4-aryl-1-phenylalkyl-1,2,3,6-tetrahydropyridines having neurotrophic and neuroprotective activity

US5981754A · kind A · utility

Assignee

• Sanofi · FR

Inventors

• Domenico Badone · Varese, IT
• Marco Baroni · Mantova, IT
• Rosanna Cardamone · Como, IT
• Jacqueline Fournier · Plaisance-du-Touch, FR
• Umberto Guzzi · Milano, IT
• Alessandra Ielmini · Arsago Seprio, IT

Key dates

• Filing date: Feb 24, 1998
• Grant date: Nov 9, 1999
• Expiry date: Feb 24, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D211/70
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to the compounds of formula (I) ##STR1## wherein Y is --CH-- or --N--; R.sub.1 is hydrogen, a halogen or a CF.sub.3, (C.sub.3 -C.sub.4)alkyl or (C.sub.1 -C.sub.4)alkoxy group; R.sub.2 is hydrogen, a halogen, a hydroxyl or a CF.sub.3, (C.sub.3 -C.sub.4)alkyl or (C.sub.1 -C.sub.4)alkoxy group; R.sub.3 and R.sub.4 are each hydrogen or a (C.sub.1 -C.sub.3)alkyl; and X is (a) a (C.sub.3 -C.sub.6)alkyl, a (C.sub.3 -C.sub.6)alkoxy, a (C.sub.3 -C.sub.7)carboxyalkyl, a (C.sub.1 -C.sub.4)-alkoxycarbonyl(C.sub.3 -C.sub.6)alkyl, a (C.sub.3 -C.sub.7)carboxyalkoxy or a (C.sub.1 -C.sub.4)alkoxycarbonyl(C.sub.3 -C.sub.6)alkoxy; (b) a radical selected from a (C.sub.3 -C.sub.7)cycloalkyl, (C.sub.3 -C.sub.7)cycloalkoxy, (C.sub.3 -C.sub.7)cycloalkylmethyl, (C.sub.3 -C.sub.7)cycloalkylamino and cyclohexenyl, it being possible for said radical to be substituted by a halogen, hydroxyl, (C.sub.1 -C.sub.4)alkoxy, carboxyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, amino or mono- or di-(C.sub.1 -C.sub.4)alkylamino; or (c) a group selected from a phenyl, phenoxy, phenylamino, N-(C.sub.1 -C.sub.3)alkylphenylamino, phenylmethyl, phenylethyl, phenylcarbonyl, phenylthio, phenylsulfonyl, phe…