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A first-principle DFT study of solvent effects on metiamide tautomers and imaginary interactions with H2-receptors

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Abstract

Metiamide is a class of medications called H2-receptor antagonist or H2 blockers. It decreases the amount of acid made in the stomach. It is commonly used in the treatment for peptic ulcer disease and gastroesophageal reflux disease. In this study, the metiamide tautomer stability, structural data, HOMO and LUMO (energies and shapes), ΔΕ HOMO–LUMO gaps, UV–visible data and graphs, dipole moments, Mulliken charges, and thermodynamic and kinetic stabilities in aqueous media as a biological solvent and some of the different media (vacuum, H2O, Et-OH and DMSO) were investigated for the tautomers of metiamide by the density functional theory DFT-B3LYP/6-31G* method. The results presented that the probability of the adaptability and compatibility of which tautomer (T1–T6) are better than the other tautomers for interactions with the pattern and structural map of the H2-receptor. The diversities of the interaction points and mosaic patterns of the T3 and T4 tautomers in H2O media with the imaginary H2-receptor were investigated.

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Acknowledgement

The corresponding author gratefully acknowledges Theoretical and Computational Research Center of Chemistry and Nano Sciences, Faculty of Chemistry, Razi University, Kermanshah, Iran, Medical Biology Research Center, Kermanshah University of Medical Sciences, Kermanshah, Iran and Health Technology Center, Kermanshah University of Medical Sciences, Kermanshah, Iran.

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Chemistry, Razi University, P. O. Box: 67149-67346, Kermanshah, Iran

    Avat Arman Taherpour, Mahnaz Mahmoodi Fard Chegeni & Mohammad Mehdi Khodaei

  2. Medical Biology Research Center, Kermanshah University of Medical Sciences, Kermanshah, Iran

    Avat Arman Taherpour

  3. Faculty of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah, Iran

    Negin Tamasoki

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  1. Avat Arman Taherpour
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  2. Mahnaz Mahmoodi Fard Chegeni
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Taherpour, A.A., Chegeni, M.M.F., Khodaei, M.M. et al. A first-principle DFT study of solvent effects on metiamide tautomers and imaginary interactions with H2-receptors. J IRAN CHEM SOC 14, 1613–1632 (2017). https://doi.org/10.1007/s13738-017-1102-4

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