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A study of the effects of solvent on structural and conformational properties of ranitidine tautomer forms by DFT method

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Abstract

Ranitidine is in a class of medications called H2 blockers. It decreases the amount of acid made in the stomach. It is commonly used in treatment of peptic ulcer disease (PUD) and gastro-esophageal reflux disease (GERD). In this study, the ranitidine’s tautomers stability, structural data, HOMO, LUMO orbitals (energies and shapes), ΔΕ HOMO–LUMO gaps, UV–visible data and graphs, dipole moments, Mulliken charges, 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 tautomers of ranitidine by the density functional theory (DFT) B3LYP/6-31G** method.

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Acknowledgments

The corresponding author gratefully acknowledges Theoretical and Computational Research Center of Chemistry and Nano Sciences, Faculty of Chemistry, Razi University, 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, Ayoub Mozafai & Shahram Ranjbar

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

    Avat Arman Taherpour

  3. Chemistry Department, Science Faculty, Islamic Azad University, Arak Branch, P.O. Box 38135-567, Arak, Iran

    Sepehr Taban

Authors
  1. Avat Arman Taherpour
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  2. Ayoub Mozafai
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  3. Shahram Ranjbar
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Corresponding author

Correspondence to Avat Arman Taherpour.

Supplementary Data

The selected structural data of the Ranitidine tautomers T1, T2 & T3 (without H-Bond) and T1-H, T2-H & T3-H (with H-Bond) in the vacuum and the selected solvents (H2O, Et-OH and DMSO) were demonstrated in Fig. 1, 2, 3 in the supplementary data.

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Taherpour, A.A., Mozafai, A., Ranjbar, S. et al. A study of the effects of solvent on structural and conformational properties of ranitidine tautomer forms by DFT method. Struct Chem 26, 517–529 (2015). https://doi.org/10.1007/s11224-014-0510-7

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  • DOI: https://doi.org/10.1007/s11224-014-0510-7

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