Paper
Synthesis and Bioactivity of Pyridine Containing 1,3,4-Oxadiazole Derivatives
Published 2004 · F. Zhi
Chemical Research in Chinese Universities
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Abstract
1,3,4-Oxadiazole containing heterocyclic compounds and pyridine containing compounds are associated with diverse biological activities of antiinflammation, antibacter and pesticide bioactivity. In order to find leading compound with an excellent fungicide activity, a series of 5-(pyridin-3′-yl- or 4′-yl-)-1,3,4 oxadiazole-2-thioacetamides were designed and synthesized according to the biological isosterism by introducing pyridine and 1,3,4-oxadiazole moiety and thioacetamide group in one molecule. The target compounds were synthesized by reaction of N-substituted chloroacetamide with 2-mercapto-5-(pyridin-3′-yl- or 4′-yl-)-1,3,4-oxadiazole which was prepared by the reaction of CS 2 and 3-pyridinoyl or 4-pyridinoyl. The structures of all compounds synthesized were determined by 1H NMR , IR, MS and elemental analysis. Bioasscay indicated that, all compounds synthesized had no fungicidal activity, some compounds such as B1-6 possessed satisfactory activity of growth inhibition against Echinochloa crusgalli and Brassica napus. Pot examination of soil treatment revealed that, fresh weight inhibition of compound B1-4 and B1-6 against Brassica napus was not obvious, however, Brassica napus had distinct symptom of phototoxicity, leaf curl and marginal scorch were observed.
Pyridine-containing 1,3,4-oxadiazole derivatives show potential for growth inhibition against Echinochloa crusgalli and Brassica napus, but their fungicidal activity is not clear.
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