Synthesis, Structure Characterization And Biological Activities Of 5(3)-Ary1-1H-3(5)-Substituted Pyrazoly1 Hydrazones

Much attention has been paid to the study on the pyrazole derivatives due to their good biological activities such as effectively, low toxicity and the multi-changeable substituted groups on the pyrazole ring. On the other hand, hydrazones compounds have also attracted more and more attention according to their excellent biological and medical activities.In this paper, 4-substituted acetophenone and diethyl oxalate were used as the starting materials, based on the methods of Claisen condensation, Knorr cyclization, amination of the ester, then reacted with the aromatic aldehydes, the two excellent biological groups discussed above-pyrazole and hydrazones, were connected together organically. 30 target compounds and 9 related intermediates were obtained, in which 20 target compounds and 4 intermediates are new compounds that have not yet been reported in the literatures.All the target compounds and intermediates were characterized by IR, NMR. A representative compound was characterized in the 2D and difference thermal NMR test for further studying the structures of the target compounds and come to the conclusion that the trans isomer is the main component in the target compounds. In order to confirm the structures of the obtained organic compounds, three organic crystals of the target compounds, two new coordination compounds and a organic crystal from the reaction of the intermediates and the transition metal ion(Cu2+) were obtained and their structures were characterized by X-ray single crystal diffraction measurement.Besides, primary biological activity experiments have been done to all the target compounds in order to study their effects on the germination process of mung bean. The preliminary results show that the target compounds have the effect of accelerating the germination process of mung bean when there are not any substituted groups or the substituted group is methyloxyl in the phenyl ring connecting to the pyrazole. However, when it is substituted by a nitro group in the phenyl ring, the target compounds have inhibiting effect on the germination process of mung bean.