1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid: Research Guide
1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid: Research Guide
1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid is a fluorine-substituted N-aryl imidazole carboxylic acid that serves as a versatile building block in medicinal chemistry, heterocyclic synthesis, and the development of biologically active small molecules.
- Chemical Name
- 1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid
- SKU / Product Code
- H728937
- Core Scaffold
- N-aryl imidazole with a C4-carboxylic acid functional group
- Key Substituent
- 4-Fluorophenyl group at N1 position
- Functional Group
- Carboxylic acid (–COOH) enabling amide coupling, esterification, and decarboxylation reactions
- Supplier
- Aladdin Scientific
Chemical Identity and Structure
1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid belongs to the class of N-arylimidazole carboxylic acids. Its molecular framework consists of an imidazole ring bearing a 4-fluorophenyl substituent at the N1 nitrogen and a carboxylic acid group at the C4 position. The electron-withdrawing fluorine atom on the phenyl ring modulates the electronic character of the aromatic system, influencing both reactivity and potential binding interactions with biological targets. The carboxylic acid moiety provides a versatile handle for further chemical elaboration, including amide bond formation, esterification, and coordination chemistry. This compound is catalogued by Aladdin Scientific under SKU H728937.
Research Applications
This compound finds utility across several areas of chemical research:
- Medicinal Chemistry Building Block: The N-arylimidazole-carboxylic acid scaffold is frequently employed in the synthesis of pharmacologically relevant compounds. The carboxylic acid group allows direct coupling with amines to generate amide derivatives, which are common pharmacophores in drug discovery programs.
- Heterocyclic Synthesis: The compound can serve as a precursor or intermediate in constructing more complex heterocyclic frameworks via condensation, cyclization, or cross-coupling strategies.
- Fluorine-Containing Compound Library: Fluorine substitution is a widely exploited strategy in medicinal and agrochemical research to enhance metabolic stability, lipophilicity, and membrane permeability of lead compounds. This reagent contributes to the construction of fluorinated compound libraries.
- Coordination Chemistry: The imidazole nitrogen and carboxylate functionality together provide potential coordination sites for metal ions, making this compound of interest in the design of metal-organic ligands.
Handling, Storage, and Safety Guidelines
Although specific hazard data for this compound should be confirmed in the official Safety Data Sheet (SDS) provided by Aladdin Scientific, the following general guidelines apply to N-aryl imidazole carboxylic acid reagents:
- Personal Protective Equipment (PPE): Wear appropriate gloves (nitrile recommended), safety goggles, and a lab coat when handling the compound. Use a chemical fume hood if generating dust or aerosols.
- Storage: Store in a tightly sealed container in a cool, dry, well-ventilated area, away from incompatible materials such as strong oxidising agents and strong bases. Refer to the product SDS for temperature-specific storage recommendations.
- Disposal: Dispose of waste in accordance with applicable local, regional, and national regulations governing chemical waste. Do not pour down the drain without confirming local regulatory compliance.
- First Aid: In case of skin or eye contact, flush immediately with copious amounts of water and seek medical attention if irritation persists. Consult the SDS for complete first-aid measures.
Always consult the current Aladdin Scientific SDS for authoritative safety information before use.
Ordering and Specifications
1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid is available from Aladdin Scientific under SKU H728937. When placing an order or requesting a quotation, researchers and procurement teams should note the following:
- Product SKU: H728937
- Purity and Grade: Confirm the specific purity grade and analytical data (e.g., HPLC purity, NMR confirmation) with Aladdin Scientific at the time of ordering, as these may vary by lot.
- Pack Sizes: Available pack sizes should be confirmed with Aladdin Scientific sales or via the product page, as offerings may be updated.
- Documentation: Certificate of Analysis (CoA) and SDS are available upon request or via the Aladdin Scientific website.
- Lead Time: Contact Aladdin Scientific for current stock availability and estimated delivery timelines.
Frequently asked questions
What is 1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid used for in research?
This compound is primarily used as a building block in medicinal chemistry and heterocyclic synthesis. Its carboxylic acid group enables amide coupling and esterification reactions, while the fluorinated N-aryl imidazole scaffold contributes to the construction of pharmacologically relevant compound libraries and fluorinated drug candidates.
How should I store 1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid (SKU H728937)?
The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated area, away from strong oxidising agents and strong bases. Always consult the current Aladdin Scientific Safety Data Sheet (SDS) for authoritative, lot-specific storage conditions.
How can I obtain a Certificate of Analysis (CoA) for H728937?
Certificates of Analysis for H728937 are available from Aladdin Scientific upon request or via the Aladdin Scientific website. Please provide the lot number when requesting a CoA to ensure you receive the documentation matching your specific batch.
Can the carboxylic acid group of this compound be used in amide coupling reactions?
Yes. The free carboxylic acid at the C4 position of the imidazole ring is well-suited for standard amide coupling protocols using common activating agents such as EDC, HATU, or DCC in combination with appropriate bases. This makes the compound a useful intermediate for generating amide-containing analogues in medicinal chemistry workflows.
References
- Aladdin Scientific product page for 1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid, SKU H728937.
- Fluorine in Medicinal Chemistry: general textbook-level discussion of fluorine substituent effects on drug metabolism and bioavailability.
- N-Arylimidazole carboxylic acids as synthetic building blocks in heterocyclic and medicinal chemistry: general literature context.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
危险品化学品经营许可证(带存储)