Phenindione

Phenindione
Clinical data
AHFS/Drugs.comInternational Drug Names
Pregnancy
category
Routes of
administration
Oral
ATC code
Pharmacokinetic data
Protein binding88%
Elimination half-life5 to 10 hours
Identifiers
IUPAC name
  • 2-phenyl-1H-indene-1,3(2H)-dione
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.323
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Chemical and physical data
FormulaC15H10O2
Molar mass222.243 g·mol−1
3D model (JSmol)
SMILES
  • O=C2c1ccccc1C(=O)C2c3ccccc3
InChI
  • InChI=1S/C15H10O2/c16-14-11-8-4-5-9-12(11)15(17)13(14)10-6-2-1-3-7-10/h1-9,13H checkY
  • Key:NFBAXHOPROOJAW-UHFFFAOYSA-N checkY
  (verify)

Phenindione is an anticoagulant which functions as a Vitamin K antagonist.

Phenindione was introduced in the early 1950s. It acts similar to warfarin, but it has been associated with hypersensitivity reactions, so it is rarely used and warfarin is preferred.[1][2]

References

  1. Naisbitt DJ, Farrell J, Chamberlain PJ, Hopkins JE, Berry NG, Pirmohamed M, Park BK (June 2005). "Characterization of the T-cell response in a patient with phenindione hypersensitivity". The Journal of Pharmacology and Experimental Therapeutics. 313 (3): 1058–65. doi:10.1124/jpet.105.083758. PMID 15743920.
  2. Sweetman SC, ed. (2009). Martindale: The Complete Drug Reference (36th ed.). London: Pharmaceutical Press. "Phenindione", p. 1369.
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