Synthesis and in vitro antifungal activity of 1-amino-3,4-dialkylnaphthalene-2-carbonitriles and their analogues.
Twenty-four 3- and/or 4-alkyl-substituted 1-aminonaphthalene-2-carbonitriles and their analogues were prepared and evaluated for growth-inhibiting activity against four phytopathogenic fungi: Fusarium culmorum, Alternaria brassicicola, Botrytis cinerea and Penicillium expansum. The results obtained were compared with the activity of a commercial fungicide. The highest fungistatic activity was revealed by amino nitriles having hydrogen atoms or only one short alkyl group (CH3, C2H5) at the 3- or 4-position of the naphthalene system. The minimum values of calculated EC50 and EC95 indexes were 1.1 and 5.1 mg litre-1, respectively. These values were considerably lower than those for the reference fungicide.
Wilamowski
J
J
Department of Organic Chemistry, Jagiellonian University, Ingardena 3, PL-30-060 Kraków, Poland.
Kulig
E
E
Sepioł
J J
JJ
Burgieł
Z J
ZJ
D001673:Biodegradation, Environmental; D005659:Fungicides, Industrial / Q000138:chemical synthesis / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D003904:Mitosporic Fungi / Q000187:drug effects*; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D005659:Fungicides, Industrial; D009281:Naphthalenes