7,8-dimethoxy-3-[3-[methyl(pyridin-2-ylmethyl)amino]propyl]-2,5-dihydro-1H-3-benzazepin-4-one | 108783-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 7,8-dimethoxy-3-[3-[methyl(pyridin-2-ylmethyl)amino]propyl]-2,5-dihydro-1H-3-benzazepin-4-one
• CAS: 108783-51-3
• 化学式: C₂₂H₂₉N₃O₃
• 分子量: 383.491
• InChiKey: DFLZZQCVWNRASK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7,8-二甲氧基-3-(3-氯丙基)-1,3-二氢-2H-3-苯并氮杂卓-2-酮 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 三乙胺 作用下， 50.0 ℃ 、500.0 kPa 条件下， 反应 14.5h， 生成 7,8-dimethoxy-3-[3-[methyl(pyridin-2-ylmethyl)amino]propyl]-2,5-dihydro-1H-3-benzazepin-4-one
  参考文献：
  名称：

  Specific bradycardic agents. 2. Heteroaromatic modifications in the side chain of specific bradycardic benzazepinones: chemistry, pharmacology, and structure-activity relationships

  摘要：

  Compound 1 (UL-FS 49) has recently been described as the representative of a novel class of antischemic compounds termed ''specific bradycardic agents''. In search of specific bradycardic agents with different pharmacokinetic profiles, heteroaromatic analogues of 1 have been synthesized and evaluated for their bradycardic activity, selectivity, and duration of action. The chain length n and the nature of the heteroaromatic system of compounds 2 strongly determine the biological activities. Unsubstituted benzothiophenes and benzofurans in combination with a chain length of n = 2 give the most active bradycardic compounds. Some of the new compounds combine high bradycardic potency and selectivity with a short duration of action and may thus be useful for the development of short-acting specific bradycardic drugs.

  DOI：

  10.1021/jm00107a011