CAS 84472-90-2

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

4-Amino-1-((2R,4S,5S)-4-amino-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

CAS: 84472-90-2

4-Amino-1-((2R,4S,5S)-4-amino-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

Purity: 97%

Molecular weight: 226.24g/mol

Ref: 54-OR1069177

3''-Amino-2'',3''-dideoxycytidine

CAS: 84472-90-2

Formula: C₉H₁₄N₄O₃

Molecular weight: 226.23

Ref: 7W-GN7861

3'-Amino-2',3'-dideoxycytidine

CAS: 84472-90-2

3'-Amino-2',3'-dideoxycytidine's lack of a 3'-hydroxyl group makes it a chain terminator for DNA polymerase, a key application in Sanger sequencing. Additionally, the 3'-amino group serves as a functional handle for modifying the 3' end of oligonucleotides with various labels or conjugates, expanding their utility in research and diagnostics.

Formula: C₉H₁₄N₄O₃

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 226.23 g/mol

Ref: 3D-NA05183

3'-Amino-2',3'-dideoxycytidine

Controlled Product

CAS: 84472-90-2

Formula: C₉H₁₄N₄O₃

Color and Shape: White To Off-White

Molecular weight: 226.23

Ref: TR-A605228