6,7-dimethoxy-3-quinolinecarboxylic acid hydrazide | 161156-60-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6,7-dimethoxy-3-quinolinecarboxylic acid hydrazide
• 英文别名: 6,7-Dimethoxyquinoline-3-carbohydrazide
• CAS: 161156-60-1
• 化学式: C₁₂H₁₃N₃O₃
• 分子量: 247.254
• InChiKey: FLEZNANOEYLYKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  86.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-3-quinolinecarboxylic acid hydrazide 在 盐酸 、 氢氧化钾 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 3-amino-6,7-dimethoxyquinoline
  参考文献：
  名称：

  Synthesis and positive inotropic effect of 1-alkyl- and 1-acyl-6,7-dimethoxy-3-dimethylamino-1,2,3,4-tetrahydroquinolines

  摘要：

  In the search for new positive inotropic agents we have investigated a series of 3-dimethylamino-1,2,3,4-tetrahydroquinolines with various substituents on the nitrogen of the quinoline ring. The N-isobutyryl derivative 20 (S903) was selected as the most interesting compound. Interestingly, while cardiac contractility was increased in vitro, heart rate was unchanged or slightly decreased. The positive inotropic activity was partly dependent on an indirect sympathomimetic effect. The (S) absolute configuration of the (-)enantiomer of S903 was established by correlation with (S)-L-dopa.

  DOI：

  10.1016/0223-5234(94)90110-4
• 作为产物：
  描述：

  6,7-dimethoxy-3-ethoxycarbonylquinoline hydrochloride 在 potassium hydrogencarbonate 、 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以98%的产率得到6,7-dimethoxy-3-quinolinecarboxylic acid hydrazide
  参考文献：
  名称：

  Synthesis and positive inotropic effect of 1-alkyl- and 1-acyl-6,7-dimethoxy-3-dimethylamino-1,2,3,4-tetrahydroquinolines

  摘要：

  In the search for new positive inotropic agents we have investigated a series of 3-dimethylamino-1,2,3,4-tetrahydroquinolines with various substituents on the nitrogen of the quinoline ring. The N-isobutyryl derivative 20 (S903) was selected as the most interesting compound. Interestingly, while cardiac contractility was increased in vitro, heart rate was unchanged or slightly decreased. The positive inotropic activity was partly dependent on an indirect sympathomimetic effect. The (S) absolute configuration of the (-)enantiomer of S903 was established by correlation with (S)-L-dopa.

  DOI：

  10.1016/0223-5234(94)90110-4

文献信息

• Synthesis and positive inotropic effect of 1-alkyl- and 1-acyl-6,7-dimethoxy-3-dimethylamino-1,2,3,4-tetrahydroquinolines
  作者：F SANTANGELO、C CASAGRANDE、G MIRAGOLI、V VECCHIETTI

  DOI：10.1016/0223-5234(94)90110-4

  日期：——

  In the search for new positive inotropic agents we have investigated a series of 3-dimethylamino-1,2,3,4-tetrahydroquinolines with various substituents on the nitrogen of the quinoline ring. The N-isobutyryl derivative 20 (S903) was selected as the most interesting compound. Interestingly, while cardiac contractility was increased in vitro, heart rate was unchanged or slightly decreased. The positive inotropic activity was partly dependent on an indirect sympathomimetic effect. The (S) absolute configuration of the (-)enantiomer of S903 was established by correlation with (S)-L-dopa.