title: Synthesis and biological evaluation of new 3-aralkylamino-2-aryl-2H-1, 2,4-pyridothiadiazine 1,1-dioxides as potential CCK-receptor ligands.
abstract: A series of 2-aralkyl-4H-pyridothiadiazine 1,1-dioxides and 3-aralkylamino-2-aryl-2H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxides structurally related to quinazolinone CCK receptor antagonists were synthesized and evaluated as CCK-A and CCK-B receptor ligands. The compounds were effective as cholecystokinin-ligands in the micromolar range of concentration, c.f. the cholecystokinin receptor antagonists asperlicin, lorglumide or benzotript, and were thus less potent than the best quinazolinones previously reported. Although the compounds were unsuitable for drug use, the work contributed to our understanding of the chemistry of unusual 2,3-disubstituted pyridothiadiazinedioxides.
authors.affiliation: Department of Medicinal Chemistry, University of Liège, Belgium.
authors.forename: P
authors.initials: P
authors.lastname: De Tullio
authors.forename: B
authors.initials: B
authors.lastname: Pirotte
authors.forename: P
authors.initials: P
authors.lastname: Neven
authors.forename: B
authors.initials: B
authors.lastname: Masereel
authors.forename: D
authors.initials: D
authors.lastname: Dewalque
authors.forename: O
authors.initials: O
authors.lastname: Diouf
authors.forename: T
authors.initials: T
authors.lastname: Podona
authors.forename: D
authors.initials: D
authors.lastname: Caignard
authors.forename: P
authors.initials: P
authors.lastname: Renard
authors.forename: J
authors.initials: J
authors.lastname: Delarge
mesh_terms: D001667:Binding, Competitive; D010087:Oxides / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D043886:Receptor, Cholecystokinin A; D043887:Receptor, Cholecystokinin B; D011949:Receptors, Cholecystokinin / Q000187:drug effects / Q000378:metabolism*; D012844:Sincalide / Q000378:metabolism; D013329:Structure-Activity Relationship; D013829:Thiadiazines / Q000138:chemical synthesis* / Q000378:metabolism* / Q000494:pharmacology
chemical_list: D010087:Oxides; D043886:Receptor, Cholecystokinin A; D043887:Receptor, Cholecystokinin B; D011949:Receptors, Cholecystokinin; D013829:Thiadiazines; D012844:Sincalide