2,3-dihydro-N,N,N,β,1,3,3-heptamethyl-γ,2-dioxo-1H-indole-5-propanaminium iodide | 103240-40-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,3-dihydro-N,N,N,β,1,3,3-heptamethyl-γ,2-dioxo-1H-indole-5-propanaminium iodide
• CAS: 103240-40-0
• 化学式: C₁₈H₂₇N₂O₂*I
• 分子量: 430.329
• InChiKey: AZHOLPKGZLBMAA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.53
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-N,N,N,β,1,3,3-heptamethyl-γ,2-dioxo-1H-indole-5-propanaminium iodide 在 盐酸 、 一水合肼 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 5.5h， 生成 1,3-Dihydro-1,3,3-trimethyl-5-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)-2H-indol-2-one
  参考文献：
  名称：

  Dihydropyridazinone cardiotonics. The discovery and inotropic activity of 1,3-dihydro-3,3-dimethyl-5-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)-2H-indol-2-one

  摘要：

  We discovered that 6 (N-[4-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)phenyl]acetamide) is a potent positive inotrope in dogs, and we have prepared several lactam analogues of this agent. These included 16 (1,3-dihydro-5-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)-2H-indol-2-one), 32 (the analogous quinolin-2-one), and 37 (the analogous benzazepin-2-one). The inotropic ED50's of these compounds were 24, 3.3, and 5.2 micrograms/kg, respectively, after iv administration to pentobarbital-anesthetized dogs. Compound 20 (LY195115, 1,3-dihydro-3,3-dimethyl-5-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)-2H-i ndol-2- one), the geminal dimethyl analogue of 16, was 3.5-fold more potent than 16 when administered iv (ED50 = 6.8 micrograms/kg). However, the most profound effect of the geminal alkyl substitution was on oral activity. The approximate ED50's of 20 and 16 after oral administration to conscious dogs were 25 and 400 micrograms/kg, respectively. The increase in contractility produced by 25 micrograms/kg of 20 was maximally sustained in excess of 8 h. Thus, 20 is one of the most potent and long-acting oral inotropes described to date.

  DOI：

  10.1021/jm00160a006