2-(1-(2-(4-butylphenyl)-4-methylthiazol-5-yl)ethylidene)hydrazinecarboximidamide | 1313711-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1-(2-(4-butylphenyl)-4-methylthiazol-5-yl)ethylidene)hydrazinecarboximidamide
• 英文别名: 2-(1-(2-(4-butylphenyl)-4-methylthiazol-5-yl)ethylidene)aminoguanidine；2-[1-[2-(4-butylphenyl)-4-methyl-1,3-thiazol-5-yl]ethylideneamino]guanidine
• CAS: 1313711-82-8
• 化学式: C₁₇H₂₃N₅S
• 分子量: 329.469
• InChiKey: KNVYIYGEARCNOK-UHFFFAOYSA-N

物化性质

• 熔点：
  230-231 °C
• 沸点：
  490.7±55.0 °C(predicted)
• 密度：
  1.22±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  87.15
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-丁基苯甲酸 在 劳森试剂 、 ammonium hydroxide 、 氯化亚砜 、 lithium chloride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 26.0h， 生成 2-(1-(2-(4-butylphenyl)-4-methylthiazol-5-yl)ethylidene)hydrazinecarboximidamide
  参考文献：
  名称：

  ANTIMICROBIAL SUBSTITUTED THIAZOLES AND METHODS OF USE

  摘要：

  披露了对抗MRSA和/或VRSA活性的组合物，并使用这些组合物来治疗微生物感染的方法。

  公开号：

  US20140121249A1

文献信息

• Discovery and Characterization of Potent Thiazoles versus Methicillin- and Vancomycin-Resistant <i>Staphylococcus aureus</i>
  作者：Haroon Mohammad、Abdelrahman S. Mayhoub、Adil Ghafoor、Muhammad Soofi、Ruba A. Alajlouni、Mark Cushman、Mohamed N. Seleem

  DOI：10.1021/jm401905m

  日期：2014.2.27

  Methicillin- and vancomycin-resistant Staphylococcus aureus (MRSA and VRSA) infections are growing global health concerns. Structure-activity relationships of phenylthiazoles as a new antimicrobial class have been addressed. We present 10 thiazole derivatives that exhibit strong activity against 18 clinical strains of MRSA and VRSA with acceptable PK profile. Three derivatives revealed an advantage over vancomycin by rapidly eliminating MRSA growth within 6 h, and no derivatives are toxic to HeLa cells at 11 mu g/mL.
• An investigation of phenylthiazole antiflaviviral agents
  作者：Abdelrahman S. Mayhoub、Mansoora Khaliq、Carolyn Botting、Ze Li、Richard J. Kuhn、Mark Cushman

  DOI：10.1016/j.bmc.2011.04.041

  日期：2011.6

  Flaviviruses are one of the most clinically important pathogens and their infection rates are increasing steadily. The phenylthiazole ring system has provided a template for the design and synthesis of antiviral agents that inhibit the flaviviruses by targeting their E-protein. Unfortunately, there is a correlation between phenylthiazole antiflaviviral activity and the presence of the reactive and therefore potentially toxic mono-or dibromomethyl moieties at thiazole-C4. Adding a linear hydrophobic tail para to the phenyl ring led to a new class of phenylthiazole antiflaviviral compounds that lack the toxic dibromomethyl moiety. This led to development of a drug-like phenylthiazole 12 that had high antiflaviviral selectivity (TI = 147). (C) 2011 Elsevier Ltd. All rights reserved.