1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-9H-xanthen-9-one | 86456-17-9

• 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-hydroxy-9H-xanthen-9-one
• 英文别名: 1-[[2-(Diethylamino)ethyl]amino]-7-hydroxy-9H-xanthen-9-one；1-{[2-(diethylamino)ethyl]amino}-7-hydroxy-9H-xanthen-9-one；1-((2-(Diethylamino)ethyl)amino)-7-hydroxy-9H-xanthen-9-one；1-[2-(diethylamino)ethylamino]-7-hydroxyxanthen-9-one
• CAS: 86456-17-9
• 化学式: C₁₉H₂₂N₂O₃
• 分子量: 326.395
• InChiKey: DYWVMMQYZPFLFF-UHFFFAOYSA-N

物化性质

• 沸点：
  527.8±50.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-9H-xanthen-9-one 在 吡啶 、 溶剂黄146 作用下， 反应 73.5h， 生成 1-<<2-(diethylamino)ethyl>amino>-7-(toluenesulfonyloxy)-4-(hydroxymethyl)-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
• 作为产物：
  描述：

  1-氯-3-碘苯 在 吡啶 、 copper(l) iodide 、 PPA 、 氢碘酸 、 铜 、 potassium carbonate 作用下， 反应 73.17h， 生成 1-<<2-(diethylamino)ethyl>amino>-7-hydroxy-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

• 7-Hydroxylucanthone, 7-hydroxhycanthone and their analogs
  申请人：Rensselaer Polytechnic Institute

  公开号：US04539412A1

  公开（公告）日：1985-09-03

  7-Hydroxylucanthone and 7-hydroxyhycanthone derivatives have been found to have significant antitumor effect. The derivatives are of the general formula: ##STR1## wherein the radicals R.sup.1 and R.sup.2 are lower alkyl groups or other simple groups and R.sup.3 is OH where X.dbd.O, and H or OH where X.dbd.S.

  7-羟基卢坎通和7-羟基海坎通衍生物已被发现具有显著的抗肿瘤效果。这些衍生物的一般化学式为：其中基团R.sup.1和R.sup.2为较低的烷基基团或其他简单基团，R.sup.3为OH，其中X=dbd.O，以及X=dbd.S时为H或OH。
• 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