9,10-dimethoxy-3-methyl-3,4,6,7-tetrahydro-2H-pyrimido<6,1-a>isoquinoline-2,4-dione | 68619-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 9,10-dimethoxy-3-methyl-3,4,6,7-tetrahydro-2H-pyrimido<6,1-a>isoquinoline-2,4-dione
• 英文别名: 9,10-dimethoxy-3-methyl-6,7-dihydro-pyrimido[6,1-a]isoquinoline-2,4-dione；9,10-Dimethoxy-3-methyl-3,4,5,7-tetrahydro-4H-pyrimido(6,1-a)isoquinolin-2,4-dione；9,10-Dimethoxy-3-methyl-3,4,6,7-tetrahydro-2H-pyrimido-(6,1-a)isoquinolin-2,4-dione；9,10-dimethoxy-3-methyl-6,7-dihydropyrimido[6,1-a]isoquinoline-2,4-dione
• CAS: 68619-19-2
• 化学式: C₁₅H₁₆N₂O₄
• 分子量: 288.303
• InChiKey: IPTRQPHDOAZCRH-UHFFFAOYSA-N

物化性质

• 熔点：
  260-262 °C
• 沸点：
  465.6±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9,10-dimethoxy-3-methyl-3,4,6,7-tetrahydro-2H-pyrimido<6,1-a>isoquinoline-2,4-dione 在 吡啶 、 tetraphosphorus decasulfide 作用下， 反应 15.0h， 以85%的产率得到9,10-dimethoxy-3-methyl-2-thioxo-2,3,6,7-tetrahydro-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
• 作为产物：
  描述：

  1-carbamidomethylene-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 在 sodium ethanolate 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 20.5h， 生成 9,10-dimethoxy-3-methyl-3,4,6,7-tetrahydro-2H-pyrimido<6,1-a>isoquinoline-2,4-dione
  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

• Pyrimido (6,1-a)isoquinolin-4-one derivatives
  申请人：Hoechst Aktiengesellschaft

  公开号：US04482556A1

  公开（公告）日：1984-11-13

  What are disclosed are pyrimido (6,1-a)isoquinolin-4-one compounds useful as hypotensive agents, bronchodilators, and anti-allergenics, intermediates useful in their preparation, and methods for making the compounds and intermediates.

  披露的是嘧啶并[6,1-a]异喹啉-4-酮化合物，可用作降压剂、支气管扩张剂和抗过敏药物，以及其制备中有用的中间体，以及制备这些化合物和中间体的方法。
• Processes for the manufacture of pyrimido[6,1-a]isoquinolinones
  申请人：Hoechst Aktiengesellschaft

  公开号：US04400506A1

  公开（公告）日：1983-08-23

  What are disclosed are compounds of the formula ##STR1## wherein, X is oxygen, sulfur, or halogen, useful as intermediates in the preparation of certain pyrimido(6,1-a)isoquinolin-4-ones having pharmaceutical utilities, and methods for making said intermediates.

  所披露的是具有以下公式的化合物 ##STR1## 其中，X为氧、硫或卤素，可用作某些具有药用价值的嘧啶并[6,1-a]异喹啉-4-酮的制备中间体，并提供制备该中间体的方法。
• Pyrimido(6-1-a)isoquinolin-4-one derivatives
  申请人：Hoechst Aktiengesellschaft

  公开号：US04598148A1

  公开（公告）日：1986-07-01

  What are disclosed are pyrimido(6,1-a)isoquinolin-4-one compounds useful as hypotensive agents, bronchodilators, and anti-allergenics, intermediates useful in their preparation, and method for making the compounds and intermediates.

  公开的是吡咯并[6,1-a]异喹啉-4-酮化合物，用作降压剂、支气管扩张剂和抗过敏剂，其制备中有用的中间体，以及制备该化合物和中间体的方法。
• BANSI, LAL;DORNAUER, H.;BHATTACHARYA, BANI, KANTA;DOHADWALLA, ALI, HUSSEI+
  作者：BANSI, LAL、DORNAUER, H.、BHATTACHARYA, BANI, KANTA、DOHADWALLA, ALI, HUSSEI+

  DOI：——

  日期：——
• 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：——