Synthesis of novel triheterocyclic thiazoles as anti-inflammatory and analgesic agents

Eur J Med Chem. 2007 Oct;42(10):1272-6. doi: 10.1016/j.ejmech.2007.01.023. Epub 2007 Jan 27.

Abstract

Triheterocyclic thiazoles containing coumarin and carbostyril (1-aza coumarin) have been synthesized by the reaction of the in situ generated 4-thioureidomethyl carbostyril and 3-bromoacetyl coumarins. The new compounds have been tested for their in vivo analgesic and anti-inflammatory activities. Qualitative SAR studies indicate that, the chloro substitution at C-7 in carbostyril and 6,8-dibromo substitution in the coumarin ring enhance anti-inflammatory activity. These compounds were also found to provide significant protection against acetic acid writhing in animal models. All the compounds have been characterized by IR, (1)H NMR, (13)C NMR and mass spectrometry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / chemical synthesis*
  • Analgesics / chemistry
  • Analgesics / pharmacology*
  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Macrocyclic Compounds / chemistry*
  • Mice
  • Molecular Structure
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry
  • Thiazoles / pharmacology*

Substances

  • Analgesics
  • Anti-Inflammatory Agents
  • Macrocyclic Compounds
  • Thiazoles