5-METHYL-PYRAZIN-2-YLAMINE

5-Methylpyrazin-2-amine (CAS 5521-58-4) is a strategically functionalized pyrazine derivative engineered for heterocyclic diversification, pharmaceutical intermediate synthesis, and agrochemical development. This molecule integrates an electron-deficient pyrazine core—a six-membered aromatic diazine ring with nitrogen atoms at para positions (1,4)—with an amino substituent at the C2 position and a methyl group at the C5 position. The C2-amino group serves as a versatile handle for acylation, alkylation, diazotization, or heterocyclic fusion reactions, while the 5-methyl substituent provides electronic modulation, metabolic stability enhancement, and steric tuning. Compared to unsubstituted aminopyrazines, the methyl group offers improved lipophilicity and distinct binding orientations in kinase active sites. This intermediate is particularly valuable for constructing fused heterocycles (pyrazino-fused systems), ATP-mimetic scaffolds, and nitrogen-rich ligands where the methylaminopyrazine motif optimizes target engagement through specific hydrogen-bonding patterns and hydrophobic interactions. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to alkylated aminoheterocycles with tunable reactivity.

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Product Name	5-Methylpyrazin-2-amine
CAS Number	5521-58-4
Chinese Name	5-甲基吡嗪 -2-胺
Synonyms	5-Methyl-2-aminopyrazine; 5-Methylpyrazin-2-ylamine; 2-Amino-5-methylpyrazine;
Chinese Synonyms	5-甲基-2-氨基吡嗪; 5-甲基吡嗪-2-基胺; 2-氨基-5-甲基吡嗪; 甲基氨基吡嗪
Molecular Formula	C₅H₇N₃
Molecular Weight	109.13 g/mol
Purity	≥ 98% (HPLC/GC area normalization)
Product Category	Pharmaceutical Intermediates / Pyrazine Derivatives / Alkylated Aminoheterocycles
Appearance	White to light orange solid
Melting Point	~140-145°C (estimated, literature reference recommended)
pKa	~1.5-2.5 (conjugate acid, estimated; weakly basic)
Storage Conditions	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.
Shelf Life	24 months under recommended storage conditions
Packaging	100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
Applications	Kinase inhibitor synthesis, antiviral drug development, agrochemical intermediate synthesis, heterocyclic library construction (pyrazino-fused systems), ligand synthesis for coordination chemistry, diazotization reactions
Reactivity	Suitable for amino group acylation/alkylation, diazotization, heterocyclic fusion (e.g., triazolo-pyrazine), electrophilic aromatic substitution at C3/C6, and Pd-catalyzed cross-coupling (after halogenation)
Special Note	✅ Alkylated Aminopyrazine—5-methyl group enhances lipophilicity vs. unsubstituted analogs (CAS 5049-61-6). Electron-deficient pyrazine core provides unique binding geometry. Part of our pyrazine building block series.