N-(4-chlorophenyl)-4-methoxy-3-propionamidobenzamide | 1131314-58-3

• 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: N-(4-chlorophenyl)-4-methoxy-3-propionamidobenzamide
• 英文别名: N-(4'-chlorophenyl)-3-propionamido-4-methoxybenzamide；N-(4-chlorophenyl)-4-methoxy-3-(propanoylamino)benzamide
• CAS: 1131314-58-3
• 化学式: C₁₇H₁₇ClN₂O₃
• 分子量: 332.787
• InChiKey: JAGBIKITULKXRO-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：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨基-4-甲氧基苯甲酸 在 2,6-dimethyl-3,4-heptadiene 、 1-羟基苯并三唑 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 生成 N-(4-chlorophenyl)-4-methoxy-3-propionamidobenzamide
  参考文献：
  名称：

  Synthesis and Antiviral Activity of N-Phenylbenzamide Derivatives, a Novel Class of Enterovirus 71 Inhibitors

  摘要：

  一系列新型N-苯基苯酰胺衍生物被合成，并在体外检测了它们的抗EV 71活性。在测试的化合物中，3-氨基-N-(4-溴苯基)-4-甲氧基苯酰胺（1e）在低微摩尔浓度下对所测试的EV 71菌株表现出活性，IC50值范围为5.7 ± 0.8–12 ± 1.2 μM，其对Vero细胞的细胞毒性（TC50 = 620 ± 0.0 μM）远低于皮罗达韦（TC50 = 31 ± 2.2 μM）。基于这些结果，化合物1e是开发抗EV 71药物的有前景的先导化合物。

  DOI：

  10.3390/molecules18033630

文献信息

• Group of amino substituted benzoyl derivatives and their preparation and their use
  申请人：Jiang Jian-Dong

  公开号：US20110178108A1

  公开（公告）日：2011-07-21

  A group of amino substituted benzoyl derivatives, their preparation and their use. The screening and research on an antiviral drug with hA3G/Vif as a target point proves that the 3-amino benzoyl derivatives not only have the combined activity for the hA3G/Vif, but also have a function of inhibiting replication of viruses. The present invention provides the possible breakthrough progress for the problem of HIV drug resistance, thereby providing a novel clinical antiviral drug which has higher efficiency.

  一组氨基取代苯甲酰衍生物，它们的制备和使用。对以hA3G/Vif为靶点的抗病毒药物的筛选和研究证明，3-氨基苯甲酰衍生物不仅具有对hA3G/Vif的联合活性，而且具有抑制病毒复制的功能。本发明为解决HIV药物耐药问题提供了可能的突破性进展，从而提供了一种效率更高的新型临床抗病毒药物。
• A GROUP OF AMINO SUBSTITUTED BENZOYL DERIVATIVES AND THEIR PREPARATION AND THEIR USE
  申请人：Institute Of Medicinal Biotechnology, Chinese Academy of Medical Sciences

  公开号：EP2351731B1

  公开（公告）日：2016-02-10
• US8710098B2
  申请人：——

  公开号：US8710098B2

  公开（公告）日：2014-04-29
• Synthesis and Antiviral Activity of N-Phenylbenzamide Derivatives, a Novel Class of Enterovirus 71 Inhibitors
  作者：Xing-Yue Ji、Hui-Qiang Wang、Lan-Hu Hao、Wei-Ying He、Rong-Mei Gao、Yan-Ping Li、Yu-Huan Li、Jian-Dong Jiang、Zhuo-Rong Li

  DOI：10.3390/molecules18033630

  日期：——

  A series of novel N-phenylbenzamide derivatives were synthesized and their anti-EV 71 activities were assayed in vitro. Among the compounds tested, 3-amino-N-(4-bromophenyl)-4-methoxybenzamide (1e) was active against the EV 71 strains tested at low micromolar concentrations, with IC50 values ranging from 5.7 ± 0.8–12 ± 1.2 μM, and its cytotoxicity to Vero cells (TC50 = 620 ± 0.0 μM) was far lower than that of pirodavir (TC50 = 31 ± 2.2 μM). Based on these results, compound 1e is a promising lead compound for the development of anti-EV 71 drugs.

  一系列新型N-苯基苯酰胺衍生物被合成，并在体外检测了它们的抗EV 71活性。在测试的化合物中，3-氨基-N-(4-溴苯基)-4-甲氧基苯酰胺（1e）在低微摩尔浓度下对所测试的EV 71菌株表现出活性，IC50值范围为5.7 ± 0.8–12 ± 1.2 μM，其对Vero细胞的细胞毒性（TC50 = 620 ± 0.0 μM）远低于皮罗达韦（TC50 = 31 ± 2.2 μM）。基于这些结果，化合物1e是开发抗EV 71药物的有前景的先导化合物。