Synthesis and preliminary biological evaluation of new alpha-amino amide anticonvulsants incorporating a dextromethorphan moiety

Bioorg Med Chem Lett. 1999 Jul 5;9(13):1783-8. doi: 10.1016/s0960-894x(99)00271-1.

Abstract

Dextromethorphan 1 is an effective neuroprotectant in animal models of epilepsy and ischemia but showed side-effects during clinical trials limiting its potential use in a clinical setting. Here we describe the enantioselective and enantiospecific syntheses and the initial in vitro and in vivo biological evaluation of new hybrid structures between 1 and a previously disclosed alpha-amino amide anticonvulsant (3).

MeSH terms

  • Alanine / analogs & derivatives*
  • Alanine / chemical synthesis
  • Alanine / pharmacology
  • Animals
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / pharmacology*
  • Benzylamines / chemical synthesis*
  • Benzylamines / pharmacology*
  • Brain / drug effects
  • Dextromethorphan / analogs & derivatives
  • Dextromethorphan / chemistry*
  • Inhibitory Concentration 50
  • Kinetics
  • Mice
  • Rats

Substances

  • Anticonvulsants
  • Benzylamines
  • Dextromethorphan
  • safinamide
  • Alanine