1-methyl-1H-indol-5-yl 3,4,5-trimethoxybenzenesulfonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-methyl-1H-indol-5-yl 3,4,5-trimethoxybenzenesulfonate
• 英文别名: 3,4,5-Trimethoxy-benzenesulfonic acid 1-methyl-1H-indol-5-yl ester；(1-methylindol-5-yl) 3,4,5-trimethoxybenzenesulfonate
• 化学式: C₁₈H₁₉NO₆S
• 分子量: 377.418
• InChiKey: LVPPMYDKCSYLSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  84.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-苄氧基吲哚 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 氢气 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 生成 1-methyl-1H-indol-5-yl 3,4,5-trimethoxybenzenesulfonate
  参考文献：
  名称：

  Novel sulfonate analogues of combretastatin A-4

  摘要：

  Sulfonate analogues of combretastatin A-4 have been prepared. These compounds compete with colchicine and combretastatin A-4 for the colchicine binding site on tubulin and are potent inhibitors of tubulin polymerization and cell proliferation. Importantly, these compounds also inhibit the proliferation of P-glycoprotein positive (+) cancer cells, which are resistant to many other antitumor agents. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00098-1

文献信息

• CELL PROLIFERATION INHIBITORS
  申请人：ABBOTT LABORATORIES

  公开号：EP1181269B1

  公开（公告）日：2004-02-25
• Novel sulfonate analogues of combretastatin A-4
  作者：Stephen L. Gwaltney、Hovis M. Imade、Kenneth J. Barr、Qun Li、Laura Gehrke、R.Bruce Credo、Robert B. Warner、Jang Yun Lee、Peter Kovar、Jieyi Wang、Michael A. Nukkala、Nicolette A. Zielinski、David Frost、Shi-Chung Ng、Hing L. Sham

  DOI：10.1016/s0960-894x(01)00098-1

  日期：2001.4

  Sulfonate analogues of combretastatin A-4 have been prepared. These compounds compete with colchicine and combretastatin A-4 for the colchicine binding site on tubulin and are potent inhibitors of tubulin polymerization and cell proliferation. Importantly, these compounds also inhibit the proliferation of P-glycoprotein positive (+) cancer cells, which are resistant to many other antitumor agents. (C) 2001 Elsevier Science Ltd. All rights reserved.