Methyl 4-acetamido-2-(3-methylbutoxy)-5-nitrobenzoate | 1028127-28-7

• 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: Methyl 4-acetamido-2-(3-methylbutoxy)-5-nitrobenzoate
• CAS: 1028127-28-7
• 化学式: C₁₅H₂₀N₂O₆
• 分子量: 324.334
• InChiKey: FJEGLUFPHSKTCU-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：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 4-acetamido-2-(3-methylbutoxy)-5-nitrobenzoate 在 Lindlar's catalyst 一水合肼 作用下， 以 乙醇 为溶剂， 生成 Methyl 4-acetamido-5-amino-2-(3-methylbutoxy)benzoate
  参考文献：
  名称：

  Design, synthesis, inhibitory activity, and SAR studies of hydrophobic p-aminosalicylic acid derivatives as neuraminidase inhibitors

  摘要：

  A series of hydrophobic p-aminosalicylic acid derivatives containing a lipophilic side chain at C-2 and an amino or guanidine at C-5 were synthesized and evaluated for their ability to inhibit neuraminidase (NA) of influenza A virus (H3N2). All compounds were synthesized in good yields starting from commercially available p-aminosalicylic acid (PAS) using a suitable synthetic strategy. These compounds showed potent inhibitory activity against influenza A NA. Within this series, six compounds, 11, 12, 13e, 16e, 17c, and 18e, have the good potency (IC50 = 0.032-0.049 mu M), which are compared to Oseltamivir (IC50 = 0.021 mu M) and could be used as lead compounds in the future. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.036
• 作为产物：
  描述：

  Methyl 4-acetamido-2-(3-methylbutoxy)benzoate 在 硝酸 、 溶剂黄146 作用下， 生成 Methyl 4-acetamido-2-(3-methylbutoxy)-5-nitrobenzoate
  参考文献：
  名称：

  Design, synthesis, inhibitory activity, and SAR studies of hydrophobic p-aminosalicylic acid derivatives as neuraminidase inhibitors

  摘要：

  A series of hydrophobic p-aminosalicylic acid derivatives containing a lipophilic side chain at C-2 and an amino or guanidine at C-5 were synthesized and evaluated for their ability to inhibit neuraminidase (NA) of influenza A virus (H3N2). All compounds were synthesized in good yields starting from commercially available p-aminosalicylic acid (PAS) using a suitable synthetic strategy. These compounds showed potent inhibitory activity against influenza A NA. Within this series, six compounds, 11, 12, 13e, 16e, 17c, and 18e, have the good potency (IC50 = 0.032-0.049 mu M), which are compared to Oseltamivir (IC50 = 0.021 mu M) and could be used as lead compounds in the future. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.036

文献信息

• Design, synthesis, inhibitory activity, and SAR studies of hydrophobic p-aminosalicylic acid derivatives as neuraminidase inhibitors
  作者：Jie Zhang、Qiang Wang、Hao Fang、Wenfang Xu、Ailin Liu、Guanhua Du

  DOI：10.1016/j.bmc.2008.01.036

  日期：2008.4.1

  A series of hydrophobic p-aminosalicylic acid derivatives containing a lipophilic side chain at C-2 and an amino or guanidine at C-5 were synthesized and evaluated for their ability to inhibit neuraminidase (NA) of influenza A virus (H3N2). All compounds were synthesized in good yields starting from commercially available p-aminosalicylic acid (PAS) using a suitable synthetic strategy. These compounds showed potent inhibitory activity against influenza A NA. Within this series, six compounds, 11, 12, 13e, 16e, 17c, and 18e, have the good potency (IC50 = 0.032-0.049 mu M), which are compared to Oseltamivir (IC50 = 0.021 mu M) and could be used as lead compounds in the future. (C) 2008 Elsevier Ltd. All rights reserved.