4160-77-4

Basic information

• Product Name: 3,5-DIMETHYLURACIL
• Synonyms: 3-METHYLTHYMINE;3,5-DIMETHYLURACIL;SPECS AB-323/25048560;N3-METHYLTHYMINE;2,4(1H,3H)-Pyrimidinedione, 3,5-dimethyl-;3-Methylthymine N3-Methylthymine;5-Methyl-3-methyluracil;3,5-dimethyl-1H-pyrimidine-2,4-dione
• CAS NO: 4160-77-4
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.14
• Mol File: 4160-77-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 202-205 °C
• Appearance: /
• Density: 1.189 g/cm³
• Refractive Index: 1.499
• PKA: 10.69±0.10(Predicted)
• CAS DataBase Reference: 3,5-DIMETHYLURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHYLURACIL(4160-77-4)
• EPA Substance Registry System: 3,5-DIMETHYLURACIL(4160-77-4)

Safety Data

• Hazardous Substances Data: 4160-77-4(Hazardous Substances Data)

Usage

Definition

ChEBI: A pyrimidone that is uracil with methyl group substituents at positions 3 and 5.

InChI:InChI=1/C6H8N2O2/c1-4-3-7-6(10)8(2)5(4)9/h3H,1-2H3,(H,7,10)

Upstream product

• 65-71-4 thymin 
• 74-88-4 methyl iodide 
• 25902-91-4 2-methoxy-5-methylpyrimidin-4(3H)-one 
• 77-78-1 dimethyl sulfate 
• 27460-05-5 3,5-dimethyl-2-methoxy-4-pyrimidinone 
• 84941-50-4 1,6-dihydro-1,5-dimethyl-2-(methylthio)-6-oxopyrimidine 
• 82387-32-4 (E)-2-Methyl-3-(3-methyl-ureido)-acrylic acid methyl ester 
• 82387-33-5 (Z)-2-Methyl-3-(3-methyl-ureido)-acrylic acid methyl ester 
• 186581-53-3 diazomethane 
• 13251-16-6 l-Acetyl-5-methyluracil 
• 708-52-1 1,5-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid 

Downstream Products

• 914086-93-4 C₁₉H₁₈N₂O₃ 

Relevant articles and documents

Repair of a Dimeric Azetidine Related to the Thymine-Cytosine (6 - 4) Photoproduct by Electron Transfer Photoreduction

Photolyases are intriguing enzymes that take advantage of sunlight to restore lesions like cyclobutane pyrimidine dimers or (6-4) photoproducts. This work focused on the photoreductive process responsible for splitting of the azetidine ring proposed to occur during (6-4) photoproduct repair at a thymine-cytosine sequence. A model compound formed by photocycloaddition between thymine and 6-azauracil has been designed to mimic the elusive azetidine intermediate. The photoinduced electron transfer process has been investigated by means of steady-state and time-resolved fluorescence using photosensitizers with oxidation potentials in the singlet excited state ranging from -3.3 to -2.1 V vs. SCE. Azetidine ring splitting and recovery of "repaired" bases were proven by HPLC analysis.

Investigation of the pathways of excess electron transfer in DNA with flavin-donor and oxetane-acceptor modified DNA hairpins

Oxetane is a potential intermediate that is enzymatically formed during the repair of (6-4) DNA lesions by special repair enzymes (6-4 DNA photolyases). These enzymes use a reduced and deprotonated flavin to cleave the oxetane by single electron donation.

N3-alkyl-2',5'-0-silylated-3'-spiro-thymidine derivatives

Nucleoside analogs possessing anti-HIV activity and having a 3'-spiro moiety and blocking groups at the 2'- and 5'-positions. The preferred species is shown in the structure below: STR1 wherein R is alkyl.