Characterization of Opioid Agonist Morphine Derivatives with Emphasis on Medicinal Chemistry.

ABSTRACT: Relieving severe pains is an unmet medical need, in which opioids are of prime importance and in the focus of pharmaceutical companies. The objective of this study is to characterize the physicochemical properties, namely basicity, lipophilicity and permeability of thirty opioid ligands, which include eleven newly synthesized compounds. pH-potentiometry and the shake-flask method were used for the characterization of species-specific basicity and lipophilicity. The effective permeability was determined using a brain-specific parallel artificial membrane permeability assay. Structural modifications, namely O-methylation in position 3, isomerization in position 6, saturation of the double bond in position 7, 14-hydroxylation, and the substitution of N-(β-phenylethyl) and N-cyclobutylmethyl s

SUBMITTER: Malik A 

PROVIDER: S-EPMC11831872 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature