BASICALLY SUBSTITUTED 4(3H)-QUINAZOLINONE DERIVATIVES AND PROCESSES FOR THEIR MANUFACTURE

摘要

1312392 Basically substituted quinazolinones CASSELLA FARBWERKE MAINKUR AG 23 April 1971 [25 April 1970] 11177/71 Heading C2C Novel compounds I and their salts in which R1 is a secondary aliphatic, cycloaliphatic or araliphatic amino radical with 2-10 C or a 5-, 6- or 7-membered heterocyclic amino radical, optionally containing an additional N, O or S heteroatom; R 1 is H, 1-4 C alkyl, pyridyl or a benzyl or phenyl radical optionally substituted by halo or 1-4 C alkyl or alkoxy; R 2 is H, Cl, NO 2 , NH 2 , CF 3 , or 1-4 C alkoxy; R 3 is 1-4 C alkoxy; m is 1-3 and n is 1-4; are prepared by (1) acylating compounds II in which R is as R1 or where R1 would contain an acyloxy radical III R may represent the radical of the corresponding hydroxy compound; or (2) cyclizing, in the presence of a dehydrating agent, compounds IV 2 - Nitro - 3,4,5 - trimethoxy - N - (γ - diethylamino - # - hydroxypropyl) - benzamide (A) is prepared by reacting 2-nitro-3,4,5-trimethoxybenzoyl chloride with γ - diethylamino - #- hydroxypropylamine. 2 - Nitro - 3,4,5 - trimethoxy - N - [γ - diethylamino - # - (3,4,5 - trimethoxybenzoyloxy)-propyl]-benzamide (B) is prepared by acylation of (A). 2-Amino-3,4,5-trimethoxy - N - [γ - diethylamino - # - (3,4,5 - trimethoxybenzoyloxy)-propyl]-benzamide is prepared by reduction of (B). Pharmaceutical compositions comprise a compound I and a suitable excipient and are useful as coronary dilators for oral or parenteral administration.