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
• Empirical Formula (Hill Notation): C₁₀H₁₂N₂O₄
• CAS Number: 3056-17-5
• Molecular Weight: 224.21
• MDL number: MFCD00132921
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278356
• NACRES: NA.77

Properties

• Quality Level: 200
• 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

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)