134390-72-0Relevant academic research and scientific papers
Active conformation of some arylpiperazine postsynaptic 5-HT1A receptor antagonists
Paluchowska, Maria Halina,Bojarski, Andrzej Jacek,Charakchieva-Minol, Sijka,Wesolowska, Anna
, p. 273 - 283 (2002)
The synthesis and pharmacological properties of novel conformationally restricted arylpiperazine (2b-4b) or 1,2,3,4-tetrahydroisoquinoline (5b and 6b) derivatives of the known, flexible 5-HT1A receptor ligands 2a-6a (Ki=0.95-7 nM) with different intrinsic activities are reported. Replacement of a tetramethylene chain with a 1e,4e-disubstituted cyclohexane ring in the structure of flexible ligands resulted in insignificant diminution of the 5-HT1A receptor affinity in the case of 2b-4b (Ki=15-52 nM), whereas derivatives 5b and 6b were practically inactive (Ki>1354 nM). The results of in vivo behavioural tests showed that 2a and 3a acted as postsynaptic 5-HT1A receptor partial agonists. Like the flexible 4a, the new rigid compounds 2b-4b showed features of postsynaptic 5-HT1A receptor antagonists. Since all possible conformations of the constrained compounds belong to an extended family - as indicated by molecular modelling studies - our hypothesis that such conformations are responsible for the blockade of postsynaptic 5-HT1A receptors has been confirmed. Determination of regions explored by terminal amide, or imide and hydrocarbon groups of the restricted compounds as well as the results of in vitro and in vivo studies allowed us to discuss the bioactive conformations of flexible ligands.
2-Methoxyphenylpiperazine derivatives
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, (2008/06/13)
New 2-methoxyphenylpiperazine derivatives are described with the following general formula: where A is a carbonyl group, an alkylaminocarbonyl or alkylaminomethylene group, and B is a substituted aryl, heteroaryl substituted or otherwise, arylalkyl, heter
Analogues of the 5-HT(1A) serotonin antagonist 1-(2-methoxyphenyl)-4-[4-(2-phthalimido)butyl]piperazine with reduced α1-adrenergic affinity
Raghupathi,Rydelek-Fitzgerald,Teitler,Glennon
, p. 2633 - 2638 (2007/10/02)
1-(2-Methoxyphenyl)-4-[4-(2-phthalimido)butyl]piperazine (NAN-190; 1a) is a putative postsynaptic 5-HT(1A) serotonin antagonist. This high affinity ligand (K(i) = 0.6 nM), although selective for 5-HT(1A) versus other 5-HT receptors, binds with nearly equa
