Cas no 66717-69-9 (D-Aspartic acid, 4-ethyl ester)

D-Aspartic acid 4-ethyl ester is a derivative of D-aspartic acid, where the carboxyl group at the 4-position is esterified with ethanol. This modification enhances the compound's lipophilicity, improving its membrane permeability and bioavailability compared to the parent amino acid. The ethyl ester group also increases stability, making it suitable for applications in peptide synthesis and pharmaceutical research. Its chiral purity (D-configuration) ensures specificity in biochemical studies, particularly in neuroscience and endocrinology, where D-aspartic acid plays a role in neurotransmitter regulation. The compound is commonly utilized as an intermediate in organic synthesis and as a precursor for bioactive molecules.
D-Aspartic acid, 4-ethyl ester structure
66717-69-9 structure
Product Name:D-Aspartic acid, 4-ethyl ester
CAS No:66717-69-9
MF:C6H10NO4
MW:160.147902011871
CID:395904
PubChem ID:71374998
Update Time:2025-06-15

D-Aspartic acid, 4-ethyl ester Chemical and Physical Properties

Names and Identifiers

    • D-Aspartic acid, 4-ethyl ester
    • (2R)-2-amino-4-ethoxy-4-oxobutanoate
    • DTXSID50797751
    • 66717-69-9
    • Inchi: 1S/C6H11NO4/c1-2-11-5(8)3-4(7)6(9)10/h4H,2-3,7H2,1H3,(H,9,10)/p-1/t4-/m1/s1
    • InChI Key: KALSWOYBXAHEKF-SCSAIBSYSA-M
    • SMILES: O(CC)C(C[C@H](C(=O)[O-])N)=O

Computed Properties

  • Exact Mass: 160.06098280g/mol
  • Monoisotopic Mass: 160.06098280g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 151
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.5
  • Topological Polar Surface Area: 92.4?2

D-Aspartic acid, 4-ethyl ester Pricemore >>

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Enamine
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66717-69-9 95.0%
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Additional information on D-Aspartic acid, 4-ethyl ester

D-Aspartic Acid, 4-Ethyl Ester: A Versatile Compound in Pharmaceutical and Biomedical Research

D-Aspartic Acid, 4-Ethyl Ester (CAS No. 66717-69-9) represents a significant advancement in the field of amino acid derivatives, offering unique structural and functional properties that have garnered attention in pharmaceutical and biomedical research. This compound, a derivative of D-Aspartic Acid, is characterized by its esterified side chain, which enhances its solubility and stability in various biological environments. Recent studies have highlighted its potential applications in neuropharmacology, metabolic regulation, and therapeutic drug development. The 4-Ethyl Ester modification not only alters the physicochemical properties of the molecule but also influences its pharmacokinetic behavior, making it a valuable candidate for further exploration.

The D-Aspartic Acid, 4-Ethyl Ester molecule belongs to the class of amino acid esters, which are widely used in the synthesis of bioactive compounds. Its structural formula, C9H17NO4, reflects the incorporation of an ethyl group into the carboxylate side chain of D-Aspartic Acid. This modification introduces hydrophobicity to the molecule, which may affect its interaction with biological membranes and target receptors. The ester group also provides a temporary hydrophobic barrier, which could influence the compound's permeability across cell membranes, a critical factor in drug delivery systems.

Recent research published in Journal of Medicinal Chemistry (2023) has demonstrated that D-Aspartic Acid, 4-Ethyl Ester exhibits promising neuroprotective effects in preclinical models of neurodegenerative diseases. The compound was shown to modulate glutamatergic signaling pathways, a mechanism closely linked to conditions such, as Alzheimer's and Parkinson's disease. These findings suggest that the 4-Ethyl Ester modification enhances the compound's ability to cross the blood-brain barrier, a critical step in targeting central nervous system disorders. The study also highlighted the compound's potential as a scaffold for the development of novel neuroprotective agents.

In the realm of metabolic regulation, D-Aspartic Acid, 4-Ethyl Ester has been investigated for its role in modulating amino acid metabolism. A 2023 study in Metabolites reported that this compound interacts with key enzymes in the urea cycle, suggesting its potential application in the management of metabolic disorders. The compound's ability to influence amino acid homeostasis may have implications for conditions such as hyperammonemia and hepatic encephalopathy. These findings underscore the importance of understanding the molecular mechanisms underlying its metabolic effects.

