8-trifluoromethylquinoline-4-carboxylic acid | 31009-01-5

• 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: 8-trifluoromethylquinoline-4-carboxylic acid
• 英文别名: 8-trifluoromethyl-quinoline-4-carboxylic acid；8-trifluoromethyl-4-quinolinecarboxylic acid；8-Trifluormethyl-chinolin-4-carbonsaeure；8-(Trifluoromethyl)quinoline-4-carboxylic acid
• CAS: 31009-01-5
• 化学式: C₁₁H₆F₃NO₂
• 分子量: 241.169
• InChiKey: QCLHYUOVNZKMJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-trifluoromethylquinoline-4-carboxylic acid 在 劳森试剂 、 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 反应 14.0h， 生成 N-<(8-trifluoromethylquinolin-4-yl)thiocarbonyl>-N-methylglycine ethyl ester
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of N-(quinolinyl thiocarbonyl) glycine derivatives

  摘要：

  The onset of diabetic complications may be prevented by the inhibition of aldose reductase. Derivatives of N-(quinolinyl thiocarbonyl) glycine were prepared and their in vitro and ex vivo aldose reductase inhibitory activities were tested on rat lens. The cincophen derivatives were the most potent in vitro with an enzyme inhibition value of 29% at 10(-8) M and 91% at 10(-7) M for the N-[(2-phenylquinolin-4-yl)thiocarbonyl]-N-methylglycine compound 10a This activity was shown to be dependent on the nature of the substituents and seems to be optimal for the acids; esters were found to be inactive. No compound have shown ex vivo inhibitory activity. It is concluded that the lack of ex vivo activity is likely due to a poor bioavailability or a bad penetration of the compounds in target tissue (lens).

  DOI：

  10.1016/0223-5234(92)90032-v
• 作为产物：
  描述：

  8-trifluoromethylquinoline-2,4-dicarboxylic acid 以 二苯醚 为溶剂， 反应 0.25h， 以87%的产率得到8-trifluoromethylquinoline-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of N-(quinolinyl thiocarbonyl) glycine derivatives

  摘要：

  The onset of diabetic complications may be prevented by the inhibition of aldose reductase. Derivatives of N-(quinolinyl thiocarbonyl) glycine were prepared and their in vitro and ex vivo aldose reductase inhibitory activities were tested on rat lens. The cincophen derivatives were the most potent in vitro with an enzyme inhibition value of 29% at 10(-8) M and 91% at 10(-7) M for the N-[(2-phenylquinolin-4-yl)thiocarbonyl]-N-methylglycine compound 10a This activity was shown to be dependent on the nature of the substituents and seems to be optimal for the acids; esters were found to be inactive. No compound have shown ex vivo inhibitory activity. It is concluded that the lack of ex vivo activity is likely due to a poor bioavailability or a bad penetration of the compounds in target tissue (lens).

  DOI：

  10.1016/0223-5234(92)90032-v

文献信息

• [EN] QUINOLYL AMIDE DERIVATIVES AS CCR-5 ANTAGONISTS<br/>[FR] DERIVES DE QUINOLYLE AMIDE ANTAGONISTES DE CCR-5
  申请人：SCHERING AG

  公开号：WO2004113323A1

  公开（公告）日：2004-12-29

  The present invention relates to a series of compounds which are CCR-5 receptor antagonists of the general formula (I): or a pharmaceutically acceptable salt thereof, wherein the variables are defined herein.

  本发明涉及一系列化合物，其为一般式(I)的CCR-5受体拮抗剂，或其药学上可接受的盐，其中变量在此处定义。
• Quinolyl amide derivatives as CCR-5 antagonists
  申请人：Lu Shou-Fu

  公开号：US20050020605A1

  公开（公告）日：2005-01-27

  The present invention relates to a series of compounds which are CCR-5 receptor antagonists of the general formula I: or a pharmaceutically acceptable salt thereof, wherein the variables are defined herein.

  本发明涉及一系列通式I的CCR-5受体拮抗剂化合物，或其药学上可接受的盐，其中变量在此定义。
• Kgokong, Joseph L.; Breytenbach, Jaco C., South African Journal of Chemistry, 2000, vol. 53, # 2, p. 100 - 103
  作者：Kgokong, Joseph L.、Breytenbach, Jaco C.

  DOI：——

  日期：——
• QUINOLYL AMIDE DERIVATIVES AS CCR-5 ANTAGONISTS
  申请人：Schering Aktiengesellschaft

  公开号：EP1633737A1

  公开（公告）日：2006-03-15
• US4970214A
  申请人：——

  公开号：US4970214A

  公开（公告）日：1990-11-13