Crystal structure of novel terephthalate salt of antiarrhythmic drug disopyramide

Majid Ismail Tamboli, Yohei Utusmi, Takayuki Furuishi, Kaori Fukuzawa, Etsuo Yonemochi

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

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…O- hydrogen bond and a C-H…O- 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.

Original languageEnglish
Article number368
JournalCrystals
Volume11
Issue number4
DOIs
Publication statusPublished - 2021 Apr

Keywords

  • Crystal structure
  • Disopyramide
  • Molecular packing
  • Salt
  • Slurry crystallization
  • Terephthalic acid

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