(R)-N-hydroxy-2-(4-methoxyphenylsulfonamido)-3-methylbutanamide | 193807-79-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-N-hydroxy-2-(4-methoxyphenylsulfonamido)-3-methylbutanamide
• 英文别名: N-hydroxy-2(R)-[(4-methoxybenzenesulfonyl)amino]-3-methyl butanamide；N-hydroxy-2(R)-[(4-methoxyphenylsulfonyl)]amino-3-methylbutyramide；(2R)-N-Hydroxy-2-[[(4-methoxyphenyl)sulfonyl]amino]-3-methylbutanamide；(2R)-N-hydroxy-2-[(4-methoxyphenyl)sulfonylamino]-3-methylbutanamide
• CAS: 193807-79-3
• 化学式: C₁₂H₁₈N₂O₅S
• 分子量: 302.351
• InChiKey: SUEBJDNLBVTIQP-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  D-Valine methyl ester 在 盐酸羟胺 、 sodium methylate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 16.0h， 生成 (R)-N-hydroxy-2-(4-methoxyphenylsulfonamido)-3-methylbutanamide
  参考文献：
  名称：

  A Multidisciplinary Approach to Probing Enthalpy–Entropy Compensation and the Interfacial Mobility Model

  摘要：

  In recent years, interfacial mobility has gained popularity as a model with which to rationalize both affinity in ligand binding and the often observed phenomenon of enthalpy-entropy compensation. While protein contraction and reduced mobility, as demonstrated by computational and NMR techniques respectively, have been correlated to entropies of binding for a variety of systems, to our knowledge, Raman difference spectroscopy has never been included in these analyses. Here, nonresonance Raman difference spectroscopy, isothermal titration calorimetry, and X-ray crystallography were utilized to correlate protein contraction, as demonstrated by an increase in protein interior packing and decreased residual protein movement, with trends of enthalpy-entropy compensation. These results are in accord with the interfacial mobility model and lend additional credence to this view of protein activity.

  DOI：

  10.1021/ja1098287

文献信息

• .alpha.-Amino sulfonyl hydroxamic acids as matrix metalloproteinase
  申请人：Pharmacia & Upjohn Company

  公开号：US05804593A1

  公开（公告）日：1998-09-08

  A compound of formula I or pharmaceutical acceptable salts thereof, ##STR1## wherein R.sub.1 is isopropyl, 2-methylbut-2yl, phenyl, benzyl, or 1H-indol-3ylmethyl; R.sub.2 is n-octyl, phenyl, or phenyl substituted with methoxy, fluoro, or bromo, are matrix metalloproteinase inhibitors.

  公式I的化合物或其药物可接受的盐，其中R.sub.1为异丙基，2-甲基丁基，苯基，苄基或1H-吲哚-3-基甲基; R.sub.2为正辛基，苯基或用甲氧基，氟或溴取代的苯基，是基质金属蛋白酶抑制剂。
• ALPHA-AMINO SULFONYL HYDROXAMIC ACIDS AS MATRIX METALLOPROTEINASE INHIBITORS
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP0934267B1

  公开（公告）日：2002-01-30
• $g(a)-AMINO SULFONYL HYDROXAMIC ACIDS AS MATRIX METALLOPROTEINASE INHIBITORS
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP0934267A1

  公开（公告）日：1999-08-11
• SULFONYLAMINO SUBSTITUTED HYDROXAMIC ACID DERIVATIVES AS METALLOPROTEASE INHIBITORS
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1009737A2

  公开（公告）日：2000-06-21
• US5804593A
  申请人：——

  公开号：US5804593A

  公开（公告）日：1998-09-08