ABSTRACT
Syntheses are given for derivatives of the type: 2-amino-1-[(1-methyl-5-nitro-2-imidazolyl) methyleneimino] imidazole, of new hydrazones of 1-methyl-5-nitroimidazole-2-carboxaldehyde and also for semicarbazones and a hydrazone of 1-methyl-5-nitro-2-(4-formyl-styryl)imidazole.
Subject(s)
Amebicides/chemical synthesis , Antitrichomonal Agents/chemical synthesis , Nitroimidazoles/chemical synthesis , Animals , Chemical Phenomena , Chemistry , Entamoeba histolytica/drug effects , Hydrazones/chemical synthesis , Hydrazones/pharmacology , Nitroimidazoles/pharmacology , Semicarbazones/chemical synthesis , Semicarbazones/pharmacology , Trichomonas vaginalis/drug effectsABSTRACT
A description is given of potential cyclic imidazoles such as 3,3-dichloro-2-methylenimino-acrylonitrile derived from nitro or non-nitro heterocycles, as well as the hydrazone, semicarbazone and arylpropenone derivatives of the 4-chloro-2-(5-nitro-2-thienyl) (V), 5-imidazole carboxaldehyde (IV) and the 5-bromothienyl analogue. The antiparasitic activity was tested in vitro against Trichomonas vaginalis and Entameba histolytica. Some of the nitro containing compounds showed trichomonacidal activity whereas one of the non-nitro compounds with potential imidazole structure showed clear amebacidal activity. This compound, 3,3-dichloro-2-methyleneimino acrylonitrile has anti-ameba activity comparable with that of metronidazole.