title: New alpha-aryl-beta,N-imidzolylethyl benzyl and naphthylmethyl ethers with antimycotic and antibacterial activity.
abstract: A new series of alpha-aryl-beta,N-imidazolylethyl benzyl and naphthylmethyl ethers was synthesized and tested for antimycotic and antimicrobial activity. All compounds showed antifungal activity; most of them were also active against gram-positive bacteria, whereas no activity was detected against gram-negative bacteria. Structure-activity relationships are discussed. The alpha-(2,4-dichlorophenyl)-beta,N-imidazolylethyl 4-phenylthiobenzyl ether nitrate (8), which showed good skin tolerability and in vivo antimycotic activity comparable with or better than 1-[2,4-dichloro-beta-(2,4-dichlorobenzyloxy)phenethyl]imidazole (miconazole) and 1-(alpha-(o-chlorophenyl)benzhydryl]imidazole (clotrimazole), was selected for further researches.
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001593:Benzyl Compounds / Q000494:pharmacology; D004361:Drug Tolerance; D006168:Guinea Pigs; D007093:Imidazoles / Q000494:pharmacology*; D008825:Miconazole / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D009281:Naphthalenes / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001593:Benzyl Compounds; D007093:Imidazoles; D009281:Naphthalenes; D008825:Miconazole