2(S)-[(2,3-dihydroxy-propyl)-(4-methoxy-benzenesulfonyl)amino]-N-hydroxy-acetamide | 881993-54-0

• 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: 2(S)-[(2,3-dihydroxy-propyl)-(4-methoxy-benzenesulfonyl)amino]-N-hydroxy-acetamide
• 英文别名: (S)-2-(N-(2,3-dihydroxypropyl)-4-methoxyphenylsulfonamido)-N-hydroxyacetamide；2-[[(2S)-2,3-dihydroxypropyl]-(4-methoxyphenyl)sulfonylamino]-N-hydroxyacetamide
• CAS: 881993-54-0
• 化学式: C₁₂H₁₈N₂O₇S
• 分子量: 334.35
• InChiKey: FAJZOFHZLDUFEM-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  145
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl 2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl-(4-methoxyphenyl)sulfonylamino]acetate 在 溶剂黄146 、 盐酸羟胺 、 potassium hydroxide 作用下， 以 水 、 甲醇 为溶剂， 反应 22.0h， 以45%的产率得到2(S)-[(2,3-dihydroxy-propyl)-(4-methoxy-benzenesulfonyl)amino]-N-hydroxy-acetamide
  参考文献：
  名称：

  Structure-based approach to nanomolar, water soluble matrix metalloproteinases inhibitors (MMPIs)

  摘要：

  N-Arylsulfonyl-based MMPs inhibitors (MMPIs) are among the most prominent inhibitors possessing nanomolar affinity. However, their poor bioavailability remains critical for the drug development of this family of molecules. The structural analysis of the complex of NNGH (the most representative member of the family) with MMP-12 provided us with the basis to effectively design simple NNGH analogues with enhanced solubility in water. Following this approach, the sec-butyl residue, not directly involved in the binding with MMP, has been replaced with hydrophilic residues thus yielding new potent inhibitors soluble in water. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.09.057

文献信息

• Derivatives of Arylsulfonamido-Substituted Hydroxamic Acid as Matrix Metalloproteinases Inhibitors
  申请人：Bertini Ivano

  公开号：US20080249032A1

  公开（公告）日：2008-10-09

  Described herein are derivatives of arylsulfonamido-substituted hydroxamic acid of formula (I) having good solubility in water and inhibitory activity of matrix metalloproteinases, useful for the preparation of pharmaceutical compositions for the treatment of diseases associated to a pathologic activity and/or an over-expression of metalloproteinases, and of cosmetic preparations having anti-ageing properties in particular for hair and skin.

  本文描述了具有良好水溶性和对基质金属蛋白酶具有抑制活性的芳基磺酰胺取代羟基甲酰胺衍生物的化学式(I)，用于制备用于治疗与病理活性和/或金属蛋白酶过度表达相关的疾病的药物组合物，以及具有抗衰老特性的化妆品配方，特别适用于头发和皮肤。
• Derivatives of arylsulfonamido-substituted hydroxamic acid as matrix metalloproteinases inhibitors
  申请人：Protera S.R.L.

  公开号：EP2308837A2

  公开（公告）日：2011-04-13

  Described herein are derivatives of arylsulfonamido-substituted hydroxamic acid of formula (I) having good solubility in water and inhibitory activity of matrix metalloproteinases, useful for the preparation of pharmaceutical compositions for the treatment of diseases associated to a pathologic activity and/or an over-expression of metalloproteinases, and of cosmetic preparations having anti-ageing properties in particular for hair and skin.

  本文描述的是式 (I) 的芳基磺酰胺基取代的羟肟酸衍生物 具有良好的水溶性和基质金属蛋白酶抑制活性，可用于制备治疗与金属蛋白酶的病理活性和/或过度表达有关的疾病的药物组合物，以及具有抗衰老特性的化妆品制剂，特别是用于头发和皮肤。
• DERIVATIVES OF ARYLSULFONAMIDO-SUBSTITUTED HYDROXAMIC ACID AS MATRIX METALLOPROTEINASES INHIBITORS
  申请人：Protera S.R.L.

  公开号：EP1781601B1

  公开（公告）日：2010-12-22
• US7772430B2
  申请人：——

  公开号：US7772430B2

  公开（公告）日：2010-08-10
• [EN] DERIVATIVES OF ARYLSULFONAMIDO-SUBSTITUTED HYDROXAMIC ACID AS MATRIX METALLOPROTEINASES INHIBITORS<br/>[FR] DERIVES D'ACIDE HYDROXAMIQUE SUBSTITUES PAR ARYLSULFONAMIDO, UTILISES COMME INHIBITEURS DES METALLOPROTEINASES MATRICIELLES
  申请人：PROTERA S R L

  公开号：WO2006013193A2

  公开（公告）日：2006-02-09

  Described herein are derivatives of arylsulfonamido-substituted hydroxamic acid of formula (I) having good solubility in water and inhibitory activity of matrix metalloproteinases, useful for the preparation of pharmaceutical compositions for the treatment of diseases associated to a pathologic activity and/or an over-expression of metalloproteinases, and of cosmetic preparations having anti-ageing properties in particular for hair and skin.