5-isopropyl-3-[2(N-pyrrolidino)ethyl]-1 H-indole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-isopropyl-3-[2(N-pyrrolidino)ethyl]-1 H-indole
• 英文别名: 5-Isopropyl-3-(2-pyrrolidin-1-yl-ethyl)-1H-indole；5-propan-2-yl-3-(2-pyrrolidin-1-ylethyl)-1H-indole
• 化学式: C₁₇H₂₄N₂
• 分子量: 256.391
• InChiKey: BCHGFZYQLYUXBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-(1-甲基乙基)-1H-吲哚 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.0h， 生成 5-isopropyl-3-[2(N-pyrrolidino)ethyl]-1 H-indole
  参考文献：
  名称：

  5-Alkyltryptamine derivatives as highly selective and potent 5-HT1D receptor agonists

  摘要：

  A series of 5-alkyltryptamines (6) and the corresponding conformationally constrained analogues (8) have been synthesized. The structure-activity relationships (SAR) at the 5-position of the indole skeleton and the ethylamine side chain have been studied. Functional activities were assessed using isolated rabbit saphenous vein. Potent, selective ligands were found (6e, K-i 2.5 nM, 5-HT1B/5-HT1D 125-fold) that have potential for treating acute migraine. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00322-x

文献信息

• Method for making substituted indoles
  申请人：Pharm-Eco Laboratories, Inc.

  公开号：US06133453A1

  公开（公告）日：2000-10-17

  Disclosed is a method of preparing a compound represented by the following structural formula: ##STR1## and physiological salts thereof. R.sup.1 is --H, an aliphatic group, a substituted aliphatic group, an aryl group or a substituted aryl group. R.sup.2 is a substituted or unsubstituted 2-hydroxy-1-ethyl group. Ring A is a substituted or unsubstituted aryl group. Ring B is substituted or unsubstituted at position two. The method comprises reacting a substituted or unsubstituted aryl hydrazine or salt derived from a substituted or unsubstituted aryl hydrazine with a compound represented by the following structural formula: ##STR2##

  揭示了一种制备下述结构式所代表的化合物及其生理盐的方法：##STR1##其中，R.sup.1为--H，脂肪基，取代脂肪基，芳基或取代芳基。R.sup.2为取代或未取代的2-羟基-1-乙基基团。环A为取代或未取代的芳基。环B在位置二处为取代或未取代。该方法包括将取代或未取代的芳基肼或由取代或未取代的芳基肼衍生的盐与下述结构式所代表的化合物发生反应：##STR2##
• US5998462A
  申请人：——

  公开号：US5998462A

  公开（公告）日：1999-12-07
• 5-Alkyltryptamine derivatives as highly selective and potent 5-HT1D receptor agonists
  作者：Abdelmalik Slassi、Louise Edwards、Anne O'Brien、Charles Q Meng、Tao Xin、Caroline Seto、David K.H Lee、Neil MacLean、Donna Hynd、Cora Chen、Hong Wang、Rajender Kamboj、Suman Rakhit

  DOI：10.1016/s0960-894x(00)00322-x

  日期：2000.8

  A series of 5-alkyltryptamines (6) and the corresponding conformationally constrained analogues (8) have been synthesized. The structure-activity relationships (SAR) at the 5-position of the indole skeleton and the ethylamine side chain have been studied. Functional activities were assessed using isolated rabbit saphenous vein. Potent, selective ligands were found (6e, K-i 2.5 nM, 5-HT1B/5-HT1D 125-fold) that have potential for treating acute migraine. (C) 2000 Elsevier Science Ltd. All rights reserved.