5-氨基-N-(4-溴苯基)萘-1-磺酰胺 | 648899-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 5-氨基-N-(4-溴苯基)萘-1-磺酰胺
• 英文名称: 5-Amino-N-(4-bromophenyl)naphthalene-1-sulfonamide
• 英文别名: 5-amino-N-(4-bromophenyl)naphthalene-1-sulfonamide
• CAS: 648899-03-0
• 化学式: C₁₆H₁₃BrN₂O₂S
• 分子量: 377.261
• InChiKey: VEKOPNIBOSSEHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	N-{5-[(4-Bromophenyl)sulfamoyl]naphthalen-1-yl}acetamide	648899-31-4	C18H15BrN2O3S	419.299

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(E)-N-[5-[(4-bromophenyl)sulfamoyl]-1-naphthyl]-3-(3,4-dihydroxyphenyl)prop-2-enamide	——	C25H19BrN2O5S	539.406

反应信息

• 作为反应物：
  描述：

  5-氨基-N-(4-溴苯基)萘-1-磺酰胺 在 吡啶 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 生成 (E)-N-[5-[(4-bromophenyl)sulfamoyl]-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 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 5-氨基-N-(4-溴苯基)萘-1-磺酰胺
  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

文献信息

• Caffeoyl naphthalenesulfonamide derivatives as HIV integrase inhibitors
  作者：Yu-Wen Xu、Gui-Sen Zhao、Cha-Gyun Shin、Heng-Chang Zang、Chong-Kyo Lee、Yong Sup Lee

  DOI：10.1016/s0968-0896(03)00372-9

  日期：2003.8

  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.