4-(2-(phenylamino)thiazol-4-yl)benzene-1,2-diol | 66441-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(2-(phenylamino)thiazol-4-yl)benzene-1,2-diol
• 英文别名: 4-(2-anilino-thiazol-4-yl)-benzene-1,2-diol；2-Anilino-4-(3.4-dihydroxy-phenyl)-thiazol；4-(2-Anilino-1,3-thiazol-4-yl)benzene-1,2-diol
• CAS: 66441-33-6
• 化学式: C₁₅H₁₂N₂O₂S
• 分子量: 284.338
• InChiKey: RWQCQQCPOZVTAA-UHFFFAOYSA-N

物化性质

• 沸点：
  521.5±60.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻苯二酚 在 aluminum (III) chloride 作用下， 以 二硫化碳 、 乙醇 为溶剂， 反应 10.0h， 生成 4-(2-(phenylamino)thiazol-4-yl)benzene-1,2-diol
  参考文献：
  名称：

  Synthesis and in-vitro evaluation of 2-amino-4-arylthiazole as inhibitor of 3D polymerase against foot-and-mouth disease (FMD)

  摘要：

  Foot-and-mouth disease (FMD) is a highly contagious vesicular disease of livestock caused by a highly variable RNA virus, foot-and-mouth disease virus (FMDV). One of the targets to suppress expansion of and to control FMD is 3D polymerase (FMDV 3Dpol). In this study, 2-amino-4-arylthiazole derivatives were synthesized and evaluated for their inhibitory activity against FMDV 3Dpol. Among them, compound 20i exhibited the most potent functional inhibition (IC50 = 039 mu M) of FMDV 3D polymerase and compound 24a (EC50 = 13.09 mu M) showed more potent antiviral activity than ribavirin (EC50 = 1367 mu M) and T1105 (EC50 = 347 mu M) with IBRS-2 cells infected by the FMDV O/SKR/2010 strain. (C) 2015 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2015.08.020

文献信息

• Studies of the chemistry of azole derivatives. IV. New <i>N</i>-substituted 2-aminothiazoles
  作者：Jag Megh Singh

  DOI：10.1139/v68-199

  日期：1968.4.1

  The syntheses of 11 new N-substituted 2-aminothiazoles have been accomplished by condensing ω-chloro-3,4-dihydroxy- and ω-chloro-2,3,4-trihydroxyacetophenone with substituted thioureas.

  通过将取代硫脲与ω-氯-3,4-二羟基-和ω-氯-2,3,4-三羟基苯乙酮缩合，成功合成了11种新的N-取代2-氨基噻唑。
• SHUKRI J., WISS. Z. M.-LUTHER-UNIV. HALLE-WITTENBERG.
  作者：SHUKRI J.

  DOI：——

  日期：——
• Synthesis and in-vitro evaluation of 2-amino-4-arylthiazole as inhibitor of 3D polymerase against foot-and-mouth disease (FMD)
  作者：Kwi-wan Jeong、Jung-hun Lee、Sun-mi Park、Joo-Hyung Choi、Dae-Youn Jeong、Dong-Hwa Choi、Yeonju Nam、Jong-Hyeon Park、Kwang-Nyeong Lee、Su-Mi Kim、Jin-Mo Ku

  DOI：10.1016/j.ejmech.2015.08.020

  日期：2015.9

  Foot-and-mouth disease (FMD) is a highly contagious vesicular disease of livestock caused by a highly variable RNA virus, foot-and-mouth disease virus (FMDV). One of the targets to suppress expansion of and to control FMD is 3D polymerase (FMDV 3Dpol). In this study, 2-amino-4-arylthiazole derivatives were synthesized and evaluated for their inhibitory activity against FMDV 3Dpol. Among them, compound 20i exhibited the most potent functional inhibition (IC50 = 039 mu M) of FMDV 3D polymerase and compound 24a (EC50 = 13.09 mu M) showed more potent antiviral activity than ribavirin (EC50 = 1367 mu M) and T1105 (EC50 = 347 mu M) with IBRS-2 cells infected by the FMDV O/SKR/2010 strain. (C) 2015 Published by Elsevier Masson SAS.