IP Library › Granted Patent US 9,125,406
Granted Patent B2
US 9,125,406 · App. 13/734,418 · Granted Sep 8, 2015

Methods and compositions for control of cabbage looper,

Inventors: Erika Plettner (Burnaby, CA); Murray Bruce Isman (Vancouver, CA)
Assignees: Simon Fraser University; The University of British Columbia
A01N31/16A01N43/12C07C39/08C07D307/79
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Quick Facts
Patent No.
US 9,125,406
App. No.
13/734,418
Granted
Sep 8, 2015
Kind
B2
Abstract

The invention provides in part dialkoxybenzene compounds for controlling infestation by a Trichoplusia ni , and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; except that when R2 is at position 2, R3 if present is at position 3, and when R2 is at position 3, R3 if present is at positions 2 or 4, and when R2 is at position 4, R3 if present is at position 2, and when R2 is at position 4 and R3, if present, has reacted with an OH group at position 1 in a Markovnikov sense, then R3 becomes R4, a dihydrofuran.

Claims (27)

1. A method for controlling infestation by a Trichoplusia ni comprising applying an effective amount of a compound of Formula I:

wherein

R1 is methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and

R2 is H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl,

to a site of interest whereby the Trichoplusia ni infestation is controlled.

2. The method of claim 1 wherein the controlling is selected from the group consisting of one or more of oviposition deterrence, feeding deterrence, oviposition stimulation, and feeding stimulation.

3. The method of claim 1 wherein the compound of Formula I is an oviposition deterrent.

4. The method of claim 3 wherein the compound of Formula I is selected from the group consisting of one or more of 1-butoxy-4-alkoxybenzene, wherein the 4-alkoxy groups are methoxy, ethoxy, propoxy, or isopentyloxy; 1-ethoxy-4-alkoxybenzene, wherein the 4-alkoxy groups are methoxy, ethoxy, propoxy, or isopentyloxy; and 1,4-diethoxybenzene.

5. The method of claim 1 wherein the compound of Formula I is a feeding deterrent.

6. The method of claim 5 wherein the compound of Formula I is selected from the group consisting of one or more of 1-methoxy-4-alkoxybenzene, wherein the 4-alkoxy groups are methoxy, ethoxy, propoxy, or isopentyloxy; 1,4-diethoxybenzene; 1-butoxy-4-alkoxybenzene, wherein the 4-alkoxy groups are methoxy, ethoxy, propoxy, butoxy, or isopentyloxy; 1-ethoxy-4-alkoxybenzene, wherein the 4-alkoxy groups are methoxy, ethoxy, propoxy, or isopentyloxy; l-isopentyloxy-4-alkoxybenzene, wherein the 4-alkoxy groups are methoxy, ethoxy, propoxy, or isopentyloxy; l-allyloxy-4-alkoxybenzene, wherein the 4-alkoxy groups are methoxy, ethoxy, or propoxy; 1-allyloxy-4-propoxybenzene; and 1-ethoxy-4-propoxybenzene.

7. The method of claim 1 wherein the compound of Formula I is an oviposition stimulant.

8. The method of claim 7 wherein the compound of Formula I is 1-allyloxy-4-isopentoxybenzene.

9. The method of claim 1 wherein the compound of Formula I is a feeding stimulant.

10. The method of claim 9 wherein the compound of Formula I is selected from the group consisting of one or more of 1-hydroxy-4-methoxybenzene, and 1-hydroxy-4-propoxybenzene.

11. The method of claim 1 wherein the compound of Formula I is non-toxic.

12. The method of claim 1 wherein two or more compounds of Formula I are applied simultaneously or sequentially.

13. The method of claim 1 wherein the compound of Formula I is applied in combination with another compound or treatment.

14. The method of claim 13 wherein the other compound is selected from one or more of the group consisting of an oviposition deterrent, an oviposition stimulant, a feeding deterrent, a feeding stimulant, an attractant, and a toxicant.

15. The method of claim 1 wherein the the T. ni is a larva or an adult.

16. The method of claim 1 wherein the site of interest comprises a plant or part thereof and wherein the plant is a plant within the host range of Trichoplusia ni.

17. The method of claim 1 wherein the compound of Formula I is provided in a formulation selected from one or more of the group consisting of a spray, aerosol, solid, or liquid.

18. A method of protecting a plant from infestation by a Trichoplusia ni comprising applying an effective amount of a compound of Formula I:

wherein

R1 is methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and

R2 is H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl,

to the plant or part thereof, wherein the plant is a plant within the host range of Trichoplusia ni , whereby the Trichoplusia ni infestation is controlled.

19. The method of claim 1 wherein the site of interest does not contain grass.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2015
From: ISMAN, MURRAY BRUCE
To: THE UNIVERSITY OF BRITISH COLUMBIA
Reel/Frame 036208/0933 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2015
From: PLETTNER, ERIKA
To: SIMON FRASER UNIVERSITY
Reel/Frame 036208/0991 →
CORRECTIVE ASSIGNMENT TO ADD THE SECOND ASSIGNEE PREVIOUSLY RECORDED AT REEL: 035240 FRAME: 0063. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded May 6, 2015
From: ISMAN, MURRAY BRUCE; PLETTNER, ERIKA
To: SIMON FRASER UNIVERSITY; UNIVERSITY OF BRITISH COLUMBIA
Reel/Frame 035608/0808 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2015
From: ISMAN, MURRAY BRUCE; PLETTNER, ERIKA
To: SIMON FRASER UNIVERSITY
Reel/Frame 035240/0063 →
Continuity (3)
Continuation In Part 12622421 · Nov 19, 2009
Provisional Application 61116235 · Nov 19, 2008
Related Publication 20130131185A1 · May 23, 2013