5-morpholin-4-yl-indeno[1,2-c]isoquinolin-11-one | 1279716-92-5

• 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: 5-morpholin-4-yl-indeno[1,2-c]isoquinolin-11-one
• 英文别名: 5-Morpholin-4-ylindeno[1,2-c]isoquinolin-11-one
• CAS: 1279716-92-5
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: WEDAZCIUULAATJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-morpholin-4-yl-indeno[1,2-c]isoquinolin-11-one 在 硼烷四氢呋喃络合物 、 溶剂黄146 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 6.0h， 以91%的产率得到5-morpholin-4-yl-11H-indeno[1,2-c]isoquinolin
  参考文献：
  名称：

  Design, synthesis and docking study of 5-amino substituted indeno[1,2-c]isoquinolines as novel topoisomerase I inhibitors

  摘要：

  Various 5-amino group-substituted indeno[1,2-c]isoquinolines 7a-f were synthesized based on the previous QSAR study as rigid structures of 3-arylisoquinolines. Amino group-substituted compounds, especially 5-piperazinyl indeno[1,2-c]isoquinoline 7f, displayed potent topoisomerase I inhibitory activity as well as cytotoxicities against five different tumor cell lines. A Surflex-Dock docking model of 7f was also studied. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.064
• 作为产物：
  描述：

  5,6-dihydro-5,11-diketo-11H-indeno[1,2-c]isoquinoline 在 potassium carbonate 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 5-morpholin-4-yl-indeno[1,2-c]isoquinolin-11-one
  参考文献：
  名称：

  Design, synthesis and docking study of 5-amino substituted indeno[1,2-c]isoquinolines as novel topoisomerase I inhibitors

  摘要：

  Various 5-amino group-substituted indeno[1,2-c]isoquinolines 7a-f were synthesized based on the previous QSAR study as rigid structures of 3-arylisoquinolines. Amino group-substituted compounds, especially 5-piperazinyl indeno[1,2-c]isoquinoline 7f, displayed potent topoisomerase I inhibitory activity as well as cytotoxicities against five different tumor cell lines. A Surflex-Dock docking model of 7f was also studied. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.064

文献信息

• Carbonylative Transformations Using a DMAP-Based Pd-Catalyst through Ex Situ CO Generation
  作者：Pallabi Halder、Ashif Iqubal、Krishanu Mondal、Narottam Mukhopadhyay、Parthasarathi Das

  DOI：10.1021/acs.joc.3c01725

  日期：2023.11.3

  aminocarbonylation and carbonylative Suzuki–Miyaura coupling has been developed using a novel palladium complex, [PdII(DMAP)2(OAc)2]. The complex was successfully synthesized using a stoichiometric reaction between PdII(OAc)2 and DMAP in acetone at room temperature and characterized using single-crystal X-ray analysis. Only 5 mol % catalyst loading was sufficient for effective carbonylative transformations. “Chloroform-COware”

  使用新型钯配合物[Pd II (DMAP) 2 (OAc) 2 ]开发了一种无膦、高效的氨基羰基化和羰基化Suzuki-Miyaura偶联方案。该复合物是在室温下在丙酮中通过 Pd II (OAc) 2和 DMAP之间的化学计量反应成功合成的，并使用单晶 X 射线分析进行了表征。仅 5 mol% 的催化剂负载量就足以实现有效的羰基化转化。利用“氯仿-COware”化学方法，在两室装置中使用氯仿作为廉价的 CO 源，安全、轻松地插入羰基单元。利用该技术合成了CX-516、CX-546、farampator等多种增值药学相关化合物。此外，商业设计的 COware 被设计为 COware-RB 设置，用于连续一锅合成茚并异喹啉（拓扑异构酶 I 抑制剂）。