Resumen:
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A set of potential Class III antiarrhythmic agents of structure p-HOOC–R–CO–NH–C6H4 –CO–X–C2H5 –N(C2H5)2 were isolated as crystalline solids of the amide and ester derivatives, I: succinylprocainamide (X =–NH–, R = –C H–); II: succinylprocaine (X =–O–, R =–C2H4–); III: maleylprocainamide (X=–NH–, R=–C2H2–) and IV: maleylprocaine (X= –O–, R= –C2H2–). Although compounds I–IV exhibit similar solution properties (i.e. acid–base speciation, with zwitterionic (+-) to neutral form (00) ratios higher than 10^4 ), aqueous solubility of –NH– derivatives is significantly higher than tha