[(5-Bromo-2-methoxyphenyl)sulfonyl]-2-pyridylamine

• 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-2-methoxyphenyl)sulfonyl]-2-pyridylamine
• 英文别名: 5-bromo-2-methoxy-N-pyridin-2-ylbenzenesulfonamide
• 化学式: C₁₂H₁₁BrN₂O₃S
• mdl: MFCD02049633
• 分子量: 343.201
• InChiKey: RKXQLWZEBRUOIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(5-Bromo-2-methoxyphenyl)sulfonyl]-2-pyridylamine 在 盐酸 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 、 sodium hydride 、 sodium carbonate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 8.0h， 生成 sodium ((2-methoxy-5-(5-(2-methyl-1-oxoisoindolin-5-yl)thiophen-2-yl)phenyl)sulfonyl)(pyridin-2-yl)amide
  参考文献：
  名称：

  Substituted arylsulphonamides as inhibitors of perforin-mediated lysis

  摘要：

  The structure-activity relationships for a series of arylsulphonamide-based inhibitors of the pore forming protein perforin have been explored. Perforin is a key component of the human immune response, however inappropriate activity has also been implicated in certain auto-immune and therapy induced conditions such as allograft rejection and graft versus host disease. Since perforin is expressed exclusively by cells of the immune system, inhibition of this protein would be a highly selective strategy for the immunosuppressive treatment of these disorders. Compounds from this series were demonstrated to be potent inhibitors of the lytic action of both isolated recombinant perforin and perforin secreted by natural killer cells in vitro. Several potent and soluble examples were assessed for in vivo pharmacokinetic properties and found to be suitable for progression to an in vivo model of transplant rejection. (C) 2017 The Authors. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2017.05.048
• 作为产物：
  描述：

  2-氨基吡啶 、 5-溴-2-甲氧基苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 [(5-Bromo-2-methoxyphenyl)sulfonyl]-2-pyridylamine
  参考文献：
  名称：

  Substituted arylsulphonamides as inhibitors of perforin-mediated lysis

  摘要：

  The structure-activity relationships for a series of arylsulphonamide-based inhibitors of the pore forming protein perforin have been explored. Perforin is a key component of the human immune response, however inappropriate activity has also been implicated in certain auto-immune and therapy induced conditions such as allograft rejection and graft versus host disease. Since perforin is expressed exclusively by cells of the immune system, inhibition of this protein would be a highly selective strategy for the immunosuppressive treatment of these disorders. Compounds from this series were demonstrated to be potent inhibitors of the lytic action of both isolated recombinant perforin and perforin secreted by natural killer cells in vitro. Several potent and soluble examples were assessed for in vivo pharmacokinetic properties and found to be suitable for progression to an in vivo model of transplant rejection. (C) 2017 The Authors. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2017.05.048