Synthesis of 5-Substitute-3-Aryl-2H,3H-Benzo/Naphtho- [1,2-f] [1,3,4]-Oxadiazepin-2-Thiones as Potential Tranquillizers and Anticonvulsants

Abstract

It has been reported that certain synthetic analgesics, sedatives, hypnotics, tranquillizers and anticonvulsants are associated with the presence of carboxamido (-HN-C-(O)) and carboximido (-HN-C-(O)-NH-) groups in these drugs. Biosteric replacements of carboxamido group (-HN-(O)-C-) with thioamido (-HN-(S)-C-) function has successfully resulted in many more potent but relatively short acting and less toxic drugs with similar muscle relaxing properties. In the present study a series of compounds containing benz/nepth oxadiazepine systems has been synthesised through cyclisation with thiophosgene of substituted arylhydrazones obtained by condensation of 2-hydroxyarlylaldehydrazones obtained by condensation of 2-hydroxyarylaldehydes/ketones with substituted arylhydrazines. The synthesized compounds are cyclic thiocarbamates and may prove to be effective insecticides/pesticides also.