omega-Dialkylaminoalkyl esters of 3-dialkylamino-4,7,7-trimethyl-N-phenylbicyclo[2.2.1] hept-2-ene-2-iminothiolic acids with local anesthetic activity

Farmaco. 1991 Sep;46(9):1033-41.

Abstract

A series of omega-dialkylaminoalkyl esters of 3-dialkylamino-4,7,7-trimethyl-N-phenylbicyclo[2.2.1]hept-2-ene-2- iminothiolic acids 3 was prepared by reaction of 4,7,7-trimethyl-3-(dimethylamino or 1-piperidinyl)-N-phenylbicyclo[2.2.1] hept-2-ene-2-thiocarboxamides with a number of omega-chloroalkyldialkylamines in the presence of sodium hydride in DMF or benzene solution. Some esters 3 showed an appreciable local anesthetic activity in mice.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anesthetics, Local / chemical synthesis*
  • Anesthetics, Local / pharmacology
  • Animals
  • Anti-Arrhythmia Agents / pharmacology
  • Blood Pressure / drug effects
  • Bridged Bicyclo Compounds / chemical synthesis*
  • Bridged Bicyclo Compounds / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Pain Measurement
  • Rats
  • Spectrophotometry, Infrared
  • Thiocyanates / chemical synthesis*
  • Thiocyanates / pharmacology

Substances

  • Anesthetics, Local
  • Anti-Arrhythmia Agents
  • Bridged Bicyclo Compounds
  • Thiocyanates