title: Synthesis and biological evaluation of [alpha-(1,5-disubstituted 1H-pyrazol-4-yl)benzyl]azoles, analogues of bifonazole.
abstract: A series of pyrazole analogues of bifonazole, an antifungal drug used in clinical practice, 2a-h and 4a-h were synthesized and tested in vitro against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus, with no significant results. Imidazoles 2a-h were also tested in vivo for antiarrhythmic and antihypertensive activities; two of these compounds showed moderate activity against ventricular fibrillation caused by aconitine in rats. The above compounds were prepared by reaction of phenyl-[5 substituted 1-phenyl (or 1-methyl)-1H-pyrazol-4-yl]methanols with N,N'-carbonyldiimidazole (2a-h) or of the respective chloro derivatives with 1H-1,2,4-triazole (4a-h).
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Genova, Italy. menozzi@unige.it
authors.forename: G
authors.initials: G
authors.lastname: Menozzi
authors.forename: L
authors.initials: L
authors.lastname: Mosti
authors.forename: O
authors.initials: O
authors.lastname: Bruno
authors.forename: E
authors.initials: E
authors.lastname: Lo Presti
authors.forename: C
authors.initials: C
authors.lastname: Musiu
authors.forename: S
authors.initials: S
authors.lastname: Longu
authors.forename: P
authors.initials: P
authors.lastname: La Colla
authors.forename: W
authors.initials: W
authors.lastname: Filippelli
authors.forename: G
authors.initials: G
authors.lastname: Falcone
authors.forename: B
authors.initials: B
authors.lastname: Piucci
mesh_terms: D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis / Q000494:pharmacology; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000959:Antihypertensive Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005658:Fungi / Q000187:drug effects; D015497:HIV-1 / Q000187:drug effects; D006439:Hemodynamics / Q000187:drug effects; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008826:Microbial Sensitivity Tests; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D012475:Salmonella / Q000187:drug effects; D013055:Spectrophotometry, Infrared
chemical_list: D000889:Anti-Arrhythmia Agents; D019380:Anti-HIV Agents; D000935:Antifungal Agents; D000959:Antihypertensive Agents; D000970:Antineoplastic Agents; D007093:Imidazoles; D011720:Pyrazoles; C036596:bifonazole