5324. Kresoxim-methyl

Nomenclature

CAS number: 143390-89-0
(αE)-α-(Methoxyimino)-2-[(2-methylphenoxy)methyl]benzeneacetic acid methyl ester; methyl-(E)-methoxyimino[α-(o-tolyloxy)-o-tolyl]acetate; BAS-490 F; BAS-490-02F; Candit (BASF); Sovran (BASF); Stroby (BASF).
C18H19NO4; mol wt 313.35.
C 68.99%, H 6.11%, N 4.47%, O 20.42%.

Description and references

Synthetic strobilurin fungicide which inhibits mitochondrial respiration by blocking electron transfer at bc1 complex. Prepn: B. Wenderoth et al., DE 3623921; eidem, US 4829085 (1988, 1989 both to BASF). Description of chemical properties and biological activities: E. Ammermann et al., Brighton Crop Prot. Conf. - Pests Dis. 1992, 403. Fungicidal effects on spore germination: R. E. Gold, G. M. Leinhos, Pestic. Sci. 43, 250 (1995). Field trials against scab and powdery mildew on fruit: P. Creemers et al., Meded. Fac. Landbouwwet. Univ. Gent 61, 431 (1996); A. Brunelli et al., Brighton Crop Prot. Conf. - Pests Dis. 1996, 137. Review: R. E. Gold et al., Mod. Fungic. Antifungal Compd., 11th Int. Symp. 1996, 79-92.

Chemical structure

Properties

Colorless, odorless crystals, mp 97.2-101.7°. Vapor pressure at 20°: 2.3 × 108 mbar. Soly at 20° (mg/l): 2 water. log P at 25° (n-octanol/water, pH 7): 3.4. LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Ammerman).

Use

Agricultural fungicide.