Multicomponent Pharmaceutical Cocrystals: Furosemide and Pentoxifylline
International Symposium "Small Molecules in Interactions (SMI)" 2012
Anatolijs Mišņovs, Dmitrijs Stepanovs

The design and synthesis of stable solid-state pharmaceutical cocrystals of diuretic drug furosemide and peripheral blood flow improving agent pentoxifylline have been performed during present research. Single crystals suitable for X-ray structure analysis for furosemide-pentoxifylline cocrystal, its hydrate and acetone solvate forms have been obtained. In all three crystal structures there are two intramolecular hydrogen bonds in furosemide molecules. A number of intermolecular hydrogen bonds type NH⋅⋅⋅O, OH⋅⋅⋅O and OH⋅⋅⋅N are present in all three structures, which serve to stabilize the three-dimensional architecture. The furosemide-pentoxifylline (1:1) cocrystal I crystallizes in a monoclinic system, space group P21/c and cell parameters are: a = 8.0948(2), b = 9.3747(2), c = 36.291(1), β = 93.128(2), V = 2749.89 Ǻ3, R = 6.98 %. The furosemide-pentoxifylline-water (1:1:1) cocrystal II crystallizes in a triclinic system, space group P-1 and cell parameters are: a = 8.4052(2), b = 9.4494(3), c = 19.6748(9), α = 92.649(1), β = 99.170(2), γ = 111.466(1), V = 1426.35 Ǻ3, R = 7.95 %. The water molecule participates in the stabilization of crystal structure by means of strong hydrogen bonds type OH⋅⋅⋅O between carbonyl group’s oxygen atoms O24 and O36 of pentoxifylline molecules and form chains along crystallographic axis b. The furosemide-pentoxifylline-acetone (1:1:1) cocrystal III crystallizes in a triclinic system, space group P-1 and cell parameters are: a = 9.3099(2), b = 9.5317(3), c = 19.2653(7), α = 99.733(2), β = 96.057(2), γ = 109.197(3), V = 1567.27 Ǻ3, R = 6.27 %. Moderate NH⋅⋅⋅O type hydrogen bond connects nitrogen of amino group of furosemide with oxygen of carbonyl group of acetone.


Keywords
Cocrystals, furosemide, pentoxifylline
Hyperlink
http://www.ruhr-uni-bochum.de/smi/

Mišņovs, A., Stepanovs, D. Multicomponent Pharmaceutical Cocrystals: Furosemide and Pentoxifylline. In: International Symposium "Small Molecules in Interactions (SMI)": International Symposium "Small Molecules in Interactions", Germany, Bochum, 26-27 March, 2012. Bochum: Ruhr-Universität Bochum, 2012, pp.18-18.

Publication language
English (en)
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