1,3-Diazetidin-2-Ones: Synthetic Approaches and Therapeutic Promise within the Aza-β-Lactam Family
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F25%3A00642307" target="_blank" >RIV/61389030:_____/25:00642307 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/25:73632453
Result on the web
<a href="https://doi.org/10.1002/ejoc.202500747" target="_blank" >https://doi.org/10.1002/ejoc.202500747</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.202500747" target="_blank" >10.1002/ejoc.202500747</a>
Alternative languages
Result language
angličtina
Original language name
1,3-Diazetidin-2-Ones: Synthetic Approaches and Therapeutic Promise within the Aza-β-Lactam Family
Original language description
1,3-diazetidin-2-ones, overlooked members of the aza-beta-lactam family, are structurally distinct four-membered nitrogen-containing heterocycles with strong potential in medicinal chemistry, particularly as beta-lactamase inhibitors and antibiotic analogues. This review provides a comprehensive overview of their synthesis, structural diversity, and biological significance. The most established synthetic method is the [2 + 2] cycloaddition between C=N nucleophiles and isocyanates, though this approach is highly substrate dependent and frequently leads to side products or cycloreversion. Alternative strategies-including photochemical and organometallic methodologies-have been explored but remain limited in scope. As a result, access to 1,3-diazetidin-2-ones is significantly constrained, impeding wider investigation and application. In silico studies suggest favorable stability and reactivity profiles and indicate these compounds could circumvent beta-lactam resistance through hydrolysis-resistant enzyme intermediates. Several derivatives have demonstrated promising antibacterial, antifungal, antioxidant, and anticancer activities. Nevertheless, further synthetic innovation is essential to fully realize the therapeutic potential of this underexplored class of heterocycles.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/EH23_020%2F0008497" target="_blank" >EH23_020/0008497: SMART Plant Biotechnology for Sustainable Agriculture</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
1099-0690
Volume of the periodical
28
Issue of the periodical within the volume
43
Country of publishing house
DE - GERMANY
Number of pages
17
Pages from-to
e202500747
UT code for WoS article
001578383500001
EID of the result in the Scopus database
2-s2.0-105017091284