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The formation of hydrogen bonds between the minor tranquilizers diazepam and nitrazepam and a few nucleobases was studied in deuterochloroform solution by means of proton magnetic resonance spectroscopy. The thermodynamic and spectroscopic data of the associations were evaluated on the basis of a dimer model, using the concentration dependent shifts of the protons involved in hydrogen bonds. The interactions of nitrazepam (ΔH 0 = -10 to -21 k J/mol; ΔG 25  0  - 0.2 to -7.4 kJ/mol) were found to be stronger than those of diazepam (ΔH 0  = - 10 to - 13 kJ/mol; ΔG 25  0  = 6.0 to 6.4 k j/mol). The various binding sites of the benzodiazepines for hydrogen bonds are discussed.

1 H -NMRInvestigations on the Hydrogen Bond Formation between the Tranquilizers Diazepam and Nitrazepam and Some Nucleobases