A. Mourad, D. Wise, L. Townsend
Oct 1, 1992
Citations
0
Influential Citations
11
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
A series of imidazo[1,2-b]pyridazines have been synthesized for antifilarial evaluation. The compounds prepared include methyl 6-benzoylimidazo[1,2-b]pyridazine-2-carbamate (12), 6-benzoyl-2-t-butylimidazo[1,2-b]pyridazine (13), methyl 6-(4-fluorobenzoyl)imidazo[1,2-b]pyridazine-2-carbamate (14), and methyl 6-(2-thienylcarbonylcarbonyl)imidazo[1,2-b]pyridazine-2-carbamate (15) which are aza analogs of the anthelmintic agents mebendazole, flubendazole and nocadazole. In addition, the preparation of a series of 2-t-butylimidazo[1,2-b]-pyridazine-6-carboxylic acid derivatives is described. Electrophilic bromination and iodination substitutions of 2-t-butyl-6-methylimidazo[1,2-b]pyridazine afforded 3-halo derivatives. Methyl 6-(4-fluorobenzoyl)pyridazine-3-carbamate was also prepared for antifilarial evaluation. None of these compounds possessed significant antifilarial activity against Brugia pahangi or Acanthocheilonema viteae infections in jirds.