Description

2-(4-Bromophenyl)imidazo[1,2-a]pyridine (CAS No. 34658-66-7) is a high-purity heterocyclic organic compound with the molecular formula C₁₃H₉BrN₂. This brominated imidazopyridine derivative is a valuable building block in medicinal chemistry and materials science. The compound features an imidazo[1,2-a]pyridine core substituted at the 2-position with a 4-bromophenyl group, offering versatile reactivity for cross-coupling reactions and further functionalization.

Our product is synthesized under strict quality control and is available in ≥95% purity (HPLC). It is supplied as an off-white to light yellow crystalline powder, stable under recommended storage conditions (2-8°C, protected from light and moisture). Each batch is thoroughly characterized by ¹H NMR, ¹³C NMR, and mass spectrometry to ensure structural integrity and purity.

This compound is particularly useful for researchers developing:

• Pharmaceutical intermediates
• Fluorescent materials
• Ligands for catalytic systems
• Bioactive molecule scaffolds

Properties

• CAS Number: 34658-66-7
• Complexity: 238
• IUPAC Name: 2-(4-bromophenyl)imidazo[1,2-a]pyridine
• InChI: InChI=1S/C13H9BrN2/c14-11-6-4-10(5-7-11)12-9-16-8-2-1-3-13(16)15-12/h1-9H
• InChI Key: GRZUOGFRIHABDK-UHFFFAOYSA-N
• Exact Mass: 271.99491
• Molecular Formula: C13H9BrN2
• Molecular Weight: 273.13
• SMILES: C1=CC2=NC(=CN2C=C1)C3=CC=C(C=C3)Br
• Topological: 17.3
• Monoisotopic Mass: 271.99491
• Solubility: 0.8 [ug/mL]
• Synonyms: 2-(4-Bromophenyl)imidazo[1,2-a]pyridine, 34658-66-7, 2-(4-Bromophenyl)imidazo(1,2-a)pyridine, DTXSID70347590, DTXCID00298662, 625-237-2, MFCD00218250, CHEMBL1303604, Imidazo[1,2-a]pyridine,2-(4-bromophenyl)-, Oprea1_612770, Oprea1_768426, MLS000711753, SCHEMBL972536, IFLab1_006101, SCHEMBL25253961, HMS1429F07, HMS2774F19, BBL022258, BDBM50269835, CCG-19768, STK392630, AKOS000416768, CS-W014024, DS-12076, SMR000281520, SY049521, 2-(4-bromophenyl)-imidazo[1,2-a]pyridine, DB-000794, ST4022547, B4871, EU-0077275, 2-(4-Bromophenyl)imidazo[1,2-a]pyridine #, Imidazol[1,2-a]pyridine, 2-(4-bromophenyl)-, 2-(4-bromo-phenyl)-imidazo [1,2-a] pyridine, 2-(4-bromophenyl)-4-hydroimidazo[1,2-a]pyridine, 2-(4-Bromophenyl)imidazo[1,2-a]pyridine, 97%, AE-641/00758011, Z55863168, F1550-0047

Application

2-(4-Bromophenyl)imidazo[1,2-a]pyridine serves as a key intermediate in the synthesis of various biologically active compounds, particularly in the development of kinase inhibitors and antimicrobial agents. The bromine substituent makes it an excellent substrate for palladium-catalyzed cross-coupling reactions, enabling rapid diversification of the molecular scaffold. Researchers utilize this compound in materials science for creating organic semiconductors and fluorescent probes due to its extended π-conjugation system. Its imidazopyridine core is frequently employed in medicinal chemistry programs targeting neurological disorders and infectious diseases.

Safety and Hazards

GHS Hazard Statements

• H302 (88.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (88.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (11.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.7%): 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 (88.6%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (88.6%)
• Eye Irrit. 2 (11.4%)
• STOT SE 3 (97.7%)

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