Toward a Better Understanding of the Physical Stability of Amorphous Anti-Inflammatory Agents: The Roles of Molecular Mobility and Molecular Interaction Patterns

Molecular Pharmaceutics
M Rams-BaronM Paluch

Abstract

The aim of this article is to examine the crystallization tendencies of three chemically related amorphous anti-inflammatory agents, etoricoxib, celecoxib, and rofecoxib. Since the molecular mobility is considered as one of the factors affecting the crystallization behavior of a given material, broadband dielectric spectroscopy was used to gain insight into the molecular dynamics of the selected active pharmaceutical ingredients. Interestingly, our experiments did not reveal any significant differences in their relaxation behavior either in the supercooled liquid or in the glassy state. Hence, as a possible explanation for the enhanced physical stability of etoricoxib, its ability to undergo a tautomerization reaction was recognized. The occurrence of intramolecular proton transfer in the disordered etoricoxib was proven experimentally by time-dependent dielectric and infrared (IR) measurements. Additionally, IR spectroscopy combined with density functional theory calculations pointed out that in the etoricoxib drug, being in fact a binary mixture of tautomers, the individual isomers may interact with each other through a hydrogen bonding network. A possible explanation of this issue was achieved by performing dielectric experi...Continue Reading

References

Sep 15, 1988·Physical Review A: General Physics·A D Becke
Mar 9, 2000·Journal of Pharmaceutical Sciences·S L ShamblinM J Pikal
Dec 20, 2002·Angewandte Chemie·Thomas Steiner
Nov 1, 2003·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Garima ChawlaArvind K Bansal
Jul 23, 2004·The Journal of Chemical Physics·K L Ngai, M Paluch
Sep 1, 2004·International Journal of Pharmaceutics·Anshuman A AmbikeAnant Paradkar
Apr 6, 2005·The Journal of Pharmacy and Pharmacology·Piyush Gupta, Arvind K Bansal
Oct 4, 2005·Molecular Pharmaceutics·Piyush GuptaArvind K Bansal
Jul 21, 2006·The Journal of Physical Chemistry. B·Sergey Vyazovkin, Ion Dranca
Aug 24, 2006·Pharmaceutical Research·Patrick J MarsacLynne S Taylor
Aug 28, 2007·Journal of Pharmaceutical Sciences·Chandan Bhugra, Michael J Pikal
Nov 14, 2007·European Journal of Clinical Pharmacology·Shaojun Shi, Ulrich Klotz
Apr 19, 2008·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Aditya Mohan Kaushal, Arvind Kumar Bansal
Jul 23, 2008·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Norman ChiengThomas Rades
Apr 1, 2009·Journal of Controlled Release : Official Journal of the Controlled Release Society·Morten AllesøJaakko Aaltonen
Jun 6, 2009·Journal of Pharmaceutical Sciences·Sisir Bhattacharya, Raj Suryanarayanan
Apr 27, 2010·The Journal of Physical Chemistry. B·K AdrjanowiczW Sawicki
Sep 14, 2010·The Journal of Chemical Physics·Z WojnarowskaM Paluch
Sep 21, 2010·The Journal of Physical Chemistry. B·K GrzybowskaK L Ngai
Aug 17, 2011·Advanced Drug Delivery Reviews·Jared A Baird, Lynne S Taylor
May 10, 2012·International Journal of Pharmaceutics·Riikka LaitinenThomas Rades
May 23, 2012·International Journal of Pharmaceutics·Korbinian LöbmannKeith C Gordon
Apr 6, 2013·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Denny Mahlin, Christel A S Bergström
Sep 24, 2013·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Chau Le-Ngoc VoBeom-Jin Lee
Sep 28, 2013·Molecular Pharmaceutics·Z WojnarowskaJ Markowski
Apr 17, 2014·Journal of Nanoscience and Nanotechnology·M SkibaH Fessi
Dec 24, 2014·Journal of the American Chemical Society·Yi WangSean Xiao-An Zhang

❮ Previous
Next ❯

Citations

Jun 5, 2018·Physical Chemistry Chemical Physics : PCCP·Cristian Rodríguez-TinocoMarian Paluch
Oct 31, 2018·Physical Chemistry Chemical Physics : PCCP·K L NgaiCristian Rodríguez-Tinoco
Jan 24, 2018·Physical Chemistry Chemical Physics : PCCP·Cristian Rodríguez-TinocoMarian Paluch
May 14, 2020·Pharmaceutics·Joanna Szafraniec-SzczęsnyRenata Jachowicz
Feb 12, 2021·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Justyna PacułtMarian Paluch
Jul 28, 2018·Molecular Pharmaceutics·Marzena Rams-BaronMarian Paluch
May 9, 2018·Molecular Pharmaceutics·Justyna Knapik-KowalczukMarian Paluch

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.