9607. Triazoxide

Nomenclature

CAS number: 72459-58-6
7-Chloro-3-(1H-imidazol-1-yl)-1,2,4-benzotriazine 1-oxide; 3-(imidazol-1-yl)-7-chlorobenzo-1,2,4-triazine-1-oxide; BAY SAS 9244.
C10H6ClN5O; mol wt 247.64.
C 48.50%, H 2.44%, Cl 14.32%, N 28.28%, O 6.46%.

Description and references

Prepn: K. Sasse et al., DE 2802488; eidem, US 4239760 (1979, 1980 both to Bayer). GC determn in water: R. Brennecke, K. Vogeler, Pflanzenschutz-Nachr. 37, 46 (1984). HPLC determn of adsorption coeff on soil: W. Krdel et al., Sci. Total Environ. 162, 119 (1995). Physicochemical properties, toxicology, and fungicidal activity: S. Dutzmann, Br. Crop Prot. Counc. Monogr. 57, 85 (1994). Field trials in combination with tebuconazole, q.v.: A. Wainwright et al., ibid. 103.

Chemical structure

Properties

Light yellow crystals, mp 182° (Dutzmann); also reported as mp 172° (Sasse). Vapor pressure at 25°: 5.2 × 10-12 Pa. Soly at 20° (g/l): water 0.03; n-hexane <1; dichloromethane 50-100; 2-propanol 2-5; toluene 20-50. LD50 in rats (mg/kg): >5000 dermally; 100-200 orally. LC50 (4hr) in rats (mg/l): 0.8-3.2 by inhalation (Dutzmann).

Use

Fungicide.