Chemical Component Summary

NamePhenindione
Synonyms2-phenyl-1H-indene-1,3(2H)-dione
Identifiers2-phenylindene-1,3-dione
FormulaC15 H10 O2
Molecular Weight222.239
TypeNON-POLYMER
Isomeric SMILESc1ccc(cc1)C2C(=O)c3ccccc3C2=O
InChIInChI=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
InChIKeyNFBAXHOPROOJAW-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count27
Chiral Atom Count0
Bond Count29
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB00498 
NamePhenindione
Groups
  • investigational
  • approved
DescriptionAn indandione that has been used as an anticoagulant. Phenindione has actions similar to warfarin, but it is now rarely employed because of its higher incidence of severe adverse effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p234)
Synonyms
  • Phénindione
  • 2-phenyl-1,3(2H)-Indenedione
  • Phenindion
  • Phenindionum
  • Fenindiona
IndicationFor the treatment of pulmonary embolism, cardiomyopathy, atrial fibrillation and flutter, cerebral embolism, mural thrombosis, and thrombophili. Also used for anticoagulant prophylaxis.
Categories
  • Anticoagulants
  • Blood and Blood Forming Organs
  • Hematologic Agents
  • Indans
  • Indenes
ATC-CodeB01AA02
CAS number83-12-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Vitamin K epoxide reductase complex subunit 1MGSTWGSPGWVRLALCLTGLVLSLYALHVKAARARDRDYRALCDVGTAIS...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL711
PubChem 4760
ChEMBL CHEMBL711
ChEBI CHEBI:8066
CCDC/CSD PINDON