References of 4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)imidazole-1-sulfonamide
Title: Cyazofamid
CAS Registry Number: 120116-88-3
CAS Name: 4-Chloro-2-cyano-
N,
N-dimethyl-5-(4-methylphenyl)-1
H-imidazole-1-sulfonamide
Synonyms: 4-chloro-2-cyano-
N,
N-dimethyl-5-
p-tolylimidazole-1-sulfonamide
Manufacturers' Codes: IKF-916
Trademarks: Ranman (Ishihara Sangyo)
Molecular Formula: C13H13ClN4O2S
Molecular Weight: 324.79
Percent Composition: C 48.07%, H 4.03%, Cl 10.92%, N 17.25%, O 9.85%, S 9.87%
Literature 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).
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 mg/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).
Melting point: mp 152.7°
Log P: Log P (
n-octanol/water): 3.2 (25°)
Toxicity data: 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.