[(1-Ethylindol-5-yl)-(3,4,5-trimethoxyphenyl)methyl] acetate | 1043875-01-9

• 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-Ethylindol-5-yl)-(3,4,5-trimethoxyphenyl)methyl] acetate
• CAS: 1043875-01-9
• 化学式: C₂₂H₂₅NO₅
• 分子量: 383.444
• InChiKey: MEMRSTRQTHEYNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1-ethyl-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol 、 乙酸酐 在 吡啶 作用下， 反应 2.0h， 以86%的产率得到[(1-Ethylindol-5-yl)-(3,4,5-trimethoxyphenyl)methyl] acetate
  参考文献：
  名称：

  Diarylmethyloxime and hydrazone derivatives with 5-indolyl moieties as potent inhibitors of tubulin polymerization

  摘要：

  We describe the synthesis and biological evaluation of a series of diarylmethyloxime and diarylmethylhydrazone analogues that contain an indole ring and different modi. cations on the nitrogen of the bridge. Several compounds showed potent tubulin polymerization inhibitory action as well as cytotoxic activity against cancer cell lines. The N-methyl-5-indolyl substituted analogues are more potent than ethyl substituted ones. The most potent inhibitors of tubulin polymerization are the diarylketones and the diaryloximes. The cytotoxicity against several cancer cell lines is lower for the oximes than for the ketones. Other substitutions on the imine nitrogen greatly reduce the tubulin inhibitory and/or cytotoxic potencies. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.054

文献信息

• Diarylmethyloxime and hydrazone derivatives with 5-indolyl moieties as potent inhibitors of tubulin polymerization
  作者：Concepción Álvarez、Raquel Álvarez、Purificación Corchete、José Luis López、Concepción Pérez-Melero、Rafael Peláez、Manuel Medarde

  DOI：10.1016/j.bmc.2008.04.054

  日期：2008.6

  We describe the synthesis and biological evaluation of a series of diarylmethyloxime and diarylmethylhydrazone analogues that contain an indole ring and different modi. cations on the nitrogen of the bridge. Several compounds showed potent tubulin polymerization inhibitory action as well as cytotoxic activity against cancer cell lines. The N-methyl-5-indolyl substituted analogues are more potent than ethyl substituted ones. The most potent inhibitors of tubulin polymerization are the diarylketones and the diaryloximes. The cytotoxicity against several cancer cell lines is lower for the oximes than for the ketones. Other substitutions on the imine nitrogen greatly reduce the tubulin inhibitory and/or cytotoxic potencies. (C) 2008 Elsevier Ltd. All rights reserved.