Synthesis and evaluation of 5-phenoxylmethyl-1,3,4-oxadiazol-2-ones/oxadiazole-2-thiones as potent urease inhibitors.

A serial of oxadiazol-2-ones/oxadiazole-2-thiones were designed, synthesized and evaluated as urease inhibitors. Out of these compounds, oxadiazole-2-thiones showed excellent inhibition against urease with twenty-two showing higher potency than the clinical used drug AHA. It is emphasized that 1,3,4-oxadiazole-2-thiones containing 3-propylphenoxy (d34) and 3-nitrophenoxy (d46) on the side chain were the two most active compounds. They were demonstrated having 230- and 360-fold higher potency than AHA and inhibiting urease with a mixed mechanism.