1-(4-Methoxy-phenyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carbonitrile | 849663-46-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-Methoxy-phenyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carbonitrile
• CAS: 849663-46-3
• 化学式: C₁₆H₁₃N₅O
• 分子量: 291.312
• InChiKey: UPQHENYOXGQQBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  79.52
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(4-Methoxy-phenyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carbonitrile 在 盐酸羟胺 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以76%的产率得到N-Hydroxy-1-(4-methoxy-phenyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carboxamidine
  参考文献：
  名称：

  Benzodipyrazoles: a new class of potent CDK2 inhibitors

  摘要：

  The synthesis and the preliminary expansion of this new class of CDK2 inhibitors are presented. The synthesis was accomplished using a solution-phase protocol amenable to rapid parallel expansion and suitable to be scaled-up in view of possible lead development. Following a medicinal chemistry program aimed at improving cell permeability and selectivity, a series of compounds with nanomolar activity in the biochemical assay and able to efficiently inhibit tumor cell proliferation has been obtained.

  DOI：

  10.1016/j.bmcl.2005.01.023
• 作为产物：
  描述：

  1-(4-Methoxy-phenyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carboxylic acid amide 在 吡啶 、 三氟乙酸酐 作用下， 反应 0.5h， 以85%的产率得到1-(4-Methoxy-phenyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carbonitrile
  参考文献：
  名称：

  Benzodipyrazoles: a new class of potent CDK2 inhibitors

  摘要：

  The synthesis and the preliminary expansion of this new class of CDK2 inhibitors are presented. The synthesis was accomplished using a solution-phase protocol amenable to rapid parallel expansion and suitable to be scaled-up in view of possible lead development. Following a medicinal chemistry program aimed at improving cell permeability and selectivity, a series of compounds with nanomolar activity in the biochemical assay and able to efficiently inhibit tumor cell proliferation has been obtained.

  DOI：

  10.1016/j.bmcl.2005.01.023