Synthesis of substituted thiobenzoxazoles/benzothiazoles: inhibition of cellular respiratory and monoamine oxidase activities and anticonvulsant property

Article abstract of DOI:10.1002/jps.2600650322

Several 2 (substituted alkoxy/hydrazinocarbonyl acetanilidothio) benzoxazoles/benzothiazoles were synthesized and characterized by their sharp melting points, elemental analyses, and IR spectra. All thiobenzoxazoles/benzothiazoles possessed low anticonvulsant activity, which was reflected by the 10-40% protection afforded by these compounds against pentylenetetrazol induced convulsions. All thiobenzoxazoles/benzothiazoles inhibited selectively the nicotinamide adenine dinucleotide (NAD) dependent oxidation of pyruvate, DL isocitrate, and α ketoglutarate by rat brain homogenates. NAD independent oxidation of succinate remained unaltered. All 2 (substituted hydrazinocarbonyl acetanilidothio) benzoxazoles/benzothiazoles inhibited monoamine oxidase activity of rat brain homogenates. Greater monoamine oxidase inhibition was observed with thiobenzothiazoles than with the corresponding thiobenzoxazoles. The low anticonvulsant activity possessed by these thiobenzoxazoles/benzothiazoles was found to be unrelated with their ability to inhibit cellular respiratory and monoamine oxidase activities of rat brain homogenates.