Studies on anti-amoebic compounds. Part V. Synthesis of dichloromethanesulphonamides

Chemistry and Biology of Synthetic and Naturally Occurring Antiamoebic Agents

“…Furoyl, cyclohexanoyl esters, and Mannich bases of dichloromethanesulfonamide have also been prepared and tested for their efficacy in eradicating natural E. muris infection in rats. 219 Among all the compounds tested in this series, only the furoyl ester of N-methyl-N-dichloromethanesulfonyl-phydroxybenzene exhibited 100% curative activity at a dose of 10 mg/kg, for 3 days. This was comparable to diloxanide furoate activity with the minimum curative dose of 1.6 mg/ kg, for 3 days.…”

“…Parthasarathy et al synthesized a variety of dichloromethane sulfonamides, including a close structural analogue of the well-known antiamoebic drug, diloxanide furoate, which has been used in combined therapy for amoebiasis because it is particularly effective against lumen-dwelling amoeba. Its cyclized analogue, quinfamide, is twice as effective as diloxanide furoate and also primarily a luminally active agent. , Both compounds contain a dichloroacetyl group (−CO−CHCl 2 ), which closely resembles a dichloromethanesulfonyl group (−SO 2 −CHCl 2 ).…”

“…Its cyclized analogue, quinfamide, is twice as effective as diloxanide furoate and also primarily a luminally active agent. , Both compounds contain a dichloroacetyl group (−CO−CHCl 2 ), which closely resembles a dichloromethanesulfonyl group (−SO 2 −CHCl 2 ). Furoyl, cyclohexanoyl esters, and Mannich bases of dichloromethanesulfonamide have also been prepared and tested for their efficacy in eradicating natural E. muris infection in rats . Among all the compounds tested in this series, only the furoyl ester of N -methyl- N -dichloromethanesulfonyl- p -hydroxybenzene exhibited 100% curative activity at a dose of 10 mg/kg, for 3 days.…”