USC-I401 | 1309955-36-9

• 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-I401
• 英文别名: 3,4-dihydro-6-(2-furyl)-2-[4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl]isoquinolin-1(2H)-one；6-(furan-2-yl)-2-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-3,4-dihydroisoquinolin-1-one
• CAS: 1309955-36-9
• 化学式: C₂₈H₃₃N₃O₃
• 分子量: 459.588
• InChiKey: NEDWSVCVHMJKSZ-UHFFFAOYSA-N

物化性质

• 熔点：
  81.4-82.8 °C(Solvent: Cyclohexane)
• 沸点：
  659.1±55.0 °C(predicted)
• 密度：
  1.162±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-溴茚酮 在 sodium azide 、 四丁基溴化铵 、 palladium diacetate 、 sodium hydride 、 potassium carbonate 作用下， 以 甲烷磺酸 、 二氯甲烷 、 水 、 4-甲基-2-戊酮 、 苯 为溶剂， 反应 52.5h， 生成 USC-I401
  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.