4-((1R,5S)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-N-isopropyl-N-methyl-6-(4-nitrophenyl)-1,3,5-triazin-2-amine | 1228246-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-((1R,5S)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-N-isopropyl-N-methyl-6-(4-nitrophenyl)-1,3,5-triazin-2-amine
• CAS: 1228246-11-4
• 化学式: C₁₉H₂₄N₆O₃
• 分子量: 384.438
• InChiKey: HNVGMLHEQHKQBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  97.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-((1R,5S)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-N-isopropyl-N-methyl-6-(4-nitrophenyl)-1,3,5-triazin-2-amine 在 1% Pd/C 、 氢气 作用下， 生成
  参考文献：
  名称：

  2-Arylureidophenyl-4-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)triazines as highly potent and selective ATP competitive mTOR inhibitors: Optimization of human microsomal stability

  摘要：

  Isosteric replacement of one of the 3,5-ethylene-bridged morpholines in 2-arylureidophenyl-4,6-di(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)triazines led to significant improvements in human microsomal stability. 3-R-Me-morpholine and tetrahydropyran were identified as preferred isosteres for the bridged morpholine. Combination of tetrahydropyran substitution with an N-Me-piperazinophenylureido group led to 27, that selectively suppressed mTOR biomarkers in vivo and possessed excellent efficacy in a murine xenograft model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.031
• 作为产物：
  描述：

  N-异丙基甲胺 、 8-(4-chloro-6-(4-nitrophenyl)-1,3,5-triazin-2-yl)-3-oxa-8-azabicyclo[3.2.1]octane 在 三乙胺 作用下， 生成 4-((1R,5S)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-N-isopropyl-N-methyl-6-(4-nitrophenyl)-1,3,5-triazin-2-amine
  参考文献：
  名称：

  2-Arylureidophenyl-4-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)triazines as highly potent and selective ATP competitive mTOR inhibitors: Optimization of human microsomal stability

  摘要：

  Isosteric replacement of one of the 3,5-ethylene-bridged morpholines in 2-arylureidophenyl-4,6-di(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)triazines led to significant improvements in human microsomal stability. 3-R-Me-morpholine and tetrahydropyran were identified as preferred isosteres for the bridged morpholine. Combination of tetrahydropyran substitution with an N-Me-piperazinophenylureido group led to 27, that selectively suppressed mTOR biomarkers in vivo and possessed excellent efficacy in a murine xenograft model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.031