1-(3-(2-amino-4-(4-methylpiperazin-1-yl)quinazolin-8-yl)phenyl)ethanone | 1357149-94-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-(2-amino-4-(4-methylpiperazin-1-yl)quinazolin-8-yl)phenyl)ethanone
• 英文别名: 1-[3-[2-Amino-4-(4-methylpiperazin-1-yl)quinazolin-8-yl]phenyl]ethanone
• CAS: 1357149-94-0
• 化学式: C₂₁H₂₃N₅O
• 分子量: 361.447
• InChiKey: DSTNEAOJRGCBHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  75.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基-8-溴喹唑啉-4(3H)-酮 在 四(三苯基膦)钯 、 sodium carbonate 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙醇 、 甲苯 、 乙腈 为溶剂， 反应 18.75h， 生成 1-(3-(2-amino-4-(4-methylpiperazin-1-yl)quinazolin-8-yl)phenyl)ethanone
  参考文献：
  名称：

  Ligand based design of novel histamine H4 receptor antagonists; fragment optimization and analysis of binding kinetics

  摘要：

  The histamine H-4 receptor is a G protein-coupled receptor that has attracted much interest for its role in inflammatory and immunomodulatory functions. In our search for new H4R ligands, a low affinity isoquinoline fragment was optimized to 7-(furan-2-yl)-4-(piperazin-1-yl)quinazolin-2-amine (VUF11489), as a new H4R antagonist. Analysis of its binding kinetics at the human H4R showed this compound to have a very different dissociative half-life in comparison with reference antagonist JNJ7777120. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.104

文献信息

• Ligand based design of novel histamine H4 receptor antagonists; fragment optimization and analysis of binding kinetics
  作者：Rogier A. Smits、Herman D. Lim、Tiffany van der Meer、Sebastiaan Kuhne、Karin Bessembinder、Obbe P. Zuiderveld、Maikel Wijtmans、Iwan J.P. de Esch、Rob Leurs

  DOI：10.1016/j.bmcl.2011.10.104

  日期：2012.1

  The histamine H-4 receptor is a G protein-coupled receptor that has attracted much interest for its role in inflammatory and immunomodulatory functions. In our search for new H4R ligands, a low affinity isoquinoline fragment was optimized to 7-(furan-2-yl)-4-(piperazin-1-yl)quinazolin-2-amine (VUF11489), as a new H4R antagonist. Analysis of its binding kinetics at the human H4R showed this compound to have a very different dissociative half-life in comparison with reference antagonist JNJ7777120. (C) 2011 Elsevier Ltd. All rights reserved.