title: 1,2,3-Triazolo[1,5-a][1,4]- and 1,2,3-triazolo[1,5-a]-[1,5]benzodiazepine derivatives: synthesis and benzodiazepine receptor binding.
abstract: This paper reports the synthesis of new 1,2,3-triazolo[1,4]benzodiazepine and 1,2,3-triazolo[1,5]benzodiazepine derivatives and their evaluation toward benzodiazepine receptors. Receptor affinity gradually and remarkably increases by moving the nitrogen atom of the central ring from position 3 through 4 to position 5, to give the most effective compound 6a (Ki = 150 nM). N-methylation of the diazepine ring (7a) lowers receptorial binding. Introduction of a chlorine atom on the benzene ring doubles the Ki value (6b) which remains unaltered by the N-methylation (7b).
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Facoltà di Farmacia, Università di Pisa, Italy.
authors.forename: L
authors.initials: L
authors.lastname: Bertelli
authors.forename: G
authors.initials: G
authors.lastname: Biagi
authors.forename: I
authors.initials: I
authors.lastname: Giorgi
authors.forename: O
authors.initials: O
authors.lastname: Livi
authors.forename: C
authors.initials: C
authors.lastname: Manera
authors.forename: V
authors.initials: V
authors.lastname: Scartoni
authors.forename: C
authors.initials: C
authors.lastname: Martini
authors.forename: G
authors.initials: G
authors.lastname: Giannaccini
authors.forename: L
authors.initials: L
authors.lastname: Trincavelli
authors.forename: P L
authors.initials: PL
authors.lastname: Barili
mesh_terms: D000818:Animals; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000378:metabolism; D002417:Cattle; D011963:Receptors, GABA-A / Q000378:metabolism*; D014230:Triazoles / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D011963:Receptors, GABA-A; D014230:Triazoles; D001569:Benzodiazepines