Ritter reaction-mediated syntheses of 2-oxaadamantan-5-amine, a novel amantadine analog

TETRAHEDRON LETTERS

卷:56

Article

Leiva, Rosana^1,2  Gazzarrini, Sabrina^3,4  Esplugas, Roser⁵  Moroni, Anna^3,4  Naesens, Lieve⁶  Sureda, Francesc X.⁵  Vazquez, Santiago^1,2 

[1] Univ Barcelona, Fac Farm, Lab Quim Farmaceut, Unitat Associada,CSIC, E-08028 Barcelona, Spain

[2] Univ Barcelona, Inst Biomed, E-08028 Barcelona, Spain

[3] Univ Milan, Dept Biosci, I-20133 Milan, Italy

[4] Univ Milan, CNR, Inst Biophys, I-20133 Milan, Italy

[5] Univ Rovira & Virgili, Unitat Farmacol, Fac Med & Ciencies Salut, E-43201 Reus, Spain

[6] Katholieke Univ Leuven, Raga Inst Med Res, B-3000 Leuven, Belgium

关键词: Adamantane;    Amantadine;    NMDA receptor antagonist;    M2 channel;    Ritter reaction;   

DOI  :  10.1016/j.tetlet.2015.01.160

来源: Elsevier

【 摘 要 】

Two alternative syntheses of 2-oxaadamantan-5-amine, a novel analog of the clinically approved drug amantadine, are reported. The compound has been tested as an anti-influenza A virus agent and as an NMDA receptor antagonist. While the compound was not antivirally active, it displayed moderate activity as an NMDA receptor antagonist. (C) 2015 Elsevier Ltd. All rights reserved.

【 授权许可】

Free