1-(4-Chlorobenzyl)-6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | 957140-66-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(4-Chlorobenzyl)-6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 1-[(4-chlorophenyl)methyl]-6,7-dimethoxy-4-oxoquinoline-3-carboxylic acid
• CAS: 957140-66-8
• 化学式: C₁₉H₁₆ClNO₅
• 分子量: 373.793
• InChiKey: KCQSZQSFEBIEEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(4-Chlorobenzyl)-6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 在 三乙胺 、 三氯乙腈 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 1-[(4-Chlorophenyl)methyl]-3-[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]-6,7-dimethoxy-quinolin-4-one
  参考文献：
  名称：

  3-Heterocyclyl quinolone inhibitors of the HCV NS5B polymerase

  摘要：

  The discovery and optimization of a novel class of quinolone small-molecules that inhibit NS5B polymerase, a key enzyme of the HCV viral life-cycle, is described. Our research led to the replacement of a hydrolytically labile ester functionality with bio-isosteric heterocycles. An X-ray crystal structure of a key analog bound to NS5B facilitated the optimization of this series of compounds to afford increased activity against the target enzyme and in the cell-based replicon assay system. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.013

文献信息

• ANTIVIRAL AGENTS
  申请人：Kumar V. Dange

  公开号：US20070287699A1

  公开（公告）日：2007-12-13

  Compounds are provided having utility for the treatment of viral infections, particularly HCV.

  提供了化合物，可用于治疗病毒感染，尤其是HCV。
• 3-Heterocyclyl quinolone inhibitors of the HCV NS5B polymerase
  作者：Dange V. Kumar、Roopa Rai、Ken A. Brameld、Jennifer Riggs、John R. Somoza、Ravi Rajagopalan、James W. Janc、Yu M. Xia、Tony L. Ton、Huiyong Hu、Isabelle Lehoux、Joseph D. Ho、Wendy B. Young、Barry Hart、Michael J. Green

  DOI：10.1016/j.bmcl.2011.11.013

  日期：2012.1

  The discovery and optimization of a novel class of quinolone small-molecules that inhibit NS5B polymerase, a key enzyme of the HCV viral life-cycle, is described. Our research led to the replacement of a hydrolytically labile ester functionality with bio-isosteric heterocycles. An X-ray crystal structure of a key analog bound to NS5B facilitated the optimization of this series of compounds to afford increased activity against the target enzyme and in the cell-based replicon assay system. (C) 2011 Elsevier Ltd. All rights reserved.