5-(3,4-dimethoxybenzyl)-6,6-dimethyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide | 51486-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 5-(3,4-dimethoxybenzyl)-6,6-dimethyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide
• 英文别名: 5-(3,4-dimethoxy-benzyl)-6,6-dimethyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolinium; iodide；5-[(3,4-dimethoxyphenyl)methyl]-6,6-dimethyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium;iodide
• CAS: 51486-66-9
• 化学式: C₂₁H₂₆NO₄*I
• 分子量: 483.346
• InChiKey: GUCFVZLCJDYIGP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline 以 乙腈 为溶剂， 反应 4.0h， 生成 5-(3,4-dimethoxybenzyl)-6,6-dimethyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide
  参考文献：
  名称：

  Identification of N-benzyltetrahydroisoquinolines as novel anti-neuroinflammatory agents

  摘要：

  A series of simplified berberine analogs was designed, synthesized, and evaluated for anti-inflammatory activity. SAR studies identified N-benzyltetrahydroisoquinoline 7d as a potent berberine analog. 7d suppressed LPS-induced inflammatory cytokine levels in both BV2 cells and primary microglia. Taken together, our results suggest that simplified BB analogs have therapeutic potential as a novel class of anti-neuroinflammatory agents.

  DOI：

  10.1016/j.bmc.2018.10.020