Bromadiolone

Title: Bromadiolone
CAS Registry Number: 28772-56-7
CAS Name: 3-[3-(4¢-Bromo[1,1¢-biphenyl]-4-yl)-3-hydroxy-1-phenylpropyl]-4-hydroxy-2H-1-benzopyran-2-one
Additional Names: 3-[a-[p-(p-bromophenyl)-b-hydroxyphenethyl]benzyl]-4-hydroxycoumarin
Manufacturers' Codes: LM-637
Trademarks: Maki (Lipha); Bromone (Lipha); Super-Caid (Lipha); Super-Rozol (Lipha)
Molecular Formula: C30H23BrO4
Molecular Weight: 527.41
Percent Composition: C 68.32%, H 4.40%, Br 15.15%, O 12.13%
Literature References: Anticoagulant rodenticide. Prepn: E. Boschetti et al., DE 1959317; eidem, US 3764693 (1970, 1973 both to Lipha). Activity studies: eidem, Chim. Ther. 7, 20 (1972); M. Grand, Phytiatr.-Phytopharm. 25, 69 (1976); R. E. Marsh, Bull. OEPP 7, 495 (1977); R. Redfern, J. E. Gill, J. Hyg. 84, 263 (1980). Pharmacokinetics: K. Nahas, Pharmacol. Res. Commun. 19, 767 (1987). HPLC determn of diastereoisomers in animal tissues: K. Hunter et al., J. Chromatogr. 435, 83 (1988).
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).
Melting point: mp 200-210°
pKa: pKa (21°) 4.04
Absorption maximum: uv max (ethanol): 260 nm (E1%1cm 538-582)
Toxicity data: LD50 in rats, mice (mg/kg): 1.125, 1.75 orally (Grand)
Use: Rodenticide.
Bromal Bromal Hydrate Bromazepam Bromcresol Green Bromcresol Purple

Bromadiolone
Bromadiolone.png
Identifiers
CAS number 28772-56-7
PubChem 34322
ChemSpider 10606098
KEGG C18596 YesY
ChEMBL CHEMBL1165553
Jmol-3D images Image 1
Properties
Molecular formula C30H23BrO4
Molar mass 527.41 g/mol
Hazards
Main hazards Toxic TDangerous for the Environment (Nature) N
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references
Warning label on a tube of rat poison laid on a dike of the Scheldt river in Steendorp, Belgium. The tube contains bromadiolone, a second-generation ("super-warfarin") anticoagulant.

Bromadiolone is a potent anticoagulant rodenticide. It is a second-generation 4-hydroxycoumarin derivative and vitamin K antagonist, often called a "super-warfarin" for its added potency and tendency to accumulate in the liver of the poisoned organism. When first introduced to the UK market in 1980, it was effective against the populations that had become resistant to the first generation anticoagulants.

The product may be used both indoors and outdoors for rats and mice.