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CAS 26599-17-7

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4'-Thio-beta-D-arabinofuranosylcytosine

Description:
4'-Thio-beta-D-arabinofuranosylcytosine, commonly referred to as T-araC, is a nucleoside analog that exhibits significant antiviral and anticancer properties. It is characterized by the presence of a sulfur atom at the 4' position of the arabinofuranosyl sugar moiety, which differentiates it from its parent compound, cytarabine. This modification enhances its stability and bioactivity. T-araC is primarily used in research settings and has shown potential in treating various viral infections and certain types of cancer, particularly hematological malignancies. The compound is typically administered intravenously and is known to interfere with DNA synthesis by incorporating into the growing DNA strand, leading to chain termination. Its mechanism of action involves inhibition of DNA polymerase, which is crucial for DNA replication. Additionally, T-araC's pharmacokinetics and toxicity profile are subjects of ongoing research, as understanding these aspects is vital for optimizing its therapeutic applications. Overall, 4'-Thio-beta-D-arabinofuranosylcytosine represents a significant advancement in the development of nucleoside-based therapeutics.
Formula:C9H13N3O4S
InChI:InChI=1/C9H13N3O4S/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
Synonyms:
  • 4-amino-1-(4-thio-beta-D-arabinofuranosyl)pyrimidin-2(1H)-one
  • GS-7836
  • 4-Amino-1-(4-thio-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone
  • 1-(4-Thio-beta-D-arabinofuranosyl)cytosine
  • OSI-7836
  • 4'-Thio-ara-C
  • Thiarabine
  • 4-Amino-1-(4-thio-β-D-arabinofuranosyl)-2(1H)-pyrimidinone
  • 2(1H)-Pyrimidinone, 4-amino-1-(4-thio-β-D-arabinofuranosyl)-
  • 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)thiolan-2-yl]pyrimidin-2-one
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