2,3-dioxoindoline-4-carbonitrile | 1165892-60-3

• 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: 2,3-dioxoindoline-4-carbonitrile
• 英文别名: 4-cyanoindole-2,3-dione；4-cyanoindoline-2,3-dione；2,3-Dioxoindoline-4-carbonitrile；2,3-dioxo-1H-indole-4-carbonitrile
• CAS: 1165892-60-3
• 化学式: C₉H₄N₂O₂
• 分子量: 172.143
• InChiKey: RYBNKDIANDKTIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dioxoindoline-4-carbonitrile 、 6-fluoro-4H-benzo[d][1,3]dioxin-8-ylmethyl bromide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Structure-based design and parallel synthesis of N-benzyl isatin oximes as JNK3 MAP kinase inhibitors

  摘要：

  A series of N-benzylated isatin oximes were developed as inhibitors of the mitogen-activated kinase, JNK3. X-ray crystallographic structures aided in the design and synthesis of novel, selective compounds, that inhibit JNK3, but not p38 MAP kinase and provided key insights into understanding the behavior of gatekeeper residue methionine-146 in determining target selectivity for this series.

  DOI：

  10.1016/j.bmcl.2009.03.043
• 作为产物：
  描述：

  4-氰基吲哚 在 叔丁基过氧化氢 、 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以26%的产率得到2,3-dioxoindoline-4-carbonitrile
  参考文献：
  名称：

  Synthesis of Isatins by I₂/TBHP Mediated Oxidation of Indoles

  摘要：

  An I-2/TBHP mediated oxidation of commercially available indoles has been developed, which affords isatins in moderate to good yields.

  DOI：

  10.1021/ol501203q

文献信息

• Synthesis of Isatins by I₂/TBHP Mediated Oxidation of Indoles
  作者：You Zi、Zhong-Jian Cai、Shun-Yi Wang、Shun-Jun Ji

  DOI：10.1021/ol501203q

  日期：2014.6.6

  An I-2/TBHP mediated oxidation of commercially available indoles has been developed, which affords isatins in moderate to good yields.
• Structure-based design and parallel synthesis of N-benzyl isatin oximes as JNK3 MAP kinase inhibitors
  作者：Jingrong Cao、Huai Gao、Guy Bemis、Francesco Salituro、Mark Ledeboer、Edmund Harrington、Susanne Wilke、Paul Taslimi、S. Pazhanisamy、Xiaoling Xie、Marc Jacobs、Jeremy Green

  DOI：10.1016/j.bmcl.2009.03.043

  日期：2009.5

  A series of N-benzylated isatin oximes were developed as inhibitors of the mitogen-activated kinase, JNK3. X-ray crystallographic structures aided in the design and synthesis of novel, selective compounds, that inhibit JNK3, but not p38 MAP kinase and provided key insights into understanding the behavior of gatekeeper residue methionine-146 in determining target selectivity for this series.