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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles

Comprehensive Overview of 3-(1H-Pyrazol-1-yl)propan-1-amine (CAS No. 75653-86-0): Properties, Applications, and Industry Insights

3-(1H-Pyrazol-1-yl)propan-1-amine (CAS No. 75653-86-0) is a specialized organic compound gaining attention in pharmaceutical and agrochemical research due to its unique molecular structure. This pyrazole derivative features a propan-1-amine backbone linked to a 1H-pyrazol-1-yl group, making it a versatile intermediate for synthesizing bioactive molecules. Its CAS registry number 75653-86-0 serves as a critical identifier in chemical databases and regulatory documentation.

Recent studies highlight the compound's potential in drug discovery, particularly as a pharmacophore for kinase inhibitors and G-protein-coupled receptor (GPCR) modulators. The amine functionality allows for easy derivatization, while the pyrazole ring contributes to π-π stacking interactions in target binding. Researchers are exploring its role in developing next-generation therapeutics for inflammatory diseases and metabolic disorders, aligning with current trends in precision medicine.

In material science, 3-(1H-Pyrazol-1-yl)propan-1-amine demonstrates utility as a ligand precursor for metal-organic frameworks (MOFs). Its ability to coordinate with transition metals supports applications in heterogeneous catalysis and gas storage materials—hot topics in sustainable technology. The compound's thermal stability (typically stable up to 200°C) makes it suitable for high-temperature processes.

Synthetic protocols for CAS 75653-86-0 often involve nucleophilic substitution reactions between 1H-pyrazole and 3-bromopropylamine derivatives. Advanced purification techniques like preparative HPLC ensure >98% purity for research-grade material. Analytical characterization typically combines NMR spectroscopy (showing distinct peaks at δ 2.8 ppm for –CH2NH2) and mass spectrometry (m/z 125 for [M+H]+).

Market analysts note growing demand for pyrazole-containing compounds in Asia-Pacific regions, driven by pharmaceutical outsourcing. Regulatory compliance follows REACH guidelines for non-hazardous substances, with proper storage recommended under inert atmosphere at 2-8°C to prevent amine oxidation. The compound's logP value (~0.5) suggests moderate hydrophilicity, influencing formulation strategies.

Emerging applications include its use as a crosslinking agent in polymer chemistry and as a building block for fluorescent probes. Recent patent literature describes derivatives of 3-(1H-Pyrazol-1-yl)propan-1-amine in bioimaging applications, capitalizing on the pyrazole ring's electron-rich properties. These developments align with industry focus on multifunctional materials and theranostic agents.

Quality control protocols for 75653-86-0 emphasize residual solvent analysis (particularly for DMF and DMSO) and heavy metal screening. The compound's vapor pressure (estimated 0.01 mmHg at 25°C) indicates low volatility, an important factor for workplace safety assessments. Computational studies predict favorable ADME properties, supporting its pharmaceutical potential.

Future research directions may explore enantioselective synthesis of chiral analogs and green chemistry approaches to production. The compound's structure-activity relationships (SAR) in various biological targets remain an active area of investigation, particularly regarding selectivity optimization in medicinal chemistry programs.

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