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Pyrazin-2-amine
Pyrazin-2-amine (CAS 5049-61-6), also known as 2-aminopyrazine, is a strategically functionalized diazine scaffold engineered for heterocyclic diversification in medicinal chemistry and agrochemical development. This molecule integrates a pyrazine core—a six-membered aromatic ring with two nitrogen atoms at para positions (1,4-diazine)—with an amino substituent at the C2 position. The electron-deficient pyrazine ring provides unique electronic properties and hydrogen-bonding capability, while the C2-amino group serves as a versatile handle for acylation, alkylation, diazotization, or heterocyclic fusion reactions. Compared to aminopyridines, the para-diazine architecture offers distinct binding geometry and metabolic stability, making it particularly valuable for constructing kinase inhibitor cores, antiviral agents, and agrochemical actives. This intermediate is particularly valuable for constructing fused heterocycles (pyrazino-fused systems), ATP-mimetic scaffolds, and nitrogen-rich ligands where the aminopyrazine motif optimizes target engagement through specific hydrogen-bonding patterns. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to electron-deficient aminoheterocycles with tunable reactivity.
Property
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Product Name
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Pyrazin-2-amine
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CAS Number
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5049-61-6
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Chinese Name
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吡嗪 -2-胺
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Synonyms
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2-Aminopyrazine; Pyrazin-2-ylamine; 2-Pyrazinamine; C₄H₅N₃ heterocycle
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Chinese Synonyms
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2-氨基吡嗪; 吡嗪-2-基胺; 2-位氨基吡嗪
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Molecular Formula
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C₄H₅N₃
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Molecular Weight
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95.11 g/mo
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Purity
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≥ 98% (HPLC/GC area normalization)
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Product Category
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Pharmaceutical Intermediates / Pyrazine Derivatives / Aminoheterocycles
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Appearance
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White to Off-white Crystalline Powder
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Melting Point
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~115-120°C (literature reference recommended)
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pKa
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~0.6 (conjugate acid, estimated; weakly basic)
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Storage Conditions
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Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong oxidizing agents to avoid amino group oxidation.
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Shelf Life
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24 months under recommended storage conditions
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Packaging
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100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
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Applications
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Kinase inhibitor synthesis, antiviral drug development, agrochemical intermediate synthesis, heterocyclic library construction (pyrazino-fused systems), ligand synthesis for coordination chemistry, diazotization reactions
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Reactivity
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Suitable for amino group acylation/alkylation, diazotization, heterocyclic fusion (e.g., triazolo-pyrazine), electrophilic aromatic substitution at C3/C5/C6, and Pd-catalyzed cross-coupling (after halogenation)
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Special Note
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✅ Electron-Deficient Aminoheterocycle—pyrazine core provides unique binding geometry vs. pyridine analogs. C2-NH₂ enables versatile derivatization. Part of our diazine building block series.
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