5924. Metamitron

Nomenclature

CAS number: 41394-05-2
4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-one; BAY DRW 1139; Goltix (Bayer).
C10H10N4O; mol wt 202.21.
C 59.40%, H 4.98%, N 27.71%, O 7.91%.

Description and references

Prepn: K. Dickore et al., DE 2107757; eidem, US 3847914 (1972, 1974 both to Bayer); W. Draber et al., Ann. 1976, 2206. Chemistry and mode of action: idem et al., Proc. 8th Int. Plant Prot. Congress 1, 203 (1975). Comprehensive description: H. Lembrich, Pflanzenschutz-Nachr. 31, 197 (1978). Degradation in soil: R. Allen, A. Walker, Pestic. Sci. 18, 95 (1987). HPLC determn in surface water: R. B. Geerdink, J. Chromatogr. 543, 244 (1991).

Chemical structure

Properties

Crystals from isopropanol/water, mp 169°. uv max (methanol): 312 nm (log ε 4.06). Vapor pressure (20-70°): <1 × 104 mbar. Soly (g/100g): water 0.18; isopropanol 0-1; methylene chloride 1-5; toluene 0-1; ligroin (80-110°) 0-1. Stable in acid media; rapidly decomp at pH >10. LD50 orally in male, female rats, male, female mice: 3343, 1832, 1450, 1463 mg/kg; dermally in rats: >500 mg/kg. LC50 (4 hr) in rats, mice, hamsters (mg/m3): >331, >206, >206 by inhalation (Lembrich).

Use

Herbicide.