N-(4-(tert-butyl)-5-(4-chlorobenzyl)thiazol-2-yl)-2-methyl-3-nitrobenzamide

• 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-(tert-butyl)-5-(4-chlorobenzyl)thiazol-2-yl)-2-methyl-3-nitrobenzamide
• 英文别名: N-(4-(t-butyl)-5-(4-chlorobenzyl)thiazol-2-yl)-2-methyl-3-nitrobenzamide；N-[4-tert-butyl-5-[(4-chlorophenyl)methyl]-1,3-thiazol-2-yl]-2-methyl-3-nitrobenzamide
• 化学式: C₂₂H₂₂ClN₃O₃S
• 分子量: 443.954
• InChiKey: IFSNFOXNDYEKAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)-4,4-二甲基-1-戊烯-3-酮 在 4-二甲氨基吡啶 、 氢气 、 copper(ll) bromide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 20.0~80.0 ℃ 、3.0 MPa 条件下， 反应 14.0h， 生成 N-(4-(tert-butyl)-5-(4-chlorobenzyl)thiazol-2-yl)-2-methyl-3-nitrobenzamide
  参考文献：
  名称：

  Design, synthesis and neuraminidase inhibitory activity of N-(5-benzyl-4-(tert-butyl)thiazol-2-yl)benzamides

  摘要：

  A series of N-(5-benzyl-4-(tert-butyl)thiazol-2-yl)benzamides were synthesized and the structures were characterized by H-1 NMR, MS and elemental analyses. The crystal structures of compounds F5 and F16 were determined by single-crystal X-ray diffraction. The neuraminidase inhibitory activities of compounds F1-F32 were evaluated in vitro at the concentration of 40 mu g/mL. The results indicated that compounds F8, F26 and F32 exhibited most potent inhibitory activity against NA. Molecular docking was performed by LeDock to further explain the structure-activity relationship of compound F26. The docking modeling showed that compound F26 was in good combination with oseltamivir binding sites of NA and could be a potential NA inhibitor agent.

  DOI：

  10.1007/s00044-015-1487-5