The discovery of 2-fluoro-N-(3-fluoro-4-(5-((4-morpholinobutyl)amino)-1,3,4-oxadiazol-2-yl)phenyl)benzamide, a full agonist of the alpha-7 nicotinic acetylcholine receptor showing efficacy in the novel object recognition model of cognition enhancement

Bioorg Med Chem Lett. 2012 May 15;22(10):3531-4. doi: 10.1016/j.bmcl.2012.03.062. Epub 2012 Mar 21.

Abstract

A series of α7 nicotinic acetylcholine receptor full agonists with a 1,3,4-oxadiazol-2-amine core has been discovered. Early lead 1 was found to have a limited therapeutic index with respect to its potential for cardiovascular side effects. Further optimisation of this series led to the identification of 22 a potent full agonist showing efficacy at a dose of 0.1mg/kg in the novel object recognition model of cognition enhancement. Comparison of 1 with 22 demonstrated the latter to have an improved oral pharmacokinetic profile and cardiovascular therapeutic index.

MeSH terms

  • Animals
  • Cognition / drug effects*
  • Dose-Response Relationship, Drug
  • Nicotinic Agonists / pharmacology*
  • Rabbits
  • Receptors, Nicotinic / chemistry
  • Receptors, Nicotinic / drug effects*
  • alpha7 Nicotinic Acetylcholine Receptor

Substances

  • Nicotinic Agonists
  • Receptors, Nicotinic
  • alpha7 Nicotinic Acetylcholine Receptor