Heteroaryl substituted pyrrole modulators of metabotropic...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/04 (2006.01) A61K 31/4155 (2006.01) A61K 31/427 (2006.01) A61K 31/4439 (2006.01) A61K 31/444 (2006.01) A61P 25/00 (2006.01) C07D 401/14 (2006.01) C07D 403/04 (2006.01) C07D 417/04 (2006.01)

Patent

CA 2470519

Pyrrole compounds selected from the group consisting of 3-(1-pyridin-2-yl-1H-pyrrol-3-yl)benzonitrile; 2-[3-(3-chlorophenyl)-1H-pyrrol-1-yl]pyridine; 2-[3-(3-methoxyphenyl)-1H-pyrrol-1-yl]pyridine; 3-(3-pyridin-2-yl-1H-pyrrol-1-yl)benzonitrile; 2-{1-[3-(trifluoromethyl)phenyl]-1H-pyrrol-3-yl}pyridine; 2-[1-(3,5-dichlorophenyl)-1H-pyrrol-3-yl]pyridine; 2-[1-(3-methylphenyl)-1H-pyrrol-3-yl]pyridine; 2-[1-(3-methoxyphenyl)-1H-pyrrol-3-yl]pyridine; 3-[3-(1,3-thiazol-2-yl)-1H-pyrrol-1-yl]benzonitrile; 3-fluoro-5-(3-pyridin-2-yl-1H-pyrrol-1-yl)benzonitrile; 3-(3-bromo-4-pyridin-2-yl-1H-pyrrol-1-yl)-5-fluorobenzonitrile; 3-fluoro-5-(3-methyl-4-pyridin-2-yl-1H-pyrrol-1-yl)benzonitrile; 3-(3-chloro-4-pyridin-2-yl-1H-pyrrol-1-yl)-5-fluorobenzonitrile; 3-fluoro-5-[3-(1H-pyrazol-1-yl)-1H-pyrrol-1-yl]benzonitrile; 2-chloro-6-(3-pyridin-2-yl-1H-pyrrol-1-yl)pyridine; 2-(pyridin-3-yloxy)-6-(3-pyridin-2-yl-1H-pyrrol-1-yl)pyridine; 2-chloro-4-methyl-6-(3-pyridin-2-yl-1H-pyrrol-1-yl)pyridine; 3-chloro-5-(3-pyridin-2-yl-1H-pyrrol-1-yl)benzonitrile; 2-{1-[3-fluoro-5-(pyridin-3-yloxy)phenyl]-1H-pyrrol-3-yl} pyridine; 3-bromo-5-(3-pyridin-2-yl-1H-pyrrol-1-yl)benzonitrile; 3-methyl-5-(3-pyridin-2-yl-1H-pyrrol-1-yl)benzonitrile; 3-fluoro-5-[3-(1,3-thiazol-2-yl)-1H-pyrrol-1-yl]benzonitrile; and pharmaceutically acceptable salts thereof, are characterized by being substituted directly with a heteroaryl moiety containing N adjacent to the point of connection of the heteroaryl, and are mGluR5 modulators useful in the treatment of psychiatric and mood disorders such as, for example, schizophrenia, anxiety, depression, bipolar disorder and panic, as well as in the treatment of pain, circadian rhythm disorders, and other diseases.

L'invention concerne des composés pyrrole substitués directement, ou par l'intermédiaire d'un pont, au moyen d'un groupe fonctionnel contenant N à une position adjacente au point de liaison de l'hétéroaryle. Ces composés sont des modulateurs de mGluR5 utilisés dans le traitement des troubles psychiatriques et des troubles de l'humeur, tels que la schizophrénie, l'angoisse, la dépression, les troubles bipolaires et la panique, et dans le traitement de la douleur, des troubles du rythme circadien et d'autres maladies.

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