Novel hydrazone derivatives containing pyridine amide moiety: Design, synthesis, and insecticidal activity

Bioorg Med Chem Lett. 2016 Feb 15;26(4):1161-4. doi: 10.1016/j.bmcl.2016.01.047. Epub 2016 Jan 18.

Abstract

A series of novel hydrazone derivatives containing pyridine amide moiety were designed, synthesized, and evaluated for their insecticidal activity. Bioassays indicated that some of the target compounds exhibited good insecticidal activities against Nilaparvata lugens (N. lugens), Plutella xylostella (P. xylostella), Mythimna separata (M. separata), Helicoverpa armigera (H. armigera), Pyrausta nubilalis (P. nubilalis), and Culex pipiens pallens (C. pipiens pallens). In particular, compound 5j revealed excellent insecticidal activity against C. pipiens pallens, with the 50% lethal concentration (LC50) and the 95% lethal concentration (LC95) values of 2.44 and 5.76 mg/L, respectively, which were similar to those of chlorpyrifos (3.26 and 6.98 mg/L, respectively), tebufenozide (1.22 and 2.49 mg/L, respectively), and RH-5849 (2.61 and 6.37 mg/L, respectively). These results indicated that hydrazone derivatives containing pyridine amide moiety could be developed as novel and promising insecticides.

Keywords: Hydrazone derivatives; Insecticidal activity; Pyridine amide moiety; Synthesis.

MeSH terms

  • Amides / chemistry*
  • Animals
  • Culex / drug effects
  • Drug Design*
  • Hydrazones / chemical synthesis
  • Hydrazones / chemistry*
  • Hydrazones / toxicity
  • Insecticides / chemical synthesis*
  • Insecticides / chemistry
  • Insecticides / toxicity
  • Lethal Dose 50
  • Moths / drug effects
  • Pyridines / chemistry*
  • Structure-Activity Relationship

Substances

  • Amides
  • Hydrazones
  • Insecticides
  • Pyridines
  • pyridine