4-(2-呋喃)-2,4-二氧代丁酸 | 105356-51-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 4-(2-呋喃)-2,4-二氧代丁酸
• 英文名称: 4-(2-furyl)-2,4-dioxobutanoic acid
• 英文别名: 2,4-dioxo-4-furylbutanoic acid；4-(Furan-2-yl)-2,4-dioxobutanoic acid
• CAS: 105356-51-2
• 化学式: C₈H₆O₅
• mdl: MFCD06245358
• 分子量: 182.133
• InChiKey: DQHQTWRAARLYCW-UHFFFAOYSA-N

物化性质

• 沸点：
  362.1±22.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  84.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  4-(2-呋喃)-2,4-二氧代丁酸 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 (Z)-2,4-dioxo-3-(2-oxo-1,2,3,4-tetrahydro-3-quinoxalinylidene)-4-furylbutanoic acid N-o-hydroxyphenylamide
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1012458608681
• 作为产物：
  描述：

  2-呋喃丁酸-a-y-脱氧乙酯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 4-(2-呋喃)-2,4-二氧代丁酸
  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

• The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors
  作者：L. Nathan Tumey、Bayard Huck、Elizabeth Gleason、Jianmin Wang、Daniel Silver、Kurt Brunden、Sherry Boozer、Stephen Rundlett、Bruce Sherf、Steven Murphy、Andrew Bailey、Tom Dent、Christina Leventhal、John Harrington、Youssef L. Bennani

  DOI：10.1016/j.bmcl.2004.07.028

  日期：2004.10

  There have been several recent reports of chemopotentiation via inhibition of DNA repair processes. Flap endonuclease 1 (FEN1) is a key enzyme involved in base excision repair (BER), a primary pathway utilized by mammalian cells to repair DNA damage. In this report, we describe the identification and SAR of a series of 2,4-diketobutyric acid FENI inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.
• ——
  作者：I. V. Mashevskaya、I. A. Tolmacheva、A. N. Maslivets

  DOI：10.1023/a:1002706620519

  日期：——
• Shurov, Russian Journal of General Chemistry, 2000, vol. 70, # 11, p. 1779 - 1788
  作者：Shurov

  DOI：——

  日期：——
• ——
  作者：MATSUTANI SIGEHRU、 XIRAI KEHNTARO、 TSUTSUMIUTI MASAMI、 MIDZUI TAKASI

  DOI：——

  日期：——
• 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.