82857-69-0

Basic information

• Product Name: 5-benzylacyclouridine
• Synonyms: 5-benzylacyclouridine;5-Benzyl-1-(2-hydroxyethoxymethyl)uracil
• CAS NO: 82857-69-0
• Molecular Formula: C₁₄H₁₆N₂O₄
• Molecular Weight: 276.2878
• Mol File: 82857-69-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.29g/cm³
• Refractive Index: 1.583
• CAS DataBase Reference: 5-benzylacyclouridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzylacyclouridine(82857-69-0)
• EPA Substance Registry System: 5-benzylacyclouridine(82857-69-0)

Safety Data

• Hazardous Substances Data: 82857-69-0(Hazardous Substances Data)

Usage

Definition

ChEBI: A pyrimidone that is uracil which is substituted by a 2-hydroxyethoxymethyl group at position 1 and a benzyl group at position 5.

InChI:InChI=1/C14H16N2O4/c17-6-7-20-10-16-9-12(13(18)15-14(16)19)8-11-4-2-1-3-5-11/h1-5,9,17H,6-8,10H2,(H,15,18,19)

Upstream product

• 118380-80-6 5-benzyl-1-(2-acetoxyethoxymethyl)uracil 
• 18493-83-9 5-benzyluracil 
• 25912-36-1 5-benzyl-2-tioxo-2,3-dihydro-pyrimidine-4(1H)-one 
• 2021-28-5 ethyl dihydrocinnamate 
• 96328-46-0 5-benzyl-2,4-bis(trimethylsilyloxy)pyrimidine 

Downstream Products

• 110522-15-1 5-benzyl-1-<(2-(3-carboxypropionyloxy)ethoxy)methyl>uracil 
• 110522-22-0 5-benzyl-3-N-(4-benzyloxybenzyl)-1-<(2-hydroxyethoxy)methyl>uracil 

Relevant articles and documents

Inhibition of uridine phosphorylase. Synthesis and structure-Activity relationships of aryl-substituted 1-((2-hydroxyethoxy)methyl)-5-(3- phenoxybenzyl)uracil

Structure-activity relationship studies on a series of 1-((2- hydroxyethoxy)methyl)-5-(3-(substituted-phenoxy)benzyl)uracils as inhibitors of murine liver uridine phosphorylase have led to compounds with IC50s as low as 1.4 nM. The two most potent compounds, 10j (3-cyanophenoxy) and 11f (3-chlorophenoxy) were tested in vive for effects on steady-state concentrations of circulating uridine in mice and rats. Both compounds were substantially more efficacious than BAU (5-benzylacyclouridine) both in vitro and in vivo.

A NEW METHOD FOR THE SYNTHESIS OF 5-BENZYL-1-(2-HYDROXYETHOXY METHYL)URACIL (BAU), A POTENT URIDINE PHOSPHORYLASE INHIBITOR, AND ITS N3-AND N1,N3-SUBSTITUTED ANALOGS

A new mmethodology for the synthesis of 5-benzyl-1-(2-hydroxyethoxy methyl)uracil (BAU) (1), a potent uridine phosphorylase inhibitor, has been developed.The couping of bis(trimethylsilyl) derivative of 5-brnzyl uracil with 2-acetoxyethoxymethyl bromide,