(2E,4E)-5-(3,4-methylenedioxyphenyl)-2,4-pentadienoic acid N-(3-cyanophenyl)amide | 1087058-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (2E,4E)-5-(3,4-methylenedioxyphenyl)-2,4-pentadienoic acid N-(3-cyanophenyl)amide
• 英文别名: (2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-cyanophenyl)penta-2,4-dienamide
• CAS: 1087058-46-5
• 化学式: C₁₉H₁₄N₂O₃
• 分子量: 318.332
• InChiKey: QLVHLGUVVDNGBP-BQJQTIKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E,4E)-5-(3,4-methylenedioxyphenyl)-2,4-pentadienoic acid N-(3-cyanophenyl)amide 在 5% Pd/C 、 氢气 作用下， 反应 4.0h， 以84%的产率得到5-(3,4-methylenedioxyphenyl)pentanoic acid N-(3-cyanophenyl)amide
  参考文献：
  名称：

  Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors

  摘要：

  Based on our recent findings that piperine is a potent Staphylococcus aureus NorA efflux pump inhibitor (EPI), 38 piperine analogs were synthesized and bioevaluated for their EPI activity. Twenty-five of them were found active with potentiating activity equivalent or more than known EPIs like reserpine, carsonic acid and verapamil. The inhibitory mechanism of the compounds was confirmed by efflux inhibition assay using ethidium bromide as NorA substrate. The present communication describes the synthesis, bioevaluation and structure related activity of these efflux pump inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.042
• 作为产物：
  描述：

  胡椒碱 在 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 95.0h， 生成 (2E,4E)-5-(3,4-methylenedioxyphenyl)-2,4-pentadienoic acid N-(3-cyanophenyl)amide
  参考文献：
  名称：

  Disruption of redox homeostasis with synchronized activation of apoptosis highlights the antifilarial efficacy of novel piperine derivatives: An in vitro mechanistic approach

  摘要：

  DOI：

  10.1016/j.freeradbiomed.2021.04.026