N-苄基-6-(4-甲基哌嗪-1-基)嘧啶-4-胺 | 1196993-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: N-苄基-6-(4-甲基哌嗪-1-基)嘧啶-4-胺
• 英文名称: N-benzyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-amine
• CAS: 1196993-69-7
• 化学式: C₁₆H₂₁N₅
• 分子量: 283.376
• InChiKey: PEJDGFJXQFGUPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 4-苄氨-6-氯吡啶 反应 30.0h， 生成 N-苄基-6-(4-甲基哌嗪-1-基)嘧啶-4-胺
  参考文献：
  名称：

  Discovery of a series of potent and selective human H4 antagonists using ligand efficiency and libraries to explore structure–activity relationship (SAR)

  摘要：

  We describe the identification of a potent, selective lead series that shows antagonism against the human histamine H4 receptor from thirteen actives identified in an HTS as part of a hit to lead program. By focusing on ligand efficiency and concurrently using a diversity based approach, compounds based around 2,4-diaminopyrimidine were identified with compound 25 being quickly shown to be a good lead. It also had the highest ligand efficiency in the series. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.07.114

文献信息

• 2,4-Diaminopyrimidines as histamine H4 receptor ligands—Scaffold optimization and pharmacological characterization
  作者：Kerstin Sander、Tim Kottke、Yusuf Tanrikulu、Ewgenij Proschak、Lilia Weizel、Erich H. Schneider、Roland Seifert、Gisbert Schneider、Holger Stark

  DOI：10.1016/j.bmc.2009.08.059

  日期：2009.10

  The human histamine H-4 receptor (hH(4)R) is a promising new target in the therapy of inflammatory diseases and disorders of the immune system. For the development of new H4R antagonists a broad ligand-based virtual screening was performed resulting in two hits. The dissection of their common annelated aromatic core into its heteromonocyclic components showed that 2,4-diaminopyrimidine is a potent hH(4)R affinity scaffold, which was comprehensively investigated. Structure-activity relationship studies revealed that slight structural changes evoke extensive differences in functional activities and potencies: while o-and p-substituted benzyl amines mainly showed partial agonism, m-substituted and rigidified ones exhibited inverse agonist efficacy. (C) 2009 Elsevier Ltd. All rights reserved.
• Discovery of a series of potent and selective human H4 antagonists using ligand efficiency and libraries to explore structure–activity relationship (SAR)
  作者：M. Abid Masood、Matthew D. Selby、Andrew S. Bell、Andrew C. Mansfield、Mark Gardner、Graham F. Smith、Charlotte Lane、Helen Kenyon-Edwards、Rachel Osborne、Rhys M. Jones、Wai L. Liu、Christopher D. Brown、Nicholas Clarke、Francesca Perrucio、Charles E. Mowbray

  DOI：10.1016/j.bmcl.2011.07.114

  日期：2011.11

  We describe the identification of a potent, selective lead series that shows antagonism against the human histamine H4 receptor from thirteen actives identified in an HTS as part of a hit to lead program. By focusing on ligand efficiency and concurrently using a diversity based approach, compounds based around 2,4-diaminopyrimidine were identified with compound 25 being quickly shown to be a good lead. It also had the highest ligand efficiency in the series. Published by Elsevier Ltd.