4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxylic acid | 388621-83-8

• 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: 4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 4-oxo-6-[[3-(trifluoromethyl)phenyl]sulfamoyl]-1H-quinoline-3-carboxylic acid
• CAS: 388621-83-8
• 化学式: C₁₇H₁₁F₃N₂O₅S
• 分子量: 412.346
• InChiKey: VHQXJFGBSBYNKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxylic acid 、 环己胺 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.25h， 以35.6%的产率得到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
• 作为产物：
  描述：

  1,3-diethyl 2-(((4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)amino)methylene)malonate 在 sodium hydroxide 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 14.0h， 生成 4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxylic acid
  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

• COMPOSITIONS AND METHODS FOR APOPTOSIS MODULATORS
  申请人：VM Discovery, Inc.

  公开号：EP2194783A1

  公开（公告）日：2010-06-16
• [EN] COMPOSITIONS AND METHODS FOR MODULATING APOPTOSIS IN CELLS OVER-EXPRESSING BCL-2 FAMILY MEMBER PROTEINS<br/>[FR] COMPOSITIONS ET PROCÉDÉS DE MODULATION DE L'APOPTOSE DANS DES CELLULES SUREXPRIMANT DES PROTÉINES MEMBRES DE LA FAMILLE BCL-2
  申请人：HUTCHINSON FRED CANCER RES

  公开号：WO2008021250A2

  公开（公告）日：2008-02-21

  [EN] The present invention relates to compounds for modulating apoptosis in cells over expressing Bcl-2 Family member proteins. The present invention also relates to pharmaceutical compositions containing these compounds, and methods of using the compounds.
  [FR] La présente invention concerne des composés permettant de moduler l'apoptose dans des cellules surexprimant des protéines membres de la famille Bcl-2. La présente invention concerne également des compositions pharmaceutiques contenant ces composés, et des procédés d'utilisation desdits composés.
• [EN] COMPOSITIONS AND METHODS FOR APOPTOSIS MODULATORS<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR MODULATEURS D'APOPTOSE
  申请人：VM DISCOVERY INC

  公开号：WO2009023558A1

  公开（公告）日：2009-02-19

  The present invention includes relates generally to compounds which modulate apoptosis in cells. The present invention also provides pharmaceutical compositions containing these compounds, methods of making these compounds, and methods of using these compounds and pharmaceutical compositions for treatment of diseases associated with irregular apoptosis in cells.