33590-17-9

Basic information

• Product Name: 3-Methyl-1,2,4-triazolo[4,3-a]pyrazine
• Synonyms: 3-Methyl-1,2,4-triazolo[4,3-a]pyrazine;3-METHYL-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE（WS204136）
• CAS NO: 33590-17-9
• Molecular Formula: C6H6N4
• Molecular Weight: 134.14
• Mol File: 33590-17-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.39 g/cm³
• Storage Temp.: 2-8°C
• PKA: 0.85±0.30(Predicted)
• CAS DataBase Reference: 3-Methyl-1,2,4-triazolo[4,3-a]pyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-1,2,4-triazolo[4,3-a]pyrazine(33590-17-9)
• EPA Substance Registry System: 3-Methyl-1,2,4-triazolo[4,3-a]pyrazine(33590-17-9)

Safety Data

• Hazardous Substances Data: 33590-17-9(Hazardous Substances Data)

Usage

General Description

3-Methyl-1,2,4-triazolo[4,3-a]pyrazine is a chemical compound with the molecular formula C5H6N4. It is a heterocyclic organic compound that contains a five-membered ring with three nitrogen atoms and one carbon atom. 3-Methyl-1,2,4-triazolo[4,3-a]pyrazine has a wide range of applications in the pharmaceutical and agricultural industries, where it is used as a building block in the synthesis of various drugs and agrochemicals. It is also used as a flavoring agent in the food industry, providing a unique and characteristic aroma to a variety of products. Additionally, 3-Methyl-1,2,4-triazolo[4,3-a]pyrazine has been studied for its potential anti-cancer and anti-inflammatory properties, making it an important molecule in the field of medicinal chemistry.

Upstream product

• 870-73-5 ethyl dithioacetate 
• 54608-52-5 2-hydrazinylpyrazine 

Downstream Products

• 886886-04-0 3-methyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine 

Relevant articles and documents

SYNTHESIS AND REARRANGEMENTS OF IMIDAZOLO- AND TRIAZOLO-DIAZINES

3-Methylimidazolopyridine and 3-methyl-1,2,4-triazolopyrazine were prepared by coupling ethyl dithioacetate with 2-(aminomethyl)pyridine and 2-hydrazinopyrazine, respectively.Both compounds are stable in dilute acids and bases, unlike 3-methyl-1,2,4-triazolopyrimidine obtained by coupling the same dithioacetate with 2-hydrazinopyrimidine, which quickly undergoes a Dimroth type rearrangement.Coupling ethyl dithioacetate with 2-hydrazino-4-hydroxy-6-methylpyrimidine yielded a mixture of 3,5-dimethyl-1,2,4-triazolo-7(8H)-pyrimidone and 3,7-dimethyl-1,2,4-triazolo-5(8H)-pyrimidone, which were identified by 2D nmr.The last compound underwent a Dimroth rearrangement with acids to yield 2,5-dimethyl-1,2,4-triazolo-7(4H)-pyrimidone, whereas the first did not.Finally, coupling ethyl dithioacetate with 5-chloro-4-hydrazinopyrimidine afforded 8-chloro-3-methyl-1,2,4-triazolopyrimidine, which upon treatment with acids underwent a reversible ring opening to afford 2-chloro-1-formamido-2-(5-methyl-1,3,4-triazolo-2-yl)ethene.The latter on pyrolysis gave the starting base without undergoing rearrangement.