5-(tert-butylthio)quinazoline-2,4-diamine | 1370251-98-1

• 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: 5-(tert-butylthio)quinazoline-2,4-diamine
• 英文别名: 5-Tert-butylsulfanylquinazoline-2,4-diamine
• CAS: 1370251-98-1
• 化学式: C₁₂H₁₆N₄S
• 分子量: 248.352
• InChiKey: BCCAINIRPDAEBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(tert-butylthio)quinazoline-2,4-diamine 在 potassium peroxymonosulfate 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以67%的产率得到5-(tert-butylsulfonyl)quinazoline-2,4-diamine
  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 在 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 5-(tert-butylthio)quinazoline-2,4-diamine
  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.