1-<<2-(diethylamino)ethyl>amino>-7-(toluenesulfonyloxy)-9H-xanthen-9-one | 86456-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-<<2-(diethylamino)ethyl>amino>-7-(toluenesulfonyloxy)-9H-xanthen-9-one
• 英文别名: 1-{[2-(diethylamino)ethyl]amino}-7-(toluenesulfonyloxy)-9H-xanthen-9-one；9H-Xanthen-9-one, 1-((2-(diethylamino)ethyl)amino)-7-(((4-methylphenyl)sulfonyl)oxy)-；[8-[2-(diethylamino)ethylamino]-9-oxoxanthen-2-yl] 4-methylbenzenesulfonate
• CAS: 86456-19-1
• 化学式: C₂₆H₂₈N₂O₅S
• 分子量: 480.585
• InChiKey: CVZVASXGNOHCJR-UHFFFAOYSA-N

物化性质

• 沸点：
  666.7±55.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  93.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-<<2-(diethylamino)ethyl>amino>-7-(toluenesulfonyloxy)-9H-xanthen-9-one 在 氢氧化钾 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 72.5h， 生成 NSC355357
  参考文献：
  名称：

  Analogs of hycanthone and lucanthone as antitumor agents

  摘要：

  Hycanthone analogues (5 and 6) containing 7-substituted hydroxyl groups were prepared and evaluated as antitumor agents. These compounds were significantly more active than the corresponding unsubstituted derivatives. The 7-hydroxylated 4-(hydroxymethyl)-9H-xanthen-9-ones, 11 and 12, were also active antitumor agents. However, the 7-hydroxy-9H-xanthen-9-one counterparts of the 7-hydroxylucanthones were totally devoid of antitumor activity. Results obtained thus far are consistent with the hypothesis that 4-hydroxymethyl substituents in the 9H-xanthen-9-one and 9H-thioxanthen-9-one series are required for antitumor activity.

  DOI：

  10.1021/jm00363a007
• 作为产物：
  描述：

  5-甲氧基水杨酸 在 吡啶 、 copper(l) iodide 、 PPA 、 氢碘酸 、 铜 、 potassium carbonate 作用下， 反应 74.67h， 生成 1-<<2-(diethylamino)ethyl>amino>-7-(toluenesulfonyloxy)-9H-xanthen-9-one
  参考文献：
  名称：

  Analogs of hycanthone and lucanthone as antitumor agents

  摘要：

  Hycanthone analogues (5 and 6) containing 7-substituted hydroxyl groups were prepared and evaluated as antitumor agents. These compounds were significantly more active than the corresponding unsubstituted derivatives. The 7-hydroxylated 4-(hydroxymethyl)-9H-xanthen-9-ones, 11 and 12, were also active antitumor agents. However, the 7-hydroxy-9H-xanthen-9-one counterparts of the 7-hydroxylucanthones were totally devoid of antitumor activity. Results obtained thus far are consistent with the hypothesis that 4-hydroxymethyl substituents in the 9H-xanthen-9-one and 9H-thioxanthen-9-one series are required for antitumor activity.

  DOI：

  10.1021/jm00363a007

文献信息

• ARCHER, S.
  作者：ARCHER, S.

  DOI：——

  日期：——
• Analogs of hycanthone and lucanthone as antitumor agents
  作者：Sydney Archer、Abdel Hadi Zayed、Rabindra Rej、Thomas A. Rugino

  DOI：10.1021/jm00363a007

  日期：1983.9

  Hycanthone analogues (5 and 6) containing 7-substituted hydroxyl groups were prepared and evaluated as antitumor agents. These compounds were significantly more active than the corresponding unsubstituted derivatives. The 7-hydroxylated 4-(hydroxymethyl)-9H-xanthen-9-ones, 11 and 12, were also active antitumor agents. However, the 7-hydroxy-9H-xanthen-9-one counterparts of the 7-hydroxylucanthones were totally devoid of antitumor activity. Results obtained thus far are consistent with the hypothesis that 4-hydroxymethyl substituents in the 9H-xanthen-9-one and 9H-thioxanthen-9-one series are required for antitumor activity.