methyl hepta-2,4-dienoate | 938046-05-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl hepta-2,4-dienoate
• 英文别名: Methyl 2,4-heptadienoate
• CAS: 938046-05-0
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: GCYDJSKTCBITBG-UHFFFAOYSA-N

物化性质

• 沸点：
  185.0±9.0 °C(predicted)
• 密度：
  0.926±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl hepta-2,4-dienoate 、 2-氨基-4,5-二甲氧基苯甲酸 在 亚硝酸异戊酯 、 三氯乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 56.5h， 以685 mg的产率得到C₁₅H₁₆O₄
  参考文献：
  名称：

  Benzo[e]isoindole-1,3-diones as Potential Inhibitors of Glycogen Synthase Kinase-3 (GSK-3). Synthesis, Kinase Inhibitory Activity, Zebrafish Phenotype, and Modeling of Binding Mode

  摘要：

  Benzo[e]isoindole-1,3-dione derivatives were synthesized, and the effects on GSK-3 beta activity and zebrafish embryo growth were evaluated. A series of derivatives show obvious inhibitory activity against GSK-3 beta. The most potent inhibitor, 7,8-dimethoxy-5-methylbenzo[e]isoindole-1,3-dione (8a), shows nanomolar IC50 and obvious phenotype on zebrafish embryo growth associated with the inhibition of GSK-3 beta at low micromolar concentration. The interaction mode between 8a and GSK-3 beta was characterized by computational modeling.

  DOI：

  10.1021/jm9013373
• 作为产物：
  描述：

  反式-2-戊烯醛 、 三甲基膦酰基乙酸酯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 以90%的产率得到methyl hepta-2,4-dienoate
  参考文献：
  名称：

  Benzo[e]isoindole-1,3-diones as Potential Inhibitors of Glycogen Synthase Kinase-3 (GSK-3). Synthesis, Kinase Inhibitory Activity, Zebrafish Phenotype, and Modeling of Binding Mode

  摘要：

  Benzo[e]isoindole-1,3-dione derivatives were synthesized, and the effects on GSK-3 beta activity and zebrafish embryo growth were evaluated. A series of derivatives show obvious inhibitory activity against GSK-3 beta. The most potent inhibitor, 7,8-dimethoxy-5-methylbenzo[e]isoindole-1,3-dione (8a), shows nanomolar IC50 and obvious phenotype on zebrafish embryo growth associated with the inhibition of GSK-3 beta at low micromolar concentration. The interaction mode between 8a and GSK-3 beta was characterized by computational modeling.

  DOI：

  10.1021/jm9013373

文献信息

• Benzo[<i>e</i>]isoindole-1,3-diones as Potential Inhibitors of Glycogen Synthase Kinase-3 (GSK-3). Synthesis, Kinase Inhibitory Activity, Zebrafish Phenotype, and Modeling of Binding Mode
  作者：Haixia Zou、Liyan Zhou、Yuanzhen Li、Yi Cui、Hanbing Zhong、Zhengying Pan、Zhen Yang、Junmin Quan

  DOI：10.1021/jm9013373

  日期：2010.2.11

  Benzo[e]isoindole-1,3-dione derivatives were synthesized, and the effects on GSK-3 beta activity and zebrafish embryo growth were evaluated. A series of derivatives show obvious inhibitory activity against GSK-3 beta. The most potent inhibitor, 7,8-dimethoxy-5-methylbenzo[e]isoindole-1,3-dione (8a), shows nanomolar IC50 and obvious phenotype on zebrafish embryo growth associated with the inhibition of GSK-3 beta at low micromolar concentration. The interaction mode between 8a and GSK-3 beta was characterized by computational modeling.