4-fluoro-N-(2'-hydroxy-4'-nitrophenyl)phenylacetamide | 931412-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-fluoro-N-(2'-hydroxy-4'-nitrophenyl)phenylacetamide
• 英文别名: 2-(4-fluorophenyl)-N-(2-hydroxy-4-nitro-phenyl)acetamide；2-(4-fluorophenyl)-N-(2-hydroxy-4-nitrophenyl)acetamide
• CAS: 931412-40-7
• 化学式: C₁₄H₁₁FN₂O₄
• 分子量: 290.251
• InChiKey: DVRUBIUTSZWWPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-fluoro-N-(2'-hydroxy-4'-nitrophenyl)phenylacetamide 在 nickel dichloride 、 锌 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以40%的产率得到N-(4-amino-2-hydroxy-phenyl)-2-(4-fluorophenyl)acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents

  摘要：

  A new series of N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamide and phenylacetamide derivatives (la-In, 2a-2n) were synthesized and evaluated for antibacterial and antifungal activities against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Candida albicans, and their drug-resistant isolates. Microbiological results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 500 and 1.95 mu g/ml. Benzamide derivative Id exhibited the greatest activity with MIC values of 1.95, 3.9, and 7.8 mu g/ml against drug-resistant B. subtilis, B. subtilis, and S. aureus, respectively. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.035
• 作为产物：
  描述：

  4-氟苯乙酸 在 氯化亚砜 、 碳酸氢钠 作用下， 以 乙醚 、 水 、 苯 为溶剂， 反应 3.0h， 生成 4-fluoro-N-(2'-hydroxy-4'-nitrophenyl)phenylacetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents

  摘要：

  A new series of N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamide and phenylacetamide derivatives (la-In, 2a-2n) were synthesized and evaluated for antibacterial and antifungal activities against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Candida albicans, and their drug-resistant isolates. Microbiological results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 500 and 1.95 mu g/ml. Benzamide derivative Id exhibited the greatest activity with MIC values of 1.95, 3.9, and 7.8 mu g/ml against drug-resistant B. subtilis, B. subtilis, and S. aureus, respectively. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.035

文献信息

• Vibrational spectroscopic studies and computational study of 4-fluoro-N-(2′-hydroxy-4′-nitrophenyl)phenylacetamide
  作者：Y. Sheena Mary、C. Yohannan Panicker、Hema Tresa Varghese、K. Raju、Tugba Ertan Bolelli、Ilkay Yildiz、Carlos M. Granadeiro、Helena I.S. Nogueira

  DOI：10.1016/j.molstruc.2011.03.022

  日期：2011.5

  Fourier-transform infrared (FT-IR) and FT-Raman spectra of 4-fluoro-N-(2'-hydroxy-4'-nitrophenyl)phenylacetamide were recorded and analyzed. A surface-enhanced Raman scattering (SERS) spectrum was recorded in silver colloid. The vibrational wavenumbers and corresponding vibrational assignments were examined theoretically using quantum mechanical calculations. The red shift of the NH stretching wavenumber in the IR spectrum from the calculated wavenumber indicates the weakening of NH bond resulting in proton transfer to the neighboring oxygen atom. The presence of CH2 and NO2 modes in the SERS spectrum indicates the nearness of these groups to the metal surface, which affects the orientation and metal molecule interaction. The presence of phenyl ring deformation bands, show a tilted orientation of the molecule with respect to the silver surface. The first hyperpolarizability and predicted infrared intensities are reported. The calculated first hyperpolarizability is comparable with the reported values of similar structures and is an attractive object for further studies of nonlinear optics. (c) 2011 Elsevier B.V. All rights reserved.
• Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents
  作者：Tugba Ertan、Ilkay Yildiz、Semiha Ozkan、Ozlem Temiz-Arpaci、Fatma Kaynak、Ismail Yalcin、Esin Aki-Sener、Ufuk Abbasoglu

  DOI：10.1016/j.bmc.2006.12.035

  日期：2007.3

  A new series of N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamide and phenylacetamide derivatives (la-In, 2a-2n) were synthesized and evaluated for antibacterial and antifungal activities against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Candida albicans, and their drug-resistant isolates. Microbiological results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 500 and 1.95 mu g/ml. Benzamide derivative Id exhibited the greatest activity with MIC values of 1.95, 3.9, and 7.8 mu g/ml against drug-resistant B. subtilis, B. subtilis, and S. aureus, respectively. (c) 2007 Elsevier Ltd. All rights reserved.