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Changes in polymorphic forms can significantly influence the bioavailability of poorly soluble drugs. Although the FDA defines pharmaceutical equivalence based on having the same active ingredient, dosage form, and route of administration, it does not automatically disqualify products with different polymorphic forms. This means two products with different polymorphs can still be deemed pharmaceutically equivalent. However, polymorphic differences can affect properties like wettability,...
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Polymorphism refers to the existence of a drug substance in multiple crystalline forms, known as polymorphs. Recently, this term has been expanded to include solvates (forms containing a solvent), amorphous forms (non-crystalline forms), and desolvated solvates (forms from which the solvent has been removed).
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Exploring the Polymorphism of Drostanolone Propionate.

Gheorghe Borodi1, Alexandru Turza1,2, Attila Bende1

  • 1National Institute For R&D of Isotopic and Molecular Technologies, 67-103 Donat, Cluj-Napoca 400293, Romania.

Molecules (Basel, Switzerland)
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PubMed
Summary

This study determined the crystal structures of drostanolone propionate polymorphs using X-ray diffraction. Analysis revealed consistent steroid ring configurations and calculated lattice energies, providing insights into molecular interactions.

Keywords:
Hirshfeld analysisX-ray diffractioncrystal structuredrostanolone propionatelattice energysteroids

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Area of Science:

  • Crystallography
  • Solid-state chemistry
  • Molecular modeling

Background:

  • Drostanolone propionate, a synthetic anabolic-androgenic steroid derived from dihydrotestosterone, exhibits distinct crystalline forms.
  • Understanding the solid-state structure is crucial for drug formulation and characterization.

Purpose of the Study:

  • To elucidate the crystal structures of drostanolone propionate polymorphs.
  • To analyze the structural configurations and intermolecular interactions.
  • To compute lattice energies for different polymorphs.

Main Methods:

  • Single crystal X-ray diffraction
  • X-ray powder diffraction
  • Parallel tempering/Monte Carlo simulations
  • Rietveld refinement
  • Density functional theory (DFT)
  • SAPT0 energy decomposition analysis
  • Hirshfeld surface analysis

Main Results:

  • Two monoclinic polymorphs (P21 and I2 space groups) and one orthorhombic polymorph (P212121 space group) were identified.
  • Consistent chair geometry in steroid rings A, B, C, and a distorted envelope in ring D were observed across all structures.
  • Lattice energies were computed using CLP and tight-binding DFT methods.
  • Intermolecular interactions were characterized using SAPT0 and Hirshfeld surfaces.

Conclusions:

  • The study provides a comprehensive structural characterization of drostanolone propionate polymorphs.
  • Detailed analysis of molecular geometry and intermolecular forces offers valuable data for understanding its solid-state behavior.
  • Computational methods complement experimental diffraction data for a complete structural picture.