High dopamine transporter selectivity can be displayed by remarkably simple non-nitrogen containing inhibitors.
A series of 2-(3,4-dichlorophenyl)-cyclopent-1-enyl carboxylic acid esters and amides were prepared and tested for binding to the DAT, SERT, and NET. The achiral compounds were easily attained and found to inhibit DAT binding with K(i)-values ranging from 0.095 to 0.00003 mM. Among the compounds tested 2-(3,4-dichlorophenyl)-cyclopent-1-enyl carboxylic acid 2-methylphenyl ester was found to be highly selective with SERT/DAT>7000; NET/DAT>1700, K(i)=60 nM.
Boye
Søren V
SV
Department of Chemistry, University of Aarhus, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
Ortega-Caballero
Fernando
F
Sinning
Steffen
S
Wiborg
Ove
O
Jensen
Henrik H
HH
Bols
Mikael
M
D003517:Cyclopentanes / Q000494:pharmacology*; D050483:Dopamine Plasma Membrane Transport Proteins / Q000037:antagonists & inhibitors*; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
D003517:Cyclopentanes; D050483:Dopamine Plasma Membrane Transport Proteins