CAS 16053-52-4

1-(2'-deoxy-beta-threopentofuranosyl)thymine

Description:

1-(2'-Deoxy-beta-threopentofuranosyl)thymine, with the CAS number 16053-52-4, is a nucleoside analog that features a thymine base linked to a deoxyribose sugar. This compound is characterized by its unique sugar configuration, specifically the beta-threo form, which distinguishes it from other nucleosides. The presence of the deoxyribose moiety indicates that it is a component of DNA, and the thymine base contributes to its role in nucleic acid structure and function. This compound is of interest in biochemical and pharmaceutical research, particularly in the study of nucleic acid interactions and the development of antiviral or anticancer agents. Its structural properties may influence its biological activity, stability, and interaction with enzymes or other biomolecules. Additionally, the modification of the sugar component can affect the compound's ability to mimic natural nucleosides, potentially impacting its incorporation into nucleic acids and its overall efficacy in therapeutic applications.

Formula: C₁₀H₁₄N₂O₅

InChI: InChI=1/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7-,8-/m1/s1

SMILES: Cc1cn([C@H]2C[C@H]([C@@H](CO)O2)O)c(=O)nc1O

Synonyms:

• 1-(2'-Deoxy-beta-D-threo-pentofuranosyl)thymine
• 1-Dpft
• 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-threo-pentofuranosyl)-5-methyl-
• 1-(2-deoxypentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• 1-(2-deoxy-beta-D-threo-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• 1-(2'-Deoxy-beta-threopentofuranosyl)thymine
• beta-T 1-(2-Deoxy-b-D-xylofuranosyl)-5-methyluracil, Zidovudine impurity 6,Zidovudine impurity M
• Stavudine EP Impurity B (Zidovudine EP Impurity F)
• 1-(2'-DEOXY-SS-THREOPENTOFURANOSYL)THYMINE
• Zidovudine Impurity 6(Zidovudine EP Impurity F)
• Zidovudine EP Impurity F (Stavudine EP Impurity B)
• 1-(2-Deoxy--D-xylofuranosyl)-5-methyluracil
• 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-β-D-threo-pentofuranosyl)-5-methyl-
• Zidovudine EP Impurity F
• 1-(2-Deoxy-b-D-xylofuranosyl)-5-methyluracil
• 1-(2'-Deoxy-β-D-threo-pentofuranosyl)thymine
• 1-(2-Deoxy-beta-D-xylofuranosyl)-5-methyluracil
• 1-(2-Deoxy-beta-D-xylofuranosyl)-5-methyluracil, 3’-FddT, Alovudine
• Stavudine EP Impurity B
• 3'-β-Thymidine
• Stavudine Impurit Ⅳ: 1-(2-Deoxy-β-D-threo-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione( 3'-β-Thymidine)
• Zidovudine impurity M
• 1-(2-Deoxy-β-D-threopentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• Stavudine Impurit Ⅳ: 1-(2-Deoxy-β-D-threo-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione( 3’-β-Thymidine)
• 1-((2R,4R,5R)-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-MethylpyriMidine-2,4(1H,3H)-dione
• 3’-β-Thymidine
• Thymidine 3''-Epimer
• 1-((2S,4R,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Zidovudine Impurity F

CAS: 16053-52-4

Formula: C₁₀H₁₄N₂O₅

Color and Shape: White To Off-White Solid

Molecular weight: 242.23

Ref: 4Z-Z-087

1-(2-Deoxy-b-D-xylofuranosyl)-5-methyluracil

CAS: 16053-52-4

1-(2-Deoxy-b-D-xylofuranosyl)-5-methyluracil is a Nucleoside Derivative - Xylo-nucleoside.

Formula: C₁₀H₁₄N₂O₅

Color and Shape: Solid

Molecular weight: 242.23

Ref: TM-TNU0990

3’-β-Thymidine-d3

Controlled Product

CAS: 16053-52-4

Applications An intermediate in the production of labelled fluorothymidine derivatives
References Roberts, G., et al.: Biochem. Pharmacol., 46, 2209 (1993), Hatano, A., et al.: Bioorg. Med. Chem., 16, 3866 (2008),

Formula: C₁₀H₁₁D₃N₂O₅

Color and Shape: Neat

Molecular weight: 245.25

Ref: TR-T412007

3’-β-Thymidine

Controlled Product

CAS: 16053-52-4

Impurity Stavudine EP Impurity B
Applications 3’-β-Thymidine (Stavudine EP Impurity B) is an intermediate in the production of fluorothymidine and phosphorylase derivatives (1,2). Stavudine is used as an antiviral agent. Reverse transcriptase inhibitor (3).
References 1. Roberta, G. et al.: Biochem. Pharmacol. 1993 Dec 14;46(12):2209-18.2. Hatano, A. et al.: Bioorg. Med. Chem. 2008 Apr 1;16(7):3866-703. Santiprabhob, J. et al.: Biomed. Res. Int. 2017;2017:7481597.

Formula: C₁₀H₁₄N₂O₅

Color and Shape: Neat

Molecular weight: 242.229

Ref: TR-T412005

1-(2-Deoxy-β-D-xylofuranosyl)-5-methyluracil

CAS: 16053-52-4

1-(2-Deoxy-beta-D-xylofuranosyl)-5-methyluracil (1DXP) is a nucleoside that inhibits the enzyme UDP glucose pyrophosphorylase. This enzyme is involved in the synthesis of uridine nucleotides, which are required for RNA and DNA synthesis. 1DXP has been shown to be effective against hepatitis B virus and lymphocytic leukemia cells in vitro. The mechanism of action of 1DXP is not well understood, but it may be related to the inhibition of protein synthesis or cellular metabolism. It may also inhibit the enzyme amino transferase, which is important for the synthesis of aromatic amino acids such as phenylalanine and tyrosine.

Formula: C₁₀H₁₄N₂O₅

Purity: Min. 95%

Molecular weight: 242.23 g/mol

Ref: 3D-ID144724

Zidovudine EP Impurity F

CAS: 16053-52-4

Formula: C₁₀H₁₄N₂O₅

Molecular weight: 242.23

Ref: ST-EA-CP-Z6006