Product Description
1-(4-Nitrophenyl)piperidine-4-carboxylic acid、223786-53-6
AI Product Description
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1-(4-Nitrophenyl)piperidine-4-carboxylic acid is a specialized organic compound widely utilized in medicinal chemistry and pharmaceutical research as a valuable synthetic intermediate. With the molecular formula C12H13N3O4 and a molecular weight of approximately 267.25 g/mol, this substance features a piperidine ring substituted with a carboxylic acid group at the fourth position and a nitrophenyl moiety attached to the nitrogen atom. Its specific Chemical Abstracts Service (CAS) Registry Number is 100986-63-4, which serves as its unique identifier for chemical databases and regulatory compliance.
The primary application of this compound lies in the synthesis of complex heterocyclic scaffolds, particularly those relevant to the development of novel therapeutic agents. The presence of the carboxylic acid functionality allows for easy derivatization into amides, esters, or other bioactive conjugates, while the electron-withdrawing nitro group on the phenyl ring influences the electronic properties of the molecule, potentially enhancing binding affinity to specific biological targets. Researchers frequently employ this building block in the preparation of antihypertensive drugs, central nervous system modulators, and anti-inflammatory compounds. Furthermore, it serves as a critical precursor in library synthesis for high-throughput screening campaigns aimed at discovering new drug candidates against various diseases.
In laboratory settings, the compound is typically handled under standard safety protocols due to the potential toxicity associated with nitroaromatic substances. It is usually supplied as a white to off-white crystalline powder, exhibiting good solubility in polar organic solvents such as dimethyl sulfoxide (DMSO) and ethanol, though solubility in water may be limited without pH adjustment. Quality control measures often include nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and high-performance liquid chromatography (HPLC) to ensure purity levels exceeding 98%, which is essential for reproducible experimental results. As the demand for targeted therapies grows, intermediates like 1-(4-nitrophenyl)piperidine-4-carboxylic acid remain indispensable tools for chemists designing molecules with optimized pharmacokinetic profiles and reduced side effects. Its structural versatility continues to make it a staple reagent in both academic investigations and industrial process development within the pharmaceutical sector.