3-benzyl-4-(4-bromophenyl)-4-oxobutyric acid ethyl ester | 875433-15-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-benzyl-4-(4-bromophenyl)-4-oxobutyric acid ethyl ester
• 英文别名: Ethyl 3-benzyl-4-(4-bromophenyl)-4-oxobutanoate
• CAS: 875433-15-1
• 化学式: C₁₉H₁₉BrO₃
• 分子量: 375.262
• InChiKey: INTAUABAQLHYGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-benzyl-4-(4-bromophenyl)-4-oxobutyric acid ethyl ester 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-Benzyl-4-oxo-4-(4-phenylethynyl-phenyl)-butyric acid
  参考文献：
  名称：

  Selective Inhibition of Matrix Metalloproteinase Isozymes and in Vivo Protection against Emphysema by Substituted γ-Keto Carboxylic Acids

  摘要：

  The synthesis and matrix metalloproteinase (MMP) inhibitory activity of a series of gamma-keto carboxylic acids are described. Among nine MNIP isozymes tested, compound 1j displays selective inhibition of MMP-2, -9, and - 12 with IC50 values between 0.20 and 1.51 mu M, and in male golden Syrian hamsters, it shows protection against PPE-induced emphysema.

  DOI：

  10.1021/jm051101g
• 作为产物：
  描述：

  1-(4-溴苯基)-3-苯基-1-丙酮 、 溴乙酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以61%的产率得到3-benzyl-4-(4-bromophenyl)-4-oxobutyric acid ethyl ester
  参考文献：
  名称：

  Selective Inhibition of Matrix Metalloproteinase Isozymes and in Vivo Protection against Emphysema by Substituted γ-Keto Carboxylic Acids

  摘要：

  The synthesis and matrix metalloproteinase (MMP) inhibitory activity of a series of gamma-keto carboxylic acids are described. Among nine MNIP isozymes tested, compound 1j displays selective inhibition of MMP-2, -9, and - 12 with IC50 values between 0.20 and 1.51 mu M, and in male golden Syrian hamsters, it shows protection against PPE-induced emphysema.

  DOI：

  10.1021/jm051101g

文献信息

• Selective Inhibition of Matrix Metalloproteinase Isozymes and in Vivo Protection against Emphysema by Substituted γ-Keto Carboxylic Acids
  作者：Dawei Ma、Yongwen Jiang、Fangping Chen、Li-kun Gong、Ke Ding、Yong Xu、Renxiao Wang、Aihua Ge、Jin Ren、Jingya Li、Jia Li、Qizhuang Ye

  DOI：10.1021/jm051101g

  日期：2006.1.1

  The synthesis and matrix metalloproteinase (MMP) inhibitory activity of a series of gamma-keto carboxylic acids are described. Among nine MNIP isozymes tested, compound 1j displays selective inhibition of MMP-2, -9, and - 12 with IC50 values between 0.20 and 1.51 mu M, and in male golden Syrian hamsters, it shows protection against PPE-induced emphysema.