Piperidine analogues of 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (GBR 12909): High affinity ligands for the dopamine transporter

Thomas Prisinzano, Elisabeth Greiner, Edward M. Johnson, Christina M. Dersch, Jamila Marcus, John S. Partilla, Richard B. Rothman, Arthur E. Jacobson, Kenner C. Rice

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

A series of 4-[2-[bis(4-fluorophenyl)methoxy]ethylpiperidines were examined for their ability to bind to the dopamine transporter (DAT), the norepinephrine transporter, and the serotonin transporter (SERT). In particular, the role of the N-substituent on affinity and selectivity for the DAT was probed. 4-[2-[Bis(4-fluorophenyl)methoxy]ethyl-1-(2-naphthylmethyl)piperidine was found to possess subnanomolar affinity (Ki = 0.7 nM) and good selectivity for the DAT (SERT/DAT = 323).

Original languageEnglish
Pages (from-to)4371-4374
Number of pages4
JournalJournal of Medicinal Chemistry
Volume45
Issue number19
DOIs
StatePublished - Sep 12 2002

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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