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Ribavirin
- 1-β-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide
- Optical Purity: Optically pure
- Soluble in water and DMSO
- MF: C8H12N4O5
- MW: 244.2
Description
Ribavirin is a guanosine analog that interferes with the replication of RNA and DNA viruses. Moreover, ribavirin binds directly to eIF4E with micromolar affinity in vitro, competes efficiently with eIF4E:m7G mRNA cap binding in vitro and in cells, and specifically disrupts eIF4E:m7G functions in the transport and translation of eIF4E-regulated genes at low micromolar concentrations in cells, with consequent down-regulation of oncogenic proteins, cell-cycle arrest, and suppression of eIF4E-mediated transformation in vitro and in vivo.
More Information
| Parent CAS No. | 36791-04-5 |
|---|---|
| Chemical Name | 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carboxamide |
| SMILES | [C@@H]1(O)[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=N2)[C@@H]1O |&1:0,2,6,15,r| |
| MFCD | N.A. |
| InChi | 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 |
| InChiKey | IWUCXVSUMQZMFG-AFCXAGJDSA-N |
| CID | 37542 |
| Short Description | Antiviral agent |
References
- JS Khalili et al. Novel coronavirus treatment with ribavirin: Groundwork for an evaluation concerning COVID-19. J Med Virol. 2020 Jul;92(7):740-746.
- V Loustaud-Ratti et al. Ribavirin: Past, present and future. World J Hepatol. 2016 Jan 18;8(2):123-30.
- A Kentsis et al. Ribavirin suppresses eIF4E-mediated oncogenic transformation by physical mimicry of the 7-methyl guanosine mRNA cap. Proc Natl Acad Sci U S A. 2004 Dec 28;101(52):18105-10.
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