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Drug Details

General Information of the Drug (ID: DR5724)
Name
Ribavirin
Synonyms
ribavirin; 36791-04-5; Tribavirin; Rebetol; Virazole; Copegus; Vilona; Ribavirine; Viramid; Ribamide; Ribamidil; Ribasphere; Ribavirina; Ribavirinum; Ribavirine [INN-French]; Ribavirinum [INN-Latin]; ICN-1229; Ribavirina [INN-Spanish]; 1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide; 1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide; RTCA; RBV; SCH 18908; UNII-49717AWG6K; Ribamidyl; Ribavirin (Copegus); 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide; 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carboxamide; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide; MFCD00058564; Rebetron; Varazid; Ribavirin Capsules; CHEBI:63580; 49717AWG6K; Ribavirin, 98%; 1-(beta-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide; Rebretron; Virazid; Virazide; Ribav; DSSTox_CID_3557; DSSTox_RID_77081; DSSTox_GSID_23557; RTC; 1-(beta-D-Ribofuranosyl)-1,2,4-triazole-3-carboxamide; Cotronak; Ravanex; Ribacine; NSC-163039; C-Virin; DRG-0028; Ribasphere (TN); Virazole (TN); SMR000058315; Copegus (TN); Rebetol (TN); HSDB 6513; SR-01000076112; BRN 0892462; Ribavirine;; NSC163039; Ribavirin [USAN:USP:INN:BAN]; Ribavirin,(S); NCGC00015904-02; Ribavirin, antiviral; CAS-36791-04-5; RG-964; PubChem14187; Ro-20-9963; Spectrum_001826; 1H-1,2,4-Triazole-3-carboxamide, 1-beta-D-ribofuranosyl-; 4pb1; ribofluranosyl carboxamide; Prestwick3_000993; Spectrum3_001876; Spectrum4_001252; Spectrum5_002075; R-964; R 9644; SCHEMBL3727; CHEMBL1643; Lopac0_001063; BSPBio_001085; BSPBio_003352; KBioGR_001804; KBioSS_002331; cid_37542; MLS000028486; MLS002222317; DivK1c_000782; SPECTRUM1503938; Ribavirin (JP17/USP/INN); BPBio1_001195; GTPL6842; 1,2,4-Triazole-3-carboxamide, 1-beta-D-ribofuranosyl-; 1-.beta.-D-Ribofuranosyl-1,2,4-triazolo-3-carboxamide; DTXSID8023557; HMS502H04; KBio1_000782; KBio2_002328; KBio2_004896; KBio2_007464; KBio3_002854; NINDS_000782; HMS2090L15; HMS2094O09; HMS2098G07; HMS2232P07; HMS3263E08; HMS3715G07; Pharmakon1600-01503938; HY-B0434; ZINC1035331; Tox21_110259; Tox21_200967; Tox21_501063; BDBM50154375; CCG-38985; NSC758650; s2504; SCH-18908; AKOS001715163; Tox21_110259_1; DB00811; GS-3572; LP01063; MCULE-9495128592; NSC-758650; SDCCGSBI-0051033.P004; IDI1_000782; SMP1_000261; NCGC00090726-01; NCGC00090726-03; NCGC00090726-04; NCGC00090726-05; NCGC00090726-06; NCGC00090726-07; NCGC00090726-08; NCGC00090726-09; NCGC00090726-12; NCGC00090726-25; NCGC00258520-01; NCGC00261748-01; 252269-50-4; AS-34178; BCP0726000138; SBI-0051033.P003; AB0068936; AB00430481; EU-0101063; R0077; EN300-59237; D00423; J10190; M-7546; AB00430481-15; AB00430481-16; AB00430481_17; AB00430481_18; 1-beta-Ribofuranosyl-1,2,4-triazole-3-carboamide; 791R045; Q421862; Ribavirin 100 microg/mL in Acetonitrile:Methanol; SR-01000721904; SR-01000076112-2; SR-01000076112-3; SR-01000076112-4; SR-01000721904-2; 1-??-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide; BRD-K60369935-001-02-7; BRD-K60369935-001-18-3; SR-01000076112-11; 1-?-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide; Ribavirin, British Pharmacopoeia (BP) Reference Standard; Z1522567185; 1-(beta -D-ribofuranosyl)-1,2,4-triazole-3-carboxamide; Ribavirin, European Pharmacopoeia (EP) Reference Standard; Ribavirin, United States Pharmacopeia (USP) Reference Standard; Ribavirin, Pharmaceutical Secondary Standard; Certified Reference Material; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazole-3-carboxamide
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Molecular Type
Small molecule
Disease Hepatitis C virus infection [ICD-11: 1E51] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C8H12N4O5
PubChem CID
37542
Canonical SMILES
C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=O)N
InChI
1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1
InChIKey
IWUCXVSUMQZMFG-AFCXAGJDSA-N
CAS Number
CAS 36791-04-5
ChEBI ID
CHEBI:63580
TTD Drug ID
D0H3WI
DrugBank ID
DB00811
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Jerusalem artichoke + Interferon alpha-2a     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Down-regulation Expression BAX  Molecule Info 
Pathway MAP
Down-regulation Expression TGFB1  Molecule Info 
Pathway MAP
Down-regulation Expression TP53  Molecule Info 
Pathway MAP
                    In-vivo Model Male albino rats (150-200g) were used in this study.
                    Experimental
                    Result(s)
Addition of JAT as a supportive regimen to interferon and ribavirin effectively potentiates their anti-fibrotic effects.
Target and Pathway
Target(s) IMP dehydrogenase 1 (IMPDH1)  Molecule Info  [3]
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6842).
Reference 2 Synergistic Effects of Jerusalem Artichoke in Combination with Pegylated Interferon Alfa-2a and Ribavirin Against Hepatic Fibrosis in Rats. Asian Pac J Cancer Prev. 2016;17(4):1979-85.
Reference 3 Treating HCV with ribavirin analogues and ribavirin-like molecules. J Antimicrob Chemother. 2006 Jan;57(1):8-13.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China