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, H-1 NMR, C-13 NMR and mass spectrometry. (c) 2007 Elsevier Masson SAS. All rights reserved.