Description

2-Amino-5-bromopyrazine (CAS No. 59489-71-3) is a high-purity brominated pyrazine derivative with the molecular formula C₄H₄BrN₃. This heterocyclic compound, also known as 5-bromopyrazin-2-amine, is a valuable building block in pharmaceutical and agrochemical synthesis. Its unique structure, featuring an amino group and a bromine substituent on the pyrazine ring, makes it an essential intermediate for nucleophilic substitution reactions, cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig), and the development of bioactive molecules. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a fine, off-white to light yellow crystalline powder. Suitable for research and industrial applications, it is packaged under inert conditions to guarantee stability and longevity. Store in a cool, dry place away from light and moisture.

Properties

• CAS Number: 59489-71-3
• Complexity: 77.7
• IUPAC Name: 5-bromopyrazin-2-amine
• InChI: InChI=1S/C4H4BrN3/c5-3-1-8-4(6)2-7-3/h1-2H,(H2,6,8)
• InChI Key: KRRTXVSBTPCDOS-UHFFFAOYSA-N
• Exact Mass: 172.95886
• Molecular Formula: C4H4BrN3
• Molecular Weight: 174.00
• SMILES: C1=C(N=CC(=N1)Br)N
• Topological: 51.8
• Monoisotopic Mass: 172.95886
• Synonyms: 2-Amino-5-bromopyrazine, 59489-71-3, DTXSID00344794, DTXCID10295869, 626-202-4, 5-bromopyrazin-2-amine, 5-bromo-pyrazin-2-ylamine, 5-Bromo-2-pyrazinamine, Pyrazinamine, 5-bromo-, MFCD00235015, 5-Bromo-2-aminopyrazine, 5-bromopyrazin-2-ylamine, EN300-88705, 5-Bromo-2-pyrazinamine;2-Amino-5-bromopyrazine, 2-Bromo-5-aminopyrazine, 5-Amino-2-bromopyrazine, 2-amino-5 bromopyrazine, 5-bromopyrazine-2-amine, 2-amino-5-bromo-pyrazine, 2-bromo-5-amino-pyrazine, 5-bromanylpyrazin-2-amine, 5-bromopyrazine-2-ylamine, 5-bromopyrazin-2-yl-amine, 5-Bromo-2-pyrazinamine #, SCHEMBL40289, CHEMBL4555899, SCHEMBL23012471, 2-Amino-5-bromopyrazine, 97%, BDBM626227, BCP23370, SBB028377, STL451640, AKOS005068277, AC-1726, BCP9000091, CS-W009264, FS-2178, PB26019, BP-11361, HY-59261, SY002807, DB-011347, A1683, A17550, A832340, AC-907/25005447

Application

2-Amino-5-bromopyrazine serves as a versatile intermediate in medicinal chemistry for the synthesis of kinase inhibitors, antiviral agents, and other nitrogen-containing heterocycles. It is widely used in palladium-catalyzed cross-coupling reactions to construct complex pharmacophores. Researchers also employ it in the development of luminescent materials and coordination polymers due to its electron-rich pyrazine core. Its bromine moiety facilitates further functionalization, making it indispensable in exploratory organic synthesis.

Safety and Hazards

GHS Hazard Statements

• H302 (94.2%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (98.1%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (78.8%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H318 (78.8%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (19.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (15.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (94.2%)
• Skin Irrit. 2 (98.1%)
• Skin Sens. 1 (78.8%)
• Eye Dam. 1 (78.8%)
• Eye Irrit. 2 (19.2%)
• STOT SE 3 (15.4%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.