4-[2-(6-Amino-quinazolin-4-ylamino)-ethyl]-benzamide | 647376-37-2

• 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: 4-[2-(6-Amino-quinazolin-4-ylamino)-ethyl]-benzamide
• 英文别名: Benzamide, 4-[2-[(6-amino-4-quinazolinyl)amino]ethyl]-；4-[2-[(6-aminoquinazolin-4-yl)amino]ethyl]benzamide
• CAS: 647376-37-2
• 化学式: C₁₇H₁₇N₅O
• 分子量: 307.355
• InChiKey: HYKGTENANDWVQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氯-6-硝基喹唑啉 在 ammonium hydroxide 、 sodium hydroxide 、 铁粉 、 1-羟基苯并三唑 、 溶剂黄146 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 2.5h， 生成 4-[2-(6-Amino-quinazolin-4-ylamino)-ethyl]-benzamide
  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

文献信息

• A novel structural class of potent inhibitors of NF-κB activation: structure–activity relationships and biological effects of 6-aminoquinazoline derivatives
  作者：Masanori Tobe、Yoshiaki Isobe、Hideyuki Tomizawa、Takahiro Nagasaki、Hirotada Takahashi、Hideya Hayashi

  DOI：10.1016/s0968-0896(03)00438-3

  日期：2003.9

  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.