N-(7-(furan-2-yl)-4-hydroxyquinazolin-2-yl)acetamide | 1258630-92-0

• 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: N-(7-(furan-2-yl)-4-hydroxyquinazolin-2-yl)acetamide
• 英文别名: N-(7-(furan-2-yl)-4-oxo-3,4-dihydroquinazolin-2-yl)acetamide
• CAS: 1258630-92-0
• 化学式: C₁₄H₁₁N₃O₃
• 分子量: 269.26
• InChiKey: DTNYGZKKNNXDSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  87.99
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(7-(furan-2-yl)-4-hydroxyquinazolin-2-yl)acetamide 在 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 17.0h， 生成 VUF11489
  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
• 作为产物：
  描述：

  2-氨基-4-溴苯甲酸乙酯 在 四(三苯基膦)钯 、 二甲基砜 、 sodium carbonate 作用下， 以 环丁砜 、 乙醇 、 甲苯 为溶剂， 反应 4.92h， 生成 N-(7-(furan-2-yl)-4-hydroxyquinazolin-2-yl)acetamide
  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