9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-pyrimido<6,1-a>isoquinolin-4-one | 91209-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-pyrimido<6,1-a>isoquinolin-4-one
• 英文别名: 9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-pyrimido[6,1-a]isoquinolin-4-one；9,10-dimethoxy-1,2,3,6,7,11b-hexahydropyrimido[6,1-a]isoquinolin-4-one
• CAS: 91209-82-4
• 化学式: C₁₄H₁₈N₂O₃
• 分子量: 262.309
• InChiKey: JDWYTGZLNQMUCL-UHFFFAOYSA-N

物化性质

• 熔点：
  190-192 °C
• 沸点：
  444.3±45.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.8
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (3,4-二甲氧基苯乙基)脲 在 palladium on activated charcoal 氢气 、 sodium ethanolate 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 为溶剂， 25.0~110.0 ℃ 、344.73 kPa 条件下， 反应 24.5h， 生成 9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-pyrimido<6,1-a>isoquinolin-4-one
  参考文献：
  名称：

  Trequinsin, a potent new antihypertensive vasodilator in the series of 2-(arylimino)-3-alkyl-9,10-dimethoxy-3,4,6,7-tetrahydro-2H-pyrimido[6,1-a]isoquinolin-4-ones

  摘要：

  Series of 3-substituted-9,10-dimethoxy-3,4,6,7-tetrahydro-2H-pyrimido [6,1-a]isoquinoline-2,4-diones and 2-substituted-9,10-dimethoxy-6,7-dihydro-4H-pyrimido [6,1-a]isoquinolin-4-ones were synthesized and tested for blood pressure lowering properties in anesthetized normotensive cats and conscious spontaneously hypertensive rats. Several compounds in the 2-(arylamino)-9,10-dimethoxy-6,7-dihydro-4H-pyrimido [6,1-a]isoquinolin-4-one series display a high order of activity. The most active compounds are the alkyl derivatives of the 2-mesitylamino/2-mesitylimino tautomeric forms. The 2-(mesitylimino)-3-methyl analogue trequinsin is a potent antihypertensive agent and displays a hemodynamic profile characteristic of an arteriolar dilator. It is also a potent inhibitor of both cAMP phosphodiesterase and platelet aggregation.

  DOI：

  10.1021/jm00377a016

文献信息

• LAL, BANSI;DOHADWALLA, ALIHUSSEIN, NOMANBHAI;DADKAR, NANDKUMAR, KESHAV;DS+, J. MED. CHEM., 1984, 27, N 11, 1470-1480
  作者：LAL, BANSI、DOHADWALLA, ALIHUSSEIN, NOMANBHAI、DADKAR, NANDKUMAR, KESHAV、DS+

  DOI：——

  日期：——