Description

5-Bromo-3-nitropyridine-2-carbonitrile (CAS No. 573675-25-9) is a high-purity heterocyclic compound with the molecular formula C₆H₂BrN₃O₂. This specialized nitropyridine derivative is an essential building block in pharmaceutical and agrochemical research, particularly in the synthesis of novel active ingredients. The compound features a bromo substituent at the 5-position and a nitro group at the 3-position of the pyridine ring, along with a cyano group at the 2-position, offering multiple reactive sites for further functionalization. Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied as a crystalline solid with excellent batch-to-batch consistency. Ideal for cross-coupling reactions, nucleophilic substitutions, and as a precursor for fused heterocyclic systems. Packaged under inert atmosphere to ensure stability and shipped with comprehensive analytical data (NMR, MS, HPLC).

Properties

• CAS Number: 573675-25-9
• Complexity: 231
• IUPAC Name: 5-bromo-3-nitro-pyridine-2-carbonitrile
• InChI: InChI=1S/C6H2BrN3O2/c7-4-1-6(10(11)12)5(2-8)9-3-4/h1,3H
• InChI Key: OBVYONPVHIOJJZ-UHFFFAOYSA-N
• Exact Mass: 226.93304
• Molecular Formula: C6H2BrN3O2
• Molecular Weight: 228.00
• SMILES: C1=C(C=NC(=C1[N+](=O)[O-])C#N)Br
• Topological: 82.5
• Monoisotopic Mass: 226.93304
• Synonyms: 5-Bromo-3-nitropyridine-2-carbonitrile, 629-442-8, 573675-25-9, 5-Bromo-2-Cyano-3-Nitropyridine, 5-bromo-3-nitropicolinonitrile, MFCD06657551, 5-bromo-3-nitro-pyridine-2-carbonitrile, 2-Pyridinecarbonitrile, 5-bromo-3-nitro-, 5-bromo-2-cyano-3-nitro pyridine, C6H2BrN3O2, 5-bromo-3-nitro-2-cyanopyridine, 2-CYANO-3-NITRO-5-BROMOPYRIDINE, 5-Bromo-3nitropicolinonitrile, 5-Bromo3-nitropicolinonitrile, SCHEMBL1328418, DTXSID30377838, OBVYONPVHIOJJZ-UHFFFAOYSA-N, BCP22090, BBL100559, GEO-02510, SBB055558, STL554353, AKOS005254685, AC-1353, CS-W008117, GS-6855, NB67409, PB15843, SY009510, DB-029094, B5584, 5-Bromo-3-nitropyridine-2-carbonitrile, 95%, EN300-119035

Application

5-Bromo-3-nitropyridine-2-carbonitrile serves as a versatile intermediate in medicinal chemistry for developing kinase inhibitors and antimicrobial agents. The compound’s unique substitution pattern makes it valuable for constructing polyfunctionalized pyridine scaffolds in drug discovery programs. Researchers utilize this building block in palladium-catalyzed cross-coupling reactions to create diverse biaryl structures. In material science, it finds application as a precursor for synthesizing nitrogen-rich heterocycles with potential electronic applications.

Safety and Hazards

GHS Hazard Statements

• H301 (95.5%): Toxic if swallowed [Danger Acute toxicity, oral]
• H312 (93.2%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (97.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (93.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H332 (93.2%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (95.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (95.5%)
• Acute Tox. 4 (93.2%)
• Skin Irrit. 2 (97.7%)
• Eye Dam. 1 (93.2%)
• Acute Tox. 4 (93.2%)
• STOT SE 3 (95.5%)

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