ethyl N-(3-(trifluoromethyl)benzoyl)formohydrazonate | 1340587-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl N-(3-(trifluoromethyl)benzoyl)formohydrazonate
• CAS: 1340587-14-5
• 化学式: C₁₁H₁₁F₃N₂O₂
• 分子量: 260.216
• InChiKey: YQFLCCGXVFPDMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl N-(3-(trifluoromethyl)benzoyl)formohydrazonate 、 4-氨基水杨酸 以 乙腈 为溶剂， 反应 24.0h， 以63%的产率得到2-hydroxy-4-[(3-trifluoromethylbenzoyl)hydrazonomethylamino]benzoic acid
  参考文献：
  名称：

  New fluorine-containing hydrazones active against MDR-tuberculosis

  摘要：

  Several new fluorine-containing hydrazones were synthesized and screened for their in vitro anti-mycobacterial activity. Nine of these derivatives have shown a remarkable activity against MDR-TB strain with MIC 0.5 mu g/mL and high value of selectivity index (SI). Compound 3h with the highest SI (1268.58) was used for stability evaluation with putative metabolites (ciprofloxacin and formylciprofloxacin) detection. Compound 3h was stable at pH 7.4 of aqueous buffer and rat plasma, in acidic buffers (at pH 3 and 5) slow decomposition was observed. Interestingly, no formylciprofloxacin was detected in the solution, and only slightly increased concentration of ciprofloxacin was observed instead. Trifluoromethyl hydrazones 3f and 3g exhibited the best activity also against two strains of Mycobacterium kansasii (MIC 1-4 mu mol/L). All evaluated compounds were found to be non-cytotoxic. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.052
• 作为产物：
  描述：

  乙酸二乙氧基甲酯 、 3-(三氟甲基)苯甲酸酰肼 以 乙腈 为溶剂， 反应 0.17h， 以91%的产率得到ethyl N-(3-(trifluoromethyl)benzoyl)formohydrazonate
  参考文献：
  名称：

  New fluorine-containing hydrazones active against MDR-tuberculosis

  摘要：

  Several new fluorine-containing hydrazones were synthesized and screened for their in vitro anti-mycobacterial activity. Nine of these derivatives have shown a remarkable activity against MDR-TB strain with MIC 0.5 mu g/mL and high value of selectivity index (SI). Compound 3h with the highest SI (1268.58) was used for stability evaluation with putative metabolites (ciprofloxacin and formylciprofloxacin) detection. Compound 3h was stable at pH 7.4 of aqueous buffer and rat plasma, in acidic buffers (at pH 3 and 5) slow decomposition was observed. Interestingly, no formylciprofloxacin was detected in the solution, and only slightly increased concentration of ciprofloxacin was observed instead. Trifluoromethyl hydrazones 3f and 3g exhibited the best activity also against two strains of Mycobacterium kansasii (MIC 1-4 mu mol/L). All evaluated compounds were found to be non-cytotoxic. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.052