title: Exploration of novel 3-substituted azetidine derivatives as triple reuptake inhibitors.
abstract: Novel azetidines based on the 3-aryl-3-oxypropylamine scaffold were designed, synthesized, and evaluated as TRIs. Reduction of 1 followed by Swern oxidation and then Grignard reaction gave 3. The alkylation of 3 provided the corresponding azetidine derivatives 6, of which the two most promising, 6bd and 6be, were selected from 86 prepared analogues based on their biological profiles. Compound 6be showed activity in vivo in FST at 10 mg/kg IV or 20-40 mg/kg PO.
authors.affiliation: Organic Chemistry Laboratory, Korea Institute of Science and Technology, Seoul 136-791, Korea.
authors.forename: Younghue
authors.initials: Y
authors.lastname: Han
authors.forename: Minsoo
authors.initials: M
authors.lastname: Han
authors.forename: Dongyun
authors.initials: D
authors.lastname: Shin
authors.forename: Chiman
authors.initials: C
authors.lastname: Song
authors.forename: Hoh-Gyu
authors.initials: HG
authors.lastname: Hahn
mesh_terms: D000818:Animals; D000928:Antidepressive Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology*; D001384:Azetidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology*; D001522:Behavior, Animal / Q000187:drug effects; D015195:Drug Design; D057809:HEK293 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D051379:Mice; D014179:Neurotransmitter Uptake Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology*
chemical_list: D000928:Antidepressive Agents; D001384:Azetidines; D014179:Neurotransmitter Uptake Inhibitors; C082735:azetidine