Description

2-Bromo-3-methyl-5-nitropyridine (CAS No. 23132-21-0) is a high-purity nitropyridine derivative widely utilized in pharmaceutical research, agrochemical synthesis, and advanced material development. With the molecular formula C₆H₅BrN₂O₂, this heterocyclic compound serves as a versatile intermediate for nucleophilic substitutions, cross-coupling reactions, and functional group transformations. Its bromo and nitro substituents enable precise modifications in medicinal chemistry, particularly in the design of kinase inhibitors and antimicrobial agents. Available in >98% purity (HPLC), this product is rigorously tested via GC/MS and ¹H NMR to ensure batch-to-batch consistency. Packaged under inert gas in amber glass vials to prevent degradation, it is ideal for high-throughput screening and multistep synthetic routes. Key applications include fragment-based drug discovery and coordination chemistry for catalytic systems.

Properties

• CAS Number: 23132-21-0
• Complexity: 159
• IUPAC Name: 2-bromo-3-methyl-5-nitro-pyridine
• InChI: InChI=1S/C6H5BrN2O2/c1-4-2-5(9(10)11)3-8-6(4)7/h2-3H,1H3
• InChI Key: FZIQHPKXSLHGBZ-UHFFFAOYSA-N
• Exact Mass: 215.95344
• Molecular Formula: C6H5BrN2O2
• Molecular Weight: 217.02
• SMILES: CC1=CC(=CN=C1Br)[N+](=O)[O-]
• Topological: 58.7
• Monoisotopic Mass: 215.95344
• Synonyms: 2-Bromo-3-methyl-5-nitropyridine, 23132-21-0, FZIQHPKXSLHGBZ-UHFFFAOYSA-, DTXSID10409464, DTXCID80360316, 677-832-1, inchi=1/c6h5brn2o2/c1-4-2-5(9(10)11)3-8-6(4)7/h2-3h,1h3, 2-Bromo-5-nitro-3-picoline, Pyridine, 2-bromo-3-methyl-5-nitro-, MFCD03095065, 2-bromo-3-methyl-5-nitro-pyridine, SCHEMBL1028847, BCP22153, CS-D0964, 2-Hydroxy-5-nitro-3-picoline (2-Hydroxy-3-methyl-5-nitropyridine), SBB013972, STK688508, AKOS005257074, PS-4855, AC-15194, SY004384, DB-027844, ST4128285, B2798, EN300-1272835

2-Bromo-3-methyl-5-nitropyridine is primarily employed as a building block in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions for drug discovery. Its electron-deficient pyridine core facilitates regioselective functionalization in anticancer and antiviral compound development. Researchers also utilize it as a precursor for fluorescent probes and ligand synthesis in transition metal catalysis.

Safety and Hazards

GHS Hazard Statements

• H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (83.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (83.3%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (83.3%)
• Acute Tox. 4 (83.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (83.3%)

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