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Solid phases of delavirdine mesylate

M S Bergren1, R S Chao, P A Meulman

  • 1Pharmacia and Upjohn Inc., Kalamazoo, MI 49001, USA.

Journal of Pharmaceutical Sciences
|August 1, 1996
PubMed
Summary

Delavirdine mesylate exhibits seven crystal forms and an amorphous phase. Solid-state transformations, influenced by moisture, were characterized using spectroscopy and X-ray diffraction.

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Area of Science:

  • Pharmaceutical Sciences
  • Solid-State Chemistry

Background:

  • Understanding the solid-state properties of active pharmaceutical ingredients (APIs) is crucial for drug formulation and stability.
  • Delavirdine mesylate, an antiretroviral drug, can exist in multiple solid forms, impacting its therapeutic efficacy.

Purpose of the Study:

  • To characterize the various solid forms of delavirdine mesylate obtained from solution.
  • To investigate solid-state phase transformations and their dependence on environmental conditions, particularly humidity.

Main Methods:

  • Recrystallization from various solvents.
  • Solid-state characterization using infrared spectroscopy and X-ray powder diffraction.
  • Dynamic moisture sorption gravimetry (DMSG) to study phase transformations and hygroscopicity.

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Main Results:

  • Isolation of seven distinct crystal forms and one stable amorphous phase of delavirdine mesylate.
  • Identification of polymorphic anhydrates, hydrates, and solvates (ethanol, acetonitrile, methanol/acetone).
  • Observation of six additional solid phases resulting from solid-state transformations, often mediated by atmospheric moisture.

Conclusions:

  • Delavirdine mesylate displays complex solid-state behavior with multiple accessible forms.
  • Humidity plays a significant role in mediating solid-state transformations, impacting the stability of different phases.
  • DMSG is an effective tool for assessing hygroscopicity and understanding moisture-induced phase transitions.