A theoretical quantum study of the intramolecular interactions and chemical reactivity of polymorphs A and B of famotidine in the gas, DMSO, and aqueous phases

L. H. Mendoza-Huizar, G. Salgado-Morán, R. Ramirez-Tagle, D. Glossman-Mitnik

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

In the present work, we have studied the intramolecular interactions and chemical reactivity of famotidine polymorphs A and B in the gas, DMSO, and aqueous phases at the X/def2TZVP level of theory (where X=. wB97, wB97X, and wB97XD) and using the SDM solvation model. Also, the plane-wave density functional theory through the PSPW formulation was used to analyze the global reactivity parameters of famotidine. The geometry optimization of polymorphs A and B indicated extended and folded configurations, respectively. The results indicate that polymorph B exhibits a greater number of intramolecular interactions than polymorph A. Also, polymorph B is slightly more nucleophilic than polymorph A, which suggests better antiulcer activity by famotidine in a folded configuration.

Original languageEnglish
Pages (from-to)54-62
Number of pages9
JournalComputational and Theoretical Chemistry
Volume1075
DOIs
Publication statusPublished - 1 Jan 2016

Keywords

  • DFT
  • Famotidine
  • NCI
  • Reactivity
  • SMD

ASJC Scopus subject areas

  • Biochemistry
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

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