(Z)-5-bromo-3-(1H-indol-3-ylmethylene)-1,3-dihydro-indol-2-one | 856435-10-4

• 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-bromo-3-(1H-indol-3-ylmethylene)-1,3-dihydro-indol-2-one
• 英文别名: (3Z)-5-bromo-3-(1H-indol-3-ylmethylidene)-1H-indol-2-one
• CAS: 856435-10-4
• 化学式: C₁₇H₁₁BrN₂O
• 分子量: 339.191
• InChiKey: KJAYWKTUUJNZJM-AUWJEWJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-羟基-3-甲氧硼酸频哪醇酯 、 (Z)-5-bromo-3-(1H-indol-3-ylmethylene)-1,3-dihydro-indol-2-one 在 四(三苯基膦)钯 、 cesium fluoride 作用下， 生成 (3Z)-5-(4-hydroxy-3-methoxyphenyl)-3-(1H-indol-3-ylmethylidene)-2,3-dihydro-1H-indol-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-ethylidene-1,3-dihydro-indol-2-ones as novel checkpoint 1 inhibitors

  摘要：

  Chk1 inhibitors have emerged as a novel class of neoplastic agents for abrogating the G2 DNA damage checkpoint arrest. Analogs of the Chk1 inhibitor, 3-ethylidene-1,3-dihydro-indol-2-one, were synthesized and tested in vitro for their inhibitory activities. The most promising compound identified from this series is analog 28, which possesses potent enzymatic and cellular activities.

  DOI：

  10.1016/j.bmcl.2005.09.064
• 作为产物：
  描述：

  5-溴-2-硝基甲苯 在 哌啶 、 sodium hydroxide 、 硫酸 、 双氧水 、 sodium 、 锌 作用下， 以 甲醇 为溶剂， 生成 (Z)-5-bromo-3-(1H-indol-3-ylmethylene)-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-ethylidene-1,3-dihydro-indol-2-ones as novel checkpoint 1 inhibitors

  摘要：

  Chk1 inhibitors have emerged as a novel class of neoplastic agents for abrogating the G2 DNA damage checkpoint arrest. Analogs of the Chk1 inhibitor, 3-ethylidene-1,3-dihydro-indol-2-one, were synthesized and tested in vitro for their inhibitory activities. The most promising compound identified from this series is analog 28, which possesses potent enzymatic and cellular activities.

  DOI：

  10.1016/j.bmcl.2005.09.064

文献信息

• Novel therapeutic use
  申请人：Bouerat Duvold Maud Elysa Laetitia

  公开号：US20070167488A1

  公开（公告）日：2007-07-19

  Certain oxindole compounds have been found to be effective in experimentally induced autoimmune encephalitis and are therefore suggested for the preparation of a medicament for the prevention, treatment or amelioration of multiple sclerosis, or to delay the onset of or reduce the relapse rate in multiple sclerosis.

  某些恶唑酮化合物已被发现在实验性自身免疫脑炎中具有疗效，因此建议用于制备用于预防、治疗或改善多发性硬化症的药物，或者延迟多发性硬化症的发作或减少复发率。
• Synthesis and biological evaluation of 3-ethylidene-1,3-dihydro-indol-2-ones as novel checkpoint 1 inhibitors
  作者：Nan-Horng Lin、Ping Xia、Peter Kovar、Chang Park、Zehan Chen、Haiying Zhang、Saul H. Rosenberg、Hing L. Sham

  DOI：10.1016/j.bmcl.2005.09.064

  日期：2006.1

  Chk1 inhibitors have emerged as a novel class of neoplastic agents for abrogating the G2 DNA damage checkpoint arrest. Analogs of the Chk1 inhibitor, 3-ethylidene-1,3-dihydro-indol-2-one, were synthesized and tested in vitro for their inhibitory activities. The most promising compound identified from this series is analog 28, which possesses potent enzymatic and cellular activities.