1-substitution phenyl-4-polysubstitution phenyl-5-methylmercapto-1H pyrazole compound with anti-hepatoma activity

The invention relates to the synthesis and anti-hepatoma activity study of a 1-substitution phenyl-3-methyl-4-(2-fluorine-4-chlorine-5-propargyloxyphenyl)-5-methylmercapto-1H pyrazole compound (A). The compound (A) is prepared through the following steps of reducing 2-chlorine-4-fluorine-5-nitro phenyl ethyl carbonate with iron powder, carrying out diazotization and Meerwein arylation reaction and reacting with carbon disulfide and dimethyl sulfate to obtain 2-chlorine-4-fluorine-5-(1,1-dimethylthio-3-oxo-1-alkene-2-group) phenyl ethyl carbonate (5), hydrolyzing the (5), then reacting with propargyl bromide to obtain 4,4-dimethylthio-3-(2-fluorine-4-chlorine-5-propargyloxyphenyl) butane-3-alkene-2-ketone (6), and finally with ethyl alcohol as a solvent, reacting (6) with different substituted phenylhydrazine hydrochlorides under reflux condition to generate the compound (A). Test results indicate that both the degrees of the compound A for inhibiting HepG2 cancer cells and promoting cell apoptosis are greater than or equal to control drug cyclophosphamide.