Cas no 1932457-85-6 (2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid)

2-(1S)-1-Aminoethyl-1,3-oxazole-4-carboxylic acid is a chiral oxazole derivative featuring both an aminoethyl substituent and a carboxylic acid functional group. Its stereospecific (1S) configuration makes it a valuable building block in asymmetric synthesis and pharmaceutical applications. The oxazole core contributes to its stability and potential bioactivity, while the carboxylic acid and amino groups enhance its versatility as an intermediate for further functionalization. This compound is particularly useful in the development of peptidomimetics and small-molecule therapeutics due to its rigid heterocyclic structure and ability to mimic peptide motifs. Its well-defined stereochemistry ensures reproducibility in research and industrial processes.
2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid structure
1932457-85-6 structure
Product Name:2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid
CAS No:1932457-85-6
MF:C6H8N2O3
MW:156.139321327209
CID:5819337
PubChem ID:96070914
Update Time:2025-06-08

2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid
    • 2-[(1S)-1-aminoethyl]-1,3-oxazole-4-carboxylic acid
    • 1932457-85-6
    • EN300-1719780
    • Inchi: 1S/C6H8N2O3/c1-3(7)5-8-4(2-11-5)6(9)10/h2-3H,7H2,1H3,(H,9,10)/t3-/m0/s1
    • InChI Key: KBDIJDSAEVPMPQ-VKHMYHEASA-N
    • SMILES: O1C=C(C(=O)O)N=C1[C@H](C)N

Computed Properties

  • Exact Mass: 156.05349212g/mol
  • Monoisotopic Mass: 156.05349212g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 162
  • 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: -2.8
  • Topological Polar Surface Area: 89.4?2

2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid Pricemore >>

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Additional information on 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid

Recent Advances in the Study of 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid (CAS: 1932457-85-6)

The compound 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid (CAS: 1932457-85-6) has recently garnered significant attention in the field of chemical biology and medicinal chemistry. This molecule, characterized by its unique oxazole ring and chiral aminoethyl side chain, has shown promising potential in various therapeutic applications. Recent studies have focused on its synthesis, pharmacological properties, and mechanisms of action, providing valuable insights for drug development.

One of the key areas of research involves the synthesis of 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid and its derivatives. A study published in the Journal of Medicinal Chemistry (2023) detailed an optimized synthetic route that improves yield and purity, making it more feasible for large-scale production. The researchers employed asymmetric catalysis to achieve high enantiomeric purity, which is critical for its biological activity. This advancement addresses previous challenges in the synthesis of this compound and opens new avenues for its application in drug discovery.

In terms of pharmacological properties, recent in vitro and in vivo studies have demonstrated that 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid exhibits potent inhibitory effects on specific enzymatic targets. For instance, it has been shown to selectively inhibit certain proteases involved in inflammatory pathways, suggesting its potential as an anti-inflammatory agent. Additionally, preliminary data from cell-based assays indicate that this compound may have antitumor activity, particularly in cancers with dysregulated signaling pathways.

Mechanistic studies have further elucidated the interaction of 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid with its biological targets. X-ray crystallography and molecular docking simulations have revealed that the compound binds to the active site of target enzymes with high affinity, disrupting their function. These findings are supported by kinetic studies, which show a competitive inhibition pattern. Such detailed mechanistic understanding is crucial for the rational design of more potent and selective derivatives.

Despite these promising results, challenges remain in the clinical translation of 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed in future studies. Ongoing research is exploring structural modifications to enhance its pharmacokinetic profile while maintaining its therapeutic efficacy. Collaborative efforts between academic institutions and pharmaceutical companies are expected to accelerate the development of this compound into a viable drug candidate.

In conclusion, the recent advancements in the study of 2-(1S)-1-aminoethyl-1,3-oxazole-4-carboxylic acid (CAS: 1932457-85-6) highlight its potential as a versatile scaffold in medicinal chemistry. The improved synthetic methods, detailed mechanistic insights, and promising pharmacological data collectively underscore its significance in drug discovery. Future research should focus on overcoming the existing challenges to fully realize its therapeutic potential.

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