4-(5-Fluoro-2-methyl-benzyloxy)-N-[(1R,2S)-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-propyl]-benzenesulfonamide | 683210-06-2

• 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: 4-(5-Fluoro-2-methyl-benzyloxy)-N-[(1R,2S)-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-propyl]-benzenesulfonamide
• CAS: 683210-06-2
• 化学式: C₂₃H₂₈FNO₇S
• 分子量: 481.542
• InChiKey: KYRMRSKLJHATRQ-BPRPRYBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  103.32
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-(5-Fluoro-2-methyl-benzyloxy)-N-[(1R,2S)-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-propyl]-benzenesulfonamide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 生成 1-[(2S,3R)-4-[4-(5-Fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-2-methyl-3-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-piperazin-1-yl]-ethanone
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8
• 作为产物：
  描述：

  3-溴甲基-3-甲基-1-氧杂环丁烷 在 palladium on activated charcoal 三氟化硼乙醚 、 氢气 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(5-Fluoro-2-methyl-benzyloxy)-N-[(1R,2S)-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-propyl]-benzenesulfonamide
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8