2700. Cyazofamid

Nomenclature

CAS number: 120116-88-3
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide; 4-chloro-2-cyano-N,N-dimethyl-5-p-tolylimidazole-1-sulfonamide; IKF-916; Ranman (Ishihara Sangyo).
C13H13ClN4O2S; mol wt 324.79.
C 48.07%, H 4.03%, Cl 10.92%, N 17.25%, O 9.85%, S 9.87%.

Description and references

Imidazole fungicide for use on food crops; inhibits mitochondrial complex III at the Qi (ubiquinone-reducing) site. Prepn: R. Nasu et al., AU 8812883; eidem, US 4995898 (1988, 1991 both to Ishihara Sangyo Kaisha). Mode of action study: S. Mitani et al., Pestic. Biochem. Physiol. 71, 107 (2001). Review of properties and field performance: S. Mitani et al., Brighton Crop Prot. Conf. - Pests Dis. 1998, 351-358; S. Mitani, Agrochem. Jpn. 78, 17-20 (2001).

Chemical structure

Properties

Odorless ivory powder, mp 152.7°. Log P (n-octanol/water): 3.2 (25°). Vapor pressure: <1.33 × 10-5 Pa. Soly in water at 20°: 0.121 μg/ml (pH 5). LD50 orally in mice, rats: >5000, >5000 mg/kg; dermally in rats: >2000 mg/kg. LC50 in rats: >5.5 mg/l by inhalation. LC50 (48 hr) in carp, rainbow trout: >69.6, >100 mg/l (Mitani).

Use

Agricultural fungicide.