198710-98-4Relevant academic research and scientific papers
Bicyclic [b] - heteroannelated pyridazine derivatives. Part 6. Aromatization of some tetrahydrotriazolo [4,3-b] pyridazine derivatives with potential activity as benzodiazepine receptor ligands
Lange, Jerzy,Karolak-Wojciechowska, Janina,Gniewosz, Malgorzata,Kulinski, Tomasz,Plenkiewicz, Jan
, p. 299 - 305 (2007/10/03)
Aromatization of the pyridazine ring in 8-arly-7, 8-dihydro-3-trifluoromethyltriazolo[4,3-b] pyridazin-6(5H)-ones in the reaction with a phosphorus pentachloride-phosphorus oxychloride mixture yielded the corresponding (6-chloro compounds. Since halogenation at C-7 was accompanied by an instant 7,8-dehydrohalogenation, the reaction with bromine gave the 7.8-dehydro analogs with no change of the carbonyl function at C-6. Benzoylation yielded the O-benzoyl derivative as found by X-ray crystallography. Substitution of chlorine at C-6 for an amine or thioether function was effected in the reactions with hydrazine, amines, and thiophenols. In vitro tests revealed low affinity of the compounds for the benzodiazepine receptor.
