3-(4-methoxypiperidin-1-yl)phenylboronic acid | 1350835-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-(4-methoxypiperidin-1-yl)phenylboronic acid
• 英文别名: [3-(4-Methoxypiperidin-1-yl)phenyl]boronic acid；[3-(4-methoxypiperidin-1-yl)phenyl]boronic acid
• CAS: 1350835-99-2
• 化学式: C₁₂H₁₈BNO₃
• 分子量: 235.091
• InChiKey: DUBLZYRUPFHFFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.02
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-methoxypiperidin-1-yl)phenylboronic acid 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.16h， 生成 2-{4-amino-6-[3-(4-methoxypiperidin-1-yl)phenyl]-1,3,5-triazin-2-yl}phenol
  参考文献：
  名称：

  Identification of Novel Adenosine A_2A Receptor Antagonists by Virtual Screening

  摘要：

  Virtual screening was performed against experimentally enabled homology models of the adenosine A(2A) receptor, identifying a diverse range of ligand efficient antagonists (hit rate 9%). By use of ligand docking and Biophysical Mapping (BPM), hits and 5 were optimized to potent and selective lead molecules (11-13 from 5, pK(I) = 7.5-8.5, 13- to >100-fold selective versus adenosine A(1); 14-16 from 1, pK(I) = 7.9-9.0, 19- to 59-fold selective).

  DOI：

  10.1021/jm201455y
• 作为产物：
  描述：

  4-甲氧基哌啶 在 tris-(dibenzylideneacetone)dipalladium(0) 、 正丁基锂 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 2.33h， 生成 3-(4-methoxypiperidin-1-yl)phenylboronic acid
  参考文献：
  名称：

  Identification of Novel Adenosine A_2A Receptor Antagonists by Virtual Screening

  摘要：

  Virtual screening was performed against experimentally enabled homology models of the adenosine A(2A) receptor, identifying a diverse range of ligand efficient antagonists (hit rate 9%). By use of ligand docking and Biophysical Mapping (BPM), hits and 5 were optimized to potent and selective lead molecules (11-13 from 5, pK(I) = 7.5-8.5, 13- to >100-fold selective versus adenosine A(1); 14-16 from 1, pK(I) = 7.9-9.0, 19- to 59-fold selective).

  DOI：

  10.1021/jm201455y

文献信息

• Identification of Novel Adenosine A_2A Receptor Antagonists by Virtual Screening
  作者：Christopher J. Langmead、Stephen P. Andrews、Miles Congreve、James C. Errey、Edward Hurrell、Fiona H. Marshall、Jonathan S. Mason、Christine M. Richardson、Nathan Robertson、Andrei Zhukov、Malcolm Weir

  DOI：10.1021/jm201455y

  日期：2012.3.8

  Virtual screening was performed against experimentally enabled homology models of the adenosine A(2A) receptor, identifying a diverse range of ligand efficient antagonists (hit rate 9%). By use of ligand docking and Biophysical Mapping (BPM), hits and 5 were optimized to potent and selective lead molecules (11-13 from 5, pK(I) = 7.5-8.5, 13- to >100-fold selective versus adenosine A(1); 14-16 from 1, pK(I) = 7.9-9.0, 19- to 59-fold selective).