Collect. Czech. Chem. Commun. 1988, 53, 2957-2961

Quantitative relations between chemical structure and hepatotoxicity of thiobenzamides

Karel Waissera, Miloš Macháčeka, Jean Lebvouaa, Jiří Hrbataa and Jaroslav Dršatab

a Department of Inorganic and Organic Chemistry
b Department of Biochemistry, Faculty of Pharmacy, Charles University, 501 65 Hradec Králové


1H NMR chemical shifts of thioamide protons have been determined for a group of thiobenzamides, and the values obtained have been correlated with the Hammett constants. From the relations found the σm and σp values of thioamide group and some other σ constants describing the total effect of two substituents in the phenyl group have been calculated. The relation between the hepatotoxicity for rats (expressed as log ALT) and the Hammett constants is described by equation of parabola.