(2S)-2-[(4-acetylphenyl)sulfonyl-[(4-nitrophenyl)methyl]amino]propanoic acid | 627874-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S)-2-[(4-acetylphenyl)sulfonyl-[(4-nitrophenyl)methyl]amino]propanoic acid
• CAS: 627874-64-0
• 化学式: C₁₈H₁₈N₂O₇S
• 分子量: 406.416
• InChiKey: JFWOFWRWKXGIMI-LBPRGKRZSA-N

物化性质

• 沸点：
  654.8±65.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  146
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S)-2-[(4-acetylphenyl)sulfonyl-[(4-nitrophenyl)methyl]amino]propanoic acid 在 羟胺 、 N,N'-二异丙基碳二亚胺 作用下， 生成 (2S)-2-[(4-acetylphenyl)sulfonyl-[(4-nitrophenyl)methyl]amino]-N-hydroxypropanamide
  参考文献：
  名称：

  Protease inhibitors: synthesis of Clostridium histolyticum collagenase inhibitors incorporating sulfonyl-l-alanine hydroxamate moieties

  摘要：

  A series of hydroxamates was obtained by the reaction of N-(4-nitrobenzyl)-L-alanine with alkyl/arylsulfonyl halides, followed by conversion of the COOH group into CONHOH. Structurally-related compounds were prepared similarly by using arylsulfonyl isocyanates, aryl isocyanates or arylsulfenyl halides instead of the sulfonyl halides. Many of the new compounds showed nanomolar affinity for the bacterial collagenase isolated from the pathogen Clostridium histolyticum. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00026-3
• 作为产物：
  描述：

  4-乙酰基苯磺酰氯 、 N-(4-nitrobenzyl)-L-alanine 在 三乙胺 作用下， 生成 (2S)-2-[(4-acetylphenyl)sulfonyl-[(4-nitrophenyl)methyl]amino]propanoic acid
  参考文献：
  名称：

  Protease inhibitors: synthesis of Clostridium histolyticum collagenase inhibitors incorporating sulfonyl-l-alanine hydroxamate moieties

  摘要：

  A series of hydroxamates was obtained by the reaction of N-(4-nitrobenzyl)-L-alanine with alkyl/arylsulfonyl halides, followed by conversion of the COOH group into CONHOH. Structurally-related compounds were prepared similarly by using arylsulfonyl isocyanates, aryl isocyanates or arylsulfenyl halides instead of the sulfonyl halides. Many of the new compounds showed nanomolar affinity for the bacterial collagenase isolated from the pathogen Clostridium histolyticum. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00026-3

文献信息

• Protease inhibitors: synthesis of Clostridium histolyticum collagenase inhibitors incorporating sulfonyl-l-alanine hydroxamate moieties
  作者：Andrea Scozzafava、Claudiu T Supuran

  DOI：10.1016/s0960-894x(00)00026-3

  日期：2000.3

  A series of hydroxamates was obtained by the reaction of N-(4-nitrobenzyl)-L-alanine with alkyl/arylsulfonyl halides, followed by conversion of the COOH group into CONHOH. Structurally-related compounds were prepared similarly by using arylsulfonyl isocyanates, aryl isocyanates or arylsulfenyl halides instead of the sulfonyl halides. Many of the new compounds showed nanomolar affinity for the bacterial collagenase isolated from the pathogen Clostridium histolyticum. (C) 2000 Elsevier Science Ltd. All rights reserved.