ethyl 2-((E)-(3-(tert-butyl)-2-hydroxy-5-((E)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzylidene)amino)thiazole-4-carboxylate

• 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: ethyl 2-((E)-(3-(tert-butyl)-2-hydroxy-5-((E)-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzylidene)amino)thiazole-4-carboxylate
• 英文别名: ethyl 2-[(E)-[3-tert-butyl-2-hydroxy-5-[(E)-3-(4-methoxyphenyl)-3-oxoprop-1-enyl]phenyl]methylideneamino]-1,3-thiazole-4-carboxylate
• 化学式: C₂₇H₂₈N₂O₅S
• 分子量: 492.596
• InChiKey: QDHKQYYCAKROKR-IPSZARIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-叔丁基苯酚 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 30.0h， 生成 ethyl 2-((E)-(3-(tert-butyl)-2-hydroxy-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

文献信息

• Novel Chalcone–Thiazole Hybrids as Potent Inhibitors of Drug Resistant <i>Staphylococcus aureus</i>
  作者：Koneni V. Sashidhara、K. Bhaskara Rao、Pragati Kushwaha、Ram K. Modukuri、Pratiksha Singh、Isha Soni、P. K. Shukla、Sidharth Chopra、Mukesh Pasupuleti

  DOI：10.1021/acsmedchemlett.5b00169

  日期：2015.7.9

  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.