title: Benzodiazepine receptor ligands. 4. Synthesis and pharmacological evaluation of 3-heteroaryl-8-chloropyrazolo[5,1-c][1,2,4] benzotriazine 5-oxides.
abstract: The synthesis of new 3-heteroaryl-8-chloropyrazolo[5,1-c][1,2, 4]benzotriazine 5-oxides and their binding activities at the central benzodiazepine receptor (BZR) are reported. The derivatives substituted at the 3-position with electron-rich five-membered rings, such as pyrrole 11, 2-thiophene 13c, or 3-thiophene 13d, showed good affinity values for BZR. In in vivo tests the 3-(thien-3-yl)-8-chloropyrazolo[5,1-c][1,2,4] benzotriazine 5-oxide (13d) showed selective anticonvulsant activity.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università degli Studi di Firenze, Via Gino Capponi 9, 50121 Firenze, Italy. Costanzo@farmfi.scifarm.unifi.it
authors.forename: A
authors.initials: A
authors.lastname: Costanzo
authors.forename: G
authors.initials: G
authors.lastname: Guerrini
authors.forename: G
authors.initials: G
authors.lastname: Ciciani
authors.forename: F
authors.initials: F
authors.lastname: Bruni
authors.forename: S
authors.initials: S
authors.lastname: Selleri
authors.forename: B
authors.initials: B
authors.lastname: Costa
authors.forename: C
authors.initials: C
authors.lastname: Martini
authors.forename: A
authors.initials: A
authors.lastname: Lucacchini
authors.forename: P M
authors.initials: PM
authors.lastname: Aiello
authors.forename: A
authors.initials: A
authors.lastname: Ipponi
mesh_terms: D000818:Animals; D014151:Anti-Anxiety Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D000927:Anticonvulsants / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D002417:Cattle; D002540:Cerebral Cortex / Q000378:metabolism; D003497:Cyclic N-Oxides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D066298:In Vitro Techniques; D008024:Ligands; D008297:Male; D051379:Mice; D009125:Muscle Relaxants, Central / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D011869:Radioligand Assay; D011963:Receptors, GABA-A / Q000378:metabolism*; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology
chemical_list: C119802:3-(thien-3-yl)-8-chloropyrazolo(5,1-c)(1,2,4)benzotriazine 5-oxide; D014151:Anti-Anxiety Agents; D000927:Anticonvulsants; D003497:Cyclic N-Oxides; D008024:Ligands; D009125:Muscle Relaxants, Central; D011963:Receptors, GABA-A; D014227:Triazines