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Related Experiment Video

Updated: Jun 1, 2026

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Imatinibium dipicrate.

Jerry P Jasinski, Ray J Butcher, Q N M Hakim Al-Arique

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary
    This summary is machine-generated.

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    The crystal structure of imatinibium dipicrate reveals protonation at pyrimidine nitrogens. Hydrogen bonds and π-π interactions dictate crystal packing, offering insights into imatinib

    Area of Science:

    • Crystallography
    • Chemical Physics
    • Molecular Interactions

    Background:

    • Imatinib is a crucial tyrosine kinase inhibitor used in cancer therapy.
    • Understanding the precise crystal structure of drug molecules is vital for predicting their behavior and optimizing formulations.

    Purpose of the Study:

    • To elucidate the detailed crystal structure of imatinibium dipicrate.
    • To identify and characterize the intermolecular interactions governing crystal packing.

    Main Methods:

    • Single-crystal X-ray diffraction analysis was performed.
    • Hydrogen bonding and π-π interactions were analyzed using crystallographic data.

    Main Results:

    • The imatinibium cation is diprotonated at the pyrimidine nitrogen atoms.

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  • Bifurcated N-H⋯O hydrogen bonds form R(1)(2)(6) ring motifs between the cation and picrate anions.
  • An R(2)(2)(24) graph set is formed via N-H⋯N hydrogen bonds between the benzamidium group and the 4-pyridyl nitrogen.
  • Weak C-H⋯Cg π-ring and π-π intermolecular interactions were observed.

    • Conclusions:

    • The crystal structure of imatinibium dipicrate is stabilized by a network of hydrogen bonds and π-π stacking interactions.
    • These interactions play a significant role in the overall crystal lattice arrangement.
    • Detailed structural insights can inform future drug design and development.