5H-[1,2,4]OXADIAZOLO[5,4-D][1,5]BENZOTHIAZEPINES AS ANTICONVULSANT AGENTS IN DBA 2 MICE/

A series of 3a,4-dihydro-5H-[1,2,4]oxadiazolo[5,4-d] [1,5]benzothiazep ines have been synthesized by 1,3-dipolar cycloaddition reaction of be nzonitriloxide to the C=N double bond of 1,5-benzothiazepine derivativ es, and the stereochemical features of compounds obtained have been de termined by NMR spectroscopy. The results of evaluation of their activ ity in preventing seizures induced by audiogenic stimulation in DBA/2 mice are also reported and discussed. The 5-(4-bromophenyl)1,3-dipheny l derivative 3b, the most active compound of the series, is over 20 ti mes more active than the parent benzothiazepine Ib and shows an activi ty comparable to clobazam and better than desmethylclobazam.