USC-M401 | 1309955-38-1

• 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-M401
• 英文别名: 3,4-dihydro-2-[4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl]-6-(4-pyridyl)isoquinolin-1(2H)-one；2-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-6-pyridin-4-yl-3,4-dihydroisoquinolin-1-one
• CAS: 1309955-38-1
• 化学式: C₂₉H₃₄N₄O₂
• 分子量: 470.615
• InChiKey: PFLVUDAFKXUKEV-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C
• 沸点：
  686.3±55.0 °C(predicted)
• 密度：
  1.159±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  48.9
• 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 四(三苯基膦)钯 、 sodium azide 、 sodium hydride 、 potassium carbonate 作用下， 以 甲烷磺酸 、 二氯甲烷 、 4-甲基-2-戊酮 、 甲苯 、 苯 为溶剂， 反应 56.33h， 生成 USC-M401
  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