Description

(E)-5-(2-carboxyvinyl)-2′-deoxyuridine (CAS No. 74131-06-9) is a modified nucleoside derivative with the molecular formula C₁₂H₁₄N₂O₇. This compound features a (E)-2-carboxyvinyl group attached to the 5-position of the 2′-deoxyuridine scaffold, making it a valuable intermediate for biochemical and pharmaceutical research. Its IUPAC name is (E)-3-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]prop-2-enoic acid, highlighting its stereochemistry and functional groups. With high purity and stability, this product is ideal for nucleoside analog synthesis, antiviral studies, and DNA/RNA research. Each batch undergoes rigorous QC testing via HPLC and NMR to ensure consistency and reliability for scientific applications.

Properties

• CAS Number: 74131-06-9
• Complexity: 528
• IUPAC Name: (E)-3-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2,4-dioxo-pyrimidin-5-yl]prop-2-enoic acid
• InChI: InChI=1S/C12H14N2O7/c15-5-8-7(16)3-9(21-8)14-4-6(1-2-10(17)18)11(19)13-12(14)20/h1-2,4,7-9,15-16H,3,5H2,(H,17,18)(H,13,19,20)/b2-1+/t7-,8+,9+/m0/s1
• InChI Key: YWQZUENVQOQEHJ-PIXDULNESA-N
• Exact Mass: 298.08010079
• Molecular Formula: C12H14N2O7
• Molecular Weight: 298.25
• SMILES: C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)/C=C/C(=O)O)CO)O
• Topological: 136
• Monoisotopic Mass: 298.08010079
• Synonyms: 74131-06-9, (E)-5-(2-carboxyvinyl)-2′-deoxyuridine, E-5-(2-Carboxyvinyl)-2′-deoxyuridine, (E)-3-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylic acid, (E)-3-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]prop-2-enoic acid, (E)-5-(2-Carboxyvinyl)-2-deoxyuridine, SCHEMBL887786, YWQZUENVQOQEHJ-PIXDULNESA-N, (2E)-3-{1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl}prop-2-enoic acid, AKOS015856199, NC08239, (E)-5-(2-Carboxyvinyl)-2′-deoxy-D-uridine, (E)-3-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylicacid

Application

(E)-5-(2-carboxyvinyl)-2′-deoxyuridine is primarily used in biochemical research as a precursor for modified nucleosides with potential antiviral or anticancer properties. It serves as a key intermediate in the synthesis of nucleoside analogs targeting viral polymerases. Researchers also employ this compound in studies exploring DNA/RNA modifications and enzyme inhibition mechanisms.

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