Design, synthesis, and SAR analysis of novel selective sigma1 ligands

Bioorg Med Chem. 2007 Jan 15;15(2):771-83. doi: 10.1016/j.bmc.2006.10.048. Epub 2006 Oct 25.

Abstract

A new series of arylalkyl- and alkenylamines was designed, synthesized, and evaluated for binding to sigma(1) and sigma(2) receptors. Many compounds exhibited nanomolar affinity for sigma(1) subtype receptor with good selectivity over sigma(2). A molecular modeling study was conducted in order to rationalize the experimental data, and the structure-receptor affinities are discussed.

MeSH terms

  • Animals
  • Brain / metabolism
  • Chemical Phenomena
  • Chemistry, Physical
  • Chromatography, Thin Layer
  • Drug Design
  • Guinea Pigs
  • In Vitro Techniques
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Membranes / metabolism
  • Models, Molecular
  • Molecular Conformation
  • Radioligand Assay
  • Receptors, sigma / drug effects*
  • Sigma-1 Receptor
  • Structure-Activity Relationship

Substances

  • Indicators and Reagents
  • Receptors, sigma