Description

5-Chlorouridine (CAS: 2880-89-9) is a modified nucleoside analog with the molecular formula C₉H₁₁ClN₂O₆. This high-purity biochemical is widely used in molecular biology, pharmaceutical research, and chemical synthesis. It serves as a key intermediate in the development of antiviral and anticancer agents due to its ability to mimic natural nucleosides and disrupt nucleic acid metabolism. The compound is rigorously tested for purity and stability, ensuring optimal performance in research applications. Suitable for laboratory use only, this product is provided with comprehensive analytical data (HPLC, NMR, MS) to guarantee quality and reproducibility.

Properties

• CAS Number: 2880-89-9
• Complexity: 414
• IUPAC Name: 5-chloro-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
• InChI: InChI=1S/C9H11ClN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
• InChI Key: LDCUBKKZHSYQTJ-UAKXSSHOSA-N
• Exact Mass: 278.0305638
• Molecular Formula: C9H11ClN2O6
• Molecular Weight: 278.64
• SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)Cl
• Topological: 119
• Monoisotopic Mass: 278.0305638
• Synonyms: 5-Chlorouridine, 2880-89-9, NSC 146433, Uridine, 5-chloro-(8CI), Uridine, 5-chloro-(8CI)(9CI), Uridine, 5-chloro-, 5-Chloro-D-uridine, SCHEMBL1982435, SCHEMBL8988796, CHEMBL2206659, LDCUBKKZHSYQTJ-UAKXSSHOSA-N, 5-chloro-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione, 5-chloro-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione, AKOS015895706, NC02866, DB-029134, C15498, 5-chloro-1-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

5-Chlorouridine is primarily used in biochemical research as a precursor for synthesizing modified nucleotides and oligonucleotides. It finds applications in studying RNA metabolism, viral replication inhibition, and nucleoside-based drug development. Researchers also employ it as a tool compound to investigate enzyme mechanisms involving uridine kinases and phosphorylases. Its chlorinated structure makes it valuable for probing nucleic acid interactions and designing therapeutic agents.

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