(E)-3-(4-hydroxy-3-propyl-5-((E)-(thiazol-2-ylimino)methyl)phenyl)-1-(4-methoxy phenyl)prop-2-en-1-one | 1616108-83-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(4-hydroxy-3-propyl-5-((E)-(thiazol-2-ylimino)methyl)phenyl)-1-(4-methoxy phenyl)prop-2-en-1-one
• 英文别名: (E)-3-[4-hydroxy-3-propyl-5-[(E)-1,3-thiazol-2-yliminomethyl]phenyl]-1-(4-methoxyphenyl)prop-2-en-1-one
• CAS: 1616108-83-8
• 化学式: C₂₃H₂₂N₂O₃S
• 分子量: 406.505
• InChiKey: VJLGWTHOHUBOCE-FGCWKTIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-正丙基苯酚 在 盐酸 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 9.0h， 生成 (E)-3-(4-hydroxy-3-propyl-5-((E)-(thiazol-2-ylimino)methyl)phenyl)-1-(4-methoxy phenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and antifilarial activity of chalcone–thiazole derivatives against a human lymphatic filarial parasite, Brugia malayi

  摘要：

  Here we report the synthesis of novel chalcone thiazole compounds and their antifilarial activity. The antifilarial properties of these hybrids were assessed against microfilariae as well as adult worms of Brugia malayi. Among all the synthesized compounds, only two compounds, namely 4g and 4n were identified to be promising in vitro. These active compounds were tested in B. malayi-jird (Meriones unguiculatus) and B. malayi-Mastomys coucha models. Compound 4n showed 100% embryostatic effect and 49% macrofilaricidal in jirds and M. coucha models, respectively. This study provides a new structural clue for the development of novel antifilarial lead molecules. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.029

文献信息

• Synthesis and antifilarial activity of chalcone–thiazole derivatives against a human lymphatic filarial parasite, Brugia malayi
  作者：Koneni V. Sashidhara、K. Bhaskara Rao、Vikas Kushwaha、Ram K. Modukuri、Richa Verma、P.K. Murthy

  DOI：10.1016/j.ejmech.2014.05.029

  日期：2014.6

  Here we report the synthesis of novel chalcone thiazole compounds and their antifilarial activity. The antifilarial properties of these hybrids were assessed against microfilariae as well as adult worms of Brugia malayi. Among all the synthesized compounds, only two compounds, namely 4g and 4n were identified to be promising in vitro. These active compounds were tested in B. malayi-jird (Meriones unguiculatus) and B. malayi-Mastomys coucha models. Compound 4n showed 100% embryostatic effect and 49% macrofilaricidal in jirds and M. coucha models, respectively. This study provides a new structural clue for the development of novel antifilarial lead molecules. (C) 2014 Elsevier Masson SAS. All rights reserved.