1-(5-tert-Butyl-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione | 209682-72-4

• 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: 1-(5-tert-Butyl-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione
• 英文别名: 1-(5-tert-butyl-1H-indol-3-yl)-2-pyrrolidin-1-ylethane-1,2-dione
• CAS: 209682-72-4
• 化学式: C₁₈H₂₂N₂O₂
• 分子量: 298.385
• InChiKey: JPOSOIITKVTEPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(5-tert-Butyl-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 5-tert-Butyl-3-(2-pyrrolidin-1-yl-ethyl)-1H-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
• 作为产物：
  描述：

  5-叔丁基-1H-吲哚 在 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 生成 1-(5-tert-Butyl-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione
  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

• 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.