Troponyl piperazines as dopamine D4 receptor ligands

US5998414A · kind A · utility

Assignee

• Hoechst Marion Roussel · FR

Inventors

• Xin Wang · Palo Alto, US
• Jian-Min Fu · Brampton, CA
• Adi Treasurywala · Rue du Bois des Loges, CA

Key dates

• Filing date: Aug 8, 1997
• Grant date: Dec 7, 1999
• Expiry date: Aug 8, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D409/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Described herein are compounds of the general formula: ##STR1## a stereoisomer, solvate, or pharmaceutically acceptable salt thereof, wherein: PA1 R.sub.1 is H, halo, aryl or aryl substituted with one or two groups independently selected from halo, C.sub.1-4 alkyl, C.sub.1-4 -alkoxy, nitro, trifluoromethyl, trifluoromethoxy or cyano; PA1 R.sub.2 is C.sub.4-9 alkyl; phenyl or phenyl substituted with one or two groups selected independently from OH, cyano, halo, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, trifluoromethyl, trifluoromethoxy, nitro or phenyl; naphthyl; phenyl fused to a 5 or 6-membered heterocycle; the coumarin moiety ##STR2## wherein R.sub.3 and R.sub.4 are selected independently from H, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; PA1 or 1,2-methylenedioxy phenyl; with the proviso that R.sub.2 is not phenyl or 3,4-dimethoxyphenyl when R.sub.1 is H. Also described is their use as pharmaceuticals to treat indications in which the D4 receptor is implicated, such as schizophrenia and anxiety.