2-chloro-8-methyl-4-(4-methylpiperazin-1-yl)quinazoline | 1357149-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-chloro-8-methyl-4-(4-methylpiperazin-1-yl)quinazoline
• CAS: 1357149-86-0
• 化学式: C₁₄H₁₇ClN₄
• 分子量: 276.769
• InChiKey: VLFKQBFMKGMOMK-UHFFFAOYSA-N

物化性质

• 沸点：
  396.9±42.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  32.26
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-chloro-8-methyl-4-(4-methylpiperazin-1-yl)quinazoline 在 sodium azide 、 氢气 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 0.75h， 生成 8-methyl-4-(4-methylpiperazin-1-yl)quinazolin-2-amine
  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-3-甲基苯甲酸 在 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 乙酸乙酯 为溶剂， 反应 9.41h， 生成 2-chloro-8-methyl-4-(4-methylpiperazin-1-yl)quinazoline
  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