Synthesis and pharmacological evaluation of N-(dimethylamino)ethyl derivatives of benzo- and pyridopyridazinones

Arch Pharm (Weinheim). 2009 Jan;342(1):41-7. doi: 10.1002/ardp.200800016.

Abstract

New N-(dimethylamino)ethyl derivatives of phthalazinones and pyridopyridazinones 7, 9 were synthesized and assayed as potential analgesic agents in the hot-plate, tail-flick, and writhing tests. Pharmacological assay demonstrated that eight (in ten) of the newly synthesized compounds showed antinociceptive activity. Especially, 2-[2-(dimethylamino)ethyl]-4-phenyl-2H-phthalazin-1-one 7a showed remarkably higher antinociceptive activity in all tests. This is connected with influence on supraspinal, spinal, and peripheral structures. The decreased sensitivity to the pain stimulus in the hot-plate was higher than that of metamizole.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics, Non-Narcotic / chemical synthesis*
  • Analgesics, Non-Narcotic / pharmacology
  • Animals
  • Dipyrone
  • Drug Evaluation, Preclinical
  • Mice
  • Pain Threshold / drug effects
  • Phthalazines / chemical synthesis*
  • Phthalazines / pharmacology
  • Pyridazines / chemical synthesis*
  • Pyridazines / pharmacology
  • Structure-Activity Relationship

Substances

  • Analgesics, Non-Narcotic
  • Phthalazines
  • Pyridazines
  • Dipyrone