2,3-dihydro-6,7-dimethoxy-3-(3-acetoxypropyl)-4H-1,3-benzoxazin-4-one | 153528-89-3

• 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-6,7-dimethoxy-3-(3-acetoxypropyl)-4H-1,3-benzoxazin-4-one
• 英文别名: 3-(6,7-dimethoxy-4-oxo-2H-1,3-benzoxazin-3-yl)propyl acetate
• CAS: 153528-89-3
• 化学式: C₁₅H₁₉NO₆
• 分子量: 309.319
• InChiKey: KPNTZJPAGUGBIH-UHFFFAOYSA-N

物化性质

• 沸点：
  480.9±45.0 °C(predicted)
• 密度：
  1.220±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  74.3
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-6,7-dimethoxy-3-(3-acetoxypropyl)-4H-1,3-benzoxazin-4-one 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.75h， 生成 2,3-dihydro-6,7-dimethoxy-3-(3-hydroxypropyl)-4H-1,3-benzoxazin-4-one
  参考文献：
  名称：

  Synthesis and bradycardic activity of a series of substituted 3-aminoalkyl-2,3-dihydro-4H-1,3-benzoxazin-4-ones as potent antiischemics

  摘要：

  A series of 2,3-dihydro-4H-1,3-benzoxazin-4-ones substituted at the 3-position with an arylalkyaminoalkyl group have been synthesized and their specific bradycardic and antiarrythmic activities evaluated. Bradycardia is optimal when the aromatic rings are substituted with methoxy groups and the side-chain amine is N-methylated. N-Demethylated and 2-alkylated derivatives show the highest antiarrhythmic activity but have little bradycardid action. Most of the compounds described are more potent than Falipamil. Compound lm (F 3226) has been selected for further pharmacological tests and the bradycardic activity has been confirmed when administered orally to anesthetized rats without notable side effects.

  DOI：

  10.1016/0223-5234(93)90027-c
• 作为产物：
  描述：

  甲基2-羟基-4,5-二甲氧基苯甲酸酯 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 17.0h， 生成 2,3-dihydro-6,7-dimethoxy-3-(3-acetoxypropyl)-4H-1,3-benzoxazin-4-one
  参考文献：
  名称：

  Synthesis and bradycardic activity of a series of substituted 3-aminoalkyl-2,3-dihydro-4H-1,3-benzoxazin-4-ones as potent antiischemics

  摘要：

  A series of 2,3-dihydro-4H-1,3-benzoxazin-4-ones substituted at the 3-position with an arylalkyaminoalkyl group have been synthesized and their specific bradycardic and antiarrythmic activities evaluated. Bradycardia is optimal when the aromatic rings are substituted with methoxy groups and the side-chain amine is N-methylated. N-Demethylated and 2-alkylated derivatives show the highest antiarrhythmic activity but have little bradycardid action. Most of the compounds described are more potent than Falipamil. Compound lm (F 3226) has been selected for further pharmacological tests and the bradycardic activity has been confirmed when administered orally to anesthetized rats without notable side effects.

  DOI：

  10.1016/0223-5234(93)90027-c