2-(4-(1-(1-(pyrazolo[1,5-a]pyridin-5-yl)-ethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)-1H-pyrazol-1-yl)-ethanol | 1313723-52-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: 2-(4-(1-(1-(pyrazolo[1,5-a]pyridin-5-yl)-ethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)-1H-pyrazol-1-yl)-ethanol
• 英文别名: 2-[4-[3-(1-Pyrazolo[1,5-a]pyridin-5-ylethyl)triazolo[4,5-b]pyrazin-5-yl]pyrazol-1-yl]ethanol
• CAS: 1313723-52-2
• 化学式: C₁₈H₁₇N₉O
• 分子量: 375.393
• InChiKey: ACLCUVGFTFQZNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(4-(1-(1-(pyrazolo[1,5-a]pyridin-5-yl)-ethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)-1H-pyrazol-1-yl)-ethanol 在 Chiralpak 作用下， 以 正己烷 、 二乙醇胺 、 异丙醇 为溶剂， 以96%的产率得到
  参考文献：
  名称：

  Discovery of (S)-1-(1-(Imidazo[1,2-a]pyridin-6-yl)ethyl)-6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazine (Volitinib) as a Highly Potent and Selective Mesenchymal–Epithelial Transition Factor (c-Met) Inhibitor in Clinical Development for Treatment of Cancer

  摘要：

  HGF/c-Met signaling has been implicated in human cancers. Herein we describe the invention of a series of novel triazolopyrazine c-Met inhibitors. The structure activity relationship of these compounds was investigated, leading to the identification of compound 28, which demonstrated favorable pharmacokinetic properties in mice and good antitumor activities in the human glioma xenograft model in athymic nude mice.

  DOI：

  10.1021/jm500510f
• 作为产物：
  描述：

  methyl 5-acetylpyrazolo[1,5-a]pyridine-3-carboxylate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 ammonium hydroxide 、 sodium tetrahydroborate 、 硫酸 、 叠氮磷酸二苯酯 、 caesium carbonate 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N-二异丙基乙胺 、 三苯基膦 、 sodium nitrite 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 5.5h， 生成 2-(4-(1-(1-(pyrazolo[1,5-a]pyridin-5-yl)-ethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)-1H-pyrazol-1-yl)-ethanol
  参考文献：
  名称：

  Discovery of (S)-1-(1-(Imidazo[1,2-a]pyridin-6-yl)ethyl)-6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazine (Volitinib) as a Highly Potent and Selective Mesenchymal–Epithelial Transition Factor (c-Met) Inhibitor in Clinical Development for Treatment of Cancer

  摘要：

  HGF/c-Met signaling has been implicated in human cancers. Herein we describe the invention of a series of novel triazolopyrazine c-Met inhibitors. The structure activity relationship of these compounds was investigated, leading to the identification of compound 28, which demonstrated favorable pharmacokinetic properties in mice and good antitumor activities in the human glioma xenograft model in athymic nude mice.

  DOI：

  10.1021/jm500510f

文献信息

• [EN] CERTAIN TRIAZOLOPYRIDINES AND TRIAZOLOPYRAZINES, COMPOSITIONS THEREOF AND METHODS OF USE THEREFOR<br/>[FR] CERTAINES TRIAZOLOPYRIDINES ET TRIAZOLOPYRAZINES, LEURS COMPOSITIONS ET LEURS PROCEDES D'UTILISATION
  申请人：HUTCHISON MEDIPHARMA LTD

  公开号：WO2011079804A1

  公开（公告）日：2011-07-07

  Provided are certain triazolopyridines and triazolopyrazines, compositions thereof and methods of use therefor.

  提供了某些三唑吡啶和三唑吡嗪，以及它们的组成物和使用方法。
• CERTAIN TRIAZOLOPYRIDINES AND TRIAZOLOPYRAZINES, COMPOSITIONS THEREOF AND METHODS OF USE THEREFOR
  申请人：SU Wei-Guo

  公开号：US20120245178A1

  公开（公告）日：2012-09-27

  Provided are certain triazolopyridines and triazolopyrazines, compositions thereof and methods of use therefor.

  提供了某些三唑吡啶和三唑吡嗪，以及它们的组成物和使用方法。
• CERTAIN TRIAZOLOPYRIDINES AND TRIAZOLOPYRAZINES, COMPOSITIONS THEREOF AND METHODS OF USE THEREFOR
  申请人：Su Wei-Guo

  公开号：US20120264739A1

  公开（公告）日：2012-10-18

  Provided are certain triazolopyridines and triazolopyrazines, compositions thereof and methods of use therefor.

  提供了某些三唑并吡啶和三唑并嘧啶，以及它们的组成物和使用方法。
• Certain triazolopyridines and triazolopyrazines, compositions thereof and methods of use therefor
  申请人：Hutchison Medipharma Limited

  公开号：US10946014B2

  公开（公告）日：2021-03-16

  Provided are certain triazolopyridines and triazolopyrazines, compositions thereof and methods of use therefor.

  本文提供了某些三唑并吡啶和三唑并吡嗪、其组合物及其使用方法。
• Certain triazolopyrazines, compositions thereof and methods of use therefor
  申请人：Hutchison Medipharma Limited

  公开号：EP2719699B1

  公开（公告）日：2015-07-08