Acta Cryst. (2002). E58, o69-o71  [ doi:10.1107/S1600536801021286 ]

8-Chloro-6-(3-dimethylaminopropylamino)-11H-pyrido[2,3-b][1,4]benzodiazepine

L. Dupont, L. Eyrolles, G. Evrard, J. Delarge and J.-F. Liégeois

Abstract: The crystal structure determination of the title compound, C₁₇H₂₀ClN₅, has been undertaken as part of studies on antipsychotic drugs. Its structure is compared with that of clozapine (C₁₈H₁₉ClN₄), a well known atypical antipsychotic drug. The side chain is more flexible than in the N-methylpiperazine analogues, but its folding is influenced by an intramolecular N-HN hydrogen bond. The distances between the N-distal atom, a possible pharmacophore, and the centres of the two aromatic rings are significantly shorter than in clozapine. The crystal packing involves one N-HN intermolecular hydrogen bond. The title compound showed no affinity for the receptors tested.

Online 22 December 2001

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