10-Chloro-3-phenyl-5,6-dihydro-pyrido[3,2,1-ij]quinazoline-1,7-dione | 220327-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 10-Chloro-3-phenyl-5,6-dihydro-pyrido[3,2,1-ij]quinazoline-1,7-dione
• 英文别名: 6-Chloro-2-phenyl-1,3-diazatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-4,10-dione
• CAS: 220327-62-8
• 化学式: C₁₇H₁₁ClN₂O₂
• 分子量: 310.74
• InChiKey: ITMCEJAFTWKCGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10-Chloro-3-phenyl-5,6-dihydro-pyrido[3,2,1-ij]quinazoline-1,7-dione 在 potassium carbonate 、 hydroxylamine-O-sulfonic acid 作用下， 生成 10-chloro-5,6-dihydro-3-phenyl-1H,7H-pyrido(3,2,1-ij)quinazoline-1,7-dione 7-oxime-O-sulfonic acid potassium salt
  参考文献：
  名称：

  Synthesis and diuretic activity of 4,5-dihydro-6H-imidazo[4,5,1-ij]quinoline-6-one6-oxime-O-sulfonic acid derivatives

  摘要：

  Using our previously reported 7-chloro-2,3-dihydro-1-(2-methylbenzoyl)-4(1H)-quinolinone 4-oxime-O-sulfonic acid potassium salt 1a (M17055) as a lead, a series of tricyclic (2a-o, 3, 4, 5) and tetracyclic (6) quinolinone oxime O-sulfonic acid derivatives were synthesized by ring annulation of the 1-(2-methylbenzoyl) moiety to the quinolinone skeleton. They were compared with furosemide and compound la for diuretic activity in dogs; some tricyclic 4,5-dihydro-6H-imidazo[4,5,1-ij]quinoline-6-one 6-oxime-O-sulfonic acid derivatives showed diuretic activity comparable (2c,e) or superior (2m) to the lead compound la. These results are discussed on the basis of a comparison of the conformational and electronic characteristics of the relevant compounds with the aid of computer graphics. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80028-2
• 作为产物：
  描述：

  7-Chloro-4-oxo-1,2,3,4-tetrahydro-quinoline-8-carbonitrile 在 硫酸 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 9.0h， 生成 10-Chloro-3-phenyl-5,6-dihydro-pyrido[3,2,1-ij]quinazoline-1,7-dione
  参考文献：
  名称：

  Synthesis and diuretic activity of 4,5-dihydro-6H-imidazo[4,5,1-ij]quinoline-6-one6-oxime-O-sulfonic acid derivatives

  摘要：

  Using our previously reported 7-chloro-2,3-dihydro-1-(2-methylbenzoyl)-4(1H)-quinolinone 4-oxime-O-sulfonic acid potassium salt 1a (M17055) as a lead, a series of tricyclic (2a-o, 3, 4, 5) and tetracyclic (6) quinolinone oxime O-sulfonic acid derivatives were synthesized by ring annulation of the 1-(2-methylbenzoyl) moiety to the quinolinone skeleton. They were compared with furosemide and compound la for diuretic activity in dogs; some tricyclic 4,5-dihydro-6H-imidazo[4,5,1-ij]quinoline-6-one 6-oxime-O-sulfonic acid derivatives showed diuretic activity comparable (2c,e) or superior (2m) to the lead compound la. These results are discussed on the basis of a comparison of the conformational and electronic characteristics of the relevant compounds with the aid of computer graphics. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80028-2