Synthesis and Endectocidal Activity of Novel 1-(Arylsulfonyl)-1-[(trifluoromethyl)sulfonyl]methane Derivatives

Journal of Medicinal Chemistry
1998.0

Abstract

We have recently synthesized a series of novel disulfonylmethane compounds that have shown anthelmintic and insecticidal (endectocidal) activity. Several analogues have shown activity against the internal nematode Haemonchus contortus. In sheep studies, these analogues have shown 100% control of this internal parasite at a 10 mg/kg rate. In vitro activity against the biting flies, Stomoxys calcitrans and Haematobia irritans, has been observed at rates as low as 25 and 2.3 ppm, respectively. Only marginal activity against the liver fluke Fasciola hepatica and Trichostrongylus colubriformis was seen. Respiratory control index values on rat liver mitochondria for this series suggested uncoupling of oxidative phosphorylation as a mechanism of action. Compound 1 is considered to be a promising agent for treatment of parasitized sheep.

Knowledge Graph

Similar Paper

Synthesis and Endectocidal Activity of Novel 1-(Arylsulfonyl)-1-[(trifluoromethyl)sulfonyl]methane Derivatives
Journal of Medicinal Chemistry 1998.0
Parasiticidal 2-alkoxy- and 2-aryloxyiminoalkyl trifluoromethanesulfonanilides
Bioorganic & Medicinal Chemistry Letters 2008.0
Novel thiophenes and analogues with anthelmintic activity against Haemonchus contortus
Bioorganic & Medicinal Chemistry Letters 2004.0
Synthesis and anthelmintic activity of 3'-benzoylurea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
Journal of Medicinal Chemistry 1991.0
2-Phenylimidazo[1,2-b]pyridazine derivatives highly active against Haemonchus contortus
Bioorganic & Medicinal Chemistry Letters 2011.0
Synthesis and anthelmintic activity of 7-substituted 3,4a-dimethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3′,4′:4,5]furo[3,2-b]pyridine-6,8(7H)-diones
Bioorganic & Medicinal Chemistry Letters 2005.0
Discovery of amino-acetonitrile derivatives, a new class of synthetic anthelmintic compounds
Bioorganic & Medicinal Chemistry Letters 2008.0
Synthesis and anthelmintic properties of arylquinolines with activity against drug-resistant nematodes
Bioorganic & Medicinal Chemistry Letters 2005.0
Synthesis and biological activity of 2-(trifluoromethyl)-1H-benzimidazole derivatives against some protozoa and Trichinella spiralis
European Journal of Medicinal Chemistry 2010.0
Studies in potential filaricides. 18. Synthesis of 2,2'-disubstituted 5,5'-dibenzimidazolyl ketones and related compounds as potential anthelmintics
Journal of Medicinal Chemistry 1986.0