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Phenprocoumon information


Phenprocoumon
Clinical data
Trade namesMarcoumar, Marcumar, Falithrom
AHFS/Drugs.comInternational Drug Names
MedlinePlusa699003
Pregnancy
category
  • Contraindicated
Routes of
administration
By mouth
ATC code
  • B01AA04 (WHO)
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability100%[1]
Protein binding99%
MetabolismLiver (CYP2C9, CYP3A4)
MetabolitesHydroxyl derivatives, glucuronides
Elimination half-life6–7 days
ExcretionKidney
Identifiers
IUPAC name
  • (RS)-4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
CAS Number
  • 435-97-2 checkY
PubChem CID
  • 9908
IUPHAR/BPS
  • 6839
DrugBank
  • DB00946 checkY
ChemSpider
  • 10441592 checkY
UNII
  • Q08SIO485D
KEGG
  • D05457 checkY
ChEBI
  • CHEBI:50438 checkY
ChEMBL
  • ChEMBL1465 checkY
CompTox Dashboard (EPA)
  • DTXSID5023459 Edit this at Wikidata
ECHA InfoCard100.006.464 Edit this at Wikidata
Chemical and physical data
FormulaC18H16O3
Molar mass280.323 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point177–181 °C (351–358 °F)
SMILES
  • OC=1c3ccccc3OC(=O)C=1C(CC)c2ccccc2
InChI
  • 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 checkY
  • Key:DQDAYGNAKTZFIW-UHFFFAOYSA-N checkY
  (verify)

Phenprocoumon (marketed under the brand names Marcoumar, Marcumar and Falithrom) is a long-acting blood thinner drug to be taken by mouth, and a coumarin derivative.[2] It acts as a vitamin K antagonist and inhibits blood clotting (coagulation) by blocking synthesis of coagulation factors II, VII, IX and X. It is used for the prophylaxis and treatment of thromboembolic disorders such as heart attacks and pulmonary (lung) embolism. The most common adverse effect is bleeding. The drug interacts with a large number of other medications, including aspirin and St John's Wort. It is the standard coumarin used in Germany,[3] Austria,[4] and other European countries.[5]

  1. ^ Cite error: The named reference Arzneistoff-Profile was invoked but never defined (see the help page).
  2. ^ Haustein KO (1999). "Pharmacokinetic and pharmacodynamic properties of oral anticoagulants, especially phenprocoumon". Seminars in Thrombosis and Hemostasis. 25 (1): 5–11. doi:10.1055/s-2007-996417. PMID 10327214.
  3. ^ Geisslinger G, Menzel S (15 September 2017). Wenn Arzneimittel wechselwirken (in German). Stuttgart: Wissenschaftliche Verlagsgesellschaft. pp. 15–18. ISBN 978-3-8047-3747-1.
  4. ^ Cite error: The named reference AC was invoked but never defined (see the help page).
  5. ^ Phenprocoumon International Drug Names. Accessed 2021-08-25.

and 23 Related for: Phenprocoumon information

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Phenprocoumon

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Phenprocoumon (marketed under the brand names Marcoumar, Marcumar and Falithrom) is a long-acting blood thinner drug to be taken by mouth, and a coumarin...

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Acenocoumarol

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"Comparative pharmacokinetics of vitamin K antagonists: warfarin, phenprocoumon and acenocoumarol". Clinical Pharmacokinetics. 44 (12): 1227–1246. doi:10...

Word Count : 192

Mefenamic acid

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of Aspirin. It increases the blood thinning effects of warfarin and phenprocoumon because it displaces them from their plasma protein binding and increases...

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Pulmonary embolism

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vitamin K antagonists (warfarin or less commonly acenocoumarol or phenprocoumon) have been the cornerstone. As vitamin K antagonists do not act immediately...

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Direct factor Xa inhibitors

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and resume them shortly after the surgery. By contrast, warfarin and phenprocoumon are often paused up to a week before surgery, and low-molecular-weight...

