Acetamide, N-[(8-hydroxy-7-methoxy-1-isoquinolinyl)methyl]- | 654077-46-0

• 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: Acetamide, N-[(8-hydroxy-7-methoxy-1-isoquinolinyl)methyl]-
• 英文别名: 1-acetylaminomethyl-8-hydroxy-7-methoxyisoquinoline
• CAS: 654077-46-0
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: BJAXSZRFGMAEPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  71.45
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Acetamide, N-[(8-hydroxy-7-methoxy-1-isoquinolinyl)methyl]- 在 三氯氧磷 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 3.0h， 生成 9,10-dimethoxy-3-methylimidazo[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：

  1-cyano-8-hydroxyisoquinoline 在 palladium on activated charcoal 吡啶 、 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 5.0~20.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 生成 Acetamide, N-[(8-hydroxy-7-methoxy-1-isoquinolinyl)methyl]-
  参考文献：
  名称：

  Catalytic Hydrogenation of 8-Acyloxy-1-cyanoisoquinoline and Synthesis of 9-Methoxy-9-deethoxycribrostatin 6

  摘要：

  Catalytic hydrogenation of 8-acyloxy-1-cyanoisoquinolines (6) similar to(9) in the presence of 10% Pd-C and synthesis of 9-methoxy isomer (10) of cribrostatin 6 utilizing the compound (26) obtained by this reaction are described.

  DOI：

  10.3987/com-03-9894

文献信息

• Catalytic Hydrogenation of 8-Acyloxy-1-cyanoisoquinoline and Synthesis of 9-Methoxy-9-deethoxycribrostatin 6
  作者：Shinsuke Nakahara、Akinori Kubo

  DOI：10.3987/com-03-9894

  日期：——

  Catalytic hydrogenation of 8-acyloxy-1-cyanoisoquinolines (6) similar to(9) in the presence of 10% Pd-C and synthesis of 9-methoxy isomer (10) of cribrostatin 6 utilizing the compound (26) obtained by this reaction are described.
• 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.