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ID: ALA3734721

Journal: J Med Chem

Title: Benzazaborinines as Novel Bioisosteric Replacements of Naphthalene: Propranolol as an Example.

Authors: Rombouts FJ, Tovar F, Austin N, Tresadern G, Trabanco AA.

Abstract: Two benzazaborinine analogues of propranolol were synthesized and extensively profiled in vitro and in vivo. These analogues showed potency and physicochemical and in vitro ADME-tox profiles comparable to propranolol. In addition, both benzazaborinine analogues showed excellent bioavailability and brain penetration following subcutaneous administration in a pharmacokinetic study in rats. These studies unveil the potential of aromatic azaborinines as bioisosteric replacements of naphthalene in drug discovery programs.

CiteXplore: 26565745

DOI: 10.1021/acs.jmedchem.5b01088