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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H13N5O4.ClH
Molecular Weight 279.681
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TARIBAVIRIN HYDROCHLORIDE

SMILES

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

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
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
Dual-action mechanism of viramidine functioning as a prodrug and as a catabolic inhibitor for ribavirin.
2004 Oct
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
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
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 Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID50960781
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
PRIMARY
SMS_ID
300000045471
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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NCI_THESAURUS
C77929
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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DRUG BANK
DBSALT002011
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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CAS
40372-00-7
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EVMPD
SUB21031
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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MERCK INDEX
m10467
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
PRIMARY Merck Index
PUBCHEM
451447
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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FDA UNII
D22JZE246P
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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ChEMBL
CHEMBL2111108
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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USAN
QQ-41
Created by admin on Fri Dec 15 15:56:54 GMT 2023 , Edited by admin on Fri Dec 15 15:56:54 GMT 2023
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