2969. Diafenthiuron

Nomenclature

CAS number: 80060-09-9
N-[2,6-Bis(1-methylethyl)-4-phenoxyphenyl]-N′-(1,1-dimethylethyl)thiourea; 1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)thiourea; CGA-106630; Pegasus (Novartis Agro); Polo (Novartis Agro).
C23H32N2OS; mol wt 384.58.
C 71.83%, H 8.39%, N 7.28%, O 4.16%, S 8.34%.

Description and references

Thiourea proinsecticide that acts via its carbodiimide metabolite to inhibit mitochondrial ATPase. Prepn: J. Drabek, M. B"oger, FR 2465720; eidem, US 4939257 (1981, 1990 both to Ciba-Geigy). Properties and insecticidal activity: H. P. Streibert et al., Brighton Crop Prot. Conf. - Pests Dis. 1988, 25. Field trials: H. P. Streibert, D. Kaeding, ibid. 1994, 743. Mechanism of action studies: F. J. Ruder et al., Pestic. Biochem. Physiol. 41, 207 (1991); E. Petroske, J. E. Casida, ibid. 53, 60 (1995).

Chemical structure

Properties

Colorless crystals, mp 149.6°. Vapor pressure: 1.8 × 10-8 Pa. Soly at 20° (g/100ml): water 0.00005; cyclohexanone 38; xylene 21; hexane 0.8. LD50 in rats (mg/kg): 2068 orally; >2000 dermally; LC50 (14 hr) in rats: 558 mg/m3 by inhalation (Streibert, 1988).

Use

Insecticide.