• 1. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 2. Fe3O4/PEG-SO3H as a heterogeneous and magnetically-recyclable nanocatalyst for the oxidation of sulfides to sulfones or sulfoxides
  Saeideh Mirfakhraei,Malak Hekmati,Fereshteh Hosseini Eshbala,Hojat Veisi New J. Chem., 2018,42, 1757-1761
• 3. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 4. Fe3O4 nanoparticle chains with N-doped carbon coating: magnetotactic bacteria assisted synthesis and high-rate lithium storage?
  Dan Yang,Yanping Zhou,Xianhong Rui,Jixin Zhu,Ziyang Lu,Eileen Fong,Qingyu Yan RSC Adv., 2013,3, 14960-14962
• 5. Enabling chloride salts for thermal energy storage: implications of salt purity?
  J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608

Comprehensive Overview of 2-(1-Methylpyrrolidin-3-yl)acetic acid (CAS No. 102014-77-7): Properties, Applications, and Research Insights

2-(1-Methylpyrrolidin-3-yl)acetic acid (CAS No. 102014-77-7) is a specialized organic compound gaining attention in pharmaceutical and biochemical research due to its unique structural features. This pyrrolidine derivative is characterized by a carboxylic acid functional group attached to a methyl-substituted pyrrolidine ring, making it a versatile intermediate for drug discovery and material science applications. The compound's molecular formula, C₇H₁₃NO₂, and molecular weight of 143.18 g/mol contribute to its solubility in polar solvents, a property highly valued in synthetic chemistry.

Recent studies highlight the growing interest in N-methylpyrrolidine derivatives like 2-(1-Methylpyrrolidin-3-yl)acetic acid for their potential in central nervous system (CNS) drug development. Researchers are investigating its role as a precursor for neurologically active compounds, particularly in the design of dopamine receptor modulators. The compound's chiral center at the 3-position of the pyrrolidine ring opens possibilities for enantioselective synthesis, a hot topic in modern asymmetric catalysis. This aligns with current industry trends toward stereochemically pure pharmaceuticals, addressing the FDA's increased scrutiny of racemic drug formulations.

From a synthetic chemistry perspective, 102014-77-7 serves as a valuable building block for heterocyclic compounds. Its dual functionality allows for diverse transformations: the carboxylic acid group enables amide bond formation or esterification, while the tertiary amine can participate in Mannich reactions or quaternization processes. These characteristics make it particularly useful in combinatorial chemistry libraries, where structural diversity is paramount. Recent patent literature reveals its incorporation into bioactive molecules targeting ion channels and G-protein-coupled receptors (GPCRs).

The compound's physicochemical properties warrant special discussion. With a predicted pK_a of ~4.2 for the carboxylic acid and ~9.8 for the amine group, 2-(1-Methylpyrrolidin-3-yl)acetic acid exhibits zwitterionic behavior at physiological pH, enhancing its potential for blood-brain barrier penetration. This property has sparked interest in its application for CNS drug delivery systems, a rapidly growing market segment projected to reach $XX billion by 2025 according to recent market analyses. Additionally, its logP value of approximately -0.5 suggests favorable water solubility, addressing a common challenge in drug formulation.

Quality control aspects of CAS 102014-77-7 are critical for research applications. High-performance liquid chromatography (HPLC) methods typically show purity >98% for research-grade material, with special attention to residual solvent levels and enantiomeric excess when applicable. Storage recommendations generally suggest 2-8°C under inert atmosphere to prevent degradation, particularly for long-term stability. These specifications align with Good Manufacturing Practice (GMP) standards for pharmaceutical intermediates, reflecting the compound's importance in regulated industries.

Emerging applications in bioconjugation chemistry have expanded the utility of 2-(1-Methylpyrrolidin-3-yl)acetic acid. Its amine group facilitates attachment to fluorescent probes or PEG linkers, while the carboxylate enables coupling to biomolecules via EDC/NHS chemistry. This dual reactivity makes it valuable for developing targeted drug conjugates and diagnostic agents, particularly in oncology research where precision medicine approaches dominate current therapeutic development.

Environmental and safety considerations for 102014-77-7 follow standard laboratory chemical protocols. While not classified as hazardous under GHS criteria, proper personal protective equipment (PPE) including gloves and eye protection is recommended during handling. Waste disposal should comply with local regulations for organic compounds, with particular attention to pH adjustment due to its amphoteric nature. These precautions mirror best practices for handling amino acid analogs and other multifunctional organic molecules.

The commercial availability of 2-(1-Methylpyrrolidin-3-yl)acetic acid has increased significantly, with major chemical suppliers offering both racemic and enantiopure forms. Pricing trends reflect growing demand, with current research-grade quantities (1-5g) ranging from $XX to $XX per gram depending on purity and stereochemical purity. Custom scale-up synthesis services are becoming available to support preclinical development needs, indicating the compound's transition from niche research chemical to established pharmaceutical intermediate.

Future research directions for this compound class may explore its incorporation into metal-organic frameworks (MOFs) for catalytic applications or investigate its potential as a ligand in transition metal complexes. The continued interest in pyrrolidine-based pharmacophores ensures that CAS 102014-77-7 will remain relevant in medicinal chemistry pipelines, particularly as computational methods improve prediction of structure-activity relationships for novel therapeutic targets.

• 66025-10-3(Cycloheptaneacetic acid, 1-[(ethylmethylamino)methyl]-, hydrochloride)
• 1220038-66-3(2-(1-ethylpiperidin-3-yl)acetic acid)
• 1220036-09-8(2-(1-propylpyrrolidin-3-yl)acetic acid)
• 70289-15-5(3-Piperidinol,1-butyl-, 3-acetate)
• 933710-80-6(3-(1-Methylpiperidin-3-yl)propanoic acid)
• 1220027-60-0(2-(1-Ethylpyrrolidin-3-yl)acetic acid)
• 1220030-68-1(2-[1-(propan-2-yl)pyrrolidin-3-yl]acetic acid)
• 169253-08-1(2-(1-Methylpiperidin-3-yl)acetic acid)
• 1220019-60-2(2-[1-(2-methylpropyl)piperidin-3-yl]acetic acid)
• 1071634-26-8(2-(1-Methylpyrrolidin-3-yl)acetic acid hydrochloride)