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Substituent constants for correlation analysis

C Hansch, S D Rockwell, P Y Jow

    Journal of Medicinal Chemistry
    |February 1, 1977
    PubMed
    Summary
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    Physicochemical constants, including pi, omega, gamma, kappa, and molar refractivity, were measured for aromatic substituents. These values are crucial for medicinal chemists designing new drug molecules.

    Area of Science:

    • Medicinal Chemistry
    • Physical Organic Chemistry

    Background:

    • Understanding substituent effects is vital for drug design.
    • Quantitative structure-activity relationships (QSAR) rely on accurate physicochemical data.

    Purpose of the Study:

    • To measure key physicochemical constants for aromatic substituents.
    • To provide data for medicinal chemists and computational studies.

    Main Methods:

    • Measurement of pi and omega constants.
    • Calculation of Swain and Lupton's gamma and kappa values.
    • Determination of molar refractivity.

    Main Results:

    • New constant values were determined for various aromatic substituents.
    • Calculated gamma and kappa values provide insights into electronic and steric properties.

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  • Molar refractivity data offers information on substituent size and polarizability.

    • Conclusions:

    • The generated data provides a valuable resource for medicinal chemistry.
    • These constants can be used to predict and optimize drug properties.
    • The study enhances the understanding of substituent effects in aromatic systems.