Title: Metamitron
CAS Registry Number: 41394-05-2
CAS Name: 4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4
H)-one
Manufacturers' Codes: BAY DRW 1139
Trademarks: Goltix (Bayer)
Molecular Formula: C10H10N4O
Molecular Weight: 202.21
Percent Composition: C 59.40%, H 4.98%, N 27.71%, O 7.91%
Literature 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).
Properties: Crystals from isopropanol/water, mp 169°. uv max (methanol): 312 nm (log e 4.06). Vapor pressure (20-70°): <1 ′ 10-4 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).
Melting point: mp 169°
Absorption maximum: uv max (methanol): 312 nm (log e 4.06)
Toxicity data: 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.