CAS 5116-22-3

α-Methoxythymidine

Description:

α-Methoxythymidine, with the CAS number 5116-22-3, is a nucleoside analog derived from thymidine, characterized by the presence of a methoxy group at the alpha position of the sugar moiety. This modification can influence its biological activity and stability. The compound typically exhibits properties associated with nucleosides, such as solubility in polar solvents and potential interactions with nucleic acid structures. α-Methoxythymidine is of interest in medicinal chemistry and virology, particularly for its potential antiviral properties, as it may interfere with viral replication processes. Its structure allows for incorporation into nucleic acids, which can affect the synthesis and function of DNA. Additionally, the methoxy group can enhance lipophilicity, potentially improving cellular uptake. As with many nucleoside analogs, the pharmacokinetics and biological effects of α-Methoxythymidine are subjects of ongoing research, particularly in the context of therapeutic applications.

Formula: C₁₁H₁₆N₂O₆

InChI: InChI=1S/C11H16N2O6/c1-18-5-6-3-13(11(17)12-10(6)16)9-2-7(15)8(4-14)19-9/h3,7-9,14-15H,2,4-5H2,1H3,(H,12,16,17)/t7-,8+,9+/m0/s1

InChI key: InChIKey=RSMISTTWWXJOOG-DJLDLDEBSA-N

SMILES: O=C1N([C@@H]2O[C@H](CO)[C@@H](O)C2)C=C(COC)C(=O)N1

Synonyms:

• 5-Methoxymethyl-2′-deoxyuridine
• 5-Methoxymethyldeoxyuridine
• MMdUrd
• Thymidine, α-methoxy-
• Uridine, 2′-deoxy-5-(methoxymethyl)-
• α-Methoxythymidine
• 2′-Deoxy-5-(methoxymethyl)uridine

5-Methoxymethyl-2'-deoxyuridine

CAS: 5116-22-3

5-Methoxymethyl-2'-deoxyuridine is an antiviral agent that inhibits viral replication by reacting with the glycosidic bond in the viral enzyme, which prevents the enzyme from functioning and so prevents virus replication. 5-Methoxymethyl-2'-deoxyuridine has been shown to be active against herpes simplex virus, although it is not active against wild-type viruses. This drug has toxic effects on animals, which may be due to its ability to inhibit amino transferase activity, which leads to systemic diseases. It has also been shown that 5-Methoxymethyl-2'-deoxyuridine can be used as a marker for autoimmune diseases.

Formula: C₁₁H₁₆N₂O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 272.25 g/mol

Ref: 3D-NM34075

5-Methoxymethyl-2'-deoxyuridine

Controlled Product

CAS: 5116-22-3

Applications 5-Methoxymethyl-2'-deoxyuridine can be used in biological study of synthesis and in vitro antimycobacterial activity of substituted pyrimidine nucleosides.
References Johar, M., et al.: Bioorg Med Chem, 13, 6663 (2005)

Formula: C₁₁H₁₆N₂O₆

Color and Shape: Neat

Molecular weight: 272.25

Ref: TR-M263610