2-(4-Fluorophenyl)benzo[d]oxazol-5-amine: Properties & Uses

2-(4-fluorophenyl)benzo[d]oxazol-5-amine is a fluorinated benzoxazole derivative bearing a primary aromatic amine at the 5-position, making it a versatile heterocyclic building block for medicinal chemistry and synthetic research.

Product Name

2-(4-fluorophenyl)benzo[d]oxazol-5-amine

SKU

B698670

Core Scaffold

Benzo[d]oxazole (1,3-benzoxazole) fused bicyclic ring system

Key Functional Groups

Primary aromatic amine (–NH2) at C-5; 4-fluorophenyl substituent at C-2

Typical Application

Heterocyclic building block for medicinal chemistry, drug discovery, and materials research

Recommended Storage

Store in a cool, dry place away from light; keep container tightly sealed

Chemical Identity and Structure

2-(4-fluorophenyl)benzo[d]oxazol-5-amine consists of a benzo[d]oxazole bicyclic core in which a 4-fluorophenyl group is attached at C-2 and a primary amine (–NH₂) is located at C-5. The benzo[d]oxazole scaffold is an aromatic 1,3-oxazole ring fused to a benzene ring, conferring planar geometry, good π-stacking ability, and moderate lipophilicity. The fluorine atom on the pendant phenyl ring enhances metabolic stability and modulates electronic properties, while the free amine at C-5 provides a versatile handle for further functionalization via acylation, sulfonylation, reductive amination, or condensation reactions.

Applications in Research

The benzoxazole–amine pharmacophore is widely employed in medicinal chemistry programs targeting a variety of biological pathways. The 2-arylbenzoxazole motif appears in compounds with reported antimicrobial, antifungal, anticancer, anti-inflammatory, and kinase-inhibitory activities. The 5-amino group of 2-(4-fluorophenyl)benzo[d]oxazol-5-amine enables straightforward derivatization, supporting the rapid generation of compound libraries for structure–activity relationship (SAR) studies. In materials science, fluorinated benzoxazole derivatives have been investigated as components of functional organic materials, including fluorescent probes and polymer precursors.

Note: Specific biological activity data for this exact compound are not confirmed in the supplied source material; researchers should consult primary literature before drawing conclusions about pharmacological properties.

Handling, Storage, and Safety

As with all aromatic amine compounds, appropriate laboratory precautions should be observed when handling 2-(4-fluorophenyl)benzo[d]oxazol-5-amine. Use personal protective equipment including nitrile gloves, safety glasses, and a laboratory coat. Work in a well-ventilated area or fume hood to minimize inhalation exposure. Store the compound in a tightly closed container in a cool, dry, and dark environment to prevent moisture uptake and photodegradation. Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for specific hazard classifications, first-aid measures, and disposal requirements before use.

Ordering and Quality Information

2-(4-fluorophenyl)benzo[d]oxazol-5-amine is available from Aladdin Scientific under SKU B698670. Aladdin Scientific supplies research-grade reagents that undergo quality control testing; the specific purity grade and analytical data (e.g., HPLC purity, NMR confirmation) for this lot can be found on the product page or the accompanying Certificate of Analysis (CoA). For bulk quantities, custom packaging, or special purity requirements, please contact Aladdin Scientific's sales team. Orders can be placed through the Aladdin Scientific website or via your institutional procurement system.

Frequently asked questions

What is 2-(4-fluorophenyl)benzo[d]oxazol-5-amine used for in research?

It is primarily used as a heterocyclic building block in medicinal chemistry and drug discovery, where the reactive 5-amino group enables derivatization to generate analogue libraries. The 2-arylbenzoxazole scaffold is associated with a range of bioactive compound classes, and the fluorine substituent modulates electronic and metabolic properties. It may also find use in materials science applications involving fluorescent or functional organic molecules.

How should I store 2-(4-fluorophenyl)benzo[d]oxazol-5-amine to maintain stability?

Store the compound in a tightly sealed container in a cool, dry location away from direct light and moisture. These precautions help prevent oxidation of the aromatic amine functionality and potential photodegradation of the benzoxazole ring. Always refer to the Aladdin Scientific SDS and CoA for lot-specific storage recommendations.

What is the SKU for 2-(4-fluorophenyl)benzo[d]oxazol-5-amine at Aladdin Scientific?

The SKU for 2-(4-fluorophenyl)benzo[d]oxazol-5-amine at Aladdin Scientific is B698670. You can search this code directly on the Aladdin Scientific website to access the product page, pricing, availability, and downloadable CoA.

What functional group transformations are possible at the 5-amino position?

The primary aromatic amine at C-5 is amenable to a wide range of standard transformations including acylation (to give amides), sulfonylation (to give sulfonamides), reductive amination, Schiff base (imine) formation, diazotization followed by coupling or substitution, and urea/carbamate formation. These reactions make it a highly flexible handle for generating diverse derivative libraries.

Where can I find purity and analytical data for SKU B698670?

Purity and analytical data, including HPLC chromatograms and NMR spectra where available, are documented in the Certificate of Analysis (CoA) for each specific lot. The CoA can be downloaded from the product page on the Aladdin Scientific website by entering the lot number, or requested from Aladdin Scientific customer service.

References

1. Aladdin Scientific product page: 2-(4-fluorophenyl)benzo[d]oxazol-5-amine, SKU B698670.
2. General reference: Textbook-level knowledge of benzoxazole chemistry and aromatic amine reactivity. No specific primary literature citation available from source material.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.