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CAS 84472-90-2

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3′-Amino-2′,3′-dideoxycytidine

Description:
3′-Amino-2′,3′-dideoxycytidine, commonly referred to as 3′-amino-ddC, is a synthetic nucleoside analog of cytidine. It is characterized by the presence of an amino group at the 3′ position and lacks the 2′ and 3′ hydroxyl groups, which are essential for the formation of phosphodiester bonds in nucleic acids. This structural modification imparts unique properties, making it a potential antiviral and anticancer agent. The compound exhibits activity against certain viruses, including HIV, by inhibiting reverse transcriptase, an enzyme critical for viral replication. Additionally, its lack of hydroxyl groups makes it resistant to degradation by nucleases, enhancing its stability in biological systems. 3′-Amino-ddC is typically administered in a phosphorylated form to facilitate cellular uptake and activation. Its pharmacological profile includes considerations of toxicity and efficacy, which are crucial for therapeutic applications. Overall, 3′-Amino-2′,3′-dideoxycytidine represents an important compound in the field of medicinal chemistry and antiviral drug development.
Formula:C9H14N4O3
InChI:InChI=1/C9H14N4O3/c10-5-3-8(16-6(5)4-14)13-2-1-7(11)12-9(13)15/h1-2,5-6,8,14H,3-4,10H2,(H2,11,12,15)
InChI key:InChIKey=LDQAHTVPOZCQNH-SHYZEUOFSA-N
SMILES:O=C1N([C@@H]2O[C@H](CO)[C@@H](N)C2)C=CC(N)=N1
Synonyms:
  • 2(1H)-pyrimidinone, 4-amino-1-(3-amino-2,3-dideoxypentofuranosyl)-
  • 3′-Amino-2′,3′-dideoxycytidine
  • 4-amino-1-(3-amino-2,3-dideoxypentofuranosyl)pyrimidin-2(1H)-one
  • Cytidine, 3′-amino-2′,3′-dideoxy-
  • NSC 365107
  • Cytidine, 3'-amino-2',3'-dideoxy-
  • 4-Amino-1-((2R,4S,5S)-4-amino-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
  • 3'-amino-2',3'-dideoxycytidine
  • 3'-NH?-ddC
  • 4-Amino-1-[4-amino-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
  • 3'-NH2-ddC
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