6-amino-2-(p-fluorobenzyl)benzoxazole | 1144108-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 6-amino-2-(p-fluorobenzyl)benzoxazole
• 英文别名: 6-Benzoxazolamine, 2-[(4-fluorophenyl)methyl]-；2-[(4-fluorophenyl)methyl]-1,3-benzoxazol-6-amine
• CAS: 1144108-23-5
• 化学式: C₁₄H₁₁FN₂O
• mdl: MFCD10688922
• 分子量: 242.253
• InChiKey: YNYRKDDQKNEBDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  52
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(p-fluorobenzyl)-6-nitrobenzoxazole 在 nickel(II) chloride hexahydrate 、 锌 作用下， 以 甲醇 为溶剂， 以45%的产率得到6-amino-2-(p-fluorobenzyl)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

文献信息

• Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents
  作者：Tugba Ertan、Ilkay Yildiz、Betul Tekiner-Gulbas、Kayhan Bolelli、Ozlem Temiz-Arpaci、Semiha Ozkan、Fatma Kaynak、Ismail Yalcin、Esin Aki

  DOI：10.1016/j.ejmech.2008.04.001

  日期：2009.2

  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.