Opipramol dipicrate

Abstract

In the crystal structure of the title compound, C23H31N3O2+·2C6H2N3O7 −, {systematic name: 1-[3-(5H-dibenz[b,f]azepin-5-yl)prop­yl]-4-(2-hy­droxy­eth­yl)piperazine-1,4-diium bis­(2,4,6-trinitro­phrenolate)} the piperazine group in the opipramol dication is protonated at both N atoms. Each picrate anion inter­acts with the protonated N atom in the cation through a bifurcated N—H⋯O hydrogen bond, forming an R 2 1(6) ring motif. In the cation, the dihedral angle between the mean planes of the two benzene rings is 50.81 (8) Å. Inter­molecular O—H⋯O and weak C—H⋯O hydrogen bonds, and weak π-ring and π–π stacking inter­actions dominate the crystal packing.

Cinnarizinium dipicrate

“…The crystal structures of some related compounds viz., cinnarizine (Mouillé et al, 1975) and cyclizine hydrochloride (Bertolasi et al, 1980) have been reported. In continuation of our work on the picrates of pharmaceutical compounds, we have recently reported the crystal structure of opipramol dipicrate (Jasinski et al, 2010). In view of the importance of cinnarizine, this paper reports the crystal structure of the title compound, C 26 H 30 N 2 2+ .…”

Opipramolium fumarate

“…However, it has pronounced D2-, 5-HT2-, and H1-blocking potential and high affinity to sigma receptors (sigma-1 and sigma-2). The crystal structure studies of opipramol dipicrate (Jasinski et al, 2010) and opipramol (Fun et al, 2011) have been reported. In view of the importance of opipramol, the paper reports the crystal structure of the title compound, (I).…”

“…For the use of opipramol in the treatment of anxiety disorders, see: Moller et al (2001). For related structures, see: Fun et al (2011); Jasinski et al (2010). For standard bond lengths, see Allen et al (1987).…”

Opipramol

“…For the application of opipramol, see: Moller et al (2001). For related structures, see: Jasinski et al (2010); Nagaraj et al (2005). For ring conformations, see: Cremer & Pople (1975).…”

“…However, it has pronounced D2-, 5-HT2-, and H1-blocking potential and high affinity to sigma receptors (sigma-1 and sigma-2). The crystal structure studies of opipramol dipicrate is reported (Jasinski et al, 2010). In view of the importance of the title compound, C 23 H 29 N 3 O, the crystal structure is reported.…”