[2-acetoxy-4-[(E)-3-[[5-(benzylsulfamoyl)-1-naphthyl]amino]-3-oxo-prop-1-enyl]phenyl] acetate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [2-acetoxy-4-[(E)-3-[[5-(benzylsulfamoyl)-1-naphthyl]amino]-3-oxo-prop-1-enyl]phenyl] acetate
• 英文别名: [2-acetyloxy-4-[(E)-3-[[5-(benzylsulfamoyl)naphthalen-1-yl]amino]-3-oxoprop-1-enyl]phenyl] acetate
• 化学式: C₃₀H₂₆N₂O₇S
• 分子量: 558.612
• InChiKey: MDZCEQXYOHTFBT-BMRADRMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [2-acetoxy-4-[(E)-3-[[5-(benzylsulfamoyl)-1-naphthyl]amino]-3-oxo-prop-1-enyl]phenyl] acetate 在 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以78%的产率得到(E)-N-[5-(benzylsulfamoyl)-1-naphthyl]-3-(3,4-dihydroxyphenyl)prop-2-enamide
  参考文献：
  名称：

  Caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors

  摘要：

  HIV-1 integrase (IN) is an essential enzyme for retroviral replication and a rational target for the design of anti-AIDS drugs. In the present study, we have designed, synthesized and tested a series of caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors. Among these compounds, we found that HIV integrase inhibitory activities of compounds III-3 and III-4 were more potent than L-chicoric acid (IC50 = 11.8 mug/mL) and others were comparable to L-chicoric acid. Furthermore, the structure-activity relationships of these compounds were studied. The information gathered from this paper will be useful in the development and design of HIV-1 integrase inhibitors in the future. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00372-9
• 作为产物：
  描述：

  5-乙酰氨基萘-1-磺酰氯 在 吡啶 、 sodium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 [2-acetoxy-4-[(E)-3-[[5-(benzylsulfamoyl)-1-naphthyl]amino]-3-oxo-prop-1-enyl]phenyl] acetate
  参考文献：
  名称：

  Caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors

  摘要：

  HIV-1 integrase (IN) is an essential enzyme for retroviral replication and a rational target for the design of anti-AIDS drugs. In the present study, we have designed, synthesized and tested a series of caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors. Among these compounds, we found that HIV integrase inhibitory activities of compounds III-3 and III-4 were more potent than L-chicoric acid (IC50 = 11.8 mug/mL) and others were comparable to L-chicoric acid. Furthermore, the structure-activity relationships of these compounds were studied. The information gathered from this paper will be useful in the development and design of HIV-1 integrase inhibitors in the future. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00372-9