4-(2-((4-aminophenyl)amino)thiazol-4-yl)benzene-1,2-diol | 797813-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(2-((4-aminophenyl)amino)thiazol-4-yl)benzene-1,2-diol
• 英文别名: 4-[2-(4-Aminoanilino)-1,3-thiazol-4-yl]benzene-1,2-diol
• CAS: 797813-77-5
• 化学式: C₁₅H₁₃N₃O₂S
• 分子量: 299.353
• InChiKey: JOZNTJPBSFTJGV-UHFFFAOYSA-N

物化性质

• 沸点：
  585.1±60.0 °C(Predicted)
• 密度：
  1.477±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 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：
  120
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(2-((4-aminophenyl)amino)thiazol-4-yl)benzene-1,2-diol 、 苯甲酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N-(4-((4-(3,4-dihydroxyphenyl)thiazol-2-yl)amino)phenyl)benzamide
  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
• 作为产物：
  描述：

  特定基氨基甲酸脂酶 在 盐酸 、 氨 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 反应 12.5h， 生成 4-(2-((4-aminophenyl)amino)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

• GroEL/ES inhibitors as potential antibiotics
  作者：Sanofar Abdeen、Nilshad Salim、Najiba Mammadova、Corey M. Summers、Rochelle Frankson、Andrew J. Ambrose、Gregory G. Anderson、Peter G. Schultz、Arthur L. Horwich、Eli Chapman、Steven M. Johnson

  DOI：10.1016/j.bmcl.2016.04.089

  日期：2016.7

  compounds exhibited antibiotic effects from the low-μM to mid-nM range. While several compounds inhibited the human HSP60/10 refolding cycle, some were able to selectively target the bacterial GroEL/ES system. Despite inhibiting HSP60/10, many compounds exhibited low to no cytotoxicity against human liver and kidney cell lines. Two lead candidates emerged from the panel, compounds 8 and 18, that exhibit >50-fold

  我们最近报道了高通量筛选工作的结果，该工作确定了235种大肠杆菌GroEL / ES伴侣蛋白系统的抑制剂[Bioorg。中 化学 Lett.2014，24，786]。由于GroEL / ES伴侣蛋白系统对于所有条件下的生长都是必不可少的，因此我们认为用小分子抑制剂靶向GroEL / ES可能是一种可行的抗菌策略。从最初的筛选扩展到这里，我们在此报告了22种GroEL / ES抑制剂对一系列革兰氏阳性和革兰氏阴性细菌的抗菌活性，这些细菌包括大肠杆菌，枯草芽孢杆菌，粪肠球菌，金黄色葡萄球菌，肺炎克雷伯菌，鲍曼不动杆菌，铜绿假单胞菌和阴沟肠杆菌。GroEL / ES抑制剂在阻止革兰氏阳性细菌（尤其是金黄色葡萄球菌）的增殖方面更为有效，铅化合物在从低μM到中nM的范围内表现出抗生素作用。尽管有几种化合物抑制了人类HSP60 / 10的重折叠周期，但有些却能够选择性地靶向细菌GroEL / ES系统。尽管抑制了HSP60
• 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.