropyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(4-Fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyridin-2-amine;
- 4-{5-[3-(4-Fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-yl}thiomorpholine;
- N-Cyclopropyl-5-[3-(4-methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-amine;
- 5-[3-(6-Methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyridine;
- 2-(4-Fluoropiperidin-1-yl)-5-[3-(6-methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- 5-[3-(4-Fluorophenyl)-3H-imidazo [4,5-c]pyridin-2-yl]-N-[2-(morpholin-4-yl)ethyl]pyridin-2-amine;
- 5-[3-(4-Methylphenyl)-3H-imidazo [4,5-c]pyridin-2-yl]-N-[2-(morpholin-4-yl)ethyl]pyridin-2-amine;
- N-Cyclopropyl-5-[3-(4-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-amine;
- N-Cyclopropyl-5-[3-(6-methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-amine;
- 5-[3-(4-Methylphenyl)-3H-imidazo [4,5-c]pyridin-2-yl]-N-(propan-2-yl)pyridin-2-amine;
- 5-[3-(6-Methylpyridin-3-yl)-3H-imidazo [4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 5-[3-(5-Methylpyridin-2-yl)-3H-imidazo [4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 5-[3-(5-Fluoropyridin-2-yl)-3H-imidazo [4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 4-{4-[3-(6-Methylpyridin-3-yl)-3H-imidazo [4,5-c]pyridin-2-yl]phenyl}morpholine;
- 5-[3-(4-Methylphenyl)-3H-imidazo [4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 4-{4-[3-(5-Methylpyridin-2-yl)-3H-imidazo [4,5-c]pyridin-2-yl]phenyl}morpholine;
- 2-Methyl-5-{2-[4-(pyrrolidin-1-yl)phenyl]-3H-imidazo [4,5-c]pyridin-3-yl}pyridine;
- 5-{2-[2-Fluoro-4-(pyrrolidin-1-yl)phenyl]-3H-imidazo [4,5-c]pyridin-3-yl}-2-methylpyridine;
- 4-{3-Fluoro-4-[3-(6-methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]phenyl}morpholine;
- 5-{2-[3-Fluoro-4-(pyrrolidin-1-yl)phenyl]-3H-imidazo [4,5-c]pyridin-3-yl}-2-methylpyridine;
- N-{4-[3-(6-Methylpyridin-3-yl)-3H-imidazo [4,5-c]pyridin-2-yl]phenyl}oxan-4-amine;
- 5-Methyl-2-{2-[4-(pyrrolidin-1-yl)phenyl]-3H-imidazo [4,5-c]pyridin-3-yl}pyridine;
- 5-{2-[4-(4-Fluoropiperidin-1-yl)phenyl]-3H-imidazo [4,5-c]pyridin-3-yl}-2-methylpyridine;
- 2-Chloro-5-[3-(4-chlorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- 2-Chloro-5-[3-(4-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- and pharmaceutically acceptable salts thereof.
37 more elements
A pharmaceutical composition comprising
- 4-{5-[3-(5-Fluoropyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-yl}morpholine;
- 4-{5-[3-(2,4-Difluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(2,4-Difluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(6-methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(4-fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(4-methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(5-methylpyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- 4-{5-[3-(2-Fluoro-4-methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 4-{5-[3-(4-Chlorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(4-Methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyridin-2-amine;
- 2-(4,4-Difluoropiperidin-1-yl)-5-[3-(4-methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridine;
- 4-{5-[3-(5-Chloropyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 4-{4-Methyl-5-[3-(5-methylpyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-yl}morpholine;
- 4-{5-[3-(5-Fluoropyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(4-Fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyridin-2-amine;
- 4-{5-[3-(4-Fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-yl}thiomorpholine;
- N-Cyclopropyl-5-[3-(4-methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-amine;
- 5-[3-(6-Methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyridine;
- 2-(4-Fluoropiperidin-1-yl)-5-[3-(6-methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridine;
- 5-[3-(4-Fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-[2-(morpholin-4-yl)ethyl]pyridin-2-amine;
- 5-[3-(4-Methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-[2-(morpholin-4-yl)ethyl]pyridin-2-amine;
- N-Cyclopropyl-5-[3-(4-fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-amine;
- N-Cyclopropyl-5-[3-(6-methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-amine;
- 5-[3-(4-Methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-(propan-2-yl)pyridin-2-amine;
- 5-[3-(6-Methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 5-[3-(5-Methylpyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 5-[3-(5-Fluoropyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 4-{4-[3-(6-Methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]phenyl}morpholine;
- 5-[3-(4-Methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 4-{4-[3-(5-Methylpyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]phenyl}morpholine;
- 2-Methyl-5-{2-[4-(pyrrolidin-1-yl)phenyl]-3H-imidazo[4,5-c]pyridin-3-yl}pyridine;
- 5-{2-[2-Fluoro-4-(pyrrolidin-1-yl)phenyl]-3H-imidazo[4,5-c]pyridin-3-yl}-2-methylpyridine;
- 4-{3-Fluoro-4-[3-(6-methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]phenyl}morpholine;
- 5-{2-[3-Fluoro-4-(pyrrolidin-1-yl)phenyl]-3H-imidazo[4,5-c]pyridin-3-yl}-2-methylpyridine;
- N-{4-[3-(6-Methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]phenyl}oxan-4-amine;
- 5-Methyl-2-{2-[4-(pyrrolidin-1-yl)phenyl]-3H-imidazo[4,5-c]pyridin-3-yl}pyridine;
- 5-{2-[4-(4-Fluoropiperidin-1-yl)phenyl]-3H-imidazo[4,5-c]pyridin-3-yl}-2-methylpyridine;
- 2-Chloro-5-[3-(4-chlorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- 2-Chloro-5-[3-(4-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- or a pharmaceutically acceptable salt thereof,
- together with one or more pharmaceutically acceptable carriers and/or excipients.
