镇痛药氮杂双环烷的7-氮杂类似物。合成与药理分析。

7-Aza analogs of the analgetic agent azabicyclane. Synthesis and pharmacologic analysis.

作者信息

Smissman E E, Ruenitz P C

出版信息

J Med Chem. 1976 Jan;19(1):184-6. doi: 10.1021/jm00223a037.

Abstract

Three 3,7-diazabicyclo[3.3.1]nonane derivatives (4) with a structural similarity to the analgetic agent azabicyclane (1) were prepared. The amino alcohol 4a was found to prefer a conformation wherein the six-membered ring to which the hydroxyl group is syn is in the boat form. These three compounds had increased basicity in comparison with 1 due to various forces stabilizing their monocationic states. Compounds 4a-c did not show analgetic activity at the dose levels tested.

摘要

制备了三种与镇痛药氮杂双环烷（1）结构相似的3,7-二氮杂双环[3.3.1]壬烷衍生物（4）。发现氨基醇4a更倾向于一种构象，其中羟基所在的六元环呈船式构象。由于各种力稳定了它们的单阳离子状态，这三种化合物与1相比碱性增强。化合物4a - c在测试剂量水平下未显示出镇痛活性。