3958. Fenarimol

Nomenclature

CAS number: 60168-88-9
α-(2-Chlorophenyl)-α-(4-chlorophenyl)-5-pyrimidinemethanol; 2,4′-dichloro-α-(pyrimidin-5-yl)benzhydryl alcohol; EL-222; Rubigan (Gowan).
C17H12Cl2N2O; mol wt 331.20.
C 61.65%, H 3.65%, Cl 21.41%, N 8.46%, O 4.83%.

Description and references

Prophylactic and curative leaf fungicide; inhibits ergosterol biosynthesis. Prepn: NL 6806106; H. M. Taylor et al., US 3818009 (1968, 1974 both to Lilly). Improved prepn: eidem, US 3869456; use as fungicide: eidem, US 3887708 (both 1975 to Lilly). Mode of action, efficacy against various fungi: H. Buchenauer, Proc. Br. Crop Prot. Conf. - Pests Dis. 1977, 699. Absorption by leaf tissue, local systemic activity: I. F. Brown, H. R. Hall, ibid. 1981(2), 573. In control of apple scab: J. M. Olivier, J. Guillaumes, Monogr. Br. Crop Prot. Counc. 31, 485 (1985). Post-infection efficacy: A. L. O'Leary, T. B. Sutton, Phytopathology 76, 119 (1986). Brief review: J.-M. Beraud et al., Def. Veg. 34, 17 (1980).

Chemical structure

Properties

White odorless crystals, mp 117-119°. Practically insol in water (13.7 ppm at pH 7). Sol in most organic solvents. Vapor pressure at 25° <10-7 millibar. LD50 in mice, rats (mg/kg): 4500, 2500 orally (Beraud).

Use

Plant fungicide.