3-methyl-4-{[(4-nitrophenyl)amino]methylidene}-1-phenyl-4,5-dihydro-1H-pyrazol-5-one | 68538-00-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-methyl-4-{[(4-nitrophenyl)amino]methylidene}-1-phenyl-4,5-dihydro-1H-pyrazol-5-one
• 英文别名: 5-methyl-4-(4-nitro-anilinomethylene)-2-phenyl-2,4-dihydro-pyrazol-3-one；(4Z)-5-methyl-4-[(4-nitroanilino)methylidene]-2-phenylpyrazol-3-one
• CAS: 68538-00-1
• 化学式: C₁₇H₁₄N₄O₃
• 分子量: 322.323
• InChiKey: GJKUANGADYXLQC-WJDWOHSUSA-N

物化性质

• 沸点：
  469.5±55.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  87.84
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  copper diacetate 、 3-methyl-4-{[(4-nitrophenyl)amino]methylidene}-1-phenyl-4,5-dihydro-1H-pyrazol-5-one 以 乙醇 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Pyrazolonderivate VII Synthese und Struktur von Metallchelatkomplexen mit 4-aminomethylen-?2-pyrazolinon-(5)-ligaden

  摘要：

  DOI：

  10.1007/bf00906247
• 作为产物：
  描述：

  苯肼 在 对甲苯磺酸 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 6.5h， 生成 3-methyl-4-{[(4-nitrophenyl)amino]methylidene}-1-phenyl-4,5-dihydro-1H-pyrazol-5-one
  参考文献：
  名称：

  Synthesis, antitumor activity and QSAR studies of some 4-aminomethylidene derivatives of edaravone

  摘要：

  A series of aminomethylidene derivatives obtained from 4-formyledaravone were synthesized and characterized by IR, NMR and elemental analysis. All the compounds were screened for their antitumor activity. The compound containing 5-phenylpyrazole moiety (3q) exhibited remarkable antitumor activity in in vitro assays, especially against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The most important whole-molecule descriptors for antitumor activity on MDA-MB-453 cells belong to the group of quantum-chemical descriptors. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2010.10.003

文献信息

• Pyrazolonderivate VII Synthese und Struktur von Metallchelatkomplexen mit 4-aminomethylen-?2-pyrazolinon-(5)-ligaden
  作者：Wolfgang Freyer、Reiner Radeglia

  DOI：10.1007/bf00906247

  日期：1981.1
• Synthesis, antitumor activity and QSAR studies of some 4-aminomethylidene derivatives of edaravone
  作者：Violeta Marković、Slavica Erić、Zorica D. Juranić、Tatjana Stanojković、Ljubinka Joksović、Branislav Ranković、Marijana Kosanić、Milan D. Joksović

  DOI：10.1016/j.bioorg.2010.10.003

  日期：2011.2

  A series of aminomethylidene derivatives obtained from 4-formyledaravone were synthesized and characterized by IR, NMR and elemental analysis. All the compounds were screened for their antitumor activity. The compound containing 5-phenylpyrazole moiety (3q) exhibited remarkable antitumor activity in in vitro assays, especially against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The most important whole-molecule descriptors for antitumor activity on MDA-MB-453 cells belong to the group of quantum-chemical descriptors. (C) 2010 Elsevier Inc. All rights reserved.