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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 (S)-5-Oxopiperazine-2-carboxylic acid (CAS No. 135630-97-6): Properties, Applications, and Research Insights

(S)-5-Oxopiperazine-2-carboxylic acid (CAS No. 135630-97-6) is a chiral piperazine derivative with significant relevance in pharmaceutical and biochemical research. This compound, characterized by its oxopiperazine core and carboxylic acid functionality, serves as a versatile building block for drug discovery and peptide synthesis. Its stereospecific (S)-configuration makes it particularly valuable for designing enantioselective catalysts and bioactive molecules.

The growing demand for chiral intermediates in modern drug development has propelled interest in compounds like (S)-5-Oxopiperazine-2-carboxylic acid. Researchers frequently explore its role in peptide mimetics, enzyme inhibitors, and GPCR-targeted therapeutics—areas dominating recent PubMed and Google Scholar search trends. The compound’s hydrogen-bonding capacity and rigid piperazine scaffold contribute to its unique molecular recognition properties, a hot topic in structure-based drug design discussions.

Analytical studies reveal that 135630-97-6 exhibits excellent solubility in polar aprotic solvents, with stable crystalline forms under ambient conditions—a property extensively documented in X-ray crystallography studies. This stability aligns with current industry preferences for thermodynamically robust intermediates, as evidenced by patent filings from 2020-2023 focusing on solid-state pharmaceuticals.

In synthetic chemistry, this compound enables innovative stereocontrolled ring-opening reactions, addressing the pharmaceutical industry’s need for atom-economical processes—a frequently searched term in ACS (American Chemical Society) publications. Recent breakthroughs utilizing (S)-5-Oxopiperazine-2-carboxylic acid in click chemistry applications have been featured in Nature Chemistry, reflecting its crossover potential in bioconjugation techniques.

Quality control protocols for CAS No. 135630-97-6 typically involve HPLC chiral purity analysis (>99% ee) and LC-MS characterization, meeting stringent requirements for GMP-grade intermediates. These protocols respond to increasing regulatory scrutiny on chiral impurity profiling, a major concern in FDA submissions as per 2023 guidelines.

Emerging applications in proteolysis-targeting chimeras (PROTACs) leverage the compound’s ability to form ternary complexes, capitalizing on its dual hydrogen bond donor/acceptor sites. This aligns with the explosive growth of targeted protein degradation research, which saw a 300% increase in Google search volume since 2021.

Environmental considerations for (S)-5-Oxopiperazine-2-carboxylic acid production emphasize green chemistry metrics, particularly in solvent selection and catalytic asymmetric synthesis routes. These practices address sustainability concerns frequently raised in pharmaceutical lifecycle assessments—a trending topic in ESG (Environmental, Social, and Governance) reports.

The compound’s metal-chelating properties have sparked interest in bioinorganic chemistry applications, particularly in designing MRI contrast agents. This niche application area has gained traction in academic searches, with related publications increasing by 40% year-over-year in Wiley chemistry journals.

Storage recommendations for 135630-97-6 highlight stability in argon-protected environments at -20°C, reflecting best practices for chiral acid preservation—a common query among laboratory supply chain managers. These protocols ensure compliance with ICH stability guidelines for sensitive intermediates.

Future research directions may explore the compound’s potential in artificial intelligence-driven drug discovery, where its computationally predictable properties could accelerate virtual screening workflows. This intersects with the booming interest in AI-augmented chemistry, a field generating over 1.2 million monthly Google searches worldwide.

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