A series of N-mono- or N,N-disubstituted [2-(2,4-dichlorophenyl-3-(1,2,4-triazol-1-yl)]propylamines and N-[2-(2,4-dichlorophenyl-3-(1,2,4-triazol-1 -yl)propyl]amides were synthesized and tested for their fungicidal activity in vitro and in vivo against a group of plant pathogenic fungi. Some compounds exhibited a fairly good in vitro activity. The replacement of the ether group of tetraconazole with a secondary or tertiary amino group leads to compounds that maintain the antifungal activity on several phytopathogenic fungi, provided that the substituents are not too bulky or lipophilic. The allyl, propargyl, and cyclopropyl groups appear particularly suitable. Although these compounds have some structural similarities with terbinafine and naftifine, which act as squalene epoxidase inhibitors, they maintain the usual mechanism of action of the other triazoles.
Synthesis and Antifungal Activity of a Series of N-Substituted [2-(2,4-Dichlorophenyl)-3-(1,2,4-triazol-1-yl)]propylamines / A. Arnoldi, S. Dallavalle, L. Merlini, L. Musso, G. Farina, M. Moretti, L. Jayasinghe. - In: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY. - ISSN 0021-8561. - 55:20(2007 Oct 03), pp. 8187-8192.
|Titolo:||Synthesis and Antifungal Activity of a Series of N-Substituted [2-(2,4-Dichlorophenyl)-3-(1,2,4-triazol-1-yl)]propylamines|
|Parole Chiave:||triazole ; ergosterol biosynthesis inhibitors ; fungicide ; synthesis ; tetraconazole|
|Settore Scientifico Disciplinare:||Settore CHIM/10 - Chimica degli Alimenti|
Settore CHIM/06 - Chimica Organica
|Data di pubblicazione:||3-ott-2007|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1021/jf071631g|
|Appare nelle tipologie:||01 - Articolo su periodico|