ChemicalBook
Chinese Japanese Germany

Ribavirin

Antiviral drugs Pharmacological effects Chemical Properties Uses Production method
Ribavirin
Ribavirin
CAS No.
36791-04-5
Chemical Name:
Ribavirin
Synonyms
RTC;rtca;vilona;Copegus;virazol;Ravanex;varazid;REBETOL;VIRAMID;VIRAZID
CBNumber:
CB0689324
Molecular Formula:
C8H12N4O5
Formula Weight:
244.2
MOL File:
36791-04-5.mol

Ribavirin Properties

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
Water Solubility 
>=10 g/100 mL at 19 ºC
Merck 
14,8198
InChIKey
IWUCXVSUMQZMFG-AFCXAGJDSA-N
CAS DataBase Reference
36791-04-5
EPA Substance Registry System
1H-1,2,4-Triazole- 3-carboxamide, 1-.beta.-D-ribofuranosyl-(36791-04-5)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
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
Hazardous Substances Data 36791-04-5(Hazardous Substances Data)
Toxicity LD50 i.p. in mice: 1.3 g/kg; orally in rats: 5.3 g/kg (Witkowski, 1972)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H360 May damage fertility or the unborn child Reproductive toxicity Category 1A, 1B Danger
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313 IF exposed or concerned: Get medical advice/attention.
P405 Store locked up.
P501 Dispose of contents/container to..…

Ribavirin price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1700 Ribavirin Pharmaceutical Secondary Standard; Certified Reference Material 36791-04-5 1g $84.4 2018-11-13 Buy
Sigma-Aldrich 1602706 Ribavirin United States Pharmacopeia (USP) Reference Standard 36791-04-5 200mg $643 2018-11-13 Buy
TCI Chemical R0077 Ribavirin >98.0%(HPLC)(N) 36791-04-5 100mg $16 2018-11-22 Buy
TCI Chemical R0077 Ribavirin >98.0%(HPLC)(N) 36791-04-5 500mg $48 2018-11-22 Buy
Cayman Chemical 16757 Ribavirin ≥95% 36791-04-5 100mg $39 2018-11-13 Buy

Ribavirin Chemical Properties,Uses,Production

Antiviral drugs

Ribavirin is a novel non-selective nucleoside class broad-spectrum antiviral drug, belonging to the inosine monophosphate (IMP) dehydrogenase inhibitor. It can participate in the guanine participate in the human body metabolism, interfere with the biosynthesis of guanine, prevent the replication of the virus and has inhibitory effect on a variety of DNA and RNA viruses. Ribavirin has a stronger antiviral effect than amantadine and vidarabine, etc with definite efficacy and small drug side effects. Rare adverse reactions include conjunctivitis and hypotension with the former exhibiting as intraocular foreign body sensation, photophobia, itching, swelling and hematoma and the latter manifested as blurred vision, dizziness, and fatigue. It is used for clinical treatment of viral upper respiratory tract infection, respiratory syncytial virus-induced viral pneumonia and bronchitis, influenza, para-influenza, epidemic encephalris, mumps, chickenpox, shingles, herpes zoster, autumn diarrhea, children early-stage adenovirus pneumonia, acute Lassa fever, rubella, viral pneumonia, genital herpes, herpes simplex virus keratitis, psoriasis, etc with special efficacy. It also have certain efficacy on treating epidemic hemorrhagic fever, hepatitis B, and hepatitis A. Applying this drug in early stage of epidemic hemorrhagic fever can shorten the period, reducing the damage of kidney and vascular and symptoms of poisoning.

