4-(difluoromethyl)-6-((6-(1-methyl-1H-pyrazol-3-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)thio)quinoline

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-(difluoromethyl)-6-((6-(1-methyl-1H-pyrazol-3-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)thio)quinoline
• 英文别名: 4-(Difluoromethyl)-6-[[6-(1-methylpyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl]quinoline；4-(difluoromethyl)-6-[[6-(1-methylpyrazol-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl]quinoline
• 化学式: C₁₉H₁₃F₂N₇S
• 分子量: 409.422
• InChiKey: FNZYBXFAWBKGES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  99.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  6-[[6-(1-甲基-1H-吡唑-4-基)-1,2,4-噻唑并[4,3-b]吡嗪-3-基]硫代]喹啉 、 bis(((difluoromethyl)sulfinyl)oxy)zinc 在 叔丁基过氧化氢 、 三氟乙酸 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 4-(difluoromethyl)-6-((6-(1-methyl-1H-pyrazol-3-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)thio)quinoline
  参考文献：
  名称：

  A Simple Litmus Test for Aldehyde Oxidase Metabolism of Heteroarenes

  摘要：

  The bioavailability of aromatic azaheterocyclic drugs can be affected by the activity of aldehyde oxidase (AO). Susceptibility to AO metabolism is difficult to predict computationally and can be complicated in vivo by differences between species. Here we report the use of bis(((difluoromethyl)sulfinyl)oxy)zinc (DFMS) as a source of CF2H radical for a rapid and inexpensive chemical "litmus test" for the early identification of heteroaromatic drug candidates that have a high probability of metabolism by AO.

  DOI：

  10.1021/jm4017976

文献信息

• A Simple Litmus Test for Aldehyde Oxidase Metabolism of Heteroarenes
  作者：Fionn O’Hara、Aaron C. Burns、Michael R. Collins、Deepak Dalvie、Martha A. Ornelas、Alfin D. N. Vaz、Yuta Fujiwara、Phil S. Baran

  DOI：10.1021/jm4017976

  日期：2014.2.27

  The bioavailability of aromatic azaheterocyclic drugs can be affected by the activity of aldehyde oxidase (AO). Susceptibility to AO metabolism is difficult to predict computationally and can be complicated in vivo by differences between species. Here we report the use of bis(((difluoromethyl)sulfinyl)oxy)zinc (DFMS) as a source of CF2H radical for a rapid and inexpensive chemical "litmus test" for the early identification of heteroaromatic drug candidates that have a high probability of metabolism by AO.