title: 5-HT1A and 5-HT2A receptor affinity and functional profile of some N-[3-(4-aryl-1-piperazinyl)propyl] derivatives of indolin-2(1H)-one, quinolin-2(1 H)-one and isoquinolin-1(2H)-one. Part 30: Structure-activity relationship studies of CNS agents.
abstract: A series of new 1-aryl-4-propylpiperazines containing the modified terminal amide fragment 9, 15-19, 21, 23 and 25 were synthesized and their 5-HT1A and 5-HT2A receptor affinities were determined. All the compound were highly potent 5-HT1A receptor ligands with a diverse 5-HT2A receptor affinity. It was found that the 5-HT2A receptor affinity depends on the dipole moment and lipophilicity of amide moiety. Compound 9b was found to be a 5-HT2A receptor antagonist and a weak 5-HT1A receptor agonist.
authors.affiliation: Department of Medicinal Chemistry, Polish Academy of Sciences, Kraków, Poland.
authors.forename: M J
authors.initials: MJ
authors.lastname: Mokrosz
authors.forename: J L
authors.initials: JL
authors.lastname: Mokrosz
authors.forename: B
authors.initials: B
authors.lastname: Duszyńska
authors.forename: A
authors.initials: A
authors.lastname: Dereń-Wesołek
authors.forename: A
authors.initials: A
authors.lastname: Kłodzińska
authors.forename: P
authors.initials: P
authors.lastname: Kowalski
authors.forename: S
authors.initials: S
authors.lastname: Charakchieva-Minol
authors.forename: E
authors.initials: E
authors.lastname: Tatarczyńska
authors.forename: T
authors.initials: T
authors.lastname: Kowalska
authors.forename: Z
authors.initials: Z
authors.lastname: Majka
authors.forename: E
authors.initials: E
authors.lastname: Chojnacka-Wójcik
authors.forename: S
authors.initials: S
authors.lastname: Misztal
mesh_terms: D017371:8-Hydroxy-2-(di-n-propylamino)tetralin / Q000378:metabolism; D000662:Amphetamines / Q000037:antagonists & inhibitors / Q000494:pharmacology; D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects; D001667:Binding, Competitive / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006624:Hippocampus / Q000187:drug effects / Q000378:metabolism; D066298:In Vitro Techniques; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D007650:Ketanserin / Q000378:metabolism; D007700:Kinetics; D008297:Male; D051379:Mice; D010879:Piperazines / Q000138:chemical synthesis* / Q000494:pharmacology; D015363:Quinolones / Q000138:chemical synthesis* / Q000494:pharmacology; D011869:Radioligand Assay; D051381:Rats; D017208:Rats, Wistar; D011985:Receptors, Serotonin / Q000187:drug effects / Q000378:metabolism*; D012702:Serotonin Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology; D017366:Serotonin Receptor Agonists / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000662:Amphetamines; D007211:Indoles; D007546:Isoquinolines; D010879:Piperazines; D015363:Quinolones; D011985:Receptors, Serotonin; D012702:Serotonin Antagonists; D017366:Serotonin Receptor Agonists; D017371:8-Hydroxy-2-(di-n-propylamino)tetralin; D007650:Ketanserin; C015952:4-iodo-2,5-dimethoxyphenylisopropylamine