Diphenadione

Diphenadione is a vitamin K antagonist that has anticoagulant effects and is used as a rodenticide against rats, mice, voles, ground squirrels and other rodents. The chemical compound is an anti-coagulant with active half-life longer than warfarin and other synthetic 1,3-indandione anticoagulants.^[3][4]

Diphenadione

Names
Preferred IUPAC name 2-(Diphenylacetyl)-1H-indene-1,3(2H)-dione
Other names Diphacinone; Diphenandione, Difenacin,[1] Ratindan[2][3]
Identifiers
CAS Number	82-66-6 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1413199
ChemSpider	6463
ECHA InfoCard	100.001.304
KEGG	D07136 Y
PubChem CID	6719
UNII	54CA01C6JX Y
CompTox Dashboard (EPA)	DTXSID4032378
InChI InChI=1S/C23H16O3/c24-21-17-13-7-8-14-18(17)22(25)20(21)23(26)19(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14,19-20H Key: JYGLAHSAISAEAL-UHFFFAOYSA-N InChI=1/C23H16O3/c24-21-17-13-7-8-14-18(17)22(25)20(21)23(26)19(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14,19-20H Key: JYGLAHSAISAEAL-UHFFFAOYAR
SMILES O=C2c1ccccc1C(=O)C2C(=O)C(c3ccccc3)c4ccccc4
Properties
Chemical formula	C23H16O3
Molar mass	340.378 g·mol−1
Pharmacology
ATC code	B01AA10 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

It is toxic to mammals, in all forms; exposure and oral ingestion of the toxin may cause irregular heartbeat and major maladies associated with its impact on blood clotting, depending on dose.^[5] As a "second-generation" anticoagulant, diphenadione is more toxic than the first generation compounds (e.g., warfarin).^[6]: 436 For purposes of treating toxicity on exposure, diphenadione is grouped with other vitamin K antagonists (coumarins and indandiones); despite being directed at rodents and being judged as less hazardous to humans and domestic animals than other rodenticides in use^[when?] (by the U.S. Environmental Protection Agency), indandione anticoagulants, nevertheless, "may cause human toxicity at a much lower dose than conventional 'first-generation anticoagulants'… and can bioaccumulate in the liver."^[7]: 173