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

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, 1H NMR, 13C NMR and mass spectrometry.

Graphical abstractTriheterocyclic 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. They were found to possess considerable analgesic and anti-inflammatory activity. All the compounds were characterized by IR, 1H NMR, 13C NMR and mass spectra.Figure optionsDownload full-size imageDownload as PowerPoint slide