Word Count : 1525

Coumarin derivatives

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family includes: brodifacoum bromadiolone difenacoum auraptene ensaculin phenprocoumon (Marcoumar) PSB-SB-487 PSB-SB-1202 scopoletin can be isolated from the...

Word Count : 881

Coumarin

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was found in children exposed to the anticoagulants acenocoumarol or phenprocoumon during pregnancy. A group of 306 children were tested at ages 7–15 years...

Word Count : 2940

Phenylbutazone

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the anticoagulant effect of vitamin K antagonists such as warfarin or phenprocoumon. Phenylbutazone displaces warfarin from plasma binding sites, and toxic...

Word Count : 1880

Rivaroxaban

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(AT III) and must be injected, whereas the orally active warfarin, phenprocoumon, and acenocoumarol are vitamin K antagonists (VKA), decreasing a number...

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Amitriptyline

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Amitriptyline causes an unusual type of interaction with the anticoagulant phenprocoumon during which great fluctuations of the prothrombin time have been observed...

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Coagulation

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anticoagulant drugs warfarin and related coumarins such as acenocoumarol, phenprocoumon, and dicumarol. These drugs create a deficiency of reduced vitamin K...

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Warfarin

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warfarin, such as acenocoumarol and phenprocoumon. These have a shorter (acenocoumarol) or longer (phenprocoumon) half-life, and are not completely interchangeable...

Word Count : 9772

Vitamin K antagonist

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main article on 4-hydroxycoumarins. Warfarin (Coumadin) Coumatetralyl Phenprocoumon Acenocoumarol Dicoumarol Tioclomarol Brodifacoum Another group of VKAs...

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Levofloxacin

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CYP2C9, suggesting potential to block the breakdown of warfarin and phenprocoumon. This can result in more action of drugs like warfarin, leading to more...

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C18H16O3

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mass: 280.31 g/mol, exact mass: 280.1099 u) may refer to: Ipriflavone Phenprocoumon This set index page lists chemical structure articles associated with...

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Drug interaction

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including cyclosporin, SSRI antidepressants, digoxin, indinavir, and phenprocoumon. It may also interact with the anti-cancer drugs irinotecan and imatinib...

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Anticoagulant

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mechanical prosthetic heart valves. Other examples are acenocoumarol, phenprocoumon, atromentin, and phenindione.[citation needed] The coumarins brodifacoum...

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Factor X

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in the US. In some European countries, other coumarin derivatives (phenprocoumon and acenocoumarol) are used. These agents known as vitamin K antagonists...

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Maprotiline

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amplify the actions of coumarin-type anticoagulants (e.g., warfarin, phenprocoumon). The plasma-prothrombin-activity must be assessed closely in order...

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California Proposition 65 list of chemicals

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77-09-8 Phenoxybenzamine 59-96-1 Phenoxybenzamine hydrochloride 63-92-3 Phenprocoumon 435-97-2 o-Phenylenediamine and its salts 95-54-5 Phenyl glycidyl ether...

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ATC code B01

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version. B01AA01 Dicoumarol B01AA02 Phenindione B01AA03 Warfarin B01AA04 Phenprocoumon B01AA07 Acenocoumarol B01AA08 Ethyl biscoumacetate B01AA09 Clorindione...

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List of compounds with carbon number 18

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retenequinone 5398-75-4 C18H16O2Si dianisyldiethynylsilane 55986-09-9 C18H16O3 phenprocoumon 435-97-2 C18H16O4 dibenzyl maleate 62-26-0 C18H16O7 Several molecules...

Word Count : 28

Paul Brombacher

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(1977-03-15). "A gas chromatographic method for the estimation of phenprocoumon, 3-(1-phenyl-propyl)-4-hydroxycoumarin (marcoumar®, liquamar®), in human...

Word Count : 880

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