A New Way of Stabilization of Furosemide upon Cryogenic Grinding by Using Acylated Saccharides Matrices. The Role of Hydrogen Bonds in Decomposition Mechanism was written by Kaminska, E.;Adrjanowicz, K.;Kaminski, K.;Wlodarczyk, P.;Hawelek, L.;Kolodziejczyk, K.;Tarnacka, M.;Zakowiecki, D.;Kaczmarczyk-Sedlak, I.;Pilch, J.;Paluch, M.. And the article was included in Molecular Pharmaceutics in 2013.Electric Literature of C28H38O19 This article mentions the following:
Recently it was reported that upon mech. milling of pure furosemide significant chem. degradation occurs. In this paper, we present a novel way of chem. stabilization amorphous furosemide against decomposing that occur during mech. treatment by preparing binary mixtures with acylated saccharides. To get some insight into the mechanism of chem. degradation of furosemide induced by cryomilling, exptl. investigations supported by d. functional theory (DFT) computations were carried out. This included detailed studies on mol. dynamics and phys. properties of cryoground samples. The main thrust of our paper is that we have shown that furosemide cryomilled with acylated saccharides forms chem. and phys. stable homogeneous mixtures with only one glass transition temperature, Tg. Finally, solubility measurements have demonstrated that furosemide cryomilled with acylated saccharides (glucose, maltose and sucrose) is much more soluble with respect to the crystalline form of this active pharmaceutical ingredient (API). In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7Electric Literature of C28H38O19).
(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Electric Literature of C28H38O19
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem