5-phenethyl-2-phenylpyrazolo[1,5-a]pyrazine-4,6(5H,7H)-dione | 1357378-45-0

• 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-phenethyl-2-phenylpyrazolo[1,5-a]pyrazine-4,6(5H,7H)-dione
• 英文别名: 2-phenyl-5-(2-phenylethyl)-7H-pyrazolo[1,5-a]pyrazine-4,6-dione
• CAS: 1357378-45-0
• 化学式: C₂₀H₁₇N₃O₂
• 分子量: 331.374
• InChiKey: JSMPQIYLVDUGMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-苯乙胺 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 5-phenethyl-2-phenylpyrazolo[1,5-a]pyrazine-4,6(5H,7H)-dione
  参考文献：
  名称：

  Synthesis of 5-benzyl-2-phenylpyrazolo[1,5-a]pyrazin-4,6(5H,7H)-dione derivatives and discovery of an apoptosis inducer for H322 lung cancer cells

  摘要：

  A series of substituted 5-benzyl-2-phenylpyrazolo[1,5-a]pyrazin-4,6(5H,7H)-dione derivatives was synthesized by one-step reaction of ethyl 3-phenyl-1H-pyrazole-5-carboxylate derivatives and N-arylalkyl-2-chloroacetamide. Structures of the compounds were determined by IR, H-1 NMR and mass spectroscopy. In addition, a representative single-crystal structure was characterized by using X-ray diffraction analysis. The compound 5j could selectively inhibit the growth of H322 lung cancer cells which contain a mutated p53 gene in a dose-dependent manner through inducing apoptosis of cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.049