2-(4-fluorophenyl)-2-methyl-5-[(E)-2-phenylethenyl]-3(2H)-furanone

• 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: 2-(4-fluorophenyl)-2-methyl-5-[(E)-2-phenylethenyl]-3(2H)-furanone
• 英文别名: 2-(4-fluorophenyl)-2-methyl-5-[(E)-2-phenylethenyl]furan-3-one
• 化学式: C₁₉H₁₅FO₂
• 分子量: 294.325
• InChiKey: BLNGREJNLYVDLG-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氟苯基溴化镁 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 13.5h， 生成 2-(4-fluorophenyl)-2-methyl-5-[(E)-2-phenylethenyl]-3(2H)-furanone
  参考文献：
  名称：

  New 5-(2-ethenylsubstituted)-3(2H)-furanones with in vitro antiproliferative activity

  摘要：

  A convenient route to new 3(2H)-furanones is described through hydrogenolysis and subsequent acidic hydrolysis of isoxazoles. The antiproliferative activity of title compounds were evaluated against leukemia-, carcinoma-, neuroblastoma-, and sarcoma-derived human cell lines in comparison to the natural compound geiparvarin. The structure activity relationship indicated that the maximum in vitro antiproliferative activity correlates with the presence of a heterocyclic ring on the ethenyl moiety. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00776-2

文献信息

• New 5-(2-ethenylsubstituted)-3(2H)-furanones with in vitro antiproliferative activity
  作者：Stefano Chimichi、Marco Boccalini、Barbara Cosimelli、Francesco Dall'Acqua、Giampietro Viola

  DOI：10.1016/s0040-4020(03)00776-2

  日期：2003.7

  A convenient route to new 3(2H)-furanones is described through hydrogenolysis and subsequent acidic hydrolysis of isoxazoles. The antiproliferative activity of title compounds were evaluated against leukemia-, carcinoma-, neuroblastoma-, and sarcoma-derived human cell lines in comparison to the natural compound geiparvarin. The structure activity relationship indicated that the maximum in vitro antiproliferative activity correlates with the presence of a heterocyclic ring on the ethenyl moiety. (C) 2003 Elsevier Science Ltd. All rights reserved.