title: 2-(Methyleneaminoxy)methylmorpholine derivatives. Synthesis and antidepressant activity.
abstract: The 3-(methyleneaminoxy)methylmorpholines 2 were synthesized as analogues of viloxazine 1, an antidepressant drug, in which the aryloxymethyl group is substituted by a (methyleneaminoxy)methyl moiety (MAOMM). Compounds 2 were tested as potential antidepressant agents by using the test of antagonism to reserpine-induced hypothermy in mice. In addition, their anticholinergic and antihistaminic activity on isolated preparations and their ability to antagonize the toxicity induced by adrenaline in mice were evaluated. "In vivo" and "in vitro" tests showed that some compounds of type 2 possess a pharmacological profile similar to that of viloxazine 1.
authors.affiliation: Istituto di Chimica Farmaceutica e Tossicologica, Facoltà di Farmacia, Pisa, Italy.
authors.forename: A
authors.initials: A
authors.lastname: Balsamo
authors.forename: A
authors.initials: A
authors.lastname: Lapucci
authors.forename: M
authors.initials: M
authors.lastname: Macchia
authors.forename: A
authors.initials: A
authors.lastname: Martinelli
authors.forename: S
authors.initials: S
authors.lastname: Nencetti
authors.forename: A
authors.initials: A
authors.lastname: Rossello
authors.forename: T
authors.initials: T
authors.lastname: Cristina
mesh_terms: D000818:Animals; D000928:Antidepressive Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001831:Body Temperature / Q000187:drug effects; D004837:Epinephrine / Q000037:antagonists & inhibitors / Q000494:pharmacology / Q000633:toxicity; D006168:Guinea Pigs; D006633:Histamine Antagonists / Q000138:chemical synthesis / Q000494:pharmacology; D007099:Imipramine / Q000494:pharmacology; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D009025:Morpholines / Q000138:chemical synthesis* / Q000494:pharmacology; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D010276:Parasympatholytics / Q000494:pharmacology; D051381:Rats; D017208:Rats, Wistar; D012110:Reserpine / Q000037:antagonists & inhibitors / Q000494:pharmacology; D014745:Viloxazine / Q000494:pharmacology
chemical_list: D000928:Antidepressive Agents; D006633:Histamine Antagonists; D009025:Morpholines; D010276:Parasympatholytics; D014745:Viloxazine; D012110:Reserpine; D007099:Imipramine; D004837:Epinephrine