(N-4'-carboxybenzenesulfonyl)-3,4-dimethoxyphenylglycine | 235101-99-2

• 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: (N-4'-carboxybenzenesulfonyl)-3,4-dimethoxyphenylglycine
• CAS: 235101-99-2
• 化学式: C₁₇H₁₇NO₈S
• 分子量: 395.39
• InChiKey: KQIBQFYEWWEBRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  139.23
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (N-4'-carboxybenzenesulfonyl)-3,4-dimethoxyphenylglycine 在 硝酸 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 生成 2-(4,5-Dimethoxy-2-nitrophenyl)-2-[[4-[(2,3,4,5,6-pentafluorophenyl)methylcarbamoyl]phenyl]sulfonylamino]acetic acid
  参考文献：
  名称：

  A Caged Hydrophobic Inhibitor of Carbonic Anhydrase II

  摘要：

  A tight binding, hydrophobic inhibitor of carbonic anhydrase II has been masked with a water-solubilizing, photolabile group derived from o-nitrophenylglycine. This caged inhibitor represents our first effort at the site specific delivery of prodrugs that can be activated by light. Via this approach, we have begun to address the problems of water insolubility and systemic side effects on administration of tight binding inhibitors of carbonic anhydrase.

  DOI：

  10.1021/ol990526s
• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 在 盐酸 、 ammonium hydroxide 、 sodium hydroxide 、 ammonium chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.5h， 生成 (N-4'-carboxybenzenesulfonyl)-3,4-dimethoxyphenylglycine
  参考文献：
  名称：

  A Caged Hydrophobic Inhibitor of Carbonic Anhydrase II

  摘要：

  A tight binding, hydrophobic inhibitor of carbonic anhydrase II has been masked with a water-solubilizing, photolabile group derived from o-nitrophenylglycine. This caged inhibitor represents our first effort at the site specific delivery of prodrugs that can be activated by light. Via this approach, we have begun to address the problems of water insolubility and systemic side effects on administration of tight binding inhibitors of carbonic anhydrase.

  DOI：

  10.1021/ol990526s