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Continuous Monitoring of Pseudopolymorphic Transition in Ezetimibe Using T1 Relaxation with Time-Domain NMR.

Takashi Ono1,2, Kotaro Okada1, Misaki Kaga1

  • 1Laboratory of Pharmaceutical Technology, School of Pharmacy and Pharmaceutical Sciences, University of Toyama.

Chemical & Pharmaceutical Bulletin
|July 17, 2024
PubMed
Summary

This study used time-domain NMR (TD-NMR) to monitor the conversion of ezetimibe anhydrate to monohydrate. TD-NMR successfully tracked the pseudopolymorphic transition in real-time by measuring NMR relaxation.

Keywords:
T1 relaxationanhydratehumidity controllerhydratepseudopolymorphismtime-domain NMR

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Area of Science:

  • Solid-state chemistry
  • Pharmaceutical science
  • Analytical chemistry

Background:

  • Ezetimibe (EZT) exists in anhydrate and monohydrate forms, which can impact its bioavailability.
  • Understanding and controlling polymorphic transitions is crucial for drug formulation and efficacy.

Purpose of the Study:

  • To continuously monitor the pseudopolymorphic transition of ezetimibe from anhydrate to monohydrate.
  • To demonstrate the utility of time-domain NMR (TD-NMR) for real-time monitoring of solid-state transformations.

Main Methods:

  • Utilized low-field time-domain NMR (TD-NMR) spectroscopy.
  • Connected the TD-NMR instrument to a humidity controller for controlled environmental conditions.
  • Measured T1 relaxation times of ezetimibe anhydrate and monohydrate.
  • Performed continuous monitoring of the transition under 80% relative humidity.

Main Results:

  • Confirmed that T1 relaxation times effectively distinguish between ezetimibe anhydrate and monohydrate.
  • Observed a gradual change in T1 relaxation during the transition from anhydrate to monohydrate.
  • Demonstrated successful real-time monitoring of the pseudopolymorphic transition using TD-NMR.

Conclusions:

  • TD-NMR is a viable technique for monitoring solid-state transitions like pseudopolymorphism.
  • The study successfully tracked the conversion of ezetimibe anhydrate to monohydrate in situ.
  • This method offers a simple yet effective approach for characterizing drug polymorphic behavior.