title: Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics.
abstract: Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.
mesh_terms: D000499:Allylamine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use; D000588:Amines / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use; D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology* / Q000627:therapeutic use; D001232:Aspergillus fumigatus / Q000187:drug effects; D002175:Candida / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D004821:Epidermophyton / Q000187:drug effects; D006168:Guinea Pigs; D008864:Microsporum / Q000187:drug effects; D013175:Sporothrix / Q000187:drug effects; D013329:Structure-Activity Relationship; D014005:Tinea / Q000188:drug therapy; D014249:Trichophyton / Q000187:drug effects
chemical_list: D000588:Amines; D000935:Antifungal Agents; D000499:Allylamine; C029178:naftifine