10246. Cyflufenamid

Nomenclature

CAS number: 180409-60-3
[N(Z)]-N-[[(Cyclopropylmethoxy)amino][2,3-difluoro-6-(trifluoromethyl)phenyl]methylene]benzeneacetamide; (Z)-N-[α-(cyclopropylmethoxyimino)-2,3-difluoro-6-(trifluoromethyl)benzyl]-2-phenylacetamide; NF-149; Pancho (Nippon Soda).
C20H17F5N2O2; mol wt 412.35.
C 58.25%, H 4.16%, F 23.04%, N 6.79%, O 7.76%.

Description and references

Amidoxime fungicide active against powdery mildew in food crops. Prepn: I. Kasahara et al., WO 9619442; eidem, US 5847005 (1996, 1998 both to Nippon Soda). Mode of action and fungitoxic spectrum: M. Haramoto et al., J. Pestic. Sci. 31, 95 (2006) DOI. Field trial for control of powdery mildew: eidem, ibid. 116 DOI. Field and greenhouse studies on selection pressure, resistance risk, and sensitivity monitoring: M. Haramoto et al., ibid. 397 DOI. Comprehensive description: A. R. Horgan, BCPC Int. Congr. - Crop Sci. Technol. 2005, 73-78.

Chemical structure

Properties

White crystals, mp 61.5-62.5°. Soly in water (20°): 0.52 mg/l. Vapor pressure at 20°: 3.54 × 105 Pa. LD50 rats (g/kg): >5 orally; >2 dermally. LC50 in rats (4 hr): >4.41 mg/l by inhalation; in rainbow trout (96 hr): 9.84 mg/l (Horgan). Log P (octanol/water): 4.70 (25°).

Use

Agricultural fungicide.