79276-58-7Relevant academic research and scientific papers
Synthesis of functionalized 3-, 5-, 6- and 8-aminoquinolines via intermediate (3-pyrrolin-1-yl)- and (2-oxopyrrolidin-1-yl)quinolines and evaluation of their antiplasmodial and antifungal activity
Vandekerckhove, Stéphanie,Van Herreweghe, Sofie,Willems, Jasmine,Danneels, Barbara,Desmet, Tom,De Kock, Carmen,Smith, Peter J.,Chibale, Kelly,D'Hooghe, Matthias
, p. 91 - 102 (2015)
(3-Pyrrolin-1-yl)- and (2-oxopyrrolidin-1-yl)quinolines were prepared via cyclization of diallylaminoquinolines and 4-chloro-N-quinolinylbutanamides, respectively, as novel synthetic intermediates en route to N-functionalized 3-, 5-, 6- and 8-aminoquinolines with potential biological activity. (3-Pyrrolin-1-yl)quinolines were subjected to bromination reactions, and the reactivity of (2-oxopyrrolidin-1-yl)quinolines toward lithium aluminum hydride and methyllithium was assessed, providing an entry into a broad range of novel functionalized (pyrrolidin-1-yl)- and (hydroxyalkylamino)quinolines. Antiplasmodial evaluation of these novel quinolines and their functionalized derivatives revealed moderate micromolar potency against a chloroquine-sensitive strain of the malaria parasite Plasmodium falciparum, and the two most potent compounds also showed micromolar activity against a chloroquine-resistant strain of P. falciparum. Antifungal assessment of (hydroxyalkylamino)quinolines revealed three compounds with promising MIC values against Rhodotorula bogoriensis and one compound with potent activity against Aspergillus flavus.
1-(8-Quinolyl)-2-pyrrolidone and its pharmaceutical compositions
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, (2008/06/13)
The compound of formula (I) STR1 and acid addition salts thereof are of value in medicine in the treatment or prophylaxis of pain, inflammation or fever. The compound and its salts may be administered alone or as a pharmaceutical formulation. The compound may be prepared by methods analogous to those known in the art or, for example, by cyclization of a 4-halo-N-(8-quinolyl)butyramide in the presence of aqueous sodium hydroxide and a phase transfer catalyst such as triethylbenzyl ammonium chloride.
