8-(4-((diethylamino)methyl)phenoxy)-N,N-diethyloctan-1-amine | 1234574-85-6

• 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: 8-(4-((diethylamino)methyl)phenoxy)-N,N-diethyloctan-1-amine
• 英文别名: 8-[4-(diethylaminomethyl)phenoxy]-N,N-diethyloctan-1-amine
• CAS: 1234574-85-6
• 化学式: C₂₃H₄₂N₂O
• 分子量: 362.599
• InChiKey: GYCQGSQJICZJAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(4-((diethylamino)methyl)phenoxy)-N,N-diethyloctan-1-amine 在 盐酸 作用下， 以 水 为溶剂， 生成
  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：

  N-[4-(8-bromooctyloxy)benzyl]-N-ethylethanamine 、 二乙胺 在 potassium iodide 作用下， 以 乙醇 为溶剂， 以90%的产率得到8-(4-((diethylamino)methyl)phenoxy)-N,N-diethyloctan-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

文献信息

• Synthesis of 4-[(diethylamino)methyl]-phenol derivatives as novel cholinesterase inhibitors with selectivity towards butyrylcholinesterase
  作者：Liang Yu、Rihui Cao、Wei Yi、Qin Yan、Zhiyong Chen、Lin Ma、Wenlie Peng、Huacan Song

  DOI：10.1016/j.bmcl.2010.04.059

  日期：2010.6

  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.