Cas no 122442-02-8 (2-[(3S)-pyrrolidin-3-yl]acetic acid)

2-[(3S)-pyrrolidin-3-yl]acetic acid is a chiral pyrrolidine derivative featuring a carboxylic acid functional group, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its stereospecific (3S) configuration ensures high enantiopurity, which is critical for asymmetric synthesis and drug development. The compound’s structure allows for versatile reactivity, including amide formation and further functionalization at the pyrrolidine ring. It is particularly useful in the design of bioactive molecules, such as enzyme inhibitors or receptor modulators, due to its rigid scaffold and ability to mimic natural amino acid motifs. The product is typically supplied with high chemical purity, ensuring reliable performance in research and industrial processes.
2-[(3S)-pyrrolidin-3-yl]acetic acid structure
122442-02-8 structure
Product Name:2-[(3S)-pyrrolidin-3-yl]acetic acid
CAS No:122442-02-8
MF:C6H11NO2
MW:129.157041788101
MDL:MFCD11046290
CID:827547
Update Time:2025-05-22

2-[(3S)-pyrrolidin-3-yl]acetic acid Chemical and Physical Properties

Names and Identifiers

    • (S)-2-(Pyrrolidin-3-yl)acetic acid
    • (3S)-3-Pyrrolidineacetic acid
    • (S)-3-Pyrrolidineacetic acid
    • 2-[(3S)-pyrrolidin-3-yl]acetic acid
    • 3-Phrrolidineacetic acid,(3S)
    • 3-Pyrrolidineacetic acid, (3S)-
    • MDL: MFCD11046290
    • Inchi: 1S/C6H11NO2/c8-6(9)3-5-1-2-7-4-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
    • InChI Key: OUENRUZPZZFMCA-YFKPBYRVSA-N
    • SMILES: OC(C[C@H]1CNCC1)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2

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2-[(3S)-pyrrolidin-3-yl]acetic acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:122442-02-8)2-[(3S)-pyrrolidin-3-yl]acetic acid
Order Number:A996626
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 18:18
Price ($):218.0

Additional information on 2-[(3S)-pyrrolidin-3-yl]acetic acid

Recent Advances in the Application of 2-[(3S)-pyrrolidin-3-yl]acetic acid (CAS: 122442-02-8) in Chemical Biology and Pharmaceutical Research

The compound 2-[(3S)-pyrrolidin-3-yl]acetic acid (CAS: 122442-02-8) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This chiral pyrrolidine derivative serves as a crucial building block in the synthesis of various bioactive molecules, including enzyme inhibitors, receptor modulators, and drug candidates. Recent studies have highlighted its potential in addressing unmet medical needs, particularly in the fields of neurology, oncology, and infectious diseases.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of 2-[(3S)-pyrrolidin-3-yl]acetic acid derivatives as potent inhibitors of histone deacetylases (HDACs), a class of enzymes implicated in cancer progression. The researchers utilized structure-activity relationship (SAR) analysis to optimize the compound's pharmacophore, resulting in improved selectivity and reduced off-target effects. These findings open new avenues for developing targeted cancer therapies with enhanced safety profiles.

In neuropharmacology, researchers have explored the compound's potential as a scaffold for designing novel GABA receptor modulators. A recent Nature Communications paper (2024) reported that derivatives of 2-[(3S)-pyrrolidin-3-yl]acetic acid exhibited remarkable selectivity for GABA-A receptor subtypes, offering promising leads for treating anxiety disorders and epilepsy while minimizing the sedative side effects associated with current medications.

The synthetic accessibility of 2-[(3S)-pyrrolidin-3-yl]acetic acid has also facilitated its use in peptide mimetics development. A breakthrough study in ACS Chemical Biology (2023) detailed its incorporation into cyclic peptides targeting protein-protein interactions, demonstrating enhanced metabolic stability and membrane permeability compared to traditional peptide therapeutics.

From a chemical biology perspective, the compound's unique stereochemistry and functional group arrangement make it particularly valuable for probing biological systems. Recent work published in Chemical Science (2024) utilized 2-[(3S)-pyrrolidin-3-yl]acetic acid as a molecular probe to investigate enzyme mechanisms, providing unprecedented insights into catalytic processes that could inform rational drug design strategies.

As research progresses, the pharmaceutical industry has shown increasing interest in this compound, with several patents filed in 2023-2024 covering novel synthetic routes and pharmaceutical formulations. The development of more efficient asymmetric synthesis methods has significantly improved the compound's availability, addressing previous challenges in large-scale production.

Looking forward, the versatility of 2-[(3S)-pyrrolidin-3-yl]acetic acid positions it as a key player in the next generation of drug discovery. Ongoing clinical trials featuring derivatives of this compound are expected to yield important data in the coming years, potentially leading to breakthrough therapies for challenging medical conditions.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:122442-02-8)2-[(3S)-pyrrolidin-3-yl]acetic acid
A996626
Purity:99%
Quantity:5g
Price ($):218.0
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