4-苯基-二氢-呋喃-2,3-二酮 | 6362-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 4-苯基-二氢-呋喃-2,3-二酮
• 英文名称: 4-phenyl-dihydro-furan-2,3-dione
• 英文别名: 4-Phenyl-dihydro-furan-2,3-dion；4-Phenyldihydrofuran-2,3-dione；4-phenyloxolane-2,3-dione
• CAS: 6362-66-9
• 化学式: C₁₀H₈O₃
• 分子量: 176.172
• InChiKey: WYGILTLZANOLBZ-UHFFFAOYSA-N

物化性质

• 熔点：
  202 °C
• 沸点：
  393.4±22.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-苯基-二氢-呋喃-2,3-二酮 生成 2-苯基丙烯酸
  参考文献：
  名称：

  Hall; Hynes; Lapworth, Journal of the Chemical Society, 1915, vol. 107, p. 135

  摘要：

  DOI：
• 作为产物：
  描述：

  3-methyl-3-phenyl-oxiranecarboxylic acid methyl ester 在 sodium hydroxide 、 氢气 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 4-苯基-二氢-呋喃-2,3-二酮
  参考文献：
  名称：

  Design, synthesis, and evaluation of postulated transient intermediate and substrate analogues as inhibitors of 4-hydroxyphenylpyruvate dioxygenase

  摘要：

  An epoxybenzoquinone, 4-hydroxyphenoxypropionic acid, and 2-hydroxy-3-phenyl-3-butenoic acid derivatives have been designed, synthesized, and evaluated for in vitro inhibition activity against 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) from pig liver by the spectrophotometric enol-borate method. The biological data demonstrated that neither epoxybenzoquinone ester nor 2-hydroxy-3-phenyl-3-butenoic acid is an inhibitor of 4-HPPD. The most potent 4-HPPD inhibitor tested was 3-hydroxy-4-phenyl-2(5H)-furanone with an IC50 value of 0.5 muM, which may serve as a lead compound for further design of more potent 4-HPPD inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00291-3

文献信息

• Hemmerle, Annales de Chimie (Cachan, France), 1917, vol. <9> 7, p. 269
  作者：Hemmerle

  DOI：——

  日期：——
• Design, synthesis, and evaluation of postulated transient intermediate and substrate analogues as inhibitors of 4-hydroxyphenylpyruvate dioxygenase
  作者：Yun-Loung Lin、Jian-Lin Huang、Chung-Shieh Wu、Hung-Ge Liu、Ding-Yah Yang

  DOI：10.1016/s0960-894x(02)00291-3

  日期：2002.7

  An epoxybenzoquinone, 4-hydroxyphenoxypropionic acid, and 2-hydroxy-3-phenyl-3-butenoic acid derivatives have been designed, synthesized, and evaluated for in vitro inhibition activity against 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) from pig liver by the spectrophotometric enol-borate method. The biological data demonstrated that neither epoxybenzoquinone ester nor 2-hydroxy-3-phenyl-3-butenoic acid is an inhibitor of 4-HPPD. The most potent 4-HPPD inhibitor tested was 3-hydroxy-4-phenyl-2(5H)-furanone with an IC50 value of 0.5 muM, which may serve as a lead compound for further design of more potent 4-HPPD inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Hall; Hynes; Lapworth, Journal of the Chemical Society, 1915, vol. 107, p. 135
  作者：Hall、Hynes、Lapworth

  DOI：——

  日期：——