1-(piperazine-1-carbonyl)-1H-pyrazole-4-carbonitrile | 1622427-13-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(piperazine-1-carbonyl)-1H-pyrazole-4-carbonitrile
• 英文别名: 1-(Piperazine-1-carbonyl)pyrazole-4-carbonitrile
• CAS: 1622427-13-7
• 化学式: C₉H₁₁N₅O
• 分子量: 205.219
• InChiKey: GJOZPCOHJNXLOX-UHFFFAOYSA-N

物化性质

• 沸点：
  412.6±55.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  74
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(piperazine-1-carbonyl)-1H-pyrazole-4-carbonitrile 、 溴甲苯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以45%的产率得到1-(4-benzylpiperazine-1-carbonyl)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Discovery libraries targeting the major enzyme classes: The serine hydrolases

  摘要：

  Two libraries of modestly reactive ureas containing either electron-deficient acyl anilines or acyl pyrazoles were prepared and are reported as screening libraries for candidate serine hydrolase inhibitors. Within each library is a small but powerful subset of compounds that serve as a chemotype fragment screening library capable of subsequent structural diversification. Elaboration of the pyrazole-based ureas provided remarkably potent irreversible inhibitors of fatty acid amide hydrolase (FAAH, apparent Ki=100-200 pM) complementary to those previously disclosed enlisting electron-deficient aniline-based ureas.

  DOI：

  10.1016/j.bmcl.2014.06.063
• 作为产物：
  描述：

  tert-butyl 4-(4-cyano-1H-pyrazole-1-carbonyl)piperazine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 2.0h， 以88%的产率得到1-(piperazine-1-carbonyl)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Discovery libraries targeting the major enzyme classes: The serine hydrolases

  摘要：

  Two libraries of modestly reactive ureas containing either electron-deficient acyl anilines or acyl pyrazoles were prepared and are reported as screening libraries for candidate serine hydrolase inhibitors. Within each library is a small but powerful subset of compounds that serve as a chemotype fragment screening library capable of subsequent structural diversification. Elaboration of the pyrazole-based ureas provided remarkably potent irreversible inhibitors of fatty acid amide hydrolase (FAAH, apparent Ki=100-200 pM) complementary to those previously disclosed enlisting electron-deficient aniline-based ureas.

  DOI：

  10.1016/j.bmcl.2014.06.063