1-[2-(Dimethylamino)ethylamino]-4-phenylmethoxythioxanthen-9-one | 80568-25-8

• 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-(Dimethylamino)ethylamino]-4-phenylmethoxythioxanthen-9-one
• CAS: 80568-25-8
• 化学式: C₂₄H₂₄N₂O₂S
• 分子量: 404.533
• InChiKey: DMMGOLHSMDFKSC-UHFFFAOYSA-N

物化性质

• 沸点：
  608.1±55.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[2-(Dimethylamino)ethylamino]-4-phenylmethoxythioxanthen-9-one 在 氢碘酸 作用下， 反应 0.5h， 以34%的产率得到1-(2-二甲基氨基乙胺)-4-羟基-噻吨-9-酮
  参考文献：
  名称：

  Ring-hydroxylated analogs of lucanthone as antitumor agents

  摘要：

  A series of ring-alkoxylated and ring-hydroxylated analogues of lucanthone was prepared and tested for antitumor activity. The most biologically interesting members of this group were the 7-hydroxylucanthone derivatives, 50 and 51, which gave T/C values in the NCI P-388 antitumor screen of 188 and 265, respectively. The apparent association constants and delta Tm values for a number of analogue-DNA complexes were determined to ascertain whether there was any quantitative correlation with biological activity. The most that can be said is that intercalation may be a necessary but far from sufficient condition for antitumor activity.

  DOI：

  10.1021/jm00345a006
• 作为产物：
  描述：

  1-chloro-4-hydroxy-9H-thioxanthen-9-one 在 吡啶 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 40.0h， 生成 1-[2-(Dimethylamino)ethylamino]-4-phenylmethoxythioxanthen-9-one
  参考文献：
  名称：

  Ring-hydroxylated analogs of lucanthone as antitumor agents

  摘要：

  A series of ring-alkoxylated and ring-hydroxylated analogues of lucanthone was prepared and tested for antitumor activity. The most biologically interesting members of this group were the 7-hydroxylucanthone derivatives, 50 and 51, which gave T/C values in the NCI P-388 antitumor screen of 188 and 265, respectively. The apparent association constants and delta Tm values for a number of analogue-DNA complexes were determined to ascertain whether there was any quantitative correlation with biological activity. The most that can be said is that intercalation may be a necessary but far from sufficient condition for antitumor activity.

  DOI：

  10.1021/jm00345a006