In this study, we report the synthesis of 3β-(4-ethyl-3-iodophenyl)nortropane-2β-carboxylic acid methyl ester (7), a cocaine/WIN 35,065-2 (6a) analogue which has high affinity for 5-HTT and relatively low affinity for DAT and NET. We also report in vivo competition binding studies in mice which show that the regional distribution and ED50 values of 7 are very similar to those of 1 and 4. These results suggest that 7 may be useful as an antidepressant and that an iodine-123 analogue would have potential as a single photon emission computed tomography (SPECT) ligand for imaging 5-HT neurons in living brain.