4-(2-(benzyloxy)phenyl)-2-hydroxy-4-oxobut-2-enoic acid | 251966-04-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-(benzyloxy)phenyl)-2-hydroxy-4-oxobut-2-enoic acid
• CAS: 251966-04-8
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: JXKICJGRKUURQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  83.83
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-[2-(benzyloxy)-phenyl]-2,4-dioxobutyric acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以87%的产率得到4-(2-(benzyloxy)phenyl)-2-hydroxy-4-oxobut-2-enoic acid
  参考文献：
  名称：

  Effects of the aryl linker and the aromatic substituent on the anti-HCV activities of aryl diketoacid (ADK) analogues

  摘要：

  Based on our pharmacophore model of the aryl diketoacids (ADKs), we designed and prepared a series of novel ADK analogues, which showed potent inhibitory activities against the NS5B polymerase in the submicromolar range. Pharmacophore-guided docking study revealed that the antiviral activities of the ADKs are highly dependent upon the aryl linker as well as the size and position of the aromatic substituent. It is of another importance that, unlike previously reported ADKs, three ADK analogues synthesized in this study effectively blocked Hepatitis C Virus (HCV) replication in the replicon systems. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.008

文献信息

• Effects of the aryl linker and the aromatic substituent on the anti-HCV activities of aryl diketoacid (ADK) analogues
  作者：Jinyoung Kim、Ki-Sun Kim、Hyo Seon Lee、Kwang-Su Park、Sun Young Park、Seock-Yong Kang、Soo Jae Lee、Hyung Soon Park、Dong-Eun Kim、Youhoon Chong

  DOI：10.1016/j.bmcl.2008.07.008

  日期：2008.8

  Based on our pharmacophore model of the aryl diketoacids (ADKs), we designed and prepared a series of novel ADK analogues, which showed potent inhibitory activities against the NS5B polymerase in the submicromolar range. Pharmacophore-guided docking study revealed that the antiviral activities of the ADKs are highly dependent upon the aryl linker as well as the size and position of the aromatic substituent. It is of another importance that, unlike previously reported ADKs, three ADK analogues synthesized in this study effectively blocked Hepatitis C Virus (HCV) replication in the replicon systems. (C) 2008 Elsevier Ltd. All rights reserved.