Cas no 206438-31-5 (methyl (2S)-2-amino-3-cyclopropyl-propanoate;hydrochloride)

Methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride is a chiral non-proteinogenic amino acid ester derivative, commonly utilized as a key intermediate in organic synthesis and pharmaceutical research. Its cyclopropyl group confers structural rigidity, enhancing its utility in the design of conformationally constrained bioactive molecules. The hydrochloride salt form ensures improved solubility and stability, facilitating handling and storage. The (2S)-configuration provides stereochemical specificity, making it valuable for asymmetric synthesis and peptidomimetic applications. This compound is particularly relevant in the development of enzyme inhibitors, receptor modulators, and other pharmacologically active agents. Its high purity and well-defined stereochemistry make it a reliable choice for precision-driven synthetic workflows.
methyl (2S)-2-amino-3-cyclopropyl-propanoate;hydrochloride structure
206438-31-5 structure
Product Name:methyl (2S)-2-amino-3-cyclopropyl-propanoate;hydrochloride
CAS No:206438-31-5
MF:C7H14ClNO2
MW:179.644561290741
MDL:MFCD28129824
CID:2133137
PubChem ID:66593107
Update Time:2025-05-19

methyl (2S)-2-amino-3-cyclopropyl-propanoate;hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (S)-methyl 2-amino-3-cyclopropylpropanoate hydrochloride
    • BAFGFLVLZUVHIL-RGMNGODLSA-N
    • (S)-Methyl 2-amino-3-cyclopropylpropanoate HCl
    • (alphaS)-alpha-amino-cyclopropanepropanoic acid methyl ester hydrochloride
    • methyl (2S)-2-amino-3-cyclopropyl-propanoate;hydrochloride
    • 206438-31-5
    • BS-45435
    • methyl (2S)-2-amino-3-cyclopropylpropanoate;hydrochloride
    • DB-258285
    • EN300-7705212
    • (S)-methyl2-amino-3-cyclopropylpropanoatehydrochloride
    • methyl (2S)-2-amino-3-cyclopropylpropanoate hydrochloride
    • SCHEMBL75594
    • CS-0162013
    • MFCD28129824
    • D80594
    • MDL: MFCD28129824
    • Inchi: 1S/C7H13NO2.ClH/c1-10-7(9)6(8)4-5-2-3-5;/h5-6H,2-4,8H2,1H3;1H/t6-;/m0./s1
    • InChI Key: BAFGFLVLZUVHIL-RGMNGODLSA-N
    • SMILES: Cl.O(C)C([C@H](CC1CC1)N)=O

Computed Properties

  • Exact Mass: 179.0713064g/mol
  • Monoisotopic Mass: 179.0713064g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 132
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52.3

methyl (2S)-2-amino-3-cyclopropyl-propanoate;hydrochloride Pricemore >>

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Additional information on methyl (2S)-2-amino-3-cyclopropyl-propanoate;hydrochloride

Methyl (2S)-2-Amino-3-Cyclopropyl-Propanoate Hydrochloride: A Comprehensive Overview

Methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride, identified by the CAS number 206438-31-5, is a chiral compound with significant potential in the fields of pharmacology and organic synthesis. This compound is characterized by its unique stereochemistry, which plays a crucial role in its biological activity and therapeutic applications. Recent studies have highlighted its role in modulating cellular signaling pathways, particularly in the context of neurodegenerative diseases and cancer.

The structure of methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride consists of a central amino group attached to a chiral carbon, which is further connected to a cyclopropyl ring and a methyl ester group. The stereochemistry at the chiral center is critical for its biological activity, as it determines the compound's ability to interact with specific protein targets. Researchers have employed advanced computational methods, such as molecular docking and dynamics simulations, to elucidate the binding mechanisms of this compound with various enzymes and receptors.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride. One notable approach involves the use of asymmetric catalysis to achieve high enantiomeric excess during the formation of the chiral center. This method not only enhances the yield but also ensures the purity of the final product, which is essential for subsequent biological testing.

In terms of pharmacological applications, methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride has shown promising results in preclinical studies targeting neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease. The compound has been found to inhibit key enzymes involved in amyloid-beta production and tau phosphorylation, two hallmark processes in these conditions. Additionally, its ability to cross the blood-brain barrier makes it a potential candidate for central nervous system therapeutics.

Another area of interest for methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride is its role in anticancer therapy. Recent research has demonstrated its potential to induce apoptosis in various cancer cell lines by modulating mitochondrial function and activating caspase pathways. Furthermore, studies have explored its combination with conventional chemotherapeutic agents to enhance efficacy while reducing systemic toxicity.

The stability and bioavailability of methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride are critical factors influencing its therapeutic potential. In vitro studies have shown that the compound exhibits moderate stability under physiological conditions, with a half-life sufficient for sustained drug delivery. Efforts are ongoing to optimize its formulation to improve absorption and reduce degradation during gastrointestinal transit.

In conclusion, methyl (2S)-2-amino-3-cyclopropyl-propanoate hydrochloride represents a promising compound with diverse applications in drug discovery and development. Its unique structure, coupled with advancements in synthetic and pharmacological research, positions it as a valuable tool in addressing unmet medical needs across multiple therapeutic areas.

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