Sulfoxaflor and the sulfoximine insecticides: chemistry, mode of action and basis for efficacy on resistant insects

Pestic Biochem Physiol. 2013 Sep;107(1):1-7. doi: 10.1016/j.pestbp.2013.05.014. Epub 2013 Jun 13.

Abstract

The sulfoximines, as exemplified by sulfoxaflor ([N-[methyloxido[1-[6-(trifluoromethyl)-3-pyridinyl]ethyl]-λ(4)-sulfanylidene] cyanamide] represent a new class of insecticides. Sulfoxaflor exhibits a high degree of efficacy against a wide range of sap-feeding insects, including those resistant to neonicotinoids and other insecticides. Sulfoxaflor is an agonist at insect nicotinic acetylcholine receptors (nAChRs) and functions in a manner distinct from other insecticides acting at nAChRs. The sulfoximines also exhibit structure activity relationships (SAR) that are different from other nAChR agonists such as the neonicotinoids. This review summarizes the sulfoximine SAR, mode of action and the biochemistry underlying the observed efficacy on resistant insect pests, with a particular focus on sulfoxaflor.

Keywords: Cross-resistance; Mode of action; Neonicotinoid resistance; Structure activity relationships; Sulfoxaflor; Sulfoximines.

Publication types

  • Review

MeSH terms

  • Animals
  • Insecta
  • Insecticide Resistance / drug effects
  • Insecticides* / chemistry
  • Insecticides* / pharmacology
  • Pyridines* / chemistry
  • Pyridines* / pharmacology
  • Structure-Activity Relationship
  • Sulfur Compounds* / chemistry
  • Sulfur Compounds* / pharmacology

Substances

  • Insecticides
  • Pyridines
  • Sulfur Compounds
  • sulfoxaflor