2-Fluoro-6-[(2-methylpropan-2-yl)oxy]benzonitrile | 1266835-25-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Fluoro-6-[(2-methylpropan-2-yl)oxy]benzonitrile
• 英文别名: 2-fluoro-6-[(2-methylpropan-2-yl)oxy]benzonitrile
• CAS: 1266835-25-9
• 化学式: C₁₁H₁₂FNO
• 分子量: 193.221
• InChiKey: BJOVXIKTWGIZLM-UHFFFAOYSA-N

物化性质

• 沸点：
  268.8±20.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  碳酸胍 、 2-Fluoro-6-[(2-methylpropan-2-yl)oxy]benzonitrile 以 N,N-二甲基乙酰胺 为溶剂， 反应 8.0h， 以127 mg的产率得到5-叔丁氧基-2,4-二氨基喹唑啉
  参考文献：
  名称：

  Discovery and Optimization of 2,4-Diaminoquinazoline Derivatives as a New Class of Potent Dengue Virus Inhibitors

  摘要：

  The results of a high-throughput screening assay using the DENV-2 replicon showed that the 2,4-diaminoquinazoline derivative 4a has a high dengue virus inhibitory activity (EC50 = 0.15 mu M). A series of 2,4-diaminoquinazoline derivatives based on 4a as a lead compound were synthesized and subjected to structure-antidengue activity relationship studies. Among the series of 2,4-diaminoquinazoline derivative probed, 4o was observed to display both the highest antiviral potency (EC50 = 2.8 nM, SI > 1000) and an excellent pharmacokinetic profile.

  DOI：

  10.1021/jm2015952
• 作为产物：
  描述：

  2,6-二氟苯腈 、 叔丁醇 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 6.0h， 生成 2-Fluoro-6-[(2-methylpropan-2-yl)oxy]benzonitrile
  参考文献：
  名称：

  Discovery and Optimization of 2,4-Diaminoquinazoline Derivatives as a New Class of Potent Dengue Virus Inhibitors

  摘要：

  The results of a high-throughput screening assay using the DENV-2 replicon showed that the 2,4-diaminoquinazoline derivative 4a has a high dengue virus inhibitory activity (EC50 = 0.15 mu M). A series of 2,4-diaminoquinazoline derivatives based on 4a as a lead compound were synthesized and subjected to structure-antidengue activity relationship studies. Among the series of 2,4-diaminoquinazoline derivative probed, 4o was observed to display both the highest antiviral potency (EC50 = 2.8 nM, SI > 1000) and an excellent pharmacokinetic profile.

  DOI：

  10.1021/jm2015952

文献信息

• Discovery and Optimization of 2,4-Diaminoquinazoline Derivatives as a New Class of Potent Dengue Virus Inhibitors
  作者：Bo Chao、Xian-Kun Tong、Wei Tang、De-Wen Li、Pei-Lan He、Jean-Michel Garcia、Li-Min Zeng、An-Hui Gao、Li Yang、Jia Li、Fa-Jun Nan、Michael Jacobs、Ralf Altmeyer、Jian-Ping Zuo、You-Hong Hu

  DOI：10.1021/jm2015952

  日期：2012.4.12

  The results of a high-throughput screening assay using the DENV-2 replicon showed that the 2,4-diaminoquinazoline derivative 4a has a high dengue virus inhibitory activity (EC50 = 0.15 mu M). A series of 2,4-diaminoquinazoline derivatives based on 4a as a lead compound were synthesized and subjected to structure-antidengue activity relationship studies. Among the series of 2,4-diaminoquinazoline derivative probed, 4o was observed to display both the highest antiviral potency (EC50 = 2.8 nM, SI > 1000) and an excellent pharmacokinetic profile.