Synthesis and Biological Evaluation of Tropane-like 1-{2-[Bis (4-fluorophenyl) methoxy] ethyl}-4-(3-phenylpropyl) piperazine (GBR 12909) Analogues

…, WD Bowen, JL Flippen-Anderson…

Index: Zhang; Joseph; Bowen; Flippen-Anderson; Dersch; Rothman; Jacobson; Rice Journal of Medicinal Chemistry, 2001 , vol. 44, # 23 p. 3937 - 3945

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Citation Number: 23

Abstract

We have prepared azabicyclo [3.2. 1] derivatives (C-3-substituted tropanes) that bind with high affinity to the dopamine transporter and inhibit dopamine reuptake. Within the series, 3- {2-[bis-(4-fluorophenyl) methoxy] ethylidene}-8-methyl-8-azabicyclo [3.2. 1] octane (8) was found to have the highest affinity and selectivity for the dopamine transporter. These azabicyclo [3.2. 1](bridged piperidine) series of compounds differ from the well-known ...