1613590-82-1

Basic information

• Product Name: (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-fluoro-2-(iodomethyl)-4-methyltetrahydrofuran-3,4-diyl dibenzoate
• Synonyms: (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-fluoro-2-(iodomethyl)-4-methyltetrahydrofuran-3,4-diyl dibenzoate
• CAS NO: 1613590-82-1
• Molecular Weight: 594.335
• Mol File: 1613590-82-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-fluoro-2-(iodomethyl)-4-methyltetrahydrofuran-3,4-diyl dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-fluoro-2-(iodomethyl)-4-methyltetrahydrofuran-3,4-diyl dibenzoate(1613590-82-1)
• EPA Substance Registry System: (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-fluoro-2-(iodomethyl)-4-methyltetrahydrofuran-3,4-diyl dibenzoate(1613590-82-1)

Safety Data

• Hazardous Substances Data: 1613590-82-1(Hazardous Substances Data)

Upstream product

• 1206126-39-7 1-((2R,3R,4R,5S)-3,4-dihydroxy-5-(iodomethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 31448-54-1 2'-C-methyluridine 
• 1206126-41-1 1-((2R,3R,4S)-3,4-dihydroxy-3-methyl-5-methylenetetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 1613590-81-0 1-((2R,3R,4S,5R)-5-fluoro-3,4-dihydroxy-5-(iodomethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1613590-83-2 (2S,3S,4R,5R)-2-((benzoyloxy)methyl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-fluoro-4-methyltetrahydrofuran-3,4-diyl dibenzoate 

Relevant articles and documents

Structure-activity relationship of uridine-based nucleoside phosphoramidate prodrugs for inhibition of dengue virus RNA-dependent RNA polymerase

To identify a potent and selective nucleoside inhibitor of dengue virus RNA-dependent RNA polymerase, a series of 2′- and/or 4′-ribose sugar modified uridine nucleoside phosphoramidate prodrugs and their corresponding triphosphates were synthesized and evaluated. Replacement of 2′-OH with 2′-F led to be a poor substrate for both dengue virus and human mitochondrial RNA polymerases. Instead of 2′-fluorination, the introduction of fluorine at the ribose 4′-position was found not to affect the inhibition of the dengue virus polymerase with a reduction in uptake by mitochondrial RNA polymerase. 2′-C-ethynyl-4′-F-uridine phosphoramidate prodrug displayed potent anti-dengue virus activity in the primary human peripheral blood mononuclear cell-based assay with no significant cytotoxicity in human hepatocellular liver carcinoma cell lines and no mitochondrial toxicity in the cell-based assay using human prostate cancer cell lines.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

Disclosed herein are nucleosides, nucleotides and nucleotide analogs, methods of synthesizing the same and methods of treating diseases and/or conditions such as a Coronaviridae virus, a Togaviridae virus, a Hepeviridae virus and/or a Bunyaviridae virus infection with one or more nucleosides, nucleotides and nucleotide analogs.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

Disclosed herein are nucleotide analogs, methods of synthesizing nucleotide analogs and methods of treating diseases and/or conditions such as a HCV infection with one or more nucleotide analogs.