2-(4-hydroxypiperidin-1-yl)-3-(phenylsulfonyl)quinoxaline | 1350960-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(4-hydroxypiperidin-1-yl)-3-(phenylsulfonyl)quinoxaline
• 英文别名: 1-[3-(Benzenesulfonyl)quinoxalin-2-yl]piperidin-4-ol
• CAS: 1350960-64-3
• 化学式: C₁₉H₁₉N₃O₃S
• 分子量: 369.444
• InChiKey: RHAYYEPUCOAIQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  91.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯磺酰肼 以 乙醇 、 异丙醇 为溶剂， 反应 0.17h， 生成 2-(4-hydroxypiperidin-1-yl)-3-(phenylsulfonyl)quinoxaline
  参考文献：
  名称：

  Discovery of novel 2-piperidinol-3-(arylsulfonyl)quinoxalines as phosphoinositide 3-kinase α (PI3Kα) inhibitors

  摘要：

  A series of novel 2-aliphatic cyclic amine-3-(arylsulfonyl)quinoxalines was synthesized based on the structural features of a previously identified lead, WR1. The 2-piperidinol-3-(arylsulfonyl) quinoxalines, which showed excellent antitumor activities against five human cell lines, with inhibitory activities ranging from 0.34 to 2.32 mu M, proved to be a promising class of novel PI3K alpha inhibitors. The most potent compound 10d (WR23) showed an inhibitory IC50 value of 0.025 mu M against PI3K alpha and significant pAkt suppression effect. Molecular docking analysis was performed to determine possible binding modes between PI3K alpha and target compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.026

文献信息

• Discovery of novel 2-piperidinol-3-(arylsulfonyl)quinoxalines as phosphoinositide 3-kinase α (PI3Kα) inhibitors
  作者：Peng Wu、Yi Su、Xiaowen Liu、Bo Yang、Qiaojun He、Yongzhou Hu

  DOI：10.1016/j.bmc.2012.03.026

  日期：2012.5

  A series of novel 2-aliphatic cyclic amine-3-(arylsulfonyl)quinoxalines was synthesized based on the structural features of a previously identified lead, WR1. The 2-piperidinol-3-(arylsulfonyl) quinoxalines, which showed excellent antitumor activities against five human cell lines, with inhibitory activities ranging from 0.34 to 2.32 mu M, proved to be a promising class of novel PI3K alpha inhibitors. The most potent compound 10d (WR23) showed an inhibitory IC50 value of 0.025 mu M against PI3K alpha and significant pAkt suppression effect. Molecular docking analysis was performed to determine possible binding modes between PI3K alpha and target compounds. (C) 2012 Elsevier Ltd. All rights reserved.