5-(2-Formyl-3,6-dihydroxyphenyl)furan-2-carbaldehyde | 1016168-17-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(2-Formyl-3,6-dihydroxyphenyl)furan-2-carbaldehyde
• CAS: 1016168-17-4
• 化学式: C₁₂H₈O₅
• 分子量: 232.193
• InChiKey: OTLYCJPTFLXXRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,5-dihydroxy-6-[5-(N,N-dimethylhydrazono)fur-2-yl]benzaldehyde 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以68%的产率得到5-(2-Formyl-3,6-dihydroxyphenyl)furan-2-carbaldehyde
  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

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.