N-(4-((5-bromopentyl)oxy)benzyl)-N-ethylethanamine | 1234574-96-9

• 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-((5-bromopentyl)oxy)benzyl)-N-ethylethanamine
• CAS: 1234574-96-9
• 化学式: C₁₆H₂₆BrNO
• 分子量: 328.293
• InChiKey: AZJFNMJVAAJEPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  19.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(4-((5-bromopentyl)oxy)benzyl)-N-ethylethanamine 、 二乙胺 在 potassium iodide 作用下， 以 乙醇 为溶剂， 以85%的产率得到5-(4-((diethylamino)methyl)phenoxy)-N,N-diethylpentan-1-amine
  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：

  二乙胺 、 4-((5-bromopentyl)oxy)benzaldehyde 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 N-(4-((5-bromopentyl)oxy)benzyl)-N-ethylethanamine
  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