Pharmacological effects

1, Ribavirin can be subject to phosphorylation in red blood cells to generate ribavirin monophosphate, diphosphate and triphosphate, wherein the ribavirin monophosphate is the strong inhibitor of the inosine monophosphate dehydrogenase which can inhibit cellular guanylate synthesis, decrease the tri-phosphorylation of the intracellular guanylate triphosphate, and blocking the synthesis of viral nucleic acid.
2, ribavirin triphosphate can inhibit the influenza virus RNA polymerase and interfere with viral replication.
3, ribavirin triphosphate can inhibit the synthesis of viral mRNA 5 'end and transcriptase, thereby inhibiting the DNA and RNA synthesis. It has inhibitory effect on various kinds of viruses (including DNA viruses and RNA viruses). It also has prevention and treatment effect on the influenza, adenovirus pneumonia, hepatitis, herpes, and measles and is also effective on treating the epidemic hemorrhagic fever.
4, it is mainly excreted through urine in the prototype with also a small amount of de-sugarized ribavirin metabolites with a small amount discharged from the feces.
The above information is edited by the Chemicalbook of Dai Xiongfeng.

Chemical Properties

This product is colorless or white crystalline powder and is odorless with no taste. It is stable in room temperature. It is easily soluble in water and slightly soluble in ethanol, chloroform and ether. It has its mp being 174-176 ℃ or 160-167 ℃ (refined products include two crystals).

Uses

It is a kind of broad-spectrum antiviral drugs for treating influenza (influenza A and B viruses), adenovirus pneumonia, hepatitis, herpes, measles with prevention and treatment effect; it is also effective on treating the epidemic hemorrhagic fever, particularly effective treatment of patients in their early stages. Oral administration can cause diarrhea without other significant toxicity but may cause neutropenia. Large dose can inhibit the maturation of hemoglobin and red blood cells, causing reversible anemia. There have been reports regarding to the teratogenicity and embryo toxicity in animal experiments. Pregnant women should be hanged.
Ribavirin is a broad-spectrum antiviral nucleoside drug used for treating influenza, adenovirus pneumonia of children, viral hepatitis, respiratory syncytial virus infection, acute keratitis, conjunctivitis, epidemic hemorrhagic fever and herpes zoster.

Production method

Take nucleotide or nucleoside as the starting material
First hydrolyze the guanosine and guanylate upon the action of glacial acetic acid and acetic anhydride to generate ribose-1-phosphate, which is then subject to the catalysis of double-para-nitro phenol to have reaction with triazide amide to generate condensate with aminolysis to obtain the product.
Guanosine (or guanylate) [acetic anhydride, glacial acetic acid]→[hydrolysis] ribose-1-phosphate [bis-(p-nitrophenol)-phosphate]→[triazide carboxamide] condensates [aminolysis]→Ribavirin
Enzymatic synthesis
First hydrolyze the guanosine and guanosine acid under the action of pyrimidine nucleoside phosphorylase to form ribose-1-phosphate which then, under the action of purine nucleoside phosphorylase, has reaction with triazide amide to directly generate triazole nucleosides.
Guanosine (or guanylate) [pyrimidine nucleoside phosphorylase] → ribose-1 nucleic acid [purine nucleotide cyclase] → Ribavirin.

Chemical Properties

Colourless Solid

Uses

Purine nucleoside analog; inhibits inosine monophosphate dehydrogenase (IMPDH). Used as an antiviral agent.

Uses

aldosterone antagonist; antifibrogenic

Uses

anti-infective, anti-fungal

Uses

A broad spectrum antiviral nucleoside and inhibitor of inosine monophosphate dehydrogenase.

Definition

ChEBI: A 1-ribosyltriazole that is the 1-ribofuranosyl derivative of 1,2,4-triazole-3-carboxamide. An inhibitor of HCV polymerase.

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.

brand name

Copegus (Roche); Rebetol (Schering); Virazole (Valeant).

Acquired resistance

Development of resistant virus strains has not been demonstrated.

General Description

White powder. Exists in two polymorphic forms.

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.

