N-(2-(4-benzylpiperidin-1-yl)ethyl)-(1,1'-biphenyl)-4-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(2-(4-benzylpiperidin-1-yl)ethyl)-(1,1'-biphenyl)-4-carboxamide
• 英文别名: N-[2-(4-benzylpiperidin-1-yl)ethyl]-4-phenylbenzamide
• 化学式: C₂₇H₃₀N₂O
• 分子量: 398.548
• InChiKey: QXORAPZZHCKPIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  联苯-4-甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 N-(2-(4-benzylpiperidin-1-yl)ethyl)-(1,1'-biphenyl)-4-carboxamide
  参考文献：
  名称：

  Design and synthesis of 4-benzylpiperidine carboxamides as dual serotonin and norepinephrine reuptake inhibitors

  摘要：

  A series of 4-benzylpiperidine carboxamides were designed and synthesized, and tested for their dual (serotonin and norepinephrine) reuptake inhibition. The synthesis of 4-benzylpiperidine carboxamides involved two main steps: amidation and substitution. Derivatives with 3 carbon linker displayed better activity than with 2 carbon linker. 4-Biphenyl- and 2-naphthyl-substituted derivatives 7e and 7j showed greater dual reuptake inhibition than standard drug venlafaxine HCl. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.08.022

文献信息

• Design and synthesis of some new carboxamide and propanamide derivatives bearing phenylpyridazine as a core ring and the investigation of their inhibitory potential on in-vitro acetylcholinesterase and butyrylcholinesterase
  作者：Burcu Kilic、Hayrettin O. Gulcan、Fatma Aksakal、Tugba Ercetin、Nihan Oruklu、E. Umit Bagriacik、Deniz S. Dogruer

  DOI：10.1016/j.bioorg.2018.05.006

  日期：2018.9

  A series of new carboxamide and propanamide derivatives bearing phenylpyridazine as a core ring were designed, synthesized and evaluated for their ability to inhibit both cholinesterase enzymes. In addition, a series of carboxamide and propanamide derivatives bearing biphenyl instead of phenylpyridazine were also synthesized to examine the inhibitory effect of pyridazine moiety on both cholinesterase

  设计，合成并评估了一系列以苯基哒嗪为核心环的新的羧酰胺和丙酰胺衍生物，以抑制它们同时抑制胆碱酯酶的能力。另外，还合成了一系列带有联苯而不是苯基哒嗪的羧酰胺和丙酰胺衍生物，以检验哒嗪部分对两种胆碱酯酶的抑制作用。抑制活性结果表明，化合物5b，5f，5h，5j，5l哒嗪-3-甲酰胺衍生物表现出选择性乙酰胆碱酯酶（AChE）抑制作用，IC 50值为0.11至2.69 µM。其中，化合物5h是活性最高的化合物（IC 50 = 0.11 µM），且其有效浓度对AChE无细胞毒性作用。此外，哒嗪-3-甲酰胺衍生物5d（AChE的IC 50 = 0.16 µM，BChE的IC 50 = 9.80 µM）和联苯-4-羧酰胺衍生物6d（AChE的IC 50 = 0.59 µM，BChE的IC 50 = 1.48 µM ）显示出双重胆碱酯酶抑制活性。此外，还测试了活性化合物抑制Aβ聚集的能力。化合物的理论理化
• Design and synthesis of 4-benzylpiperidine carboxamides as dual serotonin and norepinephrine reuptake inhibitors
  作者：Suresh Paudel、Yongkai Cao、Shuohan Guo、Byeongkwan An、Kyeong-Man Kim、Seung Hoon Cheon

  DOI：10.1016/j.bmc.2015.08.022

  日期：2015.10

  A series of 4-benzylpiperidine carboxamides were designed and synthesized, and tested for their dual (serotonin and norepinephrine) reuptake inhibition. The synthesis of 4-benzylpiperidine carboxamides involved two main steps: amidation and substitution. Derivatives with 3 carbon linker displayed better activity than with 2 carbon linker. 4-Biphenyl- and 2-naphthyl-substituted derivatives 7e and 7j showed greater dual reuptake inhibition than standard drug venlafaxine HCl. (C) 2015 Elsevier Ltd. All rights reserved.