Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – N-c doai
Reexamination Certificate
1998-08-12
2001-05-08
Robinson, Allen J. (Department: 1617)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
N-c doai
C514S478000, C514S491000, C514S528000
Reexamination Certificate
active
06228883
ABSTRACT:
FIELD OF THE INVENTION
This invention relates to a method for controlling fungus diseases in plants by applying to the seed or tuber a fungicidally effective amount of a 2-alkoxyiminoacetamide compound such as cymoxanil, optionally in admixture with one or more of an alkylene bis-dithiocarbamate complex salt such as mancozeb, and a thiophanate compound such as thiophanate-methyl. This invention also relates to a fungicidal composition comprising, in a fungicidally effective aggregate amount, a 2-alkoxyiminoacetamide compound, an alkylene bis-dithiocarbamate complex salt, and a thiophanate compound.
BACKGROUND OF THE INVENTION
Late Blight is the devastating disease that affected the Irish potato crop over 150 years ago Today, however, the Late Blight fungus,
Phytophthora infestans
, is much different than its ancestors. New strains of
P. infestans
have evolved that are fungicide resistant and which are more aggressive with respect to pathogenicity on the potato tuber. As a result, the disease can now be introduced into potato fields by means of infected seed tubers more efficiently than in the past.
It is the purpose of this invention to provide a novel method for combatting plant fungi, particularly phytopathogenic fungi such as
Phytophthora infestans
. It is a purpose to provide a novel fungicidal composition useful for combatting plant fungi, particularly phytophogenic fungi such as
Phytophthora infestans.
SUMMARY OF THE INVENTION
This invention relates to a method for combatting plant fungi in a plant, which comprises applying to the seeds or tubers of the plant, a fungicidally effective amount of:
a) a 2-alkoxyiminoacetamide compound of the formula:
wherein R is methyl or ethyl and R
1
hydrogen, C
1
-C
4
alkyl or allyl, preferably, C
1
-C
4
alkyl, more preferably, methyl or ethyl; or
b) the 2-alkoxyiminoacetamide compound in admixture with one or more compounds selected from the group consisting of:
i) an alkylene bis-dithiocarbamate complex salt of the formula:
wherein R
4
and R
5
are each, independently, hydrogen or C
1
-C
6
alkyl, preferably, hydrogen or C
1
-C
4
alkyl, more preferably, hydrogen, methyl or ethyl; Q is Zn, Fe, or Cu, preferably, Zn; and the ratio of x to y is from about 3:1 to about 100:1, preferably, about 5:1 to about 20:1, more preferably, about 6:1 to about 10:1.
and
ii) a thiophanate compound of the formula:
wherein R
2
and R
3
are each, independently, C
1
-C
6
alkyl, preferably, C
1
-C
4
alkyl, more preferably, methyl or ethyl.
This invention further relates to a fungicidal composition comprising:
a) a 2-alkoxyiminoacetamide compound of the formula:
wherein R is methyl or ethyl and R
1
hydrogen, C
1
-C
4
alkyl or allyl, preferably, C
1
-C
4
alkyl, more preferably, methyl or ethyl;
b) an alkylene bis-dithiocarbamate complex salt of the formula:
wherein R
4
and R
5
are each, independently, hydrogen or C
1
-C
6
alkyl, preferably, hydrogen or C
1
-C
4
alkyl, more preferably, hydrogen, methyl or ethyl; Q is Zn, Fe, or Cu, preferably, Zn; and the ratio of x to y is from about 3:1 to about 100:1, preferably, about 5:1 to about 20:1, more preferably, about 6:1 to about 10:1; and
c) a thiophanate compound of the formula:
wherein R
2
and R
3
are each, independently, C
1
-C
6
alkyl, preferably, C
1
-C
4
alkyl, more preferably, methyl or ethyl,
in an effective aggregate amount.
DESCRIPTION OF THE INVENTION
The 2-alkoxyiminoacetamide compounds, alkylene bis-dithiocarbamate complex salts, and thiophanate compounds useful in the method and composition of this invention, are known in the art, as are methods for their preparation. See, e.g., U.S. Pat. Nos. 3,957,847; 3,379,610; and 5,571,443, respectively.
The method and composition of this invention are particularly suitable for use against
Phytophthora infestans
on or in potato plants and tubers.
