1-acetylaminomethyl-5,7-diethoxy-8-hydroxy-6-methylisoquinoline | 797763-03-2

• 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: 1-acetylaminomethyl-5,7-diethoxy-8-hydroxy-6-methylisoquinoline
• 英文别名: N-[(5,7-diethoxy-8-hydroxy-6-methylisoquinolin-1-yl)methyl]acetamide
• CAS: 797763-03-2
• 化学式: C₁₇H₂₂N₂O₄
• 分子量: 318.373
• InChiKey: ZLMHRTPVAGIFBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  80.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-acetylaminomethyl-5,7-diethoxy-8-hydroxy-6-methylisoquinoline 在 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以76%的产率得到7,9-diethoxy-10-hydroxy-3,8-dimethylimidazo[5,1-a]isoquinoline
  参考文献：
  名称：

  Synthesis of Cribrostatin 6 and Its Related Compounds

  摘要：

  The synthesis of cribrostatin 6 (1), which shows good biological activity as a dark blue cancer cells growth inhibitor and a number of pathogenic bacteria and fungi, was achieved in two steps from 1-acetylaminomethyl-5,7-diethoxy-8-hydroxy-6-methylisoquinoline (14). The related compounds (8 similar to 11) were also synthesized, and the antimicrobial activities of 1 and its nine related compounds (5 similar to 13) were investigated.

  DOI：

  10.3987/com-06-10674
• 作为产物：
  描述：

  3,5-二乙氧基-2-羟基-4-甲基苯甲醛 在 palladium on activated charcoal 吡啶 、 盐酸 、 sodium tetrahydroborate 、 potassium tert-butylate 、 氢气 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 N-甲基吡咯烷酮 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 叔丁醇 、 苯 为溶剂， 反应 148.5h， 生成 1-acetylaminomethyl-5,7-diethoxy-8-hydroxy-6-methylisoquinoline
  参考文献：
  名称：

  Synthesis of Cribrostatin 6

  摘要：

  The first synthesis of cribrostatin 6 (1), a dark blue cancer cell growth inhibiter was achieved in ten-steps from 2,4-diethoxy-3-methylphenol (8), utilizing a catalytic hydrogenation which induces an intramolecular transfer reaction.

  DOI：

  10.3987/com-04-10196

文献信息

• Synthesis of Cribrostatin 6
  作者：Shinsuke Nakahara、Akinori Kubo

  DOI：10.3987/com-04-10196

  日期：——

  The first synthesis of cribrostatin 6 (1), a dark blue cancer cell growth inhibiter was achieved in ten-steps from 2,4-diethoxy-3-methylphenol (8), utilizing a catalytic hydrogenation which induces an intramolecular transfer reaction.
• Synthesis of Cribrostatin 6 and Its Related Compounds
  作者：Shinsuke Nakahara、Akinori Kubo、Yuzuru Mikami、Junji Ito

  DOI：10.3987/com-06-10674

  日期：——

  The synthesis of cribrostatin 6 (1), which shows good biological activity as a dark blue cancer cells growth inhibitor and a number of pathogenic bacteria and fungi, was achieved in two steps from 1-acetylaminomethyl-5,7-diethoxy-8-hydroxy-6-methylisoquinoline (14). The related compounds (8 similar to 11) were also synthesized, and the antimicrobial activities of 1 and its nine related compounds (5 similar to 13) were investigated.