Antiprotozoal Thiazoles. 2-(5-Nitro-2-thienyl)thiazoles.
A series of 2-(5-nitro-2-thienyl)thiazoles and their vinylogs having substituted methylamine side chains has been prepared by halogen displacement on the corresponding 4-chloromethylthiazole. Of these, 4-morpholinomethyl-2-(5-nitro-2-thienyl)thiazole showed moderate activity against Trypanosoma cruzi and Trypanosoma rhodesiense in mice. This compound formed the lead for a series of analogous thiazole-4-carboxaldehyde hydrazones. Some of the latter were found active in curing murine Tryp. cruzi and Tryp. rhodesiense infections and to have low acute toxicity. A comparison with known active compounds is given and some structural features necessary for activity are discussed.
D000284:Administration, Oral; D000818:Animals; D014355:Chagas Disease / Q000188:drug therapy; D007274:Injections, Intraperitoneal; D007928:Lethal Dose 50; D051379:Mice; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000627:therapeutic use / Q000633:toxicity; D013844:Thiazoles / Q000138:chemical synthesis* / Q000627:therapeutic use / Q000633:toxicity; D013876:Thiophenes / Q000138:chemical synthesis / Q000627:therapeutic use / Q000633:toxicity; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000633:toxicity; D014353:Trypanosomiasis, African / Q000188:drug therapy
D009574:Nitro Compounds; D013844:Thiazoles; D013876:Thiophenes; D014344:Trypanocidal Agents