9-羟基-1,2,3,4,5,6-六氢-1,5-亚甲基-3-苯并氮杂卓衍生物作为镇痛药。

9-hydroxy-1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine derivatives as analgesics.

作者信息

Shiotani S, Kometani T

出版信息

J Med Chem. 1977 Feb;20(2):310-2. doi: 10.1021/jm00212a027.

Abstract

Three 1,3-dimethyl-9-hydroxy-1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine derivatives (7-9) have been synthesized and tested as analgesics. The synthesis of these compounds involved conversion of 1-methyl-7-methoxy-beta-tetralone (1) by Mannich reaction with MeNH2 and HCHO to give the 11-ketone 2, from which 7,8, and 9, respectively, were obtained. These compounds have analgesic activity, and 7 was found to be comparable to codeine.

摘要

已合成三种1,3 - 二甲基 - 9 - 羟基 - 1,2,3,4,5,6 - 六氢 - 1,5 - 亚甲基 - 3 - 苯并氮杂卓衍生物（7 - 9）并作为镇痛药进行了测试。这些化合物的合成涉及1 - 甲基 - 7 - 甲氧基 - β - 四氢萘酮（1）与甲胺和甲醛通过曼尼希反应转化为11 - 酮2，分别从其得到7、8和9。这些化合物具有镇痛活性，且发现7与可待因相当。