Description

2-Bromo-5-hydroxypyridine (CAS No. 55717-45-8) is a high-purity heterocyclic organic compound with the molecular formula C₅H₄BrNO. This versatile intermediate is widely utilized in pharmaceutical synthesis, agrochemical development, and materials science research. The compound features a pyridine ring substituted with a bromine atom at the 2-position and a hydroxyl group at the 5-position, making it particularly valuable for further functionalization through cross-coupling reactions and nucleophilic substitutions.

Our product is rigorously tested to ensure exceptional quality with ≥98% purity (HPLC), and is available in various quantities to meet both research and production needs. Proper storage at 2-8°C in a tightly sealed container under inert atmosphere is recommended to maintain stability. Suitable for use under Good Laboratory Practices (GLP) conditions.

Key applications include: building block for active pharmaceutical ingredients (APIs), ligand synthesis in coordination chemistry, and precursor for advanced materials. The product is supplied with comprehensive analytical data including ¹H NMR, ¹³C NMR, and mass spectrometry characterization.

Properties

• CAS Number: 55717-45-8
• Complexity: 78.8
• IUPAC Name: 6-bromopyridin-3-ol
• InChI: InChI=1S/C5H4BrNO/c6-5-2-1-4(8)3-7-5/h1-3,8H
• InChI Key: PTEFNEALEPSHLC-UHFFFAOYSA-N
• Exact Mass: 172.94763
• Molecular Formula: C5H4BrNO
• Molecular Weight: 174.00
• SMILES: C1=CC(=NC=C1O)Br
• Topological: 33.1
• Monoisotopic Mass: 172.94763
• Synonyms: 2-Bromo-5-hydroxypyridine, 55717-45-8, 676-372-9, 6-Bromopyridin-3-ol, 55717-40-3, 6-Bromo-3-pyridinol, 6-bromo-3-hydroxypyridine, MFCD04114184, 6-Bromopyridin-3-ol (radical ion(1+)), 3-PYRIDINOL, 6-BROMO-, 3-Pyridinol, 6-bromo-,radical ion(1+) (9CI), 3-hydroxy-6-bromopyridine, 5-Hydroxy-2-bromopyridine, 2-bromo-5-hydroxy pyridine, 2-bromo-5-hydroxy-pyridine, SCHEMBL148620, 6-BROMO-PYRIDIN-3-OL, SCHEMBL3709047, SCHEMBL4351964, CHEMBL3236917, SCHEMBL29001805, DTXSID80971087, BCP22991, CS-D0986, BBL101234, STL555030, AKOS005146397, AC-1375, FB16203, PB15771, PS-5226, AC-25807, SY003237, 2-Bromo-5-hydroxypyridine radical ion(1+), DB-031542, B3657, A15649, EN300-103371, F9994-0689, Z1201622821

2-Bromo-5-hydroxypyridine serves as a key intermediate in the synthesis of various biologically active compounds, particularly in the development of kinase inhibitors and antimicrobial agents. The compound’s reactive bromine and hydroxyl groups enable efficient functionalization through Suzuki-Miyaura coupling and etherification reactions. Researchers utilize this building block in medicinal chemistry programs targeting heterocyclic drug candidates. Its structural features also make it valuable for creating chelating ligands in catalytic systems.

Safety and Hazards

GHS Hazard Statements

• H302 (27.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (90.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (90.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (81.8%): 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 (27.3%)
• Skin Irrit. 2 (90.9%)
• Eye Irrit. 2 (90.9%)
• STOT SE 3 (81.8%)

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