Structural studies of crystalline forms of triamterene with carboxylic acid, GRAS and API molecules

IUCrJ

Abida Rehman¹  David S. Hughes¹  William Jones¹  Amit Delori² 

[1] Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, Cambridgeshire CB2 1EW, England;Strathclyde Institute of Pharmacy and Biomedical Sciences (SIPBS), University of Strathclyde, 161 Cathedral Street, Glasgow G4 0RE, Scotland;

关键词: triamterene;    pKa analysis;    crystal engineering;    liquid-assisted grinding;    pharmaceutical salt solvates;    hydrogen bonding;    motif analysis;    stable duplex structures;   

DOI  :  10.1107/S2052252518003317

来源: DOAJ

【 摘 要 】

Pharmaceutical salt solvates (dimethyl sulfoxide, DMSO) of the drug triamterene with the coformers acetic, succinic, adipic, pimelic, azelaic and nicotinic acid and ibuprofen are prepared by liquid-assisted grinding and solvent-evaporative crystallization. The modified ΔpKa rule as proposed by Cruz-Cabeza [(2012). CrystEngComm, 14, 6362–6365] is in close agreement with the results of this study. All adducts were characterized by X-ray diffraction and thermal analytical techniques, including single-crystal X-ray diffraction, powder X-ray diffraction, differential scanning calorimetry and thermal gravimetric analysis. Hydrogen-bonded motifs combined to form a variety of extended tapes and sheets. Analysis of the crystal structures showed that all adducts existed as salt solvates and contained the aminopyridinium–carboxylate heterodimer, except for the solvate containing triamterene, ibuprofen and DMSO, as a result of the presence of a strong and stable hemitriamterenium duplex. A search of the Cambridge Structural Database (CSD 5.36, Version 1.18) to determine the frequency of occurrence of the putative supramolecular synthons found in this study showed good agreement with previous work.

【 授权许可】

Unknown