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 method for control of plant parasitic nematodes, the method comprising administering to a plant, a seed, or soil a composition comprising an effective amount of a compound of Formula I, Formula II, or a salt thereof,
wherein,
A is phenyl or pyrazyl, 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;
B is C(H) or C(CH 3 ); and
C is 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 .
2. The method of claim 1 wherein A is phenyl.
3. The method of claim 1 wherein B is C(H).
4. The method of claim 1 wherein C is furanyl.
5. The method of claim 1 wherein the composition comprises a compound of Formula Ia or a salt thereof,
wherein,
R 1 and R 5 are independently selected from the group consisting of hydrogen, CH 3 , F, Cl, Br, CF 3 , and OCF 3 R 2 and R 4 are independently selected from the group consisting of 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 the group consisting of hydrogen and fluorine;
R 9 is selected from the group consisting of hydrogen, F, Cl, CH 3 , and OCF 3 ;
B is C(H) or C(CH 3 ); and
E is O.
6. The method of claim 1 wherein the composition comprises a compound of Formula Ib or a salt thereof,
wherein,
R 1 and R 5 are independently selected from the group consisting of hydrogen, CH 3 , F, Cl, Br, CF 3 , and OCF 3 ;
R 2 and R 4 are independently selected from the group consisting of hydrogen, F, Cl, Br, and CF 3 ;
R 3 is selected from the group consisting of hydrogen, CH 3 , CF 3 , F, Cl, Br, OCF 3 , OCH 3 , CN, and C(H)O;
R 8 is selected from the group consisting of hydrogen and fluorine;
R 6 and R 9 are independently selected from the group consisting of hydrogen, F, Cl, CH 3 , and OCF 3 ;
B is C(H) or C(CH 3 ); and
E is O.
7. The method of claim 1 wherein the composition comprises a compound of Formula IIa or a salt thereof,
wherein,
R 1 and R 5 are independently selected from the group consisting of hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ; R 2 and R 4 are independently selected from the group consisting of hydrogen, F, Cl, Br, and CF 3 ;
R 3 is selected from the group consisting of 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 the group consisting of hydrogen and F;
R 9 is selected from the group consisting of hydrogen, F, Cl, CH 3 , and OCF 3 ;
B is C(H) or C(CH 3 ); and
E is O.
8. The method of claim 1 wherein the composition comprises a compound of Formula IIb or a salt thereof,
wherein,
R 1 and R 5 are independently selected from the group consisting of hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ;
R 2 and R 4 are independently selected from the group consisting of hydrogen, F, Cl, Br and CF 3 ;
R 3 is selected from the group consisting of hydrogen, CH 3 , CF 3 , F, Cl, Br, OCF 3 , OCH 3 , CN and C(H)O;
R 8 is selected from the group consisting of hydrogen and fluorine;
R 6 and R 9 are independently selected from the group consisting of hydrogen, F, Cl, CH 3 and OCF 3 ;
B is C(H) or C(CH 3 ); and
E is O.
9. The method of claim 1 wherein the composition comprises a surfactant.
10. The method of claim 1 wherein the composition comprises a co-solvent.
11. The method of claim 1 wherein the composition comprises one or more of an insecticide, a fungicide, a herbicide, or another pesticide.
12. The method of claim 11 wherein the composition comprises an insecticide, fungicide, herbicide, or pesticide selected from the group consisting of avermectin, ivermectin, milbemycin, imidacloprid, aldicarb, oxamyl, fenamiphos, fosthiazate, metam sodium, etridiazole, penta-chloro-nitrobenzene (PCNB), flutolanil, metalaxyl, mefenoxam, fosetyl-al, silthiofam, fludioxonil, myclobutanil, azoxystrobin, chlorothalonil, propiconazole, tebuconazole, pyraclostrobin, trifloxysulfuron, glyphosate and halosulfuron.
13. The method of claim 1 wherein the plant parasitic nemoatodes are selected from the group consisting of: M. incognita, H. glycines, B. longicaudatus, H. contortus, A. suum , and B. malayi , or wherein the plant parasitic nematode is a nematode of one of the following genera: Pratylenchus, Heterodera, Globodera, Meloidogyne, Rotylenchulus, Hoplolaimus, Belonolaimus, Longidorus, Paratrichodorus, Ditylenchus, Xiphinema, Helicotylenchus, Radopholus, Hirschmanniella, Tylenchorhynchus , and Trichodorus.
14. The method of claim 1 wherein the composition is administered to a seed.
15. The method of claim 1 wherein the compound is selected from the group consisting of:
5-(4-fluorophenyl)-2-(furan-2-yl)oxazole; and
5-(4-chlorophenyl)-2-(furan-3-yl)oxazole.
16. The method of claim 5 wherein the composition is administered to a seed.
17. The method of claim 6 wherein the composition is administered to a seed.
18. The method of claim 7 wherein the composition is administered to a seed.
19. The method of claim 8 wherein the composition is administered to a seed.
20. The method of claim 15 wherein the composition is administered to a seed.