7-amino-3-bromo-1-(trans-4-hydroxycyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one | 1552300-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-amino-3-bromo-1-(trans-4-hydroxycyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one
• CAS: 1552300-43-2
• 化学式: C₁₅H₁₈BrN₃O₂
• 分子量: 352.231
• InChiKey: ZWWBXAXRRCZUML-MGCOHNPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  81.14
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,4-二氟-n-[2-甲氧基-5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)-3-吡啶]-苯磺酰胺 、 7-amino-3-bromo-1-(trans-4-hydroxycyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one 在 双三苯基磷二氯化钯 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以24%的产率得到N-(5-(7-amino-1-(trans-4-hydroxycyclohexyl)-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide
  参考文献：
  名称：

  Identification of novel 7-amino-5-methyl-1,6-naphthyridin-2(1H)-one derivatives as potent PI3K/mTOR dual inhibitors

  摘要：

  Inhibition of the phosphoinositide 3-kinase (PI3K)/AKT/mammalian target of rapamycin ( mTOR) signaling pathway is one of the most intensively studied approaches to cancer therapy. Rational design led to the identification of novel 7-amino-5-methyl-1,6-naphthyridin-2(1H)-one derivatives as potent PI3K/mTOR dual inhibitors. Design, synthesis and structure activity relationship are reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.112
• 作为产物：
  描述：

  7-amino-1-(trans-4-hydroxycyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以45%的产率得到7-amino-3-bromo-1-(trans-4-hydroxycyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one
  参考文献：
  名称：

  Identification of novel 7-amino-5-methyl-1,6-naphthyridin-2(1H)-one derivatives as potent PI3K/mTOR dual inhibitors

  摘要：

  Inhibition of the phosphoinositide 3-kinase (PI3K)/AKT/mammalian target of rapamycin ( mTOR) signaling pathway is one of the most intensively studied approaches to cancer therapy. Rational design led to the identification of novel 7-amino-5-methyl-1,6-naphthyridin-2(1H)-one derivatives as potent PI3K/mTOR dual inhibitors. Design, synthesis and structure activity relationship are reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.112