N-(2-溴乙基)-4-(2-甲基-2-丙基)苯磺酰胺 | 246236-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2-溴乙基)-4-(2-甲基-2-丙基)苯磺酰胺
• 英文名称: N-(2-bromo-ethyl)-4-tert-butyl-benzenesulfonamide
• 英文别名: N-(2-bromoethyl)-4-tert-butylbenzenesulfonamide
• CAS: 246236-63-5
• 化学式: C₁₂H₁₈BrNO₂S
• 分子量: 320.25
• InChiKey: SYRLPOFMWFJDIY-UHFFFAOYSA-N

物化性质

• 沸点：
  390.2±52.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 N-(2-溴乙基)-4-(2-甲基-2-丙基)苯磺酰胺 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 5.0h， 以82%的产率得到3-((4-(tert-butyl)phenyl)sulfonyl)thiazolidine-2-thione
  参考文献：
  名称：

  通过碱促进环氧磺酰胺和杂枯草碱的环化反应 合成噻唑烷-硫酮，亚氨基噻唑烷和恶唑烷†

  摘要：

  环氧磺酰胺在碱的存在下与杂聚枯烯（二硫化碳/异硫氰酸酯/异氰酸酯）反应，以良好的收率和高收率提供极好的区域选择性的扩环产物。N-（2-溴乙基） -磺酰胺也可以用作底物。该反应通过5 -exo-tet途径进行，而没有形成氮丙啶中间体。

  DOI：

  10.1039/c7ob02915b
• 作为产物：
  描述：

  对叔丁基苯磺酰氯 、 2-溴乙胺氢溴酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以78%的产率得到N-(2-溴乙基)-4-(2-甲基-2-丙基)苯磺酰胺
  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

文献信息

• Synthesis of thiazolidine-thiones, imino-thiazolidines and oxazolidines <i>via</i> the base promoted cyclisation of epoxy-sulfonamides and heterocumulenes
  作者：Mandala Anitha、K. C. Kumara Swamy

  DOI：10.1039/c7ob02915b

  日期：——

  Epoxy-sulfonamides react with heterocumulenes (carbon disulfide/isothiocyanates/isocyanates) in the presence of a base to afford ring expansion products in good to high yields with excellent regioselectivity. N-(2-Bromoethyl)-sulfonamides can also be employed as substrates. This reaction proceeds through a 5-exo-tet pathway without forming aziridine intermediates.

  环氧磺酰胺在碱的存在下与杂聚枯烯（二硫化碳/异硫氰酸酯/异氰酸酯）反应，以良好的收率和高收率提供极好的区域选择性的扩环产物。N-（2-溴乙基） -磺酰胺也可以用作底物。该反应通过5 -exo-tet途径进行，而没有形成氮丙啶中间体。
• In silico identification, design and synthesis of novel piperazine-based antiviral agents targeting the hepatitis C virus helicase
  作者：Marcella Bassetto、Pieter Leyssen、Johan Neyts、Mark M. Yerukhimovich、David N. Frick、Matthew Courtney-Smith、Andrea Brancale

  DOI：10.1016/j.ejmech.2016.10.043

  日期：2017.1

  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.