title: Design, synthesis and insecticidal activity of novel 1,1-dichloropropene derivatives.
abstract: BACKGROUND
  Pyridalyl is a highly active insecticide against lepidopterous larvae, with a novel chemical structure not related to any other existing insecticide. To discover new pyridalyl analogues with high activity against resistant pests, a series of 1,1-dichloropropene derivatives bearing structurally diverse substituted heterocycle rings in place of the pyridine ring of pyridalyl were designed and synthesised.
  
  
  RESULTS
  All of the title compounds were confirmed by (1)H NMR, (13)C NMR and high-resolution mass spectra. Two representative compounds (Ic and IIa) were further characterised by X-ray diffraction analysis. In addition, bioassays showed that most of the newly synthesised compounds displayed good insecticidal activity against Prodenia litura. Further determination of LD50 values and field trials identified compound IIa as the most promising candidate, which produced a much better 14 day control effect against diamondback moths and longer duration of efficacy than pyridalyl, indicating its potential for further development as a new insecticide for the control of lepidopteran insects.
  
  
  CONCLUSIONS
  Compound IIa has great potential for further development as a new insecticide for the control of lepidopteran insects.
authors.affiliation: Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Li
authors.forename: Zhen-Yu
authors.initials: ZY
authors.lastname: Wang
authors.forename: Qiong-You
authors.initials: QY
authors.lastname: Wu
authors.forename: Guang-Fu
authors.initials: GF
authors.lastname: Yang
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D000818:Animals; D006843:Hydrocarbons, Chlorinated; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry*; D007814:Larva; D009036:Moths; D010647:Phenyl Ethers / Q000138:chemical synthesis / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000498:Allyl Compounds; D006843:Hydrocarbons, Chlorinated; D007306:Insecticides; D010647:Phenyl Ethers; C500392:1,1-dichloropropene; C418569:S 1812
keywords: 1,1-dichloropropene; heterocycle; insecticide; pyridalyl