Phenindione

Phenindione
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy; category	AU: D; Passes into breast milk;
Routes of; administration	Oral
ATC code	B01AA02 (WHO) ;
Pharmacokinetic data
Protein binding	88%
Elimination half-life	5 to 10 hours
Identifiers
	IUPAC name 2-phenyl-1H-indene-1,3(2H)-dione;
CAS Number	83-12-5 ;
PubChem CID	4760;
IUPHAR/BPS	6838;
DrugBank	DB00498 ;
ChemSpider	4596 ;
UNII	5M7Y6274ZE;
KEGG	D08354 ;
ChEBI	CHEBI:8066 ;
ChEMBL	ChEMBL711 ;
CompTox Dashboard (EPA)	DTXSID5023453 ;
ECHA InfoCard	100.001.323
Chemical and physical data
Formula	C15H10O2
Molar mass	222.243 g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:NFBAXHOPROOJAW-UHFFFAOYSA-N ;
	(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

^ 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. S2CID 17052792.
^ Sweetman SC, ed. (2009). Martindale: The Complete Drug Reference (36th ed.). London: Pharmaceutical Press. "Phenindione", p. 1369.

External links

Diseases Database (DDB): 30536

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[pmid15743920-1] 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. S2CID 17052792.

[2] Sweetman SC, ed. (2009). Martindale: The Complete Drug Reference (36th ed.). London: Pharmaceutical Press. "Phenindione", p. 1369.

[1]

[2]

Clinical data

AHFS/Drugs.com	International Drug Names
Pregnancy category	AU: D Passes into breast milk
Routes of administration	Oral
ATC code	B01AA02 (WHO)
Pharmacokinetic data
Protein binding	88%
Elimination half-life	5 to 10 hours
Identifiers
IUPAC name 2-phenyl-1H-indene-1,3(2H)-dione
CAS Number	83-12-5^Y
PubChem CID	4760
IUPHAR/BPS	6838
DrugBank	DB00498^Y
ChemSpider	4596^Y
UNII	5M7Y6274ZE
KEGG	D08354^Y
ChEBI	CHEBI:8066^Y
ChEMBL	ChEMBL711^Y
CompTox Dashboard (EPA)	DTXSID5023453
ECHA InfoCard	100.001.323
Chemical and physical data
Formula	C₁₅H₁₀O₂
Molar mass	222.243 g·mol⁻¹
3D model (JSmol)	Interactive image
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^Y Key:NFBAXHOPROOJAW-UHFFFAOYSA-N^Y
(verify)