58672-14-3

Basic information

• Product Name: 1,4,6-trimethylpyrimidine-2(1H)-thione
• Synonyms: 2(1H)-Pyrimidinethione, 1,4,6-trimethyl-
• CAS NO: 58672-14-3
• Molecular Formula: C₇H₁₀N₂S
• Molecular Weight: 154.2327
• Mol File: 58672-14-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 218.5°C at 760 mmHg
• Flash Point: 85.9°C
• Density: 1.11g/cm³
• Vapor Pressure: 0.126mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 1,4,6-trimethylpyrimidine-2(1H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,6-trimethylpyrimidine-2(1H)-thione(58672-14-3)
• EPA Substance Registry System: 1,4,6-trimethylpyrimidine-2(1H)-thione(58672-14-3)

Safety Data

• Hazardous Substances Data: 58672-14-3(Hazardous Substances Data)

Usage

Physical state

Odorless, yellowish powder

Usage

a. Production of pharmaceuticals and agrochemicals
b. Industrial applications due to antioxidant and antimicrobial properties
c. Synthesis of thiamine derivatives (vitamin B1 supplements)
d. Chemical reagent in organic synthesis
e. Starting material for the production of other important compounds

Applications

Pharmaceutical, agricultural, and chemical industries

Properties

a. Antioxidant
b. Antimicrobial

Importance

Valuable ingredient and versatile chemical with a wide range of applications

Upstream product

• 15715-27-2 1,4,6-trimethyl-2-oxo-1,2-dihydropyrimidine 
• 598-52-7 1-(methyl)-thiourea 
• 123-54-6 acetylacetone 

Downstream Products

• 769-28-8 3-Cyano-4,6-dimethyl-2(1H)-pyridon 

Relevant articles and documents

Synthesis and antimicrobial activity of novel 3- [(aminopyrimidiniumyl)thio]methyl cephalosporins

A series of novel cephalosporin compounds which have 3- [(aminopyrimidiniumyl)thio]methyl substituents was synthesized. They show high antimicrobial activity against various bacterial species including Pseudomonas aeruginosa. Structure-activity relationships with various thiopyrimidines, thiopyrimidiniums, bicyclic thiotriazolopyrimidiniums, and bicyclic thioimidazolopyrimidiniums as 3'-substituents were also studied; cephalosporins with quarternized pyrimidinium moieties have better antimicrobial activities than neuteral pyrimidine cephalosporins, and stabilization of the positive charge on the pyrimidinium moieties is essential for better activity. According to semiempirical PM3 calculations, amino and alkylthio substituents on the pyrimidinium rings play a major role in charge stabilization and delocalization.