3'-azido-3'-deoxy-5'-O-isonicotinoylthymidine: a novel antiretroviral analog of zidovudine. III. Solubility studies.
The pH-solubility behavior and solubility of 3'-azido-3'-deoxy-5'-O-isonicotinoylthymidine (AZT-Iso), an antiretroviral derivative of zidovudine with important biological activity, was studied in water, ethanol, ethanol: water, and n-octanol. The N-pyridine pKa value was determined from its pH-solubility profile, which was in accordance with that of the experimental value of methyl isonicotinate. Also, the ethanol cosolvency in ethanol:water mixtures at 25 degrees C was studied, and log-linear and nonlinear solubilization models were applied to the experimental solubility AZT-Iso data, which allowed us to predict its solubility in those solvent mixtures at a determined content of cosolvent.
Departamento de Farmacia, Facultad de Ciencias Quimicas, Ciudad Universitaria, Universidad Nacional de Córdoba, Córdoba, Argentina.
Silvina A
SA
Teijeiro
Margarita C
MC
Briñón
D044966:Anti-Retroviral Agents / Q000737:chemistry* / Q000494:pharmacology; D006863:Hydrogen-Ion Concentration; D012995:Solubility; D015215:Zidovudine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology
C480508:3'-azido-3'-deoxy-5'-O-isonicotinoylthymidine; D044966:Anti-Retroviral Agents; D015215:Zidovudine