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Paper | Regular issue | Vol 43, No. 11, 1996, pp.2385-2396
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7549
Synthesis, Crystallographic Studies and Biological Evaluation of Some 2-Substituted 3-Indazolyl-4(3H)-quinazolinones and 3-Indazolyl-4(3H)-benzotriazinones

Giuseppe Daidone, Salvatore Plescia, Demetrio Raffa, Domenico Schillaci, Benedetta Maggio, Franco Benetollo, and Gabriella Bombieri

*Dipartimento di Chimica e Tecnologie Farmaceutiche, Università degli Studi di Palermo, Via Archirafi n 32 90123 Palermo, Italy


A number of new 3-(indazol-3 and 5-yl)-4(3H)-quinazolinone and 4(3H)-benzotriazinone derivatives were prepared by reaction of 3- or 5-(2-aminobenzamido)indazole with ethyl orthoesters and nitrous acid respectively. Structures were established on the basis of analytical and stpectroscopic data. Single-crystal X-ray analysis confirmed the quinazolinone structure of compounds (5). The 4(3H)-quinazolinones and 4(3H)-benzotriazinones were tested at 200 μg/ml for antimicrobial activity against C. albicans, C. tropicalis and S. aureus, at 100 μM for their antitumor effect on human-lymphoblast-like cells and finally at 500 μM for 3a-hydroxysteroid dehydrogenase (3α-HSD) inhibition.