1-(5-formylfurfuryl)indolequinone | 942264-47-3

• 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: 1-(5-formylfurfuryl)indolequinone
• 英文别名: 5-[(2,3-Dioxoindol-1-yl)methyl]furan-2-carbaldehyde；5-[(2,3-dioxoindol-1-yl)methyl]furan-2-carbaldehyde
• CAS: 942264-47-3
• 化学式: C₁₄H₉NO₄
• mdl: MFCD26343480
• 分子量: 255.23
• InChiKey: NOYHPTOIDPGQCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  67.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-硝基-1,3-二氢-2H-吲哚-2-酮 、 1-(5-formylfurfuryl)indolequinone 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以68%的产率得到1-[[5-[(E)-(5-nitro-2-oxo-1H-indol-3-ylidene)methyl]furan-2-yl]methyl]indole-2,3-dione
  参考文献：
  名称：

  Discovery of di-indolinone as a novel scaffold for protein tyrosine phosphatase 1B inhibitors

  摘要：

  A series of di-indolinone derivatives was designed and synthesized to optimize our lead compounds basing on molecular docking study as PTP1B inhibitors. Successive enzymatic assay identified the synthetic di-indolinone as novel PTP1B inhibitors with low micromole-ranged inhibitory activity and at least several-fold selectivity over other tested homologous PTPs. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.054
• 作为产物：
  描述：

  2-羟基亚氨基-n-苯乙酰胺 在 硫酸 、 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.17h， 生成 1-(5-formylfurfuryl)indolequinone
  参考文献：
  名称：

  Discovery of di-indolinone as a novel scaffold for protein tyrosine phosphatase 1B inhibitors

  摘要：

  A series of di-indolinone derivatives was designed and synthesized to optimize our lead compounds basing on molecular docking study as PTP1B inhibitors. Successive enzymatic assay identified the synthetic di-indolinone as novel PTP1B inhibitors with low micromole-ranged inhibitory activity and at least several-fold selectivity over other tested homologous PTPs. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.054

文献信息

• Discovery of di-indolinone as a novel scaffold for protein tyrosine phosphatase 1B inhibitors
  作者：Hou-ling Dai、Li-xin Gao、Ying Yang、Jing-ya Li、Jia-gao Cheng、Jia Li、Ren Wen、Yan-qing Peng、Jian-bin Zheng

  DOI：10.1016/j.bmcl.2012.10.054

  日期：2012.12

  A series of di-indolinone derivatives was designed and synthesized to optimize our lead compounds basing on molecular docking study as PTP1B inhibitors. Successive enzymatic assay identified the synthetic di-indolinone as novel PTP1B inhibitors with low micromole-ranged inhibitory activity and at least several-fold selectivity over other tested homologous PTPs. (C) 2012 Elsevier Ltd. All rights reserved.