phenylmethyl 4-[(6-bromo-7-isoquinolinyl)oxy]-1-piperidinecarboxylate | 1148110-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: phenylmethyl 4-[(6-bromo-7-isoquinolinyl)oxy]-1-piperidinecarboxylate
• 英文别名: Benzyl 4-(6-bromoisoquinolin-7-yl)oxypiperidine-1-carboxylate
• CAS: 1148110-20-6
• 化学式: C₂₂H₂₁BrN₂O₃
• 分子量: 441.324
• InChiKey: DELFSUTUODTUMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  51.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  phenylmethyl 4-[(6-bromo-7-isoquinolinyl)oxy]-1-piperidinecarboxylate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.25h， 以639 mg的产率得到6-bromo-7-(4-piperidinyloxy)isoquinoline dihydrochloride
  参考文献：
  名称：

  Discovery of 6-Aryl-7-alkoxyisoquinoline Inhibitors of IκB Kinase-β (IKK-β)

  摘要：

  The identification and progression of a potent and selective series of isoquinoline inhibitors of I kappa B kinase-beta (IKK-beta) are described. Hit-generation chemistry based on IKK-beta active-site knowledge yielded a weakly potent but tractable chemotype that was rapidly progressed into a series with robust enzyme and cellular activity and significant selectivity over IKK-alpha.

  DOI：

  10.1021/jm9000117
• 作为产物：
  描述：

  6-bromoisoquinolin-7-ol 、 4-溴哌啶-1-甲酸苄酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 以117 mg的产率得到phenylmethyl 4-[(6-bromo-7-isoquinolinyl)oxy]-1-piperidinecarboxylate
  参考文献：
  名称：

  Discovery of 6-Aryl-7-alkoxyisoquinoline Inhibitors of IκB Kinase-β (IKK-β)

  摘要：

  The identification and progression of a potent and selective series of isoquinoline inhibitors of I kappa B kinase-beta (IKK-beta) are described. Hit-generation chemistry based on IKK-beta active-site knowledge yielded a weakly potent but tractable chemotype that was rapidly progressed into a series with robust enzyme and cellular activity and significant selectivity over IKK-alpha.

  DOI：

  10.1021/jm9000117

文献信息

• Discovery of 6-Aryl-7-alkoxyisoquinoline Inhibitors of IκB Kinase-β (IKK-β)
  作者：John A. Christopher、Paul Bamborough、Catherine Alder、Amanda Campbell、Geoffrey J. Cutler、Kenneth Down、Ahmed M. Hamadi、Adrian M. Jolly、Jeffrey K. Kerns、Fiona S. Lucas、Geoffrey W. Mellor、David D. Miller、Mary A. Morse、Kiritkant D. Pancholi、William Rumsey、Yemisi E. Solanke、Rick Williamson

  DOI：10.1021/jm9000117

  日期：2009.5.14

  The identification and progression of a potent and selective series of isoquinoline inhibitors of I kappa B kinase-beta (IKK-beta) are described. Hit-generation chemistry based on IKK-beta active-site knowledge yielded a weakly potent but tractable chemotype that was rapidly progressed into a series with robust enzyme and cellular activity and significant selectivity over IKK-alpha.