3-[(Dimethylamino)methyl]-4-(quinazolin-4-ylamino)phenol | 945989-88-8

• 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: 3-[(Dimethylamino)methyl]-4-(quinazolin-4-ylamino)phenol
• CAS: 945989-88-8
• 化学式: C₁₇H₁₈N₄O
• 分子量: 294.356
• InChiKey: NGLFRXMHNOLGEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[(Dimethylamino)methyl]-4-(quinazolin-4-ylamino)phenol 、 1-溴-3-氯丙烷 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以93%的产率得到N-[4-(3-chloropropoxy)-2-[(dimethylamino)methyl]phenyl]quinazolin-4-amine
  参考文献：
  名称：

  A new class of histamine H3 receptor antagonists derived from ligand based design

  摘要：

  Design and synthesis of highly potent and selective non-imidazole inverse agonists for the histamine H-3 receptor is described. The study validates a new pharmacophore model based on the merging of two previously described models. It also demonstrates that the removal of the basic center potentially interacting with ASP3.32 and common to both models leads to loss of activity, whereas the replacement of the second basic center by an acceptor retains the potency. 14 (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.056
• 作为产物：
  描述：

  N-(4-(benzyloxy)-2-((dimethylamino)methyl)phenyl)quinazolin-4-amine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以83%的产率得到3-[(Dimethylamino)methyl]-4-(quinazolin-4-ylamino)phenol
  参考文献：
  名称：

  A new class of histamine H3 receptor antagonists derived from ligand based design

  摘要：

  Design and synthesis of highly potent and selective non-imidazole inverse agonists for the histamine H-3 receptor is described. The study validates a new pharmacophore model based on the merging of two previously described models. It also demonstrates that the removal of the basic center potentially interacting with ASP3.32 and common to both models leads to loss of activity, whereas the replacement of the second basic center by an acceptor retains the potency. 14 (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.056

文献信息

• A new class of histamine H3 receptor antagonists derived from ligand based design
  作者：Olivier Roche、Rosa María Rodríguez Sarmiento

  DOI：10.1016/j.bmcl.2007.04.056

  日期：2007.7

  Design and synthesis of highly potent and selective non-imidazole inverse agonists for the histamine H-3 receptor is described. The study validates a new pharmacophore model based on the merging of two previously described models. It also demonstrates that the removal of the basic center potentially interacting with ASP3.32 and common to both models leads to loss of activity, whereas the replacement of the second basic center by an acceptor retains the potency. 14 (c) 2007 Elsevier Ltd. All rights reserved.