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Merck
CN

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:
Assay:
≥98% (TLC)
Form:
powder
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Quality Segment

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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