Synthesis, physicochemical and preliminary pharmacological properties of N-[beta-hydroxy-gamma-(N-phenylpiperazinepropyl)]-2-pyrrolidinone

Pol J Pharmacol Pharm. 1992 Nov-Dec;44(6):561-74.

Abstract

The present paper reports on the synthesis and preliminary pharmacological properties of N-[beta-hydroxy-gamma-(N-phenylpiperazinepropyl)]-2- pyrrolidinone (MG-1). MG-1 was obtained by aminolysis of 1-(beta, gamma-epoxypropyl)-2-pyrrolidinone and N-phenylpiperazine. Its structure was established by elemental and spectral analyses (IR, UV, MS, 1H, 13C, 2D H-H and 2D C-H NMR). The antiarrhythmic activity of MG-1 was investigated on mice, rats and guinea pigs, using several models of arrhythmia. MG-1 attenuated or prevented the adrenaline- and barium chloride-induced arrhythmia. MG-1 demonstrated potent local anesthetic properties and depressed the depolarization phase of the action potential of cardiac cells. These results indicate that MG-1 possesses antiarrhythmic activity.

MeSH terms

  • Animals
  • Anti-Arrhythmia Agents / chemical synthesis
  • Anti-Arrhythmia Agents / chemistry
  • Anti-Arrhythmia Agents / pharmacology*
  • Anti-Arrhythmia Agents / therapeutic use
  • Arrhythmias, Cardiac / chemically induced
  • Arrhythmias, Cardiac / drug therapy
  • Electrocardiography / drug effects
  • Female
  • Guinea Pigs
  • Magnetic Resonance Spectroscopy
  • Male
  • Mice
  • Papillary Muscles / drug effects*
  • Papillary Muscles / physiology
  • Piperazines / chemical synthesis
  • Piperazines / chemistry
  • Piperazines / metabolism*
  • Piperazines / therapeutic use
  • Pyrrolidinones / chemical synthesis
  • Pyrrolidinones / chemistry
  • Pyrrolidinones / metabolism*
  • Pyrrolidinones / therapeutic use
  • Rats
  • Rats, Wistar
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Anti-Arrhythmia Agents
  • Piperazines
  • Pyrrolidinones
  • N-(beta-hydroxy-gamma-(N-phenylpiperazinepropyl))-2-pyrrolidinone