82276-89-9

Basic information

• Product Name: 5-fluoro-2',3'-O-isopropylidene-5'-O-(p-toluenesulfonyl)uridine
• Synonyms: 5-fluoro-2',3'-O-isopropylidene-5'-O-(p-toluenesulfonyl)uridine
• CAS NO: 82276-89-9
• Molecular Weight: 456.449
• Mol File: 82276-89-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-fluoro-2',3'-O-isopropylidene-5'-O-(p-toluenesulfonyl)uridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-fluoro-2',3'-O-isopropylidene-5'-O-(p-toluenesulfonyl)uridine(82276-89-9)
• EPA Substance Registry System: 5-fluoro-2',3'-O-isopropylidene-5'-O-(p-toluenesulfonyl)uridine(82276-89-9)

Safety Data

• Hazardous Substances Data: 82276-89-9(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 2797-17-3 2',3'-O-isopropylidene-5-fluorouridine 
• 316-46-1 5-fluorouridine 

Downstream Products

• 61787-10-8 5'-deoxy-5-fluoro-5'-iodo-2',3'-O-isopropylideneuridine 
• 82207-41-8 5'-O-tosyl-5-fluorouridine 

Relevant articles and documents

Synthesis and biological activity of 5'-substituted 5-fluoropyrimidine nucleosides

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Synthesis and structure-activity relationship of uracil nucleotide derivatives towards the identification of human P2Y6 receptor antagonists

P2Y6 receptor (P2Y6-R) is involved in various physiological and pathophysiological events. With a view to set rules for the design of UDP-based reversible P2Y6-R antagonists as potential drugs, we established structure-activity relationship of UDP analogues, bearing modifications at the uracil ring, ribose moiety, and the phosphate chain. For instance, C5-phenyl- or 3-NMe-uridine-5′-α,β-methylene-diphosphonate, 16 and 23, or lack of 2′-OH, in 12-15, resulted in loss of both agonist and antagonist activity toward hP2Y6-R. However, uridylyl phosphosulfate, 19, selectively inhibited hP2Y6-R (IC50 112 μM) versus P2Y2/4-Rs. In summary, we have established a comprehensive SAR for hP2Y6-R ligands towards the development of hP2Y6-R antagonists.