A new class of antifungal agents. Synthesis and antimycotic activity of disubstituted N-azolylamines.
In this study we extended our exploration of the N-azolylamine moiety for its antifungal activity. We prepared a number of N-azolylamino derivatives. The synthetic sequence includes the preparation of aminoazole Schiff bases, and the reduction and the alkylation of the corresponding secondary amines. The title compounds were evaluated in vitro against several pathogenic fungi responsible for human disease. The most potent antimicrobial compound was the N-(biphenyl-4-yl)methyl-N-(2,4-dichlorophenyl)methyl-1H-imidazol-l-yl amine (21), which was found to be active against yeasts and dermatophytes; its potency and selectivity were comparable to those of miconazole.
Castellano
S
S
Dipartimento di Scienze Farmaceutiche, Università di Trieste, Italy.
Stefancich
G
G
Musiu
C
C
La Colla
P
P
D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001393:Azoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects*; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009181:Mycoses / Q000382:microbiology; D013329:Structure-Activity Relationship; D015003:Yeasts / Q000187:drug effects
D000588:Amines; D000935:Antifungal Agents; D001393:Azoles