(S)-1-(6-chloropyrazin-2-yloxy)propan-2-amine | 1345828-18-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-1-(6-chloropyrazin-2-yloxy)propan-2-amine
• 英文别名: (2S)-1-(6-chloropyrazin-2-yl)oxypropan-2-amine
• CAS: 1345828-18-3
• 化学式: C₇H₁₀ClN₃O
• 分子量: 187.629
• InChiKey: YVLWYMUCMCCXPB-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.03
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-1-(6-chloropyrazin-2-yloxy)propan-2-amine 、 tert-butyl 3-(6-amino-2-fluoropyridin-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 2.33h， 生成 (S)-5-(5-(6-(2-aminopropoxy)pyrazin-2-yl)-1H-indol-3-yl)-6-fluoropyridin-2-amine trifluoroacetate
  参考文献：
  名称：

  Discovery of novel 3,5-disubstituted indole derivatives as potent inhibitors of Pim-1, Pim-2, and Pim-3 protein kinases

  摘要：

  A series of novel 3,5-disubstituted indole derivatives as potent and selective inhibitors of all three members of the Pim kinase family is described. High throughput screen identified a pan-Pim kinase inhibitor with a promiscuous scaffold. Guided by structure-based drug design, SAR of the series afforded a highly selective indole chemotype that was further developed into a potent set of compounds against Pim-1, 2, and 3 (Pim-1 and Pim-3: IC(50) <= 2 nM and Pim-2: IC(50) <= 100 nM). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.105
• 作为产物：
  描述：

  L-氨基丙醇 、 2,6-二氯吡嗪 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 (S)-1-(6-chloropyrazin-2-yloxy)propan-2-amine
  参考文献：
  名称：

  Discovery of novel 3,5-disubstituted indole derivatives as potent inhibitors of Pim-1, Pim-2, and Pim-3 protein kinases

  摘要：

  A series of novel 3,5-disubstituted indole derivatives as potent and selective inhibitors of all three members of the Pim kinase family is described. High throughput screen identified a pan-Pim kinase inhibitor with a promiscuous scaffold. Guided by structure-based drug design, SAR of the series afforded a highly selective indole chemotype that was further developed into a potent set of compounds against Pim-1, 2, and 3 (Pim-1 and Pim-3: IC(50) <= 2 nM and Pim-2: IC(50) <= 100 nM). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.105