912. Azimsulfuron

Nomenclature

CAS number: 120162-55-2
N-[[(4,6-Dimethoxy-2-pyrimidinyl)amino]carbonyl]-1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-1H-pyrazole-5-sulfonamide; 1-(4,6-dimethoxypyrimidin-2-yl)-3-[1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-pyrazol-5-ylsulfonyl]urea; DPX-A8947; IN-A8947.
C13H16N10O5S; mol wt 424.40.
C 36.79%, H 3.80%, N 33.00%, O 18.85%, S 7.56%.

Description and references

Broad spectrum, post-emergent sulfonylurea herbicide which inhibits acetolactate synthase. Prepn: G. Levitt, US 4746353 (1988 to Du Pont). Description of chemical properties and biological activities: T. Marquez et al., Brighton Crop Prot. Conf. - Weeds 1995, 65. Environmental fate: A. C. Barefoot et al., ibid. 713. Absorption, translocation and metabolism: S. Shirakura et al., Weed Res. Jpn. 40, 299 (1995). Efficacy in combination with bensulfuron methyl: eidem, ibid. 29.

Chemical structure

Properties

Solid, mp 170°. Soly at 25° (ppm): methylene chloride 65900; acetone 26400; methanol 2100; acetonitrile 13900; ethyl acetate 13000. Aqueous soly at 20° (ppm): pH 5 72.3; pH 7 1050; pH 9 6540. pKa 3.6. Vapor pressure at 25°: 3.0 × 1011 mm Hg. Partition coefficient (n-octanol/ water): 4.43 (pH 5); 0.043 (pH 7); 0.0083 (pH 9). LD50 in rats, bobwhite quail, mallard duck (mg/kg): >5000, >2250, >2250 orally; in rats (mg/kg): >2000 dermally (Marquez). LC50 (96 hr) in carp, bluegill sunfish, rainbow trout (ppm): >300, >1000, 154 (Marquez).

Use

Herbicide.