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Submit ReviewRibavirin is an antiviral guanosine ribonucleoside analog; misincorporated into mRNA by viral-dependent RNA polymerases. Binds to and redistributes mammalian eIF4E from the nucleus to the cytoplasm (Ki ~ 0.3 μM for the active metabolite, ribavirin triphosphate). Also inosine monophosphate dehydrogenase (IMPDH) inhibitor. Represses colony formation of primary AML-M5 progenitor cells (IC50 ~ 1 μM); reduces disease severity in acute myeloid leukemia (AML). Inhibits cytopathic effect of SARS-CoV in Vero cells in vitro. Orally available.
Ribavirin is also offered as part of the Tocriscreen Antiviral Library and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
M. Wt | 244.2 |
Formula | C8H12N4O5 |
Storage | Store at +4°C |
Purity | ≥99% (HPLC) |
CAS Number | 36791-04-5 |
PubChem ID | 37542 |
InChI Key | IWUCXVSUMQZMFG-AFCXAGJDSA-N |
Smiles | O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=N2)[C@@H]1O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
water | 24.42 | 100 | |
DMSO | 24.42 | 100 |
The following data is based on the product molecular weight 244.2. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 4.1 mL | 20.48 mL | 40.95 mL |
5 mM | 0.82 mL | 4.1 mL | 8.19 mL |
10 mM | 0.41 mL | 2.05 mL | 4.1 mL |
50 mM | 0.08 mL | 0.41 mL | 0.82 mL |
References are publications that support the biological activity of the product.
Kentsis et al (2004) Ribavirin suppresses eIF4E-mediated oncogenic transformation by physical mimicry of the 7-methyl guanosine mRNA cap. Proc.Natl.Acad.Sci.U.S.A. 101 18105 PMID: 15601771
Assouline et al (2009) Molecular targeting of the oncogene eIF4E in acute myeloid leukemia (AML): a proof-of-principle clinical trial with riba. Blood 114 257 PMID: 19433856
Tan et al (2004) Inhibition of SARS coronavirus infection in vitro with clinically approved antiviral drugs. Emerg.Infect.Dis. 10 581 PMID: 15200845
Graci and Cameron (2006) Mechanisms of action of ribavirin against distinct viruses. Rev.Med.Virol. 16 37 PMID: 16287208
If you know of a relevant reference for Ribavirin, please let us know.
Keywords: Ribavirin, Ribavirin supplier, broad, spectrum, antivirals, guanosine, ribonucleoside, analogues, analogs, mammalian, eIF4E, inhibits, inhibitors, translocation, cellular, redistribution, virazole, IMPDH, inosine, monophosphate, dehydrogenase, COVID-19, SARS-CoV, severe, acute, respirator, DNA,, RNA, and, Protein, Synthesis, Protein-synthesizing, GTPases, Other, Dehydrogenases, Polymerase, Non-selective, Antivirals, Coronavirus, 4501, Tocris Bioscience
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The drug was incubated at 2 μM for 2 h to deplete intracellular GTP.