(2,2-Diphenyl-[1,3]oxathiolan-5-ylmethyl)-(3-phenyl-propyl)-amine: a potent and selective 5-HT(1A) receptor agonist.
Starting from compound 1, a previously reported alpha(1D)-adrenoceptors antagonist, a new series of ligands acting at 5-HT(1A) serotonin receptor were identified through simple structure modifications. Among them (2,2-diphenyl-[1,3]oxathiolan-5-yl-methyl)-(3-phenyl-propyl)amine (19) exhibits outstanding activity (pK(i)=8.72, pD(2)=7.67, E(max)=85) and selectivity (5-HT(1A)/alpha(1D)>150), and represents an as yet unidentified 5-HT(1A) agonist scaffold.
Franchini
Silvia
S
Dipartimento di Scienze Farmaceutiche, Università degli Studi di Modena e Reggio Emilia, Italy.
Tait
Annalisa
A
Prandi
Adolfo
A
Sorbi
Claudia
C
Gallesi
Rossella
R
Buccioni
Michela
M
Marucci
Gabriella
G
De Stefani
Carla
C
Cilia
Antonio
A
Brasili
Livio
L
D000818:Animals; D001011:Aorta / Q000187:drug effects; D006367:HeLa Cells; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D011467:Prostate / Q000187:drug effects; D011869:Radioligand Assay; D051381:Rats; D017208:Rats, Wistar; D058825:Serotonin 5-HT1 Receptor Agonists; D017366:Serotonin Receptor Agonists / Q000737:chemistry / Q000494:pharmacology*; D013154:Spleen / Q000187:drug effects; D013329:Structure-Activity Relationship; D014649:Vas Deferens / Q000187:drug effects
C539894:(2,2-diphenyl-(1,3)oxathiolan-5-ylmethyl)-(3-phenyl-propyl)amine; D006573:Heterocyclic Compounds, 1-Ring; D058825:Serotonin 5-HT1 Receptor Agonists; D017366:Serotonin Receptor Agonists