110182-48-4Relevant academic research and scientific papers
Synthon hierarchies in crystal forms composed of theophylline and hydroxybenzoic acids: Cocrystal screening via solution-mediated phase transformation
Buar, Dejan-Kreimir,Henry, Rodger F.,Zhang, Geoff G. Z.,Macgillivray, Leonard R.
, p. 5318 - 5328 (2015/01/09)
Theophylline, a pharmaceutical model compound, was screened for cocrystal formation using nine (di)hydroxybenzoic acids as cocrystal formers, namely, 2-, 3-, 4-hydroxybenzoic- and 2,3-, 2,4-, 2,5-, 2,6-, 3,4-, and 3,5-dihydroxybenzoic acids. The experiments were conducted using an efficient, reliable, and fast screening method based on thermodynamically driven solution-mediated phase transformation and revealed the formation of eight cocrystals and one salt. The theophylline-based solids were identified using powder and structurally characterized via single-crystal X-ray diffraction. The obtained solids are sustained by theopylline-carboxylic acid heterosynthons, in addition to both theophylline and carboxylic acid homosynthons. The results are a part of a systematic study of xanthine-alkaloid cocrystals that aims to establish synthon hierarchies in cocrystals comprised of molecules with multiple hydrogen-bonding functional groups. Structural features and synthon hierachies are discussed and compared to those in a series of published caffeine cocrystals.
Examining the robustness of a theophylline cocrystal during grinding with additives
Abourahma, Heba,Urban, Jennifer M.,Chan, Benny,Morozowich, Nicole
, p. 6163 - 6169,7 (2020/08/31)
The robustness of theophylline-p-hydroxybenzoic acid cocrystal (TP·pHBA) while grinding with additives in the solid state was evaluated through a series of solvent-drop grinding experiments with coformers containing various functional groups. Powder X-ray diffraction was used to qualitatively analyse the powders after grinding and identify the species present. The TP·pHBA cocrystal was found to be robust in the presence of benzoic acid (BA), p-nitrobenzoic acid (pNBA), p-(N,N-dimethylamino)benzoic acid (dMABA), m-hydroxybenzoic acid (mHBA), p-nitrophenol (pNP), hydroquinone (HDQ) and benzamide (BZA), but it disintegrates in the presence of salicylic acid (SA), 3,5-dinitrobenzoic acid (dNBA), acetamide (ACA) and melamine (MLM).
