(E)-2-hydroxy-3-isopropyl-5-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzaldehyde | 1616108-66-7

• 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)-2-hydroxy-3-isopropyl-5-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzaldehyde
• CAS: 1616108-66-7
• 化学式: C₂₀H₂₀O₄
• 分子量: 324.376
• InChiKey: KTPYELNXCNHUDP-RUDMXATFSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  480.0±45.0 °C(predicted)
• 密度：
  1.183±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-氨基噻唑-4-甲酸乙酯 、 (E)-2-hydroxy-3-isopropyl-5-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzaldehyde 以 乙醇 为溶剂， 反应 24.0h， 以72%的产率得到ethyl 2-((E)-(2-hydroxy-3-isopropyl-5-((E)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzylidene)amino)thiazole-4-carboxylate
  参考文献：
  名称：

  Novel Chalcone–Thiazole Hybrids as Potent Inhibitors of Drug Resistant Staphylococcus aureus

  摘要：

  A series of novel hybrids possessing chalcone and thiazole moieties were synthesized and evaluated for their antibacterial activities. In general this class of hybrids exhibited potency against Staphylococcus aureus, and in particular, compound 27 exhibited potent inhibitory activity with respect to other synthesized hybrids. Furthermore, the hemolytic and toxicity data demonstrated that the compound 27 was nonhemolytic and nontoxic to mammalian cells. The in vivo studies utilizing a S. aureus septicemia model demonstrated that compound 27 was as potent as vancomycin. The results of antibacterial activities underscore the potential of this scaffold that can be utilized for developing a new class of novel antibiotics.

  DOI：

  10.1021/acsmedchemlett.5b00169
• 作为产物：
  描述：

  异丙苯酚 在 盐酸 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 6.0h， 生成 (E)-2-hydroxy-3-isopropyl-5-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzaldehyde
  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