Compositions and methods for controlling nematodes
Compositions and methods for controlling nematodes are described herein, e.g., nematodes that infest plants or animals. The compounds include oxazoles, oxadiazoles and thiadiazoles.
1. A nematicidal composition comprising:
an effective amount of a compound of Formula IV, Formula V, or a salt thereof
wherein,
A is phenyl, pyrazyl, oxazolyl or isoxazolyl, each of which can be optionally independently substituted with one or more substituents selected from the group consisting of halogen, CF 3 , CH 3 , OCF 3 , OCH 3 , CN, and C(H)O; and
C is thienyl, furanyl, oxazolyl or isoxazolyl, each of which can be optionally independently substituted with one or more substituents selected from the group consisting of fluorine, chlorine, CH 3 , and OCF 3 ; and
one or more of an insecticide, a fungicide, a herbicide, or another pesticide selected from the group consisting of an avermectin, milbemycin, imidacloprid, aldicarb, oxamyl, fenamiphos, fosthiazate, metam sodium, etridiazole, penta-chloro-nitrobenzene (PCNB), flutolanil, metalaxyl, mefonoxam, fosetyl-al, silthiofam, fludioxonil, myclobutanil, azoxystrobin, chlorothalonil, propiconazole, tebuconazole, pyraclostrobin, trifloxysulfuron, glyphosate, and halosulfuron.
2. The composition of claim 1 wherein A is phenyl.
3. The composition of claim 1 wherein A is pyrazyl.
4. The composition of claim 1 wherein A is oxazolyl.
5. The composition of claim 1 wherein A is isoxazolyl.
6. The composition of claim 1 wherein C is thienyl.
7. The composition of claim 1 wherein C is furanyl.
8. The composition of claim 1 wherein C is oxazolyl.
9. The composition of claim 1 wherein C is isoxazolyl.
10. The composition of claim 1 comprising a compound of Formula IVa or a salt thereof,
wherein R 1 and R 5 are independently selected from hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ;
R 2 and R 4 are independently selected from hydrogen, F, Cl, Br, and CF 3 ;
R 3 is selected from hydrogen, CH 3 , CF 3 , F, Cl, Br, OCF 3 , OCH 3 , CN, and C(H)O;
R 7 and R 8 are independently selected from hydrogen and fluorine;
R 9 is selected from hydrogen, F, Cl, CH 3 , and OCF 3 ; and
E is O or S.
11. The composition of claim 1 comprising a compound of Formula IVb or a salt thereof,
wherein R 1 and R 5 are independently selected from hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ;
R 2 and R 4 are independently selected from hydrogen, F, Cl, Br, and CF 3 ;
R 3 is selected from hydrogen, CH 3 , CF 3 , F, Cl, Br, OCF 3 , OCH 3 , CN, and C(H)O;
R 8 is selected from hydrogen and fluorine;
R 6 and R 9 are independently selected from hydrogen, F, Cl, CH 3 , and OCF 3 ; and
E is O or S.
12. The composition of claim 1 comprising a compound of Formula Va or a salt thereof,
wherein, R 1 and R 5 are independently selected from hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ;
R 2 and R 4 are independently selected from hydrogen, F, Cl, Br, and CF 3 ;
R 3 is selected from hydrogen, CH 3 , CF 3 , F, Cl, Br, OCF 3 , OCH 3 , CN, and C(H)O;
R 7 and R 8 are independently selected from hydrogen and fluorine;
R 9 is selected from hydrogen, F, Cl, CH 3 , and OCF 3 ;
and E is O or S.
13. The composition of claim 1 comprising a compound of Formula Vb or a salt thereof,
wherein R 1 and R 5 are independently selected from hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ;
R 2 and R 4 are independently selected from hydrogen, F, Cl, Br, and CF 3 ;
R 3 is selected from hydrogen, CH 3 , CF 3 , F, Cl, Br, OCF 3 , OCH 3 , CN, and C(H)O;
R 8 is selected from hydrogen and fluorine;
R 6 and R 9 are independently selected from hydrogen, F, Cl, CH 3 , and OCF 3 ; and
E is O or S.
14. The composition of claim 10 wherein E is O.
15. The composition of claim 10 wherein E is S.
16. The composition of claim 1 comprising a compound selected from the group consisting of:
3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole,
5-(furan-2-yl)-3-phenyl-1,2,4-oxadiazole,
3-(4-fluorophenyl)-5-(thiophen-2-yl)-1,2,4-oxadiazole,
3-(4-fluorophenyl)-5-(furan-2-yl)-1,2,4-oxadiazole,
3-(4-chlorophenyl)-5-(thiophen-2-yl)-1,2,4-oxadiazole,
3-(4-chlorophenyl)-5-(furan-2-yl)-1,2,4-oxadiazole,
3-(4-bromophenyl)-5-(thiophen-2-yl)-1,2,4-oxadiazole,
3-(4-bromophenyl)-5-(furan-2-yl)-1,2,4-oxadiazole,
3-(4-chloro-2-methylphenyl)-5-(furan-2-yl)-1,2,4-oxadiazole,
3-(2,4-dichlorophenyl)-5-(furan-2-yl)-1,2,4-oxadiazole,
3-(4-chlorophenyl)-5-(thiophen-3-yl)-1,2,4-oxadiazole,
3-(4-chlorophenyl)-5-(furan-3-yl)-1,2,4-oxadiazole,
3-(4-fluorophenyl)-5-(thiophen-3-yl)-1,2,4-oxadiazole, and
3-(4-fluorophenyl)-5-(furan-3-yl)-1,2,4-oxadiazole.
17. The composition of claim 16 comprising 3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole.
18. The composition of claim 1 further comprising water.
19. The composition of claim 1 in the form of a concentrate.
20. The composition of claim 1 further comprising a solvent in which the compound of Formula IV, Formula V, or a salt thereof is dissolved.
21. The composition of claim 20 further comprising a co-solvent.
22. The composition of claim 21 wherein the co-solvent is selected from the group consisting of ethyl lactate, methyl soyate, isopropanol, acetone, 1,2-propanediol, n-alkylpyrrolidone, petroleum-based oil and mineral oil.
23. The composition of claim 1 further comprising an aqueous surfactant.
24. The composition of claim 1 further comprising a permeation enhancer.
25. The composition of claim 16 comprising 5-(furan-2-yl)-3-phenyl-1,2,4-oxadiazole.