フェンプロクモン、フェンプロクーモン
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/07/05 12:05:12」(JST)
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Phenprocoumon
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Systematic (IUPAC) name |
(RS)-4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
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Clinical data |
Trade names |
Marcoumar, Marcumar, Falithrom |
AHFS/Drugs.com |
International Drug Names |
MedlinePlus |
a699003 |
Legal status |
Legal status |
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Pharmacokinetic data |
Protein binding |
99% |
Metabolism |
hepatic to inactive metabolites |
Biological half-life |
5 to 6 days |
Identifiers |
CAS Number |
435-97-2 Y |
ATC code |
B01AA04 (WHO) |
PubChem |
CID 9908 |
IUPHAR/BPS |
6839 |
DrugBank |
DB00946 Y |
ChemSpider |
10441592 Y |
UNII |
Q08SIO485D Y |
KEGG |
D05457 Y |
ChEBI |
CHEBI:50438 Y |
ChEMBL |
CHEMBL1465 Y |
Chemical data |
Formula |
C18H16O3 |
Molar mass |
280.318 g/mol |
SMILES
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OC=1c3ccccc3OC(=O)C=1C(CC)c2ccccc2
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InChI
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InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3 Y
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Key:DQDAYGNAKTZFIW-UHFFFAOYSA-N Y
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(verify) |
Phenprocoumon (marketed under the brand names Marcoumar, Marcumar and Falithrom) is a long-acting oral anticoagulant drug, a derivative of coumarin. It is a vitamin K antagonist that inhibits coagulation by blocking synthesis of coagulation factors II, VII, IX and X. It is used for the prophylaxis and treatment of thromboembolic disorders (thrombosis/pulmonary embolism). It is the standard coumarin used in Germany.
Phenprocoumon is a 4-hydroxycoumarin and inhibits vitamin K epoxide reductase.[1]
References
- ^ Phenprocoumon at PharmGKB
External links
Antithrombotics (thrombolytics, anticoagulants and antiplatelet drugs) (B01)
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Antiplatelet drugs |
Glycoprotein IIb/IIIa inhibitors |
- Abciximab
- Eptifibatide
- Tirofiban
- Roxifiban
- Orbofiban
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ADP receptor/P2Y12 inhibitors |
- Thienopyridines
- Clopidogrel
- Prasugrel
- Ticlopidine
- Nucleotide/nucleoside analogs
- Cangrelor
- Elinogrel
- Ticagrelor
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Prostaglandin analogue (PGI2) |
- Beraprost
- Iloprost
- Prostacyclin
- Treprostinil
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COX inhibitors |
- Acetylsalicylic acid/Aspirin#
- Aloxiprin
- Carbasalate calcium
- Indobufen
- Triflusal
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Thromboxane inhibitors |
- Thromboxane synthase inhibitors
- Dipyridamole (+Aspirin)
- Picotamide
- Receptor antagonists
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Phosphodiesterase inhibitors |
- Cilostazol
- Dipyridamole
- Triflusal
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Other |
- Cloricromen
- Ditazole
- Vorapaxar
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Anticoagulants |
Vitamin K antagonists
(inhibit II, VII, IX, X) |
- Coumarins: Acenocoumarol
- Coumatetralyl
- Dicoumarol
- Ethyl biscoumacetate
- Phenprocoumon
- Warfarin#
- 1,3-Indandiones: Clorindione
- Diphenadione
- Phenindione
- Other: Tioclomarol
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Factor Xa inhibitors
(with some II inhibition) |
Heparin group/
glycosaminoglycans/
(bind antithrombin) |
- Low molecular weight heparin
- Bemiparin
- Certoparin
- Dalteparin
- Enoxaparin
- Nadroparin
- Parnaparin
- Reviparin
- Tinzaparin‡
- Oligosaccharides
- Fondaparinux
- Idraparinux§
- Heparinoids
- Danaparoid
- Dermatan sulfate
- Sulodexide
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Direct Xa inhibitors |
- Xabans
- Apixaban
- Betrixaban†
- Darexaban§
- Edoxaban
- Otamixaban§
- Rivaroxaban
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Direct thrombin (IIa) inhibitors |
- Bivalent: Hirudin
- Bivalirudin
- Desirudin
- Lepirudin
- Univalent: Argatroban
- Dabigatran
- Melagatran‡
- Ximelagatran‡
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Other |
- Antithrombin III
- Defibrotide
- Protein C
- Ramatroban
- REG1
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Thrombolytic drugs/
fibrinolytics |
- Plasminogen activators: r-tPA
- Alteplase
- Reteplase
- Tenecteplase
- UPA
- Anistreplase
- Monteplase
- Streptokinase#
- Other serine endopeptidases: Ancrod
- Brinase
- Fibrinolysin
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Non-medicinal |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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Types of coumarins
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Aglycones |
- Aesculetin
- Ferujol
- Umbelliferone
O-Methylated
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- Fraxetin
- Herniarin (7-O-Methylumbelliferone)
- Osthol
- Scopoletin (6-Methoxyumbelliferone)
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glycosides |
- Aesculin (Esculetin 6-O-glucoside)
- Fraxin (Fraxetin glucoside)
- Skimmin (Umbelliferone 7-O-glucoside)
- Scopolin
- Umbelliferone 7-apiosylglucoside
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derivatives |
Furanocoumarins
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Aglycones
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- Angelicin
- Marmesin
- Psoralen
- Vaginol
- Xanthotoxol (8-Hydroxypsoralen)
O-Methylated
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- Bergapten (5-methoxypsoralen)
- Isopimpinellin (5,8-Dimethoxypsoralene)
- Methoxsalen (8-Methoxypsoralen)
- Trioxsalen (2,5,9-Trimethylpsoralen)
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Furanocoumarin glycosides
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- Apterin (vaginol glucoside)
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Meroterpene furanocoumarin ether
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- Auraptene
- Bergamottin
- Imperatorin
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Oligomers |
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Synthetic |
- Acenocoumarol
- Coumatetralyl
- Ensaculin
- Ethyl biscoumacetate
- 4-Hydroxycoumarins
- Hymecromone
- Phenprocoumon
- Warfarin
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UpToDate Contents
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English Journal
- Half-dose enoxaparin vs. full-dose enoxaparin for postoperative bridging therapy in patients after cardiac surgery: Which dose regimen should be preferred?
