4117. Fluazinam

Nomenclature

CAS number: 79622-59-6
3-Chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2-pyridinamine; 3-chloro-N-(3-chloro-5-trifluoromethyl-2-pyridinyl)-α,α,α-trifluoro-2,6-dinitro-p-toluidine; N-(3-chloro-5-trifluoromethyl-2-pyridyl)-2,6-dinitro-3-chloro-4-trifluoromethylaniline; IKF-1216; ICI-A-192; PP-192; Frowncide (ISK); Shirlan (Syngenta).
C13H4Cl2F6N4O4; mol wt 465.09.
C 33.57%, H 0.87%, Cl 15.25%, F 24.51%, N 12.05%, O 13.76%.

Description and references

Blight fungicide with uncoupling activity on oxidative phosphorylation. Prepn: R. Nishiyama et al., EP 31257; eidem, US 4331670 (1981, 1982 both to Ishihara Sangyo Kaisha). Mechanism of action study: Z. Guo et al., Biochim. Biophys. Acta 1056, 89 (1991). Field trials in bulbs: B. P. Anema et al., Meded. Fac. Landbouwwet. Rijksuniv. Gent 53, 635 (1988); in potatoes: B. P. Anema et al., Brighton Crop Prot. Conf. - Pests Dis. 1992, 663.

Chemical structure

Properties

mp 100-102°. pKa 7.11.

Use

Agricultural fungicide.