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Pharmaceutics 2017, 9(2), 16; doi:10.3390/pharmaceutics9020016

Accessing Mefenamic Acid Form II through High-Pressure Recrystallisation

1
College of Pharmacy, University of the Punjab, Lahore 54000, Pakistan
2
Strathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, 161 Cathedral Street, Glasgow G4 0RE, UK
3
School of Chemistry, University of Edinburgh, David Brewster Road, Edinburgh EH9 3FJ, UK
*
Author to whom correspondence should be addressed.
Academic Editor: Arvind Bansal
Received: 6 March 2017 / Revised: 4 May 2017 / Accepted: 10 May 2017 / Published: 16 May 2017
(This article belongs to the Special Issue Selected papers from 7th APS International PharmSci Conference)
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Abstract

High-pressure crystallisation has been successfully used as an alternative technique to prepare Form II of a non-steroidal anti-inflammatory drug, mefenamic acid (MA). A single crystal of Form II, denoted as high-pressure Form II, was grown at 0.3 GPa from an ethanolic solution by using a diamond anvil cell. A comparison of the crystal structures shows that the efficient packing of molecules in Form II was enabled by the structural flexibility of MA molecules. Compression studies performed on a single crystal of Form I resulted in a 14% decrease of unit cell volume up to 2.5 GPa. No phase transition was observed up to this pressure. A reconstructive phase transition is required to induce conformational changes in the structure, which was confirmed by the results of crystallisation at high pressure. View Full-Text
Keywords: mefenamic acid; diamond anvil cell; high-pressure; polymorphism; high-pressure crystallisation; non-steroidal anti-inflammatory drugs mefenamic acid; diamond anvil cell; high-pressure; polymorphism; high-pressure crystallisation; non-steroidal anti-inflammatory drugs
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Abbas, N.; Oswald, I.D.H.; Pulham, C.R. Accessing Mefenamic Acid Form II through High-Pressure Recrystallisation. Pharmaceutics 2017, 9, 16.

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