Synthesis and biological evaluation of novel 6-nitro-5-substituted aminoquinolines as local anesthetic and anti-arrhythmic agents: molecular modeling study

Bioorg Med Chem. 2005 May 2;13(9):3175-83. doi: 10.1016/j.bmc.2005.02.050.

Abstract

A series of 6-nitro-5-[1-oxo-2-(substituted amino)ethylamino and 2-(substituted amino)propylamino] quinoline was synthesized and evaluated for their local anesthetic and anti-arrhythmic activity. The detailed synthesis, spectroscopic, and biological data are reported. Molecular modeling methods are used to study the local anesthetic activity of lidocaine and the active compounds by means of the AM1 method. The superposition of the stable conformations of these compounds was studied using the HyperChem 5.11 program.

Publication types

  • Comparative Study

MeSH terms

  • Aminoquinolines* / chemical synthesis
  • Aminoquinolines* / pharmacology
  • Anesthetics, Local* / chemical synthesis
  • Anesthetics, Local* / pharmacology
  • Animals
  • Anti-Arrhythmia Agents* / chemical synthesis
  • Anti-Arrhythmia Agents* / pharmacology
  • Computer Simulation
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Drug Evaluation, Preclinical
  • Models, Molecular
  • Molecular Structure
  • Time Factors

Substances

  • Aminoquinolines
  • Anesthetics, Local
  • Anti-Arrhythmia Agents