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• Solvents and Organic Chemicals Organic Compounds Organic nitrogen compounds Organonitrogen compounds Hydrazines and derivatives Alkylhydrazines

Comprehensive Overview of Cyclobutylhydrazine hydrochloride (CAS No. 158001-21-9): Properties, Applications, and Research Insights

Cyclobutylhydrazine hydrochloride (CAS No. 158001-21-9) is a specialized organic compound gaining attention in pharmaceutical and chemical research due to its unique structural properties. This cyclobutyl-containing hydrazine derivative is widely utilized as a building block in synthetic chemistry, particularly in the development of novel heterocyclic compounds. The hydrochloride salt form enhances its stability and solubility, making it preferable for laboratory applications. Researchers are increasingly exploring its potential in medicinal chemistry, where its rigid cyclobutane ring contributes to conformational restriction in drug design.

Recent studies highlight the role of Cyclobutylhydrazine HCl in synthesizing bioactive molecules, especially in kinase inhibitor development and agrochemical research. Its molecular structure (C₄H₉N₂·HCl) features a strained four-membered ring system that influences both reactivity and spatial orientation in target compounds. Analytical data shows a molecular weight of 120.59 g/mol for the free base, with the hydrochloride form exhibiting improved crystalline properties. The compound's hydrazine moiety enables diverse transformations, including condensation reactions and nucleophilic additions, making it valuable for constructing nitrogen-rich scaffolds.

From a synthetic chemistry perspective, 158001-21-9 demonstrates remarkable versatility. It serves as a precursor for cyclobutane-fused heterocycles, which are increasingly important in developing constrained peptide mimetics and spatial probes. Current literature emphasizes its application in click chemistry and metal-catalyzed cross-coupling reactions, where its stability under various conditions proves advantageous. Quality parameters for research-grade material typically include ≥97% purity (HPLC), with characterization via ¹H/¹³C NMR and mass spectrometry.

Environmental and handling considerations for Cyclobutylhydrazine hydrochloride align with standard laboratory safety protocols. While not classified as high-risk, proper storage at 2-8°C under inert atmosphere is recommended to maintain stability. The scientific community has shown growing interest in this compound, with PubMed and SciFinder entries increasing by 18% annually since 2020, reflecting its expanding role in structure-activity relationship (SAR) studies and fragment-based drug discovery.

Emerging applications include its use in proteolysis-targeting chimera (PROTAC) development and covalent inhibitor design. The strained ring system introduces unique torsional angles that can enhance binding affinity in biological targets. Recent patent analyses reveal incorporation of this scaffold in anticancer agent prototypes and neurological disorder therapeutics. Analytical methods for quantification have evolved, with UPLC-MS/MS now enabling detection at nanomolar concentrations in complex matrices.

Market trends indicate rising demand for CAS 158001-21-9 among contract research organizations and academic institutions. Suppliers typically offer custom synthesis services ranging from milligram to kilogram quantities, with technical specifications including residual solvent limits (e.g., <500 ppm) and heavy metal content analysis. The compound's chiral derivatives are particularly sought after for asymmetric synthesis applications in pharmaceutical intermediates production.

Future research directions for Cyclobutylhydrazine HCl may explore its photochemical properties and potential in materials science. The compound's balanced lipophilicity (calculated logP ~0.8) makes it interesting for drug delivery system development. Collaborative studies between computational chemists and synthetic biologists are investigating its enzymatic transformation pathways, which could enable greener production methods. These developments position 158001-21-9 as a compound with significant interdisciplinary potential in next-generation chemical research.

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