CAS 55612-11-8

1-[2-Deoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione

Description:

1-[2-Deoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione, with the CAS number 55612-11-8, is a chemical compound that features a complex structure combining a deoxypentofuranosyl moiety with a pyrimidinedione core. This compound is characterized by its glycosidic bond, linking the sugar component to the pyrimidine derivative, which is significant in various biochemical applications. The presence of the triphenylmethyl (trityl) group enhances its stability and solubility, making it useful in synthetic and medicinal chemistry. The pyrimidinedione structure contributes to its potential biological activity, as pyrimidine derivatives are often involved in nucleic acid metabolism and can exhibit antiviral or anticancer properties. The compound's unique structural features may also influence its reactivity and interaction with biological targets, making it a subject of interest in drug design and development. Overall, this compound exemplifies the intersection of carbohydrate chemistry and heterocyclic chemistry, showcasing the diverse functionalities that can arise from such molecular architectures.

Formula: C₂₉H₂₈N₂O₅

InChI: InChI=1S/C29H28N2O5/c1-20-18-31(28(34)30-27(20)33)26-17-24(32)25(36-26)19-35-29(21-11-5-2-6-12-21,22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,18,24-26,32H,17,19H2,1H3,(H,30,33,34)/t24-,25-,26-/m1/s1

InChI key: InChIKey=FZDHVUVGQXVYOP-TWJOJJKGSA-N

SMILES: C(OC[C@H]1O[C@H](C[C@H]1O)N2C(=O)NC(=O)C(C)=C2)(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5

Synonyms:

• 5-O-Trityl-2-deoxy-beta-D-lyxofuranosylthymine
• 1-[2-Deoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione
• 2,4(1H,3H)-Pyrimidinedione, 1-[2-deoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-
• Thymine, 1-(2-deoxy-5-O-trityl-β-D-threo-pentofuranosyl)-

5’-O-Trityl-3’-Beta-hydroxythymidine-d3

Controlled Product

CAS: 55612-11-8

Applications An intermediate in the preparation of labelled thymidine monophosphate analogues
References Vanheusden, V., et al.: Bioorg. Med. Chem. Lett., 12, 2695 (2002),

Formula: C₂₉H₂₅D₃N₂O₅

Color and Shape: Neat

Molecular weight: 487.56

Ref: TR-T887952

5'-O-Trityl-3'-b-hydroxythymidine

CAS: 55612-11-8

5'-O-Trityl-3'-b-hydroxythymidine is a nucleoside that is synthesized by the reduction of a pyrimidine with xylene. This molecule has been shown to have antibacterial activity, and also activates p53 in human cells. 5'-O-Trityl-3'-b-hydroxythymidine has been shown to inhibit the growth of cancer cells in a dose dependent manner. The functional theory for this finding is that 5'-O-Trityl-3'-b-hydroxythymidine may bind to DNA, preventing RNA polymerase from transcribing DNA into mRNA.

Formula: C₂₉H₂₈N₂O₆

Purity: Min. 95%

Molecular weight: 500.54 g/mol

Ref: 3D-NT06346