37805-86-0

Basic information

• Product Name: 2',3',5'-Tri-O-benzoyl-5-Methoxyuridine
• Synonyms: 2',3',5'-Tri-O-benzoyl-5-Methoxyuridine;5-Methoxy-1-(2,3,5-tri-O-benzoyl-beta-D-ribofuranosyl)uracil;5-Methoxyuridine 2',3',5'-tribenzoate
• CAS NO: 37805-86-0
• Molecular Formula: C₃₁H₂₆N₂O₁₀
• Molecular Weight: 586.54554
• Mol File: 37805-86-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.44±0.1 g/cm3(Predicted)
• PKA: 8?+-.0.10(Predicted)
• CAS DataBase Reference: 2',3',5'-Tri-O-benzoyl-5-Methoxyuridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3',5'-Tri-O-benzoyl-5-Methoxyuridine(37805-86-0)
• EPA Substance Registry System: 2',3',5'-Tri-O-benzoyl-5-Methoxyuridine(37805-86-0)

Safety Data

• Hazardous Substances Data: 37805-86-0(Hazardous Substances Data)

Usage

General Description

2',3',5'-Tri-O-benzoyl-5-Methoxyuridine is a chemical compound made up of three benzoyl groups and one methoxyuridine molecule. It is a derivative of uridine, a nucleoside found in RNA, and the addition of benzoyl groups increases its lipophilicity and stability. 2',3',5'-Tri-O-benzoyl-5-Methoxyuridine has potential applications in medicinal chemistry, particularly in the development of antiviral and anticancer drugs. It is also a useful tool in nucleic acid research, as it can be used in the synthesis of modified RNA sequences for various studies and applications. Its chemical properties and potential pharmacological uses make 2',3',5'-Tri-O-benzoyl-5-Methoxyuridine an important compound in the field of biochemistry and pharmaceutical research.

Upstream product

• 6623-81-0 5-methoxyuracil 
• 22224-38-0 1,2,3,5-tetra-O-benzoyl-β-D-ribofuranose 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 37805-85-9 5-methoxy-2,4-bis-trimethylsilanyloxy-pyrimidine 
• 14215-97-5 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose 

Downstream Products

• 1613530-29-2 C₃₃H₂₇N₅O₉ 
• 1613530-30-5 C₃₁H₂₇N₃O₉ 
• 35542-01-9 5-methoxycarbonylmethyl-2'-O-methyl-uridine 

Relevant articles and documents

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.

ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF

The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.

Nucleoside Syntheses, XXV. A New Simplified Nucleoside Synthesis

The several steps of the Friedel-Crafts catalyzed silyl-Hilbert-Johnson nucleoside synthesis - silylation of the heterocyclic base, silylation of the perfluorosulfonic acids or its salts (if SnCl4 is not used as catalyst) and finally the nucleoside synthesis itself - can be combined to a simple one-step/one-pot reaction which generally affords nucleosides in high yields.