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Phenindione: Difference between revisions

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Revision as of 09:03, 22 October 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (changes to verified fields - updated 'CAS_number_Ref') per Chem/Drugbox validation (report errors or bugs)← Previous edit Latest revision as of 20:29, 16 July 2024 edit undoحسن علي البط (talk | contribs)Extended confirmed users, Pending changes reviewers19,940 edits removed Category:Indandiones; added Category:1,3-Indandiones using HotCat 
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{{Short description|Chemical compound}}
{{Drugbox {{Drugbox
⚫ | verifiedrevid = 464200313
| Verifiedfields = changed
⚫ | verifiedrevid = 408954109
| IUPAC_name = 2-phenyl-1''H''-indene-1,3(2''H'')-dione | IUPAC_name = 2-phenyl-1''H''-indene-1,3(2''H'')-dione
| image = Phenindione.svg | image = Phenindione.svg

<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename =
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| legal_status = | legal_status =
| routes_of_administration = Oral | routes_of_administration = Oral

<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
| bioavailability = | bioavailability =
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| elimination_half-life = 5 to 10 hours | elimination_half-life = 5 to 10 hours
| excretion = | excretion =

<!--Identifiers--> <!--Identifiers-->
| IUPHAR_ligand = 6838
| CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}} | CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 83-12-5 | CAS_number = 83-12-5
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| PubChem = 4760 | PubChem = 4760
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = APRD00166 | DrugBank = DB00498
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4596 | ChemSpiderID = 4596
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| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D08354 | KEGG = D08354
| ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 8066 | ChEBI = 8066
| ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 711 | ChEMBL = 711

<!--Chemical data--> <!--Chemical data-->
| C=15 | H=10 | O=2 | C=15 | H=10 | O=2
| molecular_weight = 222.239 g/mol
| smiles = O=C2c1ccccc1C(=O)C2c3ccccc3 | smiles = O=C2c1ccccc1C(=O)C2c3ccccc3
| InChI = 1/C15H10O2/c16-14-11-8-4-5-9-12(11)15(17)13(14)10-6-2-1-3-7-10/h1-9,13H
| InChIKey = NFBAXHOPROOJAW-UHFFFAOYAZ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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 | StdInChI = 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
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| StdInChIKey = NFBAXHOPROOJAW-UHFFFAOYSA-N | StdInChIKey = NFBAXHOPROOJAW-UHFFFAOYSA-N
}} }}
'''Phenindione''' is an ] which functions as a ] antagonist. '''Phenindione''' is an ] which functions as a ].


] has been observed.<ref name="pmid15743920">{{cite journal |title=Characterization of the T-cell response in a patient with phenindione hypersensitivity |journal=J. Pharmacol. Exp. Ther. |volume=313 |issue=3 |pages=1058–65 |year=2005 |month=June |pmid=15743920 |doi=10.1124/jpet.105.083758 |url=http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=15743920 |display-authors=3 |author1=Naisbitt DJ |author2=Farrell J |author3=Chamberlain PJ |author-separator=, |last4=Hopkins |first4=JE |last5=Berry |first5=NG |last6=Pirmohamed |first6=M |last7=Park |first7=BK}}</ref> Phenindione was introduced in the early 1950s. It acts similar to ], but it has been associated with hypersensitivity reactions, so it is rarely used and warfarin is preferred.<ref name="pmid15743920">{{cite journal | vauthors = Naisbitt DJ, Farrell J, Chamberlain PJ, Hopkins JE, Berry NG, Pirmohamed M, Park BK | title = Characterization of the T-cell response in a patient with phenindione hypersensitivity | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 313 | issue = 3 | pages = 1058–65 | date = June 2005 | pmid = 15743920 | doi = 10.1124/jpet.105.083758 | s2cid = 17052792 }}</ref><ref>{{cite book | veditors = Sweetman SC |year=2009 | title=Martindale: The Complete Drug Reference |edition=36th |publisher=Pharmaceutical Press| location=London |at="Phenindione", p. 1369}}</ref>


==References== == References ==
{{reflist}} {{reflist}}


==External links== == External links ==
* {{DiseasesDB|30536}} * {{DiseasesDB|30536}}


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] ]
] ]
]



{{blood-drug-stub}} {{blood-drug-stub}}

]
]
]

Latest revision as of 20:29, 16 July 2024

Chemical compound Pharmaceutical compound
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 Edit this at Wikidata
Chemical and physical data
FormulaC15H10O2
Molar mass222.243 g·mol
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
  • 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.

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

External links

Antithrombotics (thrombolytics, anticoagulants and antiplatelet drugs) (B01)
Antiplatelet drugs
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ADP receptor/P2Y12 inhibitors
Prostaglandin analogue (PGI2)
COX inhibitors
Thromboxane inhibitors
Phosphodiesterase inhibitors
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Anticoagulants
Vitamin K antagonists
(inhibit II, VII, IX, X)
Factor Xa inhibitors
(with some II inhibition)
Heparin group/
glycosaminoglycans/
(bind antithrombin)
Direct Xa inhibitors ("xabans")
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