Description

2-Amino-3-bromo-5-nitropyridine (CAS No. 15862-31-4) is a high-purity heterocyclic organic compound with the molecular formula C₅H₄BrN₃O₂. This brominated nitropyridine derivative is a versatile building block in pharmaceutical and agrochemical research, featuring both amino and nitro functional groups for diverse synthetic applications. Its crystalline structure and well-defined reactivity make it ideal for nucleophilic substitution reactions, metal-catalyzed cross-couplings, and as a precursor for fused ring systems. Available in 98%+ purity by HPLC, this compound is supplied in amber glass vials under inert atmosphere to ensure stability. Technical specifications include: molecular weight 218.01 g/mol, melting point 165-168°C (dec.), and solubility in DMSO (>50 mg/mL). SDS and analytical certificates are available upon request.

Properties

• CAS Number: 15862-31-4
• Complexity: 160
• IUPAC Name: 3-bromo-5-nitro-pyridin-2-amine
• InChI: InChI=1S/C5H4BrN3O2/c6-4-1-3(9(10)11)2-8-5(4)7/h1-2H,(H2,7,8)
• InChI Key: OFXNHXMPRZDIDM-UHFFFAOYSA-N
• Exact Mass: 216.94869
• Molecular Formula: C5H4BrN3O2
• Molecular Weight: 218.01
• SMILES: C1=C(C=NC(=C1Br)N)[N+](=O)[O-]
• Topological: 84.7
• Monoisotopic Mass: 216.94869
• Synonyms: 2-amino-3-bromo-5-nitropyridine, 15862-31-4, 3-BROMO-5-NITRO-2-PYRIDINAMINE, DTXSID20370292, DTXCID00321328, 689-323-1, 3-bromo-5-nitropyridin-2-amine, 2-Pyridinamine, 3-bromo-5-nitro-, MFCD00955628, 3-bromo-5-nitro-2-pyridylamine, 3-bromo-5-nitro-pyridin-2-amine, SCHEMBL914310, CHEMBL1620027, OFXNHXMPRZDIDM-UHFFFAOYSA-N, BCP22224, SBB013866, STK782782, AKOS001729591, AB07738, AC-6253, CS-W002708, PS-5451, SY031463, DB-023761, ST4121925, EN300-93430, Z1267727489

Application

2-Amino-3-bromo-5-nitropyridine serves as a key intermediate in the synthesis of bioactive molecules, particularly in developing kinase inhibitors and antimicrobial agents. Researchers utilize its bromo substituent for Suzuki-Miyaura couplings in drug discovery programs. The compound’s electron-deficient pyridine core facilitates nucleophilic aromatic substitutions in material science applications. It has shown utility in constructing polycyclic nitrogen-containing scaffolds for optoelectronic materials.

Safety and Hazards

GHS Hazard Statements

• H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (75%): 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 (75%)
• Eye Irrit. 2 (75%)
• STOT SE 3 (75%)

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