42867-74-3

Basic information

• Product Name: Uridine, 2',3'-didehydro-2',3'-dideoxy-, 5'-acetate
• CAS NO: 42867-74-3
• Molecular Formula: C11H12N2O5
• Molecular Weight: 252.227
• Mol File: 42867-74-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Uridine, 2',3'-didehydro-2',3'-dideoxy-, 5'-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 2',3'-didehydro-2',3'-dideoxy-, 5'-acetate(42867-74-3)
• EPA Substance Registry System: Uridine, 2',3'-didehydro-2',3'-dideoxy-, 5'-acetate(42867-74-3)

Safety Data

• Hazardous Substances Data: 42867-74-3(Hazardous Substances Data)

Usage

General Description

Uridine, 2',3'-didehydro-2',3'-dideoxy-, 5'-acetate is a chemical compound that is a derivative of uridine, a nucleoside that is essential for the function of RNA and DNA. The 2',3'-didehydro-2',3'-dideoxy modification of uridine is commonly found in antiviral medications, as it can inhibit the replication of certain viruses by interfering with their ability to synthesize genetic material. The addition of the 5'-acetate group to uridine further modifies its activity and may enhance its antiviral properties. This chemical compound is of interest for its potential use in the development of new antiviral drugs and as a research tool for studying the mechanisms of viral replication and inhibition.

Upstream product

• 108-24-7 acetic anhydride 
• 116597-18-3 1-(5-O-acetyl-2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)uracil 

Downstream Products

• 15379-29-0 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-5-fluorouracil 
• 5983-09-5 2',3'-Dideoxyuridine 
• 135080-80-7 1-((2R,5S)-5-Hydroxymethyl-2,5-dihydro-furan-2-yl)-3-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione 
• 135080-82-9 {(2S,5R)-5-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,5-dihydro-furan-2-ylmethoxymethyl}-phosphonic acid 
• 135080-81-8 {(2S,5R)-5-[3-(4-Methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,5-dihydro-furan-2-ylmethoxymethyl}-phosphonic acid diethyl ester 
• 144989-72-0 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-5-iodo-uracil 
• 66-22-8 uracil 
• 5974-93-6 2',3'-dideoxy-2',3'-didehydrouridine 

Relevant articles and documents

2,2′-Anhydro-1-(3′,5′-di-O-acetyl-β-d- arabinofuranosyl)uracil, a cyclouridine nucleoside with a C4′- endo furanosyl conformation

2,2′-Anhydro-1-(3′,5′-di-O-acetyl-β-d- arabinofuranosyl)uracil, C13H14N2O7, was obtained by refluxing 2′,3′-O-(methoxymethylene)uridine in acetic anhydride. The structure exhibits a nearly perfect C4′- endo (4 E) conformation. The best four-atom plane of the five-membered furanose ring is O - C - C - C, involving the C atoms of the fused five-membered oxazolidine ring, and the torsion angle is only -0.4 (2)°. The oxazolidine ring is essentially coplanar with the six-membered uracil ring [r.m.s. deviation = 0.012 (5) A and dihedral angle = -3.2 (3)°]. The conformation at the exocyclic C - C bond is gauche-trans which is stabilized by various C - H...π and C - O...π interactions. Copyright