Modulators of Clavibacter michiganensis and methods of making and using thereof

Patent metadata

Field	Value
Publication number	US-9896450-B2
Application number	US-201615146224-A
Country	US
Kind code	B2
Filing date	May 4, 2016
Priority date	May 4, 2015
Publication date	Feb 20, 2018
Grant date	Feb 20, 2018

Abstract

The subject matter disclosed herein generally relates to modulators of Clavibacter michiganensis subsp. michiganensis , derivatives thereof, formulations thereof, coated seeds, and methods of using such compounds to treat diseases such as bacterial canker in plants.

First claim

What is claimed is:

1. A seed coated or primed with a compound having Formula I:

wherein
A is —C(O)—NR 3 — or —NR 3 —C(O)—;
n is 0, 1, or 2;

R 1 is an aryl or heteroaryl, optionally substituted with one or more hydroxyl, halogen, alkyl, alkenyl, alkynyl, alkoxyl, alkenyloxyl, amino, aminoalkyl, aminoalkenyl, cycloalkyl, cycloalkenyl, alkylcarboxylate, cycloalkylcarboxylate, alkylcarbonate, cycloalkylcarbonate, amidoalkyl, amidocycloalkyl, aryl or heteroaryl;
R 2 is a C 1-4 alkylene, C 1-4 alkoxylene, or C 3-5 alkenylene, optionally substituted with hydroxyl, halogen, oxo, amino, or C 1-6 alkyl;
R 3 is H or C 1-6 alkyl; and
R 4 is an aryl or heteroaryl, optionally substituted with one or more hydroxyl, halogen, alkyl, alkenyl, alkynyl, alkoxyl, alkenyloxyl, amino, aminoalkyl, aminoalkenyl, cycloalkyl, cycloalkenyl, alkylcarboxylate, cycloalkylcarboxylate, alkylcarbonate, cycloalkylcarbonate, amidoalkyl, amidocycloalkyl, aryl or heteroaryl;
or an agriculturally suitable salt thereof.

2. The seed of claim 1 , wherein the compound is chosen from:

3. A formulation, comprising: the seed of claim 1 and a soil-compatible carrier.

4. The formulation of claim 3 , wherein the soil-compatible carrier is chosen from bran, starch, cellulose, alginate, clay, pectin, carboxy methyl cellulose and mixtures thereof.

5. The seed of claim 1 , wherein the seed is a tomato seed.

6. The seed of claim 1 , wherein the seed is a corn seed, bean seed, potato seed, wheat seed, or alfalfa seed.

7. A compound, wherein the compound is chosen from:

Assignees

• Ohio State Innovation Foundation

Inventors

• Rajashekara Gireesh
• Fuchs James R
• Miller Sally
• Nislow Corey
• Xu Xiulan

Classifications

• A01N43/90

  having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system · CPC title

• A01N25/00

  Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application {, e.g. seed treatment or sequential application}; Substances for reducing the noxious effect of the active ingredients to organisms other than pests · CPC title

• C07D471/06 Primary

  Peri-condensed systems · CPC title

• A01N43/46

  rings with more than six members · CPC title

• A01N43/78

  1,3-Thiazoles; Hydrogenated 1,3-thiazoles · CPC title