N-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine | 1255097-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: N-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine
• CAS: 1255097-62-1
• 化学式: C₂₀H₁₇N₅O₂
• 分子量: 359.387
• InChiKey: DCXFKZPUDPUKHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-bromo-N-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)imidazo[1,2-a]pyrazin-8-amine 、 3-吡啶硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 生成 N-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine
  参考文献：
  名称：

  Structure-based design of imidazo[1,2-a]pyrazine derivatives as selective inhibitors of Aurora-A kinase in cells

  摘要：

  Co-crystallisation of the imidazo[1,2-a]pyrazine derivative 15 (3-chloro-N-(4-morpholinophenyl)-6-(pyridin-3-yl)imidazo[1,2-a]pyrazin-8-amine) with Aurora-A provided an insight into the interactions of this class of compound with Aurora kinases. This led to the design and synthesis of potent Aurora-A inhibitors demonstrating up to 70-fold selectivity in cell-based Aurora kinase pharmacodynamic biomarker assays.

  DOI：

  10.1016/j.bmcl.2010.08.091

文献信息

• Structure-based design of imidazo[1,2-a]pyrazine derivatives as selective inhibitors of Aurora-A kinase in cells
  作者：Nathalie Bouloc、Jonathan M. Large、Magda Kosmopoulou、Chongbo Sun、Amir Faisal、Mizio Matteucci、Jóhannes Reynisson、Nathan Brown、Butrus Atrash、Julian Blagg、Edward McDonald、Spiros Linardopoulos、Richard Bayliss、Vassilios Bavetsias

  DOI：10.1016/j.bmcl.2010.08.091

  日期：2010.10

  Co-crystallisation of the imidazo[1,2-a]pyrazine derivative 15 (3-chloro-N-(4-morpholinophenyl)-6-(pyridin-3-yl)imidazo[1,2-a]pyrazin-8-amine) with Aurora-A provided an insight into the interactions of this class of compound with Aurora kinases. This led to the design and synthesis of potent Aurora-A inhibitors demonstrating up to 70-fold selectivity in cell-based Aurora kinase pharmacodynamic biomarker assays.