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Bacterial pathogens depend on precise and efficient DNA replication to sustain infection. Two type II topoisomerases—DNA gyrase and topoisomerase IV—are critical to this process, as they resolve DNA supercoiling and unlink chromosomes during replication. Fluoroquinolones, synthetic derivatives of quinolones, exploit this mechanism by stabilizing the transient DNA–enzyme cleavage complex, preventing strand religation, and causing lethal double-strand breaks. These antibiotics are selectively...
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Related Experiment Video

Updated: May 21, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
11:51

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

2-Chloro-quinazolin-4(3H)-one.

Dong-Lei Cao, Fan-Yong Yan, Meng Wang

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

    This study details the crystal structure of a chloroquinazoline derivative, C(8)H(5)ClN(2)O. Molecular analysis reveals a planar quinazoline system stabilized by intermolecular hydrogen bonds.

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Molecular Structure

    Background:

    • Quinazoline derivatives are important scaffolds in medicinal chemistry.
    • Understanding the solid-state structure provides insights into molecular interactions.

    Purpose of the Study:

    • To determine and analyze the crystal structure of the title compound, C(8)H(5)ClN(2)O.
    • To investigate the intermolecular interactions governing crystal packing.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to obtain the crystal structure.
    • Analysis of bond lengths, bond angles, and deviations from planarity.

    Main Results:

    • The quinazoline system in C(8)H(5)ClN(2)O exhibits near-planarity, with a maximum deviation of 0.034(2) Å.

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  • Intermolecular hydrogen bonding, including classical N-H⋯O and non-classical C-H⋯N interactions, was identified.

    • Conclusions:

    • The crystal structure of C(8)H(5)ClN(2)O is characterized by a planar quinazoline core.
    • Hydrogen bonding plays a crucial role in the self-assembly and stabilization of the crystal lattice.