Synthesis and antiprotozoal activity of novel 2-{[2-(1H-imidazol-1-yl)ethyl]sulfanyl}-1H-benzimidazole derivatives

Bioorganic & Medicinal Chemistry Letters
2013.0

Abstract

A series of 19 new 2-{[2-(1H-imidazol-1-yl)ethyl]sulfanyl}-1H-benzimidazole derivatives was synthesized starting from the properly substituted 1,2-phenylendiamine. These compounds have hydrogen or methyl at position 1; while hydrogen, chlorine, ethoxy or methoxycarbonyl group is at position 5 and/or 6. The novel compounds were tested against protozoa Trichomonas vaginalis, Giardia intestinalis and Entamoeba histolytica. Experimental evaluations revealed strong activity for all tested compounds, having IC50 values in the nanomolar range, which were even better than metronidazole, the drug of choice for these parasites.

Knowledge Graph

Similar Paper

Synthesis and antiprotozoal activity of novel 2-{[2-(1H-imidazol-1-yl)ethyl]sulfanyl}-1H-benzimidazole derivatives
Bioorganic & Medicinal Chemistry Letters 2013.0
Synthesis and in vitro trichomonicidal, giardicidal and amebicidal activity of N-acetamide(sulfonamide)-2-methyl-4-nitro-1H-imidazoles☆
European Journal of Medicinal Chemistry 2009.0
Synthesis, antiprotozoal activity, and chemoinformatic analysis of 2-(methylthio)-1H-benzimidazole-5-carboxamide derivatives: Identification of new selective giardicidal and trichomonicidal compounds
European Journal of Medicinal Chemistry 2017.0
Synthesis and antiprotozoal activity of novel 1-methylbenzimidazole derivatives
Bioorganic & Medicinal Chemistry 2009.0
Synthesis and antiparasitic activity of 1H-benzimidazole derivatives
Bioorganic & Medicinal Chemistry Letters 2002.0
Synthesis and antiparasitic activity of 2-(Trifluoromethyl)benzimidazole derivatives
Bioorganic & Medicinal Chemistry Letters 2001.0
Synthesis and biological activity of 2-(trifluoromethyl)-1H-benzimidazole derivatives against some protozoa and Trichinella spiralis
European Journal of Medicinal Chemistry 2010.0
Design, synthesis and in vitro antiprotozoal activity of benzimidazole-pentamidine hybrids
Bioorganic & Medicinal Chemistry Letters 2008.0
Design, Synthesis, and Biological Evaluation of New 1-(Aryl-1H-pyrrolyl)(phenyl)methyl-1H-imidazole Derivatives as Antiprotozoal Agents
Journal of Medicinal Chemistry 2019.0
Synthesis of benzologues of Nitazoxanide and Tizoxanide: A comparative study of their in vitro broad-spectrum antiprotozoal activity
Bioorganic & Medicinal Chemistry Letters 2011.0