3-Aryl-3-arylmethoxyazetidines. A new class of high affinity ligands for monoamine transporters

Amber Thaxton, Sari Izenwasser, Dean Wade, Edwin D. Stevens, David L. Mobley, Vivian Jaber, Stacey A. Lomenzo, Mark L. Trudell

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

A series of 3-aryl-3-arylmethoxy-azetidines were synthesized and evaluated for binding affinities at dopamine and serotonin transporters. The 3-aryl-3-arylmethoxyazetidines were generally SERT selective with the dichloro substituted congener 7c (Ki = 1.0 nM) and the tetrachloro substituted derivative 7i (Ki = 1.3 nM) possessing low nanomolar affinity for the SERT. The 3-(3,4-dichlorophenyl-3-phenylmethoxyazetidine (7g) exhibited moderate affinity at both DAT and SERT transporters and suggests that substitution of the aryl rings can be used to tune the mononamine transporter affinity.

Original languageEnglish (US)
Pages (from-to)4404-4407
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number15
DOIs
StatePublished - Aug 1 2013

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Keywords

  • Azetidines
  • Dopamine transporters
  • Serotonin transporters

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

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