(R)-(2-(4-methoxyphenyl)quinolin-4-yl)((S)-pyrrolidin-2-yl)methanol | 1426532-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (R)-(2-(4-methoxyphenyl)quinolin-4-yl)((S)-pyrrolidin-2-yl)methanol
• 英文别名: (R)-[2-(4-methoxyphenyl)quinolin-4-yl]-[(2S)-pyrrolidin-2-yl]methanol
• CAS: 1426532-88-8
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: NMWWBYBPSOAXLW-PZJWPPBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-tritylprolinal 在 盐酸 、 lithium chloro-isopropyl-magnesium chloride 、 四(三苯基膦)钯 、 水 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 水 、 甲苯 为溶剂， 反应 42.0h， 生成 (R)-(2-(4-methoxyphenyl)quinolin-4-yl)((S)-pyrrolidin-2-yl)methanol
  参考文献：
  名称：

  Development of Quinoline-Based Disruptors of Biofilm Formation Against Vibrio cholerae

  摘要：

  Biofilm formation is a major cause of bacterial persistence in nosocomial infections, leading to extended treatment times and increased rates of morbidity and mortality. Despite this, there are currently no biofilm inhibitors approved for clinical use. The synthesis and biological evaluation of a library of amino alcohol quinolines as lead compounds for the disruption of biofilm formation in Vibrio cholerae is now reported. Application of selective metal-halogen exchange chemistry installed both stereocenters in one step, to afford a simpler scaffold than the initial lead molecule, with an EC50 < 10 mu M.

  DOI：

  10.1021/ol400150z

文献信息

• Development of Quinoline-Based Disruptors of Biofilm Formation Against <i>Vibrio cholerae</i>
  作者：Brian León、Jiunn C. N. Fong、Kelly C. Peach、Weng Ruh Wong、Fitnat H. Yildiz、Roger G. Linington

  DOI：10.1021/ol400150z

  日期：2013.3.15

  Biofilm formation is a major cause of bacterial persistence in nosocomial infections, leading to extended treatment times and increased rates of morbidity and mortality. Despite this, there are currently no biofilm inhibitors approved for clinical use. The synthesis and biological evaluation of a library of amino alcohol quinolines as lead compounds for the disruption of biofilm formation in Vibrio cholerae is now reported. Application of selective metal-halogen exchange chemistry installed both stereocenters in one step, to afford a simpler scaffold than the initial lead molecule, with an EC50 < 10 mu M.