N-benzyl-N-methyl[(3,7-dimethyltricyclo[3.3.0.0(3,7)]oct-1-yl)methyl]amine | 1100395-83-2

• 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
• 英文名称: N-benzyl-N-methyl[(3,7-dimethyltricyclo[3.3.0.0(3,7)]oct-1-yl)methyl]amine
• 英文别名: N-[(3,7-dimethyl-1-tricyclo[3.3.0.03,7]octanyl)methyl]-N-methyl-1-phenylmethanamine
• CAS: 1100395-83-2
• 化学式: C₁₉H₂₇N
• 分子量: 269.43
• InChiKey: PDOHYBUEIUJJAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-methyl[(3,7-dimethyltricyclo[3.3.0.0(3,7)]oct-1-yl)methyl]amine 在 hydrochloric acid diethyl ether 作用下， 以 乙酸乙酯 为溶剂， 生成 N-benzyl-N-methyl[(3,7-dimethyltricyclo[3.3.0.0(3,7)]oct-1-yl)methyl]amine hydrochloride
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of several ring-contracted amantadine analogs

  摘要：

  The synthesis of several (3-noradamantyl)amines, [(3-noradamantyl)methyl]amines, (3,7-dimethyl-1-bisnoradamantyl)amines, and [(3,7-dimethyl-1-bisnoradamantyl)methyl]amines is reported. They were evaluated against a wide range of viruses and one of them inhibited the cytopathicity of influenza A virus at a concentration similar to that of amantadine. Several of the new polycyclic amines show an interesting activity as NMDA receptor antagonists. A rimantadine analogue displayed significant trypanocidal activity. Moreover, to further characterize the pharmacology of these compounds, their effects on dopamine uptake were also assessed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.028
• 作为产物：
  描述：

  聚合甲醛 、 N-benzyl[(3,7-dimethyltricyclo[3.3.0.0(3,7)]oct-1-yl)methyl]amine hydrochloride 在 sodium cyanoborohydride 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙腈 、 水 为溶剂， 反应 4.5h， 以70.5%的产率得到N-benzyl-N-methyl[(3,7-dimethyltricyclo[3.3.0.0(3,7)]oct-1-yl)methyl]amine
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of several ring-contracted amantadine analogs

  摘要：

  The synthesis of several (3-noradamantyl)amines, [(3-noradamantyl)methyl]amines, (3,7-dimethyl-1-bisnoradamantyl)amines, and [(3,7-dimethyl-1-bisnoradamantyl)methyl]amines is reported. They were evaluated against a wide range of viruses and one of them inhibited the cytopathicity of influenza A virus at a concentration similar to that of amantadine. Several of the new polycyclic amines show an interesting activity as NMDA receptor antagonists. A rimantadine analogue displayed significant trypanocidal activity. Moreover, to further characterize the pharmacology of these compounds, their effects on dopamine uptake were also assessed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.028

文献信息

• Synthesis and pharmacological evaluation of several ring-contracted amantadine analogs
  作者：Pelayo Camps、María D. Duque、Santiago Vázquez、Lieve Naesens、Erik De Clercq、Francesc X. Sureda、Marta López-Querol、Antoni Camins、Mercè Pallàs、S. Radhika Prathalingam、John M. Kelly、Vanessa Romero、Dolores Ivorra、Diego Cortés

  DOI：10.1016/j.bmc.2008.10.028

  日期：2008.12

  The synthesis of several (3-noradamantyl)amines, [(3-noradamantyl)methyl]amines, (3,7-dimethyl-1-bisnoradamantyl)amines, and [(3,7-dimethyl-1-bisnoradamantyl)methyl]amines is reported. They were evaluated against a wide range of viruses and one of them inhibited the cytopathicity of influenza A virus at a concentration similar to that of amantadine. Several of the new polycyclic amines show an interesting activity as NMDA receptor antagonists. A rimantadine analogue displayed significant trypanocidal activity. Moreover, to further characterize the pharmacology of these compounds, their effects on dopamine uptake were also assessed. (c) 2008 Elsevier Ltd. All rights reserved.