Interactions of Clotrimazole with Certain d-Metal Compounds and with Organic Acids

During the interaction of aqueous-ethanol or ethanol solutions AgNO3, H[AuCl4], and CuCl2, as well as aqueous suspensions of slightly soluble copper(II) salts Cu(C6H4NO2)2·H2O, Cu(C7H5O2)2∙3H2O, and CuC7H4O3∙H2O with the ethanol solution of clotrimazole at pH of ~(5.0–5.5), the [Ag(C22H17ClN2)2]NO3·2H2O, [Au(C22H17ClN2)Cl3], [Cu(C22H17ClN2)2Cl2]·5H2O, Cu(C22H17ClN2)4(C6H4NO2)2, Cu(C22H17ClN2)4(C7H5O2)2, and Cu(C22H17ClN2)3(C7H4O3)·2H2O compounds are synthesised. They are characterised by elemental, thermal, thermogravimetric, and IR spectroscopic methods of analysis. The [Ag(C22H17ClN2)2]NO3·2H2O complex was shown to have a higher antimycotic activity against Saccharomyces cerevisiae fungi than that of AgNO3 and C22H17ClN2. Cocrystals/salts of the composition C22H17ClN2·C6H5NO2, C22H17ClN2·C7H6O2, 2C22H17ClN2·C7H6O3, and 2C22H17ClN2·C19H19O6N7·H2O are obtained from aqueous and aqueous ethanol suspensions containing nicotinic, benzoic, salicylic, and folic acids and clotrimazole (pH is 4.5–6.0). These cocrystals and salts were studied usin thermogravimetric, IR-spectroscopic methods. Diffraction patterns of the powders were obtained. The influence of the difference in the pKa components on the ability to form cocrystals/salts was assessed.