PROCESS FOR PRODUCING PHARMACEUTICALLY ACTIVE PYRIDASINE DERIVATIVES

摘要

1527712 Hydrazinopyridazines SMITH KLINE & FRENCH LABORATORIES Ltd 17 Sept 1975 [18 June 1974 2 Jan 1975] 26864/74 and 20/75 Heading C2C The invention comprises compounds of the formula where two of the groups R1, R2 and R3 are H and the third is H, C 1 -C 4 alkyl, F, Cl, Br, CF 3 , OH, C 1 -C 4 alkoxy, C 2 -C 4 alkenyloxy, C 1 -C 4 alkoxycarbonyl, CN, CONH 2 , CH 2 CONH 2 , NO 2 , NH 2 , C 1 -C 4 alkanoylamino, C 1 -C 4 alkylamino or di(C 1 -C 4 alkyl)amino, R4 is H or CH 3 , R5 is isopropyl, tertiary butyl or phenylethyl. Compounds wherein R1, R2 and R3 are other than CONH 2 or alkoxycarbonyl may be prepared by reacting hydrazine or a protected derivative thereof with a compound of the formula where R11 is -CH 2 CH(OH)CH 2 NHR5, hydrogen or a phenolic protecting group, and Z is mercapto, chloro, alkoxy or phenoxy, followed if necessary by reaction with epichlorohydrin or epibromohydrin and an amine of formula R5NH 2 , and deprotection of a protected hydrazino group. Compounds wherein R1, R2 or R3 are CONH 2 or alkoxycarbonyl may be obtained from the corresponding acid. The compounds may be used as #-adrenergic blocking agents and vasodilators.