N-cyclohexyl-4-oxo-6-(o-tolyl)-1,4-dihydroquinoline-3-carboxamide | 1449221-52-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-cyclohexyl-4-oxo-6-(o-tolyl)-1,4-dihydroquinoline-3-carboxamide
• 英文别名: N-cyclohexyl-6-(2-methylphenyl)-4-oxo-1H-quinoline-3-carboxamide
• CAS: 1449221-52-6
• 化学式: C₂₃H₂₄N₂O₂
• 分子量: 360.456
• InChiKey: PTDUUYDNKWVSGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 4-oxo-6-(o-tolyl)-1,4-dihydro-quinoline-3-carboxylate 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 14.25h， 生成 N-cyclohexyl-4-oxo-6-(o-tolyl)-1,4-dihydroquinoline-3-carboxamide
  参考文献：
  名称：

  4-Oxo-1,4-dihydro-quinoline-3-carboxamides as BACE-1 inhibitors: Synthesis, biological evaluation and docking studies

  摘要：

  In this work, we report a series of new 4-oxo-1,4-dihydro-quinoline-3-carboxamide derivatives as,beta-secretase (BACE-1) inhibitors. Supported by docking study, a small library of derivatives were designed, synthesized and biologically evaluated in vitro. The studies revealed that the most potent analog 14e (IC50 = 1.89 mu M) with low cellular cytotoxicity and high predicted blood brain barrier permeability, could serve as a good structure for further modification.(c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.04.025

文献信息

• 4-Oxo-1,4-dihydro-quinoline-3-carboxamides as BACE-1 inhibitors: Synthesis, biological evaluation and docking studies
  作者：Peng Liu、Yan Niu、Chao Wang、Qi Sun、Yaya Zhai、Jiapei Yu、Jing Sun、Fengrong Xu、Gang Yan、Wenjie Huang、Lei Liang、Ping Xu

  DOI：10.1016/j.ejmech.2014.04.025

  日期：2014.5

  In this work, we report a series of new 4-oxo-1,4-dihydro-quinoline-3-carboxamide derivatives as,beta-secretase (BACE-1) inhibitors. Supported by docking study, a small library of derivatives were designed, synthesized and biologically evaluated in vitro. The studies revealed that the most potent analog 14e (IC50 = 1.89 mu M) with low cellular cytotoxicity and high predicted blood brain barrier permeability, could serve as a good structure for further modification.(c) 2014 Elsevier Masson SAS. All rights reserved.