[(3,7-dimethyltricyclo[3.3.1.0(3,7)]oct-1-yl)methyl]amine hydrochloride | 1100308-02-8

• 分子结构分类: 有机化合物
• 英文名称: [(3,7-dimethyltricyclo[3.3.1.0(3,7)]oct-1-yl)methyl]amine hydrochloride
• 英文别名: (3,7-dimethyltricyclo[3.3.0.0^3,7]octan-1-yl)methanamine hydrochloride
• CAS: 1100308-02-8
• 化学式: C₁₁H₁₉N*ClH
• 分子量: 201.739
• InChiKey: PQAQDCTWYCGXHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 [(3,7-dimethyltricyclo[3.3.1.0(3,7)]oct-1-yl)methyl]amine hydrochloride 在 甲酸 、 sodium hydroxide 作用下， 以 乙醚 、 水 为溶剂， 反应 10.0h， 生成 N,N-dimethyl[(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
• 作为产物：
  描述：

  [(3,7-dimethyltricyclo[3.3.0.0(3,7)]oct-1-yl)methyl]amine 在 hydrochloric acid diethyl ether 作用下， 以 二氯甲烷 为溶剂， 以534 mg的产率得到[(3,7-dimethyltricyclo[3.3.1.0(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

文献信息

• Exploring the size of the lipophilic unit of the soluble epoxide hydrolase inhibitors
  作者：Sandra Codony、Elena Valverde、Rosana Leiva、José Brea、M. Isabel Loza、Christophe Morisseau、Bruce D. Hammock、Santiago Vázquez

  DOI：10.1016/j.bmc.2019.115078

  日期：2019.10

  Soluble epoxide hydrolase (sEH) inhibitors are potential drugs for several diseases. Adamantyl ureas are excellent sEH inhibitors but have limited metabolic stability. Herein, we report the effect of replacing the adamantane group by alternative polycyclic hydrocarbons on sEH inhibition, solubility, permeability and metabolic stability. Compounds bearing smaller or larger polycyclic hydrocarbons than adamantane yielded all good inhibition potency of the human sEH (0.4 <= IC50 <= 21.7 nM), indicating that sEH is able to accommodate inhibitors of very different size. Human liver microsomal stability of diamantane containing inhibitors is lower than that of their corresponding adamantane counterparts.