2-methyl-6,7-dimethoxy-3'-hydroxy-4'-methoxyoxobenzylisoquinoline iodide

• 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: 2-methyl-6,7-dimethoxy-3'-hydroxy-4'-methoxyoxobenzylisoquinoline iodide
• 英文别名: thalprzewalskiinone；(6,7-Dimethoxy-2-methylisoquinolin-2-ium-1-yl)-(3-hydroxy-4-methoxyphenyl)methanone;iodide
• 化学式: C₂₀H₂₀NO₅*I
• 分子量: 481.287
• InChiKey: NVXOQHJOXFSPMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.37
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  68.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-benzoyl-1-cyano-6,7-dimethoxy-1,2-dihydroisoquinoline 在 盐酸 、 sodium chromate(VI) 、 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.13h， 生成 2-methyl-6,7-dimethoxy-3'-hydroxy-4'-methoxyoxobenzylisoquinoline iodide
  参考文献：
  名称：

  Synthesis of Thalprzewalskiinone, a Revision of Structure

  摘要：

  A direct comparison of the spectral data for synthetic 2-methyl-6,7-dimethoxy-3 ' -methoxy-4 ' -hydroxy-oxobenzylisoquinoline iodide (1) and its positional isomer 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline iodide (2) with the data obtained for the oxobenzylisoquinoline alkaloid thalprzewalskiinone revealed that the original structural assignment of the alkaloid as 1 was in error. These results mandate the revision of structure of thalprzewalskiinone to 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline quinoline iodide (2).

  DOI：

  10.1021/np0101200

文献信息

• Synthesis of Thalprzewalskiinone, a Revision of Structure
  作者：Tawfeq A. Al-Howiriny、Michael A. Zemaitis、Cong-yuan Gao、Chad E. Hadden、Gary E. Martin、Fu-tyan Lin、Paul L. Schiff

  DOI：10.1021/np0101200

  日期：2001.6.1

  A direct comparison of the spectral data for synthetic 2-methyl-6,7-dimethoxy-3 ' -methoxy-4 ' -hydroxy-oxobenzylisoquinoline iodide (1) and its positional isomer 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline iodide (2) with the data obtained for the oxobenzylisoquinoline alkaloid thalprzewalskiinone revealed that the original structural assignment of the alkaloid as 1 was in error. These results mandate the revision of structure of thalprzewalskiinone to 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline quinoline iodide (2).