5-Bromo-3-(toluene-2-sulfonylamino)-thiophene-2-carboxylic acid tert-butyl ester | 478028-05-6

• 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: 5-Bromo-3-(toluene-2-sulfonylamino)-thiophene-2-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 5-bromo-3-[(2-methylphenyl)sulfonylamino]thiophene-2-carboxylate
• CAS: 478028-05-6
• 化学式: C₁₆H₁₈BrNO₄S₂
• 分子量: 432.359
• InChiKey: CQCGLAKUUJGDQG-UHFFFAOYSA-N

物化性质

• 沸点：
  518.1±60.0 °C(Predicted)
• 密度：
  1.501±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-Bromo-3-(toluene-2-sulfonylamino)-thiophene-2-carboxylic acid tert-butyl ester 在 四(三苯基膦)钯 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-(o-Tolylsulfonylamino)-5-(4-pyridyl)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
• 作为产物：
  描述：

  邻甲苯磺酰氯 在 4-二甲氨基吡啶 、 lithium hydroxide 、 1,1,2,2-四氟-1,2-二溴乙烷 、 硫酸 、 lithium diisopropyl amide 作用下， 以 1,4-二氧六环 、 乙醚 、 二氯甲烷 为溶剂， 生成 5-Bromo-3-(toluene-2-sulfonylamino)-thiophene-2-carboxylic acid tert-butyl ester
  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：Shire BioChem Inc.

  公开号：US20040116509A1

  公开（公告）日：2004-06-17

  The present invention provides novel compounds represented by formula I: 1 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：1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。
• 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
• US6881741B2
  申请人：——

  公开号：US6881741B2

  公开（公告）日：2005-04-19