6701. Norflurazon

Nomenclature

CAS number: 27314-13-2
4-Chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-3(2H)-pyridazinone; 4-chloro-5-(methylamino)-2-(α,α.α-trifluoro-m-tolyl)-3(2H)-pyridazinone; 1-(3-trifluoromethylphenyl)-4-methylamino-5-chloropyridazone; SAN-9789; Solicam (Syngenta); Zorial (Syngenta).
C12H9ClF3N3O; mol wt 303.67.
C 47.46%, H 2.99%, Cl 11.67%, F 18.77%, N 13.84%, O 5.27%.

Description and references

Selective pre-emergent herbicide which inhibits carotenoid biosynthesis in susceptible species. Prepn: C. Ebner, M. Schuler, BE 712832; eidem, US 3644355 (1968, 1972 both to Sandoz). Absorption and metabolism: R. H. Strang, R. L. Rogers, J. Agric. Food Chem. 22, 1119 (1974). Mechanism of action: G. Sandmann et al., Pestic. Biochem. Physiol. 14, 185 (1980). HPLC determn in edible crops: W. M. Draper, J. C. Street, J. Agric. Food Chem. 29, 724 (1981). Comprehensive description: E. Ummel et al., Proc. Brit. Weed Control Conf. 13, 313 (1976).

Chemical structure

Properties

Crystals from alcohol, mp 183-185°. Soly in water (25°): 28 ppm. LD50 orally in rats: 9300 mg/kg (Ummel).

Use

Herbicide.