4-methyl-4-azatetracyclo[7.3.1.1(7,11).0(2,7)]tetradecane | 1142949-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 4-methyl-4-azatetracyclo[7.3.1.1(7,11).0(2,7)]tetradecane
• 英文别名: 4-Methyl-4-azatetracyclo[7.3.1.17,11.01,6]tetradecane
• CAS: 1142949-98-1
• 化学式: C₁₄H₂₃N
• 分子量: 205.343
• InChiKey: YXIUYPRXQHZXHQ-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C
• 沸点：
  271.5±8.0 °C(predicted)
• 密度：
  1.05±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 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：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  ethyl decahydro-2H-4a,8:6,10-dimethanocycloocta[c]pyridine-2-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 4-methyl-4-azatetracyclo[7.3.1.1(7,11).0(2,7)]tetradecane
  参考文献：
  名称：

  Design and synthesis of 1,2-annulated adamantane piperidines with anti-influenza virus activity

  摘要：

  1-2 Annulated adamantane piperidines 4, 6, 16, 17, 19, 23 and 25 were synthesized and evaluated for anti-influenza A virus activity. The stereoelectronic requirements for optimal antiviral potency were investigated. Piperidine 23 proved to be the most active of the compounds tested against influenza A virus, being 3.5-fold more active than amantadine, equipotent to rimantadine and 15-fold more potent than ribavirin. It is noteworthy that piperidine 23 displayed one of the highest selectivity indexes (SI>732) among aminoadamantanes or other cage structure amines tested till now. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.009

文献信息

• Design and synthesis of 1,2-annulated adamantane piperidines with anti-influenza virus activity
  作者：Grigoris Zoidis、Nicolas Kolocouris、Lieve Naesens、Erik De Clercq

  DOI：10.1016/j.bmc.2009.01.009

  日期：2009.2

  1-2 Annulated adamantane piperidines 4, 6, 16, 17, 19, 23 and 25 were synthesized and evaluated for anti-influenza A virus activity. The stereoelectronic requirements for optimal antiviral potency were investigated. Piperidine 23 proved to be the most active of the compounds tested against influenza A virus, being 3.5-fold more active than amantadine, equipotent to rimantadine and 15-fold more potent than ribavirin. It is noteworthy that piperidine 23 displayed one of the highest selectivity indexes (SI>732) among aminoadamantanes or other cage structure amines tested till now. (c) 2009 Elsevier Ltd. All rights reserved.