thiophene-2-sulfonic acid (3-bromo-propyl)-amide | 1053236-28-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: thiophene-2-sulfonic acid (3-bromo-propyl)-amide
• 英文别名: N-(3-bromopropyl)thiophene-2-sulfonamide
• CAS: 1053236-28-4
• 化学式: C₇H₁₀BrNO₂S₂
• 分子量: 284.198
• InChiKey: ZUJGJRMJSOMQRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  thiophene-2-sulfonic acid (3-bromo-propyl)-amide 在 caesium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以78.4%的产率得到1-(噻吩-2-磺酰基)氮杂环丁烷
  参考文献：
  名称：

  Synthesis and characterization ofN-arylsulfonylazetidines

  摘要：

  Abstractmagnified imageA convenient method for the synthesis of N‐arylsulfonyl azetidines using N‐(3‐bromopropyl)‐arylsulfonamide with cesium carbonate and potassium iodide in DMF is reported. The reaction conditions are optimized and seven N‐arylsulfonyl azetidines have been synthesized in good yield using this method. The structures of compounds 2a and 2e were determined by X‐ray crystallography.

  DOI：

  10.1002/jhet.5570450449
• 作为产物：
  描述：

  2-噻吩磺酰氯 、 3-溴丙胺氢溴酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以89%的产率得到thiophene-2-sulfonic acid (3-bromo-propyl)-amide
  参考文献：
  名称：

  In silico identification, design and synthesis of novel piperazine-based antiviral agents targeting the hepatitis C virus helicase

  摘要：

  A structure-based virtual screening of commercial compounds was carried out on the HCV NS3 helicase structure, with the aim to identify novel inhibitors of HCV replication. Among a selection of 13 commercial structures, one compound was found to inhibit the subgenomic HCV replicon in the low micromolar range. Different series of new piperazine-based analogues were designed and synthesised, and among them, several novel structures exhibited antiviral activity in the HCV replicon assay. Some of the new compounds were also found to inhibit HCV NS3 helicase function in vitro, and one directly bound NS3 with a dissociation constant of 570 +/- 270 nM. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.10.043