Phenprocoumon: Difference between revisions

Phenprocoumon
Clinical data
Trade names	Marcoumar, Marcumar, Falithrom
AHFS/Drugs.com	International Drug Names
MedlinePlus	a699003
ATC code	B01AA04 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Protein binding	99%
Metabolism	hepatic to inactive metabolites
Elimination half-life	5 to 6 days
Identifiers
	IUPAC name (RS)-4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one;
CAS Number	435-97-2 ;
PubChem CID	9908;
DrugBank	DB00946 ;
ChemSpider	10441592 ;
UNII	Q08SIO485D;
KEGG	D05457 ;
ChEBI	CHEBI:50438 ;
ChEMBL	ChEMBL1465 ;
CompTox Dashboard (EPA)	DTXSID5023459 ;
ECHA InfoCard	100.006.464
Chemical and physical data
Formula	C18H16O3
Molar mass	280.318 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:DQDAYGNAKTZFIW-UHFFFAOYSA-N ;
	(verify)

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Revision as of 07:45, 30 May 2015

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]

Synthesis

References

^ Phenprocoumon at PharmGKB
^ Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi:10.1007/BF00903605, please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi=10.1007/BF00903605 instead.
^ Template:Cite DOI
^ Template:Cite DOI

External links

Diseases Database (DDB): 29943

This drug article relating to the blood and blood forming organs is a stub. You can help Wikipedia by expanding it.

[1] Phenprocoumon at PharmGKB

[2] Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi:10.1007/BF00903605, please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi=10.1007/BF00903605 instead.

[3] Template:Cite DOI

[4] Template:Cite DOI

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@@ Line 60: / Line 60: @@
 Phenprocoumon is a [[4-hydroxycoumarin]] and inhibits [[vitamin K epoxide reductase]].<ref>[http://www.pharmgkb.org/drug/PA450921#tabview=tab2&subtab=31 Phenprocoumon] at PharmGKB</ref>
+==Synthesis==
+[[File:Phenprocoumon synthesis.svg|thumb|center|700px|Phenprocoumon synthesis:<ref>{{Cite doi|10.1007/BF00903605}}</ref><ref>{{Cite DOI|10.1021/ja01569a085}}</ref><ref>{{Cite DOI|10.1021/jm00239a016}}</ref> Grüssner, Balthasar, {{US patent|2723276}} (1955 to [[Hoffmann-La Roche]]). {{US patent|2872457}} (1959 to [[WARF]]); {{Cite patent|GB|805748}} (1958 to [[Geigy]]).]]
 ==References==
 {{reflist}}