4-Hydroxy-3-pyridyl-thiazolidine-2-thione derivs. - are anthelmintics prepd. by reacting an alpha-halo-ketone with a pyridyl-di:thiocarbamate

摘要

4-Hydroxy-thiazolidine-2-thione derivs. of formula (I) and their salts (when R2 = carboxyalkyl) are new: In the formulae, R1 = H or halo in position 4,5 or 6; R2=H, 1-8C alkyl, 1-4C alkyl (substd. by 1-3 halo atoms or by a phenyl, hydroxy, alkoxy, alkylthio, carboxy, alkoxycarbonyl, alkoxycarbonylalkoxy, alkoxycarbonyl-alkylthio; acyloxy, acyloxy-alkoxy or acyloxy-alkylthio), 3-6C cycloalkyl, cyclohexenyl, phenyl (opt. substd. by halo, alkyl, alkoxy, hydroxy or nitro), 2-thienyl or alkoxycarbonyl; R3 = H, alkyl, acyloxyalkyl, alkoxycarbonylalkyl or alkoxycarbonyl or together with R2 forms a 3-4C alkylene chain which with the 2-C atoms to which R2 and R3 are attached may form a benzene ring and R4 = H or alkyl. The alkyl and acyl radicals may be opt. branched and unless otherwise stated contain 1-4C atoms. (I) are anthelmintics having broad activity. Some cpds. are active against (a) Nematosperoides dubius in mice orally at 5-200 mg/kg (b) Litomosoides carinii filiariosis in rats at 25-100 mg/kg when administered orally for 5 days, (c) Ankylostome carinium and Uncinaria stenocephale in dogs orally at 10-50 mg/kg and Toxocara canis and Toxascaris leonina orally at 5-50 mg/kg.