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Related Experiment Videos

Conformational polymorphism in bicalutamide.

Daniel R Vega1, Griselda Polla, Andrea Martinez

  • 1Unidad de Actividad Física, Comisión Nacional de Energía Atómica, Avenida Gral. Paz 1499, 1650 San Martín, Buenos Aires, Argentina. vega@cnea.gov.ar

International Journal of Pharmaceutics
|September 19, 2006
PubMed
Summary
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This study characterized bicalutamide

Area of Science:

  • Solid-state chemistry
  • Pharmaceutical sciences
  • Crystallography

Background:

  • Bicalutamide is an anti-androgen medication.
  • Understanding its solid-state properties is crucial for drug formulation.
  • Polymorphism can impact drug efficacy and stability.

Purpose of the Study:

  • To characterize the crystalline forms and amorphous phase of bicalutamide.
  • To investigate the conformational differences and relative stability of bicalutamide polymorphs.
  • To elucidate the phase transitions and stability of the amorphous form.

Main Methods:

  • Differential scanning calorimetry (DSC)
  • X-ray powder diffraction (XRPD)
  • Single crystal X-ray diffraction

Related Experiment Videos

  • Raman spectroscopy

    • Main Results:

    • Two distinct crystalline forms (Form I and Form II) and an amorphous phase of bicalutamide were identified and characterized.
    • Significant differences in molecular conformation, particularly the C12-C11-S8-C5 torsion angle, were observed between Form I (-Syn-Clinal) and Form II (+Syn-Clinal).
    • Form I exhibits an open molecular folding, while Form II shows a closed folding. A monotropic relationship was established, with Form I being the more stable polymorph. The amorphous phase is metastable and converts to Form II at room temperature within a week.

    Conclusions:

    • Bicalutamide exhibits polymorphism with distinct conformational and stability profiles for its crystalline forms.
    • The identified polymorphs and amorphous phase have implications for bicalutamide's pharmaceutical development.
    • Understanding these solid-state characteristics is essential for controlling drug product quality and performance.