7,8-dimethoxy-3-<3-<<4-(1H-imidazol-1-yl)butyl>methylamino>propyl>-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one | 106891-22-9

• 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-<<4-(1H-imidazol-1-yl)butyl>methylamino>propyl>-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one
• 英文别名: 1-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-3-[N-methyl-N-(4-(imidazolyl-1)-butyl)-amino]propane；3-[3-[4-imidazol-1-ylbutyl(methyl)amino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one
• CAS: 106891-22-9
• 化学式: C₂₃H₃₄N₄O₃
• 分子量: 414.548
• InChiKey: PHRTXJLZZXCOIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(4-chlorobutyl)-1H-imidazole 、 3-(3-(甲基氨基)丙基)-1,3,4,5-四氢-7,8-二甲氧基-2H-3-苯并氮杂卓-2-酮盐酸盐 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以44%的产率得到7,8-dimethoxy-3-<3-<<4-(1H-imidazol-1-yl)butyl>methylamino>propyl>-1,3,4,5-tetrahydro-2H-3-benzazepin-2-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

文献信息

• BOMHARD, ANDREAS;REIFFEN, MANFRED;HEIDER, JOACHIM;PSIORZ, MANFRED;LILLIE,+, J. MED. CHEM., 34,(1991) N, C. 942-947
  作者：BOMHARD, ANDREAS、REIFFEN, MANFRED、HEIDER, JOACHIM、PSIORZ, MANFRED、LILLIE,+

  DOI：——

  日期：——
• US4737495A
  申请人：——

  公开号：US4737495A

  公开（公告）日：1988-04-12
• Specific bradycardic agents. 2. Heteroaromatic modifications in the side chain of specific bradycardic benzazepinones: chemistry, pharmacology, and structure-activity relationships
  作者：Andreas Bomhard、Manfred Reiffen、Joachim Heider、Manfred Psiorz、Christian Lillie

  DOI：10.1021/jm00107a011

  日期：1991.3

  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.