Structure via PubChem · Public domain (PubChem)
adefovir
Sign in to saveAlso known as Adéfovir, 9-(2-phosphonylmethoxyethyl)adenine, 9-(2-(phosphonomethoxy)ethyl)adenine, Adefovirum
Adefovir is a prescription medicine used to treat (chronic) infections with hepatitis B virus. A prodrug form of adefovir was previously called bis-POM PMEA, with trade names Preveon and Hepsera. It is an orally administered nucleotide analog reverse-transcriptase inhibitor (ntRTI). It can be formulated as the pivoxil prodrug adefovir dipivoxil.
In the Vinony graph
Within Vinony's link graph, adefovir is referenced by 80 other articles, and connects out to nucleoside analogue, HIV and digital object identifier.
It sits within the topics Drugboxes which contain changes to verified fields, ECHA InfoCard ID from Wikidata and Gilead Sciences.
Its subject is documented across 17 Wikipedia language editions.
Chemical data
- Formula
- C8H12N5O4P
- Molecular weight
- 273.19 g/mol
- IUPAC name
- 2-(6-aminopurin-9-yl)ethoxymethylphosphonic acid
- SMILES
- C1=NC(=C2C(=N1)N(C=N2)CCOCP(=O)(O)O)N
- InChIKey
- SUPKOOSCJHTBAH-UHFFFAOYSA-N
- XLogP
- -2
- Polar surface area
- 136 Ų
- H-bond donors
- 3
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- chronic hepatitis B virus infection, hepatitis B virus infection, HIV infection
via ChEMBL · EBI
Research
2,755 papers- Adefovir for lamivudine-resistant hepatitis B.Antiviral therapy · 2022
- Adefovir-induced hypophosphatemic osteochondrosis mimicks ankylosing spondylitis.International journal of rheumatic diseases · 2024
- Adefovir-lamivudine combination therapy and hepatitis B viral kinetics.Journal of hepatology · 2005
- Adefovir-induced osteomalacia and hypophosphatemia.Medicina clinica · 2022
- Adefovir dipivoxil in the treatment of chronic hepatitis B virus infection.Expert review of anti-infective therapy · 2004
via PubMed
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 273.063
Show 4 more facts
- chemical formula
- C₈H₁₂N₅O₄P
- canonical SMILES
- C1=NC2=C(C(=N1)N)N=CN2CCOCP(=O)(O)O
- medical condition treated
- liver cirrhosis
- Commons category
- Adefovir
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Uses
- History
- Mechanism of action
- References
- External links
{{Drugbox | Verifiedfields = changed | verifiedrevid = 477242223 | IUPAC_name = {[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphonic acid | image = Adefovir.svg | image_class = skin-invert-image | width = 215
| tradename = Hepsera | Drugs.com = | pregnancy_AU = B3 | pregnancy_US = C | legal_AU = S4 | legal_CA = Rx-only | legal_UK = POM | legal_US = Rx-only | routes_of_administration = Oral
Excerpted from Wikipedia’s “adefovir” article, available under the CC BY-SA 4.0 licence.