3133. Difenacoum

Nomenclature

CAS number: 56073-07-5
3-(3-[1,1′-Biphenyl]-4-yl-1,2,3,4-tetrahydro-1-naphthalenyl)-4-hydroxy-2H-1-benzopyran-2-one; 3-[3-(biphenyl-4-yl)-1,2,3,4-tetrahydro-1-naphthyl]-4-hydroxycoumarin; 3-(3-p-biphenyl-1,2,3,4-tetrahydronaphth-1-yl)-4-hydroxycoumarin; Neosorexa (Sorex); Ratak (Sorex).
C31H24O3; mol wt 444.52.
C 83.76%, H 5.44%, O 10.80%.

Description and references

Second generation anticoagulant rodenticide. Prepn: M. R. Hadler, R. S. Shadbolt, DE 2424806; idem, US 3957824 (1975, 1976 both to Ward Blenkinsop); R. S. Shadbolt et al., J. Chem. Soc. Perkin Trans. 1 1976, 1190. Comprehensive description: J. O. Bull, Proc. Vertebr. Pest Conf. 7, 72 (1976). HPLC determn of rat blood and liver: M. J. Kelly et al., J. Chromatogr. 620, 105 (1993); of residue levels in rats: H. Atterby et al., Environ. Toxicol. Chem. 24, 318 (2005). Field and laboratory studies against the house mouse: F. P. Rowe et al., J. Hyg. Camb. 87, 171 (1981). Pharmacokinetics and pharmacodynamics in rabbits: A. M. Breckenridge et al., Br. J. Pharmacol. 84, 81 (1985). Pharmacological variation between rodent sexes: M. J. Winn et al., J. Pharm. Pharmacol. 39, 219 (1987).

Chemical structure

Properties

Crystals from ethyl acetate, mp 215-217°. LD50 orally in Wistar male, female rats (mg/kg): 1.8, 2.5; in male rabbits: 2.0 mg/kg; in dogs: 50 mg/kg; in cats: 100 mg/kg (Bull).

Use

Pesticide.