5797. Mefenacet

Nomenclature

CAS number: 73250-68-7
2-(2-Benzothiazolyloxy)-N-methyl-N-phenylacetamide; 2-(1,3-benzothiazol-2-yloxy)-N-methylacetanilide; FOE-1976; NTN-801; Hinochloa (Bayer); Rancho (Bayer).
C16H14N2O2S; mol wt 298.36.
C 64.41%, H 4.73%, N 9.39%, O 10.72%, S 10.75%.

Description and references

Oxyacetamide herbicide; inhibits cell division and growth in meristematic plant tissue. Prepn: H. F"orster et al., EP 5501; eidem, US 4509971 (1979, 1985 both to Bayer). Properties and field trials in rice: R. R. Schmidt et al., Meded. Fac. Landbouwwet. Rijksuniv. Gent 49, 1075 (1984). Properties and toxicity studies: J. Pestic. Sci. 13, 633 (1988). Distribution and metabolism: B. Krauskopf et al., Proc. 4th Symposium on Weed Problems in Mediterranean Climates 2, 386 (1989). GC determn in agricultural products: Y. Nakamura et al., J. Agric. Food Chem. 42, 2508 (1994).

Chemical structure

Properties

Crystals, mp 134.8°. Vapor pressure at 20°: 4.8 × 10-11 mm Hg. Partition coefficient (octanol/water): log P 3.23. Soly at 20° (g/l): 0.004 water; 0.1-1 n-hexane; 20-50 toluene; >200 dichloromethane; 5-10 2-propanol. LD50 in rats, mice (mg/kg): >5000, >5000 orally; >1000, >1000 s.c.; >5000, >5000 dermally; LC50 (4 hr) in rats: 134 mg/m3 (Schmidt).

Use

Herbicide.