1963 年 83 巻 4 号 p. 360-364
We have synthesized a series of papaverine analogs possessing thiophene nucleus in 1-position and investigated their pharmacological properties. In this report, as papaverine analogs four derivatives of 6, 7-methylenedioxy-3, 4-dihydroisoquinoline (II) and four derivatives of 1, 2, 3, 4-tetrahydroisoquinoline (III) corresponding to n=0-3 were synthesized. They were prepared by the cyclization of acid amide with phosphorus oxychloride in toluene and the tetrahydro-derivatives were prepared by reduction of methiodides with sodium borohydride. The free bases of these derivatives (n=1) which possess one reactive methylene group were oxidized to keto compounds. The same oxidation to form keto derivatives was also observed in the cases of their picrates and hydrochlorides.