The composition of this invention and the compounds useful in the method of this invention can be formulated in conventional ways. Examples of useful formulations include slurries, solid seed coatings, soaks, dusts on the surface of the seed or tuber, solutions, suspensions, emulsions, wettable powders, emulsifiable concentrates, and the like. The formulations, in general, comprise about 1% to 99% by weight of active ingredient. The formulations can additionally comprise additional additives such as surfactants, solid or liquid diluents, pigments, thickeners, and the like. The method of application of the formulations to the seeds or tubers can vary depending, e.g., on the compounds and/or the formulation used.
In general, the seed or tuber should be treated with about 50 to about 1200 ppm, preferably between about 300 to about 900 ppm, most preferably, about 700 ppm, per 100 pounds (“cwt”) of seed or tuber, of the composition of this invention or of the compounds useful in the method of this invention.
This invention preferably relates to a method for combatting plant fungi in a plant, which comprises applying to the seeds or tubers of the plant, an effective amount of a fungicidal composition comprising a fungicidally effective amount of:
a) cymoxanil; or
b) cymoxanil in admixture with one or more of the group consisting of mancozeb and thiophanate-methyl.
This invention further preferably relates to a fungicidal composition comprising cymoxanil, mancozeb and thiophanate-methyl, in an effective aggregate amount.
Cymoxanil, mancozeb and thiophanate-methyl are all known compounds.
Cymoxanil (a foliar fungicide sold under the trademarks CURZATE and DPX-3217) is 2-cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino)-acetamide.
Mancozeb (a fungicide sold under the trademarks MANZATE-200 and DITHANE M-45) is a mixture of [[1,2-ethanediylbis-(carbamodithioato)](2-)]manganese and [[1,2-ethanediylbis(carbamothioato)](2)-]zinc.
Thiophanate-methyl (a systemic fungicide sold under the trademarks TOPSIN M and NF-44) is dimethyl[1,2-phenylene-bis-(iminocarbono-thioyl)-bis-[carbamate].
In the method of this invention wherein cymoxanil is admixed with thiophanate-methyl, in general, satisfactory results can be obtained when the weight ratio of cymoxanil:thiophanate-methyl is from about 1:3 to 3:1, preferably 1:2 to 2:1, and more preferably, 1:1.5 to 1.5.1.
In the method of this invention wherein cymoxanil is admixed with mancozeb, in general, satisfactory results can be obtained when the weight ratio of cymoxanil:mancozeb is from about 1:16 to 3:1, preferably 1:8 to 2:1, and more preferably, 1:3 to 1.5:1.
In the method of this invention wherein cymoxanil, mancozeb and thiophanate-methyl are admixed, in general, satisfactory results can be obtained when the weight ratio of cymoxanil:mancozeb:thiophanate-methyl is from about 3:1:1 to about 1:16:6, preferably, about 1.5:1:1 to about 1:8:3.
Similarly, in the composition of this, invention, in general, satisfactory results can be obtained when the weight ratio of cymoxanil:mancozeb:thiophanate-methyl is from about 3:1:1 to about 1:16:6, preferably, about 1.5:1:1 to about 1:8:3.
The formulations can comprise from 0 to about 20% of an agriculturally acceptable surfactant such as wetting and dispersing agents, e.g., the condensation product of formaldehyde with naphthalene sulphonate, an alkylarylsulphonate, a lignin sulphonate, a fatty sulphate, an ethoxylated alkylphenol and an ethoxylated fatty alcohol. The formulations can additionally comprise from about 10 to about 99% of an agriculturally acceptable solid or liquid diluent, including carriers, such as talc, zeolites, Alder bark, kaolin, diatomaceous earth, mineral oil, water, and the like.
REFERENCES:
patent: 3379610 (1968-04-01), Channing et al.
patent: 3905995 (1975-09-01), Enoki et al.
patent: 3957847 (1976-05-01), Davidson
patent: 4742079 (1988-05-01), Devoise-Lambert et al.
patent: 5007953 (1991-04-01), Chollett
patent: 5776976 (1998-07-01), Dehne et al.
patent: 1470740 (1977-04-01), None
Tomlin, The Pesticide Manual Incorporating the Agrochemicals Handbook, 10thEd. (1995) pp. 257, 258, 987 & 988.*
Samoucha et al, “Systemicity and pe
Gustafson, Inc.
Robinson Allen J.
Sidley & Austin
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