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Ribavirin (ICN-1229) Antiviral Chemisch

Cat.nr.: S2504

Ribavirin (NSC-163039, ICN-1229, RTCA, Tribavirin), een synthetisch guanosine-analogon, bezit een breed spectrum aan activiteit tegen DNA- en RNA-virussen.
Ribavirin (ICN-1229) Antiviral Chemisch Chemical Structure

Chemische structuur

Molecuulgewicht: 244.20864

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Kwaliteitscontrole (Quality Control)

Batch: Zuiverheid: 99.97%
99.97

Celkweek, behandeling & werkzame concentratie
(Cell Culture, Treatment & Working Concentration)

Cellijnen Assaytype Concentratie Incubatietijd Formulering Activiteitsbeschrijving PMID
E6SM cell lines Function assay Effective concentration required to inhibit Herpes simplex virus-1(HSV-1) / thymine kinase deficient (TK-)B2006 / VMW1837 induced cytopathicity by 50% in E6SM cell lines, EC50=0.005 μM
MDCK cells Function assay 3 days Antiviral activity against Influenza B virus (B/HK/5/72) infected in MDCK cells assessed as virus-induced cytopathic effect after 3 days by microscopic analysis, EC50=0.094 μM
mouse L1210 cells Function assay 20-60 mins Inhibition of IMPDH in mouse L1210 cells assessed as formation of [2,8-3H]hypoxanthine from [2,8-3H]IMP after 20 to 60 mins, IC50=1 μM
human CEM cells Function assay 20-60 mins Inhibition of IMPDH in human CEM cells assessed as formation of [2,8-3H]hypoxanthine from [2,8-3H]IMP after 20 to 60 mins, IC50=1 μM
BHK21 cell line Function assay Inhibition of West Nile virus VLP replicon in BHK21 cell line, EC50=1.1 μM
HeLa cell Function assay Effective concentration required to inhibit respiratory synaptial(RSV) virus-induced cytopathicity by 50% in HeLa cell lines, EC50=1.5 μM
MDCK cells Function assay 36 h Antiinfluenza activity against influenza A virus H1N1 infected in MDCK cells assessed as inhibition of virus-induced cytopathic effect after 36 hrs, IC50=1.9 μM
MDBK cells Function assay 2 days Antiviral activity against Bovine viral diarrhea virus 1-NADL ATCC VR534 infected in MDBK cells assessed as reduction of viral cytopathic effect after 2 days bt MTS assay, EC50=4.6 μM
african green monkey Vero cells Function assay 5 days Antiviral activity against RSV A2 infected in african green monkey Vero cells after 5 days by plaque reduction assay, EC50=7 μM
HEL cells Function assay 2-3 days Antiviral activity against Herpes simplex virus 1 KOS infected in HEL cells assessed as protection from virus-induced cytopathogenicity after 2 to 3 days by MTT assay, EC50=10 μM
HEK293 cells Function assay 24 h Inhibition of influenza A virus RNA-dependent RNA polymerase expressed in HEK293 cells after 24 hrs by dual luciferase reporter gene assay, EC50=15 μM
human BE(2)-C cells Function assay 18-20 h Antiviral activity against Western equine encephalomyelitis virus infected in human BE(2)-C cells assessed as inhibition of viral RNA replication after 18 to 20 hrs by luciferase reporter gene assay, IC50=16 μM
human HuH7-J20 cells Function assay Antiviral activity against HCV JFH1 infected in human HuH7-J20 cells assessed as inhibition of viral life cycle by measuring secreted alkaline phosphatase level preincubated with cells for 1 hr followed by viral inoculation for 3 hrs measured at 72 hrs, EC50=30.4 μM
human MT4 cells Cytotoxic assay 96 h Cytotoxicity against human MT4 cells after 96 hrs by MTT assay, CC50=31 μM
human HuH7 cells Cytotoxic assay 3 days Cytotoxicity against human HuH7 cells infected with HCV1b after 3 days by MTS assay, CC50=32 μM
human KB cells Function assay 72 h Antiviral activity against Rhinovirus type 13 infected in human KB cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs relative to control
human KB cells Function assay 1-1000 μg/ml 72 h Antiviral activity against Rhinovirus type 13 infected in human KB cells assessed as inhibition of virus-induced cytopathic effect at 1 to 1000 ug/ml after 72 hrs
Klik om meer experimentele gegevens over cellijnen te bekijken

Chemische informatie, opslag en stabiliteit (Chemical Information, Storage & Stability)

Molecuulgewicht 244.20864 Formule

C8H12N4O5

Opslag (vanaf de datum van ontvangst)
CAS-nr. 36791-04-5 SDF downloaden Opslag van stamoplossingen

Synoniemen NSC-163039, RTCA, Tribavirin Smiles C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=O)N

Oplosbaarheid (Solubility)

In vitro
Batch:

DMSO : 49 mg/mL (200.64 mM)
(Met vocht verontreinigd DMSO kan de oplosbaarheid verminderen. Gebruik verse, watervrije DMSO.)

