Newer potential quinazolinones as hypotensive agents

摘要

A series of 3-(substitutedarylidene)hydrazinoacetylamino-2-methyl-6-bromo-quinazolin-4(3H)-ones 4a-e has been prepared by the condensation of 3-(hydrazinoacetlamino)-2-methyl-6-bromoquinazolin-4(3H)-one 3 with different aromatic aldehydes.Compounds 4a-e on treatment with chloro-acetylchloride in the presence of triethylamine are converted into 3-[2'-(substituted-aryl)-3'-chloro-4'-oxo-1'-azetidinyl] aminochloroacetlamino-2-Mannich reaction to yield compounds 6a-e.The structures of all and spectral studies (IR,~1H NMR and mass spectroscopy).Compounds 4a-4e,5a-5e and 6a-6e have been evaluated for hypotensive activity and were found to exhibit activity ranging from 10-90 mmHg.The most active compound of this series is 3-[2'-(p-N-N-dimethylaminobenzylidene))-3'-chloro-4'-oxo-1'-azetidinyl-aminoacetylamino]-2-[(p-methoxyphenyl)aminoethyl]-2-methyl-6-bromoquinazo-lin-4(3H)-one 6d which has shown blood preessure lowering activity of 90 mmHg,which lasted for 120 min.at a dose of 2.5 mg/kg i.v.