2-(N-isopropyl-2,4,6-trimethyl-anilino)-9,10-dimethoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one | 83070-39-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(N-isopropyl-2,4,6-trimethyl-anilino)-9,10-dimethoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one
• 英文别名: 9,10-dimethoxy-2-(N-isopropyl-2,4,6-trimethylanilino)-6,7-dihydro-4H-pyrimido(6,1-a)isoquinolin-4-one；4H-Pyrimido(6,1-a)isoquinolin-4-one, 6,7-dihydro-9,10-dimethoxy-2-((1-methylethyl)(2,4,6-trimethylphenyl)amino)-；9,10-dimethoxy-2-(2,4,6-trimethyl-N-propan-2-ylanilino)-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one
• CAS: 83070-39-7
• 化学式: C₂₆H₃₁N₃O₃
• 分子量: 433.55
• InChiKey: IGMDVVVLOVIMLY-UHFFFAOYSA-N

物化性质

• 熔点：
  182-183 °C
• 沸点：
  592.8±60.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-carbamidomethylene-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 在 sodium ethanolate 、 potassium carbonate 、 三氯氧磷 作用下， 以 乙醇 、 氯仿 、 丙酮 为溶剂， 反应 32.0h， 生成 2-(N-isopropyl-2,4,6-trimethyl-anilino)-9,10-dimethoxy-6,7-dihydro-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

• 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.

  公开的是嘧啶并[6,1-a]异喹啉-4-酮化合物，其可用作降压剂、支气管扩张剂和抗过敏剂，还公开了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。
• 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。
• 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：——
• Pharmaceutical compositions comprising labdane diterpenoid derivatives and pyrimido(6,1-a) isoquinolin-4-one derivatives and their use
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0370379B1

  公开（公告）日：1992-09-09
• US4482556A
  申请人：——

  公开号：US4482556A

  公开（公告）日：1984-11-13