Ribavirin
- CAS No.
- 36791-04-5
- Chemical Name:
- Ribavirin
- Synonyms
- RTC;VIRAZOLE;LEVOVIRIN;RIBAVARIN;Ribavirine;REBETOL;Copegus;tribavirin;Ribasphere;rtca
- CBNumber:
- CB0689324
- Molecular Formula:
- C8H12N4O5
- Molecular Weight:
- 244.21
- MOL File:
- 36791-04-5.mol
- Modify Date:
- 2024/7/29 15:17:36
| Melting point | 174-176°C |
|---|---|
| alpha | D25 -36.5° (c = 1 in water); D20 -38° (c = 1 in water) |
| Boiling point | 387.12°C (rough estimate) |
| Density | 1.4287 (rough estimate) |
| refractive index | -36 ° (C=1, H2O) |
| storage temp. | 2-8°C |
| solubility | Freely soluble in water, slightly soluble in ethanol (96 per cent), slightly soluble or very slightly soluble in methylene chloride. It shows polymorphism (5.9). |
| form | White solid |
| pka | 12.95±0.70(Predicted) |
| color | White |
| Water Solubility | >=10 g/100 mL at 19 ºC |
| Merck | 14,8198 |
| BCS Class | 3 |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months. |
| InChIKey | IWUCXVSUMQZMFG-AFCXAGJDSA-N |
| LogP | -2.260 (est) |
| CAS DataBase Reference | 36791-04-5 |
| EPA Substance Registry System | Ribavirin (36791-04-5) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H341-H360FD | |||||||||
| Precautionary statements | P201-P308+P313 | |||||||||
| Hazard Codes | T,Xi | |||||||||
| Risk Statements | 61-36/38 | |||||||||
| Safety Statements | 53-22-45-37/39-26 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | XZ4250000 | |||||||||
| HS Code | 29349990 | |||||||||
| Toxicity | LD50 i.p. in mice: 1.3 g/kg; orally in rats: 5.3 g/kg (Witkowski, 1972) | |||||||||
| NFPA 704 |
|
Ribavirin price More Price(5)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | R9644 | Ribavirin antiviral | 36791-04-5 | 10MG | ₹4957.85 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | R9644 | Ribavirin antiviral | 36791-04-5 | 50MG | ₹19225.2 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1700 | Ribavirin Pharmaceutical Secondary Standard; Certified Reference Material | 36791-04-5 | 1G | ₹11312.13 | 2022-06-14 | Buy |
| TCI Chemicals (India) | R0077 | Ribavirin | 36791-04-5 | 100MG | ₹3000 | 2022-05-26 | Buy |
| TCI Chemicals (India) | R0077 | Ribavirin | 36791-04-5 | 500MG | ₹5000 | 2022-05-26 | Buy |
Ribavirin Chemical Properties,Uses,Production
Chemical Properties
Colourless Solid
Uses
Ribavirin is a guanosine analog with antiviral properties against DNA and RNA viruses, including respiratory syncytial virus, hepatitis C, and influenza. It acts as a prodrug that can be activated by either mono- or tri-phosphorylation by cellular kinases. These phosphorylated derivatives of ribavirin have diverse effects on both cellular and viral enzymes, resulting in suppression of viral replication.
Indications
Ribavirin is a synthetic guanosine analogue that possesses broad antiviral inhibitory activity against many viruses, including influenza A and B, parainfluenza,RSV, HCV, HIV-1, and various herpesviruses, arenaviruses, and paramyxoviruses. Its exact mechanism of action has not been fully elucidated; however, it appears to inhibit the synthesis of viral mRNA through an effect on nucleotide pools. Following absorption, host cell enzymes convert ribavirin to its monophosphate, diphosphate, and triphosphate forms. Ribavirin monophosphate inhibits the guanosine triphosphate (GTP) synthesis pathway and subsequently inhibits many GTP-dependent processes. Ribavirin triphosphate inhibits the 5 capping of viral mRNA with GTP and specifically inhibits influenza virus RNA polymerase. Ribavirin may also act by increasing the mutation rate of RNA viruses, leading to the production of nonviable progeny virions. Ribavirin resistance has not been documented in clinical isolates.
Definition
ChEBI: A 1-ribosyltriazole that is the 1-ribofuranosyl derivative of 1,2,4-triazole-3-carboxamide. An inhibitor of HCV polymerase.
Acquired resistance
Development of resistant virus strains has not been demonstrated.
General Description
Ribavirin is 1-β-D-ribofuranosyl-1,2,4-thiazole-3-carboxamide.The compound is a purine nucleoside analog with amodified base and a D-ribose sugar moiety.
