Solid-state characterization of tacrine hydrochloride

Milena Sorrenti, Laura Catenacci, Giovanna Bruni, Barbara Luppi, Federica Bigucci, Giampiero Bettinetti

Research output: Contribution to journalArticlepeer-review


The present study deals with the physicochemical characterization of solid forms of tacrine monohydrochloride (TCR), a centrally active reversible acetylcholinesterase inhibitor for treating the symptoms of mild to moderate Alzheimer's disease, obtained by recrystallization of hot saturated solutions from different solvents. Recrystallization of the commercially available hydrate, TCR·H2O, from water, hydroalcoholic solutions with ethanol, n-propanol, methanol and isopropanol (1:1, v/v) and isopropanol/water (8:2, v/v) afforded a new dihydrate phase TCR·2H2O form I. The TCR samples obtained by desolvation of TCR·H2O and TCR·2H2O show temperature and melting enthalpy values very similar, thus confirming the existence of a unique anhydrous crystalline phase.Exposure of anhydrous TCR powder samples under different atmospheric conditions at room temperature, resulted in rehydration to TCR·H2O at 32% relative humidity (RH), whereas at 100% RH a new solid form of TCR·2H2O (TCR·2H2O form II), i.e. a polymorph of the dihydrate isolated by recrystallization, was obtained.Differential scanning calorimetry (DSC), simultaneous thermogravimetric analysis (TGA/DSC), and thermo optical analysis (TOA) with support from X-ray powder diffractometry (PXRD) and Fourier transform infrared spectroscopy (FT-IR), were used for the characterization of the isolated solid forms of TCR and monitoring the water uptake of anhydrous TCR.

Original languageEnglish
Pages (from-to)53-61
Number of pages9
JournalJournal of Pharmaceutical and Biomedical Analysis
Publication statusPublished - Apr 7 2012


  • Differential scanning calorimetry
  • Fourier transform infrared spectroscopy
  • Simultaneous thermogravimetric analysis
  • Tacrine monohydrochloride
  • X ray powder diffractometry

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Pharmaceutical Science
  • Spectroscopy
  • Clinical Biochemistry


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