N-cyclohexyl-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide | 898217-34-0

• 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-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide
• 英文别名: N-Cyclohexyl-4-oxo-6-{[3-(trifluoromethyl)phenyl]sulfamoyl}-1,4-dihydroquinoline-3-carboxamide；N-cyclohexyl-4-oxo-6-[[3-(trifluoromethyl)phenyl]sulfamoyl]-1H-quinoline-3-carboxamide
• CAS: 898217-34-0
• 化学式: C₂₃H₂₂F₃N₃O₄S
• mdl: MFCD15102796
• 分子量: 493.507
• InChiKey: JSQBNGNXBHWUFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-nitro-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide 在 palladium on activated charcoal 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 20.0~120.0 ℃ 、413.7 kPa 条件下， 反应 34.25h， 生成 N-cyclohexyl-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-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.