八氢-1H-2,4,1-(乙烷[1,1,2]三基)环丁二烯并[cd]戊搭烯-5-胺盐酸 | 93660-58-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 八氢-1H-2,4,1-(乙烷[1,1,2]三基)环丁二烯并[cd]戊搭烯-5-胺盐酸
• 英文名称: 8-amino pentacyclo<5.4.0.0^2,6.0^3,10.0^5,9>undecane hydrochloride
• 英文别名: hydron;pentacyclo[5.4.0.02,6.03,10.05,9]undecan-8-amine;chloride
• CAS: 93660-58-3；136375-78-5
• 化学式: C₁₁H₁₅N*ClH
• mdl: MFCD26407690
• 分子量: 197.708
• InChiKey: SHFNPJGWZAJMEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.44
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  五环[5.4.0.02,6.03,10.05,9]十一烷-8-酮 在 lithium aluminium tetrahydride 、 盐酸羟胺 、 sodium acetate 作用下， 生成 八氢-1H-2,4,1-(乙烷[1,1,2]三基)环丁二烯并[cd]戊搭烯-5-胺盐酸
  参考文献：
  名称：

  Exploring the Requirements for the Hydrophobic Scaffold and Polar Amine in Inhibitors of M2 from Influenza A Virus

  摘要：

  Inhibitors targeting the influenza A virus M2 (A/M2) proton channel have lost their effectiveness due to widespread resistance. As a first step in the development of new inhibitors that address this problem, we have screened several focused collections of small molecules using two-electrode voltage patch clamp assays (TEVC) on Xenopus laevis oocytes. Diverse head groups and scaffolds of A/M2 inhibitors have been explored. It has been found that not only amine but also hydroxyl, aminooxyl, guanidine, and amidine compounds are active against the A/M2 proton channel. Moreover, the channel is able to accommodate a wide range of structural variation in the apolar scaffold. This study offers information to guide the next generation of A/M2 proton channel inhibitor design.

  DOI：

  10.1021/ml100297w

文献信息

• OLIVER, D. W.;DEKKER, T. G.;SNYCKERS, F. O., EUR. J. MED. CHEM., 26,(1991) N, C. 375-379
  作者：OLIVER, D. W.、DEKKER, T. G.、SNYCKERS, F. O.

  DOI：——

  日期：——
• Exploring the Requirements for the Hydrophobic Scaffold and Polar Amine in Inhibitors of M2 from Influenza A Virus
  作者：Jun Wang、Chunlong Ma、Victoria Balannik、Lawrence H. Pinto、Robert A. Lamb、William F. DeGrado

  DOI：10.1021/ml100297w

  日期：2011.4.14

  Inhibitors targeting the influenza A virus M2 (A/M2) proton channel have lost their effectiveness due to widespread resistance. As a first step in the development of new inhibitors that address this problem, we have screened several focused collections of small molecules using two-electrode voltage patch clamp assays (TEVC) on Xenopus laevis oocytes. Diverse head groups and scaffolds of A/M2 inhibitors have been explored. It has been found that not only amine but also hydroxyl, aminooxyl, guanidine, and amidine compounds are active against the A/M2 proton channel. Moreover, the channel is able to accommodate a wide range of structural variation in the apolar scaffold. This study offers information to guide the next generation of A/M2 proton channel inhibitor design.