6-methoxy-7-allyloxy-2-formyl-3,4-dihydronaphthalene | 1246354-98-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-methoxy-7-allyloxy-2-formyl-3,4-dihydronaphthalene
• CAS: 1246354-98-2
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: WVHHNMFXJZQAOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-methoxy-7-allyloxy-2-formyl-3,4-dihydronaphthalene 、 乙氧甲酰基亚甲基三苯基膦 在 sodium hydride 作用下， 以 苯 为溶剂， 生成
  参考文献：
  名称：

  Substituted dihydronaphthalenes as efflux pump inhibitors of Staphylococcus aureus

  摘要：

  A new series of 3-(substituted-3,4-dihydronaphthyl)-2-propenoic acid amides has been prepared through convergent synthetic strategies and tested in combination with ciprofloxacin against NorA overexpressing Staphylococcus aureus 1199B as test strain for potentiating of the drug activity. Out of 24 compounds evaluated, 12 compounds potentiated the activity of ciprofloxacin and resulted in 2-16 fold reduction in the MIC (4-0.5 mu g/mL) of the drug. The failure of these efflux pump inhibitors (EPIs) to potentiate the activity of ciprofloxacin when tested against NorA knock out S. aureus SA-K1758 established their identity as NorA inhibitors. The structure of all these newly synthesised compounds was confirmed by spectral data. The present communication describes the synthesis, bioevaluation, structure activity relationship and mechanism of action of these EPIs. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.006
• 作为产物：
  描述：

  4-allyl-1-(allyloxy)-2-methoxybenzene 、 N,N-二甲基甲酰胺 在 三氯氧磷 、 sodium hydroxide 作用下， 以 水 为溶剂， 以23%的产率得到6-methoxy-7-allyloxy-2-formyl-3,4-dihydronaphthalene
  参考文献：
  名称：

  Substituted dihydronaphthalenes as efflux pump inhibitors of Staphylococcus aureus

  摘要：

  A new series of 3-(substituted-3,4-dihydronaphthyl)-2-propenoic acid amides has been prepared through convergent synthetic strategies and tested in combination with ciprofloxacin against NorA overexpressing Staphylococcus aureus 1199B as test strain for potentiating of the drug activity. Out of 24 compounds evaluated, 12 compounds potentiated the activity of ciprofloxacin and resulted in 2-16 fold reduction in the MIC (4-0.5 mu g/mL) of the drug. The failure of these efflux pump inhibitors (EPIs) to potentiate the activity of ciprofloxacin when tested against NorA knock out S. aureus SA-K1758 established their identity as NorA inhibitors. The structure of all these newly synthesised compounds was confirmed by spectral data. The present communication describes the synthesis, bioevaluation, structure activity relationship and mechanism of action of these EPIs. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.006