Ethyl 1-butan-2-yl-7-fluoro-4-oxoquinoline-3-carboxylate | 1260883-36-0

• 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: Ethyl 1-butan-2-yl-7-fluoro-4-oxoquinoline-3-carboxylate
• CAS: 1260883-36-0
• 化学式: C₁₆H₁₈FNO₃
• 分子量: 291.322
• InChiKey: LLPBBWDUQBISSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 1-butan-2-yl-7-fluoro-4-oxoquinoline-3-carboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 1-(sec-butyl)-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Anti-HIV diarylpyrimidine–quinolone hybrids and their mode of action

  摘要：

  A molecular hybridization approach is a powerful tool in the design of new molecules with improved affinity and efficacy. In this context, a series of diarylpyrimidine-quinolone hybrids were synthesized and evaluated against both wt HIV-1 and mutant viral strains. The most active hybrid 5a displayed an EC50 value of 0.28 +/- 0.07 mu M against HIV-1 IIIB. A couple of enzyme-based assays clearly pinpoint a RT-targeted mechanism of action. Docking studies revealed that these hybrids could be well located in the NNIBP of HIV-1 RT despite the bulky and polar properties of a quinolone 3-carboxylic acid moiety in the molecules. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.03.037
• 作为产物：
  描述：

  ethyl 3-(dimethylamino)acrylate 在 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 7.0h， 生成 Ethyl 1-butan-2-yl-7-fluoro-4-oxoquinoline-3-carboxylate
  参考文献：
  名称：

  Anti-HIV diarylpyrimidine–quinolone hybrids and their mode of action

  摘要：

  A molecular hybridization approach is a powerful tool in the design of new molecules with improved affinity and efficacy. In this context, a series of diarylpyrimidine-quinolone hybrids were synthesized and evaluated against both wt HIV-1 and mutant viral strains. The most active hybrid 5a displayed an EC50 value of 0.28 +/- 0.07 mu M against HIV-1 IIIB. A couple of enzyme-based assays clearly pinpoint a RT-targeted mechanism of action. Docking studies revealed that these hybrids could be well located in the NNIBP of HIV-1 RT despite the bulky and polar properties of a quinolone 3-carboxylic acid moiety in the molecules. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.03.037

文献信息

• Anti-HIV diarylpyrimidine–quinolone hybrids and their mode of action
  作者：Tian-Qi Mao、Qiu-Qin He、Zheng-Yong Wan、Wen-Xue Chen、Fen-Er Chen、Gang-Feng Tang、Erik De Clercq、Dirk Daelemans、Christophe Pannecouque

  DOI：10.1016/j.bmc.2015.03.037

  日期：2015.7

  A molecular hybridization approach is a powerful tool in the design of new molecules with improved affinity and efficacy. In this context, a series of diarylpyrimidine-quinolone hybrids were synthesized and evaluated against both wt HIV-1 and mutant viral strains. The most active hybrid 5a displayed an EC50 value of 0.28 +/- 0.07 mu M against HIV-1 IIIB. A couple of enzyme-based assays clearly pinpoint a RT-targeted mechanism of action. Docking studies revealed that these hybrids could be well located in the NNIBP of HIV-1 RT despite the bulky and polar properties of a quinolone 3-carboxylic acid moiety in the molecules. (C) 2015 Elsevier Ltd. All rights reserved.