High dopamine transporter selectivity can be displayed by remarkably simple non-nitrogen containing inhibitors

Bioorg Med Chem Lett. 2007 Nov 1;17(21):6019-25. doi: 10.1016/j.bmcl.2007.07.076. Epub 2007 Aug 22.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclopentanes / pharmacology*
  • Dopamine Plasma Membrane Transport Proteins / antagonists & inhibitors*
  • Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Cyclopentanes
  • Dopamine Plasma Membrane Transport Proteins