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taribavirin
Sign in to saveAlso known as viramidine
Taribavirin (rINN; also known as viramidine, codenamed ICN 3142) is an antiviral drug in Phase III human trials, but not yet approved for pharmaceutical use. It is a prodrug of ribavirin, active against a number of DNA and RNA viruses. Taribavirin has better liver-targeting than ribavirin, and has a shorter life in the body due to less penetration and storage in red blood cells. It is expected eventually to be the drug of choice for viral hepatitis syndromes in which ribavirin is active. These include hepatitis C and perhaps also hepatitis B and yellow fever.
In the Vinony graph
Vinony's link graph records 152 inbound references to taribavirin, and connects out to nucleoside analogue, virus and deoxyribonucleic acid.
Vinony files it under Amidines, Anti–RNA virus drugs and Drugboxes which contain changes to verified fields.
Vinony links it to 5 Wikipedia language editions.
Chemical data
- Formula
- C8H13N5O4
- Molecular weight
- 243.22 g/mol
- IUPAC name
- 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboximidamide
- SMILES
- C1=NC(=NN1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C(=N)N
- InChIKey
- NHKZSTHOYNWEEZ-AFCXAGJDSA-N
- XLogP
- -1.8
- Polar surface area
- 151 Ų
- H-bond donors
- 5
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- chronic hepatitis C virus infection
via ChEMBL · EBI
Research
59 papers- Taribavirin for the treatment of chronic hepatitis C.Expert opinion on pharmacotherapy · 2008
- Taribavirin in the treatment of hepatitis C.Expert opinion on investigational drugs · 2011
- The next step for taribavirin.Hepatology (Baltimore, Md.) · 2010
- Taribavirin and 5-Fluorouracil-Loaded Pegylated-Lipid Nanoparticle Synthesis, p38 Docking, and Antiproliferative Effects on MCF-7 Breast Cancer.Pharmaceutical research · 2018
- Gateways to clinical trials.Methods and findings in experimental and clinical pharmacology · 2007
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 243.097
Show 4 more facts
- canonical SMILES
- C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=N)N
- chemical formula
- C₈H₁₃N₅O₄
- isomeric SMILES
- C1=NC(=NN1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C(=N)N
- Commons category
- Taribavirin
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Uses
- History
- Pharmacology
- Notes
- References
Taribavirin (rINN; also known as viramidine, codenamed ICN 3142) is an antiviral drug in Phase III human trials, but not yet approved for pharmaceutical use. It is a prodrug of ribavirin, active against a number of DNA and RNA viruses. Taribavirin has better liver-targeting than ribavirin, and has a shorter life in the body due to less penetration and storage in red blood cells. It is expected eventually to be the drug of choice for viral hepatitis syndromes in which ribavirin is active. These include hepatitis C and perhaps also hepatitis B and yellow fever.
==Uses== Taribavirin is as active against influenza as ribavirin in animal models, with slightly less toxicity, so it may also eventually replace ribavirin as an anti-influenza agent.
Excerpted from Wikipedia’s “taribavirin” article, available under the CC BY-SA 4.0 licence.