5-chloro-7,8-dihydro-6H-cyclopenta[b][1,8]naphthyridine | 267220-21-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-chloro-7,8-dihydro-6H-cyclopenta[b][1,8]naphthyridine
• CAS: 267220-21-3
• 化学式: C₁₁H₉ClN₂
• mdl: MFCD09864104
• 分子量: 204.659
• InChiKey: BQSMYGSITMSMRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基烟酸 、 环戊酮 在 三氯氧磷 作用下， 反应 2.0h， 以67%的产率得到5-chloro-7,8-dihydro-6H-cyclopenta[b][1,8]naphthyridine
  参考文献：
  名称：

  A facile synthesis of bis-tacrine isosteres

  摘要：

  An efficient synthesis of highly potent and selective acetylcholinesterase (AChE) inhibitors, bis-tacrines and their isosteres 2-4, has been accomplished by bis-amination of 9-chloro-tetrahydroacridine (9a) and its analogs. The critical intermediates were concisely prepared in situ by heating the corresponding ortho-amino aromatic acids and cycloketones in the presence of phosphorus oxychloride. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00036-8

文献信息

• A facile synthesis of bis-tacrine isosteres
  作者：Ming-Kuan Hu、Chih-Feng Lu

  DOI：10.1016/s0040-4039(00)00036-8

  日期：2000.3

  An efficient synthesis of highly potent and selective acetylcholinesterase (AChE) inhibitors, bis-tacrines and their isosteres 2-4, has been accomplished by bis-amination of 9-chloro-tetrahydroacridine (9a) and its analogs. The critical intermediates were concisely prepared in situ by heating the corresponding ortho-amino aromatic acids and cycloketones in the presence of phosphorus oxychloride. (C) 2000 Elsevier Science Ltd. All rights reserved.