3754. Ethoxysulfuron

Nomenclature

CAS number: 126801-58-9
[[(4,6-Dimethoxy-2-pyrimidinyl)amino]carbonyl]sulfamic acid 2-ethoxyphenyl ester; 3-(4,6-dimethoxypyrimidin-2-yl)-1-(2-ethoxyphenoxysulfonylurea); HOE-095404.
C15H18N4O7S; mol wt 398.39.
C 45.22%, H 4.55%, N 14.06%, O 28.11%, S 8.05%.

Description and references

Post-emergence herbicide for use in grains and sugarcane; inhibits the enzyme, acetohydroxyacid synthase. Prepn: H. Kehne et al., EP 342569; eidem, US 5104443 (1989, 1992 both to Hoechst). Comprehensive description: E. Hacker et al., Brighton Crop Prot. Conf. - Weeds 1995, 73. Mode of selective action: H. K"ocher, G. Dickerhof, ibid. 249. Field study in summer rice: M. K. Bhowmick, R. K. Ghosh, Adv. Plant Sci. 15, 499 (2002).

Chemical structure

Properties

Crystals from diethyl ether, mp 145-147°. Vapor pressure (20°): 6.6 × 10-5 Pa. Partition coefficient (octanol/water) at 20°: 773 (pH 3); 1.01 (pH 7); 0.06 (pH 9). Soly in water at 20° (ppm): 26 (pH 5); 1353 (pH 7); 9628 (pH 9). LD50 in rats (mg/kg): >3270 orally; >4000 dermally (Hacker).

Use

Herbicide.