N-(4-(4-bromobutoxy)benzyl)-N-ethylethanamine | 913380-95-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-(4-bromobutoxy)benzyl)-N-ethylethanamine
• 英文别名: N-[[4-(4-bromobutoxy)phenyl]methyl]-N-ethylethanamine
• CAS: 913380-95-7
• 化学式: C₁₅H₂₄BrNO
• 分子量: 314.266
• InChiKey: MGKPOQROEZQQIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  哌啶 、 N-(4-(4-bromobutoxy)benzyl)-N-ethylethanamine 在 potassium iodide 作用下， 以 乙醇 为溶剂， 以92%的产率得到N-ethyl-N-(4-(4-(piperidin-1-yl)butoxy)benzyl)ethanamine
  参考文献：
  名称：

  Synthesis of 4-[(diethylamino)methyl]-phenol derivatives as novel cholinesterase inhibitors with selectivity towards butyrylcholinesterase

  摘要：

  A series of novel cholinesterase inhibitors, being composed of 4-[(diethylamino) methyl]-phenoxy and secondary amine which were linked with a different length alkyl chain, were designed and synthesized from the starting material p-hydroxybenzaldehyde. These compounds were evaluated as acetylcholinesterase and butyrylcholinesterase (AChE/BChE) inhibitors. Compounds 25-31 having a secondary amine moiety connected to the phenyl ring via eight CH2 units spacer were found to be the most potent inhibitors with IC50 value lower than 220 nM and 48 nM against AChE and BChE, respectively. Interestingly, these inhibitors showed a surprising selectively toward BChE, and compounds 26, 27, and 30 displayed 12.5, 18.6, and 18.8-fold higher affinity to BChE. The inhibition kinetics analyzed by Linewear-Burk plots revealed that such compounds were mix-type inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.059
• 作为产物：
  描述：

  1,4-二溴丁烷 、 4-((diethylamino)methyl)phenol 在 sodium hydroxide 、 十六烷基三甲基溴化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 6.0h， 以76.8%的产率得到N-(4-(4-bromobutoxy)benzyl)-N-ethylethanamine
  参考文献：
  名称：

  Design, synthesis and evaluation of galanthamine derivatives as acetylcholinesterase inhibitors

  摘要：

  A new series of galanthamine derivatives have been designed, synthesized and evaluated as acetylcholinesterase inhibitors. All of the new compounds prepared showed high AChE inhibitory activities, with compound 3e that has an N-hexyl-benzyl piperidine substituent on the nitrogen atom reaching the best inhibitory activity for AChE (IC50 = 5.62 nM). The docking study performed with AutoDock demonstrated that 3e was nicely accommodated by AChE. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.018