D1413
2′,3′-Didehydro-3′-deoxythymidine
≥98% (TLC)
Synonym(s):
1-(2,3-Dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine, 1-[(2R,5S)-5-(Hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-(1H,3H)-dione, 2′,3′-Anhydrothymidine, Stavudine, d4T
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About This Item
Empirical Formula (Hill Notation):
C10H12N2O4
CAS Number:
Molecular Weight:
224.21
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (TLC)
form
powder
storage temp.
−20°C
SMILES string
CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O
InChI
1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1
InChI key
XNKLLVCARDGLGL-JGVFFNPUSA-N
General description
2′,3′-Didehydro-3′-deoxythymidine (d4T), a pyrimidine analogue is the inhibitor of reverse transcriptase.
Application
2′,3′-Didehydro-3′-deoxythymidine has been used in cell treatment. It has also been used as a drug in Caenorhabditis elegans to study drug induced mitochondrial toxicity. It has also been used in the preclinical evaluation of GS-9160.
Biochem/physiol Actions
2′,3′-Didehydro-3′-deoxythymidine is a nucleoside analog, which inhibits HIV replication in vitro. Stavudine has the ability to enter the cells by non-facilitated diffusion. It possesses inhibitory activity against moloney murine leukemia virus, friend murine leukemia virus and simian immunodeficiency virus.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Stephen Arpadi et al.
Archives of disease in childhood, 98(4), 258-264 (2012-12-12)
Few studies have assessed metabolic and body composition alterations in perinatally HIV-infected African children on antiretroviral therapy (ART). We compared metabolic profiles and regional fat of children on ritonavir-boosted lopinavir (lopinavir/ritonavir), lamivudine and stavudine to those switched to nevirapine, lamivudine
Preclinical evaluation of GS-9160, a novel inhibitor of human immunodeficiency virus type 1 integrase
Jones G S, et al.
Antimicrobial Agents and Chemotherapy, 53(3), 1194-1203 (2009)
Nittaya Phanuphak et al.
Antiviral therapy, 17(8), 1521-1531 (2012-12-12)
Due to superior long-term toxicity profiles, zidovudine (AZT) and tenofovir disoproxil fumarate (TDF) are preferred over stavudine (d4T) for first-line antiretroviral regimens. However, short-term d4T use could be beneficial in avoiding AZT-induced anaemia. We randomized (1:1:1) 150 treatment-naive Thai HIV-infected
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D1413-50MG | 04061833559857 |
| D1413-10MG | 04061833559840 |