Asselin A A, Humber L G, Komlossy J
J Med Chem. 1976 Jun;19(6):792-7. doi: 10.1021/jm00228a011.
The synthesis is described of a series of cycloalkanoindoles, comprising tetrahydrocarbazoles, a cyclopentindole, and a cycloheptindole, all bearing an ethanamine side chain at position 1. The acute toxicities of these compounds were evaluated, as well as their potential antidepressant properties, using tests based on the prevention of ptosis induced by reserpine and tetrabenazine. 9-Ethyl-N,N1-trimethyl-1,2,3,4-tetrahydrocarbazole-1-ethanamine (AY-24 614) was found to be the most potent analogue, having an ED50 of 0.12 mg/kg ip in preventing reserpine-induced ptosis in mice and an ED50 at 3.3 mg/kg ip in preventing tetrabenazine-induced ptosis in rats.
描述了一系列环烷吲哚的合成，包括四氢咔唑、环戊吲哚和环庚吲哚，它们在1位均带有乙胺侧链。使用基于预防利血平和丁苯那嗪诱导的眼睑下垂的试验，评估了这些化合物的急性毒性及其潜在的抗抑郁特性。发现9-乙基-N,N1-三甲基-1,2,3,4-四氢咔唑-1-乙胺（AY-24 614）是最有效的类似物，在预防小鼠利血平诱导的眼睑下垂中腹腔注射的半数有效剂量（ED50）为0.12mg/kg，在预防大鼠丁苯那嗪诱导的眼睑下垂中腹腔注射的ED50为3.3mg/kg。
