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Ribavirin

pharmaceutical raw materials
Ribavirin structure

Ribavirin 

structure
  • CAS No:

    36791-04-5

  • Formula:

    C8H12N4O5

  • Chemical Name:

    Ribavirin

  • Synonyms:

    1H-1,2,4-Triazole-3-carboxamide,1-β-D-ribofuranosyl-;1-β-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide;Virazole;1-β-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide;ICN 1229;Ribavirin;Viramid;1-β-D-Ribofuranosyl-1,2,4-triazol-3-carboxyamide;NSC 163039;Vilona;Ribamide;Ribamidil;Tribavirin;Rebetol;Ribavarin;Ravanex;Copegus;Ribasphere;Virizadole;MegaRibavirin;EBP 954;Meduna;Virin;1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide;Cotronak;66510-90-5;437710-49-1

  • Categories:

    Biochemical Engineering  >  Saccharides

Description

Ribavirin is an antiviral agent against a broad spectrum of viruses including HCV, HIVl, and RSV.


1-[3,4-dihydroxy-5-(hydroxymethyl)-2-oxolanyl]-1,2,4-triazole-3-carboxamide is a nucleobase-containing molecular entity.|A nucleoside antimetabolite antiviral agent that blocks nucleic acid synthesis and is used against both RNA and DNA viruses.

Ribavirin Basic Attributes

244.20500

244.20

163039

2933290090

Characteristics

143.72000

-1.8

Ribavirin is a white powder. Exists in two polymorphic forms. (NTP, 1992)

2.08 g/cm3

166-168 °C

639.8ºC at 760 mmHg

340.7ºC

1.823

H2O: soluble

2-8ºC

5.1X10-13 mm Hg at 25 deg C (est)

LD50 i.p. in mice: 1.3 g/kg; orally in rats: 5.3 g/kg (Witkowski, 1972)

Specific optical rotation: -36.5 deg at 25 °C/D

Odorless

Tasteless

Safety Information

II

9

UN 3152 9/PG 2

3

R61

53-22-45-37/39-26

XZ4250000

Xi

Ribavirin solutions contain no preservatives and are stable for 24 hr when stored under sterile conditions at a room temperature of 20-30 deg C. Following addition of the reconstituted solution to the reservoir of the SPAG-2 and further dilution with sterile water for injection or inhalation (additive free), the ribavirin solution for nebulization should be discarded within 24 hr.

P201-P280-P308 + P313

H360

Drug Information

Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Antimetabolites.)|Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

ICN 1229

Ribavirin Use and Manufacturing

Uses

Used as an antiviral agent Ribavirin has a wide range of uses in medicine. It is clinically effective against hepatitis A, influenza, various herpes, as well as infections of respiratory syncytial virus, human immunodeficiency virus, epidemic hemorrhagic fever virus, skin diseases, etc. Efficacy. Ribavirin is the only effective drug for the treatment of respiratory syncytial virus and the first choice for the treatment of epidemic hemorrhagic fever. In recent years, its application to hepatitis B and hepatitis C has also shown good results. In India, the drug is approved for the treatment of acute hepatitis, respiratory tract infection and herpes simplex infection.

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:244.20
XLogP3:-1.8
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:244.08076950
Monoisotopic Mass:244.08076950
Topological Polar Surface Area:144
Heavy Atom Count:17
Complexity:304
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Broad-spectrum antiviral drug. It has the effect of inhibiting the growth of multiple viruses such as respiratory syncytial virus, influenza virus, hepatitis A virus, adenovirus, etc. in vitro. After entering the virus-infected cells, the drug is rapidly phosphorylated, and its product acts as a competitive inhibitor of viral synthase, inhibiting inosine monophosphate dehydrogenase, influenza virus RNA polymerase and mRNA guanosine transferase, thereby causing a decrease in intracellular guanosine triphosphate, impairing viral RNA and protein synthesis, and inhibiting viral replication and transmission. It may also have an immune effect and neutralizing antibody effect on respiratory syncytial virus.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

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