Acta Crystallographica Section C

Crystal Structure Communications

Volume 60, Part 9 (September 2004)



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Acta Cryst. (2004). C60, o623-o626    [doi:10.1107/S0108270104014660]

Three 5H-indeno[1,2-c]pyridazin-5-one derivatives, potent type-B monoamine oxidase inhibitors

R. Frédérick, B. Norberg, F. Durant, F. Ooms and J. Wouters

Abstract: 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 [bold pi]-[bold 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.

Formula: C19H11F3N2O2, C19H11F3N2O2 and C16H13F3N2O2

Online 11 August 2004


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Structure factor file (CIF format) (160.5 kbytes)
Contains datablock Id


hkldisplay filedownload file

Structure factor file (CIF format) (303.1 kbytes)
Contains datablock IId


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Structure factor file (CIF format) (138.3 kbytes)
Contains datablock IIf


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