4-(3'-fluorophenylhydrazono)-5-trifluoromethyl-2,4-dihydropyrazol-3-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-(3'-fluorophenylhydrazono)-5-trifluoromethyl-2,4-dihydropyrazol-3-one
• 英文别名: 4-[2-(3-fluorophenyl)hydrazinyl]-5-(trifluoromethyl)pyrazol-3-one
• 化学式: C₁₀H₆F₄N₄O
• 分子量: 274.177
• InChiKey: GTFLRLFBZQJQIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.85
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(3'-fluorophenylhydrazono)-5-trifluoromethyl-2,4-dihydropyrazol-3-one 、 β-D-葡萄糖五乙酸酯 在 硫酸氢铵 、 六甲基二硅氮烷 、 四氯化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 以68%的产率得到2-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(3'-fluorophenylhydrazono)-5-trifluoromethyl-2,4-dihydropyrazol-3-one
  参考文献：
  名称：

  Synthesis and Antitumor Activity of 5-Trifluoromethyl-2,4- dihydropyrazol-3-one Nucleosides

  摘要：

  2,4-二氢吡唑糖苷3a-3c被合成并测试了其抗肿瘤活性。这些化合物的结构通过1H和13C-NMR光谱确定。糖苷3b对人类前髓细胞白血病（HL60）细胞系的增殖显示出16.4 μM的体外IC50值。

  DOI：

  10.3390/90300109
• 作为产物：
  描述：

  3-fluorophenyldiazonium chloride 、 3-(三氟甲基)-2-吡唑啉-5-酮 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以78%的产率得到4-(3'-fluorophenylhydrazono)-5-trifluoromethyl-2,4-dihydropyrazol-3-one
  参考文献：
  名称：

  Synthesis and Antitumor Activity of 5-Trifluoromethyl-2,4- dihydropyrazol-3-one Nucleosides

  摘要：

  2,4-二氢吡唑糖苷3a-3c被合成并测试了其抗肿瘤活性。这些化合物的结构通过1H和13C-NMR光谱确定。糖苷3b对人类前髓细胞白血病（HL60）细胞系的增殖显示出16.4 μM的体外IC50值。

  DOI：

  10.3390/90300109

文献信息

• Spectral and thermal studies on ruthenium carbonyl complexes with 5-trifluoromethyl-2,4-dihydropyrazol-3-one ligands
  作者：Ahmed A. Soliman

  DOI：10.1016/j.saa.2006.08.043

  日期：2007.7

  Reactions of the cluster compound [RU3(CO)(12.)] with 5-trifluoromethyl-2,4-dihydropyrazol-3-one (HL1), 4-(2,4-dichlorophenylhydrazono)-5-trifluoromethyl-2,4-dihydropyrazol-3-one (H2L2), 4-(3-fluorophenylhydrazono)-5 -trifluoromethyl-2,4-dihydropyrazol-3-one (H2L3), 4-(3-trifuoloromethyl-phenylhydrazono)-5-trifluoromethyl-2,4-dihydropyrazol-3-one (H2L4) and 4-(3-nitrophenylhydrazono)-5-trifluoromethyl-2, 4-dihydropyrazol-3-one (H2L5) have been carried out in benzene and under reduced pressure. The structures of the isolated complexes were elucidated using elemental analyses, IR, UV-vis, mass and NMR spectroscopy. All the complexes are diamagnetic and have trigonal bipyramidal structures with general formulae [Ru(CO)(4)(HL1)] and [Ru(CO)(3)(H2L2-5 )]. The thermal decompositions of the complexes were studied in correlation with the mass spectral fragmentation patterns. (c) 2006 Elsevier B.V. All rights reserved.
• Synthesis and Antitumor Activity of 5-Trifluoromethyl-2,4- dihydropyrazol-3-one Nucleosides
  作者：Ibrahim Abdou、Ayman Saleh、Hussein Zohdi

  DOI：10.3390/90300109

  日期：——

  2,4-Dihydropyrazole glucosides 3a-3c were prepared and tested for theirantitumor activity. The structures of these compounds were established by 1H and 13C-NMR spectroscopy. Glucoside 3b shows an in vitro IC50 value of 16.4 μM againstproliferation of the human promyelotic leukemia (HL60) cell line.

  2,4-二氢吡唑糖苷3a-3c被合成并测试了其抗肿瘤活性。这些化合物的结构通过1H和13C-NMR光谱确定。糖苷3b对人类前髓细胞白血病（HL60）细胞系的增殖显示出16.4 μM的体外IC50值。