Synthesis of some thiophene, imidazole and pyridine derivatives exhibiting good anti-inflammatory and analgesic activities

Med Chem. 2008 Mar;4(2):146-54. doi: 10.2174/157340608783789194.

Abstract

A series of thiophene derivatives 1a-d & 2a-c were synthesized by condensation of 5-nitro-2-thiophene carboxaldehyde with mono and diamines respectively. Various imidazole derivatives 3a-c were obtained by condensing 4-(2-ethylamino)-1H-imidazole with 4-acetylpyridine, 2-acetylpyridine and 4-acetylbenzonitrile respectively. Pyridine derivatives 4a-e were synthesized by condensing 2-hydrazino-pyridine with various carbonyl compounds; 5a-c by condensing 2, 6-pyridine dicarbonyl dichloride with various aryl sulfonylhydrazides; 6, 7 by condensing 2, 6-dialdehyde pyridine with 2-hydrazinopyridine and anthranilonitrile respectively and compound 8 by condensing 2, 5-thiophene dialdehyde with hydrazinopyridine. All the compounds were characterized by IR, (1)HNMR, Mass spectra and elemental analysis. Compounds 1a-d; 2a-c; 3a-c; 4a-e; 5a-c, 6, 7 and 8 were screened for anti-inflammatory and analgesic activities. Compounds 1b and 2c exhibited good anti-inflammatory (26.5% and 33.4% at 50mg/kg p.o. respectively) and 3a, 3c good analgesic (100% and 75% at 100 mg/kg p.o. respectively) activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics, Non-Narcotic / chemistry*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry*
  • Drug Evaluation, Preclinical
  • Heterocyclic Compounds, 1-Ring / chemical synthesis*
  • Heterocyclic Compounds, 1-Ring / therapeutic use*
  • Humans
  • Imidazoles / chemical synthesis
  • Imidazoles / therapeutic use
  • Pyridines / chemical synthesis
  • Pyridines / therapeutic use
  • Spectrum Analysis
  • Structure-Activity Relationship
  • Thiophenes / chemical synthesis
  • Thiophenes / therapeutic use

Substances

  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents, Non-Steroidal
  • Heterocyclic Compounds, 1-Ring
  • Imidazoles
  • Pyridines
  • Thiophenes