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Synthesis of p-aminobenzamides of several aminopyrazolidines: Potential antiarrhythmic agents related to procainamide
Authors:Milton J. Kornet  K. Abdul-Nabi All  Mitchell I. Steinberg
Abstract:Four heterocyclic amines including 1,2-diethyl-3-aminomethylpyrazolidine ( 3 ), 1-(2-aminoethyl)-2-methyl-pyrazolidine ( 5 ), 1,2-dimethyl-4-aminomethylpyrazolidine ( 7 ), and 1,2-diethyl-4-aminopyrazolidine ( 9 ) have been synthesized. Each was acylated with p-nitrobenzoyl chloride and afforded the corresponding p-nitro-benzamides 10, 12, 14 , and 16. Catalytic reduction of these nitro intermediates gave the corresponding p-aminobenzamides 11,13,15 , and 17 . The latter compounds are analogs of procainamide and two of them, 15 and 17 , were evaluated in the isolated cardiac Purkinje fiber preparation by measuring their effects on the action potential upstroke velocity.
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