Compositions and methods for controlling nematodes

Patent metadata

Field	Value
Publication number	US-9642364-B2
Application number	US-201514790726-A
Country	US
Kind code	B2
Filing date	Jul 2, 2015
Priority date	Aug 13, 2007
Publication date	May 9, 2017
Grant date	May 9, 2017

Abstract

Compositions and methods for controlling nematodes are described herein, e.g., nematodes that infest plants or animals. The compounds include oxazoles, oxadiazoles and thiadiazoles.

First claim

What is claimed is:

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.

Assignees

• Monsanto Technology Llc

Inventors

• Williams Deryck J
• Dimmic Matt W
• Haakenson William P
• Wideman Al
• Shortt Barry J
• Cheeseright Tim
• Crawford Michael J

Classifications

• A01N43/82 Primary

  five-membered rings with three ring hetero atoms · CPC title

• A61P33/00

  Antiparasitic agents · CPC title

• A61P33/10

  Anthelmintics · CPC title

• A01N43/72 Primary

  having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms · CPC title

• A01N43/76 Primary

  1,3-Oxazoles; Hydrogenated 1,3-oxazoles · CPC title