L-3-methyl-2-{4'-[(3-methyl-4-methylamino-benzofuran-2-carbonyl)amino]biphenyl-4-sulfonylamino}butyric acid methyl ester | 857079-74-4

• 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: L-3-methyl-2-{4'-[(3-methyl-4-methylamino-benzofuran-2-carbonyl)amino]biphenyl-4-sulfonylamino}butyric acid methyl ester
• 英文别名: methyl (2S)-3-methyl-2-[[4-[4-[[3-methyl-4-(methylamino)-1-benzofuran-2-carbonyl]amino]phenyl]phenyl]sulfonylamino]butanoate
• CAS: 857079-74-4
• 化学式: C₂₉H₃₁N₃O₆S
• 分子量: 549.648
• InChiKey: AAEUCMYLGLPXDA-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  L-3-methyl-2-{4'-[(3-methyl-4-methylamino-benzofuran-2-carbonyl)amino]biphenyl-4-sulfonylamino}butyric acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.0h， 生成 L-3-methyl-2-{4'-[(3-methyl-4-methylamino-benzofuran-2-carbonyl)amino]biphenyl-4-sulfonylamino}butyric acid
  参考文献：
  名称：

  3,4-Disubstituted benzofuran P1′ MMP-13 inhibitors: Optimization of selectivity and reduction of protein binding

  摘要：

  Potent 3,4-disubstituted benzofuran P1' MMP-13 inhibitors have been prepared. Selectivity over MMP-2 was achieved through a substituent at the C4 position of the benzofuran P1' moiety of the molecule. By replacing a backbone benzene with a pyridine and valine with threonine, compounds (e. g., 44) with greatly reduced plasma protein binding were also obtained. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.008
• 作为产物：
  描述：

  3-methyl-4-methylamino-benzofuran-2-carboxylic acid 、 (S)-2-(4'-aminobiphenyl-4-sulfonylamino)-3-methylbutyric acid methyl ester 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 L-3-methyl-2-{4'-[(3-methyl-4-methylamino-benzofuran-2-carbonyl)amino]biphenyl-4-sulfonylamino}butyric acid methyl ester
  参考文献：
  名称：

  3,4-Disubstituted benzofuran P1′ MMP-13 inhibitors: Optimization of selectivity and reduction of protein binding

  摘要：

  Potent 3,4-disubstituted benzofuran P1' MMP-13 inhibitors have been prepared. Selectivity over MMP-2 was achieved through a substituent at the C4 position of the benzofuran P1' moiety of the molecule. By replacing a backbone benzene with a pyridine and valine with threonine, compounds (e. g., 44) with greatly reduced plasma protein binding were also obtained. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.008