The synthesis of 1-(1H-imidazol-1-yl)-1-(2,4-dichlorophenyl)-2-(2,4-dichlorobenzyloxy) ethane 2 (iso-miconazole) and related derivatives 4-17 was accomplished by reacting methyl α-bromo-2,4-dichlorophenylacetate with imidazole. The resulting esters were reduced with lithium aluminum hydride to the corresponding alcohols, which were treated with 2,4-dichlorobenzyl chloride or analogous arylmethyl halides to afford the title derivatives. Reaction of aminoderivative 17 with 2,5-dimethoxytetrahydrofuran in glacial acetic acid according to the Clauson-Kaas procedure afforded the related pyrrole derivative 18. The triazole analogue 19 of iso-miconazole was also synthesized. Among test derivatives compounds 6 and 7 were active against C. albicans, C. paratropicalis, C. neoformans and T. mentagrophytes with potencies slightly lower than miconazole but superior to that of bifonazole. Various derivatives (6, 7, 10, 11 and 18) were found active against C. neoformans.