Cas no 105258-88-6 (1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester)

1-Azetidinecarboxylic acid, 3-oxo-, ethyl ester is a versatile heterocyclic compound featuring a four-membered azetidine ring with a ketone and ester functional group. Its strained ring structure and reactive sites make it valuable as a building block in organic synthesis, particularly for the development of pharmaceuticals and agrochemicals. The ethyl ester moiety enhances solubility and reactivity, facilitating further derivatization. This compound is useful in cyclization reactions and as an intermediate for β-lactam analogs. Its stability under controlled conditions ensures reliable handling in laboratory settings. The presence of both carbonyl and ester groups allows for selective modifications, enabling tailored applications in medicinal chemistry and material science.
1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester structure
105258-88-6 structure
Product Name:1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester
CAS No:105258-88-6
MF:C6H9NO3
MW:143.140561819077
MDL:MFCD00964541
CID:126656
PubChem ID:4595261
Update Time:2025-08-05

1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester
    • 1-Azetidinecarboxylicacid,3-oxo-,ethylester(9CI)
    • ethyl 3-oxoazetidine-1-carboxylate
    • 1-ethoxycarbonylazetidin-3-one
    • 3-oxo-1-azetidinecarboxylic acid ethyl ester
    • SCHEMBL8380828
    • AMY27594
    • FT-0754293
    • VKIUSHWWSLISPF-UHFFFAOYSA-N
    • 105258-88-6
    • 1-Azetidinecarboxylic acid, 3-oxo-, ethyl ester
    • MDL: MFCD00964541
    • Inchi: 1S/C6H9NO3/c1-2-10-6(9)7-3-5(8)4-7/h2-4H2,1H3
    • InChI Key: VKIUSHWWSLISPF-UHFFFAOYSA-N
    • SMILES: O(CC)C(N1CC(C1)=O)=O

Computed Properties

  • Exact Mass: 143.05800
  • Monoisotopic Mass: 143.058243149g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 158
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.1
  • Topological Polar Surface Area: 46.6?2

Experimental Properties

  • PSA: 46.61000
  • LogP: -0.03450

1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester Pricemore >>

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Additional information on 1-Azetidinecarboxylicacid, 3-oxo-, ethyl ester

1-Azetidinecarboxylic Acid, 3-Oxo-, Ethyl Ester (CAS No. 105258-88-6)

The compound 1-Azetidinecarboxylic Acid, 3-Oxo-, Ethyl Ester (CAS No. 105258-88-6) is a unique organic compound with significant potential in various chemical and pharmaceutical applications. This compound belongs to the class of azetidines, which are four-membered ring structures containing one nitrogen atom. The presence of the carboxylic acid group and the ethyl ester moiety further enhances its functional diversity, making it a valuable intermediate in organic synthesis.

Recent studies have highlighted the importance of azetidine derivatives in drug discovery, particularly in the development of novel antibiotics and anticancer agents. The 3-oxo functionality in this compound suggests potential involvement in metabolic pathways or enzymatic reactions, making it a target for bioactive molecule design. Researchers have explored its role in modulating cellular processes, such as apoptosis and signal transduction, which are critical in disease progression.

The synthesis of 1-Azetidinecarboxylic Acid, 3-Oxo-, Ethyl Ester involves a multi-step process that combines principles from both organic and medicinal chemistry. Advanced techniques such as microwave-assisted synthesis and catalytic asymmetric synthesis have been employed to optimize its production. These methods not only improve yield but also ensure the compound's purity, which is essential for its application in pharmaceutical research.

In terms of biological activity, this compound has shown promising results in vitro assays targeting various enzymes and receptors. For instance, studies have demonstrated its ability to inhibit specific kinases involved in cancer cell proliferation. Additionally, its ethyl ester group may enhance bioavailability when administered orally, making it a favorable candidate for drug delivery systems.

The structural versatility of 1-Azetidinecarboxylic Acid, 3-Oxo-, Ethyl Ester allows for further functionalization to create libraries of related compounds for high-throughput screening. This approach is pivotal in identifying lead molecules with enhanced therapeutic potential. Moreover, computational modeling techniques have been utilized to predict its pharmacokinetic properties, such as absorption, distribution, metabolism, and excretion (ADME), which are critical for drug development.

From an environmental standpoint, the compound's degradation pathways and ecotoxicological effects are under investigation to ensure sustainable practices in its production and use. Green chemistry principles are being integrated into its synthesis to minimize waste and reduce ecological impact.

In conclusion, 1-Azetidinecarboxylic Acid, 3-Oxo-, Ethyl Ester (CAS No. 105258-88-6) represents a promising molecule with diverse applications across multiple disciplines. Its continued exploration will undoubtedly contribute to advancements in medicine and materials science.

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