1,4,5,6,7,8-Hexahydro-4a,8a-naphthalenedicarboximide | 16609-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 1,4,5,6,7,8-Hexahydro-4a,8a-naphthalenedicarboximide
• 英文别名: 12-aza-[4.4.3]propell-3-ene-11,13-dione；1,2,3,4,5,8-hexahydro-4a,8a-[2]azapropano-naphthalene-9,11-dione；(1R,6S)-12-azatricyclo[4.4.3.01,6]tridec-3-ene-11,13-dione
• CAS: 16609-38-4
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: GQWDTBUFUCDDTJ-TXEJJXNPSA-N

物化性质

• 沸点：
  406.3±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4,5,6,7,8-Hexahydro-4a,8a-naphthalenedicarboximide 在 红铝 、 盐酸 作用下， 以 甲苯 、 甲醇 为溶剂， 以71%的产率得到12-azatricyclo[4.4.3.0^1,6]tridec-3-ene hydrochloride
  参考文献：
  名称：

  Azapropellanes with Anti-Influenza A Virus Activity

  摘要：

  The synthesis of several [4,4,3], [4,3,3], and [3,3,3]azapropellanes is reported. Several of the novel amines displayed low-micromolar activities against an amantadine-resistant H1N1 strain, but they did not show activity against an amantadine-sensitive H3N2 strain. None of the tested compounds inhibit the influenza A/M2 proton channel function. Most of the compounds did not show cytotoxicity for MDCK cells.

  DOI：

  10.1021/ml500108s

文献信息

• The Anticonvulsant Activity of 4a,8a-Naphthalenedicarboximide and Its Derivatives
  作者：Eugene R. Wagner、Allan D. Rudzik

  DOI：10.1021/jm00316a019

  日期：1967.7
• Azapropellanes with Anti-Influenza A Virus Activity
  作者：Eva Torres、Rosana Leiva、Sabrina Gazzarrini、Matías Rey-Carrizo、Marta Frigolé-Vivas、Anna Moroni、Lieve Naesens、Santiago Vázquez

  DOI：10.1021/ml500108s

  日期：2014.7.10

  The synthesis of several [4,4,3], [4,3,3], and [3,3,3]azapropellanes is reported. Several of the novel amines displayed low-micromolar activities against an amantadine-resistant H1N1 strain, but they did not show activity against an amantadine-sensitive H3N2 strain. None of the tested compounds inhibit the influenza A/M2 proton channel function. Most of the compounds did not show cytotoxicity for MDCK cells.