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CAS 20299-15-4

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5-(Methoxycarbonylmethyl)-2-thiouridine

Description:
5-(Methoxycarbonylmethyl)-2-thiouridine is a modified nucleoside that features a thiouridine base, which is a sulfur-containing analog of uridine. This compound is characterized by the presence of a methoxycarbonylmethyl group at the 5-position of the ribose sugar, which enhances its solubility and stability. The thiol group in the uridine structure contributes to its unique chemical reactivity and potential biological activity, making it of interest in various biochemical applications, including studies of nucleic acid interactions and modifications. The presence of the methoxycarbonylmethyl group may also influence its binding affinity to nucleic acid targets and its overall pharmacokinetic properties. As a nucleoside analog, it may exhibit potential therapeutic properties, particularly in antiviral or anticancer research. Its synthesis and characterization are important for understanding its role in nucleic acid chemistry and potential applications in medicinal chemistry.
Formula:C12H16N2O7S
InChI:InChI=1S/C12H16N2O7S/c1-20-7(16)2-5-3-14(12(22)13-10(5)19)11-9(18)8(17)6(4-15)21-11/h3,6,8-9,11,15,17-18H,2,4H2,1H3,(H,13,19,22)/t6-,8-,9-,11-/m1/s1
InChI key:InChIKey=HLZXTFWTDIBXDF-PNHWDRBUSA-N
SMILES:O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=S)NC(=O)C(CC(OC)=O)=C2
Synonyms:
  • 5-(Methoxycarbonylmethyl)-2-thiouridine
  • 2-Thio-5-carboxymethyluridine methyl ester
  • 2-Thio-5-uridineacetic acid methyl ester
  • 5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-4-oxo-1-β-D-ribofuranosyl-2-thioxo-, methyl ester
  • 2-thio-5-<(methylcarboxy)methyl>uridine
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