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 (JSmol)	Interactive image;
ChemSpider	10469075 ;
ECHA InfoCard	100.054.508
KEGG	C16807 ;
PubChem CID	41735;
UNII	SBA3K9U26B ;
CompTox Dashboard (EPA)	DTXSID2058128 ;
	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

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]

Professional bitebox containing difenacoum et al.

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

"EPA: Difenacoum". Retrieved 3 April 2015.
"University of Hertfordshire: IUPAC: difenacoum". Retrieved 3 April 2015.
Gupta, Ramesh C. (ed) (2012). Veterinary Toxicology: Basic and clinical principles. Academic Press. p. 673-697. Retrieved 3 April 2015.CS1 maint: extra text: authors list (link)

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[EPA-1] "EPA: Difenacoum". Retrieved 3 April 2015.

[IUPAC-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.CS1 maint: extra text: authors list (link)