4-<2-(4-cyanobutyl)-2H-tetrazol-5-yl>phenol | 138630-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-<2-(4-cyanobutyl)-2H-tetrazol-5-yl>phenol
• 英文别名: 5-[5-(4-Hydroxyphenyl)tetrazol-2-yl]pentanenitrile；5-[5-(4-hydroxyphenyl)tetrazol-2-yl]pentanenitrile
• CAS: 138630-92-9
• 化学式: C₁₂H₁₃N₅O
• 分子量: 243.268
• InChiKey: LOKZUQZFSRBNCS-UHFFFAOYSA-N

物化性质

• 沸点：
  521.3±60.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  87.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-<2-(4-cyanobutyl)-2H-tetrazol-5-yl>phenol 在 三正丁基叠氮化锡 、 potassium carbonate 、 potassium iodide 作用下， 以 乙二醇二乙醚 、 丁酮 为溶剂， 反应 72.0h， 生成 2-<4-(1H-tetrazol-5-yl)butyl>-5-<4-<(5,5,5-trifluoropentyl)oxy>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：

  5-(4-羟苯基)-1H-四唑 、 5-溴戊腈 在 碳酸氢钠 、 potassium iodide 作用下， 以 丁酮 为溶剂， 以8%的产率得到4-<2-(4-cyanobutyl)-2H-tetrazol-5-yl>phenol
  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