N-(2-acetyl-3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)acetamide | 1392191-21-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-acetyl-3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)acetamide
• CAS: 1392191-21-7
• 化学式: C₁₉H₂₁NO₅
• 分子量: 343.379
• InChiKey: AHYUSWQMCIVHHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(2-acetyl-3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)acetamide 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 以80%的产率得到5,7-dimethoxy-3-(4-methoxyphenyl)-4-methylquinolin-2-one
  参考文献：
  名称：

  3-Aryl-4-methyl-2-quinolones Targeting MultiresistantStaphylococcus aureusBacteria

  摘要：

  AbstractThe NorA efflux pump lowers intracellular fluoroquinolone concentrations by expelling antibiotics through the membrane of Staphylococcus aureus. We identified 3‐aryl‐4‐methyl‐2‐quinolin‐2‐ones as compounds able to restore the activity of the NorA substrate, ciprofloxacin, against resistant S. aureus strains, and acting as efflux pump inhibitors (EPI). In particular, 5‐hydroxy‐7‐methoxy‐4‐methyl‐3‐phenylquinolin‐2‐one (6 c) presents both an EPI and an antimicrobial effect. Its efficacy and safety make it a potential candidate for further investigations.

  DOI：

  10.1002/cmdc.201200551
• 作为产物：
  描述：

  对甲氧基苯乙酸 、 2-acetyl-3,5-dimethoxyaniline 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 N-(2-acetyl-3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)acetamide
  参考文献：
  名称：

  3-Aryl-4-methyl-2-quinolones Targeting MultiresistantStaphylococcus aureusBacteria

  摘要：

  AbstractThe NorA efflux pump lowers intracellular fluoroquinolone concentrations by expelling antibiotics through the membrane of Staphylococcus aureus. We identified 3‐aryl‐4‐methyl‐2‐quinolin‐2‐ones as compounds able to restore the activity of the NorA substrate, ciprofloxacin, against resistant S. aureus strains, and acting as efflux pump inhibitors (EPI). In particular, 5‐hydroxy‐7‐methoxy‐4‐methyl‐3‐phenylquinolin‐2‐one (6 c) presents both an EPI and an antimicrobial effect. Its efficacy and safety make it a potential candidate for further investigations.

  DOI：

  10.1002/cmdc.201200551