Isothiourea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole with broad-spectrum anthelmintic activity.
A series of isothiourea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole (tetramisole) is described. The compounds are prepared by the S-alkylation of the thioureas that were obtained either by the reaction of an amine with 6-(3-isothiocyanatophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b] thiazole or by the reaction of an isothiocyanate with 6-(3-aminophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole. These derivatives have an improved spectrum of activity over tetramisole and are active against nematodes, cestodes, and trematodes. The structure-activity relationships are discussed.
D000818:Animals; D000871:Anthelmintics / Q000138:chemical synthesis / Q000627:therapeutic use*; D002415:Cats; D004285:Dogs; D005210:Fasciola hepatica; D005211:Fascioliasis / Q000188:drug therapy; D005260:Female; D007536:Isomerism; D051379:Mice; D009349:Nematode Infections / Q000188:drug therapy; D009351:Nematospiroides dubius; D012756:Sheep; D013773:Tetramisole / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000627:therapeutic use; D013890:Thiourea
D000871:Anthelmintics; D013773:Tetramisole; D013890:Thiourea