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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H13N5O4.ClH
Molecular Weight 279.6811
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TARIBAVIRIN HYDROCHLORIDE

SMILES

C([C@]1([H])[C@]([H])([C@]([H])([C@]([H])(n2cnc(C(=N)N)n2)O1)O)O)O.Cl

InChI

InChIKey=PIGYMBULXKLTCJ-UHSSARMYSA-N
InChI=1S/C8H13N5O4.ClH/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);1H/t3-,4-,5-,8-;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C8H13N5O4
Molecular Weight 243.2203
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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

viramidine (TARIBAVIRIN) 600 mg BID
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Jun 26 05:51:46 UTC 2021
Edited
by admin
on Sat Jun 26 05:51:46 UTC 2021
Record UNII
D22JZE246P
Record Status Validated (UNII)
Record Version
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Name Type Language
TARIBAVIRIN HYDROCHLORIDE
MI   USAN  
USAN  
Official Name English
TARIBAVIRIN HYDROCHLORIDE [USAN]
Common Name English
TARIBAVIRIN HYDROCHLORIDE [MI]
Common Name English
VIRAMIDINE
Brand Name English
1-.BETA.-D-RIBOFURANOSYL-1H-1,2,4-TRIAZOLE-3-CARBOXIMIDAMIDE MONOHYDROCHLORIDE
Common Name English
TARIBAVIRIN HCL
Common Name English
1H-1,2,4-TRIAZOLE-3-CARBOXIMIDAMIDE, 1-.BETA.-D-RIBOFURANOSYL-, MONOHYDROCHLORIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C77929
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY
DRUG BANK
DBSALT002011
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY
CAS
40372-00-7
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY
EVMPD
SUB21031
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY
MERCK INDEX
M10467
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY Merck Index
PUBCHEM
451447
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY
FDA UNII
D22JZE246P
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY
ChEMBL
CHEMBL2111108
Created by admin on Sat Jun 26 05:51:46 UTC 2021 , Edited by admin on Sat Jun 26 05:51:46 UTC 2021
PRIMARY
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