180900-91-8Relevant academic research and scientific papers
Imidazo[1,2-b]pyridazines. XIX syntheses and central nervous system activities of some 6-arylthio(aryloxy and alkylthio)-3(acetamidomethyl, benzamidomethyl, methoxy and unsubstituted)-2-arylimidazo[1,2-b]pyridazines
Barlin, Gordon B.,Davies, Les P.,Ireland, Stephen J.
, p. 443 - 449 (2007/10/03)
Some 6-arylthio(aryloxy and alkylthio)-3-(acetamidomethyl, benzamidomethyl, methoxy and unsubstituted)-2-arylimidazo[1,2-b]pyridazines have been prepared and examined for their ability to displace [3H]diazepam from rat brain membranes. The most active compound was 3-acetamidomethyl-2-(3′,4′-methylenedioxyphenyl)-6- phenylthioimidazo[1,2-b]pyridazine with IC50 4.4 nM. The 3-acylaminomethyl-6-(2- and 3-methoxyphenylthio)-2-phenylimidazo[1,2-b]pyridazines proved less active than their 6-phenylthio analogues, and larger substituants at the 2- and 6-positions markedly decreased binding. Significant differences in binding ability have been observed between 3-acylaminomethyl-2-aryl-6-phenylthioimidazo[1,2-b]pyridazines and the corresponding imidazo[1,2-a]pyridines.
Imidazo[1,2-b]pyridazines. XX syntheses of some 3-acylaminomethyl-6-(chloro, fluoro, methoxy, methylthio, phenoxy and phenylthio)-2-(phenyl, 4-t-butylphenyl, 4-cyclohexylphenyl, β-naphthyl and styryl)imidazo[1,2-b]pyridazines and their interaction with central and peripheral-type benzodiazepine receptors
Barlin, Gordon B.,Davies, Les P.,Harrison, Peter W.,Ireland, Stephen J.,Willis, Anthony C.
, p. 451 - 461 (2007/10/03)
Some 3-(aliphatic and aromatic)acylaminomethyl derivatives of 6-(chloro, fluoro, methoxy, methylthio, phenoxy and phenylthio)-2-(phenyl, 4-t-butylphenyl, 4-cyclohexylphenyl, β-naphthyl and styryl)imidazo[1,2-b]pyridazines have been prepared and tested for binding to central benzodiazepine receptors present in rat brain membrane, and to peripheral-type (mitochondrial) benzodiazepine receptors present in rat kidney membrane. Some of these compounds which contained 2-(4-t-butylphenyl, 4-cyclohexylphenyl and styryl) substituents bound strongly and selectively to peripheral-type benzodiazepine receptors. For example, 2-(4′-t-butylphenyl)-6-chloro-2-(4″-fluorobenzamidomethyl)imidazo[1, 2-b]pyridazine in tests for the displacement of [3H]diazepam from both peripheral-type and central benzodiazepine receptors gave IC50 1.0 nM and 9% displacement at 1000 nM, respectively. Steric effects appeared to be more restrictive in the interaction of these ligands with central benzodiazepine receptors rather than with peripheral-type benzodiazepine receptors; X-ray structure analyses of two typical compounds are reported.
