1-(2-(5-((2,2-dimethylhydrazono)methyl)furan-2-yl)-3,6-dihydroxyphenyl)ethanone | 1016168-13-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(5-((2,2-dimethylhydrazono)methyl)furan-2-yl)-3,6-dihydroxyphenyl)ethanone
• CAS: 1016168-13-0
• 化学式: C₁₅H₁₆N₂O₄
• 分子量: 288.303
• InChiKey: VCBCYFWQHJUVKE-UHFFFAOYSA-N

物化性质

• 沸点：
  525.4±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86.27
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(2-(5-((2,2-dimethylhydrazono)methyl)furan-2-yl)-3,6-dihydroxyphenyl)ethanone 在 air 作用下， 生成 3-acetyl-2-[5-(N,N-dimethylhydrazono)fur-2-yl]-1,4-benzoquinone
  参考文献：
  名称：

  Studies on quinones. Part 42: Synthesis of furylquinone and hydroquinones with antiproliferative activity against human tumor cell lines

  摘要：

  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.

  DOI：

  10.1016/j.bmc.2007.10.028
• 作为产物：
  描述：

  3-acetyl-2-[5-(N,N-dimethylhydrazono)fur-2-yl]-1,4-benzoquinone 在 palladium on activated charcoal 氢气 作用下， 生成 1-(2-(5-((2,2-dimethylhydrazono)methyl)furan-2-yl)-3,6-dihydroxyphenyl)ethanone
  参考文献：
  名称：

  Studies on quinones. Part 42: Synthesis of furylquinone and hydroquinones with antiproliferative activity against human tumor cell lines

  摘要：

  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.

  DOI：

  10.1016/j.bmc.2007.10.028