Evaluation of the intermolecular interactions and polymorphism of mefenamic acid crystals in N,N-dimethyl formamide solution: a molecular dynamics simulation and experimental study

Abdul Mudalip, Siti Kholijah and Adam, Fatmawati and Abu Bakar, Mohd Rushdi (2019) Evaluation of the intermolecular interactions and polymorphism of mefenamic acid crystals in N,N-dimethyl formamide solution: a molecular dynamics simulation and experimental study. Comptes Rendus Chimie. ISSN 1631-0748 (In Press)

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Abstract

Mefenamic acid [2-(2,3-dimethylphenyl)aminobenzoic acid] has been known to exist in different polymorphic forms. This study investigates the polymorphism of mefenamic acid in N,N-dimethyl formamide (DMF) through the combination of molecular dynamic simulations and experimental study. The molecular dynamic simulations were performed using the Material Studio 5.5 simulation package with a Condensed-phase Optimized Molecular Potentials for Atomistic Simulation Studies (COMPASS) force field. The simulation trajectory files were analyzed for radial distribution functions to investigate the intermolecular interactions. The experimental study was performed by the cooling crystallization method with DMF as the solvent. The saturated solution and crystals produced were analyzed by Fourier transform infrared spectroscopy, X-ray powder diffractometry, and scanning electron microscopy. The radial distribution function results showed the formation of a strong hydrogen bond between the solute-solute and solute-solvent interfaces, which were O1MA-H5MA and Of ... H15MA, respectively. The Fourier transform infrared results revealed the existence of O-H, N-H, and C=O bonds, which contributed to the formation of a hydrogen motif in the mefenamic acid during crystallization with DMF as the solvent. The X-ray powder diffractometry and scanning electron microscopy results confirmed the formation of mefenamic acid form II crystals in cubic shape.

Item Type:	Article (Journal)
Additional Information:	4033/75374
Uncontrolled Keywords:	Mefenamic acid Molecular dynamic simulation Hydrogen bonding Solubility Polymorphism FTIR spectroscopy
Subjects:	Q Science > QD Chemistry R Medicine > RS Pharmacy and materia medica > RS192 Materia Medica-Pharmaceutical Technology T Technology > TP Chemical technology > TP155 Chemical engineering
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button):	Kulliyyah of Pharmacy Kulliyyah of Pharmacy > Department of Pharmaceutical Technology
Depositing User:	Dr Mohd Rushdi Abu Bakar
Date Deposited:	22 Oct 2019 11:32
Last Modified:	22 Oct 2019 11:32
URI:	http://irep.iium.edu.my/id/eprint/75374

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