4401-71-2

Basic information

• Product Name: 1,3-DIMETHYLTHYMINE
• Synonyms: 1,3-DIMETHYLTHYMINE;N,N-dimethylthymine;1,3,5-Trimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;1,3,5-Trimethylpyrimidine-2,4(1H,4H)-dione;1,3,5-Trimethyluracil;1,3,5-trimethylpyrimidine-2,4-dione;1,3,5-trimethylpyrimidine-2,4-quinone;1,3,5-trimethyl-2,4-pyrimidinedione
• CAS NO: 4401-71-2
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.17
• Mol File: 4401-71-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 153 °C
• Boiling Point: 222.1 °C at 760 mmHg
• Flash Point: 87.8 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 0.104mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: 2-8°C
• PKA: -2.00±0.40(Predicted)
• CAS DataBase Reference: 1,3-DIMETHYLTHYMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIMETHYLTHYMINE(4401-71-2)
• EPA Substance Registry System: 1,3-DIMETHYLTHYMINE(4401-71-2)

Safety Data

• Hazardous Substances Data: 4401-71-2(Hazardous Substances Data)

Usage

General Description

1,3-Dimethylthymine is a chemical compound classified as a pyrimidine 2'-deoxynucleoside or a thymine nucleoside analog, which contains a pyrimidine base and a deoxyribose. The detailed information about its structure and properties like molecular formula, weight, boiling point, density, etc., might be obtained from the database of chemical substances. Its potential uses mainly revolve around scientific research and it is regularly used in areas such as biochemistry and molecular biology. It is advisable to handle this chemical with proper safety measures due to toxicological effects yet to be fully explored.

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

Upstream product

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

Relevant articles and documents

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.

Photolysis of thymine oxetanes produces triplet excited carbonyl compounds with high efficiency

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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.