Synthesis, Structural Reassignment, and Biological Activity of Type B MAO Inhibitors Based on the 5H-Indeno[1,2-c]pyridazin-5-one Core
Authors:
- Raphaël FrédérickRFRaphaël Frédérick
- Willy DumontWDWilly Dumont
- † Frédéric Ooms†O† Frédéric Ooms
- Lindsey AschenbachLALindsey Aschenbach
- Cornelis J. Van der SchyfCSCornelis J. Van der Schyf
- Neal CastagnoliNCNeal Castagnoli
- Johan WoutersJWJohan Wouters
- Alain KriefAKAlain Krief
- 17 May 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 49 (12) , 3743-3747
Abstract
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.Keywords
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