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Ribavirin

Catalog No. R9644 Name Sigma Aldrich
CAS Number 36791-04-5 Website http://www.sigmaaldrich.com
M. F. C8H12N4O5 Telephone 1-800-521-8956
M. W. 244.20468 Fax
Purity Email
Storage Chembase ID: 690

SYNONYMS

IUPAC name
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide
IUPAC Traditional name
ribavirin
Synonyms
1-β-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide

DATABASE IDS

MDL Number MFCD00058564
PubChem SID 24278685
CAS Number 36791-04-5

PROPERTIES

Gene Information human ... IMPDH1(3614), IMPDH2(3615)
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H360
European Hazard Symbols Toxic Toxic (T)
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
GHS Precautionary statements P201-P308 + P313
Risk Statements 61
RTECS XZ4250000
Safety Statements 53-22-45
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Antiviral agent. Its metabolite, ribavirin 5′-phosphate, is an inhibitor of inosine monophosphate (IMP) dehydrogenase. Used to inhibit purine (GTP pools) biosynthesis at the level of inosine monophosphate (IMP) dehydrogenase and as a precursor to the di- and tri-phosphates which inhibit viral RNA-dependent RNA polymerases.
Antiviral agent used against a wide variety of human viral infections, in particular, chronic hepatitis C, HIV, and adenovirus. Its metabolite, ribavirin 5′-phosphate, is an inhibitor of inosine monophosphate (IMP) dehydrogenase, but many other mechanisms of action are also supported with experimental evidence.1
General description
Analog of the imidazole nucleotide intermediates in purine nucleotide biosynthesis.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. R9644.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES