3,5-disubstituted-4,5-dihydro-1,2,4-oxadiazoles and compositions and methods for controlling nematode pests
AssigneeMonsanto Technology LLC
InventorsUrszula J. Slomczynska, William P. Haakenson
Life of this patent
Estimating the term…
Abstract
Provided herein are new 3,5-disubstituted-4,5-dihydro-1,2,4-oxadiazoles that exhibit nematicidal activity and are useful, for example, in compositions and methods for the control of unwanted nematodes.
Claims39
A compound of Formula I, Formula II, or a salt thereof,
- wherein A is selected from the group consisting of phenyl, pyridyl, pyrazyl, oxazolyl and isoxazolyl, each of which can be optionally independently substituted with one or more substituents selected from the group consisting of halogen, CF3, CH3, OCF3, OCH3, CN, and C(H)O;
- and
- C is selected from the group consisting of thienyl, furanyl, oxazolyl, isoxazolyl, pyrrolyl, and pyrrolidinyl, each of which can be optionally independently substituted with one or more substituents selected from the group consisting of alkyl, alkoxy, cycloalkyl, haloalkyl, haloalkoxy, heterocyclyl, and halogen.
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9-10. (canceled)
12-13. (canceled)
15-22. (canceled)
24-25. (canceled)
27-28. (canceled)
30-36. (canceled)
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A compound selected from the group consisting of:
- 3-phenyl-5-(thiophen-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 5-(furan-2-yl)-3-phenyl-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-chlorophenyl)-5-(furan-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-chloro-2-methylphenyl)-5-(furan-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-fluorophenyl)-5-(thiophen-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-chlorophenyl)-5-(thiophen-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-bromophenyl)-5-(thiophen-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-bromophenyl)-5-(furan-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(2,4-dichlorophenyl)-5-(furan-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-bromophenyl)-5-(furan-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(2,4-difluorophenyl)-5-(thiophen-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-chlorophenyl)-5-(thiophen-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-chlorophenyl)-5-(furan-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-fluorophenyl)-5-(thiophen-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-fluorophenyl)-5-(furan-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(4-fluorophenyl)-5-(furan-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 5-phenyl-3-(1H-pyrrol-1-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 3-(thiophen-2-yl)-5-(p-tolyl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 5-(3-chlorophenyl)-3-(thiophen-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 5-(4-chloro-2-methylphenyl)-3-(furan-2-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- 5-phenyl-3-(thiophen-3-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof;
- and
- 3-phenyl-5-(1H-pyrrol-1-yl)-4,5-dihydro-1,2,4-oxadiazole, or a salt thereof.
42-43. (canceled)
48-50. (canceled)
The nematicidal composition of claim 48 wherein the biological control agent is a plant growth activator or plant defense agent selected from the group consisting of harpin, Reynoutria sachalinensis, jasmonate, lipochitooligosaccharides, and isoflavones.
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Dependencies are inferred from the claim text.