Design and Synthesis of novel urea-based oxadiazole derivatives as soluble epoxide hydrolase inhibitors

Soluble epoxide hydrolase is a member of the serine hydrolase family of enzymes that involved in the metabolism of endogenous mediator, epoxyeicosatrienoic acids, which is known as modulator of blood pressure and inflammation accumulate. Since the most potent sEH inhibitors reported in literature have limited pharmacokinetic profile, new scaffolds are needed for the therapeutic applications.1 In this study, some oxadiazole derivative were designed and synthesized as soluble epoxide hydrolase inhibitors. N-benzoyl-4-nitrobenzohydrazide 2 was obtained via a reaction of benzoyl chloride and hydrazinium hydroxide followed by treatment with 4-nitrobenzoylchloride. A mixture of intermediate 2, thionyl chloride and pyridine was refluxed to produce 2-(4-nitrophenyl)-5-phenyl-1,2,4-oxadiazole 3. Finally finish products were achieved by reduction of the nitro group and reaction with various phenyl isocyanate analogs

Keywords:

Soluble epoxide hydrolase , synthesis , oxadiazole.