6-(2-Phenylethyl)nicotine: a novel nicotinic cholinergic receptor ligand

Bioorg Med Chem Lett. 2005 Jul 1;15(13):3237-40. doi: 10.1016/j.bmcl.2005.04.072.

Abstract

6-(2-Phenylethyl)nicotine (1b; K(i)=15 nM) was unexpectedly found to bind at alpha4beta2 nicotinic cholinergic (nACh) receptors. Although this compound failed to produce nicotine-like agonist action in several functional assays, 1b antagonized the antinociceptive effects of nicotine (mouse tail-flick assay) in a dose-dependent fashion when administered via an intrathecal route.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Analgesics / antagonists & inhibitors
  • Animals
  • Cholinergic Agents / chemical synthesis*
  • Cholinergic Agents / pharmacology
  • Ligands
  • Male
  • Mice
  • Mice, Inbred ICR
  • Nicotine / analogs & derivatives*
  • Nicotine / chemical synthesis
  • Nicotine / pharmacology
  • Receptors, Nicotinic / drug effects*
  • Structure-Activity Relationship

Substances

  • 6-(2-phenylethyl)nicotine
  • Analgesics
  • Cholinergic Agents
  • Ligands
  • Receptors, Nicotinic
  • nicotinic receptor alpha4beta2
  • Nicotine