3739. Ethiprole

Nomenclature

CAS number: 181587-01-9
5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(ethylsulfinyl)-1H-pyrazole-3-carbonitrile; 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-ethylsulfinylpyrazole; RPA-107382; Curbix (Bayer CropSci.); Kirappu (Bayer CropSci.).
C13H9Cl2F3N4OS; mol wt 397.20.
C 39.31%, H 2.28%, Cl 17.85%, F 14.35%, N 14.11%, O 4.03%, S 8.07%.

Description and references

Insecticidal phenylpyrazole; analog of fipronil, q.v. Prepn: C. L. Haas et al., WO 9722593 (1997 to Rhone-Poulenc Agrochimie). Field trial vs stored-grain insects: F. H. Arthur, J. Econ. Entomol. 95, 1314 (2002). Photochemistry, metabolism and GABAergic action compared with fipronil: P. Caboni et al., J. Agric. Food Chem. 51, 7055 (2003).

Chemical structure

Properties

mp ≈174°. LD50 in house flies (24 hr topical): 0.50 ±0.03 μg/g (Caboni).

Use

Insecticide for chewing and sucking insects.