Synthesis And Biological Activity Of4-tert-butyl-5-aryl-2-aminothiazole Aromatic Amines

As the bioisostere of catechol,aminothiazole has excellent stability and oxidationresistace,so it’s often used as the intermediate in the medicines,pesticides and so on.It ‘sintroduced into a variety of compounds to optimize pharmacokinetic properties andpharmacological activity.There are a lot of broad-spectrum biologically active compounds,aminothiazole is playing more and more important role in the development of new medicinesand pesticides.Compounds with aminothiazole can be used as insecticides, fungicides,herbicides and other agricultural chemicals.Meanwhile, thanks to their antitumor activity theycan be used as anticancer drug.The compounds were designed on the QASR of Dasatinib which aimed to research therelationship between the aromatic amine NH and activity.A series of5-aryl-4tert-butyl-2-arylaminothiazole were synthesized, comfirmed by1H NMR and tested for their antitumorbiological activities.The target compounds were synthesized with the raw materials including aromaticamines and4,4-dimethyl-1-phenylpentan-3-one.Compared with other methods, syntheticalroutes in this thesis was simple operation,economic friendly and of higher yield.Twenty seven of5-aryl-4tert-butyl-2-aryl aminothiazole were designed and sybthsized.The influence of4,4-dimethyl-1-phenylpentan-2-bromo-3-one and N-phenylthiourea werediscussed.The biological anti-tumor activity and insecticidal activity tests of the new compoudswere carried.The anti-tumor activity were carried with the MTT method.The results ofpreliminary bioassay indicated that the compounds have good anti-tumor activity to A549，Bel7402and Hela cell lines. As for A549cell, most compounds had high inhibition rates atthe concentration of0.500mmol/L, compounds17and11whose inhibition rates were99.0%and97.8%reapectively. The inhibition rates of most compounds hovered above90.0%against A549cell at the concentration of0.250mmol/L.The compounds12、19、20had goodactivity against A549cell.As for Bel7402cell, most compounds had a high inhibition rateabove95.0%at the concentration of0.500mmol/L, especially compounds20had inhibitionrates of99.1%, in the concentration of0.250mmol/L was98.2%.In the same concentration,the compounds5、13、14、17and19remained the inhibition rate above90.0%, compound13still had the inhibition rate97.6%in0.050mmol/L.13、14、17、19and20had good activityagainst Bel7402cell.As for Hela cell,the compounds21~27had good activity against Helacell line.The compounds22、25and27had value for further study.