CHEBI:72296 - apixaban

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ChEBI Name apixaban
ChEBI ID CHEBI:72296
Definition A pyrazolopyridine that is 7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide substituted at position 1 by a 4-methoxyphenyl group and at position 6 by a 4-(2-oxopiperidin-1-yl)phenyl group. It is used for the prevention and treatment of thromboembolic diseases.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:636962, ZINC000100044649
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Pitavastatin (usually as a calcium salt) is a member of the blood cholesterol lowering medication class of statins. Pitavastatin is an inhibitor of HMG-CoA reductase, the enzyme that catalyses the first step of cholesterol synthesis. It was patented in 1987 and approved for medical use in 2003. It is available in Japan, South Korea and in India. In the US, it received FDA approval in 2009. Kowa Pharmaceuticals, a subsidiary of Kowa Company, is the owner of the American patent to pitavastatin.
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Formula C25H25N5O4
Net Charge 0
Average Mass 459.49710
Monoisotopic Mass 459.19065
InChI InChI=1S/C25H25N5O4/c1-34-19-11-9-18(10-12-19)30-23-20(22(27-30)24(26)32)13-15-29(25(23)33)17-7-5-16(6-8-17)28-14-3-2-4-21(28)31/h5-12H,2-4,13-15H2,1H3,(H2,26,32)
InChIKey QNZCBYKSOIHPEH-UHFFFAOYSA-N
SMILES COc1ccc(cc1)-n1nc(C(N)=O)c2CCN(C(=O)c12)c1ccc(cc1)N1CCCCC1=O
Roles Classification
Biological Role(s): EC 3.4.21.6 (coagulation factor Xa) inhibitor
An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of coagulation factor Xa (EC 3.4.21.6).
Application(s): anticoagulant
An agent that prevents blood clotting.
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ChEBI Ontology
Outgoing apixaban (CHEBI:72296) has role anticoagulant (CHEBI:50249)
apixaban (CHEBI:72296) has role EC 3.4.21.6 (coagulation factor Xa) inhibitor (CHEBI:68581)
apixaban (CHEBI:72296) is a aromatic ether (CHEBI:35618)
apixaban (CHEBI:72296) is a lactam (CHEBI:24995)
apixaban (CHEBI:72296) is a piperidones (CHEBI:48589)
apixaban (CHEBI:72296) is a pyrazolopyridine (CHEBI:46699)
IUPAC Name
1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
INNs Sources
apixaban WHO MedNet
apixabán WHO MedNet
apixaban KEGG DRUG
apixabanum WHO MedNet
Synonyms Sources
BMS 562247-01 ChemIDplus
BMS-562247 DrugBank
BMS-562247-01 ChemIDplus
Brand Name Source
Eliquis KEGG DRUG
Manual Xrefs Databases
Apixaban Wikipedia
D03213 KEGG DRUG
DB06605 DrugBank
GG2 PDBeChem
US2007259913 Patent
WO2007022165 Patent
WO2008031782 Patent
WO2010030983 Patent
View more database links
Registry Numbers Types Sources
11244786 Reaxys Registry Number Reaxys
503612-47-3 CAS Registry Number ChemIDplus
503612-47-3 CAS Registry Number KEGG DRUG
Citations
Last Modified
07 March 2013