N-[(4-fluorophenyl)methylideneamino]-4-phenyl-1,3-thiazol-2-amine | 342784-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-[(4-fluorophenyl)methylideneamino]-4-phenyl-1,3-thiazol-2-amine
• CAS: 342784-53-6
• 化学式: C₁₆H₁₂FN₃S
• 分子量: 297.356
• InChiKey: NXMKNGLJOZZUMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-fluorobenzaldehyde thiosemicarbazone 、 alkaline earth salt of/the/ methylsulfuric acid 以 异丙醇 为溶剂， 生成 N-[(4-fluorophenyl)methylideneamino]-4-phenyl-1,3-thiazol-2-amine
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel thiazole derivatives as potent FabH inhibitors

  摘要：

  Fatty acid biosynthesis is essential for bacterial survival. Components of this biosynthetic pathway have been identified as attractive targets for the development of new antibacterial agents. FabH, beta-ketoacylacyl carrier protein (ACP) synthase III, is a particularly attractive target, since it is central to the initiation of fatty acid biosynthesis and is highly conserved among Gram positive and negative bacteria. Three series of Schiff bases containing thiazole template were synthesized and developed as potent inhibitors of FabH. This inhibitor class demonstrates strong antibacterial activity. Escherichia coli FabH inhibitory assay and docking simulation indicated that the compounds 11 and 18 were potent inhibitors of E. coli FabH. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.111

文献信息

• Boronic acid functionalized silica‐coated Fe₃O₄ as a novel magnetically separable catalyst for the synthesis of hydrazinyl thiazoles
  作者：Archana Yadav、Rutuja Zond、Sushilkumar Jadhav、Shankar Hangirgekar、Sandeep Sankpal

  DOI：10.1002/aoc.7282

  日期：2023.12

  sample magnetometry (VSM) techniques. The structural investigations revealed that the catalyst is nano-sized (average crystallite size 13 nm), spherical, thermally stable, and magnetic in nature having a magnetic saturation of 51.26 emu/g. The catalytic activity of Fe3O4@SiO2-Pr-N=CH-C6H4B(OH)2 was explored in the synthesis of hydrazinyl thiazoles via one-pot, three-component reaction of phenacyl halide

  采用简单的合成方案合成了一种新型二氧化硅包覆磁铁矿负载的硼酸功能化纳米催化剂（Fe 3 O 4 @SiO 2 -Pr-N=CH-C 6 H 4 B[OH] 2 ）。采用傅里叶变换红外(FT-IR)、X射线衍射(XRD)、能量色散X射线(EDX)、热重-差热分析(TGA-DTA)、场发射扫描电子等手段对催化剂进行了全面表征。显微镜 (FE-SEM)、透射电子显微镜 (TEM) 和振动样品磁强计 (VSM) 技术。结构研究表明，该催化剂具有纳米尺寸（平均晶粒尺寸13 nm）、球形、热稳定和磁性，磁饱和度为51.26 emu/g。探讨了Fe 3 O 4 @SiO 2 -Pr-N=CH-C 6 H 4 B(OH) 2在苯甲酰卤、氨基硫脲和氨基硫脲的一锅三组分反应合成肼基噻唑中的催化活性。室温下，在EtOH:H 2 O（50:50，v/v ）中与芳基醛反应，得到超过90%产率的肼基噻唑。该催化剂可磁
• Design, synthesis and biological evaluation of novel thiazole derivatives as potent FabH inhibitors
  作者：Peng-Cheng Lv、Kai-Rui Wang、Ying Yang、Wen-Jun Mao、Jin Chen、Jing Xiong、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2009.09.111

  日期：2009.12

  Fatty acid biosynthesis is essential for bacterial survival. Components of this biosynthetic pathway have been identified as attractive targets for the development of new antibacterial agents. FabH, beta-ketoacylacyl carrier protein (ACP) synthase III, is a particularly attractive target, since it is central to the initiation of fatty acid biosynthesis and is highly conserved among Gram positive and negative bacteria. Three series of Schiff bases containing thiazole template were synthesized and developed as potent inhibitors of FabH. This inhibitor class demonstrates strong antibacterial activity. Escherichia coli FabH inhibitory assay and docking simulation indicated that the compounds 11 and 18 were potent inhibitors of E. coli FabH. (C) 2009 Elsevier Ltd. All rights reserved.