Design,Synthesis And Properties Of 5-pyrazole Amide Compounds Containing Thiazole Ring

Pyrazole amide compounds have good insecticidal,bactericidal and herbicidal broadspectrum biological activity.The amino moieties of the pyrazole amide compounds reported in the literature are mostly aromatic amines such as aniline and benzidine,and aliphatic amines.The research on heterocyclic aromatic amines remains to be studied.The thiazole ring is an important member of the organic heterocycle and a large number of studies have report that some molecules show a good biological activity after introduce the thiazole.In this paper,based on the previous research,combined with the structural characteri-stics of Tolfenpyrad and Chlorantraniliprole,using the method of electronic isosteres and active substructure splicing,the thiazole ring structure was introduced into the target compound and 33 pyrazole amide derivatives were synthesized.The new synthetic compounds were characterized by 1H NMR,MS,and IR spectra.Their structures were as follows:The biological activity of the target compounds were tested according to the Standard Operation Procedure of the National Engineering Research Center For Agrochemicals.The results of bioassay test showed that at concentration of 500 mg/L,compounds I6,I8 and I23 showed A-level activity(Mortality rate>90%)against the Mythimna separata,compounds I1,I2,I3 and other twenty-one compounds showed A-level activity against Aphis fabae,compounds I3,I6,I7 and other six compounds showed A-level activity against Tetranychus urticae.The results of the study on the biological activity of bactericidal screening showed that at concentration of 25 mg/L,compounds I11,I12,I13 and other two compounds showed A-level activity(Inhibition rate>90%)against At concentration of 500 mg/L,compounds I1,I6,I11 and other thirteen compounds showed A-level activity(Efficiency>90%)against Blumeria graminis,Which I6 and I11 have shown 100%efficiency.The compounds I1,I6,I8 and other six compounds exhibited A-level activity against Puccinia Polysora.In the herbicidal activity test,all the target compounds did not show significant bioactivity to the tested target monocotyledonous weeds,pods,barnyardgrass and foxtail and dicotyledonous velvetleaf,amaranth and quinoa at concentration of 2250 g ai/ha.The structure-activity relationship based on biological activity of the target compounds were discussed.The conclusion which was summarized can provide some theoretical guidance for designing such compounds in the future.