6-ethoxy-7-methoxy-1-methyl-2H-isoquinolin-3-one | 122670-47-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-ethoxy-7-methoxy-1-methyl-2H-isoquinolin-3-one
• CAS: 122670-47-7
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: RDLHDXWXOKAXEB-UHFFFAOYSA-N

物化性质

• 熔点：
  270-275 °C
• 沸点：
  545.3±50.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 6-ethoxy-7-methoxy-1-methyl-2H-isoquinolin-3-one 在 高氯酸 作用下， 反应 42.0h， 生成 6-ethoxy-7-methoxy-1-methyl-4-nitro-2H-isoquinolin-3-one
  参考文献：
  名称：

  Isoquinolinol derivatives: potent, short-acting inotropic and vasodilating agents with potential utility for cardiac emergencies

  摘要：

  The synthesis and cardiovascular evaluation of a series of 4-nitroisoquinolin-3-ol derivatives are reported. These compounds are potent, short-acting cardiovascular agents with both positive inotropic and peripheral vasodilating effects when administered intravenously. Compounds with this profile could be of particular therapeutic benefit in cardiac emergencies such as severe late stage heart failure and myocardial infarction. Of particular interest is 7-ethoxy-6-methoxy-1-methyl-4-nitroisoquinolin-3-ol (6) which has potent, non beta-adrenergic parenteral inotropic properties similar to those of dopamine, and also has peripheral vasodilator activity, up to 10-fold greater than amrinone.

  DOI：

  10.1016/0223-5234(91)90023-g
• 作为产物：
  描述：

  3-乙氧基-4-甲氧基苯乙腈 、 乙酸酐 在 高氯酸 作用下， 反应 42.0h， 生成 6-ethoxy-7-methoxy-1-methyl-2H-isoquinolin-3-one
  参考文献：
  名称：

  Isoquinolinol derivatives: potent, short-acting inotropic and vasodilating agents with potential utility for cardiac emergencies

  摘要：

  The synthesis and cardiovascular evaluation of a series of 4-nitroisoquinolin-3-ol derivatives are reported. These compounds are potent, short-acting cardiovascular agents with both positive inotropic and peripheral vasodilating effects when administered intravenously. Compounds with this profile could be of particular therapeutic benefit in cardiac emergencies such as severe late stage heart failure and myocardial infarction. Of particular interest is 7-ethoxy-6-methoxy-1-methyl-4-nitroisoquinolin-3-ol (6) which has potent, non beta-adrenergic parenteral inotropic properties similar to those of dopamine, and also has peripheral vasodilator activity, up to 10-fold greater than amrinone.

  DOI：

  10.1016/0223-5234(91)90023-g