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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H13N5O4
Molecular Weight 243.2199
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TARIBAVIRIN

SMILES

NC(=N)C1=NN(C=N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

InChI

InChIKey=NHKZSTHOYNWEEZ-AFCXAGJDSA-N
InChI=1S/C8H13N5O4/c9-6(10)7-11-2-13(12-7)8-5(16)4(15)3(1-14)17-8/h2-5,8,14-16H,1H2,(H3,9,10)/t3-,4-,5-,8-/m1/s1

HIDE SMILES / InChI

Molecular Formula C8H13N5O4
Molecular Weight 243.2199
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Taribavirin, an oral prodrug of ribavirin that was developed as nucleoside antimetabolite, which interferes with duplication of viral genetic material. Taribavirin was studied in phase III clinical trial for the treatment of chronic hepatitis C patients. However, this drug not yet approved for pharmaceutical use.

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and antiviral activity of 1,2,4-triazole-3-thiocarboxamide and 1,2,4-triazole-3-carboxamidine ribonucleosides.
1973 Aug
Effects of ribamidine, a 3-carboxamidine derivative of ribavirin, on experimentally induced Phlebovirus infections.
1988 Dec 1
Treatment of lethal Pichinde virus infections in weanling LVG/Lak hamsters with ribavirin, ribamidine, selenazofurin, and ampligen.
1993 Jan
Antiviral and immunomodulating inhibitors of experimentally-induced Punta Toro virus infections.
1994 Oct
Identification of active antiviral compounds against a New York isolate of West Nile virus.
2002 Jul
Viramidine (Ribapharm).
2002 Nov
A simple assay for determining antiviral activity against Crimean-Congo hemorrhagic fever virus.
2004 Apr
Dual-action mechanism of viramidine functioning as a prodrug and as a catabolic inhibitor for ribavirin.
2004 Oct
In vitro and in vivo influenza virus-inhibitory effects of viramidine.
2005 Oct
Virological response and safety outcomes in therapy-nai ve patients treated for chronic hepatitis C with taribavirin or ribavirin in combination with pegylated interferon alfa-2a: a randomized, phase 2 study.
2007 Jul
Therapeutic issues in HIV/HCV-coinfected patients.
2007 Jun
Taribavirin for the treatment of chronic hepatitis C.
2008 Dec
Ribavirin analogs.
2009 Aug
A phase III study of the safety and efficacy of viramidine versus ribavirin in treatment-naïve patients with chronic hepatitis C: ViSER1 results.
2009 Sep
New strategies for the treatment of hepatitis C virus infection and implications of resistance to new direct-acting antiviral agents.
2010
Hepatitis C and kidney disease.
2010
Antiviral therapy for hepatitis C virus: beyond the standard of care.
2010 Apr
Hepatitis C treatment: current and future perspectives.
2010 Nov 1
The next step for taribavirin.
2010 Oct
Virologic response rates of weight-based taribavirin versus ribavirin in treatment-naive patients with genotype 1 chronic hepatitis C.
2010 Oct

Sample Use Guides

In Vivo Use Guide
viramidine (TARIBAVIRIN) 600 mg BID
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Oct 21 23:43:43 UTC 2019
Edited
by admin
on Mon Oct 21 23:43:43 UTC 2019
Record UNII
R3B1994K2E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TARIBAVIRIN
INN   MI   WHO-DD  
INN  
Official Name English
TARIBAVIRIN [WHO-DD]
Common Name English
TARIBAVIRIN [MI]
Common Name English
TARIBAVIRIN [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
Code System Code Type Description
CAS
119567-79-2
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
PRIMARY
NCI_THESAURUS
C76499
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
PRIMARY
PUBCHEM
451448
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
PRIMARY
INN
8619
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
PRIMARY
ChEMBL
CHEMBL2111108
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
PRIMARY
WIKIPEDIA
TARIBAVIRIN
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
PRIMARY
MERCK INDEX
M10467
Created by admin on Mon Oct 21 23:43:43 UTC 2019 , Edited by admin on Mon Oct 21 23:43:43 UTC 2019
PRIMARY Merck Index
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG