CAS 147058-39-7

2',3'-dideoxy-beta-5-fluorocytidine

Description:

2',3'-Dideoxy-beta-5-fluorocytidine, with the CAS number 147058-39-7, is a synthetic nucleoside analog of cytidine. It features a fluorine atom at the 5-position of the pyrimidine ring and lacks hydroxyl groups at the 2' and 3' positions, which are typically present in natural nucleosides. This modification renders it a dideoxynucleoside, making it a potential inhibitor of nucleic acid synthesis. The presence of the fluorine atom enhances its stability and can influence its interaction with nucleic acid polymerases. This compound is of particular interest in medicinal chemistry and virology, as it has been studied for its antiviral properties, particularly against retroviruses. Its structural modifications allow it to interfere with viral replication processes, making it a candidate for therapeutic applications. Additionally, its pharmacokinetic properties, such as absorption, distribution, metabolism, and excretion, are crucial for determining its efficacy and safety in clinical settings. Overall, 2',3'-dideoxy-beta-5-fluorocytidine represents a significant area of research in the development of antiviral agents.

Formula: C₁₀H₁₄N₂O₄

InChI: InChI=1/C10H14N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h4,7-8,13H,2-3,5H2,1H3,(H,11,14,15)/t7-,8+/m1/s1

Synonyms:

• (2S-cis)-4-Amino-5-fluoro-1-(tetrahydro-5-(hydroxymethyl)-2-furanyl)-2(1H)-pyrimidinone
• 2',3'-Dideoxy-beta-L-5-fluorocytidine
• beta-Fddc
• 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-(tetrahydro-5-(hydroxymethyl)-2-furanyl)-, (2S-cis)-
• 4-amino-5-fluoro-1-[(2S,5R)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one
• 1-[(2S,5R)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
• 2',3'-Dideoxy-beta-5-fluorocytidine

2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2S,5R)-tetrahydro-5-(hydroxymethyl)-2-furanyl]-

CAS: 147058-39-7

Formula: C₉H₁₂FN₃O₃

Molecular weight: 229.2083

Ref: IN-DA001EL0

b-L-2',3'-Dideoxy-5-fluorocytidine

CAS: 147058-39-7

b-L-2',3'-Dideoxy-5-fluorocytidine is a pyrimidine nucleoside that inhibits the deoxycytidine kinase enzyme, which catalyzes conversion of deoxycytidine to cytidine. It has potent inhibition against human lymphocytes and liver cells, as well as virus replication. b-L-2',3'-Dideoxy-5-fluorocytidine has potent antitumor activity in vitro and in vivo, with an inhibitory effect on immunodeficiency and hepatitis. This drug also has a potent inhibitory effect on T-cell growth in cell culture. b-L-2',3'-Dideoxy-5-fluorocytidine is converted to 5'-deoxyfloxuridine by cellular enzymes and then to 5'-deoxyuridylate by the enzyme uridylate kinase. The latter compound inhibits DNA synthesis by inhibiting thymidyl

Formula: C₉H₁₂FN₃O₃

Purity: Min. 95%

Molecular weight: 229.21 g/mol

Ref: 3D-ND157001