WO2001022817A1

WO2001022817A1 - Pyridaben compounds for fungicidal uses

Info

Publication number: WO2001022817A1
Application number: PCT/EP2000/007049
Authority: WO
Inventors: Ypema L. Hendrik; William M. Fletcher; Thomas E. Anderson; Earle Butterfield
Original assignee: BASF Corp
Current assignee: BASF Corp
Priority date: 1999-09-29
Filing date: 2000-07-22
Publication date: 2001-04-05
Anticipated expiration: 2002-03-29
Also published as: AU6697300A; AR025667A1

Abstract

Fungi on growing plants are controlled by administering to a locus of a growing plant in need of fungal control a fungicidal effective amount of a pyridazinone derivative. Most preferably, the pyridazinone derivative is pyridaben.

Description

PYRIDABEN COMPOUNDS FOR FUNGICIDAL USES

Description

The present invention relates to compositions and methods for controlling fungi on growing plants. In particularly preferred forms, the invention is embodied in compositions and methods for controlling powdery mildew on growing plants.

Pyridazinone derivatives, such as those disclosed in U.S. Patent No. 4,877X87 to Taniguchi et al (the entire content of which is expressly incorporated hereinto by reference) are well known insecticides to treat crop plants. It has now been discovered that such pyridazinone derivatives may be usefully employed as fungicides when applied to the locus of growing plants in fungicidally effective amounts.

The most preferred pyridazinone derivative is tert-butylben- zylthio substituted chloropyridazin, specifically 2-tert-bu- tyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one colloquially known as Pyridaben. In this regard, a single application of the pyridazinone derivative will be applied to the locus of growing crop plants in a fungicidally effective amount of between about 0.01 to 5 lbs of active ingredient per acre (lb ai/A), and more preferably between about 0.01 to about 3 lb ai/A, and most preferably between about 0.1 to about 1.5 lb ai/A. Additional applications of these amounts may be required over the course of the growing season, depending on environmental conditions and the presence of disease inoculum.

The fungicidal compositions of this invention may be applied in the form of dusts, granules, solutions, emulsions, wettable powders, flowables and suspensions. Application of the composition is made according to conventional procedure to the locus of the plant in need of the same using the appropriate amount of the compound per acre as mentioned above. According to the present invention the application of the composition to the "locus" of the plant includes application to the plant or parts of the plant or the soil in which the plant is growing.

The compositions are preferably applied to above ground portions of the plants. The application of liquid and particulate compositions to above ground portions of plants may be carried out by conventional methods, for example, boom and hand application, including sprayers or dusters. The compositions may be applied aerially as a spray, if desired. The compositions employed in the practice of the present invention are most preferably used in the form of aqueous solutions that may be applied in a conventional manner, for example, by spraying, atomizing or watering the locus of the plant.

The compositions of this invention may also be applied in conjunction with other ingredients or adjuvants commonly employed in the art. Examples of such ingredients include drift control agents, defoaming agents, preservatives, surfactants, fertilizers, phytotoxicants, herbicides, pesticides, insecticides, fungicides, wetting agents, adherents, nematicides, bacteri- cides, trace elements, synergists, antidotes, mixtures thereof and other such adjuvants well known in the art.

The present invention will be further understood from the following non-limiting Examples.

EXAMPLES

Example 1

Detached leaves of grape (Vitis vinifera L. ) and climbing rose (Rosa sp . ) were disinfected by rinsing for 30 seconds in 1.5% hy- pochlorite solution and rinsed with sterile water four times. The leaves were dried and after 24 hours sprayed with a pyridaben compound (BAS 300 I) dissolved in sterile water to which 0.05% Tween'⁵ adjuvant was added. After 24 hours, the leaves were inoculated by dusting grape powdery mildew ( Sphaerotheca pannosa ) or rose powdery mildew ( Uncinula necator) conidia, respectively, over the leaf surfaces. For grape powdery mildew, the assay was performed in three replications. For rose powdery mildew, the assay was performed in ten replications. Fourteen days later, grape leaves and rose leaflets were evaluated for percent leaf surface area covered by sporulating powdery mildew. The results appear in Table 1 below versus the results for untreated control (UTC) .

Table 1

160 0. 8 1 . 6 1 . 3 2 . 0

320 0 . 5 1 . 0 2 . 7 3 . 9

Example 2

Rooted grape cuttings, variety Carignane, were sprayed to run off in a spray chamber with kresoxim methyl (BAS 490), pyridaben (BAS 300) or combinations of both as noted below in Table 2. After the plants had dried, they were replaced into the greenhouse and then exposed to conidia of U. necator. Disease development was evaluated 19 days after treatment by estimating the percent area of the treated leaves covered with powdery mildew. The values expressed in Table 2 below are the mean of at least three leaves each on five different plants.

