2-(p-ethylphenyl)-6-nitrobenzoxazole | 1144108-17-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(p-ethylphenyl)-6-nitrobenzoxazole
• 英文别名: 2-(4-Ethylphenyl)-6-nitro-1,3-benzoxazole
• CAS: 1144108-17-7
• 化学式: C₁₅H₁₂N₂O₃
• mdl: MFCD22193576
• 分子量: 268.272
• InChiKey: DCOWQOCINPSFHS-UHFFFAOYSA-N

物化性质

• 熔点：
  116-118 °C(Solvent: Ethanol)
• 沸点：
  398.1±25.0 °C(predicted)
• 密度：
  1.280±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(p-ethylphenyl)-6-nitrobenzoxazole 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以62%的产率得到6-amino-2-(p-ethylphenyl)benzoxazole
  参考文献：
  名称：

  Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents

  摘要：

  A new series of 5(or 6)-nitro/amino-2-(substituted phenyl/benzyl)benzoxazole derivatives (1a-1m, 2a-21) 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 isolate. Microbiological results indicated that the synthesized compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between >400 and 12.5 mu g/ml. The results against B. subtilis, P. aeruginosa, drug-resistant B. subtilis, drug-resistant E. coli, and C. albicans isolate for these kinds of structures are quite encouraging. The 2D-QSAR analysis of a set of newly and previously synthesized benzoxazoles tested for growth inhibitory activity against B. subtilis ATCC 6633 was performed by using the multivariable regression analysis. The activity contributions for substituent effects of these compounds were determined from the correlation equation for predictions of the lead optimization. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.001
• 作为产物：
  描述：

  对乙基苯甲酸 、 2-氨基-5-硝基苯酚 在 PPA 作用下， 以66%的产率得到2-(p-ethylphenyl)-6-nitrobenzoxazole
  参考文献：
  名称：

  Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents

  摘要：

  A new series of 5(or 6)-nitro/amino-2-(substituted phenyl/benzyl)benzoxazole derivatives (1a-1m, 2a-21) 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 isolate. Microbiological results indicated that the synthesized compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between >400 and 12.5 mu g/ml. The results against B. subtilis, P. aeruginosa, drug-resistant B. subtilis, drug-resistant E. coli, and C. albicans isolate for these kinds of structures are quite encouraging. The 2D-QSAR analysis of a set of newly and previously synthesized benzoxazoles tested for growth inhibitory activity against B. subtilis ATCC 6633 was performed by using the multivariable regression analysis. The activity contributions for substituent effects of these compounds were determined from the correlation equation for predictions of the lead optimization. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.001