80791-93-1

Basic information

• Product Name: 2''-DEOXY-2''-FLUORO-5-IODOCYTIDINE
• Synonyms: 2''-DEOXY-2''-FLUORO-5-IODOCYTIDINE;4-amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one;4-amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2-dihydropyrimidin-2-one;4-AMINO-1-((3R,4R,5R)-3-FLUORO-4-HYDROXY-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2-YL)-5-IODOPYRIMIDIN-2(1H)-ONE
• CAS NO: 80791-93-1
• Molecular Formula: C₉H₁₁FIN₃O₄
• Molecular Weight: 371.101
• Product Categories: Anti-HCV;Antivira
• Mol File: 80791-93-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2''-DEOXY-2''-FLUORO-5-IODOCYTIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2''-DEOXY-2''-FLUORO-5-IODOCYTIDINE(80791-93-1)
• EPA Substance Registry System: 2''-DEOXY-2''-FLUORO-5-IODOCYTIDINE(80791-93-1)

Safety Data

• Hazardous Substances Data: 80791-93-1(Hazardous Substances Data)

Usage

Uses

2''-Deoxy-2''-fluoro-5-iodocytidine can be used in preparation of cytidine-5-carboxamide modified nucleotide and their incorporation into DNA.

Upstream product

• 31698-14-3 cyclocitidine 
• 10212-20-1 2'-deoxy-2'-fluorocytidine 
• 83966-99-8 3',5'-di-O-acetyl-2'-deoxy-2'-fluoro-5-iodocytosine hydrochloride 

Downstream Products

• 1244969-68-3 C₃₀H₂₃FIN₃O₇ 
• 182495-82-5 O₅'-dimethoxytrityl-N₄-benzoyl-5-methyl-2'-deoxy-2'-(R)-fluorocytidine 
• 1188531-07-8 C₃₃H₃₀FN₃O₇ 
• 1244969-83-2 3-[5-0-(4,4'-dimethoxytrityl)-(2-fluoro-2-deoxy-β-D-erythro-pentofuranosyl)]pyrido[2,3-d]pyrimidine-2,7(8H)-dione 3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite 

Relevant articles and documents

Synthesis of (R)-Configured 2′-Fluorinated mC, hmC, fC, and caC Phosphoramidites and Oligonucleotides

Investigation of the function of the new epigenetic bases requires the development of stabilized analogues that are stable during base excision repair (BER). Here we report the synthesis of 2′-(R)-fluorinated versions of the phosphoramidites of 5-methylcy

NON-NATURAL RIBONUCLEOTIDES, AND METHODS OF USE THEREOF

One aspect of the present invention relates to modified nucleosides and oligonucleotides comprising such modified nucleosides. Another aspect of the invention relates to a method of inhibiting the expression of a gene in call, the method comprising (a) co

Synthesis and in vitro anti-HCV activity of β-D- and L-2′-deoxy-2′-fluororibonucleosides

Based on the discovery of β-D-2′-deoxy-2′-fluorocytidine as a potent anti-hepatitis C virus (HCV) agent, a series of β-D- and L-2′-deoxy-2′-fluororibonucleosides with modifications at 5 and/or 4 positions were synthesized and evaluated for their in vitro activity against HCV and bovine viral diarrhea virus (BVDV). The introduction of the 2′-fluoro group was achieved by either fluorination of 2,2′-anhydronucleosides with hydrogen fluoride-pyridine or potassium fluoride, or a fluorination of arabinonucleosides with DAST. Among the 27 analogues synthesized, only the 5-fluoro compounds, namely β-D-2′- deoxy-2′,5-difluorocytidine (5), had anti-HCV activity in the subgenomic HCV replicon cell line, and inhibitory activity against ribosomal RNA. As β-D-N4-hydroxycytidine (NHC) had previously shown potent anti-HCV activity, the two functionalities of the N4-hydroxyl and the 2′-fluoro were combined into one molecule, yielding β-D-2′- deoxy-2′-fluoro-N4-hydroxycytidine (12). However, this nucleoside showed neither anti-HCV activity nor toxicity. All the L-forms of the analogues were devoid of anti-HCV activity. None of the compounds showed anti-BVDV activity, suggesting that the BVDV system cannot reliably predict anti-HCV activity in vitro. Copyright Taylor & Francis, Inc.