52486-19-8

Basic information

• Product Name: 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione
• CAS NO: 52486-19-8
• Molecular Formula: C₁₀H₁₄N₂O₆
• Molecular Weight: 258.231
• Mol File: 52486-19-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.576g/cm³
• CAS DataBase Reference: 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione(52486-19-8)
• EPA Substance Registry System: 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione(52486-19-8)

Safety Data

• Hazardous Substances Data: 52486-19-8(Hazardous Substances Data)

Usage

Chemical Class

Pyrimidine nucleobase

Occurrence

Found in DNA

Chemical Structure

Pyrimidine ring with two nitrogen atoms and four carbon atoms
3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl group attached to the pyrimidine ring
5-methyl group on the pyrimidine ring

Genetic Role

Base pairing with adenine through hydrogen bonding in DNA
Essential for replication and transmission of genetic information

Biochemical Processes

Involved in DNA repair
Participates in cell signaling

Importance

Fundamental component of the molecular machinery of life

Applications

Potential use in medical research
Development of antiviral and anticancer drugs

Upstream product

• 65-71-4 2,4-dihydroxy-5-methylpyrimidine 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 532-20-7 D-xylofuranose 
• 117257-96-2 1-(2-O-acetyl-3,5-di-O-benzoyl-β-D-xylofuranosyl)thymine 
• 42927-45-7 3,5,6-tri-O-acetyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 52448-07-4 1-(2,3,5-tri-O-benzoyl-β-D-xylofuranosyl)thymine 
• 99018-98-1 1-(3,5-O-Isopropylidene-2-deoxy-β-D-threo-pentofuranosyl)thymine 
• 20822-87-1 1-O-acetyl-2,3,5-tri-O-benzoyl-α-D-xylofuranose 
• 85026-60-4 (3R,4S,5R)-4-(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate 
• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 

Downstream Products

• 95585-76-5 2'-bromothymidine 
• 50-89-5 thymidine 
• 190003-80-6 1-(5'-O-benzoyl-β-D-xylofuranosyl)thymine 
• 104218-44-2 1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-threo-pentofuranosyl)thymine 
• 4348-54-3 1-(β-D-lyxofuranosyl)thymine 
• 22423-26-3 O-2,2'-cyclo-5-methyluridine 
• 156994-52-4 Dimethyl-carbamic acid (2R,3R,4R,5R)-3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 

Relevant articles and documents

Modified nucleosides for the treatment of viral infections and abnormal cellular proliferation

The disclosed invention is a composition for and a method of treating a Flaviviridae (including BVDV and HCV), Orthomyxoviridae (including Influenza A and B) or Paramyxoviridae (including RSV) infection, or conditions related to abnormal cellular proliferation, in a host, including animals, and especially humans, using a nucleoside of general formula (I)-(XXIII) or its pharmaceutically acceptable salt or prodrug. This invention also provides an effective process to quantify the viral load, and in particular BVDV, HCV or West Nile Virus load, in a host, using real-time polymerase chain reaction (""RT-PCR""). Additionally, the invention discloses probe molecules that can fluoresce proportionally to the amount of virus present in a sample.

Discovery of a Novel Route to β-Thymidine: a Precursor for anti-AIDS Compounds

A new approach to the synthesis of β-thymidine from D-xylose is described.

Process for the preparation of 3'-azido-3'-deoxythymidine and intermediates

This invention relates to a new synthetic process for the manufacture of zidovudine from the starting material D-xylose involving: i) Conversion of D-xylose to a 2′,3′,5′-protected derivative of 1-(β-D-xylofuranosyl)thymine; ii) 2′-Deoxygenation of the xylofuranosyl thymine; and iii) 3′-Azidation of the 2′-deoxy compound.