Ibogaine analogues. Synthesis and preliminary pharmacological evaluation of 7-heteroaryl-2-azabicyclo[2.2.2]oct-7-enes

Bioorg Med Chem. 2003 Mar 20;11(6):1007-14. doi: 10.1016/s0968-0896(02)00524-2.

Abstract

Synthesis of 7-heteroaryl-2-azabicyclo[2.2.2]oct-7-enes by cycloaddition and subsequent cross-coupling reaction is described. Binding affinity of these novel compounds towards the characteristic receptorial targets of ibogaine is illustrated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Alkenes / pharmacology*
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology*
  • Cyclization
  • Ibogaine / analogs & derivatives*
  • Ibogaine / pharmacology
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Radioligand Assay
  • Receptors, Drug / drug effects

Substances

  • Alkenes
  • Bridged Bicyclo Compounds, Heterocyclic
  • Indicators and Reagents
  • Receptors, Drug
  • Ibogaine