ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis, antifungal and insecticidal activity of novel [1,2,4]triazolo[4,3-a]pyridine derivatives containing a sulfide substructure

Fang-Zhou Xu, Jia-Hui Shao, Yun-Ying Zhu, Li-Wei Liu, Yong-Hui Zhao, Wei-Li Shan, Yan-Yan Wang, Jian Wu, Song Yang, and Wei Xue

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research and Development Center for Fine Chemicals, Guizhou University, Guiyang, People’s Republic of China

E-mail: wujian2691@126.com

Abstract: A series of [1,2,4]triazolo[4,3-a]pyridine derivatives bearing a sulfide substructure was designed, synthesized and characterized via ¹H·NMR, ¹³C·NMR, IR and elemental analyses. Bioassay Results indicated some of the derivatives displayed good fungicidal activity on Rhizoctonia cerealis, moderated insecticidal activity against Plutella xylostella and good insecticidal activity on Helicoverpa armigera. The inhibitory effects of compounds 4g and 4u against Rhizotonia cerealis were 70.9% at 50 μg mL⁻¹; the IC₅₀ values of compounds 4d and 4s against Plutella xylostella were 43.87 and 50.75 μg mL⁻¹, respectively. And the IC₅₀ values of compounds 4d, 4q, and 4s on Helicoverpa armigera were 58.3, 77.14 and 65.31 μg mL⁻¹, respectively, which were better than that of commercial chlorpyrifos (103.77 μg mL⁻¹).

Keywords: [1,2,4]Triazolo[4,3-a]pyridine; Sulfide; Synthesis; Antifungal activity; Insecticidal activity

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-016-0006-6

Chemical Papers 71 (4) 729–739 (2017)