96245-86-2

Basic information

• Product Name: ((2R,3S,5S)-3-((4-chlorobenzoyl)oxy)-5-(5-iodo-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl 4-chlorobenzoate
• Synonyms: ((2R,3S,5S)-3-((4-chlorobenzoyl)oxy)-5-(5-iodo-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl 4-chlorobenzoate
• CAS NO: 96245-86-2
• Molecular Weight: 615.208
• Mol File: 96245-86-2.mol

Chemical Properties

• CAS DataBase Reference: ((2R,3S,5S)-3-((4-chlorobenzoyl)oxy)-5-(5-iodo-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl 4-chlorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ((2R,3S,5S)-3-((4-chlorobenzoyl)oxy)-5-(5-iodo-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl 4-chlorobenzoate(96245-86-2)
• EPA Substance Registry System: ((2R,3S,5S)-3-((4-chlorobenzoyl)oxy)-5-(5-iodo-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl 4-chlorobenzoate(96245-86-2)

Safety Data

• Hazardous Substances Data: 96245-86-2(Hazardous Substances Data)

Upstream product

• 3601-90-9 5-chloro-2-(((4-chlorobenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-chlorobenzoate 
• 88350-65-6 5-iodo-2-((trimethylsilyl)oxy)pyrimidine 
• 38953-72-9 5-iodo-2,4-bis-O-trimethylsilyluracil 
• 21740-23-8 3,5-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride 

Relevant articles and documents

IDOXURIDINE AND ITS ANALOGS AS NEUROPROTECTANS FOR THE TREATMENT OF PARKINSONISM

The invention relates to compounds that are useful in the treatment of parkinsonism, such as parkinsonism in connection with Parkinson's disease (PD); dementia with Lewy bodies (DLB); multiple system atrophy (MSA); corticobasal degeneration (CBD); or progressive supranuclear palsy (PSP). The said compounds include in particular idoxuridineand analogs thereofas well as their metabolic precursors, such as ropidoxuridine.The invention further relates to method for identifying compounds useful for the treatment of parkinsonism, said methods comprising detecting the capability of compound to increase the amount of GPR37 in cell membranes.The invention further relates to methods for the chemical synthesis of ropidoxuridine.

Improved stereoselective synthesis of the β-anomer of 1-[3,5-bis-0-(p-chlorobenzoyl)-2-deoxy-D-ribofuranosyl]-5-iodo-2-pyrimidinone

The lack of stereochemical control has been a major hurdle in synthesizing β-nucleosides in large scale. This paper reports a study of the effects of different catalysts used in the synthesis of β-nucleosides. The effects of time and temperature on α- and β-anomers are illustrated in this paper. The yield and selectivity of the β-nucleoside have been improved vastly at temperatures between -30 and -40 °C and by using SnCl4 as the catalyst.

Synthesis and Biological Activities of 2-Pyrimidinone Nucleosides. 2. 5-Halo-2-pyrimidinone 2'-Deoxyribonucleosides

1-(2-Deoxy-β-D-ribofuranosyl)-5-bromo-2-pyrimidinone (BrPdR) and 1-(2-deoxy-β-D-ribofuranosyl)-5-iodo-2-pyrimidinone (IPdR) have been synthesized by condensation of the appropriate silylated bases 2a and 2b, respectively, with 3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride (8) in 1,2-dichloroethane, in the presence of SnCl4, followed by separation of the anomeric blocked nucleosides via column chromatography and subsequent deprotection with methanolic ammonia.Both BrPdR and IPdR exhibited significant antiherpes activities against various strains of HSV-1 and HSV-2, the latter compound (IPdR) showing the higher activity as well as the stronger binding to the virus-specific thimidine kinase.