13-03775. Ethiozin [Archived]

Nomenclature

CAS number: 64529-56-2
4-Amino-6-(1,1-dimethylethyl)-3-(ethylthio)-1,2,4-triazin-5(4H)-one; 3-ethylthio-4-amino-6-tert-butyl-1,2,4-triazine-5-one; ethyl metribuzin; SMY-1500; BAY SMY 1500; Tycor (Mobay).
C9H16N4OS; mol wt 228.31.
C 47.35%, H 7.06%, N 24.54%, O 7.01%, S 14.04%.

Description and references

Selective pre- and post-emergence herbicide; ethylthio analog of metribuzin. Prepn: BE 697083; K. Westphal et al., US 3671523 (1967, 1972 both to Bayer AG). Improved process: T. Schmidt, DE 3339858; idem, US 4546178 (both 1985 to Bayer AG). Physicochemical properties, toxicity and herbicidal activity: H. Hack et al., Proc. Br. Crop Prot. Conf. - Weeds 1985, 35. Field trials in winter wheat: B. Bolton et al., ibid. 915; R. Ratliff, T. F. Peeper, Weed Technol. 1, 235 (1987).

Chemical structure

Properties

Crystalline solid, mp 95°. Soly at 20°: 420 mg/l in water; 2500 mg/l in hexane; >50% in dichloromethane; >25% in toluol; >15% in 2-propanol. Vapor pressure at 20°: 1 × 103 Pa. LD50 in male, female rats (mg/kg): 2470, 1280 orally (Hack).

Use

Herbicide.

Status

This monograph has been retired and is no longer subject to revision or update.