Description

2-Hydroxy-6-methyl-5-nitropyridine (CAS No. 28489-45-4) is a high-purity nitropyridine derivative with the molecular formula C₆H₆N₂O₃, widely used in pharmaceutical and agrochemical research. This compound, also known by its IUPAC name 6-methyl-5-nitro-1H-pyridin-2-one, features a reactive nitro group adjacent to a hydroxyl-substituted pyridine ring, making it a versatile intermediate for heterocyclic synthesis. Our product is rigorously tested for purity (>98% by HPLC) and stability, ensuring optimal performance in coupling reactions, metal-catalyzed transformations, and as a precursor for bioactive molecules. Supplied as a crystalline solid with detailed analytical certificates (MSDS, NMR, FTIR), it is ideal for medicinal chemistry, material science, and industrial-scale process development. Store under inert conditions at 2-8°C to maintain integrity.

Properties

• CAS Number: 28489-45-4
• Complexity: 272
• IUPAC Name: 6-methyl-5-nitro-1H-pyridin-2-one
• InChI: InChI=1S/C6H6N2O3/c1-4-5(8(10)11)2-3-6(9)7-4/h2-3H,1H3,(H,7,9)
• InChI Key: AJDDHNXZBGZBJN-UHFFFAOYSA-N
• Exact Mass: 154.03784206
• Molecular Formula: C6H6N2O3
• Molecular Weight: 154.12
• SMILES: CC1=C(C=CC(=O)N1)[N+](=O)[O-]
• Topological: 74.9
• Monoisotopic Mass: 154.03784206
• Synonyms: 2-Hydroxy-6-methyl-5-nitropyridine, 640-489-3, 28489-45-4, 6-Methyl-5-nitropyridin-2-ol, 6-Hydroxy-3-nitro-2-picoline, 6-Hydroxy-2-methyl-3-nitropyridine, 6-methyl-5-nitro-1H-pyridin-2-one, 2(1H)-Pyridinone, 6-methyl-5-nitro-, 6-Methyl-5-nitropyridin-2(1H)-one, MFCD00092010, 6-methyl-5-nitro-pyridin-2-ol, 6-Methyl-5-nitro-2(1h)-pyridinone, SCHEMBL952538, 6-Methyl-5-nitro-2-pyridinol, SCHEMBL1202546, AJDDHNXZBGZBJN-UHFFFAOYSA-, DTXSID00337484, 6-Methyl-5-nitro-2-pyridinol #, BCP23270, MFCD19105663, SBB065449, STL365542, 6-methyl-5-ni-tropyridin-2(1h)-one, AKOS000417362, AKOS016352982, AB03294, AC-5402, CS-W016274, GS-3407, SY020971, DB-027662, H1160, ST51040103, 2-Oxo-5-Nitro-6-Methyl-1,2-Dihydropyridine, EN300-85401, 2-Hydroxy-6-methyl-5-nitropyridine, AldrichCPR, InChI=1/C6H6N2O3/c1-4-5(8(10)11)2-3-6(9)7-4/h2-3H,1H3,(H,7,9)

Application

2-Hydroxy-6-methyl-5-nitropyridine serves as a key building block in the synthesis of novel antimicrobial and antitumor agents due to its electron-deficient pyridine core. It is employed in cross-coupling reactions to construct complex heteroaromatic scaffolds for drug discovery programs. Researchers also utilize this compound as a ligand precursor in catalytic systems or as a nitroaromatic probe in photochemical studies.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (17.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (17.1%)

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