Description

2-Amino-5-bromo-3-nitropyridine (CAS No. 6945-68-2) is a high-purity heterocyclic compound with the molecular formula C₅H₄BrN₃O₂, widely utilized in pharmaceutical and agrochemical research. This fine chemical, also known by its IUPAC name 5-bromo-3-nitropyridin-2-amine, features a pyridine core substituted with amino, bromo, and nitro functional groups, making it a versatile intermediate for organic synthesis. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a crystalline solid with excellent batch-to-batch consistency. Ideal for cross-coupling reactions, nucleophilic substitutions, and as a building block for drug discovery, this compound is packaged under inert atmosphere to guarantee stability. Available in research quantities from milligrams to kilograms, with optional custom synthesis and analytical documentation.

Properties

• CAS Number: 6945-68-2
• Complexity: 160
• IUPAC Name: 5-bromo-3-nitro-pyridin-2-amine
• InChI: InChI=1S/C5H4BrN3O2/c6-3-1-4(9(10)11)5(7)8-2-3/h1-2H,(H2,7,8)
• InChI Key: QOOCOFOGYRQPPN-UHFFFAOYSA-N
• Exact Mass: 216.94869
• Molecular Formula: C5H4BrN3O2
• Molecular Weight: 218.01
• SMILES: C1=C(C=NC(=C1[N+](=O)[O-])N)Br
• Topological: 84.7
• Monoisotopic Mass: 216.94869
• Synonyms: 2-Amino-5-bromo-3-nitropyridine, 2-Pyridinamine, 5-bromo-3-nitro-, DTXSID60219611, NSC 52200, DTXCID10142102, 614-971-9, 6945-68-2, 5-bromo-3-nitropyridin-2-amine, MFCD00047441, 5-BROMO-3-NITRO-2-PYRIDINAMINE, 5-bromo-3-nitro-2-pyridylamine, 2-amino-3-nitro-5-bromo pyridine, 2-amino-5-bromo-3-nitro pyridine, 5-bromo-3-nitro-pyridin-2-ylamine, NSC52200, Maybridge1_001193, SCHEMBL203876, SCHEMBL4048642, 2-amino-5-bromo3-nitropyridine, HMS544O05, 5-bromo-3-nitropyridine-2-amine, HTE778448Q, BCP22203, STR06048, CCG-41239, NSC-52200, SBB006560, STK208485, AKOS001407760, AC-5424, CS-W002231, HY-W002231, PB24568, ST077773, SY013559, DB-027758, DB-292664, A1556, A9189, NS00036856, EN300-16708, AE-848/01509005, SR-01000516093, SR-01000516093-1, SR-01000516093-2, Z56756370, InChI=1/C5H4BrN3O2/c6-3-1-4(9(10)11)5(7)8-2-3/h1-2H,(H2,7,8, 5-Bromo-3-nitropyridin-2-amine;2-Amino-3-nitro-5-bromopyridine;2-Amino-3-nitro-5-bromopyridine;3-Nitro-5-bromo-2-aminopyridine;3-Nitro-2-amino-5-bromopyridine;5-Bromo-2-amino-3-nitropyridine

Application

2-Amino-5-bromo-3-nitropyridine serves as a key intermediate in the synthesis of pharmaceutical compounds, particularly in the development of kinase inhibitors and antimicrobial agents. The bromo and nitro substituents enable efficient functionalization via Buchwald-Hartwig amination or Suzuki-Miyaura coupling reactions. Researchers employ this compound in heterocyclic chemistry to construct complex molecular architectures for drug discovery programs. It also finds use in material science as a precursor for functionalized pyridine derivatives with optoelectronic properties.

Safety and Hazards

GHS Hazard Statements

• H302 (10.9%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Acute Tox. 4 (10.9%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.8%)

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