6-(2-(diethylamino)ethoxy)-7-hydroxy-2H-chromen-2-one hydrochloride | 1373825-09-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6-(2-(diethylamino)ethoxy)-7-hydroxy-2H-chromen-2-one hydrochloride
• 英文别名: 6-[2-(Diethylamino)ethoxy]-7-hydroxychromen-2-one;hydrochloride
• CAS: 1373825-09-2
• 化学式: C₁₅H₁₉NO₄*ClH
• 分子量: 313.781
• InChiKey: LIRITAGUXJJGAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  59
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-(2-(diethylamino)ethoxy)-7-(methoxymethoxy)-2H-chromen-2-one 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以96%的产率得到6-(2-(diethylamino)ethoxy)-7-hydroxy-2H-chromen-2-one hydrochloride
  参考文献：
  名称：

  Synthesis of aminoalkyl-substituted coumarin derivatives as acetylcholinesterase inhibitors

  摘要：

  Alzheimer's disease, one of the most common forms of dementia, is a progressive neurodegenerative disorder symptomatically characterized by declines in memory and cognitive abilities. To date, the successful therapeutic strategy to treat AD is maintaining levels of acetylcholine by inhibiting acetylcholinesterase (AChE). In the present study, coumarin derivatives were designed and synthesized as AChE inhibitors based on the lead structure of scopoletin. Of those synthesized, pyrrolidine-substituted coumarins 3b and 3f showed ca. 160-fold higher AChE inhibitory activities than scopoletin. These compounds also ameliorated scopolamine-induced memory deficit in mice when administered orally at the dose of 1 and 2 mg/kg. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.010

文献信息

• Synthesis of aminoalkyl-substituted coumarin derivatives as acetylcholinesterase inhibitors
  作者：Seung Ok Nam、Dong Hyun Park、Young Hun Lee、Jong Hoon Ryu、Yong Sup Lee

  DOI：10.1016/j.bmc.2014.01.010

  日期：2014.2

  Alzheimer's disease, one of the most common forms of dementia, is a progressive neurodegenerative disorder symptomatically characterized by declines in memory and cognitive abilities. To date, the successful therapeutic strategy to treat AD is maintaining levels of acetylcholine by inhibiting acetylcholinesterase (AChE). In the present study, coumarin derivatives were designed and synthesized as AChE inhibitors based on the lead structure of scopoletin. Of those synthesized, pyrrolidine-substituted coumarins 3b and 3f showed ca. 160-fold higher AChE inhibitory activities than scopoletin. These compounds also ameliorated scopolamine-induced memory deficit in mice when administered orally at the dose of 1 and 2 mg/kg. (C) 2014 Elsevier Ltd. All rights reserved.