Description

5-Bromo-3-nitro-2-pyridone (CAS No. 15862-34-7) is a high-purity heterocyclic compound with the molecular formula C₅H₃BrN₂O₃. This specialized chemical is widely utilized in pharmaceutical and agrochemical research due to its reactive bromo and nitro functional groups, which facilitate further derivatization. Its IUPAC name, 5-bromo-3-nitro-1H-pyridin-2-one, reflects its precise molecular structure, featuring a pyridone core substituted at the 5-position with bromine and at the 3-position with a nitro group. This compound is supplied as a fine crystalline powder with >98% purity (HPLC), ensuring optimal performance in synthetic applications. Proper storage conditions (2-8°C, dry, inert atmosphere) are recommended to maintain stability.

Properties

• CAS Number: 15862-34-7
• Complexity: 276
• IUPAC Name: 5-bromo-3-nitro-1H-pyridin-2-one
• InChI: InChI=1S/C5H3BrN2O3/c6-3-1-4(8(10)11)5(9)7-2-3/h1-2H,(H,7,9)
• InChI Key: WXRLCVUDLFFTFF-UHFFFAOYSA-N
• Exact Mass: 217.93270
• Molecular Formula: C5H3BrN2O3
• Molecular Weight: 218.99
• SMILES: C1=C(C(=O)NC=C1Br)[N+](=O)[O-]
• Topological: 74.9
• Monoisotopic Mass: 217.93270
• Synonyms: 15862-34-7, 5-bromo-3-nitro-1H-pyridin-2-one, 5-Bromo-3-nitro-2(1H)-pyridinone, 5-Bromo-3-nitro-2-pyridone, 2(1H)-Pyridinone, 5-bromo-3-nitro-, LAS8HHD2PX, 2-HYDROXY-3-NITRO-5-BROMOPYRIDINE, EINECS 239-989-0, NSC-170563, DTXSID30166481, 5-BROMO-3-NITROPYRIDIN-2-ONE, NSC 170563, DTXCID9088972, 239-989-0, 5-Bromo-2-hydroxy-3-nitropyridine, 5-bromo-3-nitropyridin-2-ol, 5-Bromo-3-nitro-2-pyridinol, 5-bromo-3-nitropyridin-2(1H)-one, MFCD00023473, MFCD01117227, 5-bromo-3-nitro-2-hydroxypyridine, 3-Bromo-6-hydroxy-5-nitropyridine, 5-bromo-3-nitro-1,2-dihydropyridin-2-one, 5-Bromo-3-nitro-pyridin-2-ol, NSC170563, 2-Hydroxy-5-Bromo-3-Nitro Pyridine, UNII-LAS8HHD2PX, 3-nitro-5-bromo-2-pyridone, SCHEMBL173688, SCHEMBL202907, SCHEMBL13617483, SCHEMBL27732124, 2-pyridinol, 5-bromo-3-nitro-, 5-bromo-3-nitrohydropyridin-2-one, ALBB-019922, BCP23135, 3-Bromo-6-hydroxy -5-nitropyridine, 5-bromo-2-hydroxy-3-nitro-pyridine, BBL100587, SBB095687, STL554381, AKOS000135223, AKOS000266530, AKOS034830326, AC-5156, CCG-202957, CS-W002138, GS-6739, HY-W002138, PB29138, BP-10198, SY019774, 5-Bromo-2-hydroxy-3-nitropyridine, 98%, DB-006970, B2706, NS00025160, ST45006362, EN300-52723, 12X-0947, Z1245635796, 370589-06-3

Application

5-Bromo-3-nitro-2-pyridone serves as a versatile intermediate in organic synthesis, particularly in the development of novel pharmaceuticals and bioactive molecules. Researchers employ this compound as a building block for constructing complex heterocyclic scaffolds through cross-coupling reactions or nucleophilic substitutions. Its reactive sites enable selective modifications for drug discovery programs targeting kinase inhibitors or antimicrobial agents. The compound has also shown utility in material science for designing functionalized pyridine-based polymers.

Safety and Hazards

GHS Hazard Statements

• H302 (85.1%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (85.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (14.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.9%): 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, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (85.1%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (85.1%)
• Eye Irrit. 2A (14.9%)
• STOT SE 3 (97.9%)

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