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Paper | Regular issue | Vol 34, No. 5, 1992, pp.991-1004
Published online, 1st January, 1970
DOI: 10.3987/COM-92-5977
Synthesis of 1,2,3,4-Tetrahydroacridine and 5,6,7,8-Tetrahydroquinoline Derivatives as Potential Acetylcholinesterase Inhibitors

Franco Gatta,* Maria Rosaria Del Giudice, Massimo Pomponi, and Maurizio Marta

*Laboratorio di Chimica del Farmaco, Istituto Superiore di Sanita, Viale Regina Elena, 299-00161 Roma, Italy

Abstract

This paper describes the synthesis of 1,3,4,5-tetrahydropyrazolo[3,4,5-kl]acridine (2) and 11-amino-1,3,4,5-tetrahydroazepino[3,2-b]quinolin-2-one (3) obtained by Schmidt reaction of 9-amino-3,4-dihydroacridin-1(2H)-one (1) and the preparation of 4,5-dihydro-3H-isoxazolo[3,4,5-kl]acridine (7) obtained in the same manner starting from 3,4-dihydroacridine-1,9(2H,10H)-dione (6). The corresponding pyrazolo[3,4,5-de]quinoline (20) and isoxazolo[5,4,3-de]quinoline (18) are also reported. The compounds have been prepared with the aim of studying their possible activity as acetylcholinesterase inhibitors.