2,4-diamino-5-(dimethylamino)quinazoline | 119584-83-7

• 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: 2,4-diamino-5-(dimethylamino)quinazoline
• 英文别名: 5-N,5-N-dimethylquinazoline-2,4,5-triamine
• CAS: 119584-83-7
• 化学式: C₁₀H₁₃N₅
• 分子量: 203.247
• InChiKey: JUAJRCZLGRKKRJ-UHFFFAOYSA-N

物化性质

• 熔点：
  204-205 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  448.8±55.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 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 、 二甲基亚砜 为溶剂， 反应 8.25h， 生成 2,4-diamino-5-(dimethylamino)quinazoline
  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

• Hynes, John B.; Pathak, Alpana; Panos, Constantina H., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1173 - 1177
  作者：Hynes, John B.、Pathak, Alpana、Panos, Constantina H.、Okeke, Claudia C.

  DOI：——

  日期：——
• HYNES, J. B.;PATHAK, A.;PANOS, C. H.;OKEKE, C. C., CHEM. AND BIOL. PTERIDINES, 1986. PTERIDINES AND FOLIC ACID DERIV. PROC. +
  作者：HYNES, J. B.、PATHAK, A.、PANOS, C. H.、OKEKE, C. C.

  DOI：——

  日期：——
• HYNES, JOHN B.;PATHAK, ALPANA;PANOS, CONSTANTINA H.;OKEKE, CLAUDIA C., J. HETEROCYCL. CHEM., 25,(1988) N 4, C. 1173-1177
  作者：HYNES, JOHN B.、PATHAK, ALPANA、PANOS, CONSTANTINA H.、OKEKE, CLAUDIA C.

  DOI：——

  日期：——
• 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.