2H-imidazo[1,5-b]isoquinoline-1,3,5-trione | 118726-42-4

• 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: 2H-imidazo[1,5-b]isoquinoline-1,3,5-trione
• 英文别名: 7,9-Diaza-tricyclo<13-5;11-7>tridecen-(11)-aren-(1)-trion-(6,8,10)；Imidazo[1,5-b]isoquinoline-1,3,5(2h)-trione；imidazo[1,5-b]isoquinoline-1,3,5-trione
• CAS: 118726-42-4
• 化学式: C₁₁H₆N₂O₃
• 分子量: 214.18
• InChiKey: QUUXZOIDDIAQKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.71
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.17
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  邻羧基苯甲醛 在 盐酸 、 sodium hydroxide 、 sodium acetate 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 18.0h， 生成 2H-imidazo[1,5-b]isoquinoline-1,3,5-trione
  参考文献：
  名称：

  SYNTHESIS OF 15H-ISOQUINO[2′,3′:3,4]IMIDAZO[2,1-B]QUINAZOLINE-7,13,15-TRIONES AND 14H-ISOQUINO[2′,3′:3,4]IMIDAZO[2,1-B]BENZO[G]QUINAZOLINE-8,14,16-TRIONE AS NEW POLYCYCLIC FUSED-RING SYSTEMS

  摘要：

  3-Thioxo-2H-imidazo[1,5-b]isoquinoline-1,5-dione (3) and 2-substituted-3-thioxo-2H-imidazo[1,5-b]isoquinoline-1,5-diones(4a-l) were prepared from the reaction of 2-thioliydantoin. (2) and 3-substituted 2-thiohydantoin (5a-l) with 2-formyl benzoic acid (1). Alkylation of 3 under an anhydrous basic conditions afforded 4a-i. The alkylation of 3 in. aqueous basic solution, afforded 3-(alkyl-mercapto)imidazo[1,5-b]isoquinoline-1,5-diones (7a,b). Reactions of the aromatic amino acids 9a,b and 12 with 7a afforded 2-(2H-1,5dioxoimidazo[1,5-b]isoquinazolin-3-ylideneamino)benzoic acids (10a,b) and 3-(2H-1,5-dioxoimidazo[1,5-b]isoquinazolin-3-ylideneamino)-2-naphthalenecarboxylic acid (13), which were then cyclyzed by heating in acetic anhydride to afford 15H-isoquino[2',3':3,4]-imidazo[2,1-b]quinazoline-7,13,15-triones (11a,b) and 14H-isoquino[2',3':3,4]imidazo[2,1-b]benzo[g]quinazoline-8,14,16-trione (14). Some of the new compounds were tested for their antitumor activities.

  DOI：

  10.1080/104265090507533