CHEMOTHERAPEUTIC STUDIES ON SCHISTOSOMIASIS——Ⅳ. THE SYNTHESIS OF β-(5-NITRO-2-FURYL)-PROPIONAMIDES AND α, β-DIBROMOSUBSTITUTED DERIVATIVES

Thirty eight new compounds of β-(5-nitro-2-furyl)propionamides and their α, β-dibromo-substituted derivatives were prepared. The β-(5-nitro-2-furyl) propionamides (Ⅱ) were prepared from the corresponing acrylamides by catalytic hydrogenation and the β-(5-nitro-2-furyl)-α,β-dibromosubstituted propionamides (Ⅲ) were obtained from the corresponding acrylamides by bromination under suitable conditions.Twenty-one compounds of Ⅲ were found to possess pronounced activity against Schistomiasis japonica in mice, but none of Ⅱ revealed any significant activity. Among the former, compound Ⅲ₂₄ was shown to be most effective and is now under clinical trial.