3-(5-甲基-2H-四唑-2-基)-1-金刚烷胺 | 915923-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-(5-甲基-2H-四唑-2-基)-1-金刚烷胺
• 英文名称: 2-(3-amino-1-adamantyl)-5-methyltetrazole
• 英文别名: 3-(5-Methyl-2H-tetrazol-2-YL)-1-adamantanamine；3-(5-methyltetrazol-2-yl)adamantan-1-amine
• CAS: 915923-76-1
• 化学式: C₁₂H₁₉N₅
• 分子量: 233.316
• InChiKey: CCEPUWOMZAMMPD-UHFFFAOYSA-N

物化性质

• 沸点：
  389.2±44.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(5-甲基-2H-四唑-2-基)-1-金刚烷胺 在 盐酸 作用下， 以 氯仿 为溶剂， 以2.03 g的产率得到2-(3-amino-1-adamantyl)-5-methyltetrazole hydrochloride
  参考文献：
  名称：

  Synthesis and anti-viral activity of azolo-adamantanes against influenza A virus

  摘要：

  Chemotherapy and chemoprophylaxis of influenza is one of the most important directions of health protection activity. Due to the high rate of drug-resistant strains of influenza virus, there is a need for the search and further development of new potent antivirals against influenza with a broad spectrum of activity. In the present study, a set of di-, tri- and tetrazole derivatives of adamantane was efficiently prepared and their anti-influenza activities evaluated against rimantadine-resistant strain A/Puerto Rico/8/34. In general, derivatives of tetrazole possessed the highest virus-inhibiting activity. We demonstrated that several compounds of this set exhibited much higher activity than the currently used antiviral rimantadine, a compound of related structure. Moreover, we showed that these azolo-adamantanes were significantly less toxic. This study demonstrates that influenza viruses can be inhibited by adamantylazoles and thus have potential for developing antiviral agents with an alternate mechanism of action. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.047
• 作为产物：
  描述：

  5-甲基四氮唑 、 盐酸金刚烷胺 在 硝酸铵 、 硫酸 、 氨 作用下， 以 水 为溶剂， 反应 24.0h， 生成 3-(5-甲基-2H-四唑-2-基)-1-金刚烷胺
  参考文献：
  名称：

  Synthesis and anti-viral activity of azolo-adamantanes against influenza A virus

  摘要：

  Chemotherapy and chemoprophylaxis of influenza is one of the most important directions of health protection activity. Due to the high rate of drug-resistant strains of influenza virus, there is a need for the search and further development of new potent antivirals against influenza with a broad spectrum of activity. In the present study, a set of di-, tri- and tetrazole derivatives of adamantane was efficiently prepared and their anti-influenza activities evaluated against rimantadine-resistant strain A/Puerto Rico/8/34. In general, derivatives of tetrazole possessed the highest virus-inhibiting activity. We demonstrated that several compounds of this set exhibited much higher activity than the currently used antiviral rimantadine, a compound of related structure. Moreover, we showed that these azolo-adamantanes were significantly less toxic. This study demonstrates that influenza viruses can be inhibited by adamantylazoles and thus have potential for developing antiviral agents with an alternate mechanism of action. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.047