Krol, Marek; Slifirski, Grzegorz; Kleps, Jerzy; Ulenberg, Szymon; Belka, Mariusz; Baczek, Tomasz; Siwek, Agata; Stachowicz, Katarzyna; Szewczyk, Bernadeta; Nowak, Gabriel; Duszynska, Beata; Herold, Franciszek published the artcile< Synthesis of novel pyrido[1,2-c]pyrimidine derivatives with 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole moiety as potential SSRI and 5-HT1A receptor ligands>, Quality Control of 84163-77-9, the main research area is pyridopyrimidine piperidinyl benzisoxazole preparation hydroxytryptamine receptor serotonin transporter ligand; antidepressants; drug design; dual 5-HT1A/SERT activity; pyrido[1,2-c]pyrimidines.
Two series of novel 4-aryl-2H-pyrido[1,2-c]pyrimidines I (R = Ph, 2-MeC6H4, 4-MeOC6H4, 4-FC6H4, etc.) and 4-aryl-5,6,7,8-tetrahydropyrido[1,2-c]pyrimidines II (R as above) were synthesized. The chem. structures of the new compounds were confirmed by 1H and 13C NMR spectroscopy and ESI-HRMS spectrometry. The affinities of all compounds for the 5-HT1A receptor and serotonin transporter protein (SERT) were determined by in vitro radioligand binding assays. The test compounds demonstrated very high binding affinities for the 5-HT1A receptor of all derivatives in the both series and generally low binding affinities for the SERT protein, with the exception of compounds I (R = Ph) and II (R = 4-MeOC6H4). Extended affinity tests for the receptors D2, 5-HT2A, 5-HT6 and 5-HT7 were conducted with regard to selected compounds I (R = Ph, 2-ClC6H4) and II (R = 4-MeOC6H4, 4-FC6H4). All four compounds demonstrated very high affinities for the D2 and 5-HT2A receptors. Compounds I (R = Ph) and II (R = 4-MeOC6H4) also had high affinities for 5-HT7, while I (R = 2-ClC6H4) and II (4-FC6H4) held moderate affinities for this receptor. Compounds I (R = Ph) and II (R = 4-MeOC6H4) were also tested in vivo to identify their functional activity profiles with regard to the 5-HT1A receptor, with I (R = Ph) demonstrating the activity profile of a presynaptic agonist. Metabolic stability tests were also conducted for the compounds I (R = Ph, 2-ClC6H4).
International Journal of Molecular Sciences published new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Quality Control of 84163-77-9.
Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics