(2-(1,3-dioxan-2-yl)phenyl)tributylstannane | 1610421-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (2-(1,3-dioxan-2-yl)phenyl)tributylstannane
• CAS: 1610421-06-1
• 化学式: C₂₂H₃₈O₂Sn
• 分子量: 453.253
• InChiKey: TYGOWSHXBPTCBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  25.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2-(1,3-dioxan-2-yl)phenyl)tributylstannane 在 copper(l) iodide 、 四(三苯基膦)钯 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 生成 6-(4-nitrobenzyl)benzo[b]phenanthridine-5,7,12(6H)-trione
  参考文献：
  名称：

  Bioreductively Activated Reactive Oxygen Species (ROS) Generators as MRSA Inhibitors

  摘要：

  The number of cases of drug resistant Staphylococcus aureus infections is on the rise globally and new strategies to identify drug candidates with novel mechanisms of action are in urgent need. Here, we report the synthesis and evaluation of a series of benzo[b]phenanthridine-S,7,12(6H)-triones, which were designed based on redox-active natural products. We find that the in vitro inhibitory activity of 6-(prop-2-ynyl)benzo[b]phenanthridine-5,7,12(6H)-trione (If) against methicillin-resistant Staphylococcus aureus (MRSA), including a panel of patient-derived strains, is comparable or better than vancomycin. We show that the lead compound generates reactive oxygen species (ROS) in the cell, contributing to its antibacterial activity.

  DOI：

  10.1021/ml5001118
• 作为产物：
  描述：

  三丁基氯化锡 、 2-(2-溴苯基)-1,3-二恶烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以74%的产率得到(2-(1,3-dioxan-2-yl)phenyl)tributylstannane
  参考文献：
  名称：

  Bioreductively Activated Reactive Oxygen Species (ROS) Generators as MRSA Inhibitors

  摘要：

  The number of cases of drug resistant Staphylococcus aureus infections is on the rise globally and new strategies to identify drug candidates with novel mechanisms of action are in urgent need. Here, we report the synthesis and evaluation of a series of benzo[b]phenanthridine-S,7,12(6H)-triones, which were designed based on redox-active natural products. We find that the in vitro inhibitory activity of 6-(prop-2-ynyl)benzo[b]phenanthridine-5,7,12(6H)-trione (If) against methicillin-resistant Staphylococcus aureus (MRSA), including a panel of patient-derived strains, is comparable or better than vancomycin. We show that the lead compound generates reactive oxygen species (ROS) in the cell, contributing to its antibacterial activity.

  DOI：

  10.1021/ml5001118