121041-41-6Relevant academic research and scientific papers
Design, synthesis, and bioactivity study of novel benzoylpyridazyl ureas
Ranfeng,Zhang, Yonglin,Fuchun,Wang, Qingmin
experimental part, p. 6356 - 6361 (2010/07/05)
A series of novel benzoylpyridazyl ureas were designed and synthesized from maleic anhydride and hydrazine monohydrate. These benzoylureas were identified by 1H NMR spectroscopy and element analysis. The bioactivities of the new compounds were evaluated. These compounds exhibited larvicidal activities against oriental armyworm, and in particular, compound 13 displayed comparable activity to the commercial insecticide Hexaflumuron. Most of these compounds also had some larvicidal activities against mosquito. Interestingly, some compounds showed good plant growth regulatory activities.
Imidazopyridazines. VI. Syntheses and Central Nervous System Activities of Some 6-(Alkoxy- and methylthio-phenoxy and methoxybenzylthio)-3-methoxy-2-phenyl(substituted phenyl and pyridinyl)imidazopyridazines
Barlin, Gordon B.,Davies, Les P.,Ireland, Stephen J.,Ngu, Maria M.L.
, p. 1735 - 1748 (2007/10/02)
Series of 6-(alkoxy- and methylthio-phenoxy)-2-phenyl(substituted phenyl and pyridinyl)imidazopyridazines and 3-methoxy-6-(methoxybenzylthio)-2-phenyl(substituted phenyl and pyridinyl)imidazopyridazines have been prepared and subsesquently tested for their ability to inhibit GABA-stimulated 3H-diazepam binding to rat brain plasma membranes.The 6-(alkoxy- and methylthio-phenoxy) and 6-(methoxybenzylthio) compounds were much more effective in the displacement studies than the parent 6-phenoxy or 6-benzylthio compounds respectively.3-Methoxy-6-(2'-methoxyphenoxy)-2-phenylimidazopyridazine (GBLD-167, IC50 70 nM) was 16 times more effective than its 3-methoxy-6-phenoxy analogue (GBLD-214, IC50 1120 nM) and the 3-methoxy-6-(2'-methoxybenzylthio)-2-phenyl compound (GBLD-163, IC50 9 nM) was two and a half times more active than its 6-benzylthio-3-methoxy analogue (GBLD-137, IC50 22nM).The most active member of the 6-phenoxy series was the 2-(4'-fluorophenyl)-3-methoxy-6-(2''-methoxyphenoxy) compound (GBLD-255, IC50 30nM) and, within the 6-benzylthio series, the 2-(4'-fluorophenyl, 3'-aminophenyl, and pyridin-3'-yl)-3-methoxy-6-(3''-methoxybenzylthio) compounds (GBLD-233, 301 and 296) all gave IC50 5nM.A Hansch-type analysis of the results for these two closely related series of compounds indicates that electron-donating substituents in 2-(para substituted phenyl) derivatives favour binding, but bulky substituents hinder this effect.
