56632-83-8

Usage

Uses

1-(2'-Deoxy-2'-fluoro-b-D-arabinofuranosyl)cytosine HCl is a useful research chemical.

InChI:InChI=1/C9H12FN3O4/c10-6-7(15)4(3-14)17-8(6)13-2-1-5(11)12-9(13)16/h1-2,4,6-8,14-15H,3H2,(H2,11,12,16)/t4-,6+,7-,8-/m1/s1

Upstream product

• 69123-90-6 fiacitabine 
• 97614-43-2 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose 
• 97614-44-3 2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide 
• 128495-99-8 1-(3,5-O-dibenzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine 

Downstream Products

• 4836-13-9 N₄-benzoyl-2'-deoxycytidine 
• 119555-47-4 1-(2,3-Dideoxy-2-fluoro-β-D-arabinofuranosyl)-cytosine 
• 128496-02-6 N-acetyl-2'-deoxy-2'-fluoro-3'-O--5'-O-tritylcytidine 
• 128115-06-0 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-<(imidazol-1-yl)thiocarbonyl>-β-D-arabinofuranosyl>-N⁴-benzoylcytosine 
• 128496-03-7 N-acetyl-2'3'-dideoxy-2'-fluoro-5'-O-tritylcytidine 
• 128115-07-1 1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl-N⁴-benzoylcytosine 
• 95740-17-3 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethylcytosine 
• 908241-76-9 N-{1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-4-ethynyl-3-fluoro-4-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 
• 908241-77-0 N-{1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-4-hydroxy-4-vinyl-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 
• 908241-70-3 N-{1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-4-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 
• 95740-12-8 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5(E)-<2-(ethoxycarbonyl)vinyl>cytosine 
• 95740-16-2 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-vinylcytosine 
• 128496-01-5 N-acetyl-2'-deoxy-2'-fluoro-5'-O-tritylcytidine 

Relevant academic research and scientific papers

2'-FLUORO-4'-SUBSTITUTED NUCLEOSIDES, THE PREPARATION AND USE

The present invention provides 2'-fluorine-4'-substituted-nucleoside analogues or their pro-drugs or 5'-phosphate esters (including the pro-drugs of the 5'-phosphate esters), preparation methods and uses thereof. The compounds have the general formula as follows: wherein: R = CH3, CH, N3, C≡CH; R' = H, F; X = F, OH, NH2; Y = H, CH3, F, OH, NH2 The compounds are used in the synthesis of drugs for the treatment of virus infection, especially for the treatment of HBV, HCV or HIV infection.

Synthesis of some 2′-fluoro-2′-deoxy-3′-C-ethynyl and 3′-C-vinyl-β-D-lyxofuranosyl nucleosides

1-(2-Fluoro-2-deoxy-β-D-arabinofuranosyl)uracil (5) and 1-(2-fluoro-2-deoxy-β-D-arabinofuranosyl)cytosine (6) were synthesized as reported earlier. Both of these compounds were converted into 2′-fluoro-2′-deoxy-3′-C-ethynyl and 3′-C-vinyl-β-D- lyxofuranosyl nucleosides (16-19) by a multistep sequence. All these new nucleosides were evaluated against seven human tumor cell lines in vitro. Copyright Taylor & Francis, Inc.

Synthesis and anti-HIV-1 activity of 2'-'up'-fluoro analogues of active anti-AIDS nucleosides 3'-azido-3'-deoxythymidine (AZT) and 2',3'-dideoxycytidine (DDC)

1-(3-Azido-2,3-dideoxy-2-fluoro-β-D-arabinofuranosyl)thymine (6, F-AZT) and 1-(2,3-dideoxy-2-fluoro-β-D-threopentofuranosyl)cytosine (12, F-DDC) were synthesized from the potent antiherpes virus nucleosides 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine

Synthesis and antiviral activity of monofluoro and difluoro analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1)

A range of 2'-fluoro and 2',3'-difluoro analogues of pyrimidine deoxyribonucleosides have been synthesized and evaluaed against human immunodeficiency virus (HIV-1) in a human lymphoblastoid cell line. Among these compounds, 1-(2,3-dideoxy-2-fluoro-β-D-threopentofuranosyl)cytosine (12), 2',3'-didehydro-2',3'-dideoxy-2'-fluorocytidine (35), 1-(2,3-dideoxy-2,3-difluoro-β-D-arabinofuranosyl)cytosine (41), and 3'-deoxy-2',3'-didehydro-2'-fluorothymidine (45) were found to have significant antiviral activity, with IC50 values of 0.65, 10, 10, and 100 μM, respectively. The structure-activity relationships are discussed.