Methyl 2-[4-[4-[3-[2-(dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoate | 312931-50-3

• 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: Methyl 2-[4-[4-[3-[2-(dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoate
• CAS: 312931-50-3
• 化学式: C₂₇H₃₈N₂O₅S
• 分子量: 502.675
• InChiKey: SQZPUOFFIOPQAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  methyl 2-((4-(3'-(2-(dimethylamino)ethoxy)-2-methyl-[1,1'-biphenyl]-4-yl)piperidin-1-yl)sulfonyl)acetate 、 碘甲烷 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 Methyl 2-[4-[4-[3-[2-(dimethylamino)ethoxy]phenyl]-3-methylphenyl]piperidin-1-yl]sulfonyl-2-methylpropanoate
  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.