3-(4-Chloro-2,5-dimethyl-benzenesulfonylamino)-5-phenyl-thiophene-2-carboxylic acid

• 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: 3-(4-Chloro-2,5-dimethyl-benzenesulfonylamino)-5-phenyl-thiophene-2-carboxylic acid
• 英文别名: 3-[(4-chloro-2,5-dimethylphenyl)sulfonylamino]-5-phenylthiophene-2-carboxylic acid
• 化学式: C₁₉H₁₆ClNO₄S₂
• 分子量: 421.925
• InChiKey: BHKHERHIEAOOFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氯-2,5-二甲基苯磺酰基氯 在 4-二甲氨基吡啶 、 lithium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 生成 3-(4-Chloro-2,5-dimethyl-benzenesulfonylamino)-5-phenyl-thiophene-2-carboxylic acid
  参考文献：
  名称：

  HCV NS5B polymerase-bound conformation of a soluble sulfonamide inhibitor by 2D transferred NOESY

  摘要：

  HCV NS5B RNA-dependent RNA polymerase (NS5B) is essential for viral replication and is therefore considered a target for antiviral drug development. From our ongoing screening effort in the search for new anti-HCV agents, a novel inhibitor 1 with low muM activity against the HCV NS5B polymerase was identified. SAR analysis indicated the optimal substitution pattern required for activity, for example, carboxylic acid group at 2-position of thiophene ring. We describe the steps taken to identify and solve the bioactive conformation of derivative 6 through the use of the transferred NOE method (trNOE). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.018

文献信息

• Compounds and methods for the treatment or prevention of Flavivirus infections
  申请人：Chan Chun Kong Laval

  公开号：US20060142347A1

  公开（公告）日：2006-06-29

  The present invention provides novel compounds represented by formula I: or pharmaceutically acceptable salts thereof useful for treating flaviviridae viral infection.

  本发明提供了由公式I表示的新化合物：或其药学上可接受的盐，用于治疗黄病毒科病毒感染。
• COMPOUNDS AND METHODS FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS
  申请人：Chan Chun Kong Laval

  公开号：US20110200553A1

  公开（公告）日：2011-08-18

  The present invention provides novel compounds represented by formula I: or pharmaceutically acceptable salts thereof useful for treating flaviviridae viral infection.

  本发明提供了新的化合物，其公式表示为I：或其药学上可接受的盐，用于治疗黄病毒科病毒感染。
• Thiophene derivatives as antiviral agents for flavivirus infection
  申请人：Virochem Pharma Inc.

  公开号：EP2206709A2

  公开（公告）日：2010-07-14

  The present invention provides novel compounds represented by formula I or pharmaceutically acceptable salts thereof useful for treating flaviviridae viral infection.

  本发明提供了由式 I 代表的新型化合物或其药学上可接受的盐类，可用于治疗黄病毒科病毒感染。
• Discovery of thiophene-2-carboxylic acids as potent inhibitors of HCV NS5B polymerase and HCV subgenomic RNA replication. Part 1: Sulfonamides
  作者：Laval Chan、Sanjoy K. Das、T.Jagadeeswar Reddy、Carl Poisson、Mélanie Proulx、Oswy Pereira、Marc Courchesne、Caroline Roy、Wuyi Wang、Arshad Siddiqui、Constantin G. Yannopoulos、Nghe Nguyen-Ba、Denis Labrecque、Richard Bethell、Martine Hamel、Philippe Courtemanche-Asselin、Lucille L'Heureux、Maud David、Olivier Nicolas、Stéphanie Brunette、Darius Bilimoria、Jean Bédard

  DOI：10.1016/j.bmcl.2003.10.067

  日期：2004.2

  The discovery of a novel class of HCV NS5B polymerase inhibitors, 3-arylsulfonylamino-5-phenyl-thiophene-2-carboxylic acids is described. SAR studies have yielded several potent inhibitors of HCV polymerase as well as of HCV subgenomic RNA replication in Huh-7 cells. (C) 2003 Elsevier Ltd. All rights reserved.
• THIOPHENE DERIVATIVES AS ANTIVIRAL AGENTS FOR FLAVIVIRUS INFECTION
  申请人：Shire BioChem Inc.

  公开号：EP1401825A2

  公开（公告）日：2004-03-31