8-methoxy-7,8-dihydropalmatine | 60229-93-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 原小檗碱生物碱及其衍生物
• 英文名称: 8-methoxy-7,8-dihydropalmatine
• 英文别名: 13,13a-Didehydro-2,3,8,9,10-pentamethoxyberbin；2,3,8,9,10-pentamethoxy-6,8-dihydro-5H-isoquinolino[2,1-b]isoquinoline
• CAS: 60229-93-8
• 化学式: C₂₂H₂₅NO₅
• 分子量: 383.444
• InChiKey: FTFYGJUAFKVFGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甲醇 、 盐酸巴马汀 在 sodium methylate 作用下， 反应 24.0h， 以90%的产率得到8-methoxy-7,8-dihydropalmatine
  参考文献：
  名称：

  Palmatine and Berberine Isolation Artifacts

  摘要：

  Some 8-substituted derivatives of the protoberberine alkaloids palmatine (1a) and berberine (1b) have been prepared and investigated by 1D and 2D NMR spectroscopy (H-1, C-13, N-15). Complete NMR data for the 8-hydroxy (2), 8-methoxy (3), 8-ethoxy (4), and 8-trichloromethyl (5) 7,8-dihydro derivatives of la and 1b, as well as X-ray data for 8-methoxydihydroberberine (3b), 8-trichloromethyldihydropalmatine (5a), and 8-trichloromethyldihydroberberine (5b), are presented. The physicochemical data for all of these compounds are reviewed and compared with previously published values.

  DOI：

  10.1021/np0204996

文献信息

• Palmatine and Berberine Isolation Artifacts
  作者：Radek Marek、Pavlína Sečkářová、Dagmar Hulová、Jaromír Marek、Jiří Dostál、Vladimír Sklenář

  DOI：10.1021/np0204996

  日期：2003.4.1

  Some 8-substituted derivatives of the protoberberine alkaloids palmatine (1a) and berberine (1b) have been prepared and investigated by 1D and 2D NMR spectroscopy (H-1, C-13, N-15). Complete NMR data for the 8-hydroxy (2), 8-methoxy (3), 8-ethoxy (4), and 8-trichloromethyl (5) 7,8-dihydro derivatives of la and 1b, as well as X-ray data for 8-methoxydihydroberberine (3b), 8-trichloromethyldihydropalmatine (5a), and 8-trichloromethyldihydroberberine (5b), are presented. The physicochemical data for all of these compounds are reviewed and compared with previously published values.