Description

5-Bromo-2-hydroxypyridine (CAS No. 13466-38-1) is a high-purity heterocyclic organic compound with the molecular formula C₅H₄BrNO. This brominated pyridine derivative is a versatile building block in pharmaceutical, agrochemical, and materials science research. Its IUPAC name, 5-bromo-1H-pyridin-2-one, reflects its structural features: a pyridine ring substituted with a bromine atom at the 5-position and a hydroxyl group at the 2-position.

Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a white to off-white crystalline powder. It is packaged under inert conditions to guarantee stability and longevity. Ideal for nucleophilic substitution reactions, metal-catalyzed cross-couplings, and as a precursor for more complex heterocycles, this compound is a must-have for medicinal chemists and researchers developing novel bioactive molecules.

Key applications include its use in Suzuki-Miyaura couplings, Buchwald-Hartwig aminations, and as a scaffold for kinase inhibitors. Store in a cool, dry place at 2-8°C, protected from light and moisture.

Properties

• CAS Number: 13466-38-1
• Complexity: 171
• IUPAC Name: 5-bromo-1H-pyridin-2-one
• InChI: InChI=1S/C5H4BrNO/c6-4-1-2-5(8)7-3-4/h1-3H,(H,7,8)
• InChI Key: NDMZZQRNZFWMEZ-UHFFFAOYSA-N
• Exact Mass: 172.94763
• Molecular Formula: C5H4BrNO
• Molecular Weight: 174.00
• SMILES: C1=CC(=O)NC=C1Br
• Topological: 29.1
• Monoisotopic Mass: 172.94763
• Synonyms: 5-Bromo-2-hydroxypyridine, 13466-38-1, DTXSID80344792, DTXCID90295867, 629-311-5, 5-bromopyridin-2-ol, 2-Hydroxy-5-bromopyridine, 5-bromopyridin-2(1H)-one, 5-bromo-1H-pyridin-2-one, 49843-23-4, 5-Bromo-2(1H)-pyridinone, 5-bromo-1,2-dihydropyridin-2-one, 5-Bromo-2(1H)-pyridone, 2(1H)-Pyridinone, 5-bromo-, 5-Bromo-2-pyridone, 3-Bromo-6-hydroxypyridine, 5-Bromo-2-pyridinol, MFCD00234042, MFCD00456288, 5-bromohydropyridin-2-one, MLS000084659, 5-bromo-1H-pyridone, 2-pyridinol, 5-bromo-, 5-Bromo-2-pyridinol #, 5-Bromo-2-hydroxypyrdine, RE6SK2UTT5, Pyridin-2-ol, 5-bromo-, 2-hydroxy-5-bromo-pyridine, 5-bromo-2-hydroxy-pyridine, 5-bromo-2(1 h)-pyridone, SCHEMBL105531, SCHEMBL117561, SCHEMBL2645889, SCHEMBL9098598, SCHEMBL9099411, CHEMBL1362250, SCHEMBL17541647, 5-Bromo-2-hydroxypyridine, 95%, HMS2367P10, 5-Bromo-2(1H)-pyridone, 97%, BCP23090, CS-D0987, 3-Bromo-6-oxo-1,6-dihydropyridine, AC-171, BBL103686, SBB003806, STL557496, AKOS000121463, AKOS000275940, AB05097, pyridine, 5-bromo-1,2-dihydro-2-oxo-, HY-59165, SMR000019007, SY003385, TS-02397, DB-031544, B2207, ST50406008, EN300-34322, E74274, AC-907/25004372, AG-690/11353091, AO-985/25071003, SR-01000389351, SR-01000389351-1, Q27454737, Z271004874, InChI=1/C5H4BrNO/c6-4-1-2-5(8)7-3-4/h1-3H,(H,7,8, 4HS

Application

5-Bromo-2-hydroxypyridine serves as a key intermediate in the synthesis of pharmaceutical compounds, particularly kinase inhibitors and antimicrobial agents. Its reactive bromine and hydroxyl groups enable facile functionalization for structure-activity relationship studies. Researchers utilize this compound in palladium-catalyzed cross-coupling reactions to construct complex heteroaromatic systems. It also finds use in material science as a ligand for metal-organic frameworks (MOFs) and in agrochemical research for developing novel crop protection agents.

Safety and Hazards

GHS Hazard Statements

• H302 (85.7%): 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 (98%): 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 (85.7%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (98%)

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