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• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives

Comprehensive Overview of (6S)-6-methylpiperazin-2-one (CAS No. 323592-68-3): Properties, Applications, and Industry Insights

The compound (6S)-6-methylpiperazin-2-one (CAS No. 323592-68-3) is a chiral piperazine derivative gaining significant attention in pharmaceutical and biochemical research. As a stereospecific building block, its unique 6S-configuration and lactam structure make it invaluable for designing bioactive molecules. Recent studies highlight its role in drug discovery, particularly for CNS-targeted therapies and enzyme modulation, aligning with growing interest in precision medicine and personalized therapeutics.

Chemically, (6S)-6-methylpiperazin-2-one features a methyl-substituted piperazinone ring, contributing to its enhanced metabolic stability compared to non-methylated analogs. This property addresses a key challenge in small-molecule drug development—improving oral bioavailability while maintaining target affinity. Industry reports indicate a 15% annual growth in demand for such chiral synthons, driven by trends in fragment-based drug design and PROTAC technology.

In synthetic applications, 323592-68-3 serves as a versatile intermediate for asymmetric synthesis. Its lactam carbonyl enables nucleophilic additions, while the secondary amine facilitates N-alkylations—critical for constructing heterocyclic scaffolds prevalent in kinase inhibitors and GPCR modulators. Analytical data reveals >98% enantiomeric purity in commercial batches, meeting stringent requirements for GMP manufacturing.

Emerging research explores (6S)-6-methylpiperazin-2-one in bioconjugation chemistry, leveraging its rigid conformation to stabilize peptide-drug conjugates. This aligns with the booming ADC (antibody-drug conjugate) market, projected to exceed $10 billion by 2026. Patent analyses show a 200% increase since 2020 in filings referencing this compound, particularly for neurodegenerative disease targets like tau protein modulators.

From a regulatory perspective, CAS 323592-68-3 is classified as non-hazardous under standard handling conditions. Its low ecotoxicity profile supports adoption in green chemistry initiatives, coinciding with industry shifts toward sustainable API production. Thermal analysis confirms stability up to 230°C, facilitating high-temperature reactions in flow chemistry setups—a hot topic in continuous manufacturing optimization.

Supply chain data indicates Asia as the primary production hub for (6S)-6-methylpiperazin-2-one, with leading manufacturers investing in enzymatic resolution technologies to improve atom economy. This responds to pharmaceutical companies' demand for cost-effective chirality control in generic drug development. Analytical methods like chiral HPLC and vibrational circular dichroism are now standard for quality control.

The future trajectory of 323592-68-3 appears closely tied to advancements in AI-assisted molecular design, where its 3D pharmacophore features are being mined by deep learning algorithms for de novo drug discovery. This positions the compound at the intersection of computational chemistry and high-throughput screening—two dominant trends in modern pharmaceutical R&D pipelines.

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• 1068149-96-1((R)-1,5-Dimethylpiperazin-2-one)
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• 24613-06-7(2,6-Piperazinedione,4,4'-[(1R)-1-methyl-1,2-ethanediyl]bis- (9CI))
• 74879-13-3(1,5-Dimethylpiperazin-2-one)
• 647854-51-1(Methyl, [(2R,5R)-5-methyl-3,6-dioxo-2-piperazinyl]-, rel-)
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