Abstract
Moexiprilat is an orally active, nonsulfhydryl, long-acting dipeptide angiotensin-converting enzyme (ACE) inhibitor used to lower blood pressure (Stimpel et al., 1995; Brogden and Wiseman, 1998; Chrysant and Chrysant, 2003). Moexipril hydrochloride shows improved bioavailability compared to moexiprilat, most likely because esterification reduces the charge of the molecule and the pKa of its amine group (pKa Moexprilat = 7.7; pKa Moexipril = 5.4). Based on the comparable oral bioavailabilities of various esters of enalapril with different lipophilicities, it appears that lipophilicity is not the only factor that enhances oral bioavailability (Wyvratt and Patchett, 1985).
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Liederer, B.M. (2007). Case Study: Moexipril Hydrochloride: A Prodrug of Moexiprilat. In: Stella, V.J., Borchardt, R.T., Hageman, M.J., Oliyai, R., Maag, H., Tilley, J.W. (eds) Prodrugs. Biotechnology: Pharmaceutical Aspects, vol V. Springer, New York, NY. https://doi.org/10.1007/978-0-387-49785-3_46
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