[5-Bromo-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-acetic acid ethyl ester

• 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: [5-Bromo-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-acetic acid ethyl ester
• 英文别名: ethyl (2Z)-2-(5-bromo-2-oxo-indolin-3-ylidene)acetate；ethyl (2Z)-2-(5-bromo-2-oxo-1H-indol-3-ylidene)acetate
• 化学式: C₁₂H₁₀BrNO₃
• 分子量: 296.12
• InChiKey: AJEDMQSDWJQCSG-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 [5-Bromo-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-acetic acid ethyl ester 以 乙醚 、 甲苯 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Design, synthesis and biological evaluations of novel oxindoles as HIV-1 non-nucleoside reverse transcriptase inhibitors. Part I

  摘要：

  A novel oxindole was discovered as an HIV non-nucleoside reverse transcriptase inhibitor via HTS using a cell-based assay. Systematic structural modifications were carried out to establish its SAR. These modifications led to the identification of oxindoles with low nanomolar potency for inhibiting HIV replication. These novel and potent oxindoles could serve as advanced leads for further optimizations. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.073
• 作为产物：
  描述：

  5-溴靛红 、 乙氧甲酰基亚甲基三苯基膦 以 苯 为溶剂， 反应 4.0h， 生成 [5-Bromo-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-acetic acid ethyl ester 、 ethyl (E)-2-(5-bromo-2-oxoindolin-3-ylidene)acetate
  参考文献：
  名称：

  Design, synthesis and biological evaluations of novel oxindoles as HIV-1 non-nucleoside reverse transcriptase inhibitors. Part I

  摘要：

  A novel oxindole was discovered as an HIV non-nucleoside reverse transcriptase inhibitor via HTS using a cell-based assay. Systematic structural modifications were carried out to establish its SAR. These modifications led to the identification of oxindoles with low nanomolar potency for inhibiting HIV replication. These novel and potent oxindoles could serve as advanced leads for further optimizations. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.073