A novel series of [3.2.1] azabicyclic biaryl ethers as alpha3beta4 and alpha6/4beta4 nicotinic receptor agonists

Bioorg Med Chem Lett. 2010 Aug 15;20(16):4749-52. doi: 10.1016/j.bmcl.2010.06.142.


We report the synthesis of a series of [3.2.1]azabicyclic biaryl ethers as selective agonists of alpha3- and alpha6-containing nicotinic receptors. In particular, compound 17a from this series is a potent alpha3beta4 and alpha6/4beta4 receptor agonist in terms of both binding and functional activity. Compound 17a also shows potent in vivo activity in CNS-mediated animal models that are sensitive to antipsychotic drugs. Compound 17a may thus be a useful tool for studying the role of alpha3beta4 and alpha6/4beta4 nicotinic receptors in CNS pharmacology.

MeSH terms

  • Azabicyclo Compounds / chemical synthesis
  • Azabicyclo Compounds / chemistry*
  • Azabicyclo Compounds / pharmacology
  • Nicotinic Agonists / chemical synthesis
  • Nicotinic Agonists / chemistry*
  • Nicotinic Agonists / pharmacology
  • Receptors, Nicotinic / chemistry*
  • Receptors, Nicotinic / metabolism
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis
  • Sulfonamides / chemistry*
  • Sulfonamides / pharmacology


  • Azabicyclo Compounds
  • Nicotinic Agonists
  • Receptors, Nicotinic
  • Sulfonamides
  • alpha(4)beta(4) nicotinic receptor
  • nicotinic receptor alpha3beta4
  • nicotinic receptor alpha6