4-(4-Fluorophenyl)piperazine-1-carboxamide: Properties & Uses
4-(4-Fluorophenyl)piperazine-1-carboxamide: Properties & Uses
4-(4-Fluorophenyl)piperazine-1-carboxamide is a versatile fluorinated piperazine building block widely employed in medicinal chemistry as a pharmacophore component and synthetic intermediate for the development of biologically active small molecules.
- Chemical Name
- 4-(4-Fluorophenyl)piperazine-1-carboxamide
- SKU
- F1297738
- Core Scaffold
- Piperazine ring bearing a 4-fluorophenyl group at N-4 and a primary carboxamide at N-1
- Key Functional Groups
- Aryl fluoride, tertiary amine (piperazine N-4), primary carboxamide (-CONH₂)
- Primary Application
- Medicinal chemistry building block and drug discovery intermediate
- Supplier
- Aladdin Scientific (SY-250424)
Chemical Structure and Physicochemical Properties
4-(4-Fluorophenyl)piperazine-1-carboxamide consists of a six-membered piperazine ring as its central scaffold. The N-4 nitrogen bears a 4-fluorophenyl (para-fluorophenyl) aromatic substituent, while the N-1 nitrogen carries a primary carboxamide group (-CONH₂). This combination of structural features imparts distinct physicochemical characteristics relevant to its utility as a research reagent.
The para-fluorine substituent on the phenyl ring is notable for several reasons: fluorine's high electronegativity modulates the electron density of the aromatic ring, influences lipophilicity (logP), and can affect metabolic stability of derived compounds by blocking sites of cytochrome P450-mediated oxidation. The piperazine core provides two basic nitrogen atoms, contributing to the compound's solubility profile in aqueous media and its capacity for salt formation. The terminal primary carboxamide introduces hydrogen-bond donor and acceptor capability, which can enhance binding interactions with biological targets.
Researchers should handle this compound following standard laboratory safety protocols. Refer to the applicable Safety Data Sheet (SDS) prior to use, as specific hazard classifications and handling recommendations are compound-specific.
Applications in Medicinal Chemistry and Drug Discovery
4-(4-Fluorophenyl)piperazine-1-carboxamide serves as a valuable building block and intermediate in the design and synthesis of pharmacologically active molecules. The piperazine moiety is among the most prevalent heterocyclic scaffolds found in approved drugs and drug candidates, valued for its conformational flexibility, aqueous solubility, and ability to interact with a broad range of biological targets including G protein-coupled receptors (GPCRs), kinases, and ion channels.
The 4-fluorophenyl substituent is a classical medicinal chemistry motif that frequently appears in CNS-active agents, antifungal compounds, and other therapeutic classes. Its incorporation can optimize potency, selectivity, and pharmacokinetic parameters. The carboxamide functionality at N-1 provides a handle for further synthetic elaboration — for example, through acylation, coupling reactions, or as a hydrogen-bond pharmacophore in its own right — making this compound a flexible synthetic intermediate.
Typical uses include: (1) fragment-based drug discovery as a piperazine-carboxamide fragment; (2) synthesis of targeted covalent or non-covalent inhibitors; (3) structure-activity relationship (SAR) studies exploring fluorophenyl piperazine pharmacophores; and (4) preparation of probe molecules for biological assays.
Handling, Storage, and Quality Considerations
As with all fine chemical reagents, proper handling and storage of 4-(4-Fluorophenyl)piperazine-1-carboxamide are essential to maintain compound integrity and research reproducibility. General best practices for solid organic reagents of this type include:
- Storage: Store in a tightly sealed container, protected from moisture and light, at the temperature specified on the product label or SDS. Desiccation is recommended for hygroscopic materials.
- Handling: Use appropriate personal protective equipment (PPE) including gloves, eye protection, and a laboratory coat. Work in a well-ventilated area or fume hood when handling powders to avoid inhalation of fine particulates.
- Purity and QC: Aladdin Scientific provides purity data with each lot. Researchers are encouraged to verify purity by HPLC or NMR as appropriate for their application, particularly for sensitive biological assays.
- Solubility: The compound's piperazine core and carboxamide group suggest reasonable solubility in polar aprotic solvents (e.g., DMSO, DMF) and potentially in aqueous buffers at appropriate pH. Empirical solubility testing is recommended for specific experimental conditions.
Always consult the current SDS and Certificate of Analysis (CoA) supplied with the product before use.
Sourcing from Aladdin Scientific
Aladdin Scientific supplies 4-(4-Fluorophenyl)piperazine-1-carboxamide under SKU F1297738 (internal reference SY-250424). Aladdin Scientific is committed to providing research-grade reagents supported by rigorous quality control, enabling reproducible results in academic and industrial research settings.
For procurement inquiries, bulk pricing, certificate of analysis requests, or technical support, researchers and lab managers are encouraged to contact Aladdin Scientific directly through the product page or customer service channels. Stock availability and packaging options may vary; confirm current availability at time of order.
Aladdin Scientific's catalog encompasses a broad selection of heterocyclic building blocks, fluorinated intermediates, and medicinal chemistry tools, making it a reliable single-source supplier for complex research programs requiring diverse chemical entities.
Frequently asked questions
What is 4-(4-Fluorophenyl)piperazine-1-carboxamide used for in research?
It is primarily used as a building block and synthetic intermediate in medicinal chemistry and drug discovery. The compound's piperazine scaffold, fluorophenyl pharmacophore, and carboxamide functionality make it suitable for SAR studies, fragment-based drug discovery, and the preparation of biologically active small molecules targeting GPCRs, kinases, and other protein classes.
In which solvents is 4-(4-Fluorophenyl)piperazine-1-carboxamide typically soluble?
Based on its structural features — a piperazine core and a primary carboxamide group — the compound is expected to show good solubility in polar aprotic solvents such as DMSO and DMF. Solubility in aqueous buffers may be feasible at acidic pH due to protonation of the piperazine nitrogens. Empirical testing under specific experimental conditions is always recommended.
How should 4-(4-Fluorophenyl)piperazine-1-carboxamide be stored to maintain stability?
The compound should be stored in a tightly sealed container, protected from moisture and direct light, at the temperature recommended on the product label or Safety Data Sheet. For long-term storage, keeping the material under inert atmosphere and using desiccant is advisable. Always consult the Certificate of Analysis and SDS provided with the specific lot for authoritative storage guidance.
What is the Aladdin Scientific SKU for 4-(4-Fluorophenyl)piperazine-1-carboxamide?
The product is listed under SKU F1297738 at Aladdin Scientific, with internal reference SY-250424. Researchers can use this SKU to locate the product in the catalog, request a quote, or place an order directly through Aladdin Scientific's ordering channels.
References
- Lipinski, C. A. et al. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Advanced Drug Delivery Reviews, 2001.
- Meanwell, N. A. Synopsis of some recent tactical application of bioisosteres in drug design. Journal of Medicinal Chemistry, 2011.
- Roughley, S. D.; Jordan, A. M. The medicinal chemist's toolbox: an analysis of reactions used in the pursuit of drug candidates. Journal of Medicinal Chemistry, 2011.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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