Synthesis of 10,11-dihydrodibenz[b,f][l,4]oxazepine derivatives as potential anticonvulsant & psychotropic agents

Abstract

Several acyl, carbamoyl and thiocarbamoyl derivatives of 10,11-dihydrodibenz[b,f][1,4]oxazepine, most of them carrying either a nitro or amino group at position-2 have been synthesized as analogues of carbamazepine (38) and evaluated as anticonvulsants associated with potential neuroleptic activity. Among these, 10, 11-dihydro-2-nitrodibenz[b,f][1,4]oxazepine-10-carboxylic acid hydrazide (11) and 2-amino-10-dimethylcarbamoyl-dibenz[b,f][1,4]oxazepine (04) have moderate activity in the electroshock test but are inactive against chemoshock. 10,11-Dihydro-10-thiocarbamoyldibenz[b,f][1,4]oxazepine (2) is active against electroshock as well as against strychnine-induced seizures, has some analgesic activity and also exhibits neuroleptic properties, but the overall profile of 2 does not present any advantages over the well known drug, carbamazepine (38).