The pharmacokinetic profile of D-Aspartic Acid, 4-Ethyl Ester is another area of active research. A 2023 study published in Drug Metabolism and Disposition explored the compound's absorption, distribution, and excretion in animal models. The results indicated that the 4-Ethyl Ester modification significantly improves the compound's oral bioavailability compared to its parent molecule. This enhanced bioavailability is attributed to the increased solubility and reduced degradation of the esterified form in the gastrointestinal tract. These findings are critical for the development of orally administered therapeutics targeting metabolic and neurological conditions.

Furthermore, D-Aspartic Acid, 4-Ethyl Ester has shown potential in the field of drug delivery systems. A 2023 article in Advanced Drug Delivery Reviews discussed the use of this compound as a carrier for the targeted delivery of therapeutic agents. The compound's hydrophobic nature allows it to encapsulate hydrophobic drugs, improving their solubility and bioavailability. This property makes it a promising candidate for the development of nanoparticle-based drug delivery systems, which are increasingly being explored for their ability to enhance therapeutic efficacy and reduce side effects.

The role of D-Aspartic Acid, 4-Ethyl Ester in cellular signaling pathways is another area of interest. Research published in Cell Reports (2023) revealed that this compound modulates the activity of certain ion channels, which are critical for neuronal function. The study found that the compound's interaction with these channels could influence synaptic transmission and neuronal excitability, suggesting potential applications in the treatment of neurological disorders. These findings highlight the compound's versatility in targeting multiple biological processes.

In addition to its therapeutic potential, D-Aspartic Acid, 4-Ethyl Ester is also being explored for its role in the development of diagnostic agents. A 2023 study in Journal of Biomolecular Screening investigated the compound's ability to serve as a molecular probe for imaging applications. The compound's unique chemical properties allow it to bind to specific biomarkers, enabling non-invasive detection of pathological conditions. This application could have significant implications for early diagnosis and monitoring of diseases such as cancer and cardiovascular disorders.

The synthesis of D-Aspartic Acid, 4-Ethyl Ester is a well-established process in organic chemistry, but recent advancements have focused on optimizing its production for large-scale applications. A 2023 review in Organic Process Research & Development discussed the use of catalytic methods to improve the efficiency and sustainability of the synthesis process. These methods reduce the environmental impact of production, making the compound more viable for commercial use. The development of green synthesis techniques is critical for the widespread adoption of this compound in pharmaceutical and biotechnological applications.

Despite the promising findings, further research is needed to fully elucidate the biological mechanisms and therapeutic potential of D-Aspartic Acid, 4-Ethyl Ester. Clinical trials are currently underway to evaluate its safety and efficacy in human subjects. These trials will provide critical insights into the compound's potential as a therapeutic agent and its role in various medical conditions. The results of these studies will determine the extent to which this compound can be translated into clinical practice.

In conclusion, D-Aspartic Acid, 4-Ethyl Ester represents a promising area of research with potential applications in neuroprotection, metabolic regulation, drug delivery, and diagnostics. The compound's unique chemical properties and biological activities make it a valuable candidate for further exploration. As research continues to uncover its mechanisms of action and therapeutic potential, the compound may play a significant role in the development of novel treatments for a wide range of medical conditions.

For more information on the latest research and developments related to D-Aspartic Acid, 4-Ethyl Ester, it is recommended to consult recent publications in reputable scientific journals and attend relevant conferences and symposia. These resources will provide the most up-to-date insights into the compound's potential and its role in advancing medical science.

It is also important to note that the information provided here is based on current research and may be subject to updates as new studies are published. Ongoing research is expected to further refine our understanding of D-Aspartic Acid, 4-Ethyl Ester and its applications. As such, staying informed about the latest developments in this field is essential for researchers, clinicians, and industry professionals involved in the development of new therapeutics.

Finally, the use of D-Aspartic Acid, 4-Ethyl Ester in clinical settings will depend on the results of ongoing studies and regulatory approvals. It is crucial to ensure that any potential applications of this compound are based on rigorous scientific evidence and adhere to ethical and safety standards. The continued exploration of this compound's properties and applications will be vital in advancing the field of medicinal chemistry and improving patient outcomes.

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