Water : 49 mg/mL

Ethanol : Insoluble

Molariteitscalculator

Massa Concentratie Volume Molecuulgewicht
Verdunningscalculator Molecuulgewichtcalculator

In vivo
Batch:

In vivo formulatiecalculator (heldere oplossing)

Stap 1: Voer onderstaande informatie in (Aanbevolen: een extra dier om rekening te houden met verlies tijdens het experiment)

mg/kg g μL

Stap 2: Voer de in vivo formulering in (Dit is alleen de calculator, geen formulering. Neem eerst contact met ons op als er geen in vivo formulering is in de sectie oplosbaarheid.)

% DMSO % % Tween 80 % ddH2O
%DMSO %

Berekeningsresultaten:

Werkconcentratie: mg/ml;

Methode voor het bereiden van DMSO-moedervloeistof: mg geneesmiddel vooropgelost in μL DMSO ( Concentratie moedervloeistof mg/mL, Neem eerst contact met ons op als de concentratie de DMSO-oplosbaarheid van de batch van het geneesmiddel overschrijdt. )

Methode voor het bereiden van in vivo formulering: Neem μL DMSO moedervloeistof, voeg daarna toeμL PEG300, mengen en verhelderen, daarna toevoegenμL Tween 80, mengen en verhelderen, daarna toevoegen μL ddH2O, mengen en verhelderen.

Methode voor het bereiden van in vivo formulering: Neem μL DMSO moedervloeistof, voeg daarna toe μL Maïsolie, mengen en verhelderen.

Opmerking: 1. Zorg ervoor dat de vloeistof helder is voordat u het volgende oplosmiddel toevoegt.
2. Zorg ervoor dat u het/de oplosmiddel(en) in de juiste volgorde toevoegt. U moet ervoor zorgen dat de verkregen oplossing, bij de vorige toevoeging, een heldere oplossing is voordat u verdergaat met het toevoegen van het volgende oplosmiddel. Fysieke methoden zoals vortexen, ultrasoon of een warmwaterbad kunnen worden gebruikt om het oplossen te bevorderen.

Werkingsmechanisme (Mechanism of Action)

In vitro
Ribavirin (ICN-1229) significantly reduces the efficiency with which progeny subgenomic replicons transfect new cells in the replicon system, although it has little effect on levels of HCV replication. This compound increases the mutation frequency of HCV, with the highest rates of mutations being found in the NS5A-encoding region. It enhances TH1 while inhibiting T 2 cytokine production by stimulated T cells. Ribavirin shows antiviral activity against a variety of RNA viruses and is used in combination with interferon-alpha to treat hepatitis C virus infection. It reduces infectious poliovirus production to as little as 0. 00001% in cell culture. Its antiviral activity is exerted directly through lethal mutagenesis of the viral genetic material. This compound markedly reduces viral-induced parameters of macrophage activation at physiologic concentrations (up to 500 mg/mL). It inhibits the production of IL-4 by Th2 cells, whereas it does not diminish the production of IFN-gamma in Th1 cells. Ribavirin exhibits antiviral activity against a broad range of both DNA and RNA viruses in vitro. It is a cytostatic agent and causes a reduction in synthesis of DNA, RNA and proteins in exposed cells. It is thought to induce a switch in T-helper cell phenotype from type 2 to type 1.
Referenties
  • [4] https://pubmed.ncbi.nlm.nih.gov/9531310/
  • [5] https://pubmed.ncbi.nlm.nih.gov/16287208/

Toepassingen (Applications)

Methoden Biomarkers Afbeeldingen PMID
Western blot p53 / p-p53 / p21 / Mdm2 EZH2 / p-ERK / ERK / p-eIF4E / eIF4E / p21 Cyclin D1 p-AKT / AKT / pBP1 / BP1
S2504-WB1
22962590
Growth inhibition assay Cell number
S2504-viability1
21415224

Informatie over klinische proeven (Clinical Trial Information)

(gegevens van https://clinicaltrials.gov, bijgewerkt op 2026-07-06)

NCT-nummer Werving Aandoeningen Sponsor/medewerkers Startdatum Fasen
NCT07419373 SUSPENDED
Lassa Fever
Arisan Therapeutics, Inc.
2026-02-14 PHASE2
NCT04283513 SUSPENDED
Hemorrhagic Fever
U.S. Army Medical Research and Development Command
2022-10-31 PHASE2
NCT06488300 RECRUITING
Respiratory Syncytial Virus; Respiratory Syncytial Virus, Human
University of Oxford
2024-07-25 PHASE2
NCT02583685 COMPLETED
Chronic Hepatitis C Infection
Humanity and Health Research Centre
2015-05-15 PHASE2
NCT05467826 UNKNOWN
Hepatitis C; Cirrhosis
Peking University People's Hospital
2022-09-01 PHASE4
NCT05940545 UNKNOWN
CCHF
Liverpool School of Tropical Medicine
2023-07-12 PHASE1; PHASE2