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Design, Synthesis and Fungicidal Activity of Novel 2-aryl-thiazole Derivatives Containing Saccharin Motif
A series of novel 2-aryl-thiazole derivatives containing saccharin were designed and synthesized by a facile method, and their structures were characterized by H-1 NMR, C-13 NMR and HMRS. Biological tests indicated that the parts of 2-aryl-thiazole derivatives possess potent fungicidal activities against Sclerotinia sclerotiorum, Botrytis cinerea, and Alternaria altanata. Especially, N-((2-(4-chlorophenyl)thiazol-4-yl)methyl)-4-(1,1-dioxido-3-oxobenzo[d]isothia-zol-2(3H)-yl)butanamide (7 p) displays inhibition rates of 49.2 % and 41.9 % at a concentration of 10 mg/L against S. sclerotiorum and B. cinerea respectively, while 2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)-N-((2-(4-methoxyphenyl)thiazol-4-yl)methyl)acetamide (7 f) shows an inhibition rate of 53.3 % at a concentration of 10 mg/L against A. altanata. Furthermore, the structure-activity relationship was discussed. It suggested that the 2-aryl-thiazole group can be considered as a precursor structure for further design of fungicides.
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Reference:
Thiazole | C3H3NS – PubChem,
,Thiazole | chemical compound | Britannica