1382. Bromadiolone

Nomenclature

CAS number: 28772-56-7
3-[3-(4′-Bromo[1,1′-biphenyl]-4-yl)-3-hydroxy-1-phenylpropyl]-4-hydroxy-2H-1-benzopyran-2-one; 3-[α-[p-(p-bromophenyl)-β-hydroxyphenethyl]benzyl]-4-hydroxycoumarin; LM-637; Bromone (Nu-Gro); Maki (Lipha); Rozol (Lipha); Super-Caid (Lipha).
C30H23BrO4; mol wt 527.41.
C 68.32%, H 4.40%, Br 15.15%, O 12.13%.

Description and references

Anticoagulant rodenticide. Prepn: E. Boschetti et al., DE 1959317; eidem, US 3764693 (1970, 1973 both to Lipha); eidem, Chim. Ther. 7, 20 (1972). Toxicological studies: M. Grand, Phytiatr.-Phytopharm. 25, 69 (1976). Evaluation of efficacy: R. Redfern, J. E. Gill, J. Hyg. 84, 263 (1980); of risk to non-target species: P. Giraudoux et al., Environ. Res. 102, 291 (2006) DOI PubMed. HPLC determn in animal tissues: K. Hunter et al., J. Chromatogr. 435, 83 (1988) DOI PubMed; in blood: M.-C. Jin et al., Forensic Sci. Int. 171, 52 (2007) DOI PubMed.

Chemical structure

Properties

White to offwhite powder, mp 200-210°. uv max (ethanol): 260 nm (E1%1cm 538-582). pKa (21°) 4.04. Soly at 20-25° (g/l): dimethylformamide 730.0; ethyl acetate 25.0; acetone 22.3; chloroform 10.1; ethanol 8.2; methanol 5.6; ethyl ether 3.7; hexane 0.2; water 0.019. LD50 in rats, mice (mg/kg): 1.125, 1.75 orally (Grand).

Use

Rodenticide.