Structure via PubChem · Public domain (PubChem)
abacavir
Sign in to saveAlso known as C14H18N6O, {(1S-cis)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methanol, ABC, J05AF06, QJ05AF06
Abacavir, sold under the brand name Ziagen among others, is a medication used to treat HIV/AIDS. Similar to other nucleoside analog reverse-transcriptase inhibitors (NRTIs), abacavir is used together with other HIV medications, and is not recommended by itself. It is taken by mouth as a tablet or solution and may be used in children over the age of three months.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 477236809
- Drug.image
- Abacavir.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Abacavir ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.caption
- Chemical structure of abacavir
- Drug.USAN
- Abacavir sulfate
- Drug.tradename
- Ziagen
- Drug.MedlinePlus
- a699012
- Drug.DailyMedID
- Abacavir
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- J05
- Drug.ATC_suffix
- AF06
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
via Wikipedia infobox
Chemical data
- Formula
- C14H18N6O
- Molecular weight
- 286.33 g/mol
- IUPAC name
- [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol
- SMILES
- C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)[C@@H]4C[C@@H](C=C4)CO
- InChIKey
- MCGSCOLBFJQGHM-SCZZXKLOSA-N
- XLogP
- 0.9
- Polar surface area
- 102 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
2,894 papers- Abacavir.Drugs · 1998
- Bictegravir, emtricitabine, and tenofovir alafenamide versus dolutegravir, abacavir, and lamivudine for initial treatment of HIV-1 infection (GS-US-380-1489): a double-blind, multicentre, phase 3, randomised controlled non-inferiority trial.Lancet (London, England) · 2017
- Abacavir hypersensitivity reaction: an update.The Annals of pharmacotherapy · 2008
- Abacavir-induced liver toxicity.The Brazilian journal of infectious diseases : an official publication of the Brazilian Society of Infectious Diseases · 2016
- Lamivudine/zidovudine/abacavir: triple combination tablet.Drugs · 2003
via PubMed
Wikidata facts
- Mass
- 286.154
Show 6 more facts
- Commons category
- Abacavir
- chemical formula
- C₁₄H₁₈N₆O
- defined daily dose
- 0.6
- canonical SMILES
- C1CC1NC2=NC(=NC3=C2N=CN3C4CC(C=C4)CO)N
- isomeric SMILES
- C1CC1NC2=NC(=NC3=C2N=CN3[C@@H]4C[C@@H](C=C4)CO)N
- World Health Organisation international non-proprietary name
- abacavir
Sources (8)
via Wikidata · CC0
~11 min read
Article
13 sectionsContents
- Medical uses
- Contraindications
- Side effects
- Hypersensitivity syndrome
- Immunopathogenesis
- Interaction
- Mechanism of action
- Pharmacokinetics
- History
- Synthesis
- References
- Further reading
- External links
{{Infobox drug | Watchedfields = changed | verifiedrevid = 477236809 | image = Abacavir.svg | image_class = skin-invert-image | width = 200 | alt = | image2 = Abacavir ball-and-stick model.png | image_class2 = bg-transparent | alt2 = | caption = Chemical structure of abacavir | USAN = Abacavir sulfate
| pronounce = | tradename = Ziagen | Drugs.com = | MedlinePlus = a699012 | DailyMedID = Abacavir | pregnancy_AU = B3 | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth | class = | ATC_prefix = J05 | ATC_suffix = AF06 | ATC_supplemental =