Ribavirin

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Cat.No. 4501 - Ribavirin | C8H12N4O5 | CAS No. 36791-04-5
Description: Blocks eIF4E activity; antiviral guanosine analog
Chemical Name: 1-β-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide
Purity: ≥99% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

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). Represses colony formation of primary AML-M5 progenitor cells (IC50 ~ 1 μM); reduces disease severity in acute myeloid leukemia (AML). Orally available.

Compound Libraries

Ribavirin is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 24.42 100
DMSO 24.42 100

Preparing Stock Solutions

The following data is based on the product molecular weight 244.2. Batch specific molecular weights may vary from batch to batch due to solvent 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

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

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 ribavirin. Blood 114 257 PMID: 19433856


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Keywords: Ribavirin, Ribavirin supplier, broad, spectrum, antivirals, guanosine, ribonucleoside, analogues, analogs, mammalian, eIF4E, inhibits, inhibitors, translocation, cellular, redistribution, virazole, DNA,, RNA, and, Protein, Synthesis, Antivirals, Protein-synthesizing, GTPases, 4501, Tocris Bioscience

⚠ WARNING: This product can expose you to chemicals including Ribavirin, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov

Citations for Ribavirin

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Literature in this Area

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