Description

6-Bromo-3-nitro-2-pyridinamine (CAS No. 84487-04-7) is a high-purity heterocyclic organic compound with the molecular formula C₅H₄BrN₃O₂. This fine chemical is widely utilized in pharmaceutical research, agrochemical development, and material science due to its versatile reactivity as a halogenated nitroaminopyridine derivative. The compound features a bromine substituent at the 6-position and a nitro group at the 3-position on the pyridine ring, making it a valuable intermediate for nucleophilic aromatic substitution and metal-catalyzed cross-coupling reactions. Available in >98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency for synthetic applications. Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability.

Properties

• CAS Number: 84487-04-7
• Complexity: 160
• IUPAC Name: 6-bromo-3-nitro-pyridin-2-amine
• InChI: InChI=1S/C5H4BrN3O2/c6-4-2-1-3(9(10)11)5(7)8-4/h1-2H,(H2,7,8)
• InChI Key: YRXZIHANXVKUHP-UHFFFAOYSA-N
• Exact Mass: 216.94869
• Molecular Formula: C5H4BrN3O2
• Molecular Weight: 218.01
• SMILES: C1=CC(=NC(=C1[N+](=O)[O-])N)Br
• Topological: 84.7
• Monoisotopic Mass: 216.94869
• Synonyms: 6-bromo-3-nitro-2-pyridinamine, 84487-04-7, 6-bromo-3-nitropyridin-2-amine, 2-Amino-6-bromo-3-nitropyridine, MFCD07774108, CHEMPACIFIC 38154, 2-Pyridinamine,6-bromo-3-nitro-, 2-PYRIDINAMINE, 6-BROMO-3-NITRO-, 6-BROMO-3-NITRO-PYRIDIN-2-YLAMINE, SCHEMBL1582439, SCHEMBL27917693, 6-bromo-3-nitro-2-pyridylamine, 6-amino-2-bromo-5-nitropyridine, DTXSID00477511, YRXZIHANXVKUHP-UHFFFAOYSA-N, BBL102334, SBB065597, STL556134, AKOS005071582, AD-0160, CS-W022461, PB20206, AC-28016, SY024711, DB-082231

6-Bromo-3-nitro-2-pyridinamine serves as a key building block for synthesizing pharmaceutical candidates, particularly kinase inhibitors and antimicrobial agents. Its reactive bromo and nitro groups enable sequential functionalization via Buchwald-Hartwig amination or Suzuki-Miyaura coupling. Researchers employ this compound in the development of fluorescent probes due to its electron-deficient pyridine core. The product is also used in coordination chemistry as a ligand precursor for transition metal complexes.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Sens. 1 (100%)
• Eye Irrit. 2 (100%)

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