U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C15H20N2O3S2
Molecular Weight 340.461
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TALVIRALINE

SMILES

COC1=CC2=C(NC(=S)[C@H](CSC)N2C(=O)OC(C)C)C=C1

InChI

InChIKey=GWKIPRVERALPRD-ZDUSSCGKSA-N
InChI=1S/C15H20N2O3S2/c1-9(2)20-15(18)17-12-7-10(19-3)5-6-11(12)16-14(21)13(17)8-22-4/h5-7,9,13H,8H2,1-4H3,(H,16,21)/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H20N2O3S2
Molecular Weight 340.461
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Talviraline (HBY 097) was developed as a nonnucleoside inhibitor of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase (NNRTI) for the treatment of HIV Infections. Talviraline participated in a phase II clinical trial. It was found that the drug caused pronounced acute suppression of HIV-1 replication both in combination with zidovudine and alone. However, further development of the drug has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patterns of resistance and cross-resistance to human immunodeficiency virus type 1 reverse transcriptase inhibitors in patients treated with the nonnucleoside reverse transcriptase inhibitor loviride.
1998 Dec
Mutational analysis of trp-229 of human immunodeficiency virus type 1 reverse transcriptase (RT) identifies this amino acid residue as a prime target for the rational design of new non-nucleoside RT inhibitors.
2000 May

Sample Use Guides

HBY 097 (TALVIRALINE) monotherapy (250 mg three times daily)
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:06:14 GMT 2023
Edited
by admin
on Fri Dec 15 16:06:14 GMT 2023
Record UNII
XZ4KT6MO4X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TALVIRALINE
INN   MART.   WHO-DD  
INN  
Official Name English
Talviraline [WHO-DD]
Common Name English
TALVIRALINE [MART.]
Common Name English
1(2H)-QUINOXALINECARBOXYLIC ACID, 3,4-DIHYDRO-7-METHOXY-2-((METHYLTHIO)METHYL)-3-THIOXO-, 1-METHYLETHYL ESTER, (2S)-
Systematic Name English
HBY-097
Code English
3,4-DIHYDRO-7-METHOXY-2-((METHYLTHIO)-METHYL)-3-THIOXO-1(2H)-QUINOXALINECARBOXYLIC ACID 1-METHYLETHYL ESTER, S-
Systematic Name English
ISOPROPYL (2S)-3,4-DIHYDRO-7-METHOXY-2-((METHYLTHIO)METHYL)-3-THIOXO-1(2H)-QUINOXALINECARBOXYLATE
Systematic Name English
HBY097
Code English
talviraline [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C97453
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
Code System Code Type Description
INN
7521
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
EVMPD
SUB10818MIG
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
CAS
163451-80-7
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
DRUG BANK
DB07885
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
NCI_THESAURUS
C90787
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
CAS
169312-27-0
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
SUPERSEDED
PUBCHEM
3000493
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
FDA UNII
XZ4KT6MO4X
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
SMS_ID
100000083230
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
ChEMBL
CHEMBL430488
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID10168701
Created by admin on Fri Dec 15 16:06:14 GMT 2023 , Edited by admin on Fri Dec 15 16:06:14 GMT 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY