The adsorption of two N1-sulfanilamide derivatives, N1-2-pyrimidinyl and N1-2(4,6-dimethyl)pyrimidinyl, was studied by a differential capacitance method at pH=12 at the dropping mercury electrode. The area occupied by each molecule of these compounds, adsorbed at the mercury-electrolyte solution interface, corresponds well to the area expected for a molecule adsorbed flat on the electrode with its pNH2Ø-S moiety. This is confirmed by the correlation between the adsorption free energy (at constant potential) and the polarographic "substituent constant" which reflects the effect of N1-substitution on the electronic structure on the pNH2Ø-S moiety. Finally, the good linear correlation between ΔGads0 values and the activity parameters related to the biological activity of sulfanilamides suggests the presence of an adsorption step in the mechanism of action able to account for the different bacteriostatic potencies of the compounds. © 1981 Elsevier Sequoia S.A.
Interfacial behaviour of N1-substituted sulfanilamides at the mercury-solution interface. Adsorption of N1-2-pyrimidinyl and N1-2(4,6-dimethyl) pyrimidinyl derivatives and structural parameters / Battistuzzi Gavioli, G.; Grandi, G.; Benedetti, L.; Andreoli, R.; Battini, R.. - In: JOURNAL OF ELECTROANALYTICAL CHEMISTRY AND INTERFACIAL ELECTROCHEMISTRY. - ISSN 0022-0728. - 130:C(1981), pp. 293-301. [10.1016/S0022-0728(81)80397-X]
Interfacial behaviour of N1-substituted sulfanilamides at the mercury-solution interface. Adsorption of N1-2-pyrimidinyl and N1-2(4,6-dimethyl) pyrimidinyl derivatives and structural parameters
Andreoli R.;Battini R.
1981
Abstract
The adsorption of two N1-sulfanilamide derivatives, N1-2-pyrimidinyl and N1-2(4,6-dimethyl)pyrimidinyl, was studied by a differential capacitance method at pH=12 at the dropping mercury electrode. The area occupied by each molecule of these compounds, adsorbed at the mercury-electrolyte solution interface, corresponds well to the area expected for a molecule adsorbed flat on the electrode with its pNH2Ø-S moiety. This is confirmed by the correlation between the adsorption free energy (at constant potential) and the polarographic "substituent constant" which reflects the effect of N1-substitution on the electronic structure on the pNH2Ø-S moiety. Finally, the good linear correlation between ΔGads0 values and the activity parameters related to the biological activity of sulfanilamides suggests the presence of an adsorption step in the mechanism of action able to account for the different bacteriostatic potencies of the compounds. © 1981 Elsevier Sequoia S.A.
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