3-氟-2-羟基-4-甲氧基苯乙酮 | 1018451-08-5

• 中文名称: 3-氟-2-羟基-4-甲氧基苯乙酮
• 英文名称: 3-fluoro-2-hydroxy-4-methoxyacetophenone
• 英文别名: 1-(3-Fluoro-2-hydroxy-4-methoxyphenyl)ethanone
• CAS: 1018451-08-5
• 化学式: C₉H₉FO₃
• 分子量: 184.167
• InChiKey: PFQXPYXYPPAHFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氟-2-羟基-4-甲氧基苯乙酮 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 1.5h， 以93%的产率得到3-fluoro-2,4-dimethoxyacetophenone
  参考文献：
  名称：

  Synthesis and heme-binding correlation with antimalarial activity of 3,6-bis-(ω-N,N-diethylaminoamyloxy)-4,5-difluoroxanthone

  摘要：

  In this study, the effect of fluorine upon the heme-binding ability of the xanthone nucleus was investigated for 3,6-bis-((omega-N,N-diethylaminoamyloxy)-4,5-difluoroxanthone (F2C5). 2-Fluoro-1,3-dimethoxybenzene was prepared by a new, improved method and used to build up the xanthone nucleus. The interaction of F2C5 with heme was investigated by UV-vis, H-1 NMR, and F-19 NMR spectroscopy. For the first time, NMR studies for the heme-drug interactions are carried out at pH 5.0, physiological for the acidic food vacuole of the malaria parasite. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.083
• 作为产物：
  描述：

  溶剂黄146 、 2-氟-1,3-二甲氧基苯 在 三氟化硼 作用下， 反应 4.0h， 以98%的产率得到3-氟-2-羟基-4-甲氧基苯乙酮
  参考文献：
  名称：

  Synthesis and heme-binding correlation with antimalarial activity of 3,6-bis-(ω-N,N-diethylaminoamyloxy)-4,5-difluoroxanthone

  摘要：

  In this study, the effect of fluorine upon the heme-binding ability of the xanthone nucleus was investigated for 3,6-bis-((omega-N,N-diethylaminoamyloxy)-4,5-difluoroxanthone (F2C5). 2-Fluoro-1,3-dimethoxybenzene was prepared by a new, improved method and used to build up the xanthone nucleus. The interaction of F2C5 with heme was investigated by UV-vis, H-1 NMR, and F-19 NMR spectroscopy. For the first time, NMR studies for the heme-drug interactions are carried out at pH 5.0, physiological for the acidic food vacuole of the malaria parasite. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.083