In the course of the systhematic investigation of heterocondensed quinazolones derivatives of a new heterocyclic ring system, [1,2,5]triazepino[2,3-b]quinazolone have been developed as potential biologically active agents, which are new bioisoteric analogues of cholecystokinin antagonist diazepino[2,1-b]quinazolones. The authors worked out an original synthetic route for preparation of ring analogue [1,2,4]triazino[6,1-b]quinazoIines from intermediates of the synthesis, too. Starting 2-aIkyl-3-amino-quinazolones are easily prepared by reaction of 2- alkylbenzoxazone with hydrazine hydrate. In the next step bromination reaction of the alpha-methylene group of 2-alkyl-substituents gave a mono- bromo derivative as major product. In the reaction of the bromo compound with N-nucleophyles 2-alky-lamino-3-amino-quinazolones were obtained wich reacted with alpha-halogeno-carbonyl compounds and led to the tricyclic quinazolones in ring closure reaction. The structural properties of the heterocyclic compounds were characterized by UV-VIS and NMR data and molecular modelling calculation.
|Number of pages||7|
|Journal||Acta pharmaceutica Hungarica|
|Publication status||Published - Nov 1 1997|
ASJC Scopus subject areas
- Pharmaceutical Science