Synthesis and antifungal activity of new N-(1-phenyl-4-carbetoxypyrazol-5-yl)-, N-(indazol-3-yl)- and N-(indazol-5-yl)-2-iodobenzamides.
N-(1-Phenyl-4-carbetoxypyrazol-5-yl)-, N-(indazol-3-yl)- and N-(indazol-5-yl)-2-iodobenzamides 6, with a Benodanil-like structure, were synthesized by refluxing in acetic acid the corresponding benzotriazinones 5 with potassium iodide for 1 h in order to study the role on the antifungal activity of the N-substitution with an aromatic heterocyclic system on benzamide moiety. Among the tested iododerivatives, compounds 6d,f,g,h possess interesting activities toward some phytopathogenic fungal strains.
Raffa
Demetrio
D
Dipartimento di Chimica e Tecnologie Farmaceutiche, Università degli Studi di Palermo, Italy. demraffa@unipa.it
Daidone
Giuseppe
G
Plescia
Fabiana
F
Schillaci
Domenico
D
Maggio
Benedetta
B
Torta
Livio
L
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001549:Benzamides / Q000138:chemical synthesis* / Q000494:pharmacology*; D015169:Colony Count, Microbial; D005658:Fungi / Q000187:drug effects / Q000254:growth & development; D007191:Indazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared
D000935:Antifungal Agents; D001549:Benzamides; D007191:Indazoles; D011720:Pyrazoles; C031280:pyrazole