The discovery of indoxacarb: oxadiazines as a new class of pyrazoline-type insecticides
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Updated: Jul 31, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
S F McCann1, G D Annis, R Shapiro
1DuPont Crop Protection Products, Stine-Haskell Research Center, PO Box 30, Newark, DE 19714, USA. stephen.f.mccann@usa.dupont.com
Abstract:
The evolution of the insecticidal pyrazoline moiety that was originally discovered in 1972 has led to the discovery of a new crop insecticide, indoxacarb, which is the first commercialized pyrazoline-type sodium-channel blocker. Both monocyclic and fused-tricyclic pyrazolines and pyridazines, as well as structurally related semicarbazones were examined prior to the discovery of analogous tricyclic oxadiazines which had similarly high activity as well as favorable environmental dissipation rates and low toxicity to non-target organisms. The eventual leading candidate, DPX-JW062, was originally obtained as a racemic molecule, but a chiral synthesis was developed which produces material that is 50% ee in the insecticidal (+)-S-enantiomer (DPX-MP062, indoxacarb).
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