2-(2-Cyclopentylphenoxy)-9,10-dimethoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4one | 299157-99-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-Cyclopentylphenoxy)-9,10-dimethoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4one
• 英文别名: 2-(2-Cyclopentylphenoxy)-9,10-dimethoxy-6.7-dihydro-4H-pyrimido[6,1-a]-isoquinolin-4-one；2-(2-cyclopentylphenoxy)-9,10-dimethoxy-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one
• CAS: 299157-99-6
• 化学式: C₂₅H₂₆N₂O₄
• 分子量: 418.492
• InChiKey: QEYZGAZYTTUIRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-环戊基苯酚 、 2-chloro-9,10-dimethoxy-6,7-dihydro-4H-pyrimido<6,1-a>isoquinolin-4-one 在 potassium carbonate 作用下， 以 异丙醇 为溶剂， 以30%的产率得到2-(2-Cyclopentylphenoxy)-9,10-dimethoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4one
  参考文献：
  名称：

  Derivatives of pyrimido[6,1-a]isoquinolin-4-one

  摘要：

  该发明提供了通式(I)的化合物或其盐： 其中R1和R2分别代表C1-6烷基或C2-7酰基基团；X代表OCH2或CR3R4基团；其中R3或R4分别代表氢原子或C1-3烷基基团；R5代表氢原子或C1-3烷基、C2-3烯基或C2-3炔基团；R6代表氢原子或C1-6烷基、C2-6烯基、C2-6炔基、氨基、C1-6烷基氨基、双(C1-6)烷基氨基或C2-7酰氨基团；R7和R8分别代表氢或卤原子或羟基、三氟甲基、C1-6烷基、C2-6烯基、C2-6炔基、C2-7酰基、C1-6烷基硫基、C1-6烷氧基、C3-6环烷基；R9代表氢或卤原子或羟基、三氟甲基、C1-6烷基、C2-6烯基、C2-6炔基、C2-7酰基、C1-6烷基硫基、C1-6烷氧基或C3-6环烷基。该化合物或其盐可用于治疗哮喘等呼吸系统疾病。该发明的化合物比已知的三氮杂环化合物trequinsin（9,10-二甲氧基-3-甲基-2-间甲苯基亚基-2,3,6,7-四氢-4H-嘧啶并［6,1-a］异喹啉-4-酮）具有更长的作用持续时间。

  公开号：

  US20030119813A1

文献信息

• DERIVATIVES OF PYRIMIDO[6,1-A]ISOQUINOLIN-4-ONE
  申请人：Vernalis Limited

  公开号：EP1165556A1

  公开（公告）日：2002-01-02
• [EN] DERIVATIVES OF PYRIMIDO[6,1-A]ISOQUINOLIN-4-ONE<br/>[FR] DERIVES DE PYRIMIDO [6,1-A] ISOQUINOLEIN-4-ONE
  申请人：VANGUARD MEDICA LTD

  公开号：WO2000058309A1

  公开（公告）日：2000-10-05

  Compounds of general formula (I) wherein each of R?1 and R2¿ independently represents a C¿1-6? alkyl or C2-7 acyl group; X represents OCH2 or a group CR?3R4¿, wherein each of R3 or R4 independently represents a hydrogen atom or a C¿1-3? alkyl group; R?5¿ represents a hydrogen atom or a C¿1-3? alkyl, C2-3 alkenyl or C2-3 alkynyl group; R?6¿ represents a hydrogen atom or a C¿1-6? alkyl, C2-6 alkenyl, C2-6 alkynyl, amino, C1-6 alkylamino, di(C1-6) alkylamino or C2-7 acylamino group; each of R?7 and R8¿ independently represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C¿1-6? alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkylthio, C1-6 alkoxy, C3-6 cycloalkyl; R?9¿ represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C¿1-6? alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkylthio, C1-6 alkoxy or C3-6 cycloalkyl group, or salts thereof are useful for treatment of respiratory disorders such as asthma. Compounds of the invention have a longer duration of action than the known compound trequinsin (9,10-dimethoxy-3-methyl-2-mesitylimino-2,3,6,7-tetrahydro-4H-pyrimido[6,1-a]isoquinolin-4-one) and do not have trequinsin's very bitter taste.