Synthesis, Crystal Structure and Antioxidant Potential of Di-(N-Cinnamyl) Fluoxetine Chloride

Abstract

A new derivative of Fluoxetine, N,N-dicinnamyl-N-methyl-3-phenyl-3-[4-(trifluoromethyl) phenoxy] butan-1-aminium chloride hydrate [Di-(N-Cinnamyl) Fluoxetine Chloride hydrate] was synthesized and characterized by single-crystal X-ray diffraction studies, elemental analyzer, thermogravimetric and FTIR spectroscopy analysis. The titled compound [C35H37ClF3NO2] crystallized in monoclinic, having unit cell parameters a = 19.155(14) A degrees, b = 9.193(5) A degrees, c = 18.596(13) A degrees and belongs to P2(1)/c space group. The molecule shows disorder of F atoms and was modeled as two different orientations. The one-dimensional crystal packing features weak C-H center dot center dot center dot pi interactions showing the formation of a chain along [001], provides stability to the crystal lattice. Antioxidant potential of Di-(N-Cinnamyl) Fluoxetine Chloride hydrate has been described and was found higher than Fluoxetine and N-Benzyl Fluoxetine.