2-[4-[4-[3-[2-(Dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoic acid | 312931-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-[4-[4-[3-[2-(Dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoic acid
• CAS: 312931-74-1
• 化学式: C₂₆H₃₆N₂O₅S
• 分子量: 488.648
• InChiKey: DAYODIKUOYIVEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  95.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[4-[4-[3-[2-(Dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoic acid 在 盐酸羟胺 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 N-hydroxy 2-[4-(4-{3-(2-N,N-dimethylaminoethoxy)phenyl}-3-methylphenyl)-piperidin-1-ylsulphonyl]-2-methylpropanamide
  参考文献：
  名称：

  A novel series of highly selective inhibitors of MMP-3

  摘要：

  The design and synthesis of a series of highly selective hydroxamate inhibitors of stromelysin-1 (MMP-3) is described. Substitution of a 4-biaryl piperidine sulfonamide core, which binds at the S1' subsite of MMP-3, was optimised to give potent inhibitors of MMP-3, with greater than 300-fold selectivity over MMP-1, MMP-2, MMP-9 and MMP-14. Compounds 26 and 27 were identified as having the best balance of pharmacology and properties required for topical drug delivery. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.042
• 作为产物：
  描述：

  Methyl 2-[4-[4-[3-[2-(dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2-[4-[4-[3-[2-(Dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoic acid
  参考文献：
  名称：

  A novel series of highly selective inhibitors of MMP-3

  摘要：

  The design and synthesis of a series of highly selective hydroxamate inhibitors of stromelysin-1 (MMP-3) is described. Substitution of a 4-biaryl piperidine sulfonamide core, which binds at the S1' subsite of MMP-3, was optimised to give potent inhibitors of MMP-3, with greater than 300-fold selectivity over MMP-1, MMP-2, MMP-9 and MMP-14. Compounds 26 and 27 were identified as having the best balance of pharmacology and properties required for topical drug delivery. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.042

文献信息

• A novel series of highly selective inhibitors of MMP-3
  作者：Gavin A. Whitlock、Kevin N. Dack、Roger P. Dickinson、Mark L. Lewis

  DOI：10.1016/j.bmcl.2007.10.042

  日期：2007.12

  The design and synthesis of a series of highly selective hydroxamate inhibitors of stromelysin-1 (MMP-3) is described. Substitution of a 4-biaryl piperidine sulfonamide core, which binds at the S1' subsite of MMP-3, was optimised to give potent inhibitors of MMP-3, with greater than 300-fold selectivity over MMP-1, MMP-2, MMP-9 and MMP-14. Compounds 26 and 27 were identified as having the best balance of pharmacology and properties required for topical drug delivery. (c) 2007 Elsevier Ltd. All rights reserved.