N-(benzyloxycarbonyl)aminooxysulfonylamine

• 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-(benzyloxycarbonyl)aminooxysulfonylamine
• 英文别名: benzyl N-sulfamoyloxycarbamate
• 化学式: C₈H₁₀N₂O₅S
• 分子量: 246.244
• InChiKey: GUJZEGLJDZAUGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(benzyloxycarbonyl)aminooxysulfonylamine 、 3,4-二-O-乙酰-1,5-酐-2,6-双脱氧-L-阿拉伯-己-1-糖醇 在 nitrosonium tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 0.1h， 以6%的产率得到
  参考文献：
  名称：

  Carbonic Anhydrase Glycoinhibitors belonging to the Aminoxysulfonamide Series

  摘要：

  A general approach for the synthesis of carbonic anhydrases glycoinhibitors belonging to an aminoxysulfonamide series is presented using a Ferrier sulfonamidoglycosylation reaction on glycols. All the compounds showed good in vitro inhibitory activity against four human carbonic anhydrase isoforms, with selectivity against the cytosolic (hCA II) vs the tumor associated (hCA IX and XII) enzymes.

  DOI：

  10.1021/acsmedchemlett.5b00175
• 作为产物：
  描述：

  N-(苄羰氧基)羟基胺 在 氨基磺酰氯 作用下， 以 N,N-二甲基乙酰胺 、 乙腈 为溶剂， 反应 12.0h， 以98%的产率得到N-(benzyloxycarbonyl)aminooxysulfonylamine
  参考文献：
  名称：

  Carbonic Anhydrase Glycoinhibitors belonging to the Aminoxysulfonamide Series

  摘要：

  A general approach for the synthesis of carbonic anhydrases glycoinhibitors belonging to an aminoxysulfonamide series is presented using a Ferrier sulfonamidoglycosylation reaction on glycols. All the compounds showed good in vitro inhibitory activity against four human carbonic anhydrase isoforms, with selectivity against the cytosolic (hCA II) vs the tumor associated (hCA IX and XII) enzymes.

  DOI：

  10.1021/acsmedchemlett.5b00175

文献信息

• Carbonic Anhydrase Glycoinhibitors belonging to the Aminoxysulfonamide Series
  作者：Joanna Ombouma、Daniella Vullo、Pascal Dumy、Claudiu T. Supuran、Jean-Yves Winum

  DOI：10.1021/acsmedchemlett.5b00175

  日期：2015.7.9

  A general approach for the synthesis of carbonic anhydrases glycoinhibitors belonging to an aminoxysulfonamide series is presented using a Ferrier sulfonamidoglycosylation reaction on glycols. All the compounds showed good in vitro inhibitory activity against four human carbonic anhydrase isoforms, with selectivity against the cytosolic (hCA II) vs the tumor associated (hCA IX and XII) enzymes.