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Synthesis of 2-adamantyl-containing amines as compounds with potential pharmacological activity.

Authors :
Novakov, I. A.
Orlinson, B. S.
Savel'ev, E. N.
Alykova, E. A.
Pichugin, A. M.
Kovaleva, M. A.
Sergeev, A. O.
Demidovich, N. A.
Kondrat'ev, E. V.
Source :
Russian Chemical Bulletin. Dec2022, Vol. 71 Issue 12, p2720-2729. 10p.
Publication Year :
2022

Abstract

The regularities of the reduction of unsaturated nitriles containing the 2-adamantyl fragment with lithium aluminum hydride and nickel—aluminum alloy were studied. In both cases, the double bond and nitrile group were simultaneously reduced. The presence of bulky substituents in the substrate in the α-position to the adamantyl fragment and hydroxy groups significantly retards the process, and the 80–90% yield of the corresponding products is achieved only when the temperature is raised to 65 °C. In the case of using a nickel—aluminum alloy, its 4—6-fold excess is required. The calculation of the potential pharmacological activity of the synthesized compounds shows that they can have antiviral, analgesic, and antidiabetic activity. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
10665285
Volume :
71
Issue :
12
Database :
Academic Search Index
Journal :
Russian Chemical Bulletin
Publication Type :
Academic Journal
Accession number :
162112566
Full Text :
https://doi.org/10.1007/s11172-022-3701-1