4.6 Article

Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide

Journal

CRYSTALS
Volume 11, Issue 4, Pages -

Publisher

MDPI
DOI: 10.3390/cryst11040368

Keywords

Disopyramide; Terephthalic acid; salt; crystal structure; molecular packing; slurry crystallization

Funding

  1. Mochida Memorial Foundation for Medical and Pharmaceutical Research

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The salt of Disopyramide with Terephthalic acid was obtained by slow solvent evaporation and slurry crystallization methods. X-ray single crystal diffraction confirmed the mechanism of salt formation, while the salt crystals showed strong binding through hydrogen bonds.
1:1 salt of Disopyramide (DPA) with Terephthalic acid (TA) was obtained by the slow solvent evaporation and the slurry crystallization methods. X-ray single crystal diffraction of DPA:TA confirmed the formation of salt by the transfer of an acidic proton from one of the carboxylic acidic groups of TA to the tertiary amino group of the chain moiety (N3-nitrogen atom) of the DPA molecules. DPA:TA salt crystals crystalize in the triclinic system with space group P-1. The asymmetric unit, comprising one protonated DPA and one TA anion, are linked by a strong charge assisted N+-H center dot center dot center dot O over bar hydrogen bond and a C-H center dot center dot center dot O over bar hydrogen bond. Moreover, structural characterization of DPA:TA salt was carried out using Fourier transform infrared spectroscopy, differential scanning calorimeter, thermogravimetric analysis, and powder X-ray diffraction techniques

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