5-[(5-Methyl-2,3-dioxoindol-1-yl)methyl]furan-2-carbaldehyde | 1415650-38-2

• 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-[(5-Methyl-2,3-dioxoindol-1-yl)methyl]furan-2-carbaldehyde
• 英文别名: 5-[(5-methyl-2,3-dioxoindol-1-yl)methyl]furan-2-carbaldehyde
• CAS: 1415650-38-2
• 化学式: C₁₅H₁₁NO₄
• 分子量: 269.257
• InChiKey: FHJROLMYCIYTFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  2-吲哚酮 、 5-[(5-Methyl-2,3-dioxoindol-1-yl)methyl]furan-2-carbaldehyde 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以59%的产率得到5-methyl-1-[[5-[(E)-(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-hydroxyimino-N-p-tolyl-acetamide 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 5-[(5-Methyl-2,3-dioxoindol-1-yl)methyl]furan-2-carbaldehyde
  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.