N-(4-(tert-butyl)-5-(4-chlorobenzyl)thiazol-2-yl)-4-chlorobenzamide

• 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)-4-chlorobenzamide
• 英文别名: N-(4-(t-butyl)-5-(4-chlorobenzyl)thiazol-2-yl)-4-chlorobenzamide；N-[4-tert-butyl-5-[(4-chlorophenyl)methyl]-1,3-thiazol-2-yl]-4-chlorobenzamide
• 化学式: C₂₁H₂₀Cl₂N₂OS
• 分子量: 419.375
• InChiKey: JBZYZTOWCVRYLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

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)-4-chlorobenzamide
  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

文献信息

• N-（5-苄基噻唑-2-基）苯甲酰胺及其医药用途
  申请人：湖南大学

  公开号：CN104771397B

  公开（公告）日：2017-03-08

  本发明涉及化学结构式I所示的N‑（5‑苄基噻唑‑2‑基）苯甲酰胺在制备神经氨酸酶抑制剂中的应用：其中R选自：C1～C2烷基、C3～C4直链或支链烷基；Y1选自：氢、氘、甲基、乙基、氟、氯、溴；Y2、Y4选自：氢、氘、甲基、乙基、氟、氯、溴；Y3选自：氢、氘、甲基、乙基、氟、氯、溴；R1、R5选自：氢、氘、甲基、乙基、甲氧基、乙氧基、氟、氯、溴、硝基、三氟甲基或三氟甲氧基；R2、R4选自：氢、氘、甲基、乙基、羟基、甲氧基、乙氧基、氟、氯、溴、硝基、三氟甲基或三氟甲氧基；R3选自：氢、氘、甲基、乙基、羟基、甲氧基、乙氧基、氟、氯、溴、硝基、三氟甲基或三氟甲氧基。
• Design, synthesis and neuraminidase inhibitory activity of N-(5-benzyl-4-(tert-butyl)thiazol-2-yl)benzamides
  作者：Zhilin Wu、Junmei Peng、Aixi Hu、Jiao Ye、Guoxi Li

  DOI：10.1007/s00044-015-1487-5

  日期：2016.2

  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.