Synthesis and endectocidal activity of novel 1-(Arylsulfonyl)-1- [(trifluoromethyl)sulfonyl]methane derivatives
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.
Wickiser, David I.,Wilson, Sharon A.,Snyder, Daniel E.,Dahnke, Karl R.,Smith II, Charles K.,McDermott, Paul J.
p. 1092 - 1098
(2007/10/03)
Use of disulfonyl methanes for the control of parasites
The present invention is directed to the use of disulfonyl methane compounds for the control of parasites in vertebrate animals.
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(2008/06/13)
A mild and convenient synthesis of functionalized methyl triflones and vinyl triflones
A general route for the synthesis of methyl triflone derivatives utilizing triflic anhydride is described. Stereoselective synthesis of E-vinyl and dienyl triflones has been accomplished by the Peterson olefination reaction of α-silyl triflone anions.
Mahadevan, Anu,Fuchs
p. 6025 - 6028
(2007/10/02)
BIS-ALKYLATION OF DIMETALLATED PHENYLSULFONYLMETHYL TRIFLONE. A n+1 ANNULATION STRATEGY FOR SYNTHESIS OF CYCLIC VINYL SULFONES
Bis-metallation of phenylsulfonylmethyl triflone 4b produces a geminal dianion which can be dialkylated to afford α-phenylsulfonyl triflones.Treatment of these compounds with DBU affords vinyl sulfones which can be isomerized to allyl sulfones.