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Molecular Rearrangement of Pyrazino[2,3-c]quinolin-5(6H)-ones during Their Reaction with Isocyanic Acid

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dc.contributor.authorKlasek, Antonin
dc.contributor.authorLyčka, Antonín
dc.contributor.authorKremen, Filip
dc.contributor.authorRuzicka, Ales
dc.contributor.authorRouchal, Michal
dc.date.accessioned2025-12-05T11:11:02Z
dc.date.available2025-12-05T11:11:02Z
dc.date.issued2022
dc.description.abstractNew tetrahydropyrazino[2,3-c]quinolin-5(6H)-ones were prepared from 3-chloroquinoline-2,4(1H,3H)-diones and ethylene diamine. In their reaction with HNCO, an unprecedented molecular rearrangement produced new types of hydantoin derivatives. All prepared compounds were characterized on the basis of their H-1, C-13, and N-15 NMR and ESI mass spectra and some were authenticated by X-ray analysis of single crystalline material. A proposed mechanism for rearrangement is discussed in this essay. The CDK and ABL inhibition activity as well as in vitro cytotoxicity of the prepared compounds was also tested.eng
dc.formatp. &quot;Article Number: 5481&quot;
dc.identifier.doi10.3390/ijms23105481
dc.identifier.issn1661-6596
dc.identifier.obd43878901
dc.identifier.urihttp://hdl.handle.net/20.500.12603/1499
dc.identifier.wos000801936900001
dc.language.isoeng
dc.peerreviewedyes
dc.publicationstatuspostprint
dc.publisherMDPI-Molecular diversity preservation international
dc.relation.ispartofInternational journal of molecular sciences, volume 23, issue: 10eng
dc.relation.publisherversionhttps://www.mdpi.com/1422-0067/23/10/5481/htm
dc.rights.accessOpen Access
dc.rights.licenseCC BY
dc.source.urlhttps://www.mdpi.com/1422-0067/23/10/5481/htm
dc.subject3-(3-acylureido)-2eng
dc.subject3-dihydro-1H-indol-2-oneseng
dc.subject4-alkylidene-1'H-spiro[imidazolidine-5eng
dc.subject3'-indole]-2eng
dc.subject2'-dioneseng
dc.subjectimidazo[1eng
dc.subject5-c]quinazoline-3eng
dc.subject5-dioneseng
dc.subjectH-1-eng
dc.subjectC-13- and N-15-NMReng
dc.subjectscXRDeng
dc.subjectbiological activityeng
dc.titleMolecular Rearrangement of Pyrazino[2,3-c]quinolin-5(6H)-ones during Their Reaction with Isocyanic Acideng
dc.typearticle

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