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Kinetic Studies on the Reactions of NADH Analogs : Effects of 3-Substituents of 1-benzyl-1,4-Dihydropyridines

  • 발행 : 1989.10.20

초록

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.

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참고문헌

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피인용 문헌

  1. Complexation of NADH analogues with β-cyclodextrin: inhibitory effects of β-cyclodextrin against hydration and copper(II) and hexacyanoferrate(3–) oxidation of 1,4-dihyd vol.1991, pp.10, 1991, https://doi.org/10.1039/p29910001613
  2. Is Simpler Better? Synthetic Nicotinamide Cofactor Analogues for Redox Chemistry vol.4, pp.3, 2014, https://doi.org/10.1021/cs4011056