Synthesis, structural reassignment, and biological activity of type B MAO inhibitors based on the 5H-indeno[1,2-c]pyridazin-5-one core

R. Frédérick, W. Dumont, F. Ooms, L. Aschenbach, C.J. Van Der Schyf, N. Castagnoli, J. Wouters, A. Krief

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Résumé

The synthesis and enzyme inhibitor properties of reversible type B monoamine oxidase inhibitors are described. These compounds belong to the 5H-indeno[1,2-c]pyridazine family and possess a hydrophobic benzyloxy or 4,4,4-trifluorobutoxy side chain which, in contrast to a previous assignment, has been unambiguously located at C(8) of the heterocyclic moiety. Investigation of the regioisomeric structures establishes that substitution of the 5H-indeno[1,2-c]pyridazin-5-one core at C(7) vs C(8) dramatically influences the MAO-inhibiting properties of these compounds.
langue originaleAnglais
Pages (de - à)3743-3747
Nombre de pages5
journalJournal of Medicinal Chemistry
Volume49
Numéro de publication12
Les DOIs
Etat de la publicationPublié - 15 juin 2006

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