Cas no 162698-21-7 (ethyl azetidine-2-carboxylate;hydrochloride)

Ethyl azetidine-2-carboxylate hydrochloride is a versatile heterocyclic building block used in organic synthesis and pharmaceutical research. The compound features an azetidine ring, a four-membered nitrogen-containing heterocycle, which is of interest due to its strained structure and potential bioactivity. The ethyl ester group enhances solubility and reactivity, facilitating further derivatization, while the hydrochloride salt improves stability and handling. This reagent is particularly valuable in medicinal chemistry for the development of novel bioactive molecules, including protease inhibitors and other pharmacologically active compounds. Its rigid scaffold also makes it useful in conformational studies and peptidomimetic design. Proper storage under anhydrous conditions is recommended to maintain integrity.
ethyl azetidine-2-carboxylate;hydrochloride structure
162698-21-7 structure
Product Name:ethyl azetidine-2-carboxylate;hydrochloride
CAS No:162698-21-7
MF:C6H12ClNO2
MW:165.617980957031
MDL:MFCD16657122
CID:1032471
PubChem ID:52988123
Update Time:2025-06-11

ethyl azetidine-2-carboxylate;hydrochloride Chemical and Physical Properties

Names and Identifiers

    • Ethyl azetidine-2-carboxylate hydrochloride
    • AK-38291
    • I14-15835
    • KB-253955
    • MolPort-009-200-076
    • Ethyl 2-azetidinecarboxylate HCl
    • 2-Azetidinecarboxylic acidethylesterhydrochloride
    • ethyl azetidine-2-carboxylate;hydrochloride
    • DTXSID30681043
    • MFCD16657122
    • DA-17320
    • ETHYLAZETIDINE-2-CARBOXYLATEHYDROCHLORIDE
    • CS-0434026
    • Ethyl azetidine-2-carboxylate--hydrogen chloride (1/1)
    • 2-Azetidinecarboxylic acid, ethyl ester, hydrochloride (1:1)
    • AKOS015900854
    • F79403
    • 162698-21-7
    • (S)-Azetidine-2-carboxylic acid ethyl esterHydrochloride
    • SB50737
    • MDL: MFCD16657122
    • Inchi: 1S/C6H11NO2.ClH/c1-2-9-6(8)5-3-4-7-5;/h5,7H,2-4H2,1H3;1H
    • InChI Key: FGGSFZLUZRAVTQ-UHFFFAOYSA-N
    • SMILES: Cl.O(CC)C(C1CCN1)=O

Computed Properties

  • Exact Mass: 165.05576
  • Monoisotopic Mass: 165.056
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 3
  • Complexity: 114
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 38.3A^2

Experimental Properties

  • PSA: 38.33

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Additional information on ethyl azetidine-2-carboxylate;hydrochloride

Professional Introduction to Ethyl Azetidine-2-Carboxylate; Hydrochloride (CAS No. 162698-21-7)

Ethyl azetidine-2-carboxylate; hydrochloride (CAS No. 162698-21-7) is a significant compound in the field of pharmaceutical chemistry, exhibiting a unique structural framework that has garnered considerable attention from researchers worldwide. This compound, characterized by its azetidine core and ester functional group, has found utility in various synthetic applications, particularly in the development of novel bioactive molecules. The hydrochloride salt form enhances its solubility and stability, making it a valuable intermediate in medicinal chemistry.

The azetidine ring, a five-membered heterocyclic structure containing one nitrogen atom, is known for its versatility in drug design. Its rigid cyclic backbone allows for precise spatial orientation of substituents, which is crucial for achieving high binding affinity and selectivity in biological targets. Ethyl azetidine-2-carboxylate; hydrochloride leverages this structural advantage, making it a promising candidate for further derivatization and exploration.

In recent years, there has been a surge in research focused on heterocyclic compounds due to their prevalence in bioactive natural products and synthetic drugs. The ethyl azetidine-2-carboxylate moiety has been particularly studied for its potential in modulating various biological pathways. For instance, derivatives of this compound have shown promise in inhibiting enzymes associated with inflammatory responses and cancer progression. These findings have spurred interest in developing new therapeutic agents based on this scaffold.

The hydrochloride salt form of ethyl azetidine-2-carboxylate; hydrochloride offers several practical benefits in pharmaceutical applications. Its enhanced solubility facilitates easier formulation into drug delivery systems, while its stability under various conditions ensures consistent performance in synthetic and analytical procedures. These properties make it an attractive choice for both academic research and industrial-scale production.

Recent advancements in computational chemistry have further highlighted the significance of ethyl azetidine-2-carboxylate; hydrochloride. Molecular modeling studies have revealed that the compound can effectively interact with target proteins through multiple binding sites, enhancing its potential as a lead compound for drug development. Additionally, the ability to predict and optimize its pharmacokinetic properties using computational tools has accelerated the discovery process.

The synthesis of ethyl azetidine-2-carboxylate; hydrochloride involves well-established organic reactions, including cyclization and esterification processes. Researchers have reported efficient synthetic routes that minimize side reactions and maximize yield, ensuring scalability for industrial applications. These methods often employ catalytic systems that enhance reaction efficiency while maintaining environmental sustainability.

In the realm of medicinal chemistry, the exploration of novel scaffolds is essential for overcoming resistance mechanisms and developing next-generation therapeutics. Ethyl azetidine-2-carboxylate; hydrochloride stands out as a versatile building block that can be modified to target diverse diseases. Its adaptability has led to the discovery of several promising lead compounds that are currently undergoing preclinical evaluation.

The growing body of literature on ethyl azetidine-2-carboxylate; hydrochloride underscores its importance in modern drug discovery. Researchers are increasingly utilizing this compound as a starting point for generating libraries of derivatives with tailored biological activities. This approach has yielded several compounds with significant therapeutic potential, particularly in oncology and immunology.

The future prospects of ethyl azetidine-2-carboxylate; hydrochloride are bright, with ongoing studies aiming to expand its applications further. Innovations in synthetic methodologies and biocatalysis are expected to enhance its accessibility and utility. As our understanding of biological systems continues to evolve, this compound will likely play an even greater role in shaping the next generation of pharmaceuticals.

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