-
[show abstract]
[hide abstract]
ABSTRACT: Herein, we demonstrate the versatility of the pipecolic linker for the structural diversification of secondary amines with potential CNS activity. The solid-phase methods elaborated involved N1-indole sulfonylation, nitroindole and nitroarene reduction, and microwave-assisted Buchwald–Hartwig N-arylation.
Tetrahedron Letters 01/2013; 54(8):998-1002. · 2.68 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: A series of arylsulfonamides containing guanidine incorporated in the structure of secondary amines (piperidine, piperazine) was synthesized on SynPhase Lanterns and evaluated for 5-HT(1A), 5-HT(2A), and 5-HT(7) receptors. The results demonstrated that N-alkyl-N'-dialkylguanidines displayed good 5-HT(7)/5-HT(1A) selectivity and may be regarded as promising structural core for development of 5-HT(7) ligands.
Bioorganic & medicinal chemistry letters 07/2009; 19(16):4827-31. · 2.65 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: A library of ethylene analogs of the previously described arylpiperazines with N-acylated amino acids was synthesized on SynPhase Lanterns and the library representatives were evaluated for their 5-HT(1A) and 5-HT(2A) receptor affinities. The obtained results were compared with those reported for compounds containing propylene and a butylene spacer and they revealed that 5-HT(1A) receptor affinity decreased proportionally with the length of the alkyl chain. Furthermore, the synthesized 3-cycloalkyl derivatives containing two methylene group spacers showed that the 3-position of pyrrolidine-2,5-dione preferred substituents of hydrophobic character.
European journal of medicinal chemistry 08/2008; 44(2):800-8. · 3.27 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: A library of ethylene analogs of the previously described arylpiperazines with N-acylated amino acids was synthesized on SynPhase™ Lanterns and the library representatives were evaluated for their 5-HT1A and 5-HT2A receptor affinities. The obtained results were compared with those reported for compounds containing propylene and a butylene spacer and they revealed that 5-HT1A receptor affinity decreased proportionally with the length of the alkyl chain. Furthermore, the synthesized 3-cycloalkyl derivatives containing two methylene group spacers (20, 21) showed that the 3-position of pyrrolidine-2,5-dione preferred substituents of hydrophobic character.Graphical abstract
European Journal of Medicinal Chemistry. 44(2):800-808.