Isomeric phenylthioimidazo[1,2-alpha]pyridines as anthelmintics.
A series of isomeric imidazo[1,2-alpha]pyridine-2-carbamates was prepared for testing as anthelmintics. The analogues were synthesized by reacting the appropriate 2-aminopyridine and methyl chloroacetylcarbamate. Steric hindrance in the 2,6-disubstituted derivative resulted in the formation of the isomeric 3-substituted analogue as the major product. Carbon-13 NMR proved useful in the structural assignments in this series. None of the analogues exhibited the potency of methyl 6-(phenylsulfinyl)imidazo[1,2-alpha]pyridine-2-carbamate when tested against Nematospiroides dubius in mice.
D000818:Animals; D000871:Anthelmintics / Q000138:chemical synthesis*; D002219:Carbamates / Q000138:chemical synthesis / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D007536:Isomerism; D051379:Mice; D009349:Nematode Infections / Q000188:drug therapy
D000871:Anthelmintics; D002219:Carbamates; D007093:Imidazoles