7789. Prometryn

Nomenclature

CAS number: 7287-19-6
N,N′-Bis(1-methylethyl)-6-methylthio-1,3,5-triazine-2,4-diamine; 2,4-bis(isopropylamino)-6-(methylthio)-s-triazine; 2-methylthio-4,6-bis(isopropylamino)-s-triazine; G-34161; Gesagard (Syngenta); Caparol (Syngenta).
C10H19N5S; mol wt 241.36.
C 49.76%, H 7.93%, N 29.02%, S 13.29%.

Description and references

Selective pre- and post-emergence herbicide. General preparative information and use as herbicide: H. Gysin, E. Knüsli, CH 337019; eidem, US 2909420 (both 1959 to Geigy). See also: M. A. Priola, US 3713806 (1973 to Ciba-Geigy). Alternative process: FR 1372089; E. Knüsli, W. Stammbach, US 3207756 (1964, 1965 both to Geigy). Activity: H. Gysin, Chem. Ind. (London) 1962, 1393. Metabolism in rats and rabbits: C. B"ohme, F. B"ar, Food Cosmet. Toxicol. 5, 23 (1967). Toxicity: Geigy, Toxicology Data on Prometryne July, 1964. Review of properties and analytical methods: B. G. Tweedy, R. A. Kahrs, Anal. Methods Pestic. Plant Growth Regul. 10, 493 (1978).

Chemical structure

Properties

Crystals, mp 118-120°. Vapor pressure at 20°: 1×10-6 mm Hg. Soly in water at 20°: 48 ppm. Readily sol in org solvents. Stable in neutral or slightly acid or alkaline media. Hydrolyzed under stronger acidic or basic conditions. LD50 orally in rats: 3.75 g/kg (Geigy). LC50 (96 hour) in bluegill sunfish, rainbow trout (ppm): 10.0, 2.5 (Tweedy, Kahrs).

Use

Herbicide.