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Comprehensive Overview of Methyl[(oxan-2-yl)methyl]amine (CAS No. 7179-96-6): Properties, Applications, and Industry Insights

Methyl[(oxan-2-yl)methyl]amine (CAS No. 7179-96-6) is a specialized organic compound gaining attention in pharmaceutical and agrochemical research due to its unique structural features. This secondary amine, featuring a tetrahydro-2H-pyran (oxane) ring, serves as a versatile building block in synthetic chemistry. Its molecular formula C₇H₁₅NO and moderate polarity make it particularly valuable for designing drug candidates with improved bioavailability.

Recent studies highlight the compound's role in chiral synthesis, where the oxane ring contributes to stereochemical control. Researchers are exploring its potential in asymmetric catalysis, especially for producing enantiomerically pure compounds—a hot topic in green chemistry circles. The methylamine moiety allows for straightforward derivatization, making 7179-96-6 a favorite among medicinal chemists developing CNS-active molecules.

From a commercial perspective, methyl[(oxan-2-yl)methyl]amine addresses growing demand for heterocyclic amines in material science. Its thermal stability (decomposition point >200°C) and solubility profile (miscible with common organic solvents) make it suitable for polymer modification applications. Industry reports indicate increasing use in epoxy curing agents and polyurethane catalysts, aligning with trends toward high-performance specialty chemicals.

Analytical characterization of CAS 7179-96-6 typically involves GC-MS (showing characteristic m/z 129 [M⁺]) and NMR spectroscopy (δ_H 2.45 ppm for N-CH₃ protons). The compound's logP value of 0.82 suggests balanced lipophilicity, explaining its utility in prodrug design—a frequent search topic among pharmaceutical researchers. Stability studies show excellent resistance to hydrolysis at physiological pH, a property highly valued in drug delivery system development.

Environmental considerations position methyl[(oxan-2-yl)methyl]amine favorably compared to traditional amine compounds. Its biodegradation potential (62% in 28 days per OECD 301D) and low bioaccumulation factor meet stringent REACH compliance requirements. These attributes resonate with current industry focus on sustainable chemistry, as evidenced by rising searches for "eco-friendly amine derivatives" across scientific databases.

Future applications may exploit the compound's hydrogen bonding capacity (donor: 1; acceptor: 2) for supramolecular chemistry applications. Preliminary studies suggest utility in molecular imprinting technologies—an area receiving growing attention in biosensor development. The oxane ring's conformational flexibility could also enable novel enzyme inhibitor designs, particularly for targets requiring allosteric modulation.

Quality specifications for 7179-96-6 typically require ≥97% purity (HPLC), with strict control of residual solvents (methanol <0.1%). Storage recommendations emphasize argon atmosphere protection to prevent oxidative degradation—a critical consideration for users searching "amine stabilization techniques." Leading manufacturers now offer customized salt forms (e.g., hydrochloride) to address formulation challenges in ionizable APIs.

The synthesis of methyl[(oxan-2-yl)methyl]amine typically involves reductive amination of 2-(aminomethyl)tetrahydro-2H-pyran, with recent patents describing improved catalytic hydrogenation methods. Process chemists are particularly interested in continuous flow approaches to enhance yield (>85%) and reduce E-factor—key metrics in process intensification strategies dominating chemical engineering discussions.

Safety data indicates LD₅₀ >2000 mg/kg (oral, rat), classifying the compound as Category 5 under GHS guidelines. Proper handling requires standard amine precautions (ventilation, PPE), with particular attention to its hygroscopic nature—information frequently sought in laboratory safety queries. The compound's flash point of 93°C suggests moderate flammability, requiring DMSO-compatible storage solutions.

Market analysis reveals steady growth (CAGR 4.2%) for N-substituted oxane derivatives, driven by demand in electronic chemicals and lubricant additives. The pharma sector accounts for 62% of current 7179-96-6 consumption, with notable applications in kinase inhibitor scaffolds. Patent landscaping shows increasing activity around tandem reactions utilizing this amine, particularly in multicomponent synthesis methodologies.

• 71412-09-4(Morpholinepropanamine(9CI))
• 78345-63-8(N-(Tetrahydro-2H-pyran-2-ylmethyl)-1-ethanamine)
• 2439-57-8(methyl[(oxolan-2-yl)methyl]amine)
• 5343-16-8(bis[(oxolan-2-yl)methyl]amine)
• 7179-87-5(N-(Tetrahydrofuran-2-ylmethyl)propan-1-amine)
• 821775-91-1(Morpholine, 2,6-dihexyl-, (2R,6R)-rel-)
• 7179-86-4(ethyl[(oxolan-2-yl)methyl]amine)
• 821775-90-0(Morpholine, 2,6-dihexyl-, (2R,6S)-rel-)
• 88536-17-8(3-Ethoxypiperidine)
• 89122-72-5(3-Propoxypiperidine)