The synthesis and structure-activity relationships of 3-amino-4-benzylquinolin-2-ones; discovery of novel KCNQ2 channel openers

Bioorg Med Chem Lett. 2004 Apr 5;14(7):1615-8. doi: 10.1016/j.bmcl.2004.01.073.

Abstract

3-amino-4-benzylquinolin-2-ones have been identified as a novel class of KCNQ2 channel openers. Synthesis and SAR is described along with their electrophysiological evaluation as activators of the cloned mKCNQ2 channel expressed in Xenopus laevis oocytes. The preliminary SAR data suggest the importance of both the trifluoromethylsulfonamido group and electron-withdrawing substituents on the quinolone nucleus for expression of KCNQ2 channel opening properties.

MeSH terms

  • Animals
  • Female
  • Ion Channel Gating / drug effects
  • Ion Channel Gating / physiology
  • KCNQ2 Potassium Channel
  • Potassium Channels / agonists
  • Potassium Channels / physiology*
  • Potassium Channels, Voltage-Gated
  • Quinolones / chemical synthesis*
  • Quinolones / pharmacology*
  • Structure-Activity Relationship
  • Xenopus laevis

Substances

  • KCNQ2 Potassium Channel
  • Potassium Channels
  • Potassium Channels, Voltage-Gated
  • Quinolones