Pharmacokinetics

Oral absorption: 36–46%
Cmax 3 mg/kg oral: 4.1–8.2 μmol/L after 1–1.5 h
600 mg intravenous: 43.6 μmol/L end infusion
Plasma half-life: c. 24 h
Volume of distribution: 647 L
Plasma protein binding: <10%
Absorption
It is rapidly absorbed after oral administration. Mean peak concentrations after 1 week of oral doses of 200, 400 and 800 mg every 8 h were 5.0, 11.1 and 20.9 μmol/L, respectively. Trough levels 9–12 h after the end of 2 weeks’ therapy were 5.1, 13.2 and 18.4 μmol/L, respectively, indicating continued accumulation of the drug. Drug was still detectable 4 weeks later. Mean peak plasma concentrations after intravenous doses of 600, 1200 and 2400 mg were 43.6, 72.3 and 160.8 μmol/L, respectively; at 8 h the mean plasma concentrations were 2.1, 5.6 and 10.2 μmol/L. Aerosolized doses (6 g in 300 mL distilled water) are generally administered at a rate of 12–15 mL/h using a Collison jet nebulizer, the estimated dosage being 1.8 mg/kg per h for infants and 0.9 mg/kg per h for adults. When administered by small particle aerosol for 2.5–8 h, plasma concentrations ranged from 0.44 to 8.7 μmol/L.
Metabolism and excretion
It is rapidly degraded by deribosylation or amide hydrolysis, and together with its metabolites is slowly eliminated by the kidney. About 50% of the drug or its metabolites appear in the urine within 72 h and 15% is excreted in the stools. The remainder seems to be retained in body tissues, principally in red blood cells, which concentrate the drug or metabolites to a peak at 4 days, with a half-life of around 40 days. After intravenous administration 19.4% of the dose was eliminated during the first 24 h (compared with 7.3% after an oral dose), the difference reflecting the bioavailability.

Clinical Use

RSV infections in infants (by nebulizer) in emergency situations (i.e. transplant recipients)
Lassa fever
Hepatitis C (in combination with interferon-α)
Use in RSV pneumonia in infants is no longer routine. It reduces mortality from Hantaan virus, the agent responsible for hemorrhagic fever with renal syndrome.

Side effects

It is generally well tolerated, though adverse reactions appear to be related to dose and duration of therapy. Minor adverse reactions include metallic taste, dry mouth sensation and increased thirst, flatulence, fatigue and CNS complaints, including headache, irritability and insomnia. Daily doses of 1 g may cause unconjugated bilirubin levels to double and the reticulocyte count to increase. Hemoglobin concentrations may decrease with treatment or higher dosages; with doses of 3.9–12.6 g per day, a drop in hemoglobin was noted by days 7–13 of treatment, which was generally ‘rapidly’ reversible on withdrawal of the drug, but in some instances necessitated blood transfusion.
Aerosol administration of about 2 g in 36 or 39 h during 3 days is well tolerated, does not affect results of pulmonary function tests, and seems non-toxic.
It is both teratogenic and embryotoxic in laboratory animals, so precautions must be observed in women of childbearing age.

Ribavirin Preparation Products And Raw materials

Raw materials

Preparation Products


Ribavirin Suppliers

Global( 368)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hebei Guanlang Biotechnology Co., Ltd.
+86-0311-66562153 whatsapp +8615203118427
+86-0311-66562153 sales@crovellbio.com CHINA 416 50
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19953 60
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3217 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 22049 58
Shanghai Bojing Chemical Co.,Ltd.
+86-21-37122233
+86-21-37127788 Candy@bj-chem.com CHINA 500 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20786 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32651 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682; +8618874586545
02783214688 bruce@xrdchem.cn CHINA 552 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 1659 55
Hubei Jusheng Technology Co.,Ltd.
86-155-27864001
peter@hubeijusheng.com CHINA 18004 58

View Lastest Price from Ribavirin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-15 Ribavirin
36791-04-5
US $1.00 / kg 1kg 99% Customized career henan chemical co

36791-04-5(Ribavirin)Related Search:


Copyright 2017 © ChemicalBook. All rights reserved