32111-28-7

Basic information

• Product Name: N-Methyl-2-pyrazinamine
• Synonyms: 2-(Methylamino)pyrazine;N-Methyl-2-pyrazinamine;2-Pyrazinamine, N-methyl-
• CAS NO: 32111-28-7
• Molecular Formula: C5H7N3
• Molecular Weight: 109.13
• Product Categories: amine
• Mol File: 32111-28-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 49-50 °C
• Boiling Point: 212.514°C at 760 mmHg
• Flash Point: 82.326°C
• Appearance: /
• Density: 1.145g/cm³
• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• PKA: 3.26±0.10(Predicted)
• CAS DataBase Reference: N-Methyl-2-pyrazinamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-2-pyrazinamine(32111-28-7)
• EPA Substance Registry System: N-Methyl-2-pyrazinamine(32111-28-7)

Safety Data

• Hazardous Substances Data: 32111-28-7(Hazardous Substances Data)

Usage

General Description

N-Methyl-2-pyrazinamine is a chemical compound that belongs to the class of pyrazines, which are heterocyclic aromatic compounds. It is an organic compound with the molecular formula C5H7N3 and a molar mass of 109.13 g/mol. N-Methyl-2-pyrazinamine is a derivative of pyrazine and contains a methyl group attached to the nitrogen atom in the 2-position of the pyrazine ring. It has several potential applications in organic synthesis and pharmaceutical research, and its structural properties make it a valuable building block for the design and synthesis of various organic compounds. N-Methyl-2-pyrazinamine is also used as a precursor in the production of other chemicals and pharmaceuticals.

InChI:InChI=1/C5H7N3/c1-6-5-4-7-2-3-8-5/h2-4H,1H3,(H,6,8)

Upstream product

• 14508-49-7 2-chloropyrazin 
• 5049-61-6 2-Aminopyrazine 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 74-89-5 methylamine 

Downstream Products

• 894808-28-7 3,5-dibromo-N-methylpyrazin-2-amine 

Relevant articles and documents

Improvement of Aqueous Solubility of Lapatinib-Derived Analogues: Identification of a Quinolinimine Lead for Human African Trypanosomiasis Drug Development

Lapatinib, an approved epidermal growth factor receptor inhibitor, was explored as a starting point for the synthesis of new hits against Trypanosoma brucei, the causative agent of human African trypanosomiasis (HAT). Previous work culminated in 1 (NEU-1953), which was part of a series typically associated with poor aqueous solubility. In this report, we present various medicinal chemistry strategies that were used to increase the aqueous solubility and improve the physicochemical profile without sacrificing antitrypanosomal potency. To rank trypanocidal hits, a new assay (summarized in a cytocidal effective concentration (CEC50)) was established, as part of the lead selection process. Increasing the sp3 carbon content of 1 resulted in 10e (0.19 μM EC50 against T. brucei and 990 μM aqueous solubility). Further chemical exploration of 10e yielded 22a, a trypanocidal quinolinimine (EC50: 0.013 μM; aqueous solubility: 880 μM; and CEC50: 0.18 μM). Compound 22a reduced parasitemia 109 fold in trypanosome-infected mice; it is an advanced lead for HAT drug development.

Xanthate-mediated intermolecular alkylation of pyrazines

An expedient approach for the intermolecular C-H functionalization of pyrazines and other heteroarenes by the radical chemistry of xanthates is reported. Incorporation of a multitude of functional alkyl groups onto these heteroarenes proceeds in good yiel

General and efficient method for direct N-monomethylation of aromatic primary amines with methanol

The direct N-monomethylation of aromatic primary amines, including arylamines, arylsulfonamides and amino-azoles, using methanol as a methylating agent has been accomplished in the presence of a [CpIrCl2]2/NaOH system. From both synthetic and environmental points of view, the reaction is highly attractive because of low catalyst loading, broad substrate scope and excellent selectivities.