N-(4-cyanophenyl)-1-phenylcyclopentane-1-carboxamide | 1024135-93-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-cyanophenyl)-1-phenylcyclopentane-1-carboxamide
• CAS: 1024135-93-0
• 化学式: C₁₉H₁₈N₂O
• 分子量: 290.365
• InChiKey: ATWRLWAETCNGOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-cyanophenyl)-1-phenylcyclopentane-1-carboxamide 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-phenyl-cyclopentanecarboxylic acid (4-cyano-phenyl)-(methyl)-amide
  参考文献：
  名称：

  Discovery of novel 1-phenyl-cycloalkane carbamides as potent and selective influenza fusion inhibitors

  摘要：

  A novel class of HA inhibitors (4a) was identified based on ligand similarity search of known HA inhibitors. Parallel synthesis and further structural modifications resulted in 1-phenyl-cyclopentanecarboxylic acid (4-cyano-phenyl)-methyl-amide 4t as a potent and selective inhibitor to phylogenetic H1 influenza viruses with an EC50 of 98 nM against H1N1 A/Weiss/43 strain and over 1000-fold selectivity against host MDCK cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.141
• 作为产物：
  描述：

  Alpha-苯基环戊烷甲酰氯 、 对氨基苯腈 在 N-甲基吗啉 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 N-(4-cyanophenyl)-1-phenylcyclopentane-1-carboxamide
  参考文献：
  名称：

  Discovery of novel 1-phenyl-cycloalkane carbamides as potent and selective influenza fusion inhibitors

  摘要：

  A novel class of HA inhibitors (4a) was identified based on ligand similarity search of known HA inhibitors. Parallel synthesis and further structural modifications resulted in 1-phenyl-cyclopentanecarboxylic acid (4-cyano-phenyl)-methyl-amide 4t as a potent and selective inhibitor to phylogenetic H1 influenza viruses with an EC50 of 98 nM against H1N1 A/Weiss/43 strain and over 1000-fold selectivity against host MDCK cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.141