| Revision as of 11:12, 20 January 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChEMBL_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoB← 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}} |
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{{drugbox |
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{{Drugbox |
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| verifiedrevid = 408952930 |
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| verifiedrevid = 464200313 |
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| IUPAC_name = 2-phenyl-1''H''-indene-1,3(2''H'')-dione |
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| IUPAC_name = 2-phenyl-1''H''-indene-1,3(2''H'')-dione |
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| image = Phenindione.svg |
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| image = Phenindione.svg |
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<!--Clinical data--> |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| tradename = |
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| Drugs.com = {{drugs.com|international|phenindione}} |
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| pregnancy_AU = D |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_category = Passes into ] |
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| legal_AU = <!-- Unscheduled / S2 / S4 / S8 --> |
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| legal_UK = <!-- GSL / P / POM / CD --> |
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| legal_US = <!-- OTC / Rx-only --> |
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| legal_status = |
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| routes_of_administration = Oral |
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<!--Pharmacokinetic data--> |
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| bioavailability = |
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| protein_bound = 88% |
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| metabolism = |
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| elimination_half-life = 5 to 10 hours |
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| excretion = |
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<!--Identifiers--> |
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| IUPHAR_ligand = 6838 |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 83-12-5 |
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| ATC_prefix = B01 |
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| ATC_suffix = AA02 |
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| ATC_supplemental = |
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| PubChem = 4760 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB00498 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 4596 |
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| ChemSpiderID = 4596 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 5M7Y6274ZE |
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| UNII = 5M7Y6274ZE |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| 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 |
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| KEGG = D08354 |
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| InChIKey = NFBAXHOPROOJAW-UHFFFAOYAZ |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| smiles = O=C2c1ccccc1C(=O)C2c3ccccc3 |
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| ChEBI = 8066 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 711 |
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| ChEMBL = 711 |
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<!--Chemical data--> |
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| C=15 | H=10 | O=2 |
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| smiles = O=C2c1ccccc1C(=O)C2c3ccccc3 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| 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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| 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_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = NFBAXHOPROOJAW-UHFFFAOYSA-N |
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| StdInChIKey = NFBAXHOPROOJAW-UHFFFAOYSA-N |
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| CAS_number = 83-12-5 |
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| ⚫ |
| ATC_prefix = B01 |
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| ⚫ |
| ATC_suffix = AA02 |
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| ⚫ |
| ATC_supplemental = |
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| ⚫ |
| PubChem = 4760 |
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| ⚫ |
| DrugBank = APRD00166 |
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| ⚫ |
| KEGG_Ref = {{keggcite|correct|kegg}} |
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| ⚫ |
| KEGG = D08354 |
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| C = 15 | H = 10 | O = 2 |
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| molecular_weight = 222.239 g/mol |
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| ⚫ |
| bioavailability = |
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| ⚫ |
| protein_bound = 88% |
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| ⚫ |
| metabolism = |
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| ⚫ |
| elimination_half-life = 5 to 10 hours |
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| ⚫ |
| excretion = |
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| ⚫ |
| pregnancy_AU = D |
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| ⚫ |
| pregnancy_US = <!-- A / B / C / D / X --> |
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| ⚫ |
| pregnancy_category = Passes into ] |
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| ⚫ |
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 --> |
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| ⚫ |
| legal_UK = <!-- GSL / P / POM / CD --> |
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| ⚫ |
| legal_US = <!-- OTC / Rx-only --> |
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| ⚫ |
| legal_status = |
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| ⚫ |
| routes_of_administration = Oral |
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}} |
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}} |
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'''Phenindione''' is an ] which functions as a ] antagonist. |
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'''Phenindione''' is an ] which functions as a ]. |
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] 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> |
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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> |
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==References== |
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== References == |
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{{reflist}} |
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{{reflist}} |
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==External links== |
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== External links == |
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* {{DiseasesDB|30536}} |
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* {{DiseasesDB|30536}} |
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