Synthesis, Characterization And Anti Inflammatory Activity Of Some Novel 5-((6-(Methylthio)Benzo[D]Oxazol-2-Yl)Methyl)-3-(((4- Substituted Phenyl) Amino) Methyl) -1,3,4-Oxadiazole-2(3H)-Thione Derivatives

Abstract

The design, synthesis, spectral and biological activities of some new benzo[d]oxazolederivatives are studied in this work. The acid hydrazides 2-(6-(methylthio)-benzo[d]oxazol-2-yl) acetohydrazide (II) was subjected to cyclization with carbon disulphide under basic conditions to yield 5-((6-(methylthio)-benzo[d]oxazol-2-yl) methyl)-1,3,4-oxadiazole-2(3H)-thione (III) which on aminomethylation with formaldehyde and primary aromatic amines afforded a series of Mannich bases (P16-P30). Purity of the compounds has been confirmed by TLC. The structures of these newly synthesized compounds were established on the basis of their IR, ¹H-NMR, and Mass spectral data. All the title compounds have been screened for their anti-inflammatory activity. It's worth noting that title compounds (P16-P30) were shown to have anti-inflammatory efficacy as compared to the normal medication, diclofenac at 10 mg/kg p.o, in a carrageenan-induced paw oedema test in rats. The tested compounds showed anti-inflammatory activity ranging from 24.96 % (P21) to 78.62 % (P28) whereas standard drug diclofenac sodium showed 73.66 % inhibition after 3h. The highest activity (78.71 %) was found for the Mannich base, P28.