The synthesis, anti-Candida activity, and quantitative structure-activity relationship (QSAR) studies of a series of 2, 4-dichlorobenzylimidazole derivatives having a phenylpyrrole moiety (related to the antibiotic pyrrolnitrin) in the α-position are reported. A number of substituents on the phenyl ring, ranging from hydrophobic (tert-butyl, phenyl, or 1-pyrrolyl moiety) to basic (NH2), polar (CF3, CN, SCH3, NO2), or hydrogen bond donors and acceptor (OH) groups, ...