Difenacoum

Difenacoum

Names
IUPAC name 2-Hydroxy-3-[3-(4-phenylphenyl)-1-tetralinyl]-4-chromenone
Other names Diphenacoum
Identifiers
CAS Number	56073-07-5
3D model (Jmol)	Interactive image
ChemSpider	10469075
ECHA InfoCard	100.054.508
KEGG	C16807
PubChem	41735
InChI InChI=1S/C31H24O3/c32-30-26-12-6-7-13-28(26)34-31(33)29(30)27-19-24(18-23-10-4-5-11-25(23)27)22-16-14-21(15-17-22)20-8-2-1-3-9-20/h1-17,24,27,32H,18-19H2 Key: FVQITOLOYMWVFU-UHFFFAOYSA-N InChI=1/C31H24O3/c32-30-26-12-6-7-13-28(26)34-31(33)29(30)27-19-24(18-23-10-4-5-11-25(23)27)22-16-14-21(15-17-22)20-8-2-1-3-9-20/h1-17,24,27,32H,18-19H2 Key: FVQITOLOYMWVFU-UHFFFAOYAV
SMILES C1C(CC2=CC=CC=C2C1C3=C(OC4=CC=CC=C4C3=O)O)C5=CC=C(C=C5)C6=CC=CC=C6
Properties
Chemical formula	C31H24O3
Molar mass	444.52 g/mol
Density	1.27 (98.7% w/w)
Melting point	211.0 to 215.0 °C (411.8 to 419.0 °F; 484.1 to 488.1 K) (98.7% wlw)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Professional bitebox containing difenacoum et al.

Difenacoum is an anticoagulant of the 4-hydroxycoumarin vitamin K antagonist type. It has anticoagulant effects and is used commercially as a rodenticide. It was first introduced in 1976 and first registered in the USA in 2007.^[1]

Formulation

Difenacoum is sold as blue-green pellets.

Uses

Difenacoum was first introduced in 1976 as a rodenticide effective against rats and mice which were resistant to other anticoagulants.^[2]

Safety and toxicity

Because other species of mammals and birds may prey upon affected rodents, or directly ingest rodenticide bait, there is a risk of primary, secondary or tertiary exposure; examples are described in a 2012 publication on veterinary toxicology.^[3] Using radiolabeled isotopes, difenacoum (and/or its metabolites) has been shown to be distributed across many organ tissues upon oral ingestion, with the highest concentrations occurring in the liver and pancreas.

Difenacoum has been shown to be highly toxic to some species of freshwater fish and green algae despite the fact that difenacoum is weakly soluble in aqueous solutions.

References

1. "EPA: Difenacoum". Retrieved 3 April 2015.
2. "University of Hertfordshire: IUPAC: difenacoum". Retrieved 3 April 2015.
3. Gupta, Ramesh C. (ed) (2012). Veterinary Toxicology: Basic and clinical principles. Academic Press. p. 673-697. Retrieved 3 April 2015.