Dependence of the kinetic and thermodynamic parameters on hydrophilic–lipophilic character of alprazolam, clonazepam, diazepam, doxepin and haloperidol in alkaline environment

Examination of the stability of clonazepam, diazepam, alprazolam, haloperidol, and doxepin in basic solutions was performed, together with an assessment of the kinetic (k, t0.1i t0.5) and thermodynamic (Ea, ΔH++i ΔS++) stability-indicating parameters, which were compared with the lipophilicity (logP...

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Published in:International journal of pharmaceutics 2013-10, Vol.455 (1-2), p.104-112
Main Authors: Maślanka, Anna, Krzek, Jan, Szlósarczyk, Marek, Żmudzki, Paweł, Wach, Katarzyna
Format: Article
Language:English
Subjects:
Alprazolam - chemistry
Clonazepam - chemistry
Diazepam - chemistry
Doxepin - chemistry
Drug Stability
Haloperidol - chemistry
Hydrogen-Ion Concentration
Hydrophobic and Hydrophilic Interactions
Kinetics
LC/MS
Lipophilicity
Stability studies
Thermodynamics
TLC
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cited_by cdi_FETCH-LOGICAL-c365t-e62ed583ea17b228fbb1c561a62c5422d6d88b8e9f83041a0571924902d24d813
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container_end_page 112
container_issue 1-2
container_start_page 104
container_title International journal of pharmaceutics
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creator Maślanka, Anna
Krzek, Jan
Szlósarczyk, Marek
Żmudzki, Paweł
Wach, Katarzyna
description Examination of the stability of clonazepam, diazepam, alprazolam, haloperidol, and doxepin in basic solutions was performed, together with an assessment of the kinetic (k, t0.1i t0.5) and thermodynamic (Ea, ΔH++i ΔS++) stability-indicating parameters, which were compared with the lipophilicity (logP) of the studied drugs. It was observed that the calculated values of Ea, ΔH++ and ΔS++ for the studied drugs increased from 41.04kJ/mol to 125.50kJ/mol, from 37.82kJ/mol to 122.24kJ/mol and from −167.09J/Kmol to 53.02J/Kmol, respectively, along with an increase of lipophilicity (logP) from 2.12 to 4.30 for the most hydrophilic alprazolam to the most lipophilic haloperidol. The degradation products were identified using UPLC/MS/MS method.
doi_str_mv 10.1016/j.ijpharm.2013.07.050
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subjects Alprazolam - chemistry
Clonazepam - chemistry
Diazepam - chemistry
Doxepin - chemistry
Drug Stability
Haloperidol - chemistry
Hydrogen-Ion Concentration
Hydrophobic and Hydrophilic Interactions
Kinetics
LC/MS
Lipophilicity
Stability studies
Thermodynamics
TLC
title Dependence of the kinetic and thermodynamic parameters on hydrophilic–lipophilic character of alprazolam, clonazepam, diazepam, doxepin and haloperidol in alkaline environment
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