Description

2-Phenylimidazo[1,2-a]pyridine (CAS No. 4105-21-9) is a high-purity heterocyclic organic compound with the molecular formula C₁₃H₁₀N₂. This specialized chemical is widely utilized in pharmaceutical research, material science, and organic synthesis due to its unique imidazopyridine core structure. The compound features a phenyl substituent at the 2-position, enhancing its reactivity and making it a valuable scaffold for drug discovery and medicinal chemistry applications. Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied as a fine white to off-white crystalline powder. Each batch is accompanied by comprehensive analytical data including ¹H NMR, HPLC chromatograms, and mass spectrometry results. Suitable for use in cross-coupling reactions, fluorescence studies, and as a building block for biologically active molecules. Packaged under inert atmosphere in amber glass vials to ensure stability and longevity.

Properties

• CAS Number: 4105-21-9
• Complexity: 211
• IUPAC Name: 2-phenylimidazo[1,2-a]pyridine
• InChI: InChI=1S/C13H10N2/c1-2-6-11(7-3-1)12-10-15-9-5-4-8-13(15)14-12/h1-10H
• InChI Key: KDHWCFCNNGUJCP-UHFFFAOYSA-N
• Exact Mass: 194.084398327
• Molecular Formula: C13H10N2
• Molecular Weight: 194.23
• SMILES: C1=CC=C(C=C1)C2=CN3C=CC=CC3=N2
• Topological: 17.3
• Monoisotopic Mass: 194.084398327
• Synonyms: 2-phenylimidazo[1,2-a]pyridine, 4105-21-9, 2-Phenyl-imidazo[1,2-a]pyridine, MFCD00219254, MLS002694050, CHEMBL1720835, IMIDAZO[1,2-A]PYRIDINE, 2-PHENYL-, 2-phenyl-4-hydroimidazo[1,2-a]pyridine, NSC77913, Maybridge1_004380, Oprea1_695181, SCHEMBL370701, SCHEMBL713889, SCHEMBL966793, SCHEMBL969432, SCHEMBL1038182, SCHEMBL2334957, HMS553P04, DTXSID10276799, KDHWCFCNNGUJCP-UHFFFAOYSA-N, HMS3087C06, BBL022256, BDBM50269841, CCG-19767, NSC-77913, SBB091771, STK016628, AKOS000416646, AB04929, GS-5443, SDCCGSBI-0658264.P001, SMR000060551, SY235180, DB-070134, CS-0126878, EU-0077265, P2632, ST45023670, 10.14272/KDHWCFCNNGUJCP-UHFFFAOYSA-N.1, AF-964/00531022, doi:10.14272/KDHWCFCNNGUJCP-UHFFFAOYSA-N.1, SR-01000638986-1, F1550-0046

Application

2-Phenylimidazo[1,2-a]pyridine serves as a key intermediate in the synthesis of various pharmacologically active compounds, particularly those targeting neurological disorders. The compound’s rigid planar structure makes it valuable for developing fluorescent probes and optoelectronic materials. Researchers utilize this heterocycle in medicinal chemistry for its potential as a kinase inhibitor scaffold in anticancer drug development. Its electron-rich system also facilitates participation in palladium-catalyzed cross-coupling reactions for complex molecule synthesis.

Safety and Hazards

GHS Hazard Statements

• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P264+P265, P280, P305+P354+P338, and P317

Hazard Classes and Categories

• Eye Dam. 1 (100%)

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