7950. Pymetrozine

Nomenclature

CAS number: 123312-89-0
(E)-4,5-Dihydro-6-methyl-4-[(3-pyridinylmethylene)amino]-1,2,4-triazin-3(2H)-one; CGA-215944; Plenum (Syngenta); Fulfill (Syngenta).
C10H11N5O; mol wt 217.23.
C 55.29%, H 5.10%, N 32.24%, O 7.37%.

Description and references

Pyridine azomethine antifeedant. Prepn: H. Kristinsson, EP 314615; idem, US 4931439 (1989, 1990 both to Ciba-Geigy). Comprehensive description: C. R. Flückiger et al., Brighton Crop Prot. Conf. - Pests Dis. 1992, 43-50. Field trials against aphids and white flies: idem et al., ibid. 1187. Historical account of discovery, synthesis, and development: H. Kristinsson, Spec. Publ. - R. Soc. Chem. 147, 85-102 (1994).

Chemical structure

Properties

Crystalline, mp 234.4°. Vapor pressure at 20°: _< 9.7 × 10-8 Pa. Soly at 20° (g/l): water 0.270; ethanol 2.25; hexane <0.001. Partition coefficient (n-octanol/water): 0.2. LD50 orally in rats: 5820 mg/kg (Flückiger).

Use

Insecticide.