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Gliclazide.

M Parvez1, M S Arayne, M K Zaman

  • 1Department of Chemistry, University of Calgary, Alberta, Canada. parvez@acs.ucalgary.ca

Acta Crystallographica. Section C, Crystal Structure Communications
|February 27, 1999
PubMed
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The crystal structure of gliclazide, a hypoglycemic agent, reveals discrete molecules linked by hydrogen bonds. This structural insight aids in understanding its function as an oral antidiabetic drug.

Area of Science:

  • Crystallography
  • Medicinal Chemistry
  • Pharmacology

Background:

  • Gliclazide is a crucial second-generation sulfonylurea medication used for managing type 2 diabetes.
  • Understanding the molecular structure of drugs is fundamental to optimizing their efficacy and safety.
  • Previous studies have explored the pharmacological actions of gliclazide, but detailed crystallographic data provides a deeper molecular perspective.

Purpose of the Study:

  • To elucidate the three-dimensional crystal structure of gliclazide.
  • To identify intermolecular interactions governing the solid-state packing of gliclazide molecules.
  • To provide structural data that may inform future drug design and development.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the crystal structure.

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  • The crystal structure was solved and refined using standard crystallographic techniques.
  • Molecular dimensions and intermolecular interactions, including hydrogen bonding, were analyzed.

    • Main Results:

    • The crystal structure of gliclazide (C15H21N3O3S) was determined, showing discrete molecules with typical dimensions.
    • Both five-membered rings within the gliclazide molecule adopt an envelope conformation.
    • Intermolecular hydrogen bonds link gliclazide molecules into chains, with observed N...O separations of 2.967(3) and 2.949(3) Å.

    Conclusions:

    • The crystal structure of gliclazide is characterized by discrete molecules and specific ring conformations.
    • Intermolecular hydrogen bonding plays a significant role in the self-assembly of gliclazide in the solid state.
    • This structural information contributes to the understanding of gliclazide's physical properties and may aid in the development of related pharmaceutical compounds.