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

Autor:	Antonín Klásek, Antonín Lyčka, Filip Křemen, Aleš Růžička, Michal Rouchal
Jazyk:	angličtina
Rok vydání:	2022
Předmět:	3-(3-acylureido)-2 3-dihydro-1H-indol-2-ones 4-alkylidene-1’H-spiro[imidazolidine-5 3’-indole]-2 2’-diones imidazo[1 5-c]quinazoline-3 5-diones 1H- 13C- and 15N-NMR scXRD biological activity Biology (General) QH301-705.5 Chemistry QD1-999
Zdroj:	International Journal of Molecular Sciences, Vol 23, Iss 10, p 5481 (2022)
Druh dokumentu:	article
ISSN:	1422-0067 1661-6596
DOI:	10.3390/ijms23105481
Popis:	New 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 1H, 13C, and 15N 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.
Databáze:	Directory of Open Access Journals
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