(10bS,11S)-8,9-dimethoxy-11-methyl-5,6,10b,11-tetrahydro-2H-12-oxa-2,3,4b-triazachrysen-1-one | 704893-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (10bS,11S)-8,9-dimethoxy-11-methyl-5,6,10b,11-tetrahydro-2H-12-oxa-2,3,4b-triazachrysen-1-one
• 英文别名: (9S,10S)-13,14-dimethoxy-9-methyl-8-oxa-1,4,5-triazatetracyclo[8.8.0.02,7.011,16]octadeca-2(7),3,11,13,15-pentaen-6-one
• CAS: 704893-90-3
• 化学式: C₁₇H₁₉N₃O₄
• 分子量: 329.356
• InChiKey: XBXOSSFJYFLDBF-BJOHPYRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  76.68
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (10bS,11S)-8,9-dimethoxy-11-methyl-5,6,10b,11-tetrahydro-2H-12-oxa-2,3,4b-triazachrysen-1-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以92%的产率得到(10bS,11S)-2-(2,5-difluorobenzyl)-8,9-dimethoxy-11-methyl-5,6,10b,11-tetrahydro-2H-12-oxa-2,3,4b-triazachrysen-1-one
  参考文献：
  名称：

  An efficient synthesis of [1,4]pyridazinooxazine[3,4-a]tetrahydro isoquinolines

  摘要：

  A series of fused isoquinoline-pyridazinooxazine chimera were prepared in good overall yield from phenethylamide I and 4,5-dichloropyridazin-3-one 2 via Smiles rearrangement and Pictet-Spengler cyclization. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.011
• 作为产物：
  描述：

  (S)-4-[2-(3,4-Dimethoxy-phenyl)-ethyl]-3-hydroxy-2-methyl-7-(tetrahydro-pyran-2-yl)-3,4-dihydro-2H,7H-pyridazino[4,5-b][1,4]oxazin-8-one 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 (10bS,11S)-8,9-dimethoxy-11-methyl-5,6,10b,11-tetrahydro-2H-12-oxa-2,3,4b-triazachrysen-1-one
  参考文献：
  名称：

  An efficient synthesis of [1,4]pyridazinooxazine[3,4-a]tetrahydro isoquinolines

  摘要：

  A series of fused isoquinoline-pyridazinooxazine chimera were prepared in good overall yield from phenethylamide I and 4,5-dichloropyridazin-3-one 2 via Smiles rearrangement and Pictet-Spengler cyclization. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.011

文献信息

• Synthetic Studies on Isoquinoline Derivatives with Multidrug Resistance (MDR) Modulating Activity
  作者：Chen Ma、Su-Dong Cho、J. R. Falck、Dong-Soo Shin

  DOI：10.3987/com-03-9918

  日期：——

  Tetrahydropyridazino-1,4-oxazinoisoquinoline derivatives with multidrug resistance (MDR) modulating activity were designed and synthesized. A key step for cyclization of 1,4-oxazine ring was developed using K2CO3 and CH3CN in one-pot. Among prepared compounds, 2-(4-fluorobenzyl)-9,10-dimethoxy-12-methyl-6,7,11b,12-tetrahydropyridazino[4',5',5,6][1,4]oxazine[3,4,-a]isoquinolin-1(2H)-one (If) exhibited significant MDR reversing activity and low toxicity, which might be as potential MDR agent.