4401-71-2

Usage

Uses

Used in Scientific Research:
1,3-Dimethylthymine is used as a research compound for its unique chemical properties and potential applications in the study of nucleic acids and their interactions.
Used in Biochemistry:
1,3-Dimethylthymine is used as a biochemical tool to investigate the structure and function of DNA and RNA, as well as to understand the mechanisms of nucleic acid synthesis and repair.
Used in Molecular Biology:
1,3-Dimethylthymine is used as a molecular biology reagent to explore the role of nucleoside analogs in genetic information processing and to develop new strategies for the manipulation of genetic material.

InChI:InChI=1/C7H10N2O2/c1-5-4-8(2)7(11)9(3)6(5)10/h4H,1-3H3

Upstream product

• 7033-39-8 5-bromo-1,3-dimethyluracil 
• 75-24-1 trimethylaluminum 
• 31217-00-2 5-chloro-1,3-dimethyluracil 
• 135581-63-4 5-uracilylmethylenepyridinium chloride 
• 100-53-8 phenylmethanethiol 
• 65-71-4 thymin 
• 616-38-6 carbonic acid dimethyl ester 
• 74-88-4 methyl iodide 
• 40738-83-8 5-iodo-1,3-dimethyluracil 
• 25902-89-0 4-methoxy-5-methyl-pyrimidin-2(1H)-one 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 13566-69-3 methyl-malonic acid bis-methylamide 
• 55377-23-6 5-benzoyloxymethyl-1,3-dimethyluracil 
• 144459-85-8 5-(cyclohexylmethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 
• 92207-38-0 3-Chloro-benzoic acid (4S,5R)-5-hydroxy-1,3,5-trimethyl-2,6-dioxo-hexahydro-pyrimidin-4-yl ester 
• 15981-91-6 2-amino-5-methylpyrimidin-4-one 
• 66824-95-1 ethyl 2-(3-chlorobenzamido)acetate 
• 110918-89-3 5-Chloro-6-ethoxy-1,3,5-trimethyl-dihydro-pyrimidine-2,4-dione 
• 100201-55-6 trans-5-chloro-6-hydroxy-1,3-dimethyl-5,6-dihydrothymine 
• 10320-84-0 5,5'-methylenebis(1,3-dimethyluracil) 
• 130536-97-9 5-(6-Amino-purin-9-ylmethyl)-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 130536-96-8 5-(6-Amino-purin-3-ylmethyl)-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 107097-10-9 5,5'-bis(1,3-dimethyluracil) 
• 4869-46-9 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 
• 14181-46-5 1,3-dimethyl-5-hydroxymethyluracil 

Relevant academic research and scientific papers

HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives

The lithium salts of the conjugated bases of 4-methoxy- and 4-acetylamino-2(1H)-pyrimidinones 1-3 undergo highly chemoselective N1-methylation or ethylation when treated with methyl- or ethylsulfate (hard electrophiles) in dry dioxane, while the use of DMF as solvent results in competitive O2-alkylation. Potassium salts of the same bases in DMF undergo prevalent O2-attack. Under the same conditions, a similar but less chemoselective behaviour is observed in alkylation of thymine and uracil, where some N3-attack occurs. This can be rationalised in terms of the HSAB principle.

Photochemical synthesis of benzopyrimidosemibullvalenesfrom benzopyrimidobarrelenes

UV irradiation (λ=254 nm) of 5-fluoro-1,3-dimethyluracil with naphthalene afforded a novel benzopyrimidosemibullvalene derivative with H and F atoms remaining intact on the newly constructed moiety. It was found that the semibullvalene could be derived from the initially produced barrelene derivative during irradiation.

Facile synthesis of thymidine derivatives by cross-coupling of 5-halogenouridine derivatives with trimethylaluminum

An efficient method for the introduction of a methyl group in the 5-position of uridine derivatives is described. This method involves three steps: protection of 5-halogenouridines 4 and 5 with hexamethyldisilazane, a palladium-catalyzed cross-coupling of the pertrimethylsilylated nucleosides with trimethylaluminum, and subsequent deprotection to afford the corresponding thymidine derivatives 6 in high overall yields.

Model studies of the thymidylate synthase reaction. The mechanism of reduction of 5-uracilylmethylenepyridinium salts by benzyl thiol

The reduction of 5-uracilylmethylenepyridinium salts by benzyl thiols, to the corresponding thymine derivatives, involves an exocyclic methylene intermediate, which appears to be reduced by a radical mechanism. The overall reaction constitutes a mechanist

Reactions with Dimethyl Carbonate, 5 Methylation of the Pyrimidine Bases of Nucleic Acids

The methylation of the pyrimidine bases of nucleic acids by dimethyl carbonate is described compared to dimethyl sulphate.The reaction needs higher temperature, a base and the help of 18-crown-6 and DMF as cosolvent. - Keywords: Dimethyl Carbonate, Methylations, Pyrimidine Bases of Nucleic Acids

Oxidation of Thymines by Peroxosulfate Ions in Water

Oxidation of thymines by sodium peroxodisulfate in water at 85 deg C gave the corresponding 5-(hydroxymethyl)uracils and 5-formyluracils.The reaction may proceed via thymine cation radicals.On the other hand, oxidation of thymines by potassium peroxomonosulfate in water gave the corresponding cis-5,6-dihydroxy-5,6-dihydrothymines and 5-hydroxy-5-methylbarbituric acids.Furthermore, treatment of thymine with both potassium peroxomonosulfate and hydrogen peroxide in water gave cis-6-hydroperoxy-5-hydroxy-5,6-dihydrothymine.