Determination of Acidity Constants, Partition Coefficients between Water and 1-Octanol, and Deprotonation Route of 4-tert-buthyl-bis-(2,6-thiomorpholin-4-ylmethyl)-1-phenol and 4-hydroxy-3,5-bis(morpholin-1-ylmethyl)benzonitrile; Compounds with Antihypert

Authors

  • Agustin Ibarra-Escutia Universidad Autónoma Metropolitana-Iztapalapa
  • Alberto Rojas-Hernández Universidad Autónoma Metropolitana-Iztapalapa
  • Annia Galano Universidad Autónoma Metropolitana-Iztapalapa
  • Enrique Ángeles Universidad Nacional Autónoma de México
  • Diana Martínez-Mendoza Universidad Nacional Autónoma de México
  • Rosario Moya-Hernández Universidad Nacional Autónoma de México

DOI:

https://doi.org/10.29356/jmcs.v60i3.98

Keywords:

pKa values, electrophoretic mobility, conformational study, UV absorption spectra, CZE, DFT.

Abstract

The pKa values for two compounds (LQM303 and LQM314) with antihypertensive properties were determined by UV spectroscopy (T = 310.15 K and I = 0.15 M) and by Capillary Zone Electrophoresis (T = 310.15 K and I = 0.05 M), using the program SQUAD. The partition coefficients (logP) between water and 1-octanol have also been determined experimentally, demonstrating that both compounds fulfill with the physicochemical parameter logP ≤ 5 of Lipinski´s rules. Calculations on the framework of Density Functional Theory have allowed identifying the functional group related to each pKa for each compound.

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Author Biographies

Agustin Ibarra-Escutia, Universidad Autónoma Metropolitana-Iztapalapa

Departamento de Química, Área de Química Analítica

Alberto Rojas-Hernández, Universidad Autónoma Metropolitana-Iztapalapa

Departamento de Química, Área de Química Analítica

Annia Galano, Universidad Autónoma Metropolitana-Iztapalapa

Departamento de Química, Área de Química Analítica

Enrique Ángeles, Universidad Nacional Autónoma de México

FES-Cuautitlán, Departamento de Ciencias Químicas, Laboratorio de Química Medicinal

Diana Martínez-Mendoza, Universidad Nacional Autónoma de México

FES-Cuautitlán, Unidad de Investigación Multidisciplinaria, Laboratorio de Fisicoquímica Analítica.

Rosario Moya-Hernández, Universidad Nacional Autónoma de México

FES-Cuautitlán, Unidad de Investigación Multidisciplinaria, Laboratorio de Fisicoquímica Analítica.

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2017-10-12

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