
%0 Journal Article
%A Schmitt, Martine 
%A Bourguignon, Jean-Jacques 
%A Barlin, Gordon B. 
%A Davies, Les P. 
%T Imidazo[1,2-<emph type="2">b</emph>]pyridazines. XXIV Syntheses of Some 3-(Variously Substituted) Imidazo[1,2-<emph type="2">b</emph>] pyridazines, 6-Substituted 2-Benzoyl- imidazo[1,2-<emph type="2">b</emph>]pyridazines and Pyrimido[1,2-<emph type="2">b</emph>]pyridazin- 5-ium-3-olates and their Interaction with Central and Mitochondrial Benzodiazepine Receptors
%J Australian Journal of Chemistry
%D 1997/10/14
%V 50
%N 8
%P 779-786
%K 
%R https://doi.org/10.1071/C97030
%U https://www.publish.csiro.au/paper/C97030 
%X The syntheses of some ethyl 2-&#123;2&#8242;-aryl-6&#8242;-(chloro, iodo and methoxy)imidazo&#91;1,2-b&#93;pyridazin-3&#8242;-yl&#125;-2-(acetoxy, acylamino, hydroxy and methoxy)acetates, 6-methyl-2-(p-tolyl)- and 6-chloro-2-(4&#8242;-chlorophenyl)-3-trimethylammoniomethylimidazo&#91;1,2-b&#93;pyridazine iodides (and reactions thereof), 2-benzoyl 6-substituted imidazo&#91;1,2-b&#93;pyridazines and 7-(methoxy, chloro and phenylthio)-2-phenylpyrimido-&#91;1,2-b&#93;pyridazin-5-ium-3-olates are reported. The ability of these compounds to displace &#91;3H&#93;diazepam from rat forebrain membrane &#91;central benzodiazepine receptor (BZR)&#93; and rat kidney membrane &#91;mitochondrial (peripheral-type) benzodiazepine receptor (PBR)&#93; has been examined. The most active compound was ethyl 2-&#123;6&#8242;-chloro-2&#8242;-(p-tolyl)imidazo&#91;1,2-b&#93;pyridazin-3&#8242;-yl&#125;-2-hydroxyacetate with IC50 24 nM for displacement from the BZR and 91% displacement at 1000 nM from the PBR; the most selective for the PBR was 6-methyl-3-methylsulfonylmethyl-2-(p-tolyl)imidazo&#91;1,2-b&#93;pyridazine (PBR, IC50 92 nM; BZR, 15% inhibition of binding by &#91;3H&#93;diazepam at 1000 nM). 
