8534. Simeconazole

Nomenclature

CAS number: 149508-90-7
α-(4-Fluorophenyl)-α-[(trimethylsilyl)methyl]-1H-1,2,4-triazole-1-ethanol; 2-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-trimethylsilylpropan-2-ol; F-155; Mongarit (Sankyo); Sanlit (Sankyo).
C14H20FN3OSi; mol wt 293.41.
C 57.31%, H 6.87%, F 6.48%, N 14.32%, O 5.45%, Si 9.57%.

Description and references

Broad spectrum triazole fungicide for use in food crops and turf; sterol demethylation inhibitor (DMI). Prepn: J. Tobitsuka et al., EP 537957; eidem, US 5306712 (1993, 1994 both to Sankyo); H. Itoh et al., Chem. Pharm. Bull. 48, 1148 (2000). Comprehensive description: M. Tsuda et al., Brighton Crop Prot. Conf. - Pests Dis. 2000, 557. Systemic activity in plants: M. Tsuda et al., Pest Manage. Sci. 60, 881 (2004); and comparison with other DMI fungicides: eidem, ibid, 875. Pharmacokinetics in rodents: K. Wakabayashi et al., J. Pestic. Sci. 30, 90 (2005).

Chemical structure

Properties

Colorless crystals from diisopropyl ether, mp 118-119°. Log P (n-octanol/water): 3.2. Vapor pressure at 25°: 5.4 × 10-5 Pa. Soly in water (20°): 57.5 mg/l. LD50 in male, female rats (mg/kg): 611, 682 orally (Tsuda).

Use

Agricultural fungicide.