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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenylpyrazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles Phenylpyrazoles

Comprehensive Overview of 2-(3-phenyl-1H-pyrazol-1-yl)acetamide (CAS No. 113336-27-9): Properties, Applications, and Research Insights

2-(3-phenyl-1H-pyrazol-1-yl)acetamide (CAS 113336-27-9) is a specialized organic compound gaining attention in pharmaceutical and agrochemical research due to its unique molecular structure. This pyrazole derivative features a phenyl group attached to the pyrazole ring and an acetamide moiety, making it a versatile intermediate for synthesizing bioactive molecules. Researchers are increasingly exploring its potential as a kinase inhibitor scaffold and anti-inflammatory agent, aligning with current trends in targeted drug discovery.

The compound's molecular formula C11H11N3O and molecular weight 201.23 g/mol suggest favorable pharmacokinetic properties for drug development. Recent studies highlight its role in modulating signal transduction pathways, particularly in oncology research where heterocyclic compounds are sought after for their selective binding capabilities. The acetamide functional group enhances hydrogen bonding potential, a critical factor in protein-ligand interactions – a hot topic in computational chemistry and AI-assisted drug design.

Synthetic approaches to 2-(3-phenyl-1H-pyrazol-1-yl)acetamide typically involve N-alkylation reactions of pyrazole precursors, with optimization focusing on green chemistry principles to reduce environmental impact. Analytical characterization using HPLC-MS and NMR spectroscopy confirms its high purity (>98%), meeting stringent requirements for preclinical studies. The compound's logP value (predicted 1.82) indicates moderate lipophilicity, balancing membrane permeability and aqueous solubility – key parameters in ADMET profiling.

Emerging applications include its use as a building block for covalent organic frameworks (COFs) in material science, where researchers leverage its hydrogen-bonding motifs to design porous materials for gas storage. This aligns with global interest in carbon capture technologies and sustainable materials. The pyrazole core also shows promise in developing fluorescent probes for biological imaging, addressing the growing demand for diagnostic tools in precision medicine.

Quality control specifications for CAS 113336-27-9 typically require residual solvent analysis by GC and heavy metal screening to meet pharmaceutical standards. Stability studies under various storage conditions (-20°C to 25°C) demonstrate its robustness as a research chemical, with recommended protection from light and moisture to maintain integrity. These characteristics make it suitable for high-throughput screening platforms in drug discovery pipelines.

Recent patent literature reveals innovative modifications of the 2-(3-phenyl-1H-pyrazol-1-yl)acetamide structure to enhance blood-brain barrier penetration for neurological targets. Such developments respond to the urgent need for neuroprotective agents in aging populations. The compound's structure-activity relationship (SAR) studies are frequently cited in medicinal chemistry publications, particularly regarding allosteric modulation of protein targets – a cutting-edge approach in drug discovery.

From a commercial perspective, 113336-27-9 is available as a GMP-grade material for regulated research, with suppliers offering custom isotope-labeled versions (13C, 15N) for metabolic studies. The global market shows growing demand from contract research organizations (CROs) and academic institutions focusing on fragment-based drug design. Regulatory documentation includes comprehensive safety data sheets and analytical certificates to support research compliance.

Future directions for this compound include exploration in bioconjugation chemistry for antibody-drug conjugates (ADCs) and PROTAC technology – two rapidly advancing areas in oncology therapeutics. Its structural features suggest potential as a cryoprotectant additive in biopreservation, addressing needs in cell therapy manufacturing. Computational modeling predicts favorable binding affinities for several disease-relevant targets, positioning 2-(3-phenyl-1H-pyrazol-1-yl)acetamide as a valuable tool for hit-to-lead optimization in modern drug discovery workflows.

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