The effect of 6-substituted-4′,4″-difluorobenztropines on monoamine transporters and the muscarinic M1 receptor

A series of racemic 6-hydroxy and carboalkoxy substituted-4′,4″-difluorobenztropines was synthesized and evaluated for binding at the dopamine (DAT), the serotonin (SERT), the norepinephrine (NET) transporters, and the muscarinic M1 receptor. Each of the analogues displaced [3H]WIN 35,428 (DAT) with a range of affinities from 5.81 to 175 nM and [3H]pirenzepine (M1), with a range of affinities (Ki=27.0–8430 nM). Binding affinities at the SERT and the NET were generally low.