Thermal degradation of amorphous glibenclamide

Research output: Contribution to journal › Journal article › Research › peer-review

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Thermal degradation of amorphous glibenclamide. / Rehder, Sönke; Sakmann, Albrecht; Rades, Thomas; Leopold, Claudia S.

In: European Journal of Pharmaceutics and Biopharmaceutics, Vol. 80, No. 1, 01.2012, p. 203-208.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Rehder, S, Sakmann, A, Rades, T & Leopold, CS 2012, 'Thermal degradation of amorphous glibenclamide', European Journal of Pharmaceutics and Biopharmaceutics, vol. 80, no. 1, pp. 203-208. https://doi.org/10.1016/j.ejpb.2011.07.009

APA

Rehder, S., Sakmann, A., Rades, T., & Leopold, C. S. (2012). Thermal degradation of amorphous glibenclamide. European Journal of Pharmaceutics and Biopharmaceutics, 80(1), 203-208. https://doi.org/10.1016/j.ejpb.2011.07.009

Vancouver

Rehder S, Sakmann A, Rades T, Leopold CS. Thermal degradation of amorphous glibenclamide. European Journal of Pharmaceutics and Biopharmaceutics. 2012 Jan;80(1):203-208. https://doi.org/10.1016/j.ejpb.2011.07.009

Author

Rehder, Sönke ; Sakmann, Albrecht ; Rades, Thomas ; Leopold, Claudia S. / Thermal degradation of amorphous glibenclamide. In: European Journal of Pharmaceutics and Biopharmaceutics. 2012 ; Vol. 80, No. 1. pp. 203-208.

Bibtex

@article{7ccf69ddc38b44a3aa85a00f0154eaac,
title = "Thermal degradation of amorphous glibenclamide",
abstract = "A glibenclamide polymorph published by Panagopoulou-Kaplani and Malamataris (2000) [1], obtained by sublimation of amorphous glibenclamide, was analysed. A new interpretation of the data is presented and experimentally confirmed by X-ray powder diffractometry, Fourier transformation infrared spectroscopy, differential scanning calorimetry, and mass spectrometry. The crystals formed during sublimation of amorphous glibenclamide do not represent a glibenclamide polymorph, but a thermal degradation product, namely 1,3-dicyclohexylurea. The reaction mechanism is suggested to be an elimination of cyclohexylisocyanate from glibenclamide. Cyclohexylisocyanate may decompose to carbon monoxide and cyclohexylamine, which may react in an addition reaction with another cyclohexylisocyanate molecule forming 1,3-dicyclohexylurea.",
keywords = "1,3-Dicyclohexylurea, Amorphous, Glibenclamide, Polymorphism, Thermal degradation",
author = "S{\"o}nke Rehder and Albrecht Sakmann and Thomas Rades and Leopold, {Claudia S.}",
year = "2012",
month = jan,
doi = "10.1016/j.ejpb.2011.07.009",
language = "English",
volume = "80",
pages = "203--208",
journal = "European Journal of Pharmaceutics and Biopharmaceutics",
issn = "0939-6411",
publisher = "Elsevier",
number = "1",

}

RIS

TY - JOUR

T1 - Thermal degradation of amorphous glibenclamide

AU - Rehder, Sönke

AU - Sakmann, Albrecht

AU - Rades, Thomas

AU - Leopold, Claudia S.

PY - 2012/1

Y1 - 2012/1

N2 - A glibenclamide polymorph published by Panagopoulou-Kaplani and Malamataris (2000) [1], obtained by sublimation of amorphous glibenclamide, was analysed. A new interpretation of the data is presented and experimentally confirmed by X-ray powder diffractometry, Fourier transformation infrared spectroscopy, differential scanning calorimetry, and mass spectrometry. The crystals formed during sublimation of amorphous glibenclamide do not represent a glibenclamide polymorph, but a thermal degradation product, namely 1,3-dicyclohexylurea. The reaction mechanism is suggested to be an elimination of cyclohexylisocyanate from glibenclamide. Cyclohexylisocyanate may decompose to carbon monoxide and cyclohexylamine, which may react in an addition reaction with another cyclohexylisocyanate molecule forming 1,3-dicyclohexylurea.

AB - A glibenclamide polymorph published by Panagopoulou-Kaplani and Malamataris (2000) [1], obtained by sublimation of amorphous glibenclamide, was analysed. A new interpretation of the data is presented and experimentally confirmed by X-ray powder diffractometry, Fourier transformation infrared spectroscopy, differential scanning calorimetry, and mass spectrometry. The crystals formed during sublimation of amorphous glibenclamide do not represent a glibenclamide polymorph, but a thermal degradation product, namely 1,3-dicyclohexylurea. The reaction mechanism is suggested to be an elimination of cyclohexylisocyanate from glibenclamide. Cyclohexylisocyanate may decompose to carbon monoxide and cyclohexylamine, which may react in an addition reaction with another cyclohexylisocyanate molecule forming 1,3-dicyclohexylurea.

KW - 1,3-Dicyclohexylurea

KW - Amorphous

KW - Glibenclamide

KW - Polymorphism

KW - Thermal degradation

UR - http://www.scopus.com/inward/record.url?scp=83955161729&partnerID=8YFLogxK

U2 - 10.1016/j.ejpb.2011.07.009

DO - 10.1016/j.ejpb.2011.07.009

M3 - Journal article

C2 - 21907802

AN - SCOPUS:83955161729

VL - 80

SP - 203

EP - 208

JO - European Journal of Pharmaceutics and Biopharmaceutics

JF - European Journal of Pharmaceutics and Biopharmaceutics

SN - 0939-6411

IS - 1

ER -

ID: 299416082