(Z)-5-((6-(4-hydroxyphenyl)-2-oxoindolin-3-ylidene)methyl)-2-methylselenophene-3-carboxylic acid | 1162190-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (Z)-5-((6-(4-hydroxyphenyl)-2-oxoindolin-3-ylidene)methyl)-2-methylselenophene-3-carboxylic acid
• 英文别名: 5-[(Z)-[6-(4-hydroxyphenyl)-2-oxo-1H-indol-3-ylidene]methyl]-2-methylselenophene-3-carboxylic acid
• CAS: 1162190-28-4
• 化学式: C₂₁H₁₅NO₄Se
• 分子量: 424.314
• InChiKey: DRTQODWTLWSVDS-ZDLGFXPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-5-((6-(4-hydroxyphenyl)-2-oxoindolin-3-ylidene)methyl)-2-methylselenophene-3-carboxylic acid 、 N,N-二乙基乙二胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 (Z)-N-(2-(diethylamino)ethyl)-5-((6-(4-hydroxyphenyl)-2-oxoindolin-3-ylidene)methyl)-2-methylselenophene-3-carboxamide
  参考文献：
  名称：

  [EN] PROTEIN KINASE INHIBITORS
  [FR] INHIBITEURS DES PROTÉINES KINASES

  摘要：

  这项发明涉及到如下式(I)所示的硒吲哚化合物；式(I)中的每个变量在说明书中有定义。这些化合物可用于治疗癌症。

  公开号：

  WO2009085040A1
• 作为产物：
  描述：

  5-formyl-2-methylselenophene-3-carboxylic acid 、 6-(4-hydroxyphenyl)indolin-2-one 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 (Z)-5-((6-(4-hydroxyphenyl)-2-oxoindolin-3-ylidene)methyl)-2-methylselenophene-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of selenophene derivatives as novel CHK1 inhibitors

  摘要：

  A series of selenophene derivatives 3 were synthesized as potential CHK1 inhibitors. The effects of substitution on the 4'- or 5'-position of selenophene moiety and shifting the hydroxyl group position on C6-phenolic ring of oxindole were explored. This study led to the discovery of the most potent CHK1 inhibitors 29-33 and 39-43, which had IC(50) values in the subnanomolar range. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.034

文献信息

• [EN] PROTEIN KINASE INHIBITORS<br/>[FR] INHIBITEURS DES PROTÉINES KINASES
  申请人：DCB USA LLC

  公开号：WO2009085040A1

  公开（公告）日：2009-07-09

  This invention relates to selenophene compounds of formula (I) shown below; each variable in formula (I) is defined in the specification. These compounds can be used to treat cancer.

  这项发明涉及到如下式(I)所示的硒吲哚化合物；式(I)中的每个变量在说明书中有定义。这些化合物可用于治疗癌症。
• PROTEIN KINASE INHIBITORS
  申请人：Hong Pao-Chiung

  公开号：US20090163494A1

  公开（公告）日：2009-06-25

  This invention relates to selenophene compounds of formula (I) shown below: Each variable in formula (I) is defined in the specification. These compounds can be used to treat cancer.

  这项发明涉及下面所示的化学式（I）的硒吡咯烷化合物：化学式（I）中的每个变量在说明书中有定义。这些化合物可用于治疗癌症。
• Synthesis of selenophene derivatives as novel CHK1 inhibitors
  作者：Pao-Chiung Hong、Li-Jung Chen、Tzu-Yun Lai、Huei-Yu Yang、Shih-Jan Chiang、Yann-Yu Lu、Ping-Kuei Tsai、Hung-Yi Hsu、Win-Yin Wei、Chu-Bin Liao

  DOI：10.1016/j.bmcl.2010.07.034

  日期：2010.9

  A series of selenophene derivatives 3 were synthesized as potential CHK1 inhibitors. The effects of substitution on the 4'- or 5'-position of selenophene moiety and shifting the hydroxyl group position on C6-phenolic ring of oxindole were explored. This study led to the discovery of the most potent CHK1 inhibitors 29-33 and 39-43, which had IC(50) values in the subnanomolar range. (C) 2010 Elsevier Ltd. All rights reserved.