6-(N-乙基氨基)-2-(对甲苯磺酰氧基)-1H-异吲哚-1,3-二酮 | 105969-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 6-(N-乙基氨基)-2-(对甲苯磺酰氧基)-1H-异吲哚-1,3-二酮
• 英文名称: 6-(N-ethylamino)-2-(p-toluenesulfonyloxy)-1H-isoindole-1,3-dione
• 英文别名: [5-(Ethylamino)-1,3-dioxoisoindol-2-yl] 4-methylbenzenesulfonate
• CAS: 105969-95-7
• 化学式: C₁₇H₁₆N₂O₅S
• 分子量: 360.39
• InChiKey: AUMNRTKNFLPXAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二甲酸 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 氢气 、 羟胺 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 氯仿 为溶剂， 25.0 ℃ 、206.84 kPa 条件下， 反应 83.0h， 生成 6-(N-乙基氨基)-2-(对甲苯磺酰氧基)-1H-异吲哚-1,3-二酮
  参考文献：
  名称：

  Synthesis, biological evaluation, and quantitative structure-activity relationship analysis of 2-hydroxy-1H-isoindolediones as new cytostatic agents

  摘要：

  A series of 16 derivatives of 2-hydroxy-1H-isoindole-1,3-diones was designed and synthesized as potential antitumor agents. The cytostatic activity against L1210 cell growth of these compounds was studied, and their IC50 values were found to be in the range of 10(-4) to 10(-8) M. Quantitative structure-activity relationship analysis of these compounds showed that the inhibitory effect was well correlated with the electronic and the lipophilic parameters. Derivatives having a substituent with strongly electron-donating properties at the 6-position showed enhanced inhibitory activity while compounds having an electron-withdrawing group at the same position showed lower activity.

  DOI：

  10.1021/jm00386a012

文献信息

• Synthesis, biological evaluation, and quantitative structure-activity relationship analysis of 2-hydroxy-1H-isoindolediones as new cytostatic agents
  作者：Carcy L. Chan、Eric J. Lien、Zoltan A. Tokes

  DOI：10.1021/jm00386a012

  日期：1987.3

  A series of 16 derivatives of 2-hydroxy-1H-isoindole-1,3-diones was designed and synthesized as potential antitumor agents. The cytostatic activity against L1210 cell growth of these compounds was studied, and their IC50 values were found to be in the range of 10(-4) to 10(-8) M. Quantitative structure-activity relationship analysis of these compounds showed that the inhibitory effect was well correlated with the electronic and the lipophilic parameters. Derivatives having a substituent with strongly electron-donating properties at the 6-position showed enhanced inhibitory activity while compounds having an electron-withdrawing group at the same position showed lower activity.