Evaluation of the intermolecular interactions and polymorphism of mefenamic acid crystals in N,N-dimethyl formamide solution: a molecular dynamics simulation and experimental study
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 d...
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Elsevier B.V.
2019
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iium-753742019-10-22T03:32:40Z http://irep.iium.edu.my/75374/ 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 Adam, Fatmawati Abu Bakar, Mohd Rushdi QD Chemistry RS192 Materia Medica-Pharmaceutical Technology TP155 Chemical engineering 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. Elsevier B.V. 2019-10-10 Article PeerReviewed application/pdf en http://irep.iium.edu.my/75374/1/In%20Press%202019.pdf application/pdf en http://irep.iium.edu.my/75374/2/Evaluation%20of%20the%20intermolecular%20intera...pdf application/pdf en http://irep.iium.edu.my/75374/3/Acceptance_Chemie.pdf 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) https://www.journals.elsevier.com/comptes-rendus-chimie 10.1016/j.crci.2019.08.005 |
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Digital Repository |
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Local University |
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International Islamic University Malaysia |
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Online Access |
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English English English |
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QD Chemistry RS192 Materia Medica-Pharmaceutical Technology TP155 Chemical engineering |
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QD Chemistry RS192 Materia Medica-Pharmaceutical Technology TP155 Chemical engineering Abdul Mudalip, Siti Kholijah Adam, Fatmawati Abu Bakar, Mohd Rushdi Evaluation of the intermolecular interactions and polymorphism of mefenamic acid crystals in N,N-dimethyl formamide solution: a molecular dynamics simulation and experimental study |
| description |
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. |
| format |
Article |
| author |
Abdul Mudalip, Siti Kholijah Adam, Fatmawati Abu Bakar, Mohd Rushdi |
| author_facet |
Abdul Mudalip, Siti Kholijah Adam, Fatmawati Abu Bakar, Mohd Rushdi |
| author_sort |
Abdul Mudalip, Siti Kholijah |
| title |
Evaluation of the intermolecular interactions and
polymorphism of mefenamic acid crystals in N,N-dimethyl
formamide solution: a molecular dynamics simulation and
experimental study |
| title_short |
Evaluation of the intermolecular interactions and
polymorphism of mefenamic acid crystals in N,N-dimethyl
formamide solution: a molecular dynamics simulation and
experimental study |
| title_full |
Evaluation of the intermolecular interactions and
polymorphism of mefenamic acid crystals in N,N-dimethyl
formamide solution: a molecular dynamics simulation and
experimental study |
| title_fullStr |
Evaluation of the intermolecular interactions and
polymorphism of mefenamic acid crystals in N,N-dimethyl
formamide solution: a molecular dynamics simulation and
experimental study |
| title_full_unstemmed |
Evaluation of the intermolecular interactions and
polymorphism of mefenamic acid crystals in N,N-dimethyl
formamide solution: a molecular dynamics simulation and
experimental study |
| title_sort |
evaluation of the intermolecular interactions and
polymorphism of mefenamic acid crystals in n,n-dimethyl
formamide solution: a molecular dynamics simulation and
experimental study |
| publisher |
Elsevier B.V. |
| publishDate |
2019 |
| url |
http://irep.iium.edu.my/75374/ http://irep.iium.edu.my/75374/ http://irep.iium.edu.my/75374/ http://irep.iium.edu.my/75374/1/In%20Press%202019.pdf http://irep.iium.edu.my/75374/2/Evaluation%20of%20the%20intermolecular%20intera...pdf http://irep.iium.edu.my/75374/3/Acceptance_Chemie.pdf |
| first_indexed |
2023-09-18T21:46:38Z |
| last_indexed |
2023-09-18T21:46:38Z |
| _version_ |
1777413494115663872 |