31613-87-3

Usage

Type of compound

heterocyclic

Uses in the pharmaceutical industry

intermediate for the synthesis of various drugs

Biological properties

antibacterial, antifungal

Potential applications

therapeutic agents, corrosion inhibitors, active ingredient in anti-dandruff shampoos

Function in anti-dandruff shampoos

controls the growth of yeast on the scalp

Versatility

various potential applications in medicine and industry.

Upstream product

• 43029-19-2 3-aminopyrazin-2-ol 
• 147032-07-3 2-Amino-3-(4-methoxybenzylthio)pyrazine 
• 21943-12-4 3-bromo-pyrazine-2-amine 

Downstream Products

• 274-00-0 thiazolo<4,5-b>pyrazine 
• 30514-32-0 3-(4-nitro-phenyl)-2H-pyrazino[2,3-b][1,4]thiazine 
• 87444-21-1 2-methylthiazolo<4,5-b>pyrazine 

Relevant academic research and scientific papers

Studies on Pyrazines. Part 25. Lewis Acid-promoted Deoxidative Thiation of Pyrazine N-Oxides: New Protocol for the Synthesis of 3-Substituted Pyrazinethiols

Reaction of 3-substituted pyrazine 1-oxides eith p-methoxytoluene-α-thiol in the presence of diethylcarbamoyl chloride in refluxing acetonitrile gave the corresponding 3-substituted 2-(methoxybenzylthio)pyrazines.Based on these yields, the ease of substitution is remarkably affected by nucleophilicity of the N-oxide oxygen.Addition of zinc bromide to the reaction mixture increased the yields of thiation products of 3-methyl-, 3-phenyl-, 3-(N-butylcarbamoyl)-, 3-methoxycarbonyl- and the parent pyrazine 1-oxides, but their regioselectivies were rather low.The Lewis acid-mediated reaction of 3-methoxypyrazine 1-oxide gave a different major product, the 2,6-isomer.Conversion of the sulfides to pyrazinethiols was accomplished by mercuriation and successive reduction.This debenzylation was also found to be dependent on the electron density in the pyrazine-ring.