An internal standard for the quantification of ribavirin
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Unlabeled Version(s)
16757Ribavirin
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Ribavirin-13C5

Item No. 34882

Technical Information
Formal Name
1-β-D-ribofuranosyl-1,2,3,4,5-13C5-1H-1,2,4-triazole-3-carboxamide
CAS Number
1646818-35-0
Molecular Formula
C3[13C]5H12N4O5
Formula Weight
Purity
≥95%
A solid
DMSO: slightly solubleWater: slightly soluble
SMILES
O[13CH2][13C@@H]1[13C@@H](O)[13C@@H](O)[13C@]([H])(N2C=NC(C(N)=O)=N2)O1
InChi Code
InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1/i1+1,3+1,4+1,5+1,8+1
InChi Key
IWUCXVSUMQZMFG-XYJHPSJVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ribavirin-13C5 is intended for use as an internal standard for the quantification of ribavirin (Item No. 16757) by GC- or LC-MS. Ribavirin is an antiviral guanosine nucleoside analog.1,2 Upon entry into cells, ribavirin is metabolized to an active triphosphate form that induces viral RNA chain termination and inhibits viral polymerases. It reduces replication in a panel of seven RNA and four DNA viruses in Vero cells (EC50s = 2-95 µg/ml).3 Ribavirin also reduces replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero cells (EC50 = 109.5 µM).4 Aerosol administration of ribavirin (30 mg/kg) reduces mortality in a mouse model of influenza A infection.5 Formulations containing ribavirin have been used in the treatment of respiratory syncytial virus (RSV), hepatitis C virus (HCV), and viral hemorrhagic fevers.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gilbert, B.E., and Knight, V. Biochemistry and clinical applications of ribavirin. Antimicrob. Agents Chemother. 30(2), 201-205 (1986).

    2. Gordon, C.J., Tchesnokov, E.P., Woolner, E., et alRemdesivir is a direct-acting antiviral that inhibits RNA-dependent RNA polymerase from severe acute respiratory syndrome coronavirus 2 with high potency. The Journal of Biological Chemisty 295(20), 6785-6797 (2020).

    3. Kirsi, J.J., North, J.A., McKernan, P.A., et alBroad-spectrum antiviral activity of 2-β-D-ribofuranosylselenazole-4-carboxamide, a new antiviral agent. Antimicrob. Agents Chemother. 24(3), 353-361 (1983).

    4. Wang, M., Cao, R., Zhang, L., et alRemdesivir and chloroquine effectively inhibit the recently emerged novel coronavirus (2019-nCoV) in vitro. Cell Res. 30(3), 269-271 (2020).

    5. Wilson, S.Z., Knight, V., Wyde, P.R., et alAmantadine and ribavirin aerosol treatment of influenza A and B infection in mice. Antimicrob. Agents Chemother. 17(4), 642-648 (1980).