(S)-1-azido-3-methyl-2-tosylamino-butane | 55424-49-2

• 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: (S)-1-azido-3-methyl-2-tosylamino-butane
• 英文别名: N-[(2S)-1-azido-3-methylbutan-2-yl]-4-methylbenzenesulfonamide
• CAS: 55424-49-2
• 化学式: C₁₂H₁₈N₄O₂S
• 分子量: 282.367
• InChiKey: VCCSHDBKETUGPP-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-2-(4-methylphenylsulfonylamino)-1-(4-methylsulfonyloxy)-3-methylbutane 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 以77%的产率得到(S)-1-azido-3-methyl-2-tosylamino-butane
  参考文献：
  名称：

  Synthesis and biological evaluation of reversible inhibitors of IdeS, a bacterial cysteine protease and virulence determinant

  摘要：

  Analogues of the irreversible protease inhibitors TPCK and TLCK have been synthesized and tested as inhibitors of the bacterial cysteine protease IdeS excreted by Streptococcus pyogenes. Eight compounds were identified as inhibitors of IdeS in an in vitro assay. The most potent compounds contained an aldehyde function, thus acting as efficient reversible inhibitors, nitrile and azide derivatives showed moderate activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.026

文献信息

• Synthesis and biological evaluation of reversible inhibitors of IdeS, a bacterial cysteine protease and virulence determinant
  作者：Kristina Berggren、Björn Johansson、Tomas Fex、Jan Kihlberg、Lars Björck、Kristina Luthman

  DOI：10.1016/j.bmc.2009.03.026

  日期：2009.5

  Analogues of the irreversible protease inhibitors TPCK and TLCK have been synthesized and tested as inhibitors of the bacterial cysteine protease IdeS excreted by Streptococcus pyogenes. Eight compounds were identified as inhibitors of IdeS in an in vitro assay. The most potent compounds contained an aldehyde function, thus acting as efficient reversible inhibitors, nitrile and azide derivatives showed moderate activity. (C) 2009 Elsevier Ltd. All rights reserved.