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4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity
dc.creator | Stojanović, Milovan | |
dc.creator | Džambaski, Zdravko | |
dc.creator | Bondžić, Bojan | |
dc.creator | Aleksić, Jovana | |
dc.creator | Baranac-Stojanović, Marija | |
dc.date.accessioned | 2019-01-30T17:42:20Z | |
dc.date.available | 2019-01-30T17:42:20Z | |
dc.date.issued | 2014 | |
dc.identifier.issn | 1385-2728 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/1565 | |
dc.description.abstract | 4-Oxothiazolidine core, owing to the wide range of pharmacological activities exhibited by its derivatives, has been recognized as an important structural motif in biologically active compounds. A subclass constitutes 4-oxothiazolidines with an exocyclic C=C double bond at the C(2)-position. Some of these derivatives are registered as active substances for the treatment of various diseases, such as Ralitoline, an antiepileptic, Etozolin, a diuretic, and Piprozolin, a choleretic. The exocyclic C=C double bond in these compounds contains one or two electron-accepting groups at its other end, so that they also belong to the class of the so-called push-pull alkenes. In the case of the nitrogen-unsubstituted molecules, the enamino tautomeric form with the exocyclic double bond is stabilized by the extended electron delocalization arising from the push-pull effect. In the absence of push-pull effect, the imino form would dominate. Therefore, these compounds exhibit properties characteristic for both 4-oxothiazolidine ring and push-pull alkenes. They are also proved to be useful synthetic interamediates for the formation of various mono- and polyheterocycles. The importance of 4-oxothiazolidine derivatives is witnessed by several review articles, the latest published in 2012, mainly dealing with the chemistry and biological activity of various 2-imino, 2-oxo, 2-thioxo and 2-alkyl(aryl)-substituted compounds. The lack of a comprehensive review on 2-alkylidene-4-oxothiazolidines has prompted us to collect the literature covering their synthesis, structure, reactivity and biological activity. Derivatives with two exocyclic C=C double bonds are included, too. | en |
dc.publisher | Bentham Science Publ Ltd, Sharjah | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172020/RS// | |
dc.rights | restrictedAccess | |
dc.source | Current Organic Chemistry | |
dc.subject | 2-Alkylidene-4-oxothiazolidine | en |
dc.subject | biological activity | en |
dc.subject | heterocycle | en |
dc.subject | push-pull alkene | en |
dc.subject | reactivity | en |
dc.subject | structure | en |
dc.subject | synthesis | en |
dc.title | 4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Стојановић, Милован; Бонджић, Бојан; Баранац-Стојановиц, Марија; Aлексић, Јована; Джамбаски, Здравко; | |
dc.citation.volume | 18 | |
dc.citation.issue | 9 | |
dc.citation.spage | 1108 | |
dc.citation.epage | 1148 | |
dc.citation.other | 18(9): 1108-1148 | |
dc.citation.rank | M21 | |
dc.identifier.doi | 10.2174/138527281809140624120436 | |
dc.identifier.scopus | 2-s2.0-84904050417 | |
dc.identifier.wos | 000338727500003 | |
dc.type.version | publishedVersion |