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555580

Ribavirin

A non-interferon-inducing, broad spectrum antiviral nucleoside. Reported to be active against RSV, HIV, HCV, and other infectious agents. Its metabolite, ribavirin-5′-phosphate, inhibits inosine monophosphate (IMP) dehydrogenase.

Synonym(s):

Ribavirin, 1-β-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide, Virazole

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About This Item

Empirical Formula (Hill Notation):
C8H12N4O5
CAS Number:
36791-04-5
Molecular Weight:
244.20
UNSPSC Code:
41116107
MDL number:
MFCD00058564
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Quality Level

100

assay

≥99% (HPLC), ≥99% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white

solubility

water: 20 mg/mL, DMSO: soluble

shipped in

ambient

storage temp.

15-25°C

SMILES string

[n]2(nc(nc2)C(=O)N)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO

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

InChI key

IWUCXVSUMQZMFG-AFCXAGJDSA-N

General description

A non-interferon-inducing, broad spectrum antiviral nucleoside that is active against RSV, HIV, HCV and other infectious agents. Inhibits the growth of human myeloma 8226 cells (IC50 = 40 µM) and ovarian carcinoma OVCAR-5 cells (IC50 = 35 µM). Its metabolite, ribavirin-5′-phosphate, inhibits inosine monophosphate (IMP) dehydrogenase. Antiviral effects of Ribavirin can be reversed by depriving infected cells of methionine or isoleucine.

Other Notes

Li, W., et al. 1999. Oncol. Res.11, 243.
Honda, Y., et al. 1994. Antimicrob. Agents Chemother.38, 653.
Liao, H.J. and Stollar, V. 1993. Antiviral Res. 22, 285.
Kakumu, S., et al. 1993. Gastroenterology105, 507.
Sidwell, R.W., et al. 1979. Pharmacol. Ther.6, 123.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Muta. 2 - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
555580-10MG04055977268492