Abstract
1-Methyl-3-amino-6, 7-methylenedioxyisoquinoline (IX) was prepared by the condensation of piperonal with acetylglycine, hydrogenation of the oxazolone (I), cyclization, dehydrogenation and Curtius reaction of methyl 1-methyl-6, 7-methylenedioxyisoquinoline-3-carboxylate (V). 3-Aminomethyl derivative (XII) was then obtained by the Mc-Fayden reaction of the hydrazide (VI) to the oxime (XI) followed by its catalytic hydrogenation with alcoholic hydrochloric acid. Physiological tests of (IX) and (XII) showed that the antispasmodic action of (IX) was approximately one-half of that of papaverine used as the control, and that such action was not found with (XII).
