(Z)-2-(3-fluorophenyl)methylene-5-hydroxy-3(2H)-benzofuranone | 1353119-32-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 橙酮类黄酮
• 英文名称: (Z)-2-(3-fluorophenyl)methylene-5-hydroxy-3(2H)-benzofuranone
• 英文别名: (2Z)-2-(3-fluorobenzylidene)-6-hydroxy-1-benzofuran-3(2H)-one；(2Z)-2-[(3-fluorophenyl)methylidene]-6-hydroxy-1-benzofuran-3-one
• CAS: 1353119-32-0
• 化学式: C₁₅H₉FO₃
• mdl: MFCD04158995
• 分子量: 256.233
• InChiKey: CISJJIPWRRRGMU-AUWJEWJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-2-(3-fluorophenyl)methylene-5-hydroxy-3(2H)-benzofuranone 、 一氯丙酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以68.9%的产率得到(Z)-2-(3-fluorophenyl)methylene-5-(2-oxopropoxy)-3(2H)-benzofuranone
  参考文献：
  名称：

  Synthesis and Biological Activities of 6-Hydroxyaurone Derivatives

  摘要：

  A series of 6‐hydroxyaurone derivatives were synthesized in satisfactory yields and characterized by IR, 1H NMR, 13C NMR, and HRMS or elemental analysis. The structure of compound 3e was further confirmed by X‐ray crystal analysis. Bioassay results indicated that some of the target compounds displayed moderate herbicidal activity against the dicotyledonous plant Brassica campestris L. at 100 µg·mL−1, and some compounds also showed significant antiproliferative activity against tumor cell lines Hela, HepG‐2, and MCF‐7.

  DOI：

  10.1002/jhet.2497
• 作为产物：
  描述：

  间苯二酚 在 盐酸 、 potassium hydroxide 、 zinc(II) chloride 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 72.0h， 生成 (Z)-2-(3-fluorophenyl)methylene-5-hydroxy-3(2H)-benzofuranone
  参考文献：
  名称：

  Synthesis and Biological Activities of 6-Hydroxyaurone Derivatives

  摘要：

  A series of 6‐hydroxyaurone derivatives were synthesized in satisfactory yields and characterized by IR, 1H NMR, 13C NMR, and HRMS or elemental analysis. The structure of compound 3e was further confirmed by X‐ray crystal analysis. Bioassay results indicated that some of the target compounds displayed moderate herbicidal activity against the dicotyledonous plant Brassica campestris L. at 100 µg·mL−1, and some compounds also showed significant antiproliferative activity against tumor cell lines Hela, HepG‐2, and MCF‐7.

  DOI：

  10.1002/jhet.2497

文献信息

• Synthesis of benzylidene-benzofuranone derivatives as probes for detection of amyloid fibrils in cells
  作者：Mohsen Tavakoli、Seyyed Abolghasem Ghadami、Hadi Adibi、Hayrettin Ozan Gulcan

  DOI：10.1080/07391102.2023.2184635

  日期：——

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