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Solid forms and β-cyclodextrin complexation of turinabol.

Alexandru Turza1, Adelina Ulici2, Marieta Muresan-Pop3

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Researchers explored new solid forms of the anabolic steroid turinabol, including hydrates and solvates. Structural analysis revealed distinct molecular arrangements and interactions in these crystalline forms.

Keywords:
4-chloro-17β-hydroxy-17α-methylandrosta-1,4-dien-3-onecrystal structurecyclodextrin complexsteroidturinabol

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Area of Science:

  • Solid-state chemistry
  • Crystallography
  • Pharmacology

Background:

  • Turinabol (4-Chloro-17β-hydroxy-17α-methylandrosta-1,4-dien-3-one) is a synthetic anabolic-androgenic steroid.
  • Understanding the solid-state properties of such compounds is crucial for their characterization and potential applications.

Purpose of the Study:

  • To synthesize and characterize novel solid forms of turinabol.
  • To elucidate the crystal structures and intermolecular interactions of these new forms.
  • To investigate the complexation of turinabol with β-cyclodextrin.

Main Methods:

  • Recrystallization from various solvents to obtain new solid forms.
  • Single-crystal X-ray diffraction for absolute structure determination.
  • Powder X-ray diffraction, FT-IR spectroscopy, and DTA/TGA for complex characterization.

Main Results:

  • Four new solid forms of turinabol were obtained: hemihydrate, anhydrous, acetic acid hydrate, and trifluoroethanol hemisolvate.
  • Crystal structures revealed differences in molecular packing, with some forms containing two molecules in the asymmetric unit.
  • Complexation with β-cyclodextrin yielded a characterized complex.

Conclusions:

  • The study successfully identified and characterized novel crystalline forms of turinabol.
  • Detailed structural analysis provided insights into steroid conformation and intermolecular forces.
  • The complexation study suggests potential for modified drug delivery systems.