Synthesis and Spectroscopic Studies ofAtenolol Derivatives with Enhanced Lipophilicity as Potential Prodrugs
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Atenolol, a selective pi-adrenoceptor blocking agent is characterized by its low bioavailability. A number of atenolol prodrugs were synthesized to improve its lipid solubility and hence bioavailability. These compounds included an oxazolidine-2-thione derivative (II), a l,4-oxazine-2,3-dione derivative (III), and a series of oxazolidine derivatives (IVa-m). The structure of each compound was characterized by elemental analysis, infrared (IR), protonnuclear magnetic resonance ( H-NMR), and mass spectra (MS). The Spectroscopic results for these compounds are discussed.