2-(2-methoxy-2-oxoethyl)phenyl 3-nitrobenzoate | 1104307-69-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-(2-methoxy-2-oxoethyl)phenyl 3-nitrobenzoate
• 英文别名: [2-(2-Methoxy-2-oxoethyl)phenyl] 3-nitrobenzoate
• CAS: 1104307-69-8
• 化学式: C₁₆H₁₃NO₆
• 分子量: 315.282
• InChiKey: HTAVBZKDRXTOMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基苯乙酸甲酯 、 间硝基苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到2-(2-methoxy-2-oxoethyl)phenyl 3-nitrobenzoate
  参考文献：
  名称：

  Synthesis, characterization and structure–activity relationship analysis of novel depsides as potential antibacterials

  摘要：

  Twenty-six depsides were synthesized to screen for their antibacterial activity. All of them were reported for the first time. Their chemical structures were clearly determined by H-1 NMR, C-13 NMR, ESI mass spectra and elemental analyses, coupled with one selected single-crystal structure. All the compounds were assayed for antibacterial activities against three Gram-positive bacterial strains (Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 6538 and Streptococcus faecalis ATCC 9790) and three Gram-negative bacterial strains (Escherichia coli ATCC 35218, Pseudomonas aeruginosa ATCC 13525 and Enterobacter cloacae ATCC 13047) by MTT method. Compound 2-(2-methoxy-2-oxoethyl)phenyl 3-nitrobenzoate (C10) and 2-(2-ethoxy-2-oxoethyl)phenyl 3-nitrobenzoate (C23) showed powerful antibacterial activities against B. subtilis with MIC of 0.78 mu g/mL while compound 2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-diethoxyphenyl)acetate (C8) and 2-(2-ethoxy-2oxoethyl)phenyl 2-(3,4-diethoxyphenyl)acetate (C21) exhibited significant antibacterial activities against E. coli with MIC of 1.562 mu g/mL, which were superior to the positive controls penicillin G and kanamycin B, respectively. On the basis of the biological results, structure-activity relationships were discussed. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.019

文献信息

• Synthesis, characterization and structure–activity relationship analysis of novel depsides as potential antibacterials
  作者：Peng-Cheng Lv、Zhu-Ping Xiao、Rui-Qin Fang、Huan-Qiu Li、Hai-Liang Zhu、Chang-Hong Liu

  DOI：10.1016/j.ejmech.2008.04.019

  日期：2009.4

  Twenty-six depsides were synthesized to screen for their antibacterial activity. All of them were reported for the first time. Their chemical structures were clearly determined by H-1 NMR, C-13 NMR, ESI mass spectra and elemental analyses, coupled with one selected single-crystal structure. All the compounds were assayed for antibacterial activities against three Gram-positive bacterial strains (Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 6538 and Streptococcus faecalis ATCC 9790) and three Gram-negative bacterial strains (Escherichia coli ATCC 35218, Pseudomonas aeruginosa ATCC 13525 and Enterobacter cloacae ATCC 13047) by MTT method. Compound 2-(2-methoxy-2-oxoethyl)phenyl 3-nitrobenzoate (C10) and 2-(2-ethoxy-2-oxoethyl)phenyl 3-nitrobenzoate (C23) showed powerful antibacterial activities against B. subtilis with MIC of 0.78 mu g/mL while compound 2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-diethoxyphenyl)acetate (C8) and 2-(2-ethoxy-2oxoethyl)phenyl 2-(3,4-diethoxyphenyl)acetate (C21) exhibited significant antibacterial activities against E. coli with MIC of 1.562 mu g/mL, which were superior to the positive controls penicillin G and kanamycin B, respectively. On the basis of the biological results, structure-activity relationships were discussed. (c) 2008 Elsevier Masson SAS. All rights reserved.