2-(2,4-Difluorophenoxy)carbonylcyclopentene-1-carboxylic acid | 245670-20-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2-(2,4-Difluorophenoxy)carbonylcyclopentene-1-carboxylic acid
• CAS: 245670-20-6
• 化学式: C₁₃H₁₀F₂O₄
• 分子量: 268.217
• InChiKey: FWOFGMFMPTWAPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-环戊烯-1,2-二羧酸酐 、 2,4-二氟苯酚 在 sodium hydroxide 作用下， 以40%的产率得到2-(2,4-Difluorophenoxy)carbonylcyclopentene-1-carboxylic acid
  参考文献：
  名称：

  Virtual Combinatorial Syntheses and Computational Screening of New Potential Anti-Herpes Compounds

  摘要：

  The activity of new anti-HSV-1 chemical structures, designed by virtual combinatorial chemical synthesis and selected by a computational screening, is determined by an in vitro assay. A virtual library of phenol esters and anilides was formed from two databases of building blocks: one with carbonyl fragments and the other containing both substituted phenoxy and phenylamino fragments. The library of virtually assembled compounds was computationally screened, and those compounds which were selected by our mathematical model as active ones were finally synthesized and tested. Our antiviral activity model is a "tandem" of four linear functions of topological graph-theoretical descriptors. A given chemical structure was selected as active if it satisfies every discriminant equation in that model. The final result was that five new structures were selected, synthesized, and tested: all of them demonstrated activity, and three showed appreciable anti-HSV-1 activity, with IC50 values of 0.9 mu M. The same model, applied to a database of known compounds, has identified the anti-herpes activity of the following compounds: 3,5-dimethyl-4-nitroisoxazole, nitrofurantoin, 1-(pyrrolidinocarbonylmethyl)piperazine, nebularine, cordycepin, adipic acid, thymidine, alpha-thymidine, inosine, 2,4-diamino-6-(hydroxymethyl)pteridine, 7-(carboxymethoxy)-4-methylcoumarin, 5-methylcytidine, and others that showed less activity.

  DOI：

  10.1021/jm981132u