Abstract:
1,2,3-thiadiazoles possess versatile biological activity.In order to conduct lead derivation and find more active new structures,18 novel 4-methyl-1,2,3-thiadiazoles containing active substructure of 3-fluoro-4-methylphenyl were rationally designed and synthesized via Ugi reaction.All new compounds synthesized were confirmed by 1H NMR,IR and HRMS.Bioassay including fungicidal activity,antivirus activity in vitro and in vivo and systemic acquired resistance of the target compounds indicated that these newly synthesized 4-methyl-1,2,3-thiadiazoles I-3 and I-11 were found to show better anti-tobacco mosaic virus (TMV) activity than ribavirin by half juicy robbing method,compound I-6 showed best protective and inactiviation activities,compound I-12 showed best curative acitivity,compound I-16 showed the best systemic acquired resistance.Fluorine atom favored the antivirus activity of the title compounds.The results suggested that 4-methyl-1,2,3-thiadiazole substructure and fluorine were important moieties for the anti-TMV activity of these compounds and Ugi reaction was an interesting potential green synthetic method in novel pesticide development.
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