1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-9-oxo-9H-thioxanthene-4-carboxaldehyde | 86456-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-9-oxo-9H-thioxanthene-4-carboxaldehyde
• 英文别名: 1-[[2-(Diethylamino)ethyl]amino]-7-hydroxy-9-oxo-9H-thioxanthene-4-carboxaldehyde；1-{[2-(diethylamino)ethyl]amino}-7-hydroxy-9-oxo-9H-thioxanthene-4-carboxaldehyde；1-[2-(Diethylamino)ethylamino]-7-hydroxy-9-oxothioxanthene-4-carbaldehyde
• CAS: 86456-10-2
• 化学式: C₂₀H₂₂N₂O₃S
• 分子量: 370.472
• InChiKey: SNFRPJYKLUBODK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  94.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-9-oxo-9H-thioxanthene-4-carboxaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以54%的产率得到1-[[2-(Diethylamino)ethyl]amino]-7-hydroxy-4-(hydroxymethyl)-9H-thioxanthen-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
• 作为产物：
  描述：

  间氯溴苯 在 manganese(IV) oxide 、 PPA 、 吡啶盐酸盐 、 铜 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.5h， 生成 1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-9-oxo-9H-thioxanthene-4-carboxaldehyde
  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：——
• US4539412A
  申请人：——

  公开号：US4539412A

  公开（公告）日：1985-09-03