79191-41-6Relevant academic research and scientific papers
C?H Activation from Iron(II)-Nitroxido Complexes
Kleinlein, Claudia,Bendelsmith, Andrew J.,Zheng, Shao-Liang,Betley, Theodore A.
, p. 12197 - 12201 (2017/09/06)
The reaction of nitroxyl radicals TEMPO (2,2′,6,6′-tetramethylpiperidinyloxyl) and AZADO (2-azaadamantane-N-oxyl) with an iron(I) synthon affords iron(II)-nitroxido complexes (ArL)Fe(κ1-TEMPO) and (ArL)Fe(κ2-N,O
N-Arylalkyl-2-azaadamantanes as cage-expanded polycarbocyclic sigma (σ) receptor ligands
Banister, Samuel D.,Yoo, David T.,Chua, Sook Wern,Cui, Jinquan,MacH, Robert H.,Kassiou, Michael
, p. 5289 - 5292 (2011/10/03)
A series of racemic N-arylalkyl-2-azaadamantan-1-ols (9-15) and the corresponding deoxygenated, achiral N-arylalkyl-2-azaadamantanes (23-29) were synthesized and screened in competition binding assays against a panel of CNS targets. Adamantyl hemiaminals 9-15 displayed generally low affinity for both σ1 (Ki values = 294-1950 nM) and σ2 receptors (Ki values = 201-1020 nM), and negligible affinity for 42 other CNS proteins. Deoxygenation of 9-15 to give the corresponding achiral azaadamantanes 23-29 greatly improved affinity for σ1 (K i values = 8.3-239 nM) and σ2 receptors (K i values = 34-312 nM).
Neighboring Group Effects in the β-Halo Amines. Synthesis and Solvolytic Reactivity of the anti-4-Substituted 2-Azaadamantyl System
Henkel, James G.,Faith, William C.
, p. 4953 - 4959 (2007/10/02)
The syntheses of anti-4-chloro-2-n-propyl-2-azaadamantane (1) and 2-(2-chloroethyl)-2-azaadamantane (8) were carried out.When 1 was subjected to solvolysis in aqueous methanolic NaOH, a rate enhancement of ca. 2*106 was observed at 25 deg C, compared to that for 2-chloroadamantane (23).The solvolytic rate of 1 is comparable to that of an aliphatic β-halo amine, and because of the absence of a kinetic rate component due to solvent assistance in the adamantyl system, the observed enhancement may represent the rate-limiting case for the substituted β-chloroethylamines.The solvolysis rate of 8 was 2.5-fold less than that of 1, despite an expected decrease in activation energy.The lower rate for 8 may be due to its larger negative entropy of activation compared to that of 1.Indirect evidence was found for the existence of azridinium ion intermediates during solvolysis, but their direct observation remains to be accomplished.
