Structure via PubChem · Public domain (PubChem)
apixaban
Sign in to saveAlso known as BMS-562247, BMS 562247-01
Apixaban, sold under the brand name Eliquis, is an anticoagulant medication used to treat and prevent blood clots and to prevent stroke in people with nonvalvular atrial fibrillation through directly inhibiting factor Xa. It is used as an alternative to warfarin to prevent blood clots following hip or knee replacement and in those with a history of prior clots and does not require monitoring by blood tests or dietary restrictions. It is taken by mouth.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 443663022
- Drug.image
- Apixaban.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Apixaban ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Eliquis, others
- Drug.MedlinePlus
- a613032
- Drug.DailyMedID
- Apixaban
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- B01
- Drug.ATC_suffix
- AF02
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C25H25N5O4
- Molecular weight
- 459.5 g/mol
- IUPAC name
- 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[5,4-c]pyridine-3-carboxamide
- SMILES
- COC1=CC=C(C=C1)N2C3=C(CCN(C3=O)C4=CC=C(C=C4)N5CCCCC5=O)C(=N2)C(=O)N
- InChIKey
- QNZCBYKSOIHPEH-UHFFFAOYSA-N
- XLogP
- 2.2
- Polar surface area
- 111 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
7,087 papersvia PubMed
Wikidata facts
- Mass
- 459.191
Show 5 more facts
- chemical formula
- C₂₅H₂₅N₅O₄
- canonical SMILES
- COC1=CC=C(C=C1)N2C3=C(CCN(C3=O)C4=CC=C(C=C4)N5CCCCC5=O)C(=N2)C(=O)N
- World Health Organisation international non-proprietary name
- apixaban
- defined daily dose
- 10
- Commons category
- Apixaban
Sources (6)
via Wikidata · CC0
~8 min read
Article
10 sectionsContents
- Medical uses
- Atrial fibrillation
- Side effects
- Bleeding
- Spinal puncture
- Mechanism of action
- History
- Society and culture
- Economics
- References
Apixaban, sold under the brand name Eliquis, is an anticoagulant medication used to treat and prevent blood clots and to prevent stroke in people with nonvalvular atrial fibrillation through directly inhibiting factor Xa. It is used as an alternative to warfarin to prevent blood clots following hip or knee replacement and in those with a history of prior clots and does not require monitoring by blood tests or dietary restrictions. It is taken by mouth.
Common side effects include bleeding and nausea. Other side effects may include bleeding around the spine and allergic reactions. Use is not recommended during pregnancy or breastfeeding. Use appears to be relatively safe in those with mild kidney problems. Compared to warfarin it has fewer interactions with other medications. It is a direct factor Xa inhibitor.