4-sulfamoyl-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide | 53554-81-7

• 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-sulfamoyl-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide
• 英文别名: 5-nitrofurfurylidene 2-(4-sulfamoylbenzhydrazide)；N-[(5-nitrofuran-2-yl)methylideneamino]-4-sulfamoylbenzamide
• CAS: 53554-81-7
• 化学式: C₁₂H₁₀N₄O₆S
• 分子量: 338.301
• InChiKey: YGTPBSPYHNYTIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  169
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  对羧基苯磺酰胺 在 硫酸 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 4-sulfamoyl-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide
  参考文献：
  名称：

  Tavares; Penna; Amaral, Bollettino Chimico Farmaceutico, 1997, vol. 136, # 3, p. 244 - 249

  摘要：

  DOI：

文献信息

• Exploring 5-nitrofuran derivatives against nosocomial pathogens: Synthesis, antimicrobial activity and chemometric analysis
  作者：Rodrigo Rocha Zorzi、Salomão Dória Jorge、Fanny Palace-Berl、Kerly Fernanda Mesquita Pasqualoto、Leandro de Sá Bortolozzo、André Murillo de Castro Siqueira、Leoberto Costa Tavares

  DOI：10.1016/j.bmc.2014.03.044

  日期：2014.5

  The burden of nosocomial or health care-associated infection (HCAI) is increasing worldwide. According to the World Health Organization (WHO), it is several fold higher in low-and middle-income countries. Considering the multidrug-resistant infections, the development of new and more effective drugs is crucial. Herein, two series (I and II) of 5-nitrofuran derivatives were designed, synthesized and assayed against microorganisms, including Gram-positive and -negative bacteria, and fungi. The pathogens screened was directly related to either the most currently relevant HCAI, or to multidrug-resistant infection caused by MRSA/VRSA strains, for instance. The sets I and II were composed by substituted[ N'-(5-nitrofuran-2-yl)methylene]benzhydrazide and 3-acetyl-5-(substituted-phenyl)-2-(5-nitro-furan-2-yl)-2,3-dihydro-1,3,4-oxadiazole compounds, respectively. The selection of the substituent groups was based upon physicochemical properties, such as hydrophobicity and electronic effect. The compounds have showed better activity against Staphylococcus aureus, Escherichia coli, and Enterococcus faecalis. The findings from S. aureus strain, which was more susceptible, were used to investigate the intersamples and intervariables relationships by applying chemometric methods. It is noteworthy that the compound 4-butyl-[N'-(5-nitrofuran-2-yl) methylene] benzhydrazide has showed similar MIC value to vancomycin, which is the reference drug for multidrug-resistant S. aureus infections. Taken the findings together, the 5-nitrofuran derivatives might be indeed considered as promising hits to develop novel antimicrobial drugs to fight against nosocomial infection. (C) 2014 Elsevier Ltd. All rights reserved.
• Tavares; Penna; Amaral, Bollettino Chimico Farmaceutico, 1997, vol. 136, # 3, p. 244 - 249
  作者：Tavares、Penna、Amaral

  DOI：——

  日期：——