Methyl 2-(4-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)acetate | 478165-17-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 2-(4-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)acetate
• CAS: 478165-17-2
• 化学式: C₁₀H₁₀O₅
• 分子量: 210.186
• InChiKey: XPFSJTHTPFJZFY-UHFFFAOYSA-N

物化性质

• 沸点：
  334.2±42.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-(4-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)acetate 在 双氧水 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 生成 Methyl 2-(4-methoxy-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl)acetate
  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
• 作为产物：
  描述：

  2,4,5-三甲氧基苯甲酸 在 silver(II) oxide 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 氯化亚砜 、 硝酸 作用下， 以 乙醚 、 乙醇 、 氯仿 、 二甲基亚砜 、 丙酮 为溶剂， 生成 Methyl 2-(4-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)acetate
  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

• 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.