Studies on the Molecular Compound of Organic Medicinals.III. The Structure of the Molecular Compound of Sulfanilamide and Sulfathiazole

概要

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In order to elucidate the nature of bonding in the molecular compound of sulfanilamide and sulfathiazole, infrared absorption measurements were carried out with the compound, its components including the two polymorphic modifications of sulfathiazole and their deuterated products. Also, thermodynamic calcultions were done with the solubility data at various temperatures. On careful comparison of the spectra, it is suggested that in the compound the sulfonamido group of each component combines together by two hydrogen bonds to form a ring structure and that each p-amino group exists freely. The heat and the entropy change of the molecular compound formation in aqueous solution which are calculated at -8.3 kcal./mole and -21.3 cal./mole/deg., respectively, are thought to be too large to expect a linear combination of the components by one hydrogen bond but are adequate for the ring structure containing two hydrogen bonds. Thus, the same conclusion is reached both from the spectral evidences and from the thermodynamic calculations.
公益社団法人日本薬学会の論文
1967-04-25