11-methoxy-7,8-dihydro-5H-benzo[2,3][1,7]naphthyridino[8,7-b]quinazolin-5-one | 1266691-17-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 11-methoxy-7,8-dihydro-5H-benzo[2,3][1,7]naphthyridino[8,7-b]quinazolin-5-one
• 英文别名: 18-Methoxy-3,11,22-triazapentacyclo[12.8.0.02,11.04,9.016,21]docosa-1(14),2,4,6,8,15,17,19,21-nonaen-10-one
• CAS: 1266691-17-1
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: LLFOOWCECBJEOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  靛红酸酐 在 ytterbium(III) triflate 作用下， 以 邻二甲苯 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 11-methoxy-7,8-dihydro-5H-benzo[2,3][1,7]naphthyridino[8,7-b]quinazolin-5-one
  参考文献：
  名称：

  One-Pot Synthesis of Luotonin A and Its Analogues

  摘要：

  Starting with inexpensive reagents, a self-directed chemical process with the aid of a single metal triflate was readily achieved to concomitantly construct quinazoline and pyrroloquinoline cores to afford the synthesis of luotonin A and its analogues. Among all compounds prepared, 2c, 2d, and 3b exhibit more potent inhibitory activity than luotonin A against human topoisomerase I.

  DOI：

  10.1021/ol1029707

文献信息

• A Catalytic Approach to Quinoline Fused Lactones and Lactams from Glycine Derivatives
  作者：Congde Huo、Yong Yuan、Fengjuan Chen、Yajun Wang

  DOI：10.1002/adsc.201500513

  日期：2015.11.16

  A dual catalyst system [copper(II) chloride-sulfuric acid, (CuCl2-H2SO4)]-promoted aerobic oxidative reaction of glycine derivatives with 2,3-dihydrofurans or 2,3-dihydropyrroles has been explored, affording an efficient synthesis of high value quinoline fused lactones and lactams. The application of this new methodology to the synthesis of a bioactive C ring extension analogue of luotonin A has been

  探索了一种双催化剂体系[氯化铜（II）硫酸，（CuCl 2 -H 2 SO 4）]-促进甘氨酸衍生物与2,3-二氢呋喃或2,3-二氢吡咯的好氧氧化反应，得到了有效合成高价值的喹啉融合内酯和内酰胺。以简洁的三步顺序完成了这种新方法在合成荧光素A的生物活性C环延伸类似物方面的应用。
• One-Pot Synthesis of Luotonin A and Its Analogues
  作者：Ming-Chung Tseng、Yu-Wan Chu、Hsiang-Ping Tsai、Chun-Mao Lin、Jaulang Hwang、Yen-Ho Chu

  DOI：10.1021/ol1029707

  日期：2011.3.4

  Starting with inexpensive reagents, a self-directed chemical process with the aid of a single metal triflate was readily achieved to concomitantly construct quinazoline and pyrroloquinoline cores to afford the synthesis of luotonin A and its analogues. Among all compounds prepared, 2c, 2d, and 3b exhibit more potent inhibitory activity than luotonin A against human topoisomerase I.