What Is 2-(4,5-Dihydro-1H-imidazol-2-yl)phenol?

2-(4,5-Dihydro-1H-imidazol-2-yl)phenol is an organic compound that combines a phenol moiety with a 2-imidazoline (4,5-dihydroimidazole) ring system. The imidazoline ring is a partially saturated five-membered nitrogen-containing heterocycle, and its direct attachment at the ortho position of the phenol ring confers distinctive electronic and hydrogen-bonding properties to the molecule.

Compounds belonging to the 2-imidazoline class have been widely studied in medicinal chemistry due to their ability to interact with adrenergic, imidazoline, and other receptors. The phenolic hydroxyl group adds an additional site for hydrogen bonding and potential derivatization, making this compound a versatile intermediate and pharmacological probe.

Specifications, Purity & Storage

Aladdin Scientific offers 2-(4,5-Dihydro-1H-imidazol-2-yl)phenol under SKU D468788, cross-referenced to Sigma-Aldrich catalog number 654698. Researchers should consult the current Certificate of Analysis (CoA) for lot-specific purity data, as detailed purity figures are subject to change between production lots.

As a general guideline for imidazoline-phenol derivatives, the compound should be stored in a cool, dry, well-ventilated location away from moisture, strong oxidizers, and strong acids or bases. The container should be kept tightly sealed when not in use. For long-term storage, refrigeration (2–8 °C) under an inert atmosphere is advisable to prevent degradation of the phenolic and imine functional groups.

Always refer to the product-specific Safety Data Sheet (SDS) and CoA supplied with your order for authoritative purity, storage, and handling information.

Handling, Safety & Regulatory Considerations

When working with 2-(4,5-Dihydro-1H-imidazol-2-yl)phenol, standard laboratory precautions for reactive organic compounds should be observed. Personal protective equipment (PPE) including lab coat, chemical-resistant gloves, and safety goggles should be worn at all times during handling.

The compound should be handled in a fume hood to minimize inhalation exposure. Phenol-containing compounds may cause skin and eye irritation, and imidazoline derivatives may exhibit biological activity at low concentrations; therefore, avoid skin contact and ingestion. Dispose of waste in accordance with local institutional and governmental regulations.

Detailed hazard classifications, first-aid measures, and disposal instructions are provided in the product SDS. Researchers are strongly advised to review the SDS before first use.

Applications in Research

2-(4,5-Dihydro-1H-imidazol-2-yl)phenol serves primarily as a synthetic building block and intermediate in medicinal chemistry programs. The 2-imidazoline pharmacophore is found in several clinically relevant drug classes, including alpha-adrenergic agonists and imidazoline receptor ligands, and the ortho-hydroxy substitution pattern may facilitate intramolecular hydrogen bonding that influences conformational preferences and receptor binding.

Researchers use this compound as a starting material or intermediate for the preparation of more complex imidazoline derivatives, coordination compounds (due to the chelating potential of the phenol-imidazoline motif), and as a reference standard or probe in receptor-binding studies. Its dual functional group presentation—basic imidazoline nitrogen atoms and an acidic phenolic hydroxyl—also enables further elaboration via N-alkylation, O-alkylation, or acylation reactions.

Ordering from Aladdin Scientific

2-(4,5-Dihydro-1H-imidazol-2-yl)phenol is available from Aladdin Scientific under SKU D468788. To place an order, visit the Aladdin Scientific website and search by product name or SKU. Bulk quantities, custom packaging, and institutional purchase orders may be accommodated; contact Aladdin's sales team for quotations and availability.

For questions regarding product specifications, lot-specific CoA requests, regulatory documentation (SDS, export certificates), or returns and refunds, please contact Aladdin Scientific customer service through the official website or your regional sales representative.