1979-98-2

Basic information

• Product Name: 2-Methylthio-4,6-pyrimidinedione
• Synonyms: 2-(Methylmercapto)-4,6-Pyrimid;2-methylthio-4,6-dihydroxylpyrimidine;2-Methylthiopyrimidin-4,6-diol;4,6-Dihydroxy-2-(methylmercapto)pyrimidine;6-Hydroxy-2-methylthio-4(3H)-pyrimidinone, 97%;4,6-Dihydroxy-2-(methylmercapto)pyrimidine, 4,6-Dihydroxy-2-(methylthio)pyrimidine;4，6-dihydroxy-2-methyl metcapto pyrimidine;2-Methylthio-4,6-pyrimidinedione ,98%
• CAS NO: 1979-98-2
• Molecular Formula: C₅H₆N₂O₂S
• Molecular Weight: 158.18
• EINECS: 217-839-5
• Product Categories: Nucleotides and Nucleosides;Pyrimidines;Pyrimidine;Bases & Related Reagents;Nucleotides;Sulfur & Selenium Compounds;Heterocycle-Pyrimidine series
• Mol File: 1979-98-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 296.5 °C at 760 mmHg
• Flash Point: 133.1 °C
• Appearance: White/Powder
• Density: 1.55 g/cm³
• Refractive Index: 1.678
• Storage Temp.: -20°C Freezer
• Solubility: Ethyl Acetate, Ethanol, Methanol
• PKA: 4.06±0.10(Predicted)
• CAS DataBase Reference: 2-Methylthio-4,6-pyrimidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylthio-4,6-pyrimidinedione(1979-98-2)
• EPA Substance Registry System: 2-Methylthio-4,6-pyrimidinedione(1979-98-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 2
• Hazardous Substances Data: 1979-98-2(Hazardous Substances Data)

Usage

Description

2-Methylthio-4,6-pyrimidinedione, also known as 2-(Methylthio)-4,6-pyrimidinediol (CAS# 1979-98-2), is an organic compound characterized by its white solid appearance. It is primarily recognized for its utility in various organic synthesis processes, making it a valuable component in the field of chemistry.

Uses

Used in Organic Synthesis:
2-Methylthio-4,6-pyrimidinedione is used as a synthetic building block for the creation of a wide range of chemical compounds. Its unique structure and reactivity make it a versatile component in the synthesis of various organic molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Methylthio-4,6-pyrimidinedione is utilized as a key intermediate in the development of novel therapeutic agents. Its incorporation into drug molecules can potentially enhance their pharmacological properties, such as potency, selectivity, and bioavailability, leading to the discovery of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Industry:
2-Methylthio-4,6-pyrimidinedione also finds application in the agrochemical industry, where it is employed in the synthesis of new pesticides, herbicides, and other crop protection agents. Its use in this context can contribute to the development of more effective and environmentally friendly products for agricultural use.
Used in Research and Development:
In addition to its practical applications, 2-Methylthio-4,6-pyrimidinedione serves as an important research tool in the field of chemistry. It is used in various experimental setups to study reaction mechanisms, explore new synthetic routes, and investigate the properties of novel chemical entities. 2-Methylthio-4,6-pyrimidinedione's role in research and development is crucial for advancing the understanding of chemical processes and driving innovation in the chemical sciences.

InChI:InChI=1/C5H6N2O2S/c1-10-5-6-3(8)2-4(9)7-5/h2H2,1H3,(H,6,7,8,9)

Upstream product

• 91759-32-9 2-Thiobarbituric acid 
• 74-88-4 methyl iodide 
• 74-83-9 methyl bromide 
• 504-17-6 4,6-dihydroxy-2-mercaptopyrimidine 
• 7440-44-0 pyrographite 
• 77-78-1 dimethyl sulfate 
• 74-87-3 methylene chloride 
• 14527-26-5 2-methylisothiourea sulphate 
• 105-53-3 diethyl malonate 

Downstream Products

• 90905-46-7 4,6-dimethoxy-2-(methylsulfanyl)pyrimidine 
• 6299-25-8 4,6-Dichloro-2-(methylthio)pyrimidine 
• 1979-97-1 2-(methylthio)-5-nitropyrimidine-4,6-diol 
• 33097-11-9 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxyaldehyde 
• 261765-67-7 4-chloro-2-methylmercapto-6-(2',4',6'-trichloroanilino)pyrimidine 
• 113583-35-0 4,6-dimethoxypyrimidin-2-yl methyl sulfone 

Relevant articles and documents

Production process of 4, 6-dimethoxy-2-methylsulfonyl pyrimidine

The invention belongs to the field of organic synthesis, and discloses a production process of 4, 6-dimethoxy-2-methanesulfonyl pyrimidine. According to the production process, dimethyl malonate, thiourea and sodium methoxide are used as raw materials, and cyclization, methylation, chlorination, methoxylation, oxidation and recrystallization are performed to prepare the product. According to the process provided by the invention, the yield of the 4, 6-dimethoxy-2-methylsulfonyl pyrimidine is greater than 90%. Compared with the prior art, methanol, phosphorus oxychloride, methylbenzene and sodium tungstate are repeatedly utilized, so that the wastewater treatment difficulty is reduced, and the production cost is reduced; moreover, sodium sulfate, hydrochloric acid, sodium phosphate and sodium chloride can be co-produced while 4, 6-dimethoxy-2-methylsulfonyl pyrimidine is produced, so that pollutants generated in the production process are greatly reduced, and the economic benefit and environmental benefit of the production process are further improved.

Synthesis of ticagrelor analogues belonging to 1,2,3-triazolo[4,5-d]pyrimidines and study of their antiplatelet and antibacterial activity

Based on the recent observation that the antiplatelet agent ticagrelor and one of its metabolite exert bactericidal activity against gram-positive bacteria, a series of 1,2,3-triazolo[4,5-d]pyrimidines structurally related to ticagrelor were synthesized and examined as putative antiplatelet and antibacterial agents. The aim was to assess the possibility of dissociating the two biological properties and to find novel 1,2,3-triazolo[4,5-d]pyrimidines expressing antiplatelet activity and devoid of in vitro antibacterial activity. The new compounds synthesized were known metabolites of ticagrelor as well as structurally simplified analogues. Some of them were found to express antiplatelet activity and to lose the antibacterial activity, supporting the view that the two activities were not necessarily linked.

Convenient synthesis of 2-(methylsulfonyl)pyrimidine derivatives

An efficient and convenient approach for the preparation of functionalized 2-(methylsulfonyl)pyrimidine derivatives has been developed through cyclic condensation of malonate derivatives with S-methylisothiouronium sulfate followed by derivation and oxidation in water–acetone mixture using oxone as the oxidant. This synthetic strategy provides an efficient and environmentally friendly approach for easy access to 2-(methylsulfonyl)pyrimidine derivatives with considerable yields.