Synthesis of Some 2-Aryl-1,2,4-triazolobenzoxazin-5-ones as Tools To Define the Essential Pharmacophoric Descriptors of a Benzodiazepine Receptor Ligand

Article abstract of DOI:10.1021/jm00012a020

The synthesis and benzodiazepine receptor (BZR) affinity of some 1,2,4-triazolo<1,5-c><1,3>-benzoxazin-5-ones, 2-22, are reported.Compounds 2-22 are devoid of the proton donor group, which according to a BZR schematic model was one of the pharmacophoric descriptors for receptor-ligand interaction.The binding data show that 2-(2-fluorophenyl)-9-chloro-1,2,4-triazolo<1,5-c><1,3>benzoxazin-5-one (12) and some other compounds display nanomolar BZR affinity, indicating that the hydrogen donor group is not essential for the anchoring of 6,6,5-tricyclic systems to the BZR but only affects the potency of a ligand.