38 more elements
3-4. (canceled)
A method for the treatment of inflammation, an inflammatory disease, an immune or an autoimmune disorder, or inhibition of tumour growth, which comprises administering to a subject suffering such disease an effective amount of
- 4-{5-[3-(5-Fluoropyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-yl}morpholine;
- 4-{5-[3-(2,4-Difluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(2,4-Difluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(6-methylpyridin-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(4-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(4-methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- N,N-Diethyl-5-[3-(5-methylpyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]pyrimidin-2-amine;
- 4-{5-[3-(2-Fluoro-4-methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 4-{5-[3-(4-Chlorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(4-Methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyridin-2-amine;
- 2-(4,4-Difluoropiperidin-1-yl)-5-[3-(4-methylphenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- 4-{5-[3-(5-Chloropyridin-2-yl)-3H-imidazo[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 4-{4-Methyl-5-[3-(5-methylpyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-yl}morpholine;
- 4-{5-[3-(5-Fluoropyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-4-methylpyridin-2-yl}morpholine;
- 5-[3-(4-Fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-(oxan-4-yl)pyridin-2-amine;
- 4-{5-[3-(4-Fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridin-2-yl}thiomorpholine;
- N-Cyclopropyl-5-[3-(4-methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-amine;
- 5-[3-(6-Methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyridine;
- 2-(4-Fluoropiperidin-1-yl)-5-[3-(6-methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridine;
- 5-[3-(4-Fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-[2-(morpholin-4-yl)ethyl]pyridin-2-amine;
- 5-[3-(4-Methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-[2-(morpholin-4-yl)ethyl]pyridin-2-amine;
- N-Cyclopropyl-5-[3-(4-fluorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-amine;
- N-Cyclopropyl-5-[3-(6-methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridin-2-amine;
- 5-[3-(4-Methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-N-(propan-2-yl)pyridin-2-amine;
- 5-[3-(6-Methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 5-[3-(5-Methylpyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 5-[3-(5-Fluoropyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 4-{4-[3-(6-Methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]phenyl}morpholine;
- 5-[3-(4-Methylphenyl)-3H-imidazol[4,5-c]pyridin-2-yl]-2-(pyrrolidin-1-yl)pyrimidine;
- 4-{4-[3-(5-Methylpyridin-2-yl)-3H-imidazol[4,5-c]pyridin-2-yl]phenyl}morpholine;
- 2-Methyl-5-{2-[4-(pyrrolidin-1-yl)phenyl]-3H-imidazol[4,5-c]pyridin-3-yl}pyridine;
- 5-{2-[2-Fluoro-4-(pyrrolidin-1-yl)phenyl]-3H-imidazol[4,5-c]pyridin-3-yl}-2-methylpyridine;
- 4-{3-Fluoro-4-[3-(6-methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]phenyl}morpholine;
- 5-{2-[3-Fluoro-4-(pyrrolidin-1-yl)phenyl]-3H-imidazol[4,5-c]pyridin-3-yl}-2-methylpyridine;
- N-{4-[3-(6-Methylpyridin-3-yl)-3H-imidazol[4,5-c]pyridin-2-yl]phenyl}oxan-4-amine;
- 5-Methyl-2-{2-[4-(pyrrolidin-1-yl)phenyl]-3H-imidazol[4,5-c]pyridin-3-yl}pyridine;
- 5-{2-[4-(4-Fluoropiperidin-1-yl)phenyl]-3H-imidazol[4,5-c]pyridin-3-yl}-2-methylpyridine;
- 2-Chloro-5-[3-(4-chlorophenyl)-3H-imidazol[4,5-c]pyridin-2-yl]pyridine;
- 2-Chloro-5-[3-(4-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]pyridine;
- or a pharmaceutically acceptable salt thereof.
37 more elements
Dependencies are inferred from the claim text.