3,6-bis-(ε-bromoamyloxy)-4,5-difluoroxanthone | 1018451-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3,6-bis-(ε-bromoamyloxy)-4,5-difluoroxanthone
• CAS: 1018451-16-5
• 化学式: C₂₃H₂₄Br₂F₂O₄
• 分子量: 562.246
• InChiKey: VWRZLOBJDFMONY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.11
• 重原子数：
  31.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  48.67
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,6-bis-(ε-bromoamyloxy)-4,5-difluoroxanthone 、 二乙胺 以 二甲基亚砜 为溶剂， 反应 24.0h， 生成 3,6-Bis[5-(diethylamino)pentoxy]-4,5-difluoroxanthen-9-one
  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：

  1,5-二溴戊烷 、 3,6-dihydroxy-4,5-difluoroxanthone 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 20.0h， 以47%的产率得到3,6-bis-(ε-bromoamyloxy)-4,5-difluoroxanthone
  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