(2-Morpholin-4-yl-ethyl)-(6-nitro-quinazolin-4-yl)-amine | 691385-30-5

• 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: (2-Morpholin-4-yl-ethyl)-(6-nitro-quinazolin-4-yl)-amine
• 英文别名: N-(2-morpholin-4-ylethyl)-6-nitroquinazolin-4-amine
• CAS: 691385-30-5
• 化学式: C₁₄H₁₇N₅O₃
• 分子量: 303.321
• InChiKey: YAXBSMXTYRSECQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  93.42
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2-Morpholin-4-yl-ethyl)-(6-nitro-quinazolin-4-yl)-amine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 生成 6-amino-4-[2-(1-morpholinyl)ethylamino]quinazoline hydrochloride
  参考文献：
  名称：

  A novel structural class of potent inhibitors of NF-κB activation: structure–activity relationships and biological effects of 6-aminoquinazoline derivatives

  摘要：

  In this study, we have investigated the roles of substituents on the terminal phenyl ring at the C(4)-position of the quinazoline core to complete the structure-activity relationships (SARs) of our NF-kappaB activation inhibitors. Among them, compound 12j afforded highly potent inhibitory activity toward NF-kappaB transcriptional activation with IC50 value of 2nM, along with an excellent in vivo efficacy by reducing the edema formation seen in carrageenin-induced inflammation of the rat hind paw. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00438-3
• 作为产物：
  描述：

  2-氨基-5-硝基苯酰胺 在 盐酸 、 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 异丙醇 为溶剂， 反应 4.0h， 生成 (2-Morpholin-4-yl-ethyl)-(6-nitro-quinazolin-4-yl)-amine
  参考文献：
  名称：

  A novel structural class of potent inhibitors of NF-κB activation: structure–activity relationships and biological effects of 6-aminoquinazoline derivatives

  摘要：

  In this study, we have investigated the roles of substituents on the terminal phenyl ring at the C(4)-position of the quinazoline core to complete the structure-activity relationships (SARs) of our NF-kappaB activation inhibitors. Among them, compound 12j afforded highly potent inhibitory activity toward NF-kappaB transcriptional activation with IC50 value of 2nM, along with an excellent in vivo efficacy by reducing the edema formation seen in carrageenin-induced inflammation of the rat hind paw. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00438-3