4-nitroacetophenone N4-methylthiosemicarbazone

• 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: 4-nitroacetophenone N4-methylthiosemicarbazone
• 英文别名: 1-Methyl-1-nitro-3-(1-phenylethylideneamino)thiourea；1-methyl-1-nitro-3-(1-phenylethylideneamino)thiourea
• 化学式: C₁₀H₁₂N₄O₂S
• 分子量: 252.297
• InChiKey: NPQOXUIHYPWECT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲基氨基硫脲 、 对硝基苯乙酮 在 硫酸 作用下， 以 乙醇 为溶剂， 生成 4-nitroacetophenone N4-methylthiosemicarbazone
  参考文献：
  名称：

  Manganese(II) complexes with N4-methyl-4-nitrobenzaldehyde, N4-methyl-4-nitroacetofenone, and N4-methyl-4-nitrobenzophenone thiosemicarbazone: Investigation of in vitro activity against Trypanosoma cruzi

  摘要：

  Thiosemicarbazones are known to be active against different pathogenic microorganisms including Trypanosoma cruzi, the etiological agent of Chagas disease. In the search for new therapeutic drugs against this illness, the complexes [Mn(H4NO(2)Fo4M)(2)Cl-2] (1), [Mn(H(4)NO(2)Ac4M)(2)Cl-2] (2) and [Mn(H4NO(2) Bz4M)(2)Cl-2] (3) of N-4-methyl-4-nitrobenzaldehyde thiosemicarbazone (H4NO(2)Fo4M), N-4-methyl-4-nitroacetophenone thiosemicarbazone (H4NO(2)Ac4M) and N-4-methyl-4-nitrobenzophenone thiosemicarbazone (H4NO(2)Bz4M) were obtained and screened in vitro against bloodstream and intracellular forms of T. cruzi. H4NO(2)Fo4M, H4NO(2)Ac4M and their Mn(II) complexes displayed poor effect on bloodstream trypomastigotes, with IC50 values ranging from 68 to >200 mu M. However, although H4NO(2)Bz4M was also not active, its corresponding Mn(II) complex presented high effect on this T. cruzi form, with an IC50 value of 19 mu M. The effect of complex (3), against trypomastigotes of T. cruzi supports further in vitro as well as in vivo studies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.04.023

文献信息

• Manganese(II) complexes with N4-methyl-4-nitrobenzaldehyde, N4-methyl-4-nitroacetofenone, and N4-methyl-4-nitrobenzophenone thiosemicarbazone: Investigation of in vitro activity against Trypanosoma cruzi
  作者：Denise da Gama Jaén Batista、Patrícia Bernardino da Silva、Daniela R. Lachter、Renata S. Silva、Ricardo Q. Aucelio、Sonia R.W. Louro、Heloisa Beraldo、Maria de Nazaré C. Soeiro、Letícia R. Teixeira

  DOI：10.1016/j.poly.2010.04.023

  日期：2010.7

  Thiosemicarbazones are known to be active against different pathogenic microorganisms including Trypanosoma cruzi, the etiological agent of Chagas disease. In the search for new therapeutic drugs against this illness, the complexes [Mn(H4NO(2)Fo4M)(2)Cl-2] (1), [Mn(H(4)NO(2)Ac4M)(2)Cl-2] (2) and [Mn(H4NO(2) Bz4M)(2)Cl-2] (3) of N-4-methyl-4-nitrobenzaldehyde thiosemicarbazone (H4NO(2)Fo4M), N-4-methyl-4-nitroacetophenone thiosemicarbazone (H4NO(2)Ac4M) and N-4-methyl-4-nitrobenzophenone thiosemicarbazone (H4NO(2)Bz4M) were obtained and screened in vitro against bloodstream and intracellular forms of T. cruzi. H4NO(2)Fo4M, H4NO(2)Ac4M and their Mn(II) complexes displayed poor effect on bloodstream trypomastigotes, with IC50 values ranging from 68 to >200 mu M. However, although H4NO(2)Bz4M was also not active, its corresponding Mn(II) complex presented high effect on this T. cruzi form, with an IC50 value of 19 mu M. The effect of complex (3), against trypomastigotes of T. cruzi supports further in vitro as well as in vivo studies. (C) 2010 Elsevier Ltd. All rights reserved.