4-(2-乙酰基-苯氧基)-丁腈 | 1016793-64-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(2-乙酰基-苯氧基)-丁腈
• 英文名称: 4-(2-Acetylphenoxy)butanenitrile
• CAS: 1016793-64-8
• 化学式: C₁₂H₁₃NO₂
• mdl: MFCD09940023
• 分子量: 203.241
• InChiKey: BQNUJARBGMFFAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-乙酰基-苯氧基)-丁腈 在 sodium hydroxide 、 sodium ethanolate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-[2-(3-Cyano-propoxy)-phenyl]-2,4-dioxo-butyric acid
  参考文献：
  名称：

  Discovery of α,γ-Diketo Acids as Potent Selective and Reversible Inhibitors of Hepatitis C Virus NS5b RNA-Dependent RNA Polymerase

  摘要：

  alpha,gamma-Diketo acids (DKA) were discovered from screening as selective and reversible inhibitors of hepatitis C virus NS5b RNA-dependent RNA polymerase. The diketo acid moiety proved essential for activity, while substitution on the gamma position was necessary for selectivity and potency. Optimization led to the identification of a DKA inhibitor of NS5b polymerase with IC50 = 45 nM, one of the most potent HCV NS5b polymerase inhibitors reported.

  DOI：

  10.1021/jm0342109
• 作为产物：
  描述：

  2'-羟基苯乙酮 、 4-溴丁腈 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-(2-乙酰基-苯氧基)-丁腈
  参考文献：
  名称：

  Discovery of α,γ-Diketo Acids as Potent Selective and Reversible Inhibitors of Hepatitis C Virus NS5b RNA-Dependent RNA Polymerase

  摘要：

  alpha,gamma-Diketo acids (DKA) were discovered from screening as selective and reversible inhibitors of hepatitis C virus NS5b RNA-dependent RNA polymerase. The diketo acid moiety proved essential for activity, while substitution on the gamma position was necessary for selectivity and potency. Optimization led to the identification of a DKA inhibitor of NS5b polymerase with IC50 = 45 nM, one of the most potent HCV NS5b polymerase inhibitors reported.

  DOI：

  10.1021/jm0342109

文献信息

• Discovery of α,γ-Diketo Acids as Potent Selective and Reversible Inhibitors of Hepatitis C Virus NS5b RNA-Dependent RNA Polymerase
  作者：Vincenzo Summa、Alessia Petrocchi、Paola Pace、Victor G. Matassa、Raffaele De Francesco、Sergio Altamura、Licia Tomei、Uwe Koch、Philippe Neuner

  DOI：10.1021/jm0342109

  日期：2004.1.1

  alpha,gamma-Diketo acids (DKA) were discovered from screening as selective and reversible inhibitors of hepatitis C virus NS5b RNA-dependent RNA polymerase. The diketo acid moiety proved essential for activity, while substitution on the gamma position was necessary for selectivity and potency. Optimization led to the identification of a DKA inhibitor of NS5b polymerase with IC50 = 45 nM, one of the most potent HCV NS5b polymerase inhibitors reported.