2-(5-dimethylhydrazonofur-2-yl)benzoquinone | 113250-97-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(5-dimethylhydrazonofur-2-yl)benzoquinone
• 英文别名: 2-[5-(N,N-dimethylhydrazono)fur-2-yl]-1,4-benzoquinone；2-[5-[(dimethylhydrazinylidene)methyl]furan-2-yl]cyclohexa-2,5-diene-1,4-dione
• CAS: 113250-97-8
• 化学式: C₁₃H₁₂N₂O₃
• 分子量: 244.25
• InChiKey: KDXGVROTIOZVEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  62.88
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-糠醛 2,2-二甲基腙 、 对苯醌 以 苯 为溶剂， 反应 24.0h， 以84%的产率得到2-(5-dimethylhydrazonofur-2-yl)benzoquinone
  参考文献：
  名称：

  Furan-2-carboxyaldehyde N,N-dimethylhydrazones in Diels-Alder cycloadditions

  摘要：

  DOI：

  10.1021/jo00241a014

文献信息

• Studies on quinones. Part 42: Synthesis of furylquinone and hydroquinones with antiproliferative activity against human tumor cell lines
  作者：Julio Benites、Jaime A. Valderrama、Felipe Rivera、Leonel Rojo、Nair Campos、Madalena Pedro、María Säo José Nascimento

  DOI：10.1016/j.bmc.2007.10.028

  日期：2008.1

  The preparation of furyl-1,4-quinone and hydroquinones by reaction of 2-furaldehyde N,N-dimethylhydrazone with benzo- and naphthoquinones is reported. Access to furylnaphthoquinones from unactivated quinones requires acid-induced conditions, however oxidative coupling reactions of activated quinones proceed under neutral conditions. The in vitro cytotoxic activity of the prepared compounds against a panel of three human cancer cell lines has been studied. Most of the furyl-1,4-quinones exhibited good antiproliferative activity (GI(50) = 6.5-33.5 mu m) against the MCF-7, NCI-H460, and SF-268 (CNS cancer) cell lines chosen for testing. (C) 2007 Elsevier Ltd. All rights reserved.