YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
複素環式化合物の合成研究 (第81報)
パパベリン類似化合体の合成 その11 1-位にチオフェン核を有する6,7-Methylenedioxy-3,4-dihydro-および1,2,3,4-tetrahydroisoquinoline類の合成
亀谷 哲治菅原 宏
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1963 年 83 巻 4 号 p. 360-364

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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.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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