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]
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| Names | |
|---|---|
| Preferred IUPAC name 2-(Diphenylacetyl)-1H-indene-1,3(2H)-dione | |
| Other names | |
| Identifiers | |
3D model (JSmol) | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.001.304 |
| KEGG | |
PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
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| Properties | |
| C23H16O3 | |
| Molar mass | 340.378 g·mol−1 |
| Pharmacology | |
| B01AA10 (WHO) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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
References
Further reading
- Reigart, J. Routt & Roberts, James R. (Eds.) (2013). "Rodenticides (Ch. 18, § Coumarins and Indandiones)" (PDF). Recognition and Management of Pesticide Poisonings (6th ed.). Corvallis, OR, US: National Pesticide Information Center (Oregon State University and the U.S. Environmental Protection Agency. pp. 173–187. Retrieved 5 April 2016.
{{cite book}}: CS1 maint: multiple names: authors list (link) A safety handbook that explains how incidents of poisoning by various rodenticides are treated.