2-氧代-2-(1H-吡咯并[3,2-c]吡啶-3-基)乙酸乙酯 | 890050-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 2-氧代-2-(1H-吡咯并[3,2-c]吡啶-3-基)乙酸乙酯
• 英文名称: ethyl 2-(5-azaindol-3-yl)-2-oxoacetate
• 英文别名: 5-azaindole-3-ethylglyoxylate；ethyl 2-oxo-2-(1H-pyrrolo[3,2-c]pyridin-3-yl)acetate
• CAS: 890050-74-5
• 化学式: C₁₁H₁₀N₂O₃
• 分子量: 218.212
• InChiKey: DOWVRVFUKRZPGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氧代-2-(1H-吡咯并[3,2-c]吡啶-3-基)乙酸乙酯 在 4-二甲氨基吡啶 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 3-(1H-indol-3-yl)-4-(3,4,5-trimethoxyphenyl)-maleinimid
  参考文献：
  名称：

  Novel 3-Azaindolyl-4-arylmaleimides Exhibiting Potent Antiangiogenic Efficacy, Protein Kinase Inhibition, and Antiproliferative Activity

  摘要：

  Tumor growth and metastasis are highly associated with the overexpression of protein kinases (PKs) regulating cell growth, apoptosis resistance, and prolonged cell survival. This study describes novel azaindolyl-maleimides with significant inhibition of PKs, such as VEGFR, FLT-3, and GSK-3 beta which are related to carcinogenesis. Furthermore, these compounds exhibit high kinase selectivity and potent inhibition of angiogenesis and cell proliferation, offering versatile options in cancer treatment strategies.

  DOI：

  10.1021/jm301217c
• 作为产物：
  描述：

  3-甲基-4-硝基吡啶-N-氧化物 在 aluminum (III) chloride 、 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、300.01 kPa 条件下， 反应 10.0h， 生成 2-氧代-2-(1H-吡咯并[3,2-c]吡啶-3-基)乙酸乙酯
  参考文献：
  名称：

  Novel 3-Azaindolyl-4-arylmaleimides Exhibiting Potent Antiangiogenic Efficacy, Protein Kinase Inhibition, and Antiproliferative Activity

  摘要：

  Tumor growth and metastasis are highly associated with the overexpression of protein kinases (PKs) regulating cell growth, apoptosis resistance, and prolonged cell survival. This study describes novel azaindolyl-maleimides with significant inhibition of PKs, such as VEGFR, FLT-3, and GSK-3 beta which are related to carcinogenesis. Furthermore, these compounds exhibit high kinase selectivity and potent inhibition of angiogenesis and cell proliferation, offering versatile options in cancer treatment strategies.

  DOI：

  10.1021/jm301217c

文献信息

• THERAPEUTICALLY ACTIVE COMPOSITIONS AND THEIR METHODS OF USE
  申请人：Popovici-Muller Janeta

  公开号：US20130184222A1

  公开（公告）日：2013-07-18

  Provided are methods of treating a cancer characterized by the presence of a mutant allele of IDH1 comprising administering to a subject in need thereof a compound described here.

  提供了一种治疗癌症的方法，其特征在于存在IDH1基因突变等位基因，包括向需要此类治疗的受试者施用此处所述的化合物。
• WO2006/61212
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] THERAPEUTICALLY ACTIVE COMPOSITIONS AND THEIR METHOD OF USE<br/>[FR] COMPOSITIONS THÉRAPEUTIQUEMENT ACTIVES ET MÉTHODE D'UTILISATION CORRESPONDANTE
  申请人：AGIOS PHARMACEUTICALS INC

  公开号：WO2012009678A1

  公开（公告）日：2012-01-19

  Provided are methods of treating a cancer characterized by the presence of a mutant allele of IDH1 comprising administering to a subject in need thereof a compound described here.
• Novel 3-Azaindolyl-4-arylmaleimides Exhibiting Potent Antiangiogenic Efficacy, Protein Kinase Inhibition, and Antiproliferative Activity
  作者：Christopher Ganser、Eva Lauermann、Annett Maderer、Torsten Stauder、Jan-Peter Kramb、Stanislav Plutizki、Thomas Kindler、Markus Moehler、Gerd Dannhardt

  DOI：10.1021/jm301217c

  日期：2012.11.26

  Tumor growth and metastasis are highly associated with the overexpression of protein kinases (PKs) regulating cell growth, apoptosis resistance, and prolonged cell survival. This study describes novel azaindolyl-maleimides with significant inhibition of PKs, such as VEGFR, FLT-3, and GSK-3 beta which are related to carcinogenesis. Furthermore, these compounds exhibit high kinase selectivity and potent inhibition of angiogenesis and cell proliferation, offering versatile options in cancer treatment strategies.