- Weiss A, Brose S, Ploetze K, Matschke K.SourceDepartment of Cardiac Surgery, University of Technology Dresden, Dresden, Germany.
- Clinical hemorheology and microcirculation.Clin Hemorheol Microcirc.2013 May 6. [Epub ahead of print]
- BACKGROUND: Patients who require oral anticoagulation (OAC) after cardiac surgery due to an increased risk for thromboembolic events should receive bridging therapy with heparin until the INR is in a therapeutic range. For this purpose, unfractionated heparin (UFH) or low molecular weight heparin (L
- PMID 23648452
- Meta-Analysis of Rivaroxaban and Bleeding Risk.
- Wasserlauf G, Grandi SM, Filion KB, Eisenberg MJ.SourceDivision of Clinical Epidemiology, Lady Davis Institute for Medical Research, Jewish General Hospital/McGill University, Montreal, Quebec, Canada; Faculty of Medicine, McGill University, Montreal, Quebec, Canada.
- The American journal of cardiology.Am J Cardiol.2013 May 1. pii: S0002-9149(13)00915-6. doi: 10.1016/j.amjcard.2013.03.054. [Epub ahead of print]
- Rivaroxaban, a factor Xa inhibitor, is a new oral anticoagulant that has been developed as an alternative to vitamin K antagonists. However, its safety remains unclear. Reported randomized controlled trials comparing the safety of rivaroxaban with that of vitamin K antagonists (warfarin, acenocoumar
- PMID 23642380
- Quantifying the effect of covariates on concentrations and effects of steady-state phenprocoumon using a population pharmacokinetic/pharmacodynamic model.
- Abduljalil K, Lazar S, Natanzon M, Wu W, Zadoyan G, Steffens B, Kohl V, Mörike K, Tomalik-Scharte D, Stingl J, Schwab M, Harenberg J, Gleiter C, Fuhr U.SourceDepartment of Pharmacology, Clinical Pharmacology Unit, University Hospital, University of Cologne, Gleueler Straße 24, 50931, Cologne, Germany.
- Clinical pharmacokinetics.Clin Pharmacokinet.2013 May;52(5):359-71. doi: 10.1007/s40262-013-0043-z.
- BACKGROUND AND OBJECTIVES: The oral anticoagulant phenprocoumon, similar to other vitamin K antagonists, is characterized by pronounced interindividual variability in the doses needed to achieve the desired therapeutic effect. Previous studies assessed the effect of genetic and demographic covariate
- PMID 23519598
Japanese Journal
- Fatal intoxications by acenocoumarol, phenprocoumon and warfarin : Method validation in blood using the total error approach
- DENOOZ Raphael,DOUAMBA Zoenabo,CHARLIER Corinne
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 877(23), 2344-2348, 2009-08-01
- NAID 10028021440
- RIESSELMANN Benno,HOLLMANN Tanja,TSOKOS Michael
- Legal medicine 11, S503-S505, 2009-04-01
- NAID 10027263688
- A rapid method for the quantification of the enantiomers of Warfarin, Phenprocoumon and Acenocoumarol by two-dimensional-enantioselective liquid chromatography/electrospray tandem mass spectrometry
- VECCHIONE Gennaro,CASETTA Bruno,TOMAIUOLO Michela,GRANDONE Elvira,MARGAGLIONE Maurizio
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 850(1), 507-514, 2007-05-01
- NAID 10025798809
Related Links
- Absorption Bioavailability is close to 100% Volume of distribution Not Available Protein binding 99% Metabolism Phenprocoumon is stereoselectively metabolized by hepatic microsomal enzymes (cytochrome P-450) to inactive ...
- Phenprocoumonとは?goo Wikipedia (ウィキペディア) 。出典:Wikipedia(ウィキペディア)フリー百科事典。 Phenprocoumonとは - goo Wikipedia (ウィキペディア) gooトップ サイトマップ スタートページに設定 RSS ヘルプ メニューへ ...
Related Pictures
★リンクテーブル★
[★]
- 英
- phenprocoumon
- 同
- フェニルプロピルヒドロキシクマリン phenylpropylhydroxycoumarin
- 関
- フェンプロクモン
[★]
- 英
- phenprocoumon
- 関
- フェンプロクーモン