Table 2: Control of Grape Powdery Mildew Uncinula necator) in Greenhouse Trials

Treatment Rate (ppm) % Mildew

Untreated 80.0

BAS 490 65 4.2 32 6.4 16 5.6 6.0 15.0

BAS 300 65 6.6 32 6.6 16 3.6

4.4 3.4

BAS 490 + 32 2.2 BAS 300 32

BAS 490 + 16 10.0 BAS 300 16

BAS 490 + 5.0 BAS 300

BAS 490 + 2.6 BAS 300 BAS 490 + 2 13.0 BAS 300 2 Example 3

Detached leaves of grape (vitis vinifera L. ) and climbing rose (Rosa sp . ) were disinfected by rinsing for 30 seconds in 1.5% hy- pochlorite solution and rinsed with sterile water four times. The leaves were dried and after 24 hours sprayed with either one of a concentration range of kresoxim methyl (BAS 490) , pyridaben (BAS 300) or a mixture of both, dissolved in sterile water to which 0.05% Tween 20 spray adjuvant was added. After 24 hours, the leaves were inoculated by dusting grape or rose powdery mildew conidia, respectively, over the leaf surfaces. For grape powdery mildew, the assay was performed in three replications. For rose powdery mildew, the assay was performed in ten replications. Fourteen days later, grape leaves and rose leaflets were evaluated for percent leaf surface area covered by sporulating powdery mildew. In the first tests on rose and grape powdery mildew, pyridaben was applied alone at concentrations between 5 and 320 mg/L. Kresoxim-methyl was tested alone at 5 and 10 mg/L. The mixtures of pyridaben and kresoxim-methyl were tested at 5+5 and 10+10 mg/L. In the second test on rose powdery mildew, kresoxim-methyl was tested at 0.075 and 0.15 mg/L while pyridaben was tested at 5 and 10 mg/L. In a second test with grape powdery mildew, Kresoxim-methyl was applied alone at 0.31, 0.63 and 1.25 mg/L, while the pyridaben was tested again at 5 and 10 mg/L. The results appear in Tables 3A through 3D below.

Table 3A - single and combined effects of BAS 300 and BAS 490 at 5 and 10 mg/L a.i. on infection of rose leaflets by rose powdery mildew ( Sphaerotheca pannosa)

Table 3B - single and combined effects of BAS 300 at 5 and 10 mg/L, and BAS 490 at 0.075 and 0.15 mg/L a.i. on infection of rose leaflets by rose powdery mildew (Sphaerotheca pannosa)

Compound Rate (mg/L % inhibition Expected adObserved ina.i.) vs . UTC ditive inhibition (%) hibition (%) BAS 300 5 55.9

BAS 490 0.075 65.3 84.7 92.2

BAS 300 5 55.9

BAS 490 0.15 86.1 93.9 82.7

BAS 300 10 84.5

BAS 490 0.075 65.3 94.6 95.2

BAS 300 10 84.5

BAS 490 0.15 86.1 95.6 98.3

Table 3C - single and combined effects of BAS 300 and BAS 490 at 5 and 10 mg/L a.i. on infection of grape leaves by grape powdery mildew ( Uncinula neca tor)

Table 3D - single and combined effects of BAS 300 at 5 and 10 mg/L, and BAS 490 at 0.31, 0.63 and 1.25 mg/L a.i. on infection of grape leaves by grape powdery mildew ( Uncinula necator)

Example 4

Field trials were conducted on grape plants, variety Carignane, using the applications of pyridaben (BAS 300) noted below in Table 4. Six applications of pyridaben were made at intervals of 14 days and a water volume of 1,000 1/ha.

Table 4: Control of Grape Powdery Mildew ( Uncinula necator) in Field Trials with Pyridaben

- % Mildew

Treatment Rate Leaves Clusters (g ai/ha)

Untreated 68.3 97.7

BAS 300 112 35.0 71.7 BAS 300 370 21.7 74.3

While the invention has been described in connection with what is presently considered to be the most practical and preferred embodiment, it is to be understood that the invention is not to be limited to the disclosed embodiment, but on the contrary, is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims.

Claims

WHAT IS CLAIMED IS:

1. A method of controlling fungi on growing plants comprising applying to a locus of a growing plant in need of fungal control a fungicidal effective amount of a pyridazinone derivative.

2. The method of claim 1, wherein the pyridazinone derivative is pyridaben.

3. The method of ciaim 2, wherein the pyridaben is administered at an amount between about 0.01 to about 3 lb. a.i. /A.

4. The method of claim 2, wherein the pyridaben is administered at an amount between about 0.1 to about 1.5 lb. a.i. /A.

5. The method of claim 2, wherein the pyridaben is administered at an amount between about 0.01 to about 5 lb. a.i. /A.