N-cyclopropyl-2,4-difluoro-5-[[6-(1,3,4-oxadiazol-2-yl)-5-propan-2-ylpyrrolo[2,1-f][1,2,4]triazin-4-yl]amino]benzamide | 1017281-88-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-cyclopropyl-2,4-difluoro-5-[[6-(1,3,4-oxadiazol-2-yl)-5-propan-2-ylpyrrolo[2,1-f][1,2,4]triazin-4-yl]amino]benzamide
• CAS: 1017281-88-7
• 化学式: C₂₁H₁₉F₂N₇O₂
• 分子量: 439.424
• InChiKey: SFRSGGPEGXPGFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-Chloro-5-isopropyl-6-[1,3,4]oxadiazol-2-yl-pyrrolo[2,1-f][1,2,4]triazine 、 5-amino-N-cyclopropyl-2,4-difluorobenzamide 以 乙腈 为溶剂， 以90%的产率得到N-cyclopropyl-2,4-difluoro-5-[[6-(1,3,4-oxadiazol-2-yl)-5-propan-2-ylpyrrolo[2,1-f][1,2,4]triazin-4-yl]amino]benzamide
  参考文献：
  名称：

  Synthesis, SAR, and Evaluation of 4-[2,4-Difluoro-5-(cyclopropylcarbamoyl)phenylamino]pyrrolo[2,1-f][1,2,4]triazine-based VEGFR-2 kinase inhibitors

  摘要：

  Introduction of the 2,4-difluoro-5-(cyclopropylcarbamoyl) phenylamino group at the C-4 position of the pyrrolo[2,1-f] [ 1,2,4] triazine scaffold led to the discovery of a novel sub-series of inhibitors of VEGFR-2 kinase activity. Subsequent SAR studies on the 1,3,5-oxadiazole ring appended to the C-6 position of this new sub-family of pyrrolotriazines resulted in the identifiation of low nanomolar inhibitors of VEGFR-2. Antitumor efficacy was observed with compound 37 against L2987 human lung carcinoma xenografts in athymic mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.012

文献信息

• Synthesis, SAR, and Evaluation of 4-[2,4-Difluoro-5-(cyclopropylcarbamoyl)phenylamino]pyrrolo[2,1-f][1,2,4]triazine-based VEGFR-2 kinase inhibitors
  作者：Zhen-wei Cai、Donna Wei、Robert M. Borzilleri、Ligang Qian、Amrita Kamath、Steven Mortillo、Barri Wautlet、Benjamin J. Henley、Robert Jeyaseelan、John Tokarski、John T. Hunt、Rajeev S. Bhide、Joseph Fargnoli、Louis J. Lombardo

  DOI：10.1016/j.bmcl.2008.01.012

  日期：2008.2

  Introduction of the 2,4-difluoro-5-(cyclopropylcarbamoyl) phenylamino group at the C-4 position of the pyrrolo[2,1-f] [ 1,2,4] triazine scaffold led to the discovery of a novel sub-series of inhibitors of VEGFR-2 kinase activity. Subsequent SAR studies on the 1,3,5-oxadiazole ring appended to the C-6 position of this new sub-family of pyrrolotriazines resulted in the identifiation of low nanomolar inhibitors of VEGFR-2. Antitumor efficacy was observed with compound 37 against L2987 human lung carcinoma xenografts in athymic mice. (c) 2008 Elsevier Ltd. All rights reserved.