Difethialone

Difethialone is an vitamin K antagonist anticoagulant used as a rodenticide.^[1] It is considered a second generation agent.^[2]

Difethialone

Names
Preferred IUPAC name 3-[3-(4′-Bromo[1,1′-biphenyl]-4-yl)naphthalen-1-yl]-4-hydroxy-2H-1-benzothiopyran-2-one
Identifiers
CAS Number	104653-34-1 Y
3D model (JSmol)	Interactive image
ChemSpider	10469311 N
ECHA InfoCard	100.118.383
KEGG	C18695 Y
PubChem CID	91771
UNII	KOL4VXI5O0 N
CompTox Dashboard (EPA)	DTXSID4032374
InChI InChI=1S/C31H23BrO2S/c32-24-15-13-20(14-16-24)19-9-11-21(12-10-19)23-17-22-5-1-2-6-25(22)27(18-23)29-30(33)26-7-3-4-8-28(26)35-31(29)34/h1-16,23,27,33H,17-18H2 N Key: JHELOZJAKXYVBE-UHFFFAOYSA-N N InChI=1/C31H23BrO2S/c32-24-15-13-20(14-16-24)19-9-11-21(12-10-19)23-17-22-5-1-2-6-25(22)27(18-23)29-30(33)26-7-3-4-8-28(26)35-31(29)34/h1-16,23,27,33H,17-18H2 Key: JHELOZJAKXYVBE-UHFFFAOYAX
SMILES O=c1c(C2CC(c3ccc(-c4ccc(Br)cc4)cc3)Cc3ccccc32)c(O)sc2ccccc12
Properties
Chemical formula	C31H23BrO2S
Molar mass	539.49 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

It belongs to the 4-thiochromenone or benzothiopyranone class of rodenticides, which differs from 4-hydroxycoumarins by the substitution of an oxygen atom with sulfur. It is especially similar to brodifacoum. It shares the same mechanism of inhibiting Vkorc1. It is effective for warfarin-resistant and warfarin-susceptible rodents.^[1] Its high potency makes resistance harder to evolve, though a few populations of rodents have nevertheless managed to do so.^[3]

In May 2008, the EPA added restrictions on the sale of difethialone in consumer-use rodenticide products and also for exterior use by commercial applicators.^[4][5]