The synthesis and biological evaluation of 2-(3-methyl or 3-phenylisoxazol-5-yl)-3-aryl-8-thiabicyclo[3.2.1]octanes

The 2-(3-methylisoxazol-5-yl)-3-aryl-8-thiabicyclo[3.2.1]octanes are potent and selective inhibitors of the Dopamine Transporter (DAT). Isoxazoles 6c (3β-(4-fluorophenyl)) and 6d (3β-(4-chlorophenyl)) inhibit the DAT (IC50 = 7 nM) and are inactive at Serotonin Transporter inhibition (IC50 >1000 nM).