tert-butyl 4-(4-(6-chloro-1H-pyrazolo[3,4-b]pyridin-3-yl)phenyl)piperazine-1-carboxylate | 1345827-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(4-(6-chloro-1H-pyrazolo[3,4-b]pyridin-3-yl)phenyl)piperazine-1-carboxylate
• CAS: 1345827-86-2
• 化学式: C₂₁H₂₄ClN₅O₂
• 分子量: 413.907
• InChiKey: NDECGHOUGYUHOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.35
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-(6-chloro-1H-pyrazolo[3,4-b]pyridin-3-yl)phenyl)piperazine-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 0.17h， 生成 C₂HF₃O₂*C₂₁H₂₀N₆
  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：

  tert-butyl 4-(4-(2,6-dichloronicotinoyl)phenyl)piperazine-1-carboxylate 在 N,N-二异丙基乙胺 、 肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以72%的产率得到tert-butyl 4-(4-(6-chloro-1H-pyrazolo[3,4-b]pyridin-3-yl)phenyl)piperazine-1-carboxylate
  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