methyl 5-phenyl-3-(1-(p-tolyl)-1H-1,2,3-triazol-5-yl)thiophene-2-carboxylate | 1243356-61-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 5-phenyl-3-(1-(p-tolyl)-1H-1,2,3-triazol-5-yl)thiophene-2-carboxylate
• CAS: 1243356-61-7
• 化学式: C₂₁H₁₇N₃O₂S
• 分子量: 375.451
• InChiKey: KBNUHCWKQBOKGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  57.01
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  p-叠氮甲苯 、 methyl 3-ethynyl-5-phenylthiophene-2-carboxylate 在 二(三苯基膦)环戊二烯基氯化钌(II) 作用下， 以 苯 为溶剂， 以19%的产率得到methyl 5-phenyl-3-(1-(p-tolyl)-1H-1,2,3-triazol-5-yl)thiophene-2-carboxylate
  参考文献：
  名称：

  Cyclic amide bioisosterism: Strategic application to the design and synthesis of HCV NS5B polymerase inhibitors

  摘要：

  Conformational modeling has been successfully applied to the design of cyclic bioisosteres used to replace a conformationally rigid amide bond in a series of thiophene carboxylate inhibitors of HCV NS5B polymerase. Select compounds were equipotent with the original amide series. Single-point mutant binding studies, in combination with inhibition structure-activity relationships, suggest this new series interacts at the Thumb-II domain of NS5B. Inhibitor binding at the Thumb-II site was ultimately confirmed by solving a crystal structure of 8b complexed with NS5B. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.008