ChemicalBook--->CAS DataBase List--->66983-94-6

66983-94-6

66983-94-6 Structure

66983-94-6 Structure
IdentificationBack Directory
[Name]

RIBAVIRIN 5'-MONOPHOSPHATE, DILITHIUM SALT
[CAS]

66983-94-6
[Synonyms]

1-(5-O-Phosphono-β-D-ribofuranosyl)-
RIBAVIRIN 5'-MONOPHOSPHATE, DILITHIUM SALT
Ribavirin 5'-Monophosphate DilithiuM Salt (90%)
[Molecular Formula]

C17H19Li2N4O9P
[MDL Number]

MFCD04039674
[MOL File]

66983-94-6.mol
[Molecular Weight]

468.21
Chemical PropertiesBack Directory
[Appearance]

Solid
[Melting point ]

220°C dec.
[storage temp. ]

-20°C Freezer
[solubility ]

Aqueous Acid (Slightly), Water (Slightly, Sonicated)
[form ]

Solid
[color ]

Off-White to Pale Beige
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Chemical Properties]

Solid
[Uses]

A metabolite of Ribavirin.
[Uses]

Used as an antiviral agent
[Description]

Ribavirin 5''-monophosphate inhibits viral DNA and RNA replication in vitro via the strong competitive inhibition of inosine monophosphate dehydrogenase (IMPDH), with a reported Ki value of 270 nM, and thus inhibits guanosine triphosphate synthesis. This agent, a metabolite of the prodrug ribavirin , exhibits broad-spectrum antiviral activity, particularly against myxoviruses. The antiviral effects of ribavirin require conversion to the monophosphate form via adenosine kinase. The anti-HIV activity of ribavirin in cultured human lymphocytes, as well as the anti-influenza activity of this prodrug in MDCK cells, have been attributed to ribavirin 5''-monophosphate.
[storage]

Store at -20°C
[References]

[1] R C WILLIS  J E S  D A Carson. Adenosine kinase initiates the major route of ribavirin activation in a cultured human cell line.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1978, 75 7: 3042-3044. DOI: 10.1073/pnas.75.7.3042
[2] D G STREETER. Mechanism of action of 1- -D-ribofuranosyl-1,2,4-triazole-3-carboxamide (Virazole), a new broad-spectrum antiviral agent.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1973, 70 4: 1174-1178. DOI: 10.1073/pnas.70.4.1174
[3] CLERCQ E D. Specific targets for antiviral drugs.[J]. Biochemical Journal, 1982, 205 1: 1-13. DOI: 10.1042/bj2050001
[4] J. BALZARINI. Mechanism of the potentiating effect of ribavirin on the activity of 2’,3’-dideoxyinosine against human immunodeficiency virus.[J]. The Journal of Biological Chemistry, 1991, 27 1: 21509-21514. DOI: 10.1016/s0021-9258(18)54668-8
[5] BROWNE M J. Mechanism and specificity of action of ribavirin.[J]. Antimicrobial Agents and Chemotherapy, 1979, 15 6: 747-753. DOI: 10.1128/aac.15.6.747
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