CAS 122757-53-3

2',3'-dideoxy-2',3'-didehydro-2'-fluorocytidine

Description:

2',3'-Dideoxy-2',3'-didehydro-2'-fluorocytidine, commonly referred to as a nucleoside analog, is characterized by its structural modifications that enhance its antiviral properties. This compound features a fluorine atom at the 2' position and lacks both the 2' and 3' hydroxyl groups, which are typically present in natural nucleosides. These modifications contribute to its ability to inhibit viral replication, making it a candidate for antiviral therapies, particularly against certain retroviruses. The absence of hydroxyl groups prevents the formation of phosphodiester bonds, thereby terminating the elongation of the viral RNA or DNA during replication. Additionally, the didehydro modification further enhances its stability and resistance to nucleases, which are enzymes that degrade nucleic acids. The compound's unique structure allows it to mimic natural nucleosides while providing a mechanism to disrupt viral processes, making it a valuable tool in medicinal chemistry and virology research. Its CAS number, 122757-53-3, is used for identification in chemical databases and regulatory contexts.

Formula: C₉H₁₀FN₃O₃

InChI: InChI=1/C9H10FN3O3/c10-6-3-5(4-14)16-8(6)13-2-1-7(11)12-9(13)15/h1-3,5,8,14H,4H2,(H2,11,12,15)/t5-,8+/m0/s1

Synonyms:

• 2,3-Ddfc
• Cytidine, 2',3'-didehydro-2',3'-dideoxy-2'-fluoro-
• 4-amino-1-[(2R,5S)-3-fluoro-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidin-2(1H)-one
• 2',3'-Dideoxy-2',3'-didehydro-2'-fluorocytidine

Cytidine, 2',3'-didehydro-2',3'-dideoxy-2'-fluoro-

CAS: 122757-53-3

Formula: C₉H₁₀FN₃O₃

Molecular weight: 227.1924

Ref: IN-DA000JBK

2',3'-Dideoxy-2',3'-didehydro-2'-fluorocytidine

CAS: 122757-53-3

2',3'-Dideoxy-2',3'-didehydro-2'-fluorocytidine (ddC) is a nucleoside with antiviral activity. The mechanism of action is not well understood, but ddC has been shown to inhibit the proliferation of human immunodeficiency virus (HIV). It is also active against isolates of herpes simplex virus and vesicular stomatitis virus. The elimination half-life of ddC in humans is about 8 hours. In humans, this drug is eliminated by methylation and glucuronidation reactions. The pharmacokinetics of ddC have been studied in animals, including rats and rabbits, with preliminary indications that the elimination half-life may be longer than in humans.

Formula: C₉H₁₀FN₃O₃

Purity: Min. 95%

Molecular weight: 227.19 g/mol

Ref: 3D-ND90458