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CAS 4753-04-2

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2'-chloro-2'-deoxyuridine

Description:
2'-Chloro-2'-deoxyuridine (CDU) is a nucleoside analog of deoxyuridine, characterized by the substitution of a chlorine atom at the 2' position of the sugar moiety. This modification alters its biological properties, making it of interest in antiviral and anticancer research. CDU is typically a white to off-white crystalline powder, soluble in water and various organic solvents, which facilitates its use in pharmaceutical formulations. The compound exhibits antiviral activity, particularly against certain strains of viruses, by interfering with viral replication processes. Additionally, it has potential applications in cancer therapy due to its ability to inhibit DNA synthesis in rapidly dividing cells. The mechanism of action involves incorporation into DNA, leading to chain termination during replication. CDU's pharmacokinetics, including absorption, distribution, metabolism, and excretion, are crucial for its therapeutic efficacy and safety profile. As with many nucleoside analogs, careful consideration of dosage and potential side effects is essential in clinical applications. Overall, 2'-chloro-2'-deoxyuridine represents a significant compound in the field of medicinal chemistry.
Formula:C9H11ClN2O5
InChI:InChI=1/C9H11ClN2O5/c10-6-7(15)4(3-13)17-8(6)12-2-1-5(14)11-9(12)16/h1-2,4,6-8,13,15H,3H2,(H,11,14,16)/t4-,6-,7-,8-/m1/s1
SMILES:c1cn([C@H]2[C@@H]([C@@H]([C@@H](CO)O2)O)Cl)c(=O)nc1O
Synonyms:
  • Uridine, 2'-Chloro-2'-Deoxy-
  • 1-(2-chloro-2-deoxypentofuranosyl)pyrimidine-2,4(1H,3H)-dione
  • 2'-Deoxy-2'-Chlorouridine
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