2560-60-3

Basic information

• Product Name: Uridine, 5-fluoro-, 2',3',5'-tribenzoate
• CAS NO: 2560-60-3
• Molecular Formula: C30H23FN2O9
• Molecular Weight: 574.519
• Mol File: 2560-60-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Uridine, 5-fluoro-, 2',3',5'-tribenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 5-fluoro-, 2',3',5'-tribenzoate(2560-60-3)
• EPA Substance Registry System: Uridine, 5-fluoro-, 2',3',5'-tribenzoate(2560-60-3)

Safety Data

• Hazardous Substances Data: 2560-60-3(Hazardous Substances Data)

Usage

General Description

Uridine, 5-fluoro-, 2',3',5'-tribenzoate is a chemical compound that consists of a uridine molecule with a 5-fluoro group and three benzoate groups attached to the 2', 3', and 5' positions. It is a modified form of uridine that can be used in biochemical and pharmaceutical research. Uridine, 5-fluoro-, 2',3',5'-tribenzoate may have potential applications in drug development, as well as in the study of nucleotide metabolism and signaling pathways. It is important to handle and use this chemical with caution, following proper safety protocols and guidelines.

Upstream product

• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 17242-85-2 5-fluoro-2,4-bis(trimethylsilyloxy)pyrimidine 
• 114762-36-6 2,3,5-tri-O-benzoyl-D-ribofuranosyl fluoride 

Downstream Products

• 316-46-1 5-fluorouridine 
• 132842-55-8 4-ethoxy-5-fluoro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyrimidinone 
• 137653-67-9 2',3',5'-tri-O-benzoyl-3-benzyl-5-fluorouridine 
• 137653-66-8 2',3',5'-tri-O-benzoyl-3-ethyl-5-fluorouridine 
• 137653-65-7 2',3',5'-tri-O-benzoyl-N⁽³⁾-methyl-5-fluorouridine 
• 137653-81-7 (1S,6S)-4-benzyl-6-fluoro-7,7,8,8-tetramethyl-2-(β-D-ribofuranosyl)-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione 
• 137653-81-7 (1R,6R)-4-benzyl-6-fluoro-7,7,8,8-tetramethyl-2-(β-D-ribofuranosyl)-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione 
• 137653-74-8 4-benzyl-6-fluoro-7,7,8,8-tetramethyl-2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione 
• 137653-73-7 4-ethyl-6-fluoro-7,7,8,8-tetramethyl-2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione 
• 137653-72-6 6-fluoro-4,7,7,8,8-pentamethyl-2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione 
• 53294-73-8 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-fluorocytosine 
• 2341-22-2 5-fluorocytidine 

Relevant articles and documents

Ortho-(1-phenylvinyl)benzoate glycosylation donor, and preparation method and application thereof

The invention discloses an ortho-(1-phenylvinyl)benzoate glycosylation donor, and a preparation method and an application thereof in a glycosylation reaction. The ortho-(1-phenylvinyl)benzoate glycosylation donor is stable, is easy to prepare and store, and is widely applied to the construction of various oxygen glucosides and nucleoside (nitrogen glucoside) glycosidic bonds. The leaving group ofthe donor is an alkenyl ester, has a high activity, and can be combined with thioglycoside or n-pentenyl ether glucoside through a one-pot glycosylation reaction to synthesize oligosaccharide. The glycosylation reaction conditions are mild, and receptors sensitive to acid and electrophilic reagents can tolerate the glycosylation reaction conditions.

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.

Synthesis of modified pyrimidine nucleosides via Vorbrüggen-type N-glycosylation catalyzed by 2-methyl-5-phenylbenzoxazolium perchlorate

Several acidic azolium salts prepared from oxazole, thiazole, and imidazole derivatives were investigated as catalysts in N-glycosylation reaction using a silylated modified pyrimidine and an acylated ribose or glucose to afford the corresponding pyrimidine nucleoside. Among the salts, 2-methyl-5- phenylbenzoxazolium perchlorate showed the highest catalytic activity. This salt is a nonhygroscopic crystalline compound that shows higher activity than the frequently used trimethylsilyl triflate. Reactions with this salt can be conducted in gram scales.