7838. Propoxycarbazone

Nomenclature

CAS number: 145026-81-9
2-[[[(4,5-Dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)carbonyl]amino]sulfonyl]benzoic acid methyl ester; methyl 2-[[[(4-methyl-5-oxo-3-propoxy-4,5-dihydro-1H-1,2,4-triazol-1-yl)carbonyl]amino]sulfonyl]benzoate.
C15H18N4O7S; mol wt 398.39.
C 45.22%, H 4.55%, N 14.06%, O 28.11%, S 8.05%.

Description and references

Triazolinone graminicide for use in cereal crops; acetolactate synthase inhibitor. Prepn: K.-H. Müller et al., EP 507171; eidem, US 5534486 (1992, 1996 both to Bayer). Review of properties and field trials: D. Feucht et al., Brighton Crop Prot. Conf. - Weeds 1999, 53-58. Absorption and fate in weeds: L. Fandrich et al., Weed Sci. 49, 717 (2001).

Chemical structure

Properties

mp 141°. pKa: 2.1.

Derivative

Sodium salt.

Nomenclature

CAS number: 181274-15-7
BAY MKH 6561; Attribut (Bayer CropSci.); Olympus (Bayer CropSci.).
C15H17N4NaO7S; mol wt 420.37.
C 42.86%, H 4.08%, N 13.33%, Na 5.47%, O 26.64%, S 7.63%.

Properties

Colorless crystalline powder, mp 230-240° (dec). Vapor pressure (20°): <1 × 10-8 Pa. Log P (octanol/water) at 20°: -0.30 (pH 4); -1.55 (pH 7); -1.59 (pH 9). Soly in water at 20° (g/l): 2.9 (pH 4); 42.0 (pH 7, pH 9). LD50 in rats (mg/kg): >5000 orally; >5000 dermally. LC50 in rats (mg/m3): >5030 in air by inhalation. LC50 (96 hr) in bluegill sunfish, rainbow trout (mg/l): >94.7; >77.6 (Feucht).

Use

Herbicide.