Skip to Content
Merck
All Photos(1)

Key Documents

D1413

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H12N2O4
CAS Number:
Molecular Weight:
224.21
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Pricing and availability is not currently available.

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
Z683248Z405590Z405604
side arm O.D.

13 mm

side arm O.D.

19 mm

side arm O.D.

7 mm

side arm O.D.

9 mm

stopcock size

10 mm

stopcock size

15 mm

stopcock size

4 mm

stopcock size

6 mm

General description

2′,3′-Didehydro-3′-deoxythymidine (d4T), a pyrimidine analogue is the inhibitor of reverse transcriptase.[1]

Application

2′,3′-Didehydro-3′-deoxythymidine has been used in cell treatment.[2] It has also been used as a drug in Caenorhabditis elegans to study drug induced mitochondrial toxicity.[3] It has also been used in the preclinical evaluation of GS-9160.[4]

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.[5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Need A Sample COA?

This is a sample Certificate of Analysis (COA) and may not represent a recently manufactured lot of this specific product.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

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
Caenorhabditis elegans as a model system for studying drug induced mitochondrial toxicity
de Boer R, et al.
PLoS ONE, 10(5), e0126220-e0126220 (2015)
2?, 3?-didehydro-3?-deoxythymidine (d4T) in patients with AIDS or AIDS-related complex: a phase I trial
Browne M J, et al.
The Journal of Infectious Diseases, 167(1), 21-29 (1993)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service