Functionalized triazoles: Design, synthesis and chemical characterization of 1,2,3-triazolylmethylthio-1,3,4-oxadiazole derivatives as insecticidal and antibacterial agents

Abstract

Compounds containing oxadiazole, 1,2,3-triazole or paracetamol have different applications in the fields of pharmaceutical, medical sciences and agrochemical due to their various biological activities. Here, a copper-catalyzed cycloaddition reaction of N-(4-{[5-(prop-2-ynylthio)-s-oxadiazol-2-yl]methoxy}phenyl)acetamide 3 with aromatic azide was used to prepare a series of heterocyclic compounds comprising oxadiazole, 1,2,3-triazole moieties 4–10. Moreover, nymphs and adults of cotton aphid were used to test the insecticidal qualities of all produced compounds. Conversely, it is suggested that neonicotinoid chemicals are the best pesticides for controlling aphids and a variety of other pests. Numerous pesticides are found to be new. Consequently, a number of pyridine derivatives were chemically produced to function as neonicotinoids' counterparts, a large class of insecticides. The component 9 has the maximum insecticidal bioactivity, with LC₅₀ value of 1.99 mg/L. It's interesting to observe that compounds 6 and 8 demonstrated superior inhibition against Bacillus cereus and Escherichia coli than the widely used antibiotic ciprofloxacin at all doses. The method of discovering novel compounds that may one day be employed as insecticidal agents is covered in this article.