Collect. Czech. Chem. Commun. 1982, 47, 630-635

3-Aminoalkyl- and 3-benzyl-4(3H)-quinazolinones

František Roubínek, Josef Vavřina and Zdeněk Buděšínský

Research Institute for Pharmacy and Biochemistry, 130 00 Prague 3


Reaction of 3-(2,3-epoxypropyl)-4(3H)-quinazolinone and/or its 6,7-dichloro- and 7-bromo-6-chloro-derivatives (Ib, Ic) with 5-diethylamino-2-pentylamine, 3-diethylaminomethyl-4-hydroxyaniline, 3,4-methylenedioxyaniline and 4-dimethylaminoaniline gave the corresponding substituted 4(3H)-quinazolinones, IIa, IIIb, IVb, Vc and VIc. Reactions of 3-(2-chloroethyl)-4(3H)-quinazolinones with the substituted anilines, pyridine and pyrrolidine gave rise to 3-(2-amino-ethyl)-4(3H)-quinazolinones VIIIa-VIIIj, IX and X. The piperidine derivative XI was obtained by the action of 1-(2-chloroethyl) piperidine on 4(3H)-quinazolinone. Reactions of 2-chlorobenzyl chloride 4-chlorobenzylchloride and 3,4,5-trimethoxybenzoyl chloride with 4(3H)-quinazolinone afforded 3-(2-chlorobenzyl)-, 3-(4-chlorobenzyl)-4(3H)-quinazolinone and 3-(3,4,5,-trimethoxybenzoyl)-4(3H)-quinazolinone (XII, XIII, XIV). All the compounds were screened for coccidiostatic and antihelmintic activity.