Sa. Lomenzo et al., Synthesis, dopamine and serotonin transporter binding affinities of novel analogues of meperidine, BIOORG MED, 9(23), 1999, pp. 3273-3276
A series of meperidine analogues was synthesized and the binding affinities
for the dopamine and serotonin transporters were determined. The substitue
nts on the phenyl ring greatly influenced the potency and selectivity of th
ese compounds for the transporter binding sites. In general, meperidine (3)
and its analogues were more selective for serotonin transporter binding si
tes and the eaters 9 were more potent than the corresponding nitriles 8. Th
e 3,4-dichloro derivative 9e was the most potent ligand of the series for d
opamine transporter binding sites while the 2-naphthyl derivative 9g exhibi
ted the most potent binding affinity and was highly selective for serotonin
transporter binding sites. (C) 1999 Elsevier Science Ltd. All rights reser
ved.