5-(3-amino-2,6-dimethylbenzyloxy)isoquinoline | 206883-10-5

• 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: 5-(3-amino-2,6-dimethylbenzyloxy)isoquinoline
• 英文别名: 3-(Isoquinolin-5-yloxymethyl)-2,4-dimethylaniline
• CAS: 206883-10-5
• 化学式: C₁₈H₁₈N₂O
• 分子量: 278.354
• InChiKey: PTBOZLGGUNETOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 5-(3-amino-2,6-dimethylbenzyloxy)isoquinoline 以 1,2-二氯乙烷 为溶剂， 以91%的产率得到5-(3-acetamido-2,6-dimethylbenzyloxy)isoquinoline
  参考文献：
  名称：

  Studies on Anti-Helicobacter pylori Agents. Part 1: Benzyloxyisoquinoline Derivatives

  摘要：

  The synthesis and optimization of the anti-Helicobacter pylori activity of a novel series of benzyloxyisoquinoline derivatives that was discovered by a random screening process, are described. In the in vitro assay, compound 10c containing a 3-acetamido-2,6-dichlorobenzyl substituent was found to have extremely potent activity against H. pylori and no activity against other common bacteria. The anti-H. pylori activity of 10c was superior to that of amoxicillin (AMPC) (1) and clarithromycin (CAM) (2), However, 10c did not show in vivo efficacy in a mouse infection model; a feature attributed to the lack of strong bactericidal activity at short contact times. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00203-5
• 作为产物：
  描述：

  2,6-dimethyl-3-nitrobenzyl methanesulfonate 在 三氯化铁 、 sodium hydride 、 一水合肼 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(3-amino-2,6-dimethylbenzyloxy)isoquinoline
  参考文献：
  名称：

  Studies on Anti-Helicobacter pylori Agents. Part 1: Benzyloxyisoquinoline Derivatives

  摘要：

  The synthesis and optimization of the anti-Helicobacter pylori activity of a novel series of benzyloxyisoquinoline derivatives that was discovered by a random screening process, are described. In the in vitro assay, compound 10c containing a 3-acetamido-2,6-dichlorobenzyl substituent was found to have extremely potent activity against H. pylori and no activity against other common bacteria. The anti-H. pylori activity of 10c was superior to that of amoxicillin (AMPC) (1) and clarithromycin (CAM) (2), However, 10c did not show in vivo efficacy in a mouse infection model; a feature attributed to the lack of strong bactericidal activity at short contact times. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00203-5