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dc.creatorRoglić, Goran
dc.creatorAndrić, Deana
dc.creatorKostić Rajačić, Slađana
dc.creatorDukić, Slađana
dc.creatorŠoškić, Vukić
dc.date.accessioned2019-05-02T10:00:30Z
dc.date.available2019-05-02T10:00:30Z
dc.date.issued2001
dc.identifier.issn0365-6233
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/2824
dc.description.abstract1-(2-Heteroarylalkyl)-4-phenylpiperazines containing methyl group in either the alpha- or the beta-position of the side alkyl chain were synthesized as racemic mixtures. They were evaluated for in vitro binding affinity at the D-1 and D-2 dopamine and 5-HT1A serotonin receptors using synaptosomal membranes of the bovine caudate nucleus and hippocampus, respectively, as a source of the corresponding receptors. Tritiated SCH 23390 (D-1 receptor-selective), spiperone (D-2 receptor-selective), and 8-OH-DPAT (5-HT1A receptor-selective) were employed as the radioligands. None of the new compounds expressed significant affinity for the D-1 receptor. Introduction of the methyl group into the beta-position of the parent molecules increased the affinity for the D-2 receptor (10b-13b), and decreased the affinity for the 5-HT1A receptor with the exception of imidazole (11b) which was a rather efficient displacer of 8-OH-DPAT. Most potent of the newly synthesized compounds in [H-3]spiperone assay were compounds (+/-)6-[1-methyl-2-(4-phenylpiperazin-n-1-yl)-ethyl]-1, 4-dihydroquinoxaline-2,3-dione (10b), K-d = 6.0 nM and (+/-)5-[1-methyl-2-(4-phenylpiperazin-1-yl)-ethyl]-1,3-dihydrobenzoirnidazol-2-thione (13b), K-d = 5.3 nM. However, compounds containing methyl group in alpha-position (10a-13a) of the parent molecules expressed a decreased affinity for the D-2 receptor, while the affinity for the 5-HT1A receptor remained in the same range of concentrations as that of closely related achiral parent compounds (14-17) run in the same binding assays as references.en
dc.publisherWiley-VCH Verlag Gmbh, Weinheim
dc.rightsrestrictedAccess
dc.sourceArchiv der Pharmazie
dc.subjectalpha-methyl-heteroaryl-ethyl-aryl-piperazinesen
dc.subjectbeta-methyl-heteroaryl-ethyl-aryl-piperazinesen
dc.subjectdopaminergicen
dc.subjectserotonergicen
dc.titleIntroduction of a methyl group in alpha- or beta-position of 1-heteroarylethyl-4-phenyl-piperazines affects their dopaminergic/serotonergic propertiesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractДукиц, С; Костић-Рајачић, Слађана; Соскиц, В; Роглић, Горан; Aндрић, Деана;
dc.citation.volume334
dc.citation.issue12
dc.citation.spage375
dc.citation.epage380
dc.citation.other334(12): 375-380
dc.citation.rankM22
dc.identifier.pmid11852532
dc.identifier.doi10.1002/1521-4184(200112)334:12<375::AID-ARDP375>3.0.CO;2-P
dc.identifier.rcubKon_1454
dc.identifier.scopus2-s2.0-0035705887
dc.identifier.wos000173700100002
dc.type.versionpublishedVersionen


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