2-[4-(4-Bromo-2-cyano-phenyl)-piperazin-1-yl]-N-(2,4,6-tribromo-3-methyl-phenyl)-acetamide | 791846-35-0

• 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-[4-(4-Bromo-2-cyano-phenyl)-piperazin-1-yl]-N-(2,4,6-tribromo-3-methyl-phenyl)-acetamide
• 英文别名: 2-[4-(4-bromo-2-cyanophenyl)piperazin-1-yl]-N-(2,4,6-tribromo-3-methylphenyl)acetamide
• CAS: 791846-35-0
• 化学式: C₂₀H₁₈Br₄N₄O
• 分子量: 650.005
• InChiKey: YAGRRKYCTXMYMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4-(4-Bromo-2-cyano-phenyl)-piperazin-1-yl]-N-(2,4,6-tribromo-3-methyl-phenyl)-acetamide 在 palladium on activated charcoal 超重氢 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 2.5h， 生成 [3H]-A 369508
  参考文献：
  名称：

  Synthesis and activity of 2-[4-(4-[3H]-2-cyanophenyl)piperazinyl]-N-(2,4,6-[3H]3-3-methylphenyl)acetamide: a selective dopamine D4 receptor agonist and radioligand

  摘要：

  The first selective dopamine D-4 agonist radioligand is described. The synthesis of these piperazine radioligands relied on the transformation of brominated precursors 4a and 4b with tritium gas in the presence of a sensitive cyano functional group. The specific activity of these two radioligands was measured and [H-3]6b found to be suitable for use in D-4 saturation and competition binding studies. The synthesis, biological, and radioactivity of this new agonist radioligand as well as preliminary SAR will be discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.068
• 作为产物：
  描述：

  1-BOC-4-(4-溴-2-氰基苯基)哌嗪 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 0.25h， 生成 2-[4-(4-Bromo-2-cyano-phenyl)-piperazin-1-yl]-N-(2,4,6-tribromo-3-methyl-phenyl)-acetamide
  参考文献：
  名称：

  Synthesis and activity of 2-[4-(4-[3H]-2-cyanophenyl)piperazinyl]-N-(2,4,6-[3H]3-3-methylphenyl)acetamide: a selective dopamine D4 receptor agonist and radioligand

  摘要：

  The first selective dopamine D-4 agonist radioligand is described. The synthesis of these piperazine radioligands relied on the transformation of brominated precursors 4a and 4b with tritium gas in the presence of a sensitive cyano functional group. The specific activity of these two radioligands was measured and [H-3]6b found to be suitable for use in D-4 saturation and competition binding studies. The synthesis, biological, and radioactivity of this new agonist radioligand as well as preliminary SAR will be discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.068