180258-99-5Relevant academic research and scientific papers
Synthesis and pharmacological study of some adamantylcyclopentanamines
Fytas,Kolocouris,Foscolos,Vamvakides
, p. 563 - 566 (1991)
In this paper the synthesis of adamantylcyclopentanamines 5, 7 and 8 is described. The experimental data obtained with these derivatives on mice (behaviour, effect on the reserpinic catalepsy or hypothermy, study of the convulsions obtained with high doses) argue in favour of the existence of a glutamatergic component on the action mechanism of these adamantanamines.
Approaches to primary tert-alkyl amines as building blocks
Tzitzoglaki, Christina,Drakopoulos, Antonios,Konstantinidi, Athina,Stylianakis, Ioannis,Stampolaki, Marianna,Kolocouris, Antonios
, (2019/07/10)
Primary tert-alkyl amines include analogues of amantadine, a fragment commonly linked to pharmacophoric groups to enhance biological activity. The preparation of primary tert-alkyl amines is considered to be a difficult problem. Four synthetic procedures, some of which have been previously reported for the synthesis of amines with primary (RCH2NH2) or secondary (RR'CHNH2) alkyl and/or aryl groups, were tested for the synthesis of primary tert-alkyl amines (RR′R″CNH2) in aliphatic series including adamantane adducts. These procedures included the formation and reduction of tert-alkyl azides, the Ritter reaction in standard and modified conditions, the addition of organometallic reagents to N-tert-butyl sulfinyl ketimines and one-pot reactions between nitriles and organometallic reagents in the presence of a Lewis acid, Τi(iPrO)4 or CeCl3. These synthetic routes are unexplored for primary tert-alkyl amines. Studies on the synthetic routes for primary tert-alkyl amines are currently lacking. The reaction conditions and substrate limitations were studied for each procedure, with the first procedure being the most general and applicable also for compounds bearing bulky adducts.
Binding and Proton Blockage by Amantadine Variants of the Influenza M2WT and M2S31N Explained
Tzitzoglaki, Christina,Wright, Anna,Freudenberger, Kathrin,Hoffmann, Anja,Tietjen, Ian,Stylianakis, Ioannis,Kolarov, Felix,Fedida, David,Schmidtke, Michaela,Gauglitz, Günter,Cross, Timothy A.,Kolocouris, Antonios
supporting information, p. 1716 - 1733 (2017/03/17)
While aminoadamantanes are well-established inhibitors of the influenza A M2 proton channel, the mechanisms by which they are rendered ineffective against M2S31N are unclear. Solid state NMR, isothermal titration calorimetry, electrophysiology,
