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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H12N2O4
Molecular Weight 248.2351
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CENSAVUDINE

SMILES

C#C[C@]1(C=C[C@]([H])(n2cc(C)c(nc2=O)O)O1)CO

InChI

InChIKey=OSYWBJSVKUFFSU-SKDRFNHKSA-N
InChI=1S/C12H12N2O4/c1-3-12(7-15)5-4-9(18-12)14-6-8(2)10(16)13-11(14)17/h1,4-6,9,15H,7H2,2H3,(H,13,16,17)/t9-,12+/m1/s1

HIDE SMILES / InChI

Molecular Formula C12H12N2O4
Molecular Weight 248.2351
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Censavudine (also known as BMS-986001) is thymidine analogue and nucleosidereverse transcriptase inhibitors developed by Bristol Myers-Squibb for the treatment of HIV infection. In single-cycle assays, Censavudine inhibited HIV-2 isolates from treatment-naive individuals, with 50% effective concentrations (EC50s) ranging from 30 to 81 nM. Censavudine is the first nucleoside analog that, when tested against a diverse collection of HIV-1 and HIV-2 isolates, exhibits more potent activity against HIV-2 than against HIV-1 in culture. In clinical trials Censavudine was generally well tolerated through week 48 and similar efficacy to that of tenofovir disoproxil fumarate

Approval Year

PubMed

PubMed

TitleDatePubMed
A new approach to the synthesis of 4'-carbon-substituted nucleosides: development of a highly active anti-HIV agent 2', 3'-didehydro-3'-deoxy-4'-ethynylthymidine.
2005
Anti-human immunodeficiency virus type 1 activity and resistance profile of 2',3'-didehydro-3'-deoxy-4'-ethynylthymidine in vitro.
2005 Aug
Nucleophilic substitution at the 4'-position of nucleosides: new access to a promising anti-HIV agent 2',3'-didehydro-3'-deoxy-4'-ethynylthymidine.
2006 Jun 9
Highly selective action of triphosphate metabolite of 4'-ethynyl D4T: a novel anti-HIV compound against HIV-1 RT.
2007 Mar
In vitro cross-resistance profile of nucleoside reverse transcriptase inhibitor (NRTI) BMS-986001 against known NRTI resistance mutations.
2013 Nov
Patents

Sample Use Guides

100-400 mg/day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Jun 26 06:22:55 UTC 2021
Edited
by admin
on Sat Jun 26 06:22:55 UTC 2021
Record UNII
6IE83O6NGA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CENSAVUDINE
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
THYMIDINE, 2',3'-DIDEHYDRO-3'-DEOXY-4'-ETHYNYL-
Systematic Name English
4'-ETHYNYLSTAVUDINE
Common Name English
OBP-601
Code English
CENSAVUDINE [INN]
Common Name English
2',3'-DIDEHYDRO-3'-DEOXY-4'-ETHYNYLTHYMIDINE
Systematic Name English
4'-ED4T
Common Name English
FESTINAVIR
Common Name English
BMS-986001
Code English
1-((2R,5R)-5-ETHYNYL-5-(HYDROXYMETHYL)-2H-FURAN-2-YL)-5-METHYLPYRIMIDINE-2,4-DIONE
Systematic Name English
CENSAVUDINE, 4'-ETHYNYL-D4T
Common Name English
CENSAVUDINE [USAN]
Common Name English
CENSAVUDINE [WHO-DD]
Common Name English
Code System Code Type Description
WIKIPEDIA
FESTINAVIR
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
NCI_THESAURUS
C166942
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
DRUG BANK
DB12074
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
EPA CompTox
634907-30-5
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
INN
9863
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
ChEMBL
CHEMBL124363
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
CAS
1097733-37-3
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
ALTERNATIVE
PUBCHEM
3008897
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
EVMPD
SUB33640
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
CAS
634907-30-5
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
FDA UNII
6IE83O6NGA
Created by admin on Sat Jun 26 06:22:55 UTC 2021 , Edited by admin on Sat Jun 26 06:22:55 UTC 2021
PRIMARY
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TARGET ORGANISM->INHIBITOR
Related Record Type Details
ACTIVE MOIETY