[en] The structures of three compounds, namely 7-methoxy-2-[3-(trifluoromethyl)phenyl]-9H-indeno[1,2-c]pyridazin-9-one, C19H11F3N2O2, (Id), 6-methoxy-2-[3-(trifluoromethyl)phenyl]-9H-indeno[1,2-c]pyridazin-9-one, C19H11F3N2O2, (IId), and 2-methyl-6-(4,4,4-trifluorobutoxy)-9H-indeno[1,2-c]pyridazin-9-one, C16H13F3N2O2, (IIf), which are potent reversible type-B monoamine oxidase (MAO-B) inhibitors, are presented and discussed. Compounds (Id) and (IId) crystallize in a nearly planar conformation. The crystal structures are stabilized by weak C-H...O hydrogen bonds. The packing is dominated by pi-pi stacking interactions between the heterocyclic central moieties of centrosymmetrically related molecules. In compound (IIf), the trifluoroethyl termination is almost perpendicular to the plane of the ring.
Disciplines :
Chemistry
Author, co-author :
Frédérick, Raphaël; Laboratory of Molecular and Structural Chemistry, University of Namur, 61 rue de Bruxelles, B-5000 Namur, Belgium. raphael.frederick@fundp.ac.be
Norberg, Bernadette; Lab. of Molec. and Struct. Chemistry, University of Namur, B-5000 Namur, Belgium
Durant, François; Lab. of Molec. and Struct. Chemistry, University of Namur, B-5000 Namur, Belgium
Ooms, Frédéric ; Université de Liège - ULiège > HEC Liège Research > HEC Liège Research: Strategy & Performance for the Society ; Lab. of Molec. and Struct. Chemistry, University of Namur, B-5000 Namur, Belgium ; Euroscreen SA, B-6041 Gosselies, Belgium
Wouters, Johan; Lab. of Molec. and Struct. Chemistry, University of Namur, B-5000 Namur, Belgium ; IRMW, B-1070 Brussels, Belgium
Language :
English
Title :
Three 5H-indeno[1,2-c]pyridazin-5-one derivatives, potent type-B monoamine oxidase inhibitors.
