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Investigations on fungicides
Author(s) -
CARTER G. A.,
HUPPATZ J. L.,
WAIN R. L.
Publication year - 1976
Publication title -
annals of applied biology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.677
H-Index - 80
eISSN - 1744-7348
pISSN - 0003-4746
DOI - 10.1111/j.1744-7348.1976.tb01776.x
Subject(s) - fungicide , biology , spore germination , antifungal , azole , pyrazole , biological activity , in vivo , in vitro , germination , microbiology and biotechnology , stereochemistry , horticulture , biochemistry , chemistry
SUMMARY A series of pyrazole derivatives, which are structural analogues of the systemic fungicide, carboxin (5,6‐dihydro‐2‐methyl‐i,4‐oxathiin‐3‐carboxani‐lide), have been synthesized and their antifungal properties investigated. 3,5‐dimethylpyrazole‐i‐carboxanilides, although active in vitro and in leaf disk tests, showed no systemic antifungal activity. Certain 3,5‐dimethylpyra‐zole‐4‐carboxanilides, however, and their corresponding 1 ‐methyl derivatives, showed good activity in spore germination tests and high activity against wheat and broad bean rusts in vivo. In several instances, systemic antifungal activity was of the same order as that of carboxin, although generally accompanied by higher levels of phytotoxicity. 1 ‐Phenyl derivatives were essentially inactive. Substitution in the anilide ring by 3‐methyl, 2‐methyl or 3‐chloro groups resulted in enhanced systemic activity, while 4‐chloro, 4‐ethoxy, 2‐nitro and 3,4‐dichloro substituents reduced activity.