5-{4-[2-(4-Phenyl-butyl)-2H-tetrazol-5-yl]-phenoxy}-pentanenitrile | 138631-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-{4-[2-(4-Phenyl-butyl)-2H-tetrazol-5-yl]-phenoxy}-pentanenitrile
• 英文别名: 5-[4-[2-(4-phenylbutyl)tetrazol-5-yl]phenoxy]pentanenitrile
• CAS: 138631-25-1
• 化学式: C₂₂H₂₅N₅O
• 分子量: 375.473
• InChiKey: CCVJWAZCLCGPJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  610.6±65.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  76.62
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-{4-[2-(4-Phenyl-butyl)-2H-tetrazol-5-yl]-phenoxy}-pentanenitrile 在 三正丁基叠氮化锡 作用下， 以 乙二醇二乙醚 为溶剂， 反应 72.0h， 以32%的产率得到2-(4-phenylbutyl)-5-<4-<4-(1H-tetrazol-5-yl)butoxy>phenyl>-2H-tetrazole
  参考文献：
  名称：

  Development of a series of phenyltetrazole leukotriene D4(LTD4) receptor antagonists

  摘要：

  A hypothetical model for receptor binding of leukotriene D4 (LTD4) was deduced from conformational analysis of LTD4 and from the structure-activity relationships (SAR) of known LTD4 receptor antagonists. A new structural series of LTD4 receptor antagonists exemplified by 5-[4-(4-phenylbutoxy)phenyl]-2-[4-(tetrazol-5-yl)butyl]-2H-tetrazole was designed in which a phenyltetrazole moiety was incorporated as a receptor binding equivalent of the triene unit of LTD4. A number of these phenyltetrazoles were prepared and found to possess LTD4 receptor antagonist activity. The structure-activity relationship (SAR) of this series is described.

  DOI：

  10.1021/jm00085a004
• 作为产物：
  描述：

  1-氯-4-苯基丁烷 在 potassium carbonate 、 potassium iodide 作用下， 以 丁酮 为溶剂， 反应 120.0h， 生成 5-{4-[2-(4-Phenyl-butyl)-2H-tetrazol-5-yl]-phenoxy}-pentanenitrile
  参考文献：
  名称：

  Development of a series of phenyltetrazole leukotriene D4(LTD4) receptor antagonists

  摘要：

  A hypothetical model for receptor binding of leukotriene D4 (LTD4) was deduced from conformational analysis of LTD4 and from the structure-activity relationships (SAR) of known LTD4 receptor antagonists. A new structural series of LTD4 receptor antagonists exemplified by 5-[4-(4-phenylbutoxy)phenyl]-2-[4-(tetrazol-5-yl)butyl]-2H-tetrazole was designed in which a phenyltetrazole moiety was incorporated as a receptor binding equivalent of the triene unit of LTD4. A number of these phenyltetrazoles were prepared and found to possess LTD4 receptor antagonist activity. The structure-activity relationship (SAR) of this series is described.

  DOI：

  10.1021/jm00085a004