USC-N401 | 1309955-35-8

• 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: USC-N401
• 英文别名: 3,4-dihydro-2-[4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl]-5-phenylisoquinolin-1(2H)-one；2-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-5-phenyl-3,4-dihydroisoquinolin-1-one
• CAS: 1309955-35-8
• 化学式: C₃₀H₃₅N₃O₂
• 分子量: 469.627
• InChiKey: VRJXNVWZJIUSSO-UHFFFAOYSA-N

物化性质

• 沸点：
  672.9±55.0 °C(predicted)
• 密度：
  1.138±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  36
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-溴-3,4-二氢异喹啉-1(2H)-酮 在 四丁基溴化铵 、 palladium diacetate 、 sodium hydride 、 potassium carbonate 作用下， 以 水 、 4-甲基-2-戊酮 、 苯 为溶剂， 反应 52.5h， 生成 USC-N401
  参考文献：
  名称：

  Aromatic ring functionalization of benzolactam derivatives: New potent dopamine D3 receptor ligands

  摘要：

  Since the discovery of the dopamine D-3 receptor, an intensive effort has been directed toward the development of potent and selective ligands in order to elucidate the function and potential therapeutic advantages of targeting D-3 receptors. As a part of our efforts, a novel series of substituted benzolactams derivatives was synthesized mostly through palladium-catalyzed reactions. Their affinities on D-1-D-4 receptors were evaluated and the data led us to highly potent D-3 ligands, some of them highly selective for D-3 receptor, compared to the related dopamine receptor subtypes. Functional D-3 activity assays of the most relevant compounds have been carried out revealing antagonist as well as partial agonist activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.083

文献信息

• Aromatic ring functionalization of benzolactam derivatives: New potent dopamine D3 receptor ligands
  作者：Raquel Ortega、Harald Hübner、Peter Gmeiner、Christian F. Masaguer

  DOI：10.1016/j.bmcl.2010.12.083

  日期：2011.5

  Since the discovery of the dopamine D-3 receptor, an intensive effort has been directed toward the development of potent and selective ligands in order to elucidate the function and potential therapeutic advantages of targeting D-3 receptors. As a part of our efforts, a novel series of substituted benzolactams derivatives was synthesized mostly through palladium-catalyzed reactions. Their affinities on D-1-D-4 receptors were evaluated and the data led us to highly potent D-3 ligands, some of them highly selective for D-3 receptor, compared to the related dopamine receptor subtypes. Functional D-3 activity assays of the most relevant compounds have been carried out revealing antagonist as well as partial agonist activity. (C) 2010 Elsevier Ltd. All rights reserved.