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Related Experiment Video

Updated: May 21, 2026

Curcuminoid-Mediated Antimicrobial Photodynamic Therapy on a Murine Model of Oral Candidiasis
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Published on: October 27, 2023

Cinnarizinium picrate.

Yanxi Song, C S Chidan Kumar, G B Nethravathi

    Acta Crystallographica. Section E, Structure Reports Online
    |June 22, 2012
    PubMed
    Summary

    The crystal structure of a cinnarizinium picrate salt reveals protonation on a piperazine nitrogen atom. This leads to a distorted chair conformation and bifurcated hydrogen bonds in the crystal lattice.

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Supramolecular Chemistry

    Background:

    • Cinnarizinium compounds are known for their antihistamine and calcium channel blocking properties.
    • Understanding the solid-state structure of drug molecules is crucial for predicting their behavior and optimizing formulations.

    Purpose of the Study:

    • To elucidate the crystal structure of the title salt: 4-diphenyl-methyl-1-[(E)-3-phenyl-prop-2-en-1-yl]piperazin-1-ium 2,4,6-trinitro-pheno-late.
    • To investigate the protonation site and conformational preferences of the cinnarizinium cation.
    • To analyze the intermolecular interactions within the crystal lattice.

    Main Methods:

    • Single-crystal X-ray diffraction analysis was performed on the title salt.
    • The crystal structure was solved and refined to determine atomic positions and bonding.

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    Main Results:

    • The systematic name of the title salt is 4-diphenyl-methyl-1-[(E)-3-phenyl-prop-2-en-1-yl]piperazin-1-ium 2,4,6-trinitro-pheno-late (C(26)H(29)N(2)(+)·C(6)H(2)N(3)O(7)(-)).
    • The cinnarizinium cation is protonated at the piperazine nitrogen atom attached to the styrenylmethyl group.
    • The piperazine ring adopts a distorted chair conformation.
    • Bifurcated N-H⋯(O,O) hydrogen bonds were observed, linking the cation and anion into two-ion aggregates.

    Conclusions:

    • The study provides detailed crystallographic data for a cinnarizinium picrate salt.
    • The observed protonation and conformation offer insights into the solid-state behavior of cinnarizinium derivatives.
    • The hydrogen bonding network highlights supramolecular assembly principles in ionic organic salts.