22003-31-2

Basic information

• Product Name: 2(1H)-Pyrimidinone, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl -
• Synonyms: 2(1H)-Pyrimidinone, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl -;5-methyl-2-pyrimidinone-1-(2'deoxyriboside);5-Mpdr
• CAS NO: 22003-31-2
• Molecular Formula: C₁₀H₁₄N₂O₄
• Molecular Weight: 226.23
• Mol File: 22003-31-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 447.8°Cat760mmHg
• Flash Point: 224.6°C
• Appearance: /
• Density: 1.51g/cm³
• Vapor Pressure: 6.72E-10mmHg at 25°C
• Refractive Index: 1.646
• CAS DataBase Reference: 2(1H)-Pyrimidinone, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl -(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Pyrimidinone, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl -(22003-31-2)
• EPA Substance Registry System: 2(1H)-Pyrimidinone, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl -(22003-31-2)

Safety Data

• Hazardous Substances Data: 22003-31-2(Hazardous Substances Data)

Usage

Chemical Family

Pyrimidine nucleoside

Structural Components

Pyrimidine ring and a ribosyl or deoxyribosyl group

Role

Synthesis and function of nucleic acids (DNA and RNA)

Biological Processes

Cell signaling, metabolism, and gene expression

Pharmaceutical Use

Building block for antiviral and anticancer drugs

InChI:InChI=1/C10H14N2O4/c1-6-3-11-10(15)12(4-6)9-2-7(14)8(5-13)16-9/h3-4,7-9,13-14H,2,5H2,1H3/t7-,8+,9-/m0/s1

Upstream product

• 385843-34-5 3',5'-O-bis(triethylsilyl)-N¹-(β-D-2'-deoxyribosyl)-5-methylpyrimidin-2-one 
• 883868-32-4 3',5'-bis(O-tert-butyldimethylsilyl)-N¹-(β-D-2'-deoxyribosyl)-5-methyl-pyrimidin-2-one 
• 1053254-87-7 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-4-hydrazino-5-methyl-1H-pyrimidin-2-one 
• 80991-40-8 1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tertbutyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-5-methyl-4-(1H-1,2,4-triazol-1-yl)pyrimidin-2(1H)-one 
• 40733-26-4 3',5'-O-di(tert-butyldimethylsilyl)thymidine 
• 50-89-5 thymidine 
• 385843-32-3 3',5'-O-bis(triethylsilyl)thymidine 
• 385843-33-4 3',5'-O-bis(triethylsilyl)-4-(1,2,4-triazolo)thymidine 
• 97626-18-1 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine 

Downstream Products

• 125258-59-5 5'-O-(4,4'-dimethoxytrityl)-N¹-(β-D-2'-deoxyribosyl)-5-methylpyrimidin-2-one 
• 1363821-34-4 C₄₉H₅₄N₅O₁₅P 
• 1363821-31-1 1-[5-O-(4,4'-dimethoxytrityl)-3-O-levulinyl-2-deoxy-β-D-ribofuranosyl]-5-methyl-2-pyrimidinone 

Relevant articles and documents

Photosensitization of DNA by 5-methyl-2-pyrimidone deoxyribonucleoside: (6 - 4) photoproduct as a possible trojan horse

A (photo)sensitive subject: Combined agarose gel electrophoresis and photochemical studies show that 5-methyl-2-pyrimidone (see picture), the main chromophore of (6-4) photoproducts, behaves as a DNA photosensitizer. These results raise the question of whether the (6-4) lesions can act as Trojan horses, enhancing cyclobutane pyrimidine dimer (CPD) formation and oxidative damage. Copyright

Facile synthesis of a fluorescent deoxycytidine analogue suitable for probing the RecA nucleoprotein filament

equation presented We report the synthesis of the fluorescent 2′-deoxycytidine analogue 5-methylpyrimidin-2-one nucleoside, its incorporation at three specified sites in a single 60-nucleotide DNA molecule, and the use of its total and polarized intrinsic