NADH analogs, 1-benzyl-3-substituted (X)-1,4-dihydropyridines 1-4 (1: X = $CONH_2$; 2: X = $CSNH_2$; 3: X = $COOCH_3$; 4: X = $COCH_3$) were synthesized. The second order rate constants for hydration reaction and oxidation reactions by $Cu^{2+}$, $Fe(CN)_6^{3-}$ or methylacridinium iodide (MAI) of the compounds were determined. For all reactions investigated, the rate constants increased with decreasing electronegative character of the 3-substituents of 1,4-dihydropyridines : the decreasing order of the reaction rates was 2>1>3>4. However, the sensitivity of the reaction rates on the 3-substituents differed among the reactions. This was explained in view of mechanisms of the reactions.