Reaction kinetics of solid-state cyclization of enalapril maleate investigated by isothermal FT-IR microscopic system

Chemical & Pharmaceutical Bulletin
S L WangT F Chen

Abstract

To investigate the reaction kinetics of the solid-state degradation process of enalapril maleate, a Fourier transform infrared microspectroscope equipped with thermal analyzer (thermal FT-IR microscopic system) was used. The isothermal stability study was conducted at 120-130 degrees C for 1-2 h and changes in the three-dimensional plots of the IR spectra of enalapril maleate with respect to heating time were observed. The study indicates that the bands at 1649, 1728, and 1751 cm(-1) assigned to intact enalapril maleate gradually reduced in peak intensity with heating time. However, the peak intensities at 1672 and 1738 cm(-1) (due to enalapril diketopiperazine (DKP) formation) and at 3250 cm(-1) (corresponding to water formation) gradually increased with heating time. The solid-state diketopiperazine formation and the degradation process of enalapril maleate via intramolecular cyclization were found to be simultaneous. The isothermal decomposition curves were sigmoidal and were characterized by induction and acceleration periods, indicating the presence of autocatalytic solid-state decompositions. Moreover, the power-law equation (n = 1/4) was found to provide the best fit to the kinetics of decomposition. This isothermal FT-I...Continue Reading

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Citations

Mar 16, 2012·Journal of Pharmaceutical Sciences·Zhixin ZongLee E Kirsch
Dec 19, 2007·Journal of Pharmaceutical Sciences·Wei Jian Tan, Effendi Widjaja
Jan 30, 2010·Journal of Pharmaceutical Sciences·Biren K JoshiScott L Sides
Feb 4, 2010·Journal of Pharmaceutical and Biomedical Analysis·Rebeka ToporisicLucija Zupancic-Kralj
Oct 24, 2007·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Effendi WidjajaSelvi Tan
Aug 5, 2016·AAPS PharmSciTech·Thiago F GuimarãesLuís A P Freitas
Dec 13, 2005·Journal of Fluorescence·María de los A OlivaAdriana N Masi

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