Solubility behavior of polymorphs I and II of mefenamic acid in solvent mixtures

Romero, Susana; Escalera, Begoña; Bustamante, Pilar

doi:10.1016/s0378-5173(98)00375-5

Cited by 128 publications

(80 citation statements)

References 19 publications

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“…6 shows the presence of C-O, C=C, C=O, O-H and N-H in mefenamic acid that crystallized in ethanol. This spectrum is consistent with IR adsorption spectra of Form I which was reported by previous studies [3], [22]. Although the crystal of mefenamic acid produced in this work shows the presence of N-H bond, the bond is not detected in the IR spectrum of mefenamic acid/ ethanol mixture (Refer Fig.…”

Section: B Ftir Spectroscopy Analysissupporting

confidence: 80%

“…The RDF plot is concurring with the literature and thus proves the validity of method used during the simulation process. In addition, the simulated density of pure ethanol, which is 0.781 g /cm 3 , shows a good agreement with the calculated value as its deviation is only 0.51%. As shown in Fig.…”

Section: A Molecular Dynamics Simulationsupporting

confidence: 62%

“…It was reported to exist in two polymorphic forms: Form I and Form II [3], [4]. Theliterature crystallographic data of mefenamic acid Form I and Form II are shown in Table I [5], [6].…”

Section: Introductionmentioning

confidence: 99%

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Structures and Hydrogen Bonding Recognition of Mefenamic Acid Form I Crystals in Mefenamic Acid/ Ethanol Solution

Mudalip¹,

Bakar²,

Adam³

et al. 2013

IJCEA

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Abstract-Mefenamic acid is one of the active pharmaceutical ingredientsthat exhibit polymorphism. An experimental study has found that Form I of mefenamic acid is produced fromcooling crystallization with ethanol as a solvent. Hydrogen bonding is considered as the fundamental factor that controls the polymorphism of mefenamic acid in ethanol. This work, in essence, was performed to verify this using molecular dynamics simulation.The simulation was performed using COMPASS force field available in Material Studio package.The resultof the simulation showed strong hydrogen bonding between oxygen and hydrogen in the carboxylic group.The results of the Fourier transform infrared spectroscopy analysis confirmed the existence of O-H, C-O and C=O bonds. These findings proved the presence of hydrogen bondsthat leads to the formation of hydrogen motif in Form I of mefenamic acid during crystallization process using ethanol as a solvent.

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Section: B Ftir Spectroscopy Analysissupporting

confidence: 80%

Section: A Molecular Dynamics Simulationsupporting

confidence: 62%

See 1 more Smart Citation

Structures and Hydrogen Bonding Recognition of Mefenamic Acid Form I Crystals in Mefenamic Acid/ Ethanol Solution

Mudalip¹,

Bakar²,

Adam³

et al. 2013

IJCEA

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“…8 Currently, the availability of such data in the literature is very limited. 5,7,9,10 The solubility data can be obtained experimentally using a technique known as the isothermal method. 11 The technique basically involves the determination of a maximum amount of solute that can dissolve in a solvent at a constant temperature with agitation for a time period between 4 to 24 h. The analysis for the solute can be either done gravimetrically 12 or using spectroscopy.…”

Section: ■ Introductionmentioning

confidence: 99%

“…The solubility data of mefenamic acid in ethyl acetate obtained in this work are compared with the literature. 5,7 The enthalpy of dissolution and Gibbs free energy are computed from the experimental data using the modified van't Hoff equation.…”

Section: ■ Introductionmentioning

confidence: 99%

Solubility and Dissolution Thermodynamic Data of Mefenamic Acid Crystals in Different Classes of Organic Solvents

et al. 2013

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Different classes of solvents provide different polarity values, which influence the solubility of pharmaceutical solids. In this article, the solubility of mefenamic acid in different classes of organic solvents, including polar protic, dipolar aprotic, and apolar aprotics at a range of temperatures from (298 to 323) K are reported. It has been found that mefenamic acid shows high solubility in dipolar aprotic solvents (N,N-dimethylacetamide, N,N-dimethylformamide, ethyl acetate, and propanone), moderate solubility in polar protic solvents (ethanol and propan-2-ol), and poor solubility in apolar aprotic solvents (hexane, heptane, and cyclohexane) and water.

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The Impact of Solubility and Dissolution Assessment on Formulation Strategy and Implications for Oral Drug Disposition

Alsenz¹

2012

Encyclopedia of Drug Metabolism and Interactions

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This review discusses the importance of drug solid–state properties and of solubility and dissolution measurement for the identification of appropriate formulations/formulation strategies and highlights their impact on drug disposition and candidate selection. Common elements of solubility/dissolution protocols are presented and the methods addressing equilibrium, apparent, kinetic, and intrinsic solubility, as well as powder and intrinsic dissolution are discussed. Tools for drug categorization (BCS, BDDCS) and estimation of oral drug absorption (MAD) are assessed. A detailed description of available formulation approaches is provided, including improvement of drug dissolution rate and/or apparent solubility, drug solubilization approaches, and inhibition of drug precipitation.

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Solubility behavior of polymorphs I and II of mefenamic acid in solvent mixtures

Cited by 128 publications

References 19 publications

Structures and Hydrogen Bonding Recognition of Mefenamic Acid Form I Crystals in Mefenamic Acid/ Ethanol Solution

Structures and Hydrogen Bonding Recognition of Mefenamic Acid Form I Crystals in Mefenamic Acid/ Ethanol Solution

Solubility and Dissolution Thermodynamic Data of Mefenamic Acid Crystals in Different Classes of Organic Solvents

The Impact of Solubility and Dissolution Assessment on Formulation Strategy and Implications for Oral Drug Disposition

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