69123-90-6

Usage

Uses

4-Amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one is used as an antiviral compound for inhibiting the DNA replication of herpes simplex virus (HSV). Its unique molecular structure allows it to selectively target and interfere with the viral replication process, making it a potential therapeutic agent for treating HSV infections.
Used in Pharmaceutical Industry:
4-Amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one is used as a pharmaceutical candidate for the development of new antiviral drugs. Its specific molecular features and antiviral activity make it a promising compound for further research and development in the fight against herpes simplex virus and potentially other viral infections.

InChI:InChI=1/C9H11FIN3O4/c10-5-6(16)4(2-15)18-8(5)14-1-3(11)7(12)13-9(14)17/h1,4-6,8,15-16H,2H2,(H2,12,13,17)

Upstream product

• 22224-41-5 1,3,5-tri-O-benzoyl-α-D-ribofuranoside 
• 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 
• 1382358-19-1 1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-5-iodocytosine 
• 84025-00-3 1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranose 
• 56632-81-6 1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide 
• 83967-00-4 1-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodocytosine 

Downstream Products

• 128115-02-6 1-(2-deoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)-5-iodocytosine 
• 105281-00-3 Toluene-4-sulfonic acid (2R,3R,4S,5R)-5-(4-amino-5-iodo-2-oxo-2H-pyrimidin-1-yl)-4-fluoro-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 
• 95740-12-8 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5(E)-<2-(ethoxycarbonyl)vinyl>cytosine 
• 56632-83-8 1-(2-fluoro-2-deoxy-β-D-arabinofuranosyl)cytosine 
• 105281-07-0 1-(2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl)cytosine 
• 105309-31-7 1-(2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodocytosine 
• 105281-20-7 1-(2,5-dideoxy-2-fluoro-5-thio-β-D-arabinofuranosyl)-5-iodoacetate 
• 105281-15-0 1-(3-O-acetyl-2-deoxy-2-fluoro-5-O-tosyl-β-D-arabinofuranosyl)-5-iodocytosine 
• 105281-13-8 1-(5-amino-2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodocytosine 
• 85714-55-2 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethynylcytosine 
• 128115-07-1 1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl-N⁴-benzoylcytosine 
• 121353-94-4 1-(5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N⁴-benzoylcytosine 
• 128115-04-8 1-(2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)cytosine 
• 128115-05-9 4-Amino-1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one 

Relevant academic research and scientific papers

Synthesis of DNA oligos containing 2′-deoxy-2′-fluoro-d- arabinofuranosyl-5-carboxylcytosine as hTDG inhibitor

As an important step of the active demethylation of 5-methylcytosine (5mC), human thymine DNA glycosylase (hTDG) efficiently excises 5-carboxylcytosine (5caC) from double-stranded DNA (dsDNA). Here, we present synthesis of DNA oligos containing a 2′-deoxy-2′-fluoro-d-arabinofuranosyl-5- carboxylcytidine (F-5caC) modification that act as hTDG inhibitors. The glycosylase activity assay showed that F-5caC oligos were resistant to excision by the hTDG catalytic domain (hTDGcat, residues 111-308) and they could inhibit the excision of DNA oligos containing 5caC. The electrophoretic mobility shift assay confirmed that DNA oligos containing F-5caC could bind well with unmodified hTDGcat to form a stable complex, which makes it possible to obtain the crystal structure of the complex to reveal details on how hTDGcat recognizes the DNA substrate.

Nucleoside analogue phosphates for topical use

Compositions for topical use in herpes virus infections comprising anti-herpes nucleoside analogue phosphate esters, such as acyclovir monophosphate, acyclovir diphosphate, and acyclovir triphosphate which show increased activity against native strains of herpes virus as well as against resistant strains, particularly thymidine kinase negative strains of virus. Also disclosed are methods for treatment of herpes infections with nucleoside phosphates. Anti-herpes nucleoside analogues phosphate esters include the phosphoramidates and phosphothiorates, as well as polyphosphates comprising C and S bridging atoms.

Nucleosides. 123. Synthesis of Antiviral Nucleosides: 5-Substituted 1-(2-Deoxy-2-halogeno-β-D-arabinofuranosyl)cytosines and -uracils. Some Structure-Activity Relationships

The syntheses of several 2'-halogeno-5-substituted-arabinofuranosylcytosines and -uracils are described, and relationships of structure to anti herpes virus activity in vitro were examined.Those arabinonucleosides containing the 2'-fluoro function exhibit

5-Substituted 1-(2'-Deoxy-2'-substituted-β-D-arabinofuranosyl)pyrimidine nucleosides

Pyrimidine nucleosides exhibiting anti-viral and anti-tumor effects have the formula STR1 wherein A is OR3, SR3, NR3 R4 or NHacyl wherein R3 and R4 are the same or different and are hydroge