9592. Triadimefon

Nomenclature

CAS number: 43121-43-3
1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone; BAY MEB 6447; Bayleton (Bayer CropSci.).
C14H16ClN3O2; mol wt 293.75.
C 57.24%, H 5.49%, Cl 12.07%, N 14.30%, O 10.89%.

Description and references

Systemic triazole fungicide active against mildews and rusts of grains, fruits, vegetables and ornamentals. Prepn and activity: W. Meiser et al., DE 2201063; eidem, US 3912752 (1973, 1975 both to Bayer). Fungal metabolism: M. Gasztonyi, Pestic. Sci. 12, 433 (1981) DOI. Photodegradation study: J. P. DaSilva et al., J. Photochem. Photobiol. A 154, 293 (2003) DOI. GC determn and persistence in soils: N. Singh, J. Agric. Food Chem. 53, 70 (2005) DOI PubMed. Effect on monoamine uptake and release: Q. D. Walker, R. B. Mailman, Toxicol. Appl. Pharmacol. 139, 227 (1996) DOI PubMed. Reviews: F. Michel, P. Pourcharesse, Def. Veg. 31, 97-109 (1977); T. J. Martin, D. B. Morris, Pflanzenschutz-Nachr. 32, 31-79 (1979).

Chemical structure

Properties

Crystals, mp 82°. Soly in water at 20°: 260 mg/l. Moderately sol in most organic solvents except aliphatics. LD50 in male, female rats (mg/kg): 568, 363 orally (Michel, Pourcharesse).

Use

Systemic agricultural fungicide.