78829-27-3Relevant academic research and scientific papers
Synthesis and structure-affinity relationships of 1,3,5-alkylsubstituted cyclohexylamines binding at NMDA receptor PCP site
Jirgensons, Aigars,Kauss, Valerjans,Kalvinsh, Ivars,Gold, Markus R.,Danysz, Wojciech,Parsons, Chris G.,Quack, Gunter
, p. 555 - 565 (2007/10/03)
A series of 1,3,5-alkylsubstituted cyclohexylamines 2 were synthesized as ligands for the N-methyl-D-aspartate (NMDA) receptor phencyclidine (PCP) binding site. Pure diastereomers with defined configuration of amino group 2- ax and 2-eq were obtained. The optimal size of 1,3,5-substituents was determined for cyclohexylamines 2 with an equatorial amino group in the lowest energy conformation using Hansch analysis. According to the data, the lipophilic part of cyclohexylamines 2 does not discriminate between hydrophobic regions of the PCP binding site but rather recognizes this site as a whole lipophilic pocket. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
Structural information from OH stretching frequencies - VI. On the presence of different rotamers in alkyl substituted tertiary adamantanol-2 and bicyclononanol-9 compounds
Lutz, E. T. G.,Maas, J. H. van der
, p. 129 - 134 (2007/10/02)
The presence of different hydroxyl rotamers in alkyl substituted tertiary adamantanol-2 and bicyclononanol-9 compounds has been studied in CCl4 solution by means of the i.r. absorption of the OH-stretching band.The rotamer with the OH positioned over the ring skeleton proves to be sensitive to the alkyl substituent.Furthermore it is found that the adamantanol compounds behave differently from the corresponding cyclohexanol derivatives.It is demonstrated that information regarding the special orientation of the alkyl substituent can be derived from the OH-band.