Ribavirin inhibits the replication of a very wide variety ofRNA and DNA viruses,68 including orthomyxoviruses,paramyxoviruses, arenaviruses, bunyaviruses, herpesviruses,adenoviruses, poxvirus, vaccinia, influenza virus(types A and B), parainfluenza virus, and rhinovirus. In spiteof the broad spectrum of activity of ribavirin, the drug hasbeen approved for only one therapeutic indication—thetreatment of severe lower respiratory infections caused byRSV in carefully selected hospitalized infants and youngchildren.
Air & Water Reactions
Water soluble.
Reactivity Profile
Ribavirin may be sensitive to prolonged exposure to light.
Hazard
Mildly toxic by ingestion. An experimental teratogen.
Fire Hazard
Flash point data for Ribavirin are not available; however, Ribavirin is probably combustible.
Pharmaceutical Applications
A synthetic nucleoside. It is neither a classic pyrimidine nor a purine, but stereochemical studies indicate that it is a guanosine analog. It is usually formulated for administration by inhalation, but oral and intravenous preparations are also used.
Mechanism of action
Ribavirin, a guanosine analogue, has broad-spectrum antiviral activity against both DNA and RNA viruses. It is phosphorylated by adenosine kinase to the triphosphate, resulting in the inhibition of viral specific RNA polymerase, disrupting messenger RNA and nucleic acid synthesis.
Pharmacology
Oral and intravenous ribavirin are associated with additional adverse effects.When given via these routes, ribavirin can produce hemolytic anemia that is reversible following dosage reduction or cessation of therapy. When given in combination with interferon- , ribavirin increases the incidence of many of its side effects, such as fatigue, nausea, insomnia, depression, and anemia, and may cause fatal or nonfatal pancreatitis. Ribavirin is mutagenic, teratogenic, and embryotoxic in animals at doses below the therapeutic level in humans. It is contraindicated in pregnant women and in the male partners of pregnant women. Women of childbearing potential and male partners of these women must use two effective forms of contraception during ribavirin treatment and for 6 months post therapy. Pregnant women should not directly care for patients receiving ribavirin.
Clinical Use
Ribavirin aerosol (Virazole) is indicated in the treatment
of high-risk infants and young children with severe
bronchiolitis or pneumonia due to RSV infection.
Treatment is most effective if begun within 3 days of the
onset of symptoms.
Although ribavirin monotherapy is ineffective
against HCV, oral ribavirin in combination with interferon-α
(Rebatron) is approved for this indication and is
effective in patients resistant to interferon therapy
alone. Intravenous ribavirin may be useful in the therapy
of Hantaan virus infection, Crimean or Congo virus
hemorrhagic fever, Lassa fever, and severe adenovirus
infection.
Side effects
Most adverse effects associated with aerosol ribavirin are local. Pulmonary function may decline if aerosol ribavirin is used in adults with chronic obstructive lung disease or asthma. Deterioration of pulmonary and cardiovascular function has also been seen in severely ill infants given this preparation. Rash, conjunctivitis, and rare cases of anemia have been reported. Health care workers exposed to aerosol ribavirin during its administration have reported adverse effects including headache, conjunctivitis, rash, and rarely, bronchospasm.
Ribavirin Preparation Products And Raw materials
Raw materials
1of2
chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Aurobindo Pharma Limited | +914066725000 | Telangana, India | 112 | 58 | Inquiry |
| Sai Life Sciences Ltd | +91-4066777555 +91-8008555365 | Hyderabad, India | 24 | 58 | Inquiry |
| Zydus Lifesciences Ltd. | +91-0265-2315243 +91-6358895661 | Gujarat, India | 89 | 58 | Inquiry |
| Alfa Omega Pharma | +91-8050045945 +91-9972665399 | Maharashtra, India | 126 | 58 | Inquiry |
| Trimax bio sciences private ltd | +91-8532299988 +91-8532299988 | Karnataka, India | 36 | 58 | Inquiry |
| Apicore Pharmaceuticals Pvt Ltd | +91-2662267177 +91-2662267166 | Gujarat, India | 181 | 58 | Inquiry |
| Clearsynth Labs | 91-22-45045900 | Maharashtra, India | 3889 | 58 | Inquiry |
| Sai Life Sciences Ltd. (formerly Sai Advantium Pharma Limited) | 91-40-66777555 | Hyderabad, India | 9 | 58 | Inquiry |
| Alfa-Omega Pharma | 08080929094 | Karnataka, India | 73 | 58 | Inquiry |
| Rumit International (part of Rumit Group of Companies) | 91-22-61418100 | Maharashtra, India | 75 | 58 | Inquiry |
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