4'-(9-chloro-2-oxobenzo[h][1,6]naphthyridin-1(2H)-yl)-N-(1-methylpiperidin-4-yl)-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxamide | 1314568-36-9

• 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: 4'-(9-chloro-2-oxobenzo[h][1,6]naphthyridin-1(2H)-yl)-N-(1-methylpiperidin-4-yl)-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxamide
• CAS: 1314568-36-9
• 化学式: C₃₂H₂₆ClF₃N₄O₂
• 分子量: 591.032
• InChiKey: BKILPERBBVMXEV-UHFFFAOYSA-N

物化性质

• 沸点：
  765.7±60.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  42.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  67.23
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4'-(9-chloro-2-oxobenzo[h][1,6]naphthyridin-1(2H)-yl)-N-(1-methylpiperidin-4-yl)-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxamide 、 喹啉-3-硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以50%的产率得到SureCN6875931
  参考文献：
  名称：

  Discovery and optimization of potent and selective benzonaphthyridinone analogs as small molecule mTOR inhibitors with improved mouse microsome stability

  摘要：

  Starting from small molecule mTOR inhibitor Torin1, replacement of the piperazine ring with a phenyl ring resulted in a new series of mTOR inhibitors (as exemplified by 10) that showed superior potency and selectivity for mTOR, along with significantly improved mouse liver microsome stability and a longer in vivo half-life. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.129
• 作为产物：
  描述：

  4-溴苯甲酸 在 bis-triphenylphosphine-palladium(II) chloride 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 sodium carbonate 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 14.0h， 生成 4'-(9-chloro-2-oxobenzo[h][1,6]naphthyridin-1(2H)-yl)-N-(1-methylpiperidin-4-yl)-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxamide
  参考文献：
  名称：

  Discovery and optimization of potent and selective benzonaphthyridinone analogs as small molecule mTOR inhibitors with improved mouse microsome stability

  摘要：

  Starting from small molecule mTOR inhibitor Torin1, replacement of the piperazine ring with a phenyl ring resulted in a new series of mTOR inhibitors (as exemplified by 10) that showed superior potency and selectivity for mTOR, along with significantly improved mouse liver microsome stability and a longer in vivo half-life. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.129