ethyl 7-chloro-1-cyanomethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate | 115698-06-1

• 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 7-chloro-1-cyanomethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
• 英文别名: ethyl 7-chloro-1-cyanomethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate；Ethyl 7-chloro-1-(cyanomethyl)-6-fluoro-4-oxoquinoline-3-carboxylate
• CAS: 115698-06-1
• 化学式: C₁₄H₁₀ClFN₂O₃
• 分子量: 308.696
• InChiKey: DRMOXRFJQMRGFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 7-chloro-1-cyanomethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate 在 硫化氢 、 potassium hydrogencarbonate 、 potassium iodide 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 ethyl 7-chloro-1,4-dihydro-1-<(4,5-dihydro-4-hydroxy-4-methyl-2-thiazolyl)methyl>-6-fluoro-4-oxo-3-quinolinecarboxylate
  参考文献：
  名称：

  Izzo, Patrick T.; Lee, Ving J., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 289 - 295

  摘要：

  DOI：
• 作为产物：
  描述：

  二乙基[[(3-氯-4-氟苯基)氨基]亚甲基]丙二酸酯 在 sodium hydride 作用下， 以 二苯醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.83h， 生成 ethyl 7-chloro-1-cyanomethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
  参考文献：
  名称：

  Synthesis and in vitro antiplasmodial activities of fluoroquinolone analogs

  摘要：

  Fluoroquinolone analogs were synthesized by simple alkylation followed by click chemistry and evaluated for their antimalarial in vitro against chloroquine sensitive strain of Plasmodium falciparum while ciprofloxacin was used as standard. Our results showed that the compound 12 was found most active with IC50 value of 1.33 mu g/mL while ciprofloxacin showed IC50 = 8.81 mu g/mL. Therefore, screening of either known or unknown quinolone/fluoroquinolone analogs are worthwhile to find more potent antimalarial drugs which might prove useful in the treatment of mild or severe malaria in human either alone or in combination with existing antimalarial drugs. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.006

文献信息

• IZZO, PATRICK T.;LEE, VING J., J. HETEROCYCL. CHEM., 25,(1988) N 1, 289-295
  作者：IZZO, PATRICK T.、LEE, VING J.

  DOI：——

  日期：——
• Synthesis and in vitro antiplasmodial activities of fluoroquinolone analogs
  作者：Sandeep K. Dixit、Nidhi Mishra、Manish Sharma、Shailja Singh、Alka Agarwal、Satish K. Awasthi、V.K. Bhasin

  DOI：10.1016/j.ejmech.2012.02.006

  日期：2012.5

  Fluoroquinolone analogs were synthesized by simple alkylation followed by click chemistry and evaluated for their antimalarial in vitro against chloroquine sensitive strain of Plasmodium falciparum while ciprofloxacin was used as standard. Our results showed that the compound 12 was found most active with IC50 value of 1.33 mu g/mL while ciprofloxacin showed IC50 = 8.81 mu g/mL. Therefore, screening of either known or unknown quinolone/fluoroquinolone analogs are worthwhile to find more potent antimalarial drugs which might prove useful in the treatment of mild or severe malaria in human either alone or in combination with existing antimalarial drugs. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Izzo, Patrick T.; Lee, Ving J., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 289 - 295
  作者：Izzo, Patrick T.、Lee, Ving J.

  DOI：——

  日期：——