Effects of grinding on the physical and chemical properties of crystalline medicinals with microcrystalline cellulose. V. Comparison with tri-O-methyl-.BETA.-cyclodextrin ground mixtures.

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Ground mixtures of aspirin, benzoic acid and p-acetoxydiphenyl were prepared with tri-O-methyl-β-cyclodextrin (methyl-CD). An apparent amorphous state of methyl-CD and the medicinals after grinding was indicated by X-ray diffraction analysis. Infrared analysis also indicated that the medicinal molecules were monomolecularly dispersed in the methyl-CD ground mixtures. The infrared solution spectra of medicinals in CCl4 were compared with the solid state infrared spectra in the carbonyl stretching absorption region. It was found that in the ground mixture of aspirin with methyl-CD, the hydroxyl group of aspirin was hydrogen-bonded with the methoxyl group of methyl-CD, while the acetoxyl group of aspirin was in a free state.

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