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

Resultado de la investigación: Article

4 Citas (Scopus)

Resumen

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.

Idioma originalEnglish
Páginas (desde-hasta)54-62
Número de páginas9
PublicaciónComputational and Theoretical Chemistry
Volumen1075
DOI
EstadoPublished - 1 ene 2016

Huella dactilar

Famotidine
Chemical reactivity
Dimethyl Sulfoxide
Polymorphism
Theoretical Models
reactivity
Gases
vapor phases
configurations
solvation
plane waves
interactions
density functional theory
formulations
optimization
geometry
Solvation
Density functional theory
Geometry

ASJC Scopus subject areas

  • Biochemistry
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Citar esto

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

En: Computational and Theoretical Chemistry, Vol. 1075, 01.01.2016, p. 54-62.

Resultado de la investigación: Article

TY - JOUR

T1 - 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

AU - Mendoza-Huizar, L. H.

AU - Salgado-Morán, G.

AU - Ramirez-Tagle, R.

AU - Glossman-Mitnik, D.

PY - 2016/1/1

Y1 - 2016/1/1

N2 - 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.

AB - 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.

KW - DFT

KW - Famotidine

KW - NCI

KW - Reactivity

KW - SMD

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U2 - 10.1016/j.comptc.2015.11.007

DO - 10.1016/j.comptc.2015.11.007

M3 - Article

AN - SCOPUS:84949266915

VL - 1075

SP - 54

EP - 62

JO - Computational and Theoretical Chemistry

JF - Computational and Theoretical Chemistry

SN